FabGuys.com forum: When Amy Met Jennifer

By *yrdresser4fun OP Man
1 week ago

Ayr

When I get the time and the mood takes me like many others I like a bit of a dress up and some fun. When dressed I like being called Amy, she a wild redhead that love a bit of cock, and that love lead her to meeting a more aggressive assertive top (with a massive cock) that took her to the limits maybe broke afew, leaving me feeling rather split minded in if I would continue to play as Amy or was it that much it's killed the fun for me. I avoided coming online for several days afterwards, I don't know why I came back online maybe I thought I'd just check it one last time and delete it forever. I had several messages waiting, from guys I'd met afew times, some new ones and from Al, the Dom that used me. He said if I wanted to be a better sissy I should talk to Jennifer. She had a profile on the site, so naturally I had a look and found a dresser in their 40s, a very convincing long hair styled blonde with several pictures of them in full outfits from dresses to leggings to full on formal ball gown looking like a princess almost. Wow I thought they must take forever getting ready like that each time. I almost forgot they weren't a natural born woman only when the cheeky picture of her lifting a short leather skirt up to show a bright red lacy G-string clearly holding back a very tight and small look cock cage. I thought no way is she real, if she's half asleep convincing in person then Amy's going to look like shit compared to them. Maybe it was that curiosity to see if it's the real deal that had me send a message, simply saying

"Hi, I recently had a meeting with Al( gave his username too) and he said if I was interested in being a better 'sissy' I should message you"

It wasn't long before they replied and the start of Amy's education began.

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By *ubslut trishaTV/TS
1 week ago

Glasgow

Can't wait to read the next chapter

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By *axkink89Man
1 week ago

warrington

Cannot wait for more i have been wishing i was amy from word 1

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By *yrdresser4fun OP Man
1 week ago

Ayr

Her first message took me by surprise, seems like she was expecting me.

"Hi xx Al had told me about a new girl he had round, said it was a bit intense, are you ok ?"

"Well honestly I'm questioning if I'd want to even dress again"

"Ohhh hunni xx that kind of 'intense'. Would you like to talk about it, can be on here or you could come over to mine, you met Al so I know your at least a real person xx"

There was the invite and so fast, curiosity got the best of me and maybe it would help sort the mixed thoughts in my head. So we arranged a time for the next afternoon for a chat and was promised a good cup of tea aswell. We agreed I wouldn't bring anything from my Amy bag, that had sat hidden away at the back of my cupboard, simply myself. They seemed very pleasant to talk with so of course I had skepticism thinking they can't be this complete package deal can they? The next day came and I throw on my male clothes after a shower. They lived across town near with a riverside flat, fairly pricey place I thought as I shyly walked towards the buildings entrance buzzers. I double checked the number they gave before pressing, that shape buzzer sound came from the speaker and I waited for what felt like minutes but must of been second just the mood I was in. A voice comes from the speaker, rather calm and feminine sounding

"Hello"

"Hi it umm... Amy"

"Oh Hi honey yes come up I'll open the door now so you don't get the wrong side"

I had a feeling she's had an experience of that before with some visitor knocking the neighbours door by mistake. The door release sounds beeps and I push it open, making my way to the stairs, each floor had two flats each with there own security doors on each one before you got to the person place. As I walked up I couldn't hear a door unlocking and opening the floor above, turning the corner I could see a shadow of someone waiting. Once on her landing I could fully see her in the security doorway, smiling warmly and living up to her photos of not surpassing them

"Hi Amy nice to meet you in person I'm Jennifer"

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By *axkink89Man
1 week ago

warrington

Im looking forward to where this is going

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By *seme66Man
1 week ago

Sourton

Mmmmm looking for to Amy’s meeting x

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By *aura LovecockTV/TS
1 week ago

Holmfirth

You are an extremely gifted author, very well written and so erotic xx

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By *ubguy1973Man
1 week ago

Kings lynn

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By *ohnny 52TV/TS
1 week ago

South Cheshire

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By *yrdresser4fun OP Man
1 week ago

Ayr

In the doorway stood Jennifer with her hair long and wispy blonde hair with small bangs covering her forehead, makeup done perfectly with skill and care, smoky eyes with points done with liner. Lips full and glossy with a nude colour, she was definitely curvy in all the right places. Wearing a white lacy shirt sleeveed top with a pearl necklace and gold earrings. Some of the tightest looking dark black leather leggings shaped her thick toned legs, and to top it off some very high bright shiny red sling back pump heels. Simple but damn she looked good wearing it and gave a strong calming aura, she took me by the arm

"Oh come in sorry was rushing around sorting small bills, would you like tea, coffee or I got orange juice or I think lemonade in the fridge honey ?"

"Umm I'll have a coffee with sugar and milk please"

I entered her flat, very modest and tidy looking not overly feminine as they appeared, her living room and kitchen were open planned separated by a breakfast bar table . She has asked some small talk like was it as cold as it looked outside and all before I took a seat at the table as they strutted in her heels to make the drinks. She clearly picked up of nerves, quietly passing a streaming cup of coffee over to me

"I'd you need more milk or sugar just say so hun ok, I make sure I'm a good host to my guests"

I nervously thank here, somewhat overwhelmed by just how easy going she was,how relaxed I felt with her.

"So what to tell me what happened with Amy and Al ?"

"Uh yeah sure"

(You can read the full story at "Call yourself a sissy")

Having given a run down of how I am just a part timer that has had a good few meetings but that one was just different, just to much for me. Jennifer takes my hand and reassured me they have had experiences just like I described and know plenty of other dressers in the same position for less 'intense" acts. We talked for a while just conversations flowing nicely. I felt totally relaxed with them before they asked me,

"So will Amy be coming back out ?"

"Well if she does I think she'd want something much more gentle. At least to start haha"

"Hahaha awww babes you just had a real shock to the system and need a pair of good hands to train you up a bit or at least answer any questions you have"

" Haha train me up, what like you playing teacher for Amy?"

"Well that would give me and excuse to to get shopping for a teacher like outfit haha, maybe Amy news a new outfit too"

"Are you hinting at a uniform or something here?"

"Well you said it first so you either like the idea of wearing a uniform of some sort or you'd hate it, which is it?"

"Well I mean what kinda of uniform are you thinking"

"Nothing over the top or crazy, tell you what it's been a few hours of lovely chatting with you, so why not come back over another day with your 'Amy bag' and maybe Jennifer and her can really meet eachother better"

"I think that would fun, you could actually help make her look better then just a guy in stockings haha"

"Oh honey stop that talk, your sissy teacher Mrs Jennifer will give her some lessons on anything she wants to know babe"

"Thank you, means alot, like Amy's got her appetite back a bit now"

"Well when I met her I'll see how hungry she is babes "

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By *jsucksTV/TS
1 week ago

Chesham

Mm this looks like it could be a fun my sissy senses are tingling

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By *ooyoome5TV/TS
1 week ago

Lanark

Brilliant writing

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By *yrdresser4fun OP Man
1 week ago

Ayr

It wasn't like Jennifer kicked me out right after suggesting a second meeting, I actually stayed at least another hour and a half, mainly just talking utter rubbish about anything, was very refreshing to be spending talk like this. Seems we had a few mutual last meets, little 'girl talk' comparing some notes, seems my name had gotten around a little with some guys,

"Oh wait are you the Amy that went dogging with Steve before?"

"Yeah.. it's kinda his fault Amy's around in the first place, basically gave my a few outfits, heels, hell he gave me my king red hair wig"

"Awww he's great, always helping the girls out with bits, love doing our little makeup sessions when the mood takes him hehe. I heard you had a fair bit of fun that night Amy"

"Haha yeah got lucky with visitors"

She teased me lightly, saying I was a bit of a rumour that all the guys where after, I had to stop the flattery was far to sweet. Before I left she had to show me her dressing room, was a guest bedroom that she kept most of her clothes, toys and equipment stored. A simple but well decorated room with a bed as the centre piece, opposite the bed end was her mirror and table, covered in organised bottles, jars, containers of her makeup, perfumes and jewellery. Two full show racks of all different heels, boots flats on the far side wall, several drawers around the room housing her various collection of toys or all sorts ranging from small to oh fuck no how could you even take that, it really was a dressers dream collection and I only got a small preview, a slight glimpse at this other side of Jennifer, that clearly isn't as innocent and sweet as she acts, that said I left with a warm feeling excited for our arranged second meeting. As I left she kissed my cheek, gave me and wink and finally a small playful spank as I turned around to walk away,

"See you soon sweetie"

And blew me another kiss as she stepped back inside.

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By *usty rhodes777TV/TS
1 week ago

Stranraer area, can travel

Great story once again

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By *uckmehardMan
1 week ago

dudley

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By *TRAPON BOSSTV/TS
1 week ago

Waterford Ireland

Looking forward to more if Amy

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By *ohnny 52TV/TS
1 week ago

South Cheshire

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By *eachyoneMan
1 week ago

Aberdeenshire

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By *assivechubMan
1 week ago

Margate

Sounds like our Amy is going to be enjoying herself again at last bless her xx

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By *tiffunMan
1 week ago

wantage

Building nicely

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By *eardy Man 2Man
1 week ago

Exeter

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By *erry55Man
1 week ago

Portlaoise

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By *seme66Man
1 week ago

Sourton

Mmmmm I’d be back at Jennifer’s like a shot

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By *yrdresser4fun OP Man
1 week ago

Ayr

I spent the time between meetings getting back into the swing of thing, got Amy's clothes all freshened up and nearly packed ready to take with me, brushing my wig to get a kink out and getting back on my dildo to get my ass a bit of action once again. On the day, I treated it like a normal meeting, a good scrub in the shower, douching and dressed all before checking my messages again, Jen had sent her phone number through said call or text her when I was near by so she could open doors and have the kettle on for me. As planned I texted when I seen her building and walked straight in and up the stairs through the security doors. Back in her flat, I could instantly hear a blend of the TV on and her heels tapping off the ground as she moved in the kitchen,once I closed the front door behind me and made my way through the flat to meet her Im greeted with her wearing a green silk dress, exposing her shoulders and completely covering the front and neckline, the skirt part was loose and swished as she walked, jet black nylons on her legs with a set of black stiletto pumps with a firm point gleamed with reflected light. Her hair was nearly tied back in a ponytail really showing of her jewellery, still with that disarming smile,

"Hi sweetie, you doing good today? Come on come sit down I've got the coffee ready"

Her charming demeanor hits quickly and I'm again relaxed being around them. A small catch up and chit chat first, not rushing straight into anything. Granted it wasn't long before I'm asked,

"Would you like to go change, so Jennifer and Amy can really meet eachother honey?"

"Yeah, yeah that would be nice could I use your bathroom for it?"

"Sweetie you can use my dressing room, take you time ok, I want you comfortable the whole time ok"

She walked me through to the said room, turning on lights so I had full light to see what I was doing, she even took my bag a carried it through for me placing it on the bed,

"Ok babes enjoy getting ready and if you need anything just shout through"

She left me alone and I unpacked, laying my stuff out on the bed. I thought I'd go for a bit more covered but sexy look so my silk slip with straps in place of a bra paired with a thong and stockings. My long sleeved deep blue silk blouse for my top and a tight leather pencil skirt for my legs, had to pick my stiletto pumps to match Jennifers. Felt oddly safe getting ready at hers surrounded by all her belongings, made sitting down at her table for my makeup a treat, even if I couldn't help looking at all her individual types of makeup compared to my small travel case with the basics inside. Still I took my time and brushed my face with blush, mascara and lipstick before putting on my hair and styling it with a hairbrush. Stepping into my pumps Amy was ready to meet Jennifer, that wild personality was starting to take over me, a sway of my hips started happening as I walked back through.

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By *assivechubMan
1 week ago

Margate

Superb

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By *usan 749ukTV/TS
1 week ago

Bangor

Good 👍

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By *ood gurl 4 daddiesTV/TS
1 week ago

trim/kells/athboy /and about

Ó yes please More

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By *ashtoolMan
1 week ago

belfast

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By *iv JonesMan
1 week ago

Cardiff

More please

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By *ohnny 52TV/TS
1 week ago

South Cheshire

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By *ikerdaddyMan
1 week ago

Newport

Great so far, loving it

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By *erry55Man
1 week ago

Portlaoise

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By *issyswichTV/TS
1 week ago

Gateshead

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By *yrdresser4fun OP Man
1 week ago

Ayr

I walked in with a half confident hand on my hip only to stand in full view from the table. Jennifer went from nursing her coffee to giving me a stand ovation, with cheers and clapping, it was like have my own personal cheerleader.

" Well damn Amy! Sexy girl give me a little spin then babes"

In my best graceful while trying to be all sexy did a quick half turn then slowly done the rest, all the while I hear a loud wolf whistle from Jennifer.

"Definitely suit that skirt Amy, get the boys all wild with it, come sit down before I start prodding and pull at your sexy outfit"

With this strange confidence boost I tried playing into this role of apparent super hot dresser, though I must say I do think she was being nice. With a slow deliberate walk over to the table with a small skip up to the chair I finally bust out my Amy voice and say get to say hello in character. She began asking about my outfit how it felt to wear and how it fits, I'd been lucky with getting clothes that complimented my shape well, so was comfortable showing off my nylon clad legs with a little kick out, of course I started bending my foot around to show the angles of my pumps, Jennifer let out an excited yell and joined me in showing off her own.

" We are about the same size babes your definitely trying some of mine on before you leave"

I can only describe this experience to this point as being like two crazy college girls that met in the night club toilets and end up being eachother best friends for the night, almost surreal feeling. It wasn't long before we ditched the coffee and moved on to opening a bottle of cheap wine, really getting into the feminine vibe.

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By *yrdresser4fun OP Man
1 week ago

Ayr

We sat swirling our drinks, slowly the naughty side bubbled up in me. She had a bit of an odd quirk of calling cocks willies, but said in such a way that it gave a sexy tone. Our chat turned to her newly manicured nails, glossy black, red and white with a sharp point to them, I mentioned I thought those would be the type Amy would get if it wasn't such a hassle getting fakes put on, she answered with enthusiasm,

"Babes if you get the time and can stay over a weekend or so then I'll do them for you, make you extra sexy. Speaking of I promised I'd give you a little makeover right ? Want to bring your drink, I'll bring the bottle and I'll make Amy look a a total doll"

"Ummm yes please Jen"

She sprang up from her seat, took the bottle and her glass and waited for me to "lead the way babes". Once we settled into the room, music on her phone as background noise, I sat on the end of the bed close enough for Jennifer to reach me and her table of makeup.

"Please don't be offended babes but I'm sure you know it's easier to work on a fresh canvas" she said passing me makeup wipes to prepare for my new makeover. Given my limited skills and applying it to myself it wasn't long before the wipe was stained, granted I'd already made lip prints on my wine glass. Jennifer has her back to me clearly selecting a full mix of this and that to put on me.

"Ok is Amy ready to be my model"

"Oh she definitely is Jen"

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By *ohnny 52TV/TS
1 week ago

South Cheshire

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By *ita99TV/TS
1 week ago

bognor

❤️❤️

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By *ooyoome5TV/TS
1 week ago

Lanark

Loving this x

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By *yrdresser4fun OP Man
1 week ago

Ayr

I don't know how long I sat there but I can't say I didn't enjoy it, she started with something new for me and had my nails polished with a glittery deep red and if you've had them done you know you just keep your hands at the side to dry. As they did, Jennifer started applying foundation, brushing and blending all sorts, I just kept my mind off the itch on my nose. Really was a night of first for Amy, fake eye lashes instantly made my lids feel a bit heavy, I tried not to look at the sharp looking eye liner. Of course she finishes my make up with lips, and it was then I could really feel the difference between my quick bit of lippy and actually skillfully put effort in (never knew you got a pencil for you lips). Final few brush strokes and Jen stairs at her work trying to bloke the mirror I was so desperate to see,

"Just hold on afew minutes babes I've got afew things I want to try before I show you"

I couldn't say no, she was just so happy to help. Never done jewellery with my outfits before so when she brought out a some box from a drawer with lifting out different pieces holding them near me as she decided, she gave me pearl earrings and a gold necklace with a pendant. Ok so I'm all dressed, with new makeup all done, jewellery added even got my nails coloured why is she still not letting me look I wondered.

" Don't look in the mirror yet, I've one more thing I think would be perfect for you and it's your colour aswell"

I turned my head and lifted my hand as a screen causing her a giggle, she walked to a wardrobe that was behind the door, opening it and pulling something out.

"Close your eyes Amy"

I could feel her hand on my head gently taking off my hair, this was the only moment I felt something was wrong but gave the benefit of the doubt. Soon I could feel her put it back on (at least I thought) but it felt different somehow. She stood back Infront of me told me to stand up and open my eyes,

"Are you ready to see glamour Amy"

"Yes.. yes I am"

She stepped aside, I finally see the full effect of her efforts and I could only say in a totally stunned "Holy fuck!!!"

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By *usan 749ukTV/TS
1 week ago

Bangor

Nice 👌

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By *ood gurl 4 daddiesTV/TS
1 week ago

trim/kells/athboy /and about

Yes yes yes

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By *egselevenMan
1 week ago

burnley

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By *ony 529Man
1 week ago

Coventry

Mmmmm loving this for so many reasons

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By *ashtoolMan
1 week ago

belfast

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By *aidclaireTV/TS
1 week ago

bideford

Loving this. Xx

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By *yrdresser4fun OP Man
1 week ago

Ayr

I stood stunned just taking myself in. First thing that took focus was my new fluttery lashes with smoky eye shadow and pointed liner, made my eyes pop. My lips looked full and plump red, skin with no blemish, blushed and contoured lightly, she had even done my brows. Just as I was about to gush praise over Jennifer I noticed my hair was different, my normal one was just past my shoulders with some waves to it, now it was longer and wispy framing my face with a parting fringe

"Jennifer.. I can believe it I look pretty good, hell I might even be convincing now wow !!"

"Awww sweetie thank you, but I've got more for you"

"More? Like what haha ?"

She gave a naughty giggle and winked before returning back to the wardrobe she got my new hair from, I noticed my normal hair neatly placed on the bedside drawers.

" Normally I'm the one behind told this babes but unbutton your shirt, in fact maybe just take it off"

At this point she could of said bark like a dog and I would, so off came my silk blue blouse, revealing Jennifer to my half slip bra.

" Ahhh yes girl, you definitely have good taste in clothes, is your bra padded or you got some fillets in hehe?"

"Honestly it's tissue paper hahah"

"Well get that out babes, try these in instead"

She really did have a bit of everything a dresser would want I thought as she holds out some two silicone inserts, which she was more then helpful getting them settled and my bra adjusted. She slipped my blouse back on and added a belt to my waist, to which I must of gave a confused look

"Just you wait Amy, you'll love it when you see"

She pushes me playfully to the mirror

"Oh my god I've got tits now haha"

Jennifer burst out laughing but I was just mesmerised but the full thing, giving myself a good feeling up with squeezing, firm but not hard.

"Glad your happy babes, wait here I'll go get us another bottle, make getting up your skirt easier haha"

" Babes if you want it up down or out the window just say"

"Hmmm naughty girl, love it"

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By *egselevenMan
1 week ago

burnley

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By *harlotte39cdTV/TS
1 week ago

rochester

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By *ashtoolMan
1 week ago

belfast

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By *impy2019200Man
7 days ago

Ayr

Interested to see where this goes next

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By *axkink89Man
7 days ago

warrington

Oooh i am loving the direction this is going would be nice for jen to reintroduce amy to there mutual friend maybe even double team amy with him

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By *yrdresser4fun OP Man
7 days ago

Ayr

Jennifer soon bounced back into the room holding a second bottle, just as quickly refilled out glasses. The flirting and naughty undertone continued as we drank, trying not to ruin my lips, we both now sat on the end on the bed, legs occasionally brushing eachothers nylons or bumping heels. Amy never felt so real till that night, so it wasn't long till other desires crept up (the wine wasn't helping) wasn't just for random cock like it normally is, I was focused on wanting to give Jen a proper thanks you for the night, only only problem I hadn't seen a bulge in her skirt all night. It was when she stood back up to again refill our glasses that I spoke,

" Do you not find me... Sexy enough Jen?"

She followed my eyes looking downwards at the hemline of her dress

" Amy sweetie I've been poking, prodding and pinching you all night your fine to lift my dress and have a look"

I almost dropped to my knees, gently lifting her green dress up revealing the tops of her nude stocking tops attached to a suspender belt. Her knickers looked tight, mainly silky black with some colourful flower detailing over the front,

"Compression knickers babes, hides your cock and less fidgety then a cage"

I could just make out the faint outline of her she cock hidden away behind her knickers, the urge took me. I leaned forward and ran my tongue across where my hands had just traced.

"Hmmm cheeky girl, normally I'm the one teasing willy"

" Why do you call it that haha ?"

"Because it's cute, fun to say and if you hear me say cock it's when I'm begging hehe. Now if your getting to that point then only fair I get to reply"

She sits back next to me, reaching her hand over and up my skirt

"Ooowww lacy knickers Amy, have me guessing the pattern without looking hehe"

Cock twitching in her hand, made her grin, suddenly she stopped and pulled her hand away,

" Come on let's cage your cock I've got half a drawer full of different one, then the teasing gets more fun"

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By *yrdresser4fun OP Man
7 days ago

Ayr

Both of us stood up, Jen went to one of the many drawers around the room, while I began unzipping the back of my leather skirt letting it slip down with a small push, stockings on full display and no more guessing what the lace pattern on my thong was (was just a random pattern the lace made). Jennifers hand was quickly tugging my string up wedging me

"Sorry babes just sorting your knickers"

"Oh you can sort them all you like"

As she sat down, she fluttered her eyes and poked her tongue out, telling me to remain standing as she slipped my thong under my cock and balls and proceeded to fit the bright pink cock cage on. Last part was clicking the small padlock shut and shakes the keys at me,

"Pretty pink cage for pretty Amy"

Having one properly fitted just added to the whole thing, a level of near total comfort. Teasingly she kisses the pee hole of the cage causing a strong jerk, she giggled in the sexist way I think I've heard, and went a step further flicking her tongue tip over my cage. It ended with a kiss and her pulling my knickers back up. Almost annoyed at being turned on I half seriously say,

"Your such a fucking tease you know right?"

"Hehehe yeah I know I'm a real bitch when I want to be, but it's just so much fun to do it, and your not the only one it's teasing babes. Since you've got your skirt off is your ass needing a little attention?"

Being playful with my response, I turn to show my ass and give myself a small but decent sounding spank. Jen responds in kind letting out a loud "AHH!" And smacking my other cheek as that naughty grin grew on her face.

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By *yrdresser4fun OP Man
7 days ago

Ayr

She had turned my body round, so I had to look over my shoulder to talk seems she had a bit of a selection for me,

"So what's your preference traditional shape plug, got some alien looking ones or my favourite dildo plugs? "

"The hell is an alien plug haha"

"Oh it's like tentacle shaped with bumps over it, basically I'd you seen a guy pull his cock out and it looked like it I'd be flying out the door hahaha"

The small jokes and just playful banter between us really makes all the difference with meetings, not often you half bent over shaking with laughter about to get a butt plug inserted. Finally composing myself,

"I take a medium traditional then"

"Going the safe choice babes ?"

A small russling behind me followed by a wet poof of a lube tube. I peek over to see her holding the base with one hand lubing it fully with the other, not the first time I can tell when she used the lube hand to hold the toy reaching with the clean on for my thong,

"Ok babes remember to breather properly, promise I won't stretch it to much, your knickers I mean your ass will be a bit"

She already knows I've not eaten and cleaned out before coming over, the toy is pressed against the entrance of my hole, poking it in slowly and in rhythm to my breathing. If you've taken plugs you know there's a point where you feel the thickest part inside about to close behind you trapping it in,

"Ok Amy big breath out girl, yes there we go"

With a wet sound it popped in and I moaned out in pleasure feeling it as I moved.

"Hold still babes I'll clear up the excess, save you cleaning the skirt more later". She kept a pack of paper towels at the side of the bed, so clean up was very straightforward, though the continued "adjustments" of my knickers has me giving her a look of 'really that much'

"Ok babes slip your skirt back on I've got one more thing I'd like to try for you"

She hasn't steered me wrong yet, I pulled up my skirt , the cage left a bit of a notable imprint at the front. With my new tits I even left a few buttons on my blouse open, moving the gold necklace around to center it. Jen got my attention with her voice excitedly saying,

"Babes try these on"

In her hands was a pair of six inch shiny blue platform stiletto heels. I could almost see the light beaming from my eyes, instant love for them, wish I could say I floated out my pumps and into the new pair but was more of a failed kick then shake off before I lunged at them, placing them on the ground and slid my nylon covered feet in place.

"Wow loved the extra height, can reach all the high shelves now haha"

"Heheheh try walking a bit, break them in"

Surprisingly I could move fairly well, atleast back and forth to the mirror checking all the angles out, sticking the stereotypical hands on hips pose, Jennifer still playing cheerleader,

"Yes, work those heels Amy, you go girl" even the playful spanks as I walked passed, not that I minded, if anything I was pushing myself closer when I did.

" Well your caged, plugged, dressed and looking perfect Amy"

"Thank you, seriously I've never felt so much like Amy before and she's been spit roasted haha"

"Hahaha oh fuck sake, come on grab your drink let's go sit somewhere more comfortable"

Picking up the half full bottle with her lower fingers, while holding her glass between her thumb and index finger, her other arm reaches out for my left. She wrapped her arm around mine took hold of my hand and as a pair walked with insync taps of our heels walked back through to her living room.

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By *aura LovecockTV/TS
7 days ago

Holmfirth

I think things are going to get very naughty lol x

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By *ita99TV/TS
7 days ago

bognor

❤️❤️

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By *ooyoome5TV/TS
7 days ago

Lanark

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By *TRAPON BOSSTV/TS
7 days ago

Waterford Ireland

Brilliant writing Love this story

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By *aura LovecockTV/TS
7 days ago

Holmfirth

Another well written chapter x

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By *egselevenMan
7 days ago

burnley

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By *issyswichTV/TS
7 days ago

Gateshead

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By *usan 749ukTV/TS
7 days ago

Bangor

Absolutely love this 💋

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By *ogsy60Man
7 days ago

Welshpool

Loving this story, excellent as ever

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By *ashtoolMan
7 days ago

belfast

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By *yrdresser4fun OP Man
7 days ago

Ayr

We sat close on one of her sofas, sipping our drinks and continued our flirtatious antics. Our general talk repeatedly went back to being suggestive or outright dirty, something like "oh where's the best place to buy hold ups that stay up"

"oh try so and so brand they last a long time and fairly reliable"

"that's good had some before that just lose their hold after a wash"

"I know why you mean babes get all drenched in cum and need a clean then it's just a extra nice wank sleeve ahahha"

All the time it seems we were getting closer and closer to each other, legs less brushing eachothers now we were fully interlocking them or kicking them up over eachother laps, hands causally petting and stroking our stockings, even had a good squeeze of eachothers tits to compare the feeling. By this point our chests were touching, both glasses sat on the table free from harm, my leg then hers then mine then hers again fully linked up together, we did the next thing that felt right to us, full on snogging. Lipsticks mixing and running all over eachothers faces as it became more and more passionate. Don't know about most of you but I'm not really one for kissing during meets but this was all just so different. Hands going wild over eachother, she broke away with a breathless smile reminding me what she wanted, with lustful eyes looking directly in mine saying,

"You know before you leave tonight I'm going to suck your willy so good Amy"

"Your first then, miss no cage, can feel your panties straining a little to hold you back"

She bites her lower lip, lifts her dress and leans back to get a full view of her compression panties holding a noticeable bulge back.

"You want it ? Take it Amy!"

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By *ohnny 52TV/TS
7 days ago

South Cheshire

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By *eelloverMan
7 days ago

Sheffield

Amy is such a delightful slutty girly xx

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By *illgossardTV/TS
7 days ago

Abergavenny

Oh Amy! How wonderful x

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By *egselevenMan
7 days ago

burnley

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By *oanna k NickersoffalotTV/TS
7 days ago

North of Newcastle

Amy has turned into a real sissy....mmmm

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By *yrdresser4fun OP Man
6 days ago

Ayr

I presses my fingers into her waist slipping into her very tight knickers, not even half way down before I'd chased her she cock with my mouth and started sucking. Jennifer just layed back, adjusting her position slightly to get extra comfortable. I must of been doing a good job at bobbing my head, wasn't long before she's kicking up her legs, grabbing her heels off and dropping them to the floor, her now safe for play stockings clad legs twitched and tightened as they freely roamed over my body. She was very vocal throughout it, amazing encouragement and praise driving me to keep going,

"Ohhh fuck!! Your such a good cock sucker Amy! Ahhh hmmm yes girl right there, got me being moaning bitch and I'm the one being sucked"

Her cock was average size but I made it into a mouthful, sucking, licking wanking her rock hard throbbing cock, couldn't forget her balls, one side then the other sucking and gargling each one before trying to take both. Those sharp pointy nails dig in my shoulder, I had to look up see her reaction, lifting my face up from her now very spit covered crotch I peered over her body to see her face. Looking rather flush and warm still with a smile, she caught her breath and looked down to see the messy face of me, she couldn't help but joke around,

" Oh look at the state of you Amy, ruined your makeover, uhhh you'll just have to suck me as a sorry"

Followed by a firm gentle push on the back of my head down onto her cock, could feel the laughter through her cock shaking. Her legs spread wide, making access so easy, my hand moved up from her thigh to give her ass a little attention, I'm soon feeling the base of her plug, rather big base I thought, maybe she really doesn't want a horror story of it going fully in. Some of my spit has ran down her sack and helped get my grip on the base. Giving it a tug outward. She lifted her hips and legs, I pulled further, pushing back in all will trying to keep a rhythm on her cock. To my surprise one sharp pull and most of the toy came out, fuck sake the girl walks around with a 6 inch dildo plug in like it's nothing.

"I know I know I'm a loose slut hehehe"

"I mean for me this would be a fairly good time for a bit haha"

"Hmm well your a great little cock sucker, maybe I need to see what your ass is like"

I could really feel the plug in my ass when she said this, nevermind my cock pressing out the gaps of my cage in excitement.

" Little tip for your bra, get one you can store little bits in, see heres you cage keys, put them on the table and oh what's this little thing, why it's a remote wonder what it turns on"

She looked at me raising her eyes, with out needing to say I know but you don't, she clicked a button and suddenly from inside me a strong pulsating hum buzzed.

"Oh sorry babes did I forget to say your plug vibrates hehe"

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By *ubslut trishaTV/TS
6 days ago

Glasgow

Love it

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By *yrdresser4fun OP Man
6 days ago

Ayr

A sadistic smile formed, she kept hitting the button, going through all the different settings the plug had. I slowed my sucking, moaning my reaction down her cock,

"How about this one, or how dose that one feel, yeah your ass loves it"

I thought she's not playing fair, and I'm holding her plug in my hand still, you better believe I gripped the base with my hand and started fucking her with it. At the same time I push her cock down my throat as far as I could, been a bit lazy trying to please both parts at once my focus was on the dildo fucking. Shall gasping moans full the room, at least when her thighs didn't muffle my ears, her fingers are running through my hair, can only imagine it would of been sore if not for the padding the hair gave me. Nails scratching around, legs wiggling, when I could look up her head was flying backwards or her eyes were rolling, I just knew she's about to pop, you get to know the signs. The buzzing in my ass had gotten to be nice background feeling, every now and then it must of hit the sweet spot. I was in total ecstasy, totally in my own wee world just loving the experience which made the strained calls to stop from Jennifer almost shocking

"Stop, stop, hmmm I can't cum yet, I've not tried Amy's cock "

"Haha oh really, that's the only issue"

"Yes, it's bad hosting to cum before your guest haha, come on babes let's get that cage off"

She was already reaching for the keys on the table before I could say anything.

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By *ohnny 52TV/TS
6 days ago

South Cheshire

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By *yrdresser4fun OP Man
6 days ago

Ayr

Shoving up my skirt and pushing me back into the couch, it was only a jingle and click until my cock flops free. The swelling from our fun had made it a bit more difficult to get off scrape free but we both weren't bothered. She had moved to kneeling on the floor, grabbing the stiletto heels and holding my legs apart, purely oral work for her. Fuck she was good, fully down her throat, never off it for air and lots of drool dripping out. That along with the buzzing plug, I wasn't going to last long, I'd been building up all night, as much as I want to be all cool and hold it in when she started deep throating and making those sloppy gagging sounds my balls strained, flooding her mouth full. We collectively moaned hers muffled holding my cock and cum in her mouth while I melt into the couch, staring at the ceiling, ass had tightened around the plug like it was helping to empty my sack fully, pure bliss. She wasn't done, holding my cum in her mouth she stood and straddled me, lifting my head by the cheeks and kissing me deeply, pushing the cum into my mouth. What a messy snog, cum swapping, tongue flicking, makeup smearing, hand everywhere was so relaxing that my plug pushed itself out, buzzing on the floor caused us to laugh, then we noticed the rope of cum hanging between our faces, she whispers

"Meet in the middle?"

Tongue out and gently moving forward to meet me and collect it up together. Must of eaten fruit that day, or it was her that tasted sweet.

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By *ubslut trishaTV/TS
6 days ago

Glasgow

Stories get better every time

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By *seme66Man
6 days ago

Sourton

Love how this is going

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By *ooyoome5TV/TS
6 days ago

Lanark

Absolutly amazing

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By *anelaceyTV/TS
6 days ago

selby

This is my heaven x to be transformed with another x to get to know one another and have that mutual attraction until the inevitable sexy fun begins x

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By *yrdresser4fun OP Man
6 days ago

Ayr

We settled into a half hugging position, both our heels were off legs resting off eachothers, just sitting back. I looked out her window to see it was pitch black out, checking the clock on the wall I'd been with Jennifer for several hours, enough that day turned into late night, I had a bit of a sad feeling we would soon be calling it a night. Taking a good sip from my glass, just noticing some of my lipstick around Jennifer lips, just had to smile. Her phone started buzzing with a phone call, given the time and activities we both liked I didn't think it was so unusual,

"Sorry babes better take this. Hello? Oh Hi Trisha you dirty sub slut what's up? Oh no really? Yeah I understand do you know if Laura is free. Oh shit your right till the end of the month. Ok get better soon babes bye. Oh fuck sake"

I stretched my legs over and gave her a small kick,

"What's wrong?"

"Oh my friend Trisha, just like us was meant to be coming with me to a little event tomorrow night, but she's down with the flu, my other friend Laura who normally hangs with us is away down south for work till the end of the month, so I'm rather stuck"

"What sort of event?"

"Hmm me at the centre of a hard gangbang, needed a helping maid to serve the men taking turns on me"

"Fuck that sounds hot, would be a great show"

" Are you busy tomorrow honey, I know we have only met recently and all so no pressure to say yes"

"Well I don't have a maid uniform or that haha"

"Babes if we are going together I'll have you fully ready for it, at most you might fluff a cock or two hard and get to watch me in action"

"Well that's tempting and I get another makeover session aswell.... Yeah sure"

"Oooohhhh thank you thank you Amy, saved my ass, well a bit, still thank you, I'll need to make it up to you"

" I know how you could now"

My eyes slowly lowers back down to between her legs, she opened them invitingly.

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By *ooyoome5TV/TS
6 days ago

Lanark

oh yes

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By *aura LovecockTV/TS
6 days ago

Holmfirth

Wow, this is fabulous xx

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By *yrdresser4fun OP Man
6 days ago

Ayr

I began to lower myself back down to suck her cock, but she stopped me,

"Hold on I'll make this easier babes"

Down came those compression panties around her ankles and tossed off with a small kick. Back down legs wide open, I bury my face in between, taking her fully. I ran my tongue up and down her shaft, the precum leaked and ran down, and I lapped it up savouring the taste. Part training session part pure fun, Jennifer guides me through giving a perfect blowjob. Might of learned a better breathing method, it's all timing, as I hadn't come off her cock for minutes. She moaned so sweetly, I thought I'd give her a little extra, unaware of my plan I ran my hands about her legs, before getting them in place behind her knees, pushing her back and her ass up for my to rim. Still loose from her plug or maybe this was her naturally now, with such a well trained hole. The whole area was mine to play with, and I took full advantage, very drool covered. Soon she was tensing up, moaning deepened, hands clutching her legs, with a bit of a sudden,

"Ah fuck I'm cumming, I'm cumming Amy"

A small spurt shoots up past my nose to my forehead just as I got my mouth wrapped around to catch the rest, girl loved a good ass licking from me. My new long lashes had caught some of the cum partly blinding me, but I just loved it, feeling her pulsating in my mouth and swallowing it down in a smooth gulp.

"Hmm greedy girl, not sharing with me"

I opened my mouth wide to show it's empty,

"Just stick your tongue in deep gets some then"

With that we kissed again. Both very satisfied by eachother. Before I could leave, we arranged our times for the next night and as an extra thanks for the fun Jennifer had even booked me a taxi home, regrettably I knew I had to take Amy off and put her away in the bag. Back through to the playroom, to get my clothes and makeup off. She gave me all the wipes to make it easy and helped pack what I was taking off. It was a bit rushed but taxi on the way and the meeting for the next night made up for it. Back in male clothes I'm preparing to leave out the door when she handed me my rucksack with Amy inside and then confusingly she hands me another cloth bag,

"I only brought my rucksack?"

"I know babes, but you've seen I've got a lot of stuff and tonights been amazing, and your helping me out tomorrow night so it's my little thanks for everything"

I leave after a quick kiss and hug, near bouncing down to the taxi with glee, all excited for what the next night would bring.

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By *usan 749ukTV/TS
6 days ago

Bangor

This is so good 💋

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By *avidIanMan
6 days ago

Bolton

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By *seme66Man
6 days ago

Sourton

Amy is one lucky Girl

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By *ashtoolMan
6 days ago

belfast

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By *egselevenMan
6 days ago

burnley

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By *yrdresser4fun OP Man
6 days ago

Ayr

Getting home, was a bit more challenging then I thought, almost feel asleep been so relaxed by the night's events. Once home it was a case of quick clean and bed to rest up for Jennifers little event the next night. Slept amazingly, woke up with a spring in my step and proceeded to get myself a good scrubbing and freshen up for that night. Drying off with a coffee I realised I'd left my gift bag in the hallway, lucky I was alone. I had to have a look, to my shock she had gifted me those platform blue stilettos, a few pairs of stockings, the cock cage and keys, afew different sizes plugs, padding for bras and at the bottom sealed in a plastic cover was the wig I'd worn. She wasn't joking about having alot of stuff if she's casually giving this amount away for nothing. A text came through saying I should bring the new hair a comfortable plug and cage for the night, she had the rest sorted at hers. I thanked her for all the lovely gifts, had to say it was too much for nothing, but quickly she told me to shut up and enjoy them like I did with her. I packed what I needed and sat it aside, getting my regular clothes on and asking if she wanted me over early, to get ready maybe even eat something early enough that it wont effect us later. I got a reply of 'hell yeah girl", so over I went. On my way I stopped off at a pizza place and got us a small one to share, can't go wrong and we had talked about food before and how it's always when your getting ready or just about to have fun some how you see a picture or something of your favourite type of food to get you all annoyed. I arrived to find Jennifer fresh out the shower, still with no makeup she had done all the skin care routines. We eat first to not get our night wear messy. She told me what would be happening,

"So I'll be the main draw, the guys will all fuck me both holes, hard I'll be a piece of meat for them, you'll be at the door, handing out lube or drinks or aromas for then guys, basically you'll look after them as they use me"

"And will I be getting used?"

"Well at most you might be an oral fluffer, getting them all hard to fuck me, but still the host likes his girls in full high standard dress"

"Host though we were having it here?"

"Oh no sorry babes we are having to travel across town, we can drop you on the way back but"

Oh fuck so she's expecting me to go outside in public even for minutes dressed up, I got an instant chill down my spine, a slight reluctance as she took my hand and lead me to get ready.

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By *assivechubMan
6 days ago

Margate

Amy has this in the bag she's a cool gurl xx

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By *ashtoolMan
6 days ago

belfast

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By *yrdresser4fun OP Man
6 days ago

Ayr

Back in the warmth of her special room, I got stripped fully and given the once over with a moisturizer cream, very cooling at first. She couldn't help but give my cock afew flicks of the tongue or a kiss,

"Such a tease"

"I know not helping when about to cage your lovely cock away for the night"

I'd already layed out my requested items on the bed, Jennifer reaches for the cock cage and places it on me, locking me away. I chose a medium small plug to wear in that night, I'd been told it may go on for a while, so comfort was essential. She lubed it up and pushed it fully in,

"Hmm loose hole today sweetie"

"Almost like it's your fault from last night"

"Maybe it is, let you have a go on my fuck machine some time and you'll feel that"

"You've got one"

"Yeah it just takes ages to set up and makes a fair noise"

Our chat continued on like that for a while as she fitted me with a full white lingerie set, all silk and shiny looking with lace trim and some patterns. She adjusted the bra on me and filled the cups with fillets, it was strapless but still felt secure on me. Next was something new for me to try on a merry widow (basically a basque with no cover for your tits) helped shape my waist and proved bult in suspender straps for stockings, which I rolled up my legs and attached the clips, had to get Jen to help place them as they had a nice bow at the front, lastly a pouches G-string houses my cage perfectly.

" Well underwear, cage and plug done, makeup time"

Like before she completely transformed my face from male to female, though she was a bit more concerned giving a more serious look rather then the playful one. Not as bright lips and less lashes, still once in done I look great. Jen packed away the makeup in a handbag in case I needed touch ups later, while she done her makeup I went off to get us a drink and it meant I could give my new lingerie a walk. Returning to find her just starting her eyes,

"Oh babes before I forget there's a little leather collar for you on the side table there"

Sitting the drinks down I looked for what she said, finding a black leather collar with a heart shaped metal center so leashes could be attached.

"Come I'll put it on you"

We resisted just going at it with eachother best we could, so tempting and equally frustrating. Once her makeup was complete she stripped her loose joggers and shirt off, full body rubbed in cream, I helped with her back and hard to reach places, before she pulled out a tiny flat fronted metal cage. I watched her squeeze her cock into it, looked painful, it was going bright red. She put bands around her balls, restricting them. Selecting a rather thick looking dildo plug, she asked if if put it in her

"With pleasure, bent over then"

She happily let out a squeak as she bent over, lubed up her plug and toyed her open for a tease before pushing it into place.

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By *usan 749ukTV/TS
6 days ago

Bangor

Xxxxxxxx

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By *avidIanMan
6 days ago

Bolton

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By *yrdresser4fun OP Man
6 days ago

Ayr

I gave her bubble butt a good smack of encouragement

"You got this babes!"

Finally I got to see her outfit for the night, she started with a lovely looking black and white bra and panties set, bra already nicely filled giving Jennifer some rather nice round tits. On top what I can only describe as a long sleeved body on dress, made of black shiny pvc, very free neckline, with a zip up the front along with three straps that gave a tight waist on her. Adding a bigger collar then my own one, looked like if you moved your neck you'd feel it. For her legs a pair of sheer tan tights, odd for what she said was happening, pairing them with thigh high stiletto heeled boots matching the dress. The whole thing screamed dominatrix, only her hair being straight and free suggested otherwise.

"Well fuck me Jen, you look so hot in that!"

"Thanks babes, I'm sure I will be soon enough, I'll get you in your maids uniform now"

The black short dress with ruffled neck, shoulder and hemline, had accents of white in selected places, the skirt puffed out a bit from the under layer of white lace. She fitted my apron that only covered my lower front, it had pockets built in for 'special items when we arrive', she passes me some lovely gloves with lace ruffling at the wrist, to keep on my pockets till needed. Fitted my hair to frame my face and added a little head piece for detailing,

"Oh look at you maid Amy hehe"

" Hey I think I pull this look off don't you?"

"I'm biased babe, but I think you look great, taxi is arriving in about half an hour, so quick half of an energy can each and shoes on for you"

"Oh what shoes am I wearing for this?"

"Simple black leather Mary Jane court shoes with a I think it's a three inch heels to them"

"Sounds perfect"

Sitting on the couch we sip a can between us, I got my heels on and had put the thought of going out completely out of mind, caught up in just getting ready.

"Come on babes taxis on its way let's get down and wait for him"

My face dropped, I instantly froze up stiff, scared to move. All the normally worst case scenario running though my head, what if I'm seen and recognised, what if we pass by a group of people that laugh at me? I sank back into the couch. Jen clearly could tell and knew I wasn't the going out type of girl, I stayed in to do my dressing, she took my hand and gave it a pull,

"Sweetie, don't worry about anything, I'll be with you the whole time, trust me"

I gave a half smile and allowed her to pull me up to my heels. Picking up her handbag and out the door we went.

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By *tiffunMan
6 days ago

wantage

Oh so brave

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By *yrdresser4fun OP Man
6 days ago

Ayr

Standing outside Jennifers flat in the shared secure landing, I just panicked, looked and listened for anyone to suddenly appear. I could hear Jen locking the door before wrapping a comforting arm around me,

"You ok honey, we only have to go down the stairs and out to the taxi"

"I think it's the outfit more then anything, like it's kinda obvious what I'm up to you know"

"Hehe I do understand babes, but I've seen some of the efforts the woman in this building make and your killing them easily right now, so come on give me a smile, chest out and sway those hips girl"

Her enthusiasm was infectious, my ridged body softened and I could feel Jens arm around my waist guarding me forward. First we walked out to the stairs, my heels loudly clacking off the floor, I took hold of the stairs banister and slowly descended along side Jennifer, being so patient with me. Each step brought a new feeling, and not just the plug in my ass, I was calm then scared then turned on then scared again a real mixed emotional mess. The next challenge was the front door, that was it I would be in public view the second I stepped out, of course Jen pulled me along like a clumsy newbie through the door. The wind hits me, my whole body shaking like a leaf, eyes darting one side to the other looking for our lift, nervously asking,

"Where is it?"

"Oh be here in a minute it says babes"

Totally calm Jennifer checks through her bag, like it's nothing. Cars passing at the top of the road, everyone I thought was someone I knew. A whistling sound came from across the street, I could just make out the silhouette of someone walking towards us. A man around 30 or so looking, carrying a large over the shoulder gym bag, judging for his shirts and hoodie that's where he'd just come from. My foot nervously tapping off the ground as he approached us, clearly looking in our direction. Why was he coming towards us, oh fuck fuck no go away, I scream inside. He's on our side of the road now and about to walk up the front steps of Jennifers building, I hold my breath trembling,

"Hey Jen, you and your pal got some fun plans tonight then?"

"Ohhh hey Sam, yeah just getting picked for the night"

"Aww nice, have fun you two, oh will you be in tomorrow afternoon around 2? I'm due a delivery and need someone in to sign for it"

"Yeah honey, no worries"

And like that he was off into the building, I let my breath out sounding like I was having a full on panic attack,

"Shit I'm sorry Amy, I'm so used to everyone in here"

She took my hand and gave it a squeeze, calming me somewhat, leading to a full on comfort hug with sweet apologetic whispers. Our taxi pulled up.

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By *egselevenMan
6 days ago

burnley

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By *ohnny 52TV/TS
6 days ago

South Cheshire

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By *azmin999jmMan
6 days ago

wakefield

Wow

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By *avidIanMan
6 days ago

Bolton

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By *avidIanMan
6 days ago

Bolton

[Removed by poster at 12/06/26 17:31:39]

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By *harlotte39cdTV/TS
5 days ago

rochester

this is amazing

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By *ooyoome5TV/TS
5 days ago

Lanark

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By *agerforbothMan
5 days ago

perth

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By *ameulTV/TS
5 days ago

norwich - ish

So well written

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By *usty rhodes777TV/TS
5 days ago

Stranraer area, can travel

Loving this story

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By *issyswichTV/TS
5 days ago

Gateshead

I would love to go out fully dressed

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By *yrdresser4fun OP Man
5 days ago

Ayr

A wave of relief hits me at the sight of the taxi logo on the car roof, finally I won't be so easy to spot. Jennifer was still holding my hand when we moved towards the car. The sound of our heels echoing around the street was the only think aside from getting into the backseat in my mind. I want to say once I got in that all my stressing was over, of course there was one last hurdle that I'd completely forgot about, the driver. He would see us, what would he think, would we be the talk of the taxi rank that night. I could see him looking back at us as Jen shut the door, given what happened next I'm actually not surprised,

"Evening ladies (gives the intented address) is it?"

"Yes that's right John, how's the town tonight?"

"Ah no to bad Jen, some party in the bull so hoping to get something later, what's your plans then?"

"Friend is having a little...get together hehe"

I just sat there shocked, letting there small talk run on before I'm whispering

"Do you know everyone haha?"

"Oh Johns been my regular taxi man for years, got the private number and everything, thought it would be best for us"

Our little side talk was interrupted by John speaking,

"So Jen Jen whose your new friend with you?"

"This is Amy, shes like an old friend that I only met the other day"

She gave me a nudge with her elbow, and shyly I spoke up with a simple "Hi" and silly wave. Felt a tad stupid after doing it, both gave a chuckle with Jen hugging me as I'm half hunched over cringing. Not long after we arrived at our destination, it was an old fashioned cottage home just outside of time, clearly had some renovations over time adding more drive way and garden. Lights visible through the clouded glass front door. As I was closest I was first out, the new surroundings had me thinking well who's going to be out this way, sighing out my tenseness. Jennifer excited jumps out behind me, closes the car door and up to the houses front step. Jennifer presses the button causing a loud bell sound, I could see the shadowed outline of a man walked towards the door, quickly opened fully, our host stood in the doorway.

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By *tiffunMan
5 days ago

wantage

What a lovely situation of ineundo I. The taxi … love it

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By *anelaceyTV/TS
5 days ago

selby

So exciting to be fully dressed and knocking on a dates door for the first time knowing that your going to be used in the coming hours so yummy x

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By *usan 749ukTV/TS
5 days ago

Bangor

Love 🥰 it 💋

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By *aura LovecockTV/TS
5 days ago

Holmfirth

Very skillfully written xx makes my pulse raise xx

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By *egselevenMan
5 days ago

burnley

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By *yrdresser4fun OP Man
5 days ago

Ayr

A slightly shorter then average toned tanned man, with black hair and styled stubble peppered with white through out stood with a smile at the site of the two dressers at him door.

"Ah Jen good to see you again and this must be Amy nice to meet you I'm Martin, now come in before you get a chill, I've set a guest room aside for you two to use during the night, though I see you traveled light haha, drinks girls ?"

He seems a very happy energetic guy though I got the impression of a hotel manager that organised all the events. We enter a large well decorated room, a small selection of towels and two large fluffy dressing gowns lay on the bed neatly, even has some scented candles burning away giving a citrus smell through the room. On the table a cross from the bed was an assortment of lubes condoms, afew dildos and aromas in brown bottles. I knew this want some casual meet up but this level of detail was intimidating. Jen seemed in her element, checking her makeup and hair in a mirror before sitting and removing her boots to lay on the bed,

"We have a little while before it starts babes, come sit down a bit kick your heels off"

Naturally I follow her lead and joined her on the bed as a prelude to speaking she rubbed my thigh,

"So Amy since your new to this one there are some rules ok babes. So like when I'm getting used and I do me used don't like interrupt if you think it's too much, I know you'll be concerned but really don't be. Ok and with the guests you call them all sir including Martin, you'll be at the side of the room handing out lube, drinks, pops when asked for. Yeah some will want a blowjob from you to fluff them or keep them hard for me, you ok?"

"Yeah just taking it all in babes"

"Cool. They will have you responsible for me when not in use aswell, but I hope you enjoy the show hahaha"

Our talk was disturbed by Martin knocking the door and bringing us two glasses full,

" A little drinky to loosen you both up for tonight girls enjoy, the guest will be arriving shortly so we will be expecting you both in about an hour in the living room"

"Yes sir, thank you sir. I'm very excited about being used by your guests sir"

"Hmm good slut, be ready for them Jen"

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By *egselevenMan
5 days ago

burnley

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By *issyswichTV/TS
5 days ago

Gateshead

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By *avidIanMan
5 days ago

Bolton

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By *ooyoome5TV/TS
4 days ago

Lanark

The build up is very exciting

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By *ohnny 52TV/TS
4 days ago

South Cheshire

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By *assivechubMan
4 days ago

Margate

Loving this adventure with Amy

Brilliantly written as usual xx

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By *TRAPON BOSSTV/TS
4 days ago

Waterford Ireland

Lucky Jen 💋💋💋💋

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By *arriedbiMan
4 days ago

Aldershot

Can't wait read more

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By *lare_thomas38TV/TS
4 days ago

my town

Brilliant xx

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By *aura LovecockTV/TS
4 days ago

Holmfirth

Fabulous xx

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By *aucey04TV/TS
4 days ago

Bletchingley

This has gotten my horny puss twitching and my little clitty cock fair dribblin with excitement

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By *yrdresser4fun OP Man
4 days ago

Ayr

Over the next half hour or so, the guests started arriving, given what I know now some must of shared car rides. I was trying to keep count but Jennifer was needing a little help getting the final touches to her outfit. Firstly we slipped her tights and gstring down and pulled her plug, with a small sigh from it's removal,

"Ah hmm, ok babes can you slip this one in me now"

In her hand was a six inch and thick dildo plug, I was a tad surprised that this was her so called warmup but of course I lubed it up and toyed with her a little to ease it into place, she gave a wincing sound as it popped fully inside. I gave the surrounding and leaking lube a wipe with a tissue and sorted her knickers and tights back up, still hadn't worked out why she was in tights yet. Latex dress pulled back down and the boots went back on with me given a helping hand and sneaky kiss,

"Oh behave you hehe. Is your plug ok? Come on I'll relubed you don't know how long this might be. More voices coming from the living room, some foots steps pass out door, thinking ah it must be time but no simply guests going to the toilet. I was very thankful for the fresh lube Jen near enough shot in me and slapping the plug back in,

"Ahh bitch!"

"Hehehe sorry babes couldn't resist"

I notice her shifting from foot to foot adjusting to the size of that thick toy up her ass at the same time she attached a leather lead to her neck collar letting it dangle down to the floor as she moves towards me straightening my hair and uniform,

"Gloves on babes, I've got the feeling it's about to start"

I had forgotten id stuffed a pair of white silk gloves in my approach pocket, with a flick I pull them out and put them on, pulling and tugging getting them right down on my fingers, almost like a second skin, I gave a little jazz hands display causing Jennifer to laugh. With a gulp the door knocks breaking the jokey mood, a firm yet familiar voice sounds through, not Martin who was it?

"The guests have all arrived we expect you in 5 minutes"

Waiting till I hear him fully walk away before turning back to Jennifer,

"Was that.. Al"

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By *tiffunMan
4 days ago

wantage

Mmm so promising

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By *ohnny 52TV/TS
4 days ago

South Cheshire

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By *perm bank69Man
4 days ago

Hythe

Mmmm very nice

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By *issyswichTV/TS
4 days ago

Gateshead

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By *avidIanMan
4 days ago

Bolton

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By *egselevenMan
4 days ago

burnley

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By *yrdresser4fun OP Man
3 days ago

Ayr

Currently having a bit of a flashback in my head, all kicked about Al being involved. The only reason I messaged Jennifer was his say so after him using me harshly,

"I didn't get to pick guests babes, but yeah I'm sure it was. Listen don't worry I'm the one that will be taking the full brunt of things, just be my friend and get me home after please?"

"Ok ok I'll tough it out, for you Jennifer"

"Thanks Amy. Come hug hug"

Her arms fly open invitingly, with a step forward I slotted in against her body, both embracing with a little squeeze. To top it off we shared a small peck of a kiss before giving eachother a full inspection, hair brushed, made sure her latex was shiny and straighten out, similarly she sorted my slightly puffed skirt of my maids uniform, finally a small reapplication of lippy and mirror check. Standing next to eachother, shoulder to shoulder she takes my hand firmly,

"Fuck yeah Amy we look so hot girl!. Remember babes just answer yes and thank you sir to the guests, I know you'll be watching out for me during it but it's want I wanted so don't like jump in haha. Here hold the lead with both hands, looks better, more commanding. Ok I'm ready"

One hand in the loop and the other halfway up the lead we make our way out of the bedroom, heels clanking off the wooden floor, the partly open living room door is just steps away. We could hear the many voices awaiting our appearance.

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By *egselevenMan
3 days ago

burnley

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By *yrdresser4fun OP Man
3 days ago

Ayr

The voice got quieter as we stood at the door, maybe out heels gave them notice, just as I'm about to push the door open Jennifer leans into my ear giving the final rehash of the 'rules',

"Remember stay quiet unless they ask something and then it's still sir at the end, they will call you maid all night. When we walk in say something like hi gentlemen I've brought your sissy for the night something like that"

I nodded, rapidly thinking of something good to say as an introduction. With a small nudge from Jen I pushed the door open with a deep breath walked into the warm glow of the room. Lead in hand tugging a little for effect I finally see our guests. Seven men in total including Martin, most were late 40s to maybe 60s barr one younger very hairy guy with a young face. Most either in underwear and socks, afew had leather chest harnesses. My eye caught Al sitting furthest away on one of the two couches that formed an L shape around a large mattress raised off the ground somewhat. His staring pierced through me, I felt my throat dry up with nerves not helped by now all 7 men looked at us both. Wagging my tongue around my mouth trying to discreetly wet my throat to do my intro, his a small half step and gulp I begin,

"Good evening gentlemen, please welcome your sissy for the night, Jennifer"

With a small tug of the lead Jen steps forward from behind me to present herself to the crowd. She's met with a round of cheers and clapping.

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By *aura LovecockTV/TS
3 days ago

Holmfirth

Let the games commence xx

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By *ooyoome5TV/TS
3 days ago

Lanark

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3 days ago

Gateshead

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3 days ago

bognor

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By *ohnny 52TV/TS
3 days ago

South Cheshire

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By *perm bank69Man
3 days ago

Hythe

Mmmm

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By *orth yorks guyMan
3 days ago

Castleford

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By *agerforbothMan
3 days ago

perth

Amazing build up

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By *egselevenMan
3 days ago

burnley

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By *yrdresser4fun OP Man
3 days ago

Ayr

Martin being the host and closest person to the door stood up with a calm presents and places his hands at either side of mind on the leather lead, with an authoritative look in my direction I knew to let go leaving Jennifer to his lead. With a sharp tug jerking her head forward he moved her to the end of the mattress first from the door and with the most space around her. I followed her stance of clasping my hands Infront of my body and standing as strait postured as I could, trying not to wiggle around with my plug every now and again reminding me it's in. Martin addressed the room,

"Right boys you all know this sissy, you all know her tastes and wants so have fun with her while I sort the maids duties"

He hands the lead off to Al, immediately standing and wrapping the lead around his hand at the end, as Martin moved away the others began a slow approach towards a trying her best to be still Jennifer. Martin takes my shoulder and directs me out the room with him heading through his dimly lit hallways towards the kitchen, the whole dominant act was dropped and he spoke normally away from the others,

"Great little intro Amy, know I'll show you were the drinks are and give you a schedule ok, you can write it down on that little pad and pen at your side. Ok I'm aiming for around three hours total due to some guests restrictions I want to be notified on the hour marks ok? At the half way point I'd like you to bring in the travel cooler I have there, it's already full so don't worry about that. Now you'll take a drinks order from the guests and prepare it in here,beers, vodka, white wine and juices are in the fridge other spirits are in that cupboard there with the red wine, know I'm not expecting you to be all you know royal server level so simple use those glasses for wine, those for spirits and optional ones for beer or cider there, ice is of course in the freezer,you got that roughly?"

"Uhh yeah I think so.... Um sir, sorry"

"Since it's just us it's fine and your filling in on short notice and all but remember it better infront of the group, lucky for you I have a little Wheeled service tray, no one hand tray holding for you, no smashed glasses for me. You'll got back through with me and take the men's orders, once you've brought them through sit the tray next to you at the door and when called upon handle the needs of our guests understood Maid?"

"Yes Sir"

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By *tiffunMan
3 days ago

wantage

Developing nicely

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By *assivechubMan
3 days ago

Margate

Would love Amy serving me xx

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By *andysmithTV/TS
3 days ago

Poole

Heavenly to find a man who requires only

"Yes Sir"

as an answer to any questions he asks or to instructions he gives.

Miss Smith 💋💋💋

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By *yrdresser4fun OP Man
3 days ago

Ayr

With his instructions given he proceeded to fetch himself a chilled bottle of beer from the fridge, and opening it (I actually think he was covering for forgetting to put the opener out for me). We walked back through to the living room, me with my little note pad and pen in hand trailed behind Martin afew steps. Once back in the room the men where all over Jennifer, skirt was alright bunched up at her waist showing her tan tights holding a bulging G-string holding her caged cock. She she surrounded, several took turns spanking her, one at each side holding her arms down, her hands pressed on their own bulging pants, it felt like it go flip in a second from just a little play to full on, the normal sort of comments of

"oh clitty all locked up,good!"

"Thinks tights will stop anything that's about to happen sissy?"

"Want this don't you slut?"

Martin had sat his drink at the side and talked with one of the men before waving me closer, the hairy man stands Infront of me the tip of his cock popping out his blue tight briefs,

"What would you like to drink sir ?"

I got used to saying that for each guest, joting down each order, each tapped the next one before returning back to Jennifer. The last to order was Al who looked at me with a familiar coldness,

"Hmm at least you look much more presentable now 'Maid'"

He gave his order and I catch Jen's eyes as I go off to complete my task. Reaching the door I could I heard,

"Come on you fucking slut wank my cock!"

I couldn't resist I quickly turned my head to see the hairy one had pulled his cock out ,good length but thin looking, Jennifers hand wrapped around it stroking away. I leave before I'm caught watching.

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By *ohnny 52TV/TS
3 days ago

South Cheshire

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3 days ago

burnley

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3 days ago

Gateshead

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By *yrdresser4fun OP Man
3 days ago

Ayr

Being left on my own lets me be a little more free to sort myself, little butt plug wiggle same with my caged up cock, must say I was having envious thoughts of Jennifer and all that cock, oh think about how much cum I could be covered in hmmmmm but I remembered Al is there, I remember how he fucks, without a care, would the others be like that? I shuddered at the mere thought. I began preparing the dolly tray, two asked for no alcohol (must of been the drivers) the others a mix of wine, a vodka mix and beer. As I ready each one I can hear Jennifer letting out some painful sounding breathy grunts after each loud slapping sound, I make out the odd word muffled by them all talking over eachother clearly the action is picking up. Thinking it best to pull the tray as I walked backwards into the room so I could intently stair at each drink stability, I give the door a little pat open by sticking out my ass once in the room I felt the atmosphere of lust.

"Go on bitch beg to suck my cock!"

Jennifer is propped in a bent over position. Ass high in the air, held at both arms by a man each side still stroking both now naked cocks in her hands. At her back three of them were taking turns spanking her ass or having a squeeze through the tights to her balls laughing at the flinching. Als at her mouth tugging the lead side to side toying with her head chasing his semi around her tongue flicking out hitting his tip. Martin stands at the side same as the door sipping his drink with a smile at the sight of his efforts, I approached and spoke in a low polite voice,

"Excuse me sir, I've brought the guests drinks as requested"

"Good job Maid now go shut the door and stand waiting for when your needed"

"Yes sir"

I coyly move away to shut the door and take my statue like stance as Martin takes the tray and announced that drinks were ready for them, though this did little then get afew curious glances from the group as attention was solely on Jennifer. Suddenly the lead was yanked downward pulling her body forwards her arms were released with a thrown to the mattress to stop her decent ass now full high in the air, easier for each man to take his turn smacking it. One of them barked out,

"Well fucking show her we mean business!"

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By *yrdresser4fun OP Man
3 days ago

Ayr

Multiple hands reaching and jerking her whole body some still spanking while others get their finger nails digging in pulling the nylon from her skin, with a harsh pull her tights are ripped open fully exposing her bare ass cheeks to the group. Pushed forward till her knees hit the mattress spreading cheeks wide open to show her plugged hole. It didn't take long before one man grabbed the base of the plug and pulled it out with a jerking pull, a loud near fart pop sounds. Hands creep up over her body, fingers poking her hole testing how loose it was,

"Pretty pink sissy pussy isn't it"

"Look better gaping and filled with spunk"

"Hahaha look at her little balls hanging there useless go on give them a tap serve no use"

The sudden swift slapping of her sack caused her mouth to open, I could see she was holding back any sounds of pain, the hairy one again speaks up seemingly leading the attack,

"Say thank for even touching them sissy bitch!" Harsh smack to her ass.

"Hmm... Thank you sir (louder) Thank you all to touch my sissy balls"

Another harsh smack

"And for what else sissy"

"AHH thank you for the spanking sirs"

"Better bitch, know your place, fuck her loose with that plug"

Gleefully the one holding her plug adjusts his hold and started thrusting it into her hole, no extra lube nothing she's being stretched out the hard way. It has the effect of Jennifer screwing up her face wincing with the combo of the plug and spanking hands, the hairy one grabbed the lead from Al pulling it towards him pressing his cock into her mouth .

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By *ohnny 52TV/TS
3 days ago

South Cheshire

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By *ashtoolMan
3 days ago

belfast

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By *yrdresser4fun OP Man
3 days ago

Ayr

Pressing himself down her throat passing the point of a gag he holds himself pressing into her face. His hips shot back his grip on the leash tightened and shortening the length keeping her head forward for his jolting thrusts. The air escaping between each hit of her throat producing a repeating 'guh guh guh' sound, simultaneously her ass is getting some serious punishment from slaps marking her red, bruising her big peachy cheeks. The toy had little resistance going in so the plug was tossed aside, literally. Seems I'd failed to notice the table of toys that was obscured previously by the sitting men and couch, for where I stood I could make out only a few things large set of anal beads with each ball being able to fit in a can, dildos some stood upright with the suction cup bottoms I guessed the smallest was nine inches, again the angle I was at I couldn't see fully. A big bright pink dildo is passed along the line up to be pressed against her entrance, if she wasn't getting balls slapping off her face from a thrusting cock I'd imagine she'd beg for lube. What happened next really set the tone for how far this would go that night, they really were going to use her hard.

"Come on lads let's help the slut out a bit"

Collectively the the group snorted, mouthes moved around the only one not to move to her ass was the hairy otter type rubbing his cock over her face wrecking her beautiful makeup and shoving it back in her mouth. One by one they lean in an spat on the toy or at her ass crack to run down soon followed by the toy being pushed fully inside after afew quick strokes, her moans muffled by the cock balls deep in her mouth.

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By *alm_one4Man
3 days ago

Grays

Bookmark

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By *perm bank69Man
3 days ago

Hythe

So hot mmm

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By *seme66Man
3 days ago

Sourton

Mmmmmm loving this even more now

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By *harlotte39cdTV/TS
3 days ago

rochester

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3 days ago

belfast

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By *TRAPON BOSSTV/TS
3 days ago

Waterford Ireland

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By *yrdresser4fun OP Man
2 days ago

Ayr

The dildo is plunged in just as fast as it comes backout really stretching her out. The otter man pulls his cock out with a small burst of drool coughed up after, a rotation of the men happens, another steps on to the mattress and take her mouth, another takes the toy to keep the intense pace. Tears start forming in Jennifer's eyes the truly pushed down to it's fake set of balls and left on it's own, naturally it slowly begins coming out before dropping to the floor, replaced with a much thicker but shorter dildo again shoved straight inside her with a quick spit for lube. Even the blockage from the throat fucking by now three men after eachother and gagging down a fourth her moans are echoing through me, poor girl just needs a little liquid help. All seven men are enjoying their efforts all have erect cocks pointing towards her, they are almost fighting to use parts of her, one pushes her back down arching her elbows resting on the mattress hands in the air with the command of "wanks us slut' resulting in a cock in each hand struggling to get a full reach of motion on the stroking. Her head has been kept facing upwards for her throat to continuously be rammed, her lipstick had already been totally removed a faint hint of colour at the edges is all that remains, a single black tear ran down her face, moaning had settled the toy no longer having the same effect. Some must have noticed and again selected another dildo, this one was dark blue not particularly thick but had a stupid length to it, I could compare it to something like a double header dildo with on one head quickly pushed deep in her exposed hole. Every so often I look to my side to check the time on a clock, as was instructed. Already it has been half an hour and no one is fucking her ass , surely she's loose enough now, knowing now this was intended, trying to let everyone prolong their night. Once everyone had had a turn on each part of her, some stepped away to fetch their drinks trying to cool down, others sat back on the couches, slow pulls of their cock just keeping them ready to play more. By the end of the first hour Jennifers holes are both stretched open wide, both sets of cheeks burning red as a post box, swear you could see hand print marks forming into bruising. I had barely moved the whole time only passing a towel to a rather sweaty guest, Martin had stepped aside to sip his beer and I interrupted,

"Sir that's the one hour mark reached"

"Good maid, thank you. Ok lads that's been an hour, get fucking her ass.

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By *aura LovecockTV/TS
2 days ago

Holmfirth

This has got to be the hottest work yet xx

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By *assivechubMan
2 days ago

Margate

This is so erotic and well written x

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By *issyswichTV/TS
2 days ago

Gateshead

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2 days ago

Lanark

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By *yrdresser4fun OP Man
2 days ago

Ayr

With her cheeks stinging almost buzzing a mix of reds and some small sports turning black already and after an hour of waiting the first cock slammed up her arse to the delight of the group. Can't say much for the guy fucking her cock very average gripping her hips banging away into her stretched ready hole. It was a relentless pumping of his cock into that barely wet hole, poor Jennifer is being fucked dry at this point. A voice sounds from the group,

"Maid bring the grease for this fuck pig"

I was almost offended for her being called that but this was chance to give her some help, picking up a pump too bottle and slowly approaching with is present in my hands out for them to take. The one fucking her had hit a bit of a peak and decided to take a breather letting Al approach her ass his monster cock head pushed into her sore hole but he holds,

"Maid, put the lube on me"

I made my way care through two of the other guests, feeling them switching attention onto me, I ignored it only thinking of giving Jen some relief. With three full pumps his shaft is fairly well covered a d thrusts himself balls deep into her with a thud a near scream hums out still muffled by cock, I move away knowing I've done my tasks passing back between the men who gave my dress a lift exploding my stockings and thong at the back. I froze up,

"Leave the lube maid it's going to get used"

He reached over and took the bottle from my hands and sent me back to my spot at the door was a firm slap on the ass, heels clank from my small jump. Back at my spot watching away having thoughts of envy wanting to have my plug pulled and filled myself, I'm sure I could handle a good few of these cocks, maybe afew at once. My dirt thoughts got broken with the loud calling of,

"Maid! Service!"

The otter finally stepping away from the circle has turned and is stairing intensely at me all while giving his cock a blend of small hits and strokes. I took afew steps in his direction, hands still at my front and helping to comfort my very much trying to press out cock in the cage.

"Yes sir ?"

"Bring over afew of the brown bottles"

A slight pause as I thought there was going to be something more added to his sentence

"Ow..yes sir"

"Well hurry up then"

His attitude was the same as Als was, very cold in his demands. Almost felt like saying 'you forgot please' then remembered the expectations Jennifer had for me. Quickly turning and walking over to the table with a fair selection of different branded aroma bottles all arranged on a shining silver drinks tray,I really did wonder if Martin had all this stuff before deciding to host such an event, the calmness of my running thoughts did also having me questioning if I had become desensitized to this sort of thing. With a forced smile to do my best waitress holding of the tray, throwing on some tissues incase they want to wipe the rims (it's good practice if you don't want a sore nose). I catwalked my way over with a little pout to my face,

"Excuse me sir I've brought your opinions of aromas and tissues if you'd like"

He didn't speak simply picked afew of the closest bottles to him and turned back around passing two bottles out to the others that wanted them, it was Martin that stopped me going back to my spot at the door, selecting his own bottle and taking a tissue with a respectful nod at the extra detail I'd added to the tray, his eyes then told me to stop hanging around trying to get a better look at the spit roasted Jennifer, I shyly added

"Sir we are almost at the half way point, may I go and fetch the cooler?"

"Yes you may Maid"

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By *TRAPON BOSSTV/TS
2 days ago

Waterford Ireland

Great writing keep it' coming

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By *aura LovecockTV/TS
2 days ago

Holmfirth

Please please keep up this masterpiece of erotica x

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By *yrdresser4fun OP Man
2 days ago

Ayr

Stepping out into the hallway the difference in temperature was the first thing I felt, nine bodies in a room will warm up fast enough. I could freely move my cage, even slipped of my glove and pulled my plug out, ah a dry pull out but such a great empty feeling, I treated myself to my own spit lube and reinserted it, quickly fixing my glove back on to collect and move the cooler. It had some weight to it as I lifted and bashed my heels walking back to to now loud freely moaning Jennifer. Stepping back into the room, she's on her back those boots draped over Als shoulders taking a serious power fucking as I sat the cooler down and opened the lid one of the guests plopped his parted ass cheeks down on to Jen's face, her moans humming through his hole, while he reaches for one of her boot heels to hold her legs open. The inside of the cooler was just bottles of chilled water, an unknowing hint for what would be happening at the three hour mark. With Al and the otters greddy use of Jen some of the other had decided to give eachother a helping hand or go to refresh themselves with either a brown bottle or drink, Martin was sitting back on the couch lazily wanking his cock watching the hairy ass jackhammer my gurls poor throat,

"Maid come fluff me"

Martin orders, I comply. Finally some cock action, all this watching and listening had got me horny for some use, with an excited "Yes sir" I strutted myself over to the couch, he shuffle over patting the spit he moves from. Lazer focused I was straight on my ass, plug pushed in mouth wrapped around his cock with my gloves hands helping. The back of my head is soon pushed down taking his swollen cubby cock in further. Adjusting myself to one knee on the couch the other on the floor ass up for him to stroke I give him a sloppy sucking, gagging only a bit,

"Hmmm look at this the maids plugged and caged up aswell, you have a good 'staff' here Martin"

I felt another hand gripping my ass following the voice behind me. It started wondering only fueling my love of sucking more, my thong pushed aside, plug pushed, cage shaken and cheeks slapped, the voice speaks up again,

"Hmm maybe this sexy maid would like some cock up her aswell?"

Fuck now's my chance to show I would, fuck the pain they might do I know we are past the toying phase of the night and I'd love to be fucked with Jennifer, I felt his cock running my crack over my plug and I give my best twerk over his cock still drooling over Martin dick fucking my throat.

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By *agerforbothMan
2 days ago

perth

Brilliant

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By *tiffunMan
2 days ago

wantage

Going very well

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By *ohnny 52TV/TS
2 days ago

South Cheshire

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By *oanna k NickersoffalotTV/TS
2 days ago

North of Newcastle

Can't wait for the next part xx JK

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