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How I became a sissy femme cuckold Part 1

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By *enny_J_Jones OP   TV/TS
4 weeks ago

sheffield

This is a fantasy but some small parts are true. wish it all was. Tell me if you want more.

It all started when my wife bought a cheap IPL laser off ebay. She said she was fed up with shaving her legs and decided to get a laser hair remover off ebay for about £60. She said it would save her all the fuss and money she spent on veet or waxing. After a few weeks of use, her legs were permanently hair free and I commented how smooth and feminine they felt, “wouldn’t it be nice if you did elsewhere too?’ This was bold from me as my wife was so conventional sexually then and, apart from a bit of lady gardening, she never went for anything like a Hollywood or a Brazilian. “Well, I’d think about it if you did a bit too, say your hairy back and chest” she replied. As I got older, I had acquired fairly thick chest hair and even some on my back. To be honest, I didn’t like it and when I had the chance I shaved it. I told her it was because I felt it made me look younger, but really it was to make me look and feel more femme when I dressed up as Jenny. But she didn’t know that. But this offer provided me with an ideal opportunity. “You’re on I said” and for the next few months we did each other. When I finished with her 80% of my wife’s pussy hair was gone and she trimmed the stuff close to sensitive skin. She was happy to do it as I made sure she knew how much I enjoyed tonguing her newly bared sex. Meanwhile, she had a much bigger job, but eventually all my chest and back hair was gone and she conceded it made me look younger, especially as `I had lost some weight. She didn’t know then, but this was largely because as my body became more feminine I was enjoying dressing up even more and Jenny looked better as a slimmer girl. She did say, “it would be nice if you lost the moobs a bit more though.” But then she didn’t know how much time I spent when I “working from home” with my nipples being stretched by pumps and clamps.

One night, as we were dressing up for a night out, I asked her to wear stockings and suspenders like she used to. With a cheeky grin I told her, “after all, your legs look so sexy now they are bare right up to your cunt.” She blushed, but with a bit more persuasion, she was convinced to wear her red rose-buds decorated black lace suspenders and seamed stockings. “Mm, I haven’t worn these in years, they do make me feel more sexy”, she conceded as she slipped on a black cocktail dress. “Don’t wear any panties, please” I pleaded. She smiled, “do you think I am a slut?” But I noticed she didn’t dig out anything from a smalls draw. To be honest, I was envious, I’d have love to wear the same, but as my wife is so much smaller than me, I couldn’t really enjoy a sneaky fitting even if I tried.

The night out included a visit to a posh cinema where you could drink wine during the screening. As it was quiet and dark, I made sure I “casually” rested my hand on her stocking clad knee. I couldn’t believe it: my normally quite prudish wife didn’t lift my hand off, but discreetly widened her stance, so my palm could slip up her thigh to her stocking tops. Maybe the wine had made her more relaxed? She leaned over and whispered; “I am enjoying this.” Did she mean the movie, or my attention? I set out to find out by letting my hand ride up to her now smooth sex. It was warm and damp. After that I didn’t take in the movie as I wanted to get home as soon as we could and judging by my wife’s squirming bum so did she.

When we got home, my closed the door and immediately knelt in front of me undid my belt and pulled my hardening cock out. As she stroked it she said to me; “you know I would suck it a lot more if I didn’t get hairs in my mouth.” I couldn’t believe it. I had dreamt of funding reasons to shave Jenny’s pussy, but my wife Anna was too much a prude to take in such a suggestion and I knew she would wonder where and why I got the idea, but now she herself was hinting that I needed to be cleaned up. It decided to be bold. “Well you can do something about it…shave me there.” With a gleam in her eye she took up the challenge. Within minutes I was foamed up and she did a beautiful job with a fresh razer massaging bio-oil into the final smooth skin. Looking at her on her knees stroking my rapidly hardening cock I felt emboldened, “Suck it now Anna like the slut you are.” I couldn’t believe it without hestitation she licked from the shaft to the tip while stoking my balls “Oh they feel so soft and smooth,” she said “I need to suck them too.” I couldn’t believe my luck, but things took an even more surprising turn next.“ Given you made me hair free permanently, you need to be done” Anna told me. I pretend ed to put up some fuss, but quickly gave in. And before I knew it my wife was making my pubes hair free forever and I was suddenly getting more BJs.

What Anna didn’t know was how much I was enjoying wearing lingerie over my bare skin. I’d always loved a basque and stockings, but now – when I had a chance- I wore make up and some newly acquired heels. I thought I looked very sexy as a girl now. I think Anna noticed my obsession with lingerie though. Because one evening, out of the blue while she was trying on a new matching set of Rosie underwear I’d bought her in M&S, she said, “sometimes I think you like this stuff more than me”. I lowered my eyes because she was half right and mumbled something about finding lingerie sexy. I was astonished by Annas’s response, “You know what? I am going to get some for you for your birthday.” I couldn’t help blushing and although I protested feebly she could see I was excited.

[To be continued?]

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By *ircumcised PleaseMan
4 weeks ago

North Lancashire

Yes please.

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By *attooedJonMan
4 weeks ago

Gateshead

Very good start.

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By *erry55Man
4 weeks ago

Portlaoise

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By *lia Janine Porn FanMan
4 weeks ago

Birmingham

Oh yes….keep going

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By *enny_J_Jones OP   TV/TS
4 weeks ago

sheffield

Nothing more was said until my birthday the next week. We had arranged to go to a posh restaurant in the evening. After work, Anna popped upstairs to get dressed and made up. As I waited downstairs, I mused that the promise made last week seemed to be forgotten, but then my phone pinged. It was from Anna. “There is a special present for you in the spare room. You need to put it on before we go out.” My pulse was racing as I tried to stop myself running upstairs. When I walked into the bedroom we used as our home office, my eyes popped out of my head. Laid out on the bed was a black lacy basque, like Anna’s suspenders it was decorated with red rose on the straps. There were also expensive looking black, XL seamed fully fashioned stockings laid next to it. Next to them was a note. “Put these on under your clothes before we go out.” I couldn’t believe my luck. Quickly I stripped and put them on. As I but on my chinos and shirt and jacket I heard Anna call from downstairs; “Hurry up or we’ll be late for our date” Where would this go next?

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By *aveh1234Man
4 weeks ago

Christchurch

Lovely

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By *tillSissyMan
4 weeks ago

Bulwell

Looking forward to see where this goes!

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By *akedTradesmanMan
4 weeks ago

watford

Please continue

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By *issyswichTV/TS
4 weeks ago

Gateshead

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By *enbiCheshireMan
4 weeks ago

North west

Very nice

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By *vfanMan
4 weeks ago

swansea

More please

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By *ick1965Man
4 weeks ago

Bangor

Loving this. More please.

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By *enny_J_Jones OP   TV/TS
4 weeks ago

sheffield

At the restaurant we were shown to a discreet table for two in the corner. After ordering, we sat in silence like many long term couples do, but then Anna leaned forward and whispered in my ear; “I want to check you followed my instructions.” And with that, under the table cloth, she unzipped my flies and pushed her elegant nail polished hand onto my thighs, stroking my stockings and taught suspenders. But as she walked her hand up to my crotch her eyes widened in surprise then narrowed into suspicion; “Are you wearing little girly panties too?” she whispered. I mutely nodded.

When I saw what was laid on the bed earlier, I just couldn’t resist putting on something from Jenny’s stash of underwear. My classiest black lace front panelled pants with a sheer see-through back panel that I thought covered my plump girly arse beautifully.

Anna’s nails dug into my thighs. Gently at first but more sharply as she looked me in the eyes smiled and almost coldly said; “Did I give you permission to wear panties, dear? And yes, I do know about your little stash. I will talk about this with you later.” That sounded ominous. Although I was worried that my secret seemed to be out, I couldn’t help feeling my panties getting tighter as my cock swelled, especially as Anna continued to stroke it through the lace. “Mmm, that does feel nice doesn’t it?” she giggled “Get your coat slut we are going home.”

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By *2marcMan
4 weeks ago

tunstall

Please continue x

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By *erry55Man
4 weeks ago

Portlaoise

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By *akedTradesmanMan
4 weeks ago

watford

Please continue

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By *avidIanMan
4 weeks ago

Bolton

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By *uriousScott22Man
4 weeks ago

Scotland

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By *oberta99TV/TS
4 weeks ago

newport

Eagerly awaiting the next episode

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By *ornishfetMan
4 weeks ago

St Ives

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By *TRAPON BOSSTV/TS
4 weeks ago

Waterford Ireland

MORE please

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By *ersatile-1TV/TS
4 weeks ago

stirlingshire

Lucky gurl

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By *elen300TV/TS
4 weeks ago

Telford UK

Honestly looking forward to next part

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By *preadmeMan
4 weeks ago

Aberdeen

Would love to be smooth

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By *orkDefenderMan
4 weeks ago

Wakefield

Wonderful

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By *enny_J_Jones OP   TV/TS
4 weeks ago

sheffield

Anna didn’t say anything more as we took the Uber home, but as soon as we stepped through the door of the house, she closed the curtains in our front room, turned to me and said one word: “Strip.” I took off my jacket, shirt, and shoes. I undid my belt and let my trousers fall. For the first time I stood before my wife in lingerie. Yes, I felt a little humiliated as she walked around and inspected me, but there was no denying my excitement - my hardening cock gave it away. Anna ran her hands over my nylon cover arse, stroking my cheeks. “I saw these in the box at the back of your wardrobe. I have to say your butt looks good in them” This is exactly what I wanted to hear, but just when I thought everything was going swimmingly Anna said something that changed our relationship for ever. “I always knew you like this really, but I ignored it because you were such a nice man, but you must admit our sex-life lacks something.” This revelation was delivered as she cupped my pantied balls in her hands and gently squeezed. “I am not going to leave you darling, but we really need to do something because I am bored. And judging by the content of that box you are too.” Oh God, she had seen the dildoes and vibrator too. Again, I blushed; “Anna I was just experimenting…” “Well, I want to experiment too. And while I do concede you actually look quite pretty like this, I want a MAN’s cock.” With that she squeezed on my balls hard. “So, what are we going to do darling?” Now, I was worried, as despite everything I desperately wanted her to stay with me, so without thinking that she still had her hand around my cock and balls, I blurted; “I think you should have a lover.” What was I thinking? I was just desperate to keep her. Anna suddenly seemed lost in thought and amazingly she didn’t seem horrified by the suggestion. “Mmm, how would this work?” she asked. “How do I get to choose someone? I mean I don’t want people close to me, neighbours, and at work knowing about our…choices.” This was so Anna; she was so prim and proper. In fact, I was astonished she was mulling over my suggestion. Of course, I was thinking of FS straight away, but fended ignorance. “I am sure there must be a website we we could find someone discreetly,” I moaned as she slid her hand under my panties gusset and began to run her nails over my hairless balls. “I’m interested but first lick my cunt babe.” She t=grabbed my long hair at the back of my head and pulled me down under her skirt. She was knickerless so I got on all fours enjoying the pull of the transparent nylon on my arse as I put my tongue to work straight away. Within a minute we were both groaning.

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By *usan 749ukTV/TS
4 weeks ago

Bangor

Excellent

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By *issyswichTV/TS
4 weeks ago

Gateshead

Brilliant

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By *akedTradesmanMan
4 weeks ago

watford

Great story

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By *ers_Viking_FukMan
4 weeks ago

Gorleston

This is so fucking hot

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By *enny_J_Jones OP   TV/TS
4 weeks ago

sheffield

So that was it, I introduced Anna to FS. Once she was assured that she could browse discreetly, she told me she wanted her own log-in as she wanted to do the research herself and, although I could have a say, it was her who was was going to make the choice of men in the end. I noticed, with a thrill, that she said MEN.

Over the next few weeks, she became increasingly interested in the website. One day I found her browsing sat down on our settee with a cup of tea in her hand. She smiled; “Oh, it’s like being a girl in a sweet shop, which gobstopper will I choose?”

She had always insisted that she would only look at the few entries that had headshots, even if it meant becoming friends. It was then that I found out that she had uploaded some classy B&W, fairly close-up, images of her wearing her Gossard suspenders and black stockings, or a basque and red lace topped black hold ups – those last images were from behind with her hand of her hip showing off her perfect white arse, which had filled out since her athletic youth and now looked even more tempting. She had made me take the photos using her phone and although they didn’t show her face or anything that may identify her, I really didn’t think she would post them, yet there they were. Then more seriously, she said; “I think I found a candidate for my first adventure.” I looked – a handsome older, brown-eyed man going grey at the temples. There was one close-up pic and one of him in suit looking like he was going to some sort of formal meal, but there was also a naked photo. My eyes widened, even flaccid his dick was at least 6”. Truth be told, it fascinated me, I wondered what Anna would experience and feel if, WHEN she took that cock in her hand and felt it harden and grow. Would she be fucked by him and realize what she was missing? But truth be told my main thought was I wanted it too.

I gulped; “have you contacted him yet? “oh, you know, me and Pete have had a bit of to-and-fro, but nothing has been organized yet”..PETE... I immediately responded; “Invite him round for a get-to-know you drink.” She smiled “Thank you I just wanted to check. You know what I think I will”

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By *onytechMan
4 weeks ago

leicester

Love it.

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By *erry55Man
4 weeks ago

Portlaoise

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By *ully fashioned slutMan
4 weeks ago

norwich

Loving this

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By *avidIanMan
4 weeks ago

Bolton

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By *achealtvsubtoyTV/TS
4 weeks ago

hoddesdon

Very,very good,,,can I request just a bit more detail on the clothing, lingerie, hosiery, shoes,,,,please xxx

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By *uriousScott22Man
4 weeks ago

Scotland

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By *hris106699Man
4 weeks ago

North hykeham

Excellent, it's got me horny

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By *elanie_welshTV/TS
4 weeks ago

Newport

Great story so far! Exactly the position I’d like to be in!

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By *ature4safefunMan
4 weeks ago

preston

Excellent story. More please

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By *amantha_kelTV/TS
4 weeks ago

magherafelt

Hope there is more soon

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By *ric4000Man
4 weeks ago

Leigh

Gf cucking me with her chubby boss and makes me dress

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By *avenMan
4 weeks ago

Stoford

Thanks for posting.Great story.

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By *ornishfetMan
4 weeks ago

St Ives

This is hotting up nicely

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By *j1xMan
4 weeks ago

anywhere

Amazing

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By *i14Man
4 weeks ago

Rayleigh

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By *oundleighaTV/TS
4 weeks ago

Middlesbrough

Fantastic x

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By *egselevenMan
4 weeks ago

burnley

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By *ibby BrownTV/TS
4 weeks ago

cannock

I hope there's more soon 💋

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By *obt71Man
3 weeks ago

bradford

We need more

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By *ilverbiguyTV/TS
3 weeks ago

Skelmersdale

mmmm this is really hot and sexy x

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By *oreiMan
3 weeks ago

Chester Le Street

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By *enny_J_Jones OP   TV/TS
3 weeks ago

sheffield

A week later a black fancy German car pulled up outside our house and a Peter knocked on our door. Trim, wiry, with a full head of hair and an easy grin, clutch a very decent bottle of red. He was dressed in a crisp white shirt, Hugo Boss jeans, and very polished brogues. My first thought was he was ex-military, a notion cemented when he told us he ran a private security firm.

He was curt and polite with me seemingly showing interest in my work. But, once the wine was poured, he was soon – literally - charming the pants off Anna as he flirted with her saying she looked 10-15 years younger than her profile age and complimenting her on her, ”striking looks and figure.” Slowly their talk moved to the bedroom as they outlined the rules they would follow. Anna insisted I should know when they met and that they should keep this arrangement separate from real life. Peter immediately agreed, but told her he wanted a regular timetabled meet as he had “needs both professionally and…romantically” as he put it. Although this all took place as if I wasn’t in the room, Peter was polite enough to check whether I was okay with this. Oh yes, I was, I assured him. Although I felt a knot in my stomach, I was already dreaming of somehow getting my hands on that hard body and cock, preferably with Anna’s permission.

Suddenly, Peter brought the conversation to a close: “When does this arrangement start then?” Anna turned to me, “Would you be okay if Pete and I go upstairs now? I know he has some time now…” I looked them both in the eye and, because my voice was in danger of catching (anxiety? desire? I wan’t sure), I just nodded. Pete took Anna’s hand, their first contact, and told her to lead the way to the bedroom. “You okay here?” Anna half whispered. Again, I nodded and immediately planned to wait until they were in our bedroom so I could sneak into the spare room next door and listen in the forthcoming events.

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By *erriTV/TS
3 weeks ago

Hastings St Leonards

Just started to read your story and I think it's really interesting

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By *avidIanMan
3 weeks ago

Bolton

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By *ilkyphoebeTV/TS
3 weeks ago

Biggleswade

Mmm perfect

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By *orkiebar51Man
3 weeks ago

Keighley

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By *iss WednesdayTV/TS
3 weeks ago

Stortford

I love your fantasy x

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By *erry55Man
3 weeks ago

Portlaoise

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By *hris106699Man
3 weeks ago

North hykeham

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By *enny_J_Jones OP   TV/TS
3 weeks ago

sheffield

Five minutes later, I had my ear pushed against the dividing wall. It was quite thin as we had split a very large original bedroom to create the office/spare room in which I now stood with my trousers dropped to my ankles to reveal my black denier 10 sheer stockings held up by a matching black lace, Janet Reger deep suspender belt which attached through a front silver metal clasp. The knot in my stomach was still there, but when I looked down, I could see my lingerie framed cocklet was dribbling precum. I listened carefully and after some mumbling I couldn’t catch I heard Anna say, “Oh God, Pete you are sooo big. After what I’m used to I am going to be very tight.” Well, that was true we had hardly fucked in the last few years. I assumed it was because Anna was postmenopausal and off sex. The next few minutes changed by view.

Peter mumbled something I couldn’t hear and then I heard Anna let out a low moan followed by a sigh and a long drawn out “Oh yes”. I could hear the bedhead hitting the wall in a slow steady thump as gradually Anna became increasingly vocal. At first it was more sighs and whispers I couldn’t hear. Then louder “Give it to me I want it hard” was followed by a load groan of pleasure and “Fuck me harder” then I heard Peter saying, “Say you desperately want my cock” and immediately Anna answered, “I want your hard cock in me, please Pete, please”. By now I was hard too and like the sissy I was becoming I didn’t stroke my cock but rubbed my nipple and dreamed I was being fucked by Peter. I found a dildo from my draw pushed in my arse. My wife was being fucked by a stranger hours after she had met him and I felt wonderful as I bounced on the dildo in the same rhythm as Anna’s fucking until I came hands-free the jism spilling over my stockings. Then I heard Anna voice which was now low and guttural begging, “Yes give it me. Please, please give it to me, I am coming” I scooped up my cum, licked the lovely sticky juice of my hands, swallowed it, quickly pulled up my trousers and snuck back downstairs. Ten minutes later the two now lovers came downstairs dressed but slightly dishevelled to a find cup of tea waiting for both of them. Anna was only a little bit shy when eventually spoke - It was clear from the glow on her skin she had enjoyed a good fucking that had released a lot of tension. She asked me; “was I loud babe?”. I decided to be honest “Yes, you were but it was incredibly exciting.” Peter immediately butted in, “So you liked hearing your wife being properly fucked?” Before I could answer, Anna said; “Oh Pete don’t tease the poor darling.” But Peter continued to look at me with amused, (knowing?), eyes. Abruptly he said, “I have to go to a business commitment now.” Then turning to Anna with a smile he said “Keep in touch now you have my number. Maybe you can send some thoughts by text? Is it okay to visit next week?” In unison, we both said “Oh Yes!” And with that he was gone.

As soon as Peter had left, before anything was said, I immediately began kissing Anna. I think she was going to say “not now.” But maybe a little guilt restrained her from stopping me, as I peeled off her white silk blouse and unzipped her black leather mini. Silently she stepped out of the skirt as I gently pushed her onto our huge leather couch, knelt in front of her hot wet pussy and began to greedily lap up another man’s spunk mixed with her juices. Within a minute or two she grabbed my hair and pushed her cunt into my willing face as I inhaled the heady scent of cunt juice and sperm, until I came spontaneously again over her stockings. When she saw the cum on her thighs, Anna sighed and in her low husky voice said, “Oh dear darling what have you done? Lick it up.” This may have been the first time I tasted another man’s spunk, but it wouldn’t be the last.

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By *dinthewoods69TV/TS
3 weeks ago

travelling around GB

Fantastic sexy story x

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By *achealtvsubtoyTV/TS
3 weeks ago

hoddesdon

Owwww,,,BRAVO !

EXCELLENT

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By *inkyKnicksTV/TS
3 weeks ago

Cupar

Oh yesss, that was hot 🔥

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By *avidIanMan
3 weeks ago

Bolton

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By *erry55Man
3 weeks ago

Portlaoise

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By *enny_J_Jones OP   TV/TS
3 weeks ago

sheffield

Thanks for the feedback everyone. I will add more soon.

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By *ornishfetMan
3 weeks ago

St Ives

Very hot indeed

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By *aney RopesTV/TS
3 weeks ago

Gourock

Brilliant story, carry on please

Jane x

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By *uriousScott22Man
3 weeks ago

Scotland

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By *ers_Viking_FukMan
3 weeks ago

Gorleston

Please continue

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By *issyswichTV/TS
3 weeks ago

Gateshead

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By *harliesfunMan
3 weeks ago

North Tyneside

Great story so far

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By *ully fashioned slutMan
3 weeks ago

norwich

Wow

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By *he WormMan
3 weeks ago

all over

Love this!!!!!

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By *enny_J_Jones OP   TV/TS
3 weeks ago

sheffield

more soon

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By *athyTV/TS
3 weeks ago

Nottingham

Beautiful and so lucky xx

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By *enny_J_Jones OP   TV/TS
2 weeks ago

sheffield

After a few weeks my life settled into a new routine. My newly sexualised MILF wife was regularly getting fucked by her alpha-male lover and, as they relaxed into their relationship, they were happy to show their affection – and lust- for each other in front of me. Peter began to French kiss Anna on his arrival and departure, squeezing her arse while he did. In return, Anna began wearing shorter and tighter skirts mostly in black and red and often grabbed Peter’s crotch urgently while they kissed. But still, they fucked in our marital bedroom with the door shut.

What they didn’t yet realize was that I was nearly always in the next room, dressed in lingerie, fucking myself as I listened to Anna’s increasingly vocal and confident demands. I could never imagine the old Anna even thinking about some of the things I heard her demanding and begging for from Peter. Clearly, she was enjoying sex much more with him than with me and that was making her more adventurous. One day, as I heard her moaning breathily; ”I love your tongue in my arse like that, I want it deeper,” I was lost in lust holding onto a chair as I used a suction-cupped dildo to fuck myself. I wanted so much to be in there watching and more. So, maybe it was my subconscious that made me slip and noisily knock over the chair against the dividing wall between the two bedrooms.

Within seconds Peter was opening the door to the room, butt naked and exclaimed; “What the fuck?” when he saw me still on all fours. I was wearing a black satin teddy with an elasticated waist and white lace trim and black stay-ups with lace tops that matched the trim of my teddy. The spaghetti straps of my teddy were off my shoulders exposing my pert nipples which – after so much playing with them – were too thick and long to be anything but feminine looking, especially as I had paited them with red lipstick. From his vantage point at the door, I knew Peter could see the dildo thrust between my rounded arse cheeks. There was nothing I could do but blush and stare at his beautiful cock shaft, especially when Peter started laughing; “well what do we have here, but a little sissy voyeur?” I try to mutter some sort of excuse but my mouth was completely dry. He grabbed me firmly my the wrist and pulled me up. As I got up, the lifelike, thick pink dildo fell to the floor. “Pick it up,” commanded Peter, “Anna needs to see you like this.” With that he pulled me into what used to be our marital bedroom, but was now I realised their domain, and my new role there was soon to be defined.

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By *iguy_wbroMan
2 weeks ago

Hungary

Hot

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By *ohnny 52TV/TS
2 weeks ago

Middlewich

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By *umslut7Man
2 weeks ago

dunfermline

Superb 😉

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By *avidIanMan
2 weeks ago

Bolton

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By *aney RopesTV/TS
2 weeks ago

Gourock

More please.

Jane x

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By *issyswichTV/TS
2 weeks ago

Gateshead

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By *azmin999jmMan
2 weeks ago

wakefield

Lovely

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By *enny_J_Jones OP   TV/TS
4 days ago

sheffield

I was led in, looking down to the floor with a blush blooming on my cheeks. When I looked up, I was astonished at the sight before me. Anna was grinning wickedly at me, dressed in a tight red wet-look PVC corset, tightly laced to emphasize her waist, and matching tight thigh high boots with unbelievably high spiked heels. just peeking over the tops on the boots I could see black stocking tops. Her red hair was piled on top of her head, so I immediately noticed her long sparkling earrings, her dark batwing eyeshadow and thickly applied crimson lipstick. She looked so fierce and fantastically sexy, but why was she dressed like that? I had never imagined she could dress up for sex like that. I would find out that there was a reason for this later

“Look what I found,” laughed Peter. Almost laughing Anna asked; “Poor darling, are you a little frustrated?’ I looked at Anna then at Peter’s taut body. He was lightly tanned, and although I noticed a military tattoo on his left muscled shoulder, I was mesmerized by his manhood. Even with only a semi, it was at least seven inches, with a long smooth relatively slim shaft, but a massive purple head. I desperately wanted to have it in my mouth and feel it pulse and swell as I sucked on it and cupped Peter’s low hanging huge hairless balls. Again, he laughed; “look at her Anna, we both know what this slut is thinking. I told you were married to a sissy. Do you believe me now?”

Despite my deepening blush and the humiliation of being paraded in front of my wife and lover while he called me “her”, I could feel my cock hardening because there was no denying I felt hugely excited. Anna noticed and was quite brutal; “Oh Pete, look at that dick - I haven’t seen him with a proper little hardon like that for ages.” Yet despite these comments, my now rock hard “little hardon” began to twitch. “How cute” said Anna as she ran her painted nails over my balls and scratched along the underside of my shaft. “Finish her off Anna,’ said Peter and then looking me straight in the eyes he added, “Make it enjoyable for her as I think we all know this is the last time a girl like this gets her enjoyment that way.” Anna knelt down and, in front of Peter’s gaze, took my whole shaft into her hot wet mouth. The thought that it would be easy after servicing Pete the same way only minutes ago brought me to an instant climax. Anna swallowed, patted her lips with a tissue at the side of the bed and smiling asked; “What are we going to do with you now darling?” Peter was decisive; “Well if they dress like a girl, from now on when I visit, I am treating her like a girl. What do you think she should be called?” Without missing a beat in a low whisper and my eyes lowered I said, “Call me Jenny, Sir.”

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By *issyswichTV/TS
4 days ago

Gateshead

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By *ohnny 52TV/TS
4 days ago

Middlewich

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By *avidIanMan
4 days ago

Bolton

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By *uriousScott22Man
4 days ago

Scotland

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By *xcuriousguyxxMan
4 days ago

Stirling'ish

Definitely following this

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By *azmin999jmMan
4 days ago

wakefield

This is excellent xxx

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By *esley 60TV/TS
4 days ago

PERTH

Loving this

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By *ewwomen259Man
4 days ago

kegworth

Love it.

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By *enny_J_Jones OP   TV/TS
2 days ago

sheffield

Both Peter and Anna agreed that the name Jenny suited me and that was what they called me from then on. Peter also told me that that from on I was to address him as Master Peter or Sir and Anna would be Mistress Anna or Miss. Between them, they also agreed that Mistress would teach me how to wear make-up and chose what I would wear for Master’s visits. When he found out that I was working from home on my own next day, Master Peter also told me he would send me a little gift that I would be wearing from now on. And, sure enough, early in the afternoon a courier knocked on our door with a “package for Jenny - no second name?” I nodded and not without a slight blush, signed for it as Jenny. As soon as the door was closed, I ripped open the package to find a little pink nub cock cage. Within seconds my phone pinged with a message. It was Master Peter; Mistress must have given him my number. “I have notification that my package has been delivered. From now on you wear my gift all the time. I hope I am clear here; you wear it ALL the time.” “Yes Sir” I said to myself and there and then I stripped down and put it on. It was a squeeze to get the ring over my balls and dick, but it was a nice snug fit. When I locked in the pink cage, I couldn’t help admiring myself in the full-sized mirror in Master and Mistress’s bedroom, but then my phone pinged again. “Leave the key on our bedside table. I have told Anna to pick it up when she comes back from her office.” So, after following the instructions I went back to working on my laptop, occasionally stopping to enjoy the feeling of the cage tugging on my balls as I squirmed in my chair.

When Mistress Anna came back, she immediately asked if I had followed Master’s orders. I nodded and told her the key was in their bedroom. She went upstairs immediately and 5 minutes later I heard a call; “Jenny come here now, darling.” When I came into her room, I noticed the key had disappeared. Mistress Anna was sitting in front of her make-up mirror with make-up laid out in front of it and an empty chair next to her. “Pete is coming to visit tomorrow to give me a special treat. So, It’s time for you first lesson, sweetie,” she said patting the seat next to her. And with Mistress’s help, I learnt how to put on lipstick and lip-liner, eyeliner, eye-shadow, long feathery eyelashes and even stick-on nails. When we had finished, we were both gazed into the mirror admiring the transformation we had made. “My gosh you do look cute” said Mistress Anna, “Pete is going to just love playing with you.”

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By *ohnny 52TV/TS
2 days ago

Middlewich

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By *avidIanMan
2 days ago

Bolton

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By *acyboyTV/TS
2 days ago

Southampton

Fantastic story telling

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By *ndrews642Man
2 days ago

exeter

Oh yes , so hot and would love to be treated like this

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By *aidclaireTV/TS
2 days ago

bideford

Love this story. X

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By *ndstorm45Man
10 hours ago

Wakefield

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By *ers_Viking_FukMan
5 hours ago

Gorleston

So fucking hot

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