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Hotel sissy date

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By *ophieslut OP   TV/TS
4 weeks ago

Skelmorlie

Wear jeans, t shirt and a hoodie with the hood down and a small backpack, I walked nervously into the hotel and over to a older man in the seating area. He stood up and we quickly gave each other a hug, paused and he asked if I would like something to drink. He had a coffee in front of him, I said yes and walked over to the bar and ordered a coffee pointing to the table he was at. Once back at the table he smiled...nice feminine walk, I blushed slightly.

We had chatted online for a while before this meet was set up and already had a good idea of likes etc. Coffee arrived as we chatted about nothing in particular with the occasional flirty comment thrown in. After about 20 mins he asked if we should head to the room, I smiled, nodding and said yes. As we walked to the room he asked if I was able to stay for the next few hours as we had discussed, I replied yes of course.

As soon as we got into the room and and door clicked closed, he had me in his arms, and kissed me deeply his hands running down my back to my ass. So you ready to show me that sexy body and see what kinda girl you are he said.

I nodded and slipped off my shoes.

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By *otts1601Man
4 weeks ago

Nottingham

Nice start. Hope there’s more

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By *xstockingsTV/TS
4 weeks ago

north

Keep going

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By *ammy88Man
4 weeks ago

Dundee fife

Great start, keep going, can't wait to read more

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By *ade crossTV/TS
4 weeks ago

chiselhurst

Mmmm nice start

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By *ophieslut OP   TV/TS
3 weeks ago

Skelmorlie

He sat on the edge of the bed, I stood a few feet away and undid my belt and slipped off my trousers, exposing my pink panties, he smiled, then I pulled off my hoodie and T shirt, standing in just my pink panties with a sheepish grin.

Go on give me a twirl he said, I slowly spun around in place.

Very nice body he said licking his lips, definitely have the makings of a sexy sissy gurl. I think a garter and stockings with a nice sexy bra would be perfect for you. We can plan to have those for our next date.

He stood up and ran his hands over my shoulders and down my back, squeezing my ass checks firmly. He leant down and flicked my nipples with his tongue making my nipples puff up.

So why don't we head to the bathroom and get you into the shower and clean up some of those hairs, after all the smoother you are the better. I took my blonde wig into the bathroom as I followed him in.

He got the shower going and when it was nice and warm he said....right hop on in.

I slipped out of my panties and stepped in, my cock semi hard...Nice clitty he said as he playfully gave it a tug.

He took of his shirt revealing a nice hairy chest, taking a razor and shaving foam he proceeded to cover my breast area and carefully shaved my chest clean, up for some more he said with a smile.

I nodded yes, blushing a little. Over the next 10 minutes he shaved my upper thighs and cleaned up around my already shaved crotch. As he did he playfully teased me about being a gurl and the plans he had for us. Finally he had me bend over a little and soaped my bottom up sliding a finger in and out of my hole, such a tight little pussy he said will be fun loosening you up.

After rinsing off I stepped out and dried myself off as he went back into the room. he came back with a butt plug and a pink thong and cup less bra, placing them on the bathroom counter next to my wig and red lipstick.

I'll be waiting for you he said and left me to get dressed.

I slipped on the thong and cup less bra and eased the butt plug inside me. Lipstick and wig were quickly put on and I took a deep breath and stepped back into the room, he was sitting on the bed with his lap top open with porn playing.

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By *lare_thomas38TV/TS
3 weeks ago

my town

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By *usan 749ukTV/TS
3 weeks ago

Bangor

Excellent start

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By *ubbbbb6969Man
2 weeks ago

hebburn

this sounds promising

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By *ethro65Man
2 weeks ago

Sutton-in-Ashfield

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By *atietv1TV/TS
2 weeks ago

co. Durham

This is getting good xxxx

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By *eemebabyMan
2 weeks ago

Dudley

This is good great start

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By *rangerMan
2 weeks ago

merseyside

More

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By *ackiex32TV/TS
2 weeks ago

Wick

More please

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By *esley 60TV/TS
2 weeks ago

PERTH

Oh yes

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By *antslad1Man
2 weeks ago

Portsmouth

More please

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By *harlotte39cdTV/TS
2 weeks ago

rochester

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By *dinthewoods69TV/TS
2 weeks ago

MIDLANDS

Oh wow luv hotel meets i had a few.

Can't wait for your next sexy update to the story xxx

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By *sissy-TV/TS
2 weeks ago

fratton

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By *mooth FuntimeMan
2 weeks ago

Oxford

Nice so far…

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By *ckieroyMan
2 weeks ago

Shrewsbury

A good start.

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By *orny bitchTV/TS
2 weeks ago

Aberdeen

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By *exysuetvTV/TS
2 weeks ago

Poole

More please

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By *ophieslut OP   TV/TS
6 days ago

Skelmorlie

Suddenly his phone rang, he motioned for me to give him a twirl, as he answered the phone he sat on the edge of the bed with his legs apart. The call was from work, asking him to come in and deal with an urgent situation. As he hung up he apologized but he had to cut our date short, he smiled and motioned for me to come closer which I did, we have time for you to suck me off he said, I knelt down and took his hard cock in my mouth and started to suck as I played with his low hanging big full balls, in no time at all he gave a grunt and blew his load in my mouth, licking the last drops he helped me to my feet, go get dressed quickly he said, as I did he once again apologized and said he would most definitely message me to arrange another date, this time at his place, he hugged and kissed and both left the room.

I drove back home, my mind going over our short meeting, while not a handsome man he had a charisma about him that drew me in. He was a little shorter than me at 5 10, with a bit of a belly on him. His balls were big and hung low while his cock was about 7-8” and relatively thick with a great mushroom head. I wondered if and when he would message me, that night he did, asking if I was free the following day after lunch, I replied I was, he gave me his address and we flirted a little before he had to go.

Two days later and just over an hours drive I pulled up in front of his place, a decent looking terrace house, his being at the end, I walked up with my backpack and rang the doorbell, he answered and quickly let me inside.

He had on a T shirt and trousers, his belly hanging over his belt. We hugged as he apologized again and kissed me cheek saying how nice it was we could get back together so quickly. He joked that I was still dressed, I quickly stripped down to my pink thong that I was wearing. He chuckled…such an eager slut he said, cert

We headed straight upstairs and he showed me the bathroom, his room and his office and finally the 3rd bedroom which as we approached he said and now for my fun room, playfully smacking my ass.

The room was quite large, queen bed, table and a chest of drawers, it was bright, plenty of lights, in one corner was a tripod and camera next to a light that looked like a professional photo studio would have, on the table was an assortment of lubes and some small brown bottles.

He put his hands on my waist, so Sophie, what ya think, very nice I replied glancing to the camera, oh don’t worry about that he said we probably won’t be using it he paused, today.

So are you ready and willing he said with a smile, I nodded and said yes Daddy. Good he said now remember I might push you a little bit but won’t make you do anything to hurt you, I nodded.

So lets get you in the shower and nice and clean he said, we walked to the bathroom and I stepped into the bath as he turned the shower on. He watched me soap up and rinse off. The he leant forward and smeared me hair removal cream over my slightly stubbly chest and tummy, adding more as he covered my ass and crotch, he stopped mid way down my legs. He left me there, standing in his shower, he returned a few minutes later with a thong, cup-less bra, long blonde wig, pink nail polish and red lipstick.

He checked his watch, minute to go, how are you doing, I replied I could feel a slight heat but nothing else.

Ok he said rinse off, and I take it you know what to do he said motioning to the stuff he had brought in.

I rinsed myself off, surprised at the amount of hair that the cream had removed, I felt so smooth. Cleaning the drain of the hair I dried myself off and began to paint my toenails, then finger nails, thankfully the polish was quick drying. I slipped on the thong and cup-less bra and put on the blonde long haired wig, the hair came down just past my shoulder blades, finally applying the lipstick. I felt sexy, cheap, slutty, excited as I stepped out of the bathroom and walked down the hall to the “play room”

As I walked in, I saw he had put butt plugs and dildos, on the table with the lube, ranging for small to what I felt as quite large. As I walked in he turned around, the laptop on the table playing porn, FUCK he said, you look hot, sexy and sissy, I guess I blushed a bit. I slowly turned around, showing off a bit I guess.

He chuckled….you do like being Sophie a lot he said, I smiled and nodded my head yes. You love being a sissy as well don’t you. I nodded again…Come on Sophie don’t be shy now, we can talk freely, tell me why you like being sissy slutty Sophie. I told him being Sophie lets me relax from every day stress, I like being submissive to some guys and like the way I feel being told what to do. He smiled, good girl, and it doesn’t hurt to have a sissy body like yours either he said as he stepped close to me, running his hand down my back to my ass. So he said, Phone is off, we have a few hours together, you ready to put yourself in my hands. I replied Oh yes.

He ran his hands back up my back to my head, which he gently held as his lips pressed against mine, my mouth instinctively opened to let his probing tongue in, his kisses were wet and deep full of passion. We kissed for quite a while before he stepped back. His hands moved around to my cup-less bra, my nipples firm, he held each nipple between his fingers as he slowly pulled raising me onto my tip toes, then he twisted raising me back up again, my nipples puffing up. He turned around and back again holding some clamps with little hearts dangling down, gently but firmly he put the clamps on my nipples, tightening till he heard me moan and move up onto my tip toes.

He went and got a little brown bottle and came back, giving me a sniff before adjusting the clamps a little tighter.

Stepping back he started to tell me how sexy I looked, what a sissy I was, made me giggle a little.

So Sexy Sissy Sophie, what would I need to do in order for you to let me turn that video camera on. In the back of my mind ever since I had seen the camera, I had been thinking about it.

Basically, kinda hide my face, I guess I said. I can do that for sure he said, pulling a mask out of a draw, cute blk mask that covered the upper part of my face, leaving nose and mouth exposed. He slipped the mask over my head and quickly adjusted it. This work he said as he showed me my reflection. I guess so I said shakily. He say me down of the bed and then spent the next few minutes behind his camera , the spotlight lit up the bed brightly.

Wave at the camera and say Hi Sophie he said, I did with a blush.

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By *mooth FuntimeMan
6 days ago

Oxford

Very nice

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By *ckieroyMan
6 days ago

Shrewsbury

Things are getting interesting.

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By *perm bank69Man
6 days ago

Hythe

Mmmm fantastic

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By *athyTV/TS
6 days ago

Nottingham

Mmmmmmmmm

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By *ophieslut OP   TV/TS
6 days ago

Skelmorlie

Glad your liking it, more to cum

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By *ilkey69Man
6 days ago

Barnsley

Yes its getting hot

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By *issyswichTV/TS
5 days ago

North

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By *hris106699Man
4 days ago

North hykeham

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By *harlotte39cdTV/TS
4 days ago

rochester

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By *ucy12TV/TS
4 days ago

Newcastle upon Tyne

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By *oanna k NickersoffalotTV/TS
4 days ago

North of Newcastle

Teasingly storyline, need the next part xx JK

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By *ld joe69Man
4 days ago

Farnborough

Loving this

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By *azmin999jmMan
4 days ago

Wakefield

Wow

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By *janeyxxTV/TS
3 days ago

rochdale

More please

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By *iScot01Man
3 days ago

Central

Hoping there will be more of this

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By *rangerMan
3 days ago

merseyside

Would love that done to me anyone

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By *ophieslut OP   TV/TS
3 days ago

Skelmorlie

After I had said Hi, he stopped recording and checked everything……Ready he said, I nodded yes.

He turned the camera away from me, hi everyone he said, been a while since I made a video but as you know I haven’t been as lucky as some of you on the sissy front. However, my luck seems to have changed. I meet a really sweet eager little sissy named Sophie, we had an interrupted meet a couple of days ago, but I got her to stop by today and without any more here she is.

He turned to camera back to me, Say Hi Sophie, I smiled waved and said Hi guys.

Give us a twirl he said, I stood up and slowly spun around, as he commented on various parts, the clamps on my nipples, my smooth feminine body, my tight ass. I felt like a piece of meat, but kind of liked the feeling. I sat back down at the edge of the bed.

He raised the camera higher, so it pointed down towards the bed and adjusted the spotlight.

He took off his T shirt and pulled his belt out of the trousers, tossing it onto the bed, as he dropped his trousers. His boxer shorts did not hide his semi hard cock. He came over and sat next to me on the bed.

He stroked my face as he looked at the camera, with a big grin he said….I hope you all enjoy watching me put this fucking sissy through her paces as much as I will.

He turned back to me licking my face and then we started to kiss. He thrust his tongue between my partially open lips. Deep wet long lustful kisses. I couldn’t help but let out a little moan.

He stood up and stepped out of his boxers, his cock at attention, the head peeking out from behind his foreskin. I started to lick his thick shaft working my way up to his head as I pulled his foreskin back, exposing his glistening mushroom head. I sucked and licked his cock, taking it deep into my mouth till I could go no further, tasted so good.

After a few minutes he pushed my head back, on all fours, ass to me sissy. I did as I was told.

He ran his hands over my ass cheeks, pulling my thong to the side, he made me spread my cheeks.

I could feel my hole totally exposed, look at that great pussy he said as he ran his thumb over my hole.

I felt him move then a cool gel rubbed over my hole as he started to finger my hole. Slowly working a couple of fingers inside me. He soon replaced his fingers with a dildo, slowly working up in thickness.

Look at that pussy open up wide I heard him say, I was too busy being in heaven.

I could feel the dildo sliding effortless in and out of me.

Finally, he pulled it out and paused, then I felt his head push against my hole, it slipped in easily as he pushed deep inside me till I felt his balls against mine.

I moaned as his cock filled me, good girl he said patting my ass cheek, take Daddy’s cock. He slowly started to slide in and out, deep slow thrusts, if felt soo good I was moaning in seconds. He continued thrusting in and out rhythmically till his hands began to tighten on my waist and he started to groan.

Finally with a big YES he pushed deep and I felt his hot cum filling me. I could feel his cock pulse with each jet of cum he shot. He gave a big sigh and smacked my ass cheek, good girl he said. I started to pull away but he held me back, not going anywhere yet sissy. I could feel his cock soften over the next few minutes and he rubbed my back and ass cheeks. Then I felt it, more hot fluid inside me, I knew he was peeing inside me.

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By *oanna k NickersoffalotTV/TS
3 days ago

North of Newcastle

Yes , yes, yes. You lucky gurl

So is he filming or live streaming I wonder xx JK

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By *DmetimeTV/TS
3 days ago

Plymouth

Filthy! Love it!

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By *harlotte39cdTV/TS
3 days ago

rochester

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By *reedomslutMan
2 days ago

Down the road

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By *antsubbiladMan
2 days ago

milford Haven

Wow hot!

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By *untie DeniseTV/TS
2 days ago

Penzance

Such a fabulous feeling being used like the slut that you are xxx

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By *hris106699Man
48 minutes ago

North hykeham

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