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Like most people in their late teens and early twenties, I enjoyed going out to pubs and clubs. I would go out with my friends and my girlfriend, always in guy mode. I was still in the closet pretty much back then. I would dress up at home when I was alone, never venturing further than the back garden to have a sneaky cigarette in the cool evening air, but that was as far as I ever got.

I would watch my girlfriend getting ready before we would go out and always feel a little touch of jealousy as she applied her make up, did her hair, and pulled on a sexy dress and heels. I'd always wanted to dress up and go out.

A friend of mine who knew about my dressing had suggested a few things but I'd never been able to do it. He was gay and into the fetish scene, and always said I should go to this club or that club with him, just us two, but I never did.

Then an opportunity arose. I used to work as an area trainer for a national retail store and they needed me for a new store opening. This wasn't really unusual, however they needed me there for two weeks instead of the normal one.

When the details were sent to me I found I'd been booked into a hotel as normal but because of some error I had not been booked in for the Saturday night. I decided to pay for the extra night myself but couldn't get one in the same hotel so had to choose another, for one night only, and that was enough to get me thinking. Staying in one hotel for two weeks and being dressed for one night was a little obvious, but a single night in a different hotel would be ideal.

When it came to packing I swear I had a suitcase for my stay and then a whole other suitcase with lingerie, shoes, dresses, and make up! Every time I thought about it I wanted to wear a different outfit, so I figured I would take everything and take everything I did.

Work for that first week was a long and tedious experience, and I was so excited on Saturday as I checked out of my first hotel and drove to the second. I arrived and checked in with little fanfare and, upon arriving in my room, I set about deciding what to wear; little black dresses, corsets, mini skirts, long dresses, short dresses... over the years my collection had certainly built up!

Then I saw something I'd bought myself but had never worn. It was red, bright red, and a beautiful soft satin, fitted pencil dress, almost retro in styling. I think I'd been watching too many Marilyn Monroe films when I bought it but seeing it then I knew it had to be worn for my first time out.

From there the outfit put itself together; the red basque, the matching satin panties, the lace top stocking, the high heels, the cherry red lipstick with smokey eye shadow, the curly hair. I savored every minute of preparation and over the years had mastered the art of crossdressing. Hair and make up learned from various places, how to walk, how to talk, even the best way to... erm... tuck everything away.

I felt fabulous as I looked in the mirror. The basque cinched my waist while the breast inserts gave me just a hint of cleavage. My hair cascaded over my shoulders in full dark curls. My long legs covered in their nylon finery.

I had done a search online and found a bar nearby that seemed like it would be busy. The more people the less I would stand out, although looking the way I did it was hard not to stand out! I called for a taxi and headed to my destination, nervous excitement running through my body.

As soon as I got there I went to the bar and ordered a wine. It was busy, and while I turned a few heads the world didn't come juddering to a halt, so I felt a little more relaxed. I walked outside to the smoking area with my drink and stood alone. This lasted about three minutes. As anyone who smokes knows the best place to make a friend is in the smoking area at ten o'clock on a Saturday night.

Three women approached me and asked about my dress and my shoes and how I did my hair. I was overwhelmed by these slightly drunken inquiries and couldn't help but feel self conscious as they took me apart with their questions.

At one point someone mentioned my voice and I thought I had given myself away, however they were simply noticing my southern accent standing out. I finished my wine and my cigarette and decided I would head back to the hotel so as not to push my luck too much. As I went to leave the women all protested. It was someone's leaving party and I just had to go to the club with them. I decided to stay a little longer. A little longer turned in to more wine, more talking, more laughing.

Later that night I found myself in a club, a little drunk, dancing with the girls, boys, and whoever was nearby. A few guys had groped my bum and tried it on with me. While I turned them down I'm not ashamed to say I enjoyed the attention.

What surprised me, however, was one of the girls I was there with. Hannah was incredibly pretty, not over the top, mid-twenties, brown hair, very petite. Over the evening she'd become quite attached to me, dancing when I danced, smoking when I did and so on.

We talked a lot and she told me about her work and her boyfriend and many other normal conversation points. It was during one of these conversations when, while in a quiet corner of the smoking area, I felt a hand on my bottom. I turned to shoo it away and found it to be Hannah's hand. I looked at her a little surprised and she sheepishly took her hand back. As she mumbled an apology I took her hand in mine and guided it to my side, running it down to my hip.

"Isn't satin just so sensual?" I smiled at her. Her eyes lit up as she pulled herself closer to me. She looked around us quickly to see if anyone was looking and stole a quick kiss. For the briefest of seconds our lips met. A spark between us.

"Let's go fix our make up," she whispered as she took my hand.

I tried to protest, to explain that I wasn't quite as I appeared, but she was already leading me inside, across the noisy club and into the ladies toilets. I was still trying to explain as she pulled me into one of the empty cubicles with her and locked the door. I think I got as far as, "There's something you should know," before our lips met again.

Her tongue hungrily sought out mine as she pressed her body against me. I kissed her back, my hands holding her to me. I was lost in the moment, that passionate embrace. I didn't even notice her hands run down my back, or her fingers as they lifted the back of my dress. By the time I felt her hands on the bare skin of my backside I was so turned on I didn't want her to stop.

I kissed her harder as I wrapped one of my stockinged legs around her. Her hand moved up from my bottom and traced the line of my basque around to my stomach. I could feel her fingers caressing the soft satin and lace fabric of my lingerie as she moved down further. Her fingers danced down to the soft fabric of my panties.

I knew I should stop her but I just wanted her to carry on, and carry on she did. Down between my legs where her fingers stopped. She stopped kissing me and looked my in the eye. The confusion in her face as her fingers found not soft and wet but expertly tucked away, my cock.

"... is that...?" she looked at me a little shocked.

"I'm so sorry, I tried to stop you but then..." I began to blurt out.

"Do you have a...?" A moment of silence passed between us. She'd taken a step back away from me and was watching me. I tried to start explaining again when she waved me silent.

"Show me," she said sternly.

"Pardon?"

"Lift up your dress." At that point I didn't know what to do other than to do as she said. I lifted my dress up to just above my waist. Looking down I could see where, despite my best attempts at tucking back, there was a noticeable bulge in the soft fabric of my panties.

Before I knew what was happening Hannah was crouching in front of me as she pulled my thong down to my knees and my cock sprang free. For a moment I stood there, terrified. What would she do? I should have told her. I waited for her to react for what seemed like forever when suddenly.

"Oh wow!" she whispered, a split second later I felt her warm lips envelop the head of my cock. The surprise almost made me lose balance as I teetered on my high heels. I rapidly hardened as her tongue worked it's way over me, guiding me into her mouth and down her throat.

As she knelt there she ran her hands over my stockinged legs, over my bottom, tugging at my suspender straps as if to pull me further into her throat. She pushed her mouth as far as she could down the length of my hard cock before falling back breathlessly. She looked up at me.

"Oh my god! Fuck me now!" She sprang to her knees and lifted her skirt, bending over as she did so. No panties! I could see her wet pussy glistening between her legs as she presented herself to me. My cock, wet from her saliva, stood proudly as I stepped behind her.

I pressed the tip of my hardness against her wet hole and slid inside her with one fluid motion. Her pussy wrapped around me, hot and wet. I began to fuck her, slowly and purposefully. In less than a minute I fell her spasm beneath me as her pussy flooded with her orgasm. Breathlessly she fell forward, stumbling to keep her balance.

"Sorry, I cum really fast when I'm horny." She looked back at me, my long dark curly hair pulled forward over one shoulder, my dress hitched up, panties now around one ankle, and my hard cock glistening with her wetness. "I need you to feed me!" she said as she positioned herself on the toilet in front of me.

She spread her legs wide and with one hand began teasing her clit. With the other she reached out to my cock and guided me into her mouth. Her hand worked the length of my cock as her mouth sucked hungrily on me. In no time I felt my cock swell inside her as I breathlessly said I was about to cum I heard her muffled squeal of pleasure as she brought herself to orgasm. I filled her mouth with cum and she swallowed every last drop.

We waited a little while to gather ourselves before re-entering the club. No one had even noticed we were gone and soon it was time to head our separate ways. Hannah and I exchanged numbers for if I was ever in the area again. In the taxi on the way home the cabbie asked if I'd had a good night. Right at that moment a text from Hannah came through.

"Fancy a night cap?" it read.

"I'd say it's going to go beyond good."

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ThreesomeMoresome Visit our website www

Lots of you are always asking what is a typical playnight at our local club like. I have found that there is no such thing as a "typical" night.To give you an example this past Saturday night was what is called "BANG" night at the club. The basic concept is that people who are interested in swinging and chat about it on line get a chance at a reduced price to come to a real swing club meet each other and see what the scene is all about. As usual the place was packed. My hubby and I never miss a...

2 years ago
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Awesome Threesome 8211 Pt 2 My Girlfriend Fucked Wild By 2 Guys

Hi guys! I am back with the second part of my story. Apologies for the delayed upload. For those who haven’t read the first part, I suggest you read the same first before continuing reading this. Pramod had collapsed on Akansha. For the next 5 to 10 minutes, he laid motionless both of them breathing heavily. Finally, he pulled his semi-erect cock out and rolled over to one side. Akansha had her eyes still closed. I could clearly see her pussy dripping with Pramod’s cum. I got close to her and...

1 year ago
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Cabin Story 3Chapter 5 Threesomes and twosomes

All three of us crawled onto the full size bed in the cabin. It was adequate for two. It was crowded with three but it was the softest and most comfortable place for sex in a 10-mile radius. "We'll try two basic three-some positions Max. You'll see the advantages and disadvantages to each. There are other positions of course but they are usually just variations on these. The first position is to have you on your back while one girl straddles your hips to fuck your cock. The other girl...

2 years ago
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Fearsome Foursome

Lois Griffin and Donna Tubbs were getting plowed at the same time but Cleveland and Peter were on opposite sides of the tracks.“Oh, Jesus, Cleveland! Go easy with that thing, will ya?” Lois groaned as Cleveland Brown stroked his ebony snake in and out of her soaking wet pussy. Cleveland was poised for success with a firm grip on Lois’ firm ass cheeks, pulling back on her succulent gluts with each aggressive thrust. “What’s the matter, Lois?” Cleveland huffed as he increased his tempo in a...

1 year ago
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I Always Knew She Was BrokenChapter 18 A Fearsome Foursome

A couple days before Amy and I planned to depart for Europe, Devi and I returned to the label office. After Devi signed the contract and received copies for Gobstopped to sign, we paired up. Tom and Devi went off to listen to music and chat while I gave Tracy another session in contract law. The three days since our last meeting she mulled over what I showed her and created a long list of questions. The specifics of small label music not being anything I knew, I found her questions insightful...

4 years ago
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3rd Chromosome Alpha

Hey everyone! So this one is a request from me. Yes me. I realized a plot in the last few Chapters now I’m running with it. Contains, futa, hyper, sex, celebs, etc. A little science and such too. Maybe also a little meta. Remember this is fantasy folks, so there are logical inconsistencies. Everyone is over 18, comments and feedback are welcome. Enjoy! *** People cleared out of the way as Taylor Swift strutted down the sidewalk. Strutting was absolutely necessary and really the only way her...

2 years ago
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3rd Chromosome Golden Ticket

Hey everyone! Another request here. This one is for…someone who didn’t give me a name. Anyway, this is another futa story, containing, futa, large dicks, celebs, you know…what I write about. Note: This is a separate series of one shots, mostly fan requests. Comments and feedback are welcome, everyone is over 18 and celebs don’t act like this. Enjoy! *** Chloe had won the golden ticket. That’s what people would say. It didn’t come in a chocolate bar however, rather in a plain manila envelope...

2 years ago
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First Time 3some with Ex and Friend

After I left the house Silvia called me on my cell and asked me to call my bi female friend, Cheryl, and have her meet us at the hotel. I asked her why? Silvia was not bi and not interested in women at all, at least that is what she had always told me. She said she had a desire to taste pussy. Whoa!! I was shocked, but not going to disappoint her, I made the call and prayed that Cheryl was going to be available. Wouldn’t you know it, Cheryl was busy, but after I told her why I wanted...

4 years ago
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Project 3some

Then I met my boyfriend, Paul. He was just as sexually adventurous as me, & made me feel comfortable with my sexuality. It all started with a random conversation about bisexual women. I held back from telling him about my fantasies, until he told me he loves bisexual women. I asked had he ever had a threesome & he said no, but he wanted to, really badly. I told him I would consider it, but we had to find a girl. That seemed to be no problem for him, considering he knew A LOT of women, &...

1 year ago
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3some Surprise

This is the first story I wrote back in 2005, hope you enjoy, if it gets a good reception I will post others, I feel I have got better at writing them as time has gone on too.3Some suprise We have been out together for a great night on the drink and decide to go back to your place for a bit of fun, as we get to near the front door of your house, you shh me and say to keep the noise down as you have a friend staying over who has just split up with her boyfriend, giggling and not really being...

3 years ago
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My first 3some

It is a message i wrote to my friend...but somehow think it is interesting (or at least i hope so...it is true one, happened 22.11.2012. in Osijek)Well, u asked me bout my fantasies...would love to have a master who would treat me as a puppy with doggy tail plug in my ass nd take me on a leash. would like to hump his leg nd cum on it nd lick my cum afterwards...but i do have some of my own true experiences...never was involved into bukkake party but guess i am still young LOL.Last week i was in...

2 years ago
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my first 3some

A few months back i thought id go for, a 3some that is it was always a big fantasy of mine. i wasnt really sure where to start its not like its something you can bring up to a friend to see if there down. so i went to the only place i could think of and that was craigslist. After weeks of going through tons if spam and offers from single guys i finally found a couple that seemed right for me. We exchanged emails and pics for a day or 2 then spoke on the phone. It was nice to know it was also...

4 years ago
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3am 3some pt1

So after a night of bar hopping my girlfriend decided to bring a girl home the other night after celebrating with some friends. I was half asleep with a rock hard cock. I heard her come in but was caught off guard by the additional voice coming from our living room. My girlfriend stumbled to the bed and whispered in my ear "I want to have a 3some and I have someone here, now". I quickly woke up and took a quick peek. I was in disbelief and could not believe it. My girlfriend was rubbing my hard...

3 years ago
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FIRST 3SOME IN MUMBAI

Hi all readers. You can call me Spike. I’m 26, single, living alone in Bombay. This is a detailed account of my first 3some experience after moving to the exciting city of Mumbai. I had just moved here after a relatively dull year in Chennai, and was on the lookout for some wild action. And I was pleased that I got some action right away – in fact, on my very first weekend here. I was looking for an apartment to take on rent, and I screwed the land-lady’s gorgeous daughter! But details of that...

4 years ago
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Gay8217s 3some

Dear viewers bahot dino ke baad apna old experience bhej raha hoon aor hope karta hoon ager aapko achhi lage to mujhe mail karma. Yeh aaj se about 15 saal pahele ki baat hai, main hamare city ki homosex gathering place par gaya tha main gathering se ake ghanta pahele hi chala gaya tha wahan koi nahin tha, mujhe time paas karna tha islye ake cement ki bench par baith gaya. Thodi hi dare baad ake aadmi mere paas aakar baith gaya voh mere se height mein kareeb 2 or 3” tall lagta tha very fair...

3 years ago
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Powerful 3some

Stage setting for this story is the ladies hostel on Ponnamalle high road near Egmore railway station Chennai. Shanthi had become fascinated with the lesbian love making and could never think of a cock inside her. She had two partners of her belonging to different times and had no interrelations. All three of them were now scattered in different parts of the Indian sub continent due to their career obligations. All in their early thirty’s were no dumb heads. They were intelligent smart and...

Lesbian
1 year ago
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We had a 3some

One night My wife was out with her friends from work and came home with her boss who was too drunk to drive...note...My wife has always dressed sexy...She usually didn't wear a bra since we met and she liked her sexy seethrough clothes that showed her nipples clearly...she enjoys the views she gets ...She has had sex before we met with more than one guy...so I knew I was in for good things to come ...sexually ...We had a 3some with a friend at a New Years party and that was my first...his first...

Group Sex
4 years ago
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Sexiest Familys Awesome Foursome 8211 Part 3

Hello mothers and sisters and their son and brothers! Welcome back to ISS. And welcome back to 3rd part of the series ‘Sexiest Family’s Awesome Foursome’. So my mom was in doubt whether sister is ready for lesbian or not? So we wake up sister and told her that mom is interested in lesbian. So are you ready for it? Listening to this sister got up from bed at lightning speed and started smooching mom’s boobs and also simultaneously kissing. Looking at both of them I thought to give them some...

Incest
1 year ago
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Am I An Angel Or Devil Part19 Threesome And Foursome

Hi, guys back to you is Deepthi. Thank you all so much for your support and feedbacks. Well coming back straight to the story. We both went to the principal room. We sat on the chairs semi-naked. Me: I think it’s going to take some time for the principal to come dear. What shall we do till then? Arjun: well then it’s a perfect chance to taste my sweet red velvet. Me: (I was very horny too after the incidents and replied) Your sweet red velvet is completely yours, dear, taste as much you...

4 years ago
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The Winsome WidowChapter 8 The Winsome Widow

"You need to listen to this," Evelyn whispered. We knelt together and listened; Johanssen was still telling a story and even though I hadn't been concentrating, I still understood where he was up to; perhaps the seated Alex who just got the tongue-fucking of her life had been listening on my behalf. He was re-telling David Adley's tale of the stone idol; he and Evelyn had honeymooned in South America and sought out a local mystic – a witch woman, the locals claimed – who was said to...

4 years ago
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Awsome Sexy Nita 8211 Part II

Hi ISS readers, I am a big fan of this site and I read stories here daily. This is my second part with my NSA partner Nita, happened 3 years back. First Part: https://www.indiansexstories2.net/couple/awsome-sexy-nita-part/ Awaiting feedback from females in Bangalore and everyone at and Coming to the story.. I am Kumar working in a BPO, Nita too works for another BPO in same tech park. We became fag mates first and then it got into friendship and a no strings attached sex relation. I am 5.11...

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