Shemales Porn Stories
Page 111

Desiree...

I was walking around the local mall just doing some casual wandering shopping, not really looking for anything including what I found. I rounded the corner and there stood this amazing creature with long brown hair, deep blue eyes and the fullest lips I have seen in some time.

She was a fuller figured beauty and I was very intrigued with what I saw since she was very sultry and definitely sexy. I followed her into a couple of normal stores when she led me into a store I was apparently not paying attention to when I entered. It is hard to act casual when you realize that you are in a lingeri... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 494  |  
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Tonia...

One night I went to a different club to check things out. By now, I
knew what I was looking for and where to find it. I was cruising the
area with several bars for people with my kind of preferences you
know women with more to offer a man.

I parked out in the lot and began to walk in as I did I noticed this
beautiful brunette with long legs. I was very interested in
following her into the bar. I rushed to open the door for her as she
just politely blushed and smiled at me. I tipped my head to her in
respect trying hard not to blush too. She smelled very beautiful,
the sweet smell of... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 470  |  
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A true story: me and a transvestite man - part 1

This isn't a 'story' at all, in the sense that it really happened. I just thought I'd share my experience with you; perhaps you'd care to comment if you enjoyed it, found it sexy, or want to know more.

There isn't a 'transvestite' niche on xHamster, so this is filed rather awkwardly under 'Shemales' 'Gay male', and 'First Time'.

OK, about 10 years ago I discovered that I got turned-on by 'shemales'. Let's be clear about that: shemale is a casual term for transsexual men, that is, they were born with a male body, male genitals, but for whatever reason, don't want to live as men. Today,... Continue»
Posted by LookingForSomething 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1079  |  
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He makes me feel so GIRLY

My friend that you all see fucking me and me sucking his big cock in my pics and videos. We will just call him Mister. Well he came over this morning for some Sunday fun. He is so good to me he really knows how to make me feel like his girlfriend. Today was so yummy I am still sexually excited just thinking about it.
I was dressed and ready for him when he arrived. I was wearing my sexy white lace halter top and black thigh high stockings, with the cutest little white G String with a sexy little flower in the back. Topped off with my silver jewelry and 6 inch black heels. I was so excited to... Continue»
Posted by Naughtynina 3 years ago  |  Categories: Shemales  |  Views: 1055  |  
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Caught wearing my mother's stockings

For as long as I can remember I've been obsessed with my mother's legs. My very first wank was brought on by the sight of her curvaceous stockinged legs in high heels. She also liked to wear knee high black leather boots which would send me into a frenzy. I once saw walked past her room while she was getting ready for bed and saw through the gap in the door that she was wearing those boots and nothing else! Needless to say my dad fucked her senseless that night and I listened with my ear to the wall, wishing it was my cock for fucking her beautiful curvaceous body.

I longed to kiss her stoc... Continue»
Posted by petearch 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 2963  |  
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Sex with Jan- part 1

Jan reached for her packet of Rothmans Royals 120s, and extracting two cigarettes, offered me one. I took it in my long black PVC gloved hand. The fingertipless gauntlets revealed 4" long black false nails, that guided the sexy cigarette to my bright 'diva' red, heavily glossed, shiny, cock hungry lips. 'Take things easy H, we've got all night. My wife's at her s****rs for the weekend, and my 3 video cameras are fully charged.' She stood up, switching the cameras all on, then looking at me dangling my Royal seductively, gently lifted her skirt, adding, 'Forgive me, but I've got to stroke it!',... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Fetish, Shemales  |  Views: 255  |  
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Office Fun - Part 2

Marcia was sitting in the car park of the office, about to leave having just finished work, when she saw Lee walk out of the building and head towards his car. It had been four days since they had fucked in the office, and she was eager for a second round. She checked herself in the rear view mirror before beeping the horn. Lee looked towards her and she beckoned him over, winding down the window as she did.

“Hey,” she said with a smile.

“Hi,” he replied, ducking his head in through the window. She caught him taking a quick glance at her cleavage.

“You wanna come to my place for some ... Continue»
Posted by gellid 3 years ago  |  Categories: Shemales  |  Views: 1100  |  
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Meet with Jan part 2

We sat down, chatting amiably, drinking in the view of each other. Jan had on her black PVC body, with matching corset, elbow gloves and midi skirt. The skirt was already tented, as her lovely big boner bulged below. She always wore black seamed stockings, each held by 8 suspenders, but they were mostly hidden by here shiny white patent, over the knee boots, with 6" metal tipped heels. She had her almost white 'big' wig, on top of her heavily black lined, bright blue eyeshadow, along with her de rigueur red lips, beauty spots, and extra long, drag eyelashes, topped off with half a ton of blus... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Fetish, Shemales  |  Views: 389  |  
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Meet with Jan part 3

'You look much better in the flesh, H. Love that mac! I'll go and get mine now, cos I was too hot before.' She returned shortly, dressed in a really shiny, very soft, black PVC mac, rustling down to her ankles. She swished around, giving me a twirl. 'I want one like your PVC catsuit. Leopard print PVC is soooo tarty, I love it!' She came over and rubbed my big balloon tits, asking mischievously 'Are they false?' 'I'm 100% false, Jan, except for my cock, ha ha!' 'I can see that!' she said, dropping her gloved hand to my groin. 'Cigarette?' she asked.... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Fetish, Shemales  |  Views: 430  |  
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Meet with Jan part 1

I'd asked Janice if I could arrive at hers dressed, because it takes me at least two hours to put my slap on! So I had to get dressed at a motel and drive over, under cover of darkness. She'd left her drive open, so I could park at the side of her house, and slip round the back of the large semi (hopefully!) unnoticed. As I tottered quietly to the rear of the property, I wandered into the open conservatory, knocking gently. 'Fucking hell!', I heard, as I peered into the kitchen. 'Fucking hell!' I replied back. We stared at each other, incredulous, like meeting a massive film star. Someone we'd... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Fetish, Shemales  |  Views: 493  |  
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Introducing......Janice, the smoking TV tart!

Janice and I had corresponded for many years, sending each other videos, then dvds of our antics, plus any other similar material we could find, of other OTT TVs in sexual situations, like Lady Tina, Barbi Satin and Alexis Divine. Usually with a smoking fetish theme, along with heavy makeup, and PVC and rubberwear. Jan lives in Oxon, but I got a chance to go and meet her, eventually, to do some filming together. She's 6'2", without heels, and such a horny tart. Her films always got me horny. The older ones (20 years ago, now!) nearly always had her getting a spunky facial from guys, or wanking... Continue»
Posted by HonorAnneDObey2 3 years ago  |  Categories: Fetish, Shemales  |  Views: 244  |  
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Tranny and Me Meet The MILF

This past Friday morning my phone rang. It was Chandra my tranny friend who I met and fucked some weeks ago. She told me that she had nothing to do this weekend and that her roommate was out of town and she was alone. I told her that if she wanted to get out of the city that she could spend the weekend at my place. She said that was a great idea and that she would be over in a few hours. When Chandra got to my place she was horney as hell. She dropped her overnight bag, dropped to her knees and opened my pants. She pulled out my cock and began to suck it really good. She was licking my balls, ... Continue»
Posted by adw276 3 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 1784  |  
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Deep sexual fantasy part 1

Let me start off saying that i am a spiritual person, deeply believe in god and TRY to follow his way (which is hard being the sexual person that i am)....but i feel like this is a good way to air out my sexual desires.


Imma start off my talking about my sexual experience.

I first lost my virginity at the age of 13 when i first entered high school. The girl that i fucked was 17 years old, at first i didn't find sex to be as great is people say it is(we probably didn't do it to the fullest idk) but at the age of 17 i started have sex again. The reason behind that i was a athlete in my ... Continue»
Posted by Caribbean_Freak20 3 years ago  |  Categories: First Time, Mature, Shemales  |  Views: 763  |  
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Halloween Disguise: pre-story by DanaWu

an original story by me. its not true more of a fantasy...

this story starts october 14th. first of all i am a 23 year old boy, i just moved to a different state to go to college, i dont have many friends and have only been her a couple of months.

today was like any other day, had to wake up early and go to work for a couple hours before school. julia, one of the first people i met here, approached me today and told me about an "awesome" party tons of the students have every halloween. she tells me about the last years party and some of the crazy things people dressed up as. she mentions... Continue»
Posted by DanaWu 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1410  |  
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A Great night in by myself

I love dressing up in women's cloths they feel so smooth and sexy against my skin. A backless pinstripe lycra dress shows off my shoulders and back stretched tight over my peachy round buttocks. A little pair of white lace boxers underneath just visible as the skirt rides my thighs when I admire myself in the mirror.

I then peel down my knickers a little and run my hands over my bare ass. Next I lube up a finger and slide it between my cheeks, teasing my tight little hole. One finger slips into my bum soon followed by a second and a third mmmmm I'm really hard now and stroke my... Continue»
Posted by lovinanalxxx 3 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 452  |  
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Shemales- The Martini affair - Part 3 - finale

I could not stop thrusting back with my ass on her face as her tongue went crazy over my anal clit and tight bud. But I could not take it for long as I fell to the floor turning around to face her on my back. As if knowing what I had in my mind, she looked into my eyes and slowly took my cock throat deep in her mouth. Just as she did that I pulled her ankles and she knew what I wanted.

So very gently she moved her hips towards me and came over me with her glistening throbbing precum weeping cock right above my eyes. I took a moment to take in and enjoy that beautiful view. Then grabbing bot... Continue»
Posted by socuri 3 years ago  |  Categories: Shemales  |  Views: 447  |  
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Willows transformation 2

"Now the preliminaries are over, and it's time for the entertainment part of our evening!"

That was what Fern, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Jason. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completing the transformation.

Fern had found a magazine I'd left on the bedroom floor, showing a transvestite being tortured and humiliated by a couple. Although she had always known I liked to crossdress, she had never paid any attention to that side of me. Now she had ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 566  |  
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Julie's Journal - Day Two Continued:- Arrivin

Day Two continued: - The flight was smooth, being honest journal I slept all the way. I think it was the exertions of the previous night. That’s assuming it wasn’t a dream and if it was, well I would love for it to happen real. Must have been a dream though as Gina always seems to go with guys.

Landing at the airport and going through customs would have been okay except we were routinely stopped at the customs bar and told we were to be searched. I admit I was really terrified; these big coloured guys at customs seemed to be nodding to each other and smiling. We were all taken ... Continue»
Posted by Cybertease 3 years ago  |  Categories: Interracial Sex, Shemales, Voyeur  |  Views: 519  |  
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I posted a craigslist ad.

8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I got dressed as slutty as possible and put up an ad on craigslist with a photo of me dressed and spitroasting myself with toys. Pic required I put in the posting. I was amazed at the responses and how many people couldn't read or just saw the photo and replied without reading. I didn't think it w... Continue»
Posted by bibottomboi 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1108  |  
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A Wonderful Ordeal Part 2

Saturday Morning Sometime before dawn

I must have fallen asl**p. My wrists where no longer tied to the bed post but they were still tied together and I was still on the floor. My legs were no longer tied. Don was pushing me with his foot and ordering me to wake up. "Who said you could go to sl**p?", Don asked.

"I'm sorry. I must have....", before I could finish my sentence I was slapped across the face.

"Who do you think you are speaking to like that?"

"Stop it. That hurt.", I was slapped again.

"Did that one hurt too? You better learn to speak to me correctly slut. Assum... Continue»
Posted by celeste_tv_2000 3 years ago  |  Categories: BDSM, Shemales  |  Views: 648  |  
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