Shemales Porn Stories
Page 77

My Naughty Dream

On nights like these when I'm horny and all alone, I'll find my cutest skirt and top, my favorite toys, and sometimes a nice naughty online video. I'll sit back, close my eyes, and work myself up.....touching and rubbing all over. I'll slowly massage a finger tip of lube into the very outer edge of my tight hole. Gently I'll work it in so that my fingers eventually slide deep inside. I get to the point where I absolutely need to feel someone or something deep in me, fucking me hard while I submit my entire body to my passionate lover. But then sadly, I hear a noise and my eyes open. I th... Continue»
Posted by Ivygurl86 3 months ago  |  Categories: Anal, Masturbation, Shemales  |  
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Gangbang at Ricks part 3

= Gangbang at Ricks part3
There i was knee deep in Big Cock. I don't know why Guys like fight over a girl or gal the want to pound some Hot Wet, Tight, Hole real bad like a Bull. Wait a minute, I got to thinking, I am a guy in girl xxxy cothing. I got up told them all lets settle down, I was fresh fucked, Don his BBC, I was still Letting Daddy Rick up and my big load in his belly, he shot all over the sheets, He got up told me to clean up his mess, he made. Face down in his big load, Some one gave Rick the paddle, My BB was the ... Continue»
Posted by mrheat22 3 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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My first BBC

Ever since I discovered "BBC" on the internet, I have always wanted to play with one. Before then, I had no idea that black men were into white sissies. In my mind I had them stereotyped as the type of man that would never have anything to do with a crossdresser. I thought they were too good for us. How wrong I was when I made my presence known on various websites. BBC's, handsome, well hung, BBC's from all over the world were telling me how hot I was and how they wished we lived closer so we could hook up.

That last part was killing me! Virtually every BBC I met online lived too far... Continue»
Posted by Cum_on_Eileen 3 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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Oh What A Night!

As the old 4 Season's song stated, oh what a night.

Having been a crossdresser on and off my entire life, I have done the old collect and purge routine too many times. After putting Jennifer away several years and relationships ago, the old urges returned recently. Having lost a considerable amount of weight and working out my feminine side emerged once and again, and boy am I having some fun. More about that in a later post. For now I want to share one of the hottest nights I have ever had while dressed.

Two weeks ago while my permanent fiance was at work I had a full 7 hours to play... Continue»
Posted by dicklover4two 3 months ago  |  Categories: Mature, Shemales  |  
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The nasty EXGF

We all have heard the stories, XGF who never did the nasty things we wanted to do, she told you that it was disgusting or perverted. Yea, only time can erase that lie.
Went to New Orleans few months ago, needed the break and to see the seedier side of the quarter. Walking thru the quarter I was inundated with all forms of humanity, some beautiful, others of questionable heritage but all were enjoying themselves. One particular bar was of interest and featured excellent drag shows.
After getting my drink and situating myself close to the stage, I settled back to enjoy the view.
The first few... Continue»
Posted by sprchf69 3 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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I Knew I Was A Sissy (part V)

Time passed and here I am a freshman at University. I am leaving alone for the first time in a place far away from my hometown. I am excited as I finally have the freedom and anonymity to be who I want to.
The first days passed exploring the area around my studio apartment; my school was downtown so there were plenty of choices. I spotted some nice gay bars as well as places to shop underwear, dresses, heels and boots. But I started with a nice waxing. I found this place which was a bit far from home so discreet was guaranteed. I did a full body hair removal and when I returned home I kept l... Continue»
Posted by georgette32hk 3 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Amber The Teen Tranny

I was horny as fuck that day as I hadn't jizzed in a few days due to work being so hectic. I debated how to get my rocks off and decided to go cruising at the park for some cock. I took a quick shower, threw on a pair of pink frilly panties, a pair of loose sport shorts, and a long tshirt. I hopped in my car and drove to the park, teasing my little prick by rubbing it in my sissy panties, leaking copious amounts of precum into them as a result.

I parked and headed towards the wooded area where everyone cruised for cock. On hot days like that one, it was usually crawling with all sorts... Continue»
Posted by panteeluvr 3 months ago  |  Categories: First Time, Hardcore, Shemales  |  
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Walking the Dog

Devin Dixon walked outside of his townhouse apartment. It was a nearing dusk on this particular March Saturday and the temperature was just a hair above 70-degrees. He was out walking his black and tan Manchester Terrier, named Duke. The dental hygienist wore a red tank top and a pair of black women's Canari Cycling shorts. The skin-tight bottoms showed off his gigantic booty. Devin had received his third round of ass injections four months ago. And, his derriere was something serious. He switched down the sidewalk behind his dog.

A couple of cars and trucks honked as they passed by him. Th... Continue»
Posted by faggyboi 3 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Creole Nigga...Chocolate Bottom

"Class dismissed," remarked the professor.

The students filed out of the room in a decent order. Xan Brooks gathered his belongings and headed back to his office on the campus of the University of Texas - Health Science Center at Houston. On his way there the five-foot-eight-inch, dark-skinned man, pulled his cell phone from his messenger bag. He saw an email from 'Mr. Fantastic'.

Dr. Brooks had emailed a few times with this person who purported to be stationed overseas, but from the area. The message indicated the gentleman was back in Houstonfor two weeks. Specifically it said, 'I wann... Continue»
Posted by faggyboi 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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The Business Trip - Part One

I often get asked what ‘turns me on’, what my biggest fantasy is, what I like, etc. Well, I’m writing this to let you guys know what’s been on my mind lately… mostly while I’m at work.
A girl can but dream
...

———————————————————————————————————

I’m at work, dressed in a pencil skirt, white satin blouse and smart jacket. As always, underneath I’m wearing a lace bra and matching panties, suspender belt and fully-fashioned nude stockings. Fingers and toes are painted a discrete shade of dusky pink and my peep-toe courts show my toes nicely. My hair is in a neat bun and my lip... Continue»
Posted by mica_d 3 months ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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Bikini Dreams

After I cammed the other day I put on my bikini with the intention of catching some rays from the sun we've just started to see again. Although it's supposed to be spring, it was still a bit too chilly to lay in the garden, so I opted to just to relax in the conservatory, warm and sunny but little chance of a tan!

I drifted off into that dreamy half-asl**p, half-awake state…

Laying on my sun-bed, purple bikini on, pert nipples pressing against the silky fabric and my boy-clitty tucked neatly between my legs, its tip nestling against my pussy, I imagined I heard noises nearby but thought ... Continue»
Posted by mica_d 3 months ago  |  Categories: Anal, Shemales  |  
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Changing Rooms

Being a 'girl of a certain kind', I always use the women's changing rooms in stores when I am out trying and buying clothes. I tend to avoid the 'communal' type, where we are all stripping off together, as I'm quite shy and you also never know if someone may pick up on the fact that not everything about me is female - and make a complaint!
So I aim for those individual booths, where you can safely strip off and try things without being observed.

I was in one branch of a big national chain that sells a whole range of clothes within my budget and had gathered an armful of things to try on. T... Continue»
Posted by mica_d 3 months ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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The Making of a Sissy (Part 5: Boys Will Be Girls)

Struggling to keep my eyes open, I stirred my spoon around in my cereal slowly as if I were hesitating to get on with the day. In a way I was procrastinating. My mom had just woken me up to remind me that it was Friday, and this was the weekend I was supposed to go stay with my dad. Since their divorce, I only saw him for one weekend out of every month, which for me was more than enough. Don't get me wrong, it wasn't that I didn't like my father, I just struggled to keep myself entertained when I went to visit. As I sat on the stool in the kitchen, my aching sissy hole reminded me of how ... Continue»
Posted by briantid8 3 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Gangbang at Ricks part 4



Gangbang at Ricks part 4

I got my C/D Sissy, BB bubblebutt tag teamed at my daddy's place. yes there was 9 big cocks, nothing under 7", Daddy Rick was needed a slut, party with his horny poker pals, was going to pay a hot cutie, it was a close friends daughter, found out later. 200 bucks + tips, Rick called me to help him out ASAP, get Dressed be ready to play the whole weekend. Well here is how fun we had un... Continue»
Posted by mrheat22 3 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Office fantasies

This story is about a fantasy I had at work, thinking about
an amazing and gorgeous gurl whose name is Lolit*25
.
.
.
Today at work I was participating in a really boring meeting.
Luckily the meeting room was big and I was at the end of the room.
Lights were soft because a supplier was projecting some usless shit.

At some point you came into my mind.
Your pictures... your face... your body...your cock...and in a heartbeat I was so hard!
I started daydreaming that you were a colleague, and there you are... sit in the chair next to me

You have a hot makeup. Light eyeshadow, lon... Continue»
Posted by sukor 3 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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I Knew I Was A Sissy (part VI second half)

Me and Morten kept seeing each other for the next days. We would mainly meet at bars and encounter at hotels. I avoided asking him over my place as I hadn’t yet confessed about my crossdressing habits and I was not sure how he would react. My previous experiences were not the most positive ones and if he was to come in a house and see my wardrobe he would be surprised at least. I was having a good time but I wanted more, most important I wanted to be able to express myself while I was with him. I could understand that as time was passing by it would be more difficult to tell him and for sure i... Continue»
Posted by georgette32hk 3 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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My first experience with a guy part 1

At 18 I was popular with the ladies, good looking, good body and a a nice big cock that was constantly hard. I had a beautiful girlfriend and could have had any girl I wanted. Unbeknown to her and my friends, I was a closet crossdresser, a sissy who fantasised about dressing up and sl**ping with guys. It was a confusing time for me, I was almost certain I was straight but part of me craved cock, especially when I was crossdressed. I would dress all sexy in my own underwear and s****rs clothes (I was lucky to have an older s****r so access to a full wardrobe) and play with myself until my cock ... Continue»
Posted by LeedsXdresser 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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A New Waitress in Town

THE NEW WAITRESS
Moving to a new community is always difficult, especially when you're alone, with no friends or relatives to turn to. The advantage though is that you can be anyone you want.

My name is Robin and I recently graduated from a Boston University, where my f****y has lived since coming to the US from Ireland. I was only two years old when we came here and have no recollection of Ireland at all. I was very settled in Boston, a good school, swimming competitively on the school team, an excellent job as a waiter at an upscale restaurant, girls, you name it. Things were about to ... Continue»
Posted by qudduse 3 months ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Fantasy

It certainly wasn't the cleanest of toilets, The smell of stale piss and God knows what else hit me as I opened the door, once inside I have the seat of the toilet a quick wipe and sat down I looked at the No smoking sign. like I'm really going to follow that rule.
As I smoked a cigarette sitting there in the dim light of the dirty toilet I was wondering what could happen and hoping it would come true.
Let me tell you what I'm wearing, I'm dressed tracksuit bottoms and a fleece top well I was when I first came into the toilet, i'm now sitting on a dirty toilet in a silk blouse a padded ... Continue»
Posted by dog9335 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Moving in with Jim and Candy - Part 2

"A taste of Candy" - Fiction

Jimmy smiled at Candy and said, "I think you should show him your secret, Candy."

Candy smiled wickedly, "I think you're right."

With that, she hooked her thumbs into the edge of her bikini bottoms and slid them down. She the reached between her legs and rubbed from her ass all the way forward, and her surprise flipped out. She had a cock! Candy was a hot, busty TGirl! She was definitely getting hard looking at us. Her cock was slightly shorter than mine, but was thicker at the base and had a tapered tip. Now the reason for them not getting married was a... Continue»
Posted by Mrtommyboy 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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