Shemales Porn Stories
Page 120

First time with a Shemale

First off this is a true story. I lost my virginity at a young age so sex is always been something usual for me. As far as how I lost my virginity... thats another story. I have always dated women that were openminded, bi-sexual and down right sluts. I have been in strange conversations and situations because of being soooooo "openminded", heres my story...

Bella and I were getting dressed for a night on the town. We had plans to meet a couple from a a website we were members of. So we were planning to have some fun after we had drinks and got them back to our place. In route... Continue»
Posted by trannincestluva 4 years ago  |  Categories: Shemales  |  Views: 3318  |  
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my tranny slave

I had always wanted to be a master to a tv or ts so I placed an add in a contact magazine. Much to my surprise I received over 50 replies. One of which included a picture this was Emily a 19 yo tranny from hull. I immediately had to meet her so I called the number given and spoke to Emily for the very first time. I was shocked to hear she was a virgin but loved the idea of being totally submissive to a master . We arranged to meet the following weekend so I took drive to hulls she lived very close to the marina and her flat was easy to find. I rung the door bell and within seconds the door was... Continue»
Posted by crbigboy 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 877  |  
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3 Sissies at Lake House have Fun

It has been almost a year and a half since Steve, Mike and Joe have been meeting at Joe's secluded lake house every month. Of course, it's really a secret meeting of three sissy cross dressers who love to dress femmie and let go and have slutty girlly hot sex. ... Continue»
Posted by Sissybra 4 months ago  |  Categories: Hardcore, Shemales  |  Views: 1458  |  
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angel encounter

We both work in Angel Islington, most days we catch the same tube. Most days we stand close on the endless escalator. Most days we leave the station separate ways We never talk, some times I can smell her shampoo and sometimes and I can barely see her. I know she watches me, but she never catches my eye.

Three days ago she did. Momentarily, if it hadn't been for the raised eyebrow I might not have noticed the look.

She walked off quite quickly, leaving me mouth open like a guppy. I regained my composure and followed her, keeping her in view. She glanced back at me, catching me leeri... Continue»
Posted by j0shr0gan 5 months ago  |  Categories: Hardcore, Shemales, Voyeur  |  Views: 990  |  
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Mommy catches you masterbating....

Well first, I walk into your room and dont know that you are home... It had been awhile since I saw last because you have been working at your new job so much lately... It had only been a few weeks since you got home for the summer from college, and I was celebrating having you in the house again...

You dont even notice me, since you are propped up on the other side of the bed, half naked with your dick hanging out...I dont notice you, but you see, im being sneaky too...I was seeing if you were home so that I could have a cigarette... youve never seen mommy in such a hott outfit...or smoke ... Continue»
Posted by dawichrister1 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1184  |  
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Fucked by the Mailman

This is true, One day last year I was home and dressed, Nails lipstick, and a very short dress. I was watching porn and using a large toy! I was hot and horny! The doorbell rang and without thinking I got up and answered the door. It was my mailman. He is a big guy, 6'4 white and a bear type! When I saw him the first thing I said was OH SHIT!

He looked at me and said I never knew! But if you don't suck my cock I will tell your neigbors! What would you do? I let him in! More later... Continue»
Posted by Cherrycd 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1946  |  
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Sex with FTM

I was traveling and decided to go on craigslist to see if I could have some adventures while out of town. I saw this ad that really intrigued me, “FTM Seeks Men for NSA Good Times”. The description defined this as a male to female trans person, a man with a pussy. I am pretty liberal and down for some adventures so I thought why not, worst comes to worst, I’ll just wind up alone in my hotel room after saying thanks but no thanks. We emailed back and forth and decided to meet up in my room, watch some porn, have a few drinks and just see where it led.

When he gets there, he looks like an... Continue»
Posted by jadon69 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 748  |  
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Wife turns white hubby into black cock cuckold s*s

"Oh my god!"

My wife looked up over the muscular shoulder of the huge black guy nailing her on our bed. Her long tanned legs wrapped around v-shaped torso. "Hi honey. What are you doing home early?"

"Kelli what the fuck's going on here?!"

At that, the black guy turned and shot me a nasty glance. "What's it look like we doing, genius? I'm dicking your old lady. Now get out of here fuckshit I ain't finished."

"Better go downstairs dear," Kelli said, smiling. "I'll be down later to explain."

Of course I was shocked, but what else could I do? I went downstairs poured myself a drink ... Continue»
Posted by whitewhores 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 4100  |  
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My Wife, The TOP ONLY Malay Shemale

Hi all, my name is yarra (not my real name perverts!!!) and I am a proudly married matured male, now 57 years old.

My wife, 52 is a (or was a) biological female technically, been married to me for the past 24 years.

Let me tell you my fantastic and totally out of this world story.

Flashback to 24 years ago, that is the 1989, when i just reached my 30'ish age, you had read my earlier life story in this "Xhamster" site, where I started my strange relationship with my shemale mother, the one who had a cock 3 times bigger than mine. That stories apart, now let me tell you the story about ... Continue»
Posted by yarracuda 1 year ago  |  Categories: Anal, Mature, Shemales  |  Views: 1870  |  
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Trapped and Trained Sissy Ch. 15

Trapped and Trained Ch. 15
As I took my first steps forward, feeling the leather straps of my dress slide across my smooth skin, Miss Vicki placed a hand on my shoulder and spun me around to face her.

"Oops, with all of this excitement I almost forgot the most important thing of all. Now, let me fix your lipstick while I let you in on a little secret."

She reached into her bag and pulled out a black velvet bag. Reaching inside, she held a black tube of a deep red lipstick. She applied that as well as some strange looking lip gloss with what looked like bits of glitter in it. After she w... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 941  |  
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Amazing Birthday

Best birthday ever

Hello every one hopes all u doing great and enjoys my story

We all get d***k on our birthday and enjoy every second and get those feeling next day hangover or sore well I was sore from sex and not a big drinker but had few

Friends took me to movie I was wearing one piece shorts top jumpsuit in white no panties and lace bra in white high heel scandal we were group of tranny and black guys
Always fun. Anyway after movie we get to one of friend home we were drinking guys drinking beer few us girls drinking wine its was getting late 11pm I decided to get home few guy f... Continue»
Posted by shawn777 1 year ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1633  |  
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shes the boss

This story is 100% true well as true as I can remember. This year I celebrated 40 years of marriage. I am 60 and she is young 68. We met on a mini cruise from UK to Europe. I say cruise but it was just overnight boat trip to Denmark a day there and overnight trip back. I worked in a factory and it was a works trip there. There was about 40 of us going. I was 17 and just started work there. She was 24 didn't work in factory but her mum did. I hadn't had much luck with girls and was very inexperienced, she on other hand had 2 c***dren one age 8 and one aged 5. She had got pregnant when she wa... Continue»
Posted by tvtv11uk 5 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1523  |  
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Sexy show

One night I was at a friends house with a few people playing cards. The whole time watching my friends wife sit in front of me in little shorts and a shirt that showed her big tits when she bent over. I was so horny that I snuck in her room and went thru her drawers so I could grab some panties and a couple bras. I found a sexy leotard swimsuit, pantyhose, tight sheer shorts, and a skirt. I went to the bathroom and put it all on under my clothes then I left. I was so turned on in her clothes that I took my clothes off and I wore her white bra, a hot pair of her thong panties and put on her p... Continue»
Posted by droger709 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1999  |  
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Fucking my boss´s shemale secretary

I had found her house when I followed her home. When I knocked at the door she didn´t seem suprised at all. As she turned her back on me and bent over her desk to pick up some papers I zipped up my pants and started rubbing her wonderful ass with my dick.
She said-What are you trying to do? Do oyu want to fuck me hmm?
Under her arousing moaning I took of her clothes and saw that her huge dick was really hard.
I said-Now I will fuck you.
Then I got out the bondage equipment that I had borowed from my boss at her house.It included a:
a ball gag
a one sleeve
a leather blindfold
a huge vib... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  Views: 921  |  
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Isn't it nice when ................

Well, here’s the thing, I’ve been so busy of late I haven’t had a chance to even think about Antonia being naughty.

But next week, I’m going to be hold alone for 6 days and nights so I’ve decided to make up for some lost time.

I’ve got two new pairs of shoes on order, one pair are the ballerina style pumps, very practical around the house and the others a pair of 3” heel court shoes which will go well with my rather classical style of dress. I much prefer the fitted skirts and blouses, the sort of thing that Mother favoured, rather than some short skirt that leaves nothing to the imagin... Continue»
Posted by antoniaf 2 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 443  |  
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Milking Time B2 Chapter 8 Clyda & Jordan Part

Chapter 8: Clyda & Jordan Part 2

Jordan's eyes wandered to Clyda's crotch.
"All right, love," said Clyda. "I guess you've waited long enough. You've hardly taken your eyes off my crotch since you came in here."
Jordan nodded her head, her eyes filled with uncontrolled lust as she stared at Clyda.
"I'm sorry," said Jordan. "Have I been that obvious?"
"That's Ok. Just sit back and just watch the show for a minute," said Clyda.
Clyda unzipped the workout pants, and stepped out of them, and then placed them over on top of her tube top she had discarded earlier. Beneath her pants,... Continue»
Posted by gregster 1 year ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 126  |  
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Milking Time B3 Chapter 7 Ebony Changes

Chapter 7: Ebony Changes

Ebony made her way through the West sector of the Island, running an inventory and a check on all the wall jacks and the extension numbers, as Dee Dee had suggested. This was something that hadn't been done in a long time, and the activity helped take Ebony's mind off her thoughts of Barocca.
It was the middle of the morning, and just about all the quarters were deserted, as the girls were off at their various duties or assignments. As head of security, Ebony had a master key, which let her go anywhere on the Island. So far, everything had been routine. Nobody... Continue»
Posted by gregster 1 year ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 211  |  
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Friends cumNgo

I always stayed on the same block, same broken down corner house, same stay to my self attitude, never needed anyone for anything, except my girlfriend who lived with me... we would argue but at the end of the day she would crawl in bed and cuddle til we fell asl**p together. Yes it was perfect for me. I worked early, she worked late, so she'd get home always around the same time while my days fluttered. Yes I made the big bucks so she didn't work as often, but while she was at work i would get my fun out. I have a fetish for femme boys getting sexified in skirts and heels. I've always been on... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: First Time, Shemales, Voyeur  |  Views: 1051  |  
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Late Nite Hype

The past three months was spent by me trying to find a job. I looked & search every where to no avail. So, I went thru this temp service, Ameri-Temps for the time being. They gave me a study job. I worked the job for two weeks now it was cool cause i had got money in my pocket. After working so hard this friday, i was ready to go home & sl**p the night away. But, a buddy of mines said" Man befo i head in i gotta have me a drink. Ameri-Temps always had a van that drop us off & pick us up. After the van drop us off downtown where it was always told too. We were walking for a sec. My guy said ... Continue»
Posted by fabbie454 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 188  |  
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I want you ALL..I am curiously insatiable!

I mean it..I dream of it..one night, a sexy, hot shemale with a wonderful throbbing cock is fucking me like there's no tomorrow..my next dream entails my sucking the nipples of a horny, bi-curious gal like me..she's moaning and so am I because I am massaging her nipples with my tongue and I can imagine how hot it must feel and how wet her pussy must be getting..the next night, I dream of a sensual and beautiful couple..we are equally pleasing each other and the experience is so mind blowing that I wake up with an aching pussy ready to be satisfied..that's my story - but I no longer want it to ... Continue»
Posted by Kymylaya 2 years ago  |  Categories: Interracial Sex, Masturbation, Shemales  |  Views: 370  |  
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