Shemales Porn Stories
Page 120

My real story



I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.

It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willing to do anything."

Now what I had written was the following:
"Young 48 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going whenever we meet. I am a submissive who lo... Continue»
Posted by lookin02 3 years ago  |  Categories: BDSM, Gay Male, Shemales  |  
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TRANSLESBIANS [this is a true story ]

When I first got married in 1992,my exwife,and I were getting along well,everything inbetween,ecept for sex,either I was stressed out from work,or somthing else.well one night we were talking in bed,and were dicussing what we wanted to try out in the bedroom.I'd say well blindfolds,and being tied up sounds nice,or even whipcream,and some type of cream dessert,where we would smear over are bodys and lick it off.but then it happen,I told her that I use to dress in drag,she replied what?she new what I was talking about,and went to raing hell.after a few hours of arguing,she finaly calm down,wasn'... Continue»
Posted by blonde68 3 years ago  |  Categories: Shemales  |  
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TV Slut and her Cottaging Master Final Part

Part 2 ends here:

"Go to the lorry"

"Yes master"

I walk slowly past 1 occupied and 1 unoccupied car and the 1st occupied HGV to the 2nd one, there is no traffic and as it's in the country all you could hear is my heels!

I look behind me and my master is still with the group outside the toilets talking to one of them

"Yes, that one, get in, slut"

Now I must have looked eiether very horny or a bit ridiculous trying to get into the lorry, it's a long way up, even without the heels!

The door is opened and up I go, the cab is dimly lit and a tattoo'd arm pulls me in, there are ... Continue»
Posted by uktvmaid 1 year ago  |  Categories: Group Sex, Shemales  |  
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One of my Favorite Gurls

I'd been seeing this one shemale perty often about a year once or twice a month she was everything you would want in a gurl she wore about a size 10 womens shoe always with 4" to 6" stiletos heels which made her taller than most about 6'2" to 6'4" she was a big gurl in all sense of the word she had a 40" c bust, a 30" waist and about a 40" hips, beautiful big sweet ass her cock was also hugh about 8" and about 3 1/2" in diameter it was so sweet I just loved to suck it and have her shove it into my ass. She would slip her cock up and down my ass crake this would get me so horny that I'd almost ... Continue»
Posted by rafael0058 4 years ago  |  Categories: Anal, Shemales  |  
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Cumming of Age

When I was younger I can remember summer vacations with the guys. We were a small group of six or seven close friends. I can't remember who made the suggestion but we would set or stand in circle facing each other and masturbate. I'm sure that is when I first sensed a curiosity of having sex with another guy. I know I've always enjoyed watching another guy get off ever since those early days. Glory holes would cum later.

When I got older my sexual thoughts pointed me in the direction peep shows. It was pretty much an age of sexual freedom when the only worry was how fast could I get a... Continue»
Posted by milkmanj 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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An afternoon at the Mall

If you read my story "Sandy Comes to Visit Me" you will know that I finally was able to meet my friend Sandy, who was in town for a business meeting. You will recall that I had just graduated from the University and happily living as a woman, even though I still have my boy parts. You will also recall that I’m tall and slender, with long legs and a tight little bottom. I have longish sandy blonde hair and smaller breasts as I have only been on hormones for just a couple of years. All in all I am considered to be an attractive young lady.

Sandy is an incredibly spunky girl about my age, a ... Continue»
Posted by Rickicd 3 years ago  |  Categories: Shemales  |  
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My Girlie Fantasy part 3

Suddenly among the Eden of pleasure Ken was providing, the
doorbell rings like thunder as lightning strikes burning away the
sacred garden. Ken curses under his breath while he gets up to go
see who it is. I quickly sit up & fix my clothing as he walks to the
door, watching him as he goes. Almost as soon as he disappears
around the corner he returns proclaiming that it is his b*****r that
he hadn't seen in years then disappears again to let him in. I feel a
bit of a chill roll down my spine as I hear the door open & them
talking loudly. I stand up as Ken walks around the corner with... Continue»
Posted by multiplierx 8 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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I want you used!

I'd been Will's little CD slut every time that I'd overnighted in his city for about a year. That was one night every other week. He was always very good to me, bringing wine to my room and spoiling me with his gentleness as he had his way with me. He loved to have me lie still while he teased me all over with his tongue and feathers, sometimes fur gloves. He made me crazy with desire for a good hour before finally fucking me or having me suck his beautiful cock. One night he told me that he was being transferred and our time together was about to come to an end. He asked if I'd indulge him... Continue»
Posted by dana213 4 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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The Night With A Transgendered Angel Pt.1

Her name was Steph. She stood about 6'5 in her heels. She was white very mature she was 50 years young. She wore a blond wig with seductive red well manicured nails. Gorgeous for her age,tall and slender with b cup natural breasts she developed from hormones. When I thought it couldn't get any better she had a fully functioning 7 inches cut fairly thick. She was an all bottom girl though. But I did get the privilege of sucking it. My name is John by the way I'm in my mid twenties,stocky athletic build,very handsome with a impressive uncut 8.5 inch dark black cock. So,me and Steph met at the ag... Continue»
Posted by yungn1234 2 years ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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came to play pt.2

I must have dozed off, when I came to I was being felt on by the janitor who I knew well, he seemed to really enjoy what had taken place, infact I dare say he has quite the soft spot for girls like me... Well anyway we chatted to ease the tension from me and we both finally got interested in fun time, he removed his cock which was roughly 4-5 inches and I asked him if I made him cum would he help me get home.. he chuckled and said if you make me cum ill give you a ride home and dinner honey... I slurped him down quickly, but he took forever to cum, I tried everything even as far as putting him... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: Fetish, Shemales, Voyeur  |  
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My meeting with trannymilf Sandy 54 part 2

So I see she said when she saw it rise underneath my skirt. She kicked off her right shoe and stroke my dick with her white nylonfeet on the outside of the skirt. It felt so good I started to groan! "Fuck me" I suddenly screamed! Not yet hun she said and smiled first I wanna undress you! Stand up she said! I did so and she took off my black leatherskirt then she stood up and took off my red bra and started too squeeze my big trannytits she took of her white dress and then her white bra so there we stood the two of us in only panties and stockings with garter belt she was dressed in white I was... Continue»
Posted by NellieTranny 2 years ago  |  Categories: Shemales  |  
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A Night to Remember pt 2

I had no idea where we were going and I couldn't ask because of the gag, I started to get worried.

It seemed like hours till we stopped but I guessed it wasn't that long. Then Mistress finally spoke.

"Now I have a special treat for you" she said. "You have been doing so well sucking my strap on that I thought I'd put it to good use.

"I have driven us to a local dogging site for you to suck cock like a true whore.

"Don't worry about your safety, your wrists and ankles will be tied together so you can't escape. All of your zips and buckles are locked so nobody can do anything other t... Continue»
Posted by sissy_paige 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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I had to wait a few days but No 5 has cum and gone

I needed a couple of days to get some domestic things done, like visit the new gay club in Perigueux (not for me dears)and do some washing and ironing but over the weekend I had arranged a date for today.

So up at he usual time and into my usual routine, apart from doing the domestic things I started to get ready quite early working on the assumption that if I was ready early I may get in another visitor.

On to my favourite French contact site and voila, somebody I had to put off another day popped up and asked me whether I was available, well it would have been rude to refuse a second t... Continue»
Posted by antoniaf 1 year ago  |  Categories: Anal, Mature, Shemales  |  
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Best Friend ? part 2

HI ti you all this carries on from part 1.
Linda was now being fucked by sam on a regular basis he was picking her up about once a week and she was enjoying the attention and it certainly helped our sex life as i now got to fuck her not only as a couple but as her sub, when sam was picking her up she would spend time getting ready, then when he came she would be out the door, linda would say i was out so it didnt raise suspicions as she hadnt told him that i knew.
when linda came home she would be all flushed with that just fucked glow i would be waiting upstairs dressed how she had told me ... Continue»
Posted by loopylinda 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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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 4 years ago  |  Categories: BDSM, Shemales  |  
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horizontal dance? sure... I love to dance !

I met this really cute guy at the bar last week. His name was troy and by the bulge in his pants I can see why he was named troy...... I'm so sure that he was named after the trojan horse! he asked me if I wanted to go out dancing sometime and I said " sure baby... I love to dance. .. We decided on getting together the following saturday night. I was going to be in the neighborhood anyway so I said I would stop by his house around 9 o'clock. Saturday night came and I got ready and headed over to his house. He said we were going to the new club in schaumburg called drink and I really really lo... Continue»
Posted by jessiejarow 3 years ago  |  Categories: Shemales  |  
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The degradation and the extasy part 1

I started the same as anyone else dressing up in private, i soon moved on to make up and wigs and within a few months i was just so turned on i joined a swinging site it was for guys and tv/cds and it was fab!
I got message after message telling me i was beautiful and how much they wanted me how id made there cocks hard etc, I loved the attention i wasnt going to meet i always said and they would beg but i never did.
After a week i got an email unlike any other " you are just a filthy fucking whore" was all it said i looked at the profile and went weak at the knees his profile picture was on... Continue»
Posted by jtrapperj 25 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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in the shower

so as he joined me in the shower,he could see how fully erect i am again. not 10 minutes after cumming seeing his huge bbc hanging there in front of me,set me on fire inside. he asked me what would i like to do? i told him i would like to start by washing his all over. after giving me the ok i lathered up my hands with soap, a lot of lather,and went right for his cock,and balls area. massaging his meat,and caressing his balls had me in heaven. i felt his amazing cock growing in my hands. massive in size and girth,dark like the ace of spades,my god there was nothing more in the world that i wan... Continue»
Posted by easybk 1 year ago  |  Categories: Taboo, Shemales  |  
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The Making of A Sissy-Part Five

Bella washed away her tears and the various aromas of the night in her en-suite shower cubicle, shampooing her soft brown hair free of the semen deposited by the males and the womanly essence of Tara. After drying her soft downy body she retreated to her silky bed, shuddered and cried a little more as she remembered what she had been subjected too. Tara was mean, but was also right; what would Adam think of her? She toyed with the phone and the instructions given by Sandy, luckily, the other girls were always losing their phone charge leads so Jane had bought several ‘universal’ adaptors wi... Continue»
Posted by midsummerman 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Airconditioner repairman laid some pipe -part 2-

Oh he knew i was not a genetic girl from the beginning? I told him '' Do you mean i am not hot enough to be a girl?'' He replied ''Nooooooooo honey, you got me wrong!! You are super ultra hot, do you think would i let you touch me if i didn't find you attractive?'' I was relieved by his answer, knowing i am totally passable and confident in my looks. He continued '' I was just trying to say your round booty drove me crazy since the moment you opened the door to me, i was afraid i was going to lose my control and **** you, it was so hard to hold myself from fucking you and behave, didn't yo... Continue»
Posted by Slave4str8twinks 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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