Shemales Porn Stories
Page 74

Gift of a blowjob

Some years back when I was younger and occasionally crossdressed, I was staying in a motel out of state. My room was on the second floor and had a full floor to ceiling window overlooking the parking lot. I was dolled up very sexy, and drinking wine. It was early evening but already dark. I noticed a man walking around the next building several times, and as he'd come around his walk placed him walking straight towards me. I think he was just walking for exercise. I thought he might be a good candidate for me to tease a bit, so I watched until he came around again and stood in the window with... Continue»
Posted by dana213 1 year ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1422  |  
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The Making of a Sissy - Part Six

Roberts took full advantage of his few minutes alone with Bella, as Aunt Jane attended to the caller at the door; he wiped her soft lips clean of his sticky semen and sat her tenderly on his lap, careful to let her sore little cheeks hang over; he caressed the soft white flesh and softly kissed her forehead.

“I’m sorry I had to punish you; I’d love to make it up to you, how would you like to come and stay at my place for a few days? I promise I won’t do any more than take a few pictures of you; there are other girls like you there, and we have a nice swimming pool and plenty of booze, I’ve... Continue»
Posted by midsummerman 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 610  |  
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The fun part of stephons run in with sora

Ok, its going to be ok stephon. I think to myself as I reveal her cock. It turns out shemale cock isn't that different from regular cock. Or at least mine, I have never sucked off a guy so......

Anyway

Mouth, neck, upper chest, natural breast, chest, belly button, below belly button, shorts, panties. I stop, im still second guessing myself and then just nut up, expose her cock and lick it.

Umm.... This feeling is different than I expected. I think that I'm actually enjoying it. Like three minutes go by and im sucking on the head. sora is moaning so I guess I'm doing good. I was fuc... Continue»
Posted by cooler34 1 year ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 419  |  
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Wanted

Not really a story, more about what I want.

I am a Bi curious guy. I love pussy, but I really like cock. What I am looking for is a smooth feminine guy or tranny that would let me use him/her for an experiment... an experiment to see how far I'll go.

First, I would like to meet in a neutral place, somewhere private of course. I need to be discreet about it all.

I would like him to drop his pants and let me play with his cock. I'd kiss it, suck on it, rub it against my cock. Once he is totally hard I want him/her to lay back and let me worship at their alter. I'll lick it from ba... Continue»
Posted by siezetheday 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 716  |  
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turned into a slut by my dad

I opened my eyes, blinked, yawned, closed them again.

I felt confused, disoriented in a way that was... strange. It wasn't like waking up was supposed to be, I wasn't half asl**p. I can't remember getting in the bed, in fact I can't remember the last thing I remember. Where did consciousness end last? I was clueless.

I tired to move my body and I found it difficult. I could move though, I rolled over onto my stomach and opened my eyes, I was on the guest bed in the basement. Blinking didn't clear the fuzz from the world, so I went ahead and tried to get out of bed. As I stood I felt an i... Continue»
Posted by crossD93 1 year ago  |  Categories: Anal, Shemales, Taboo  |  Views: 3542  |  
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Stephons first run in with Sora

I'm a young, attractive, slender, african american young man. I'm on my grind everyday. I like to drink, sl**p, and fuck. I find that I can make any woman laugh until it is about that time to fuck. This is just one incident that proves this stament.

Alright so I'm in one of my classes doing my regular, being a class clown, and funny as hell. all of a sudden the most amazing looking female walks through the doors of our lecture hall and im like... Fuck, its time to calm down because if i want to sl**p with this female anytime this century I'm going to have to show that I'm a catch, and not ... Continue»
Posted by cooler34 1 year ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 772  |  
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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 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 622  |  
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The Making of A Sissy-Part Four

After an exhausting evening Bella was made to wait at the door and humbly kiss the guests as they left; some of the males groping her pretty arse as they departed. She was glad of the alcohol she had been treated to as this masked from her the ugliness of some of the brutes she had been f***ed to entertain, though she remained reasonably coherent. Bella eyed the vase in which the phone was hidden, which was tantalisingly close. Jane ushered her into the embrace of one of the leaving males, who was also a little worse for wear; he cupped the sissy’s sweet little balls in one hand as he pulle... Continue»
Posted by midsummerman 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 798  |  
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Christine: Transgenderism.

Introductory notes; The following piece is an extract from my novel "Sarah's Garden". It is not a work of erotica as such so if you've come here looking for erotic stimulation then I apologise. Instead this piece is posted as a sort of exploratory discussion of transgenderism. Since I have been posting my work on this site I have had the privilege of meeting many kind people on here who have expressed an interest in transgendered people and why they are what they are. It became apparent that this is a greatly misunderstood subject and, since misunderstanding is frequently the source of prejud... Continue»
Posted by Mikebasil 1 year ago  |  Categories: Shemales  |  Views: 734  |  
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The Making of A Sissy-Part Three

Before the audience at Aunt Jane’s house, Bella cowered before the man, who gently put his hand behind her head and pressed against her soft hair as he coaxed the sweet pale complexion of her pretty face and pink lips toward his stiff and excited member. The man so wanted to slap Bella’s face and see the sissy cry as she were made to indulge him, but he knew he was under the watchful eye of Jane and did not want to spoil any future chance he would have of having his way completely with this delicious effeminate beauty; his cock had risen like never before when he viewed the sweet little botto... Continue»
Posted by midsummerman 1 year ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 520  |  
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Jesse’s First Day

Jesse’s First Day


Jesse didn’t want to be late on his first day so he got to the office about 20 minutes early. He was looking sharp in a black suit pinstriped in light blue. The shirt matched the pinstripes and the tie was made up of reds, purples and a little of the light blue to bring it all together. Jesse had never had a tailored suit in his life, but now he knew why someone would pay so much for one. They made the guy wearing it look like a movie star. Antonio had worked his magic on the suite overnight and when Jesse had stopped by early this morning to pick it up Antonio had insis... Continue»
Posted by SCARFACE12 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1680  |  
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Crossdressed and 2 salesmen come by

Imagine your expecting a salesman to drop by at noon to show you some samples of wallpaper-You start your shower at 8 AM-you finsh up by shaving your legs real smooth-you go and put on a pair of full cut thin strechy full cut skimp skamp white panties-next you pick out a lovely open girdle and pull it on and attach your suntan colored stockings-the ones with the shiney look-you pull them up real tight-then your thin see thru bra and your size dd silicon titties the ones with the big nipples that stick strat out-then a thin strechy spandex-lycra slip dress-a long brown wig and a pair of your 4... Continue»
Posted by tvdomm 1 year ago  |  Categories: Mature, Shemales, Voyeur  |  Views: 1052  |  
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The Making of A Sissy-Part Two

As Bella blossomed physically, Jane ensured the girls took control of her; she was made to know her place amongst females and was still subjected to their choosing her outfits. Bella was habitually made to pose before a full length mirror as Jane and the girls scrutinised her feminine shape; the girls were especially pleased on those occasions when Bella was held naked before the mirror as they stroked and admired her sweet white thighs and bottom, cupped her deliciously formed breasts; the smiling girls actions making Bella’s sissy hairless cock rise with excitement. This gave Tara licence ... Continue»
Posted by midsummerman 1 year ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 1144  |  
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My second time with Jake

The week after my first experience with Jake was amazing. I had finally sucked a real cock and I wanted to again. All that week Jake kept texting me pictures of his hard cock. I couldn’t believe that he was into a gurl like me. On Thursday of the week he texted me another pic of his cock and the message said, “Tomorrow night I want it again.” I immediately got excited. He called me Friday morning and said that he would be leaving his dorm at 7pm and would be back at 8pm. He said that he would leave his room unlocked and I should go in and change into something sexy.

So at 7 I did as he sai... Continue»
Posted by taylorbaby 1 year ago  |  Categories: Anal, Shemales  |  Views: 2331  |  
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#1 - Nikki's First Experience

I had recently started my transformation and was just past 18. I was at the stage where I was just starting to dress as a female in public and friends convinced me to go out. At the local pub over the course of the night my friends all found someone and I had resigned to the fact that I probably wouldnt find anyone until a young guy in his mid 20’s approached me. He said my friends has told him about my change and he was very complementary saying I looked pretty convincing. Over the next hour or so we spoke in the pub about everything from jobs, hobbies and eventually if we were both single wh... Continue»
Posted by Nikki_93 1 year ago  |  Categories: First Time, Shemales  |  Views: 1673  |  
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The Making of A Sissy-Part One

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father. Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind. Jane’s girls took special delight in dressing their sissy b*****r and loved to take him out to the mall and such places, dressed in pink frilly skirts, where he learned to be humiliated. He was shown to the packs of small... Continue»
Posted by midsummerman 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1708  |  
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Jayne and Jeffrey 2

Part II

It took Jayne a few weeks to get used to the idea that Jeffrey had been watching porn with images of transvestites being dominated by pretty, strong women. She found that the more she got used to the idea the more it turned her on.

When Jeffrey was out, and she was in on her own, she frequently hacked his account on the porn site and watched all of his favourites over and over again. Being particularly interested in any new favourites he added. Afterwards she would masturbate with her favourite toys and imagine it was the two of them ... Continue»
Posted by slave_ariana 1 year ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 601  |  
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PF's Black Romp and JoyceLynn's Awakenin

PF's Black Romp and JoyceLynn's Awakening

To start with you can see my profile at http://profiles.yahoo.com/joycelynntv1 which also has some phoito albums and my primary email address. I have a 360 page at http://360.yahoo.com.JoyceLynnTV1.

When my wife and I first met, our sex life was fantastic! She was a very sexual lady and always made herself available. She usually wore stockings and garter belt or thigh highs, high heel sandals, and something that was sexy and suggestive. We made love and had sex in every room of the house, including the kitchen while she was making dinner. Once I ... Continue»
Posted by JoyceLynnTV 1 year ago  |  Categories: Interracial Sex, Mature, Shemales  |  Views: 1793  |  
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It doesn't get any better than this!

15 years ago, I went into my older b*****r's room to grab a porno mag. He had stacks of them all over the place. I wasn't too choosy. I picked the magazine off of the top of the pile that was closest to his bed and went into the bathroom. My usual routine was to open the mag, find a babe, pull out my cock, and have at it. When I opened the mag, my jaw dropped and my dick got so hard, so fast it practically popped out of my pants! I could not believe what I was seeing! It was a gorgeous babe alright, but she had a BIG hard-on where her snatch was supposed to be! My cock was pulsing in my pants,... Continue»
Posted by bugaboobed 1 year ago  |  Categories: First Time, Shemales, Taboo  |  Views: 3705  |  
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Shemale on wheels tour

Being a sexy naughty city girl like myself…I get allot of attention from the boys. I always enjoy getting the attention of the small town boys that are not used to seeing a sexy bitch like me roll though town. They jerk off to girls like me online all the time. But having me right in front of them sometimes makes them overwhelmed and easy targets and my prey… lol.

For me, I love sex. I enjoy the attention of men and I love being used by a man. But the biggest turn on for me is finding some dumb straight boy and wooing him with my big tits and dropping to my knees and having him give me a go... Continue»
Posted by tashajones 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2073  |  
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