Shemales Porn Stories
Page 75

2nd date

So I previously posted a story about my thursday night at the gloryholes at Frenchy's on Polk in San Francisco. I met a gorgeous tranny and we went back to her place for some fun. Well since then we've had lots of fun.

A few days after meeting Bianca I was really wanting a repeat of the fun we had so I gave her a call and she invited me over. It was still kind of early when I got to her place, I was a bit nervous because I didn't know if we could have a repeat of the time before because it was so hot. Well she answered the door dressed in a tiny plaid skirt, white stockings, white shirt w... Continue»
Posted by tat2sf 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1124  |  
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Sissgirl's sweet Adventure part Two

Sissygirl was a only a little nervous as the cab dropped them back off at her apartment; she had made sure everything was ‘just so’ at her place; a sweet perfumed incense hit their nostrils as she as eagerly gripped his hand and pulled him through the front door for the first time. Her heart was pounding as she closed the door behind them; there was no going back now, both cocks rigid in anticipation of the sweet lust to come, both yearning to shoot their hot gifts in honour of their love for each-other. He held her firmly and she giggled softly as their stiff excited members were squeezed to... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 679  |  
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my shemale GF part 3

Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, and I'm down on my knees jerking her cock and sucking her balls, ironic huh. The butt plug was pink and big at the base. As I'm sucking her cock, her roommate and also my friend, Ashley, walks in, I believe this was no coincidence. Christy says to her "Hey sweety, why don't you join me?". I got a s... Continue»
Posted by germanface 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1872  |  
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my crossdressing experience

i went over to the big double bed look over my shoulder gave you the filthiest look youve ever seen bent over and grabbed my ankles! My denim mini skirt rode up revealing the bottom of my tanned cheeks, theres no way im undressing my self so i waited till u picked up the courage to come over. Your stood behind me now and your hands stroke my bum then SLAP mmmh you gave me a firm tap on my little ass i fucking loved that! Then you lift up my skirt my arse is red from the slap but very beautifull for a man!! You kneel down pull my thong down slowly and tongue my little fuck hole, i reach round a... Continue»
Posted by andytmpson 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1222  |  
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my cd experience part 2

Then i feel my ass hole being f***ed open as you slowly entered me it was slow but you did not stop till all 10 inch was buried in my ass, ive never felt anything like this as you stay still and let me adjust to your length! My legs are shaking i cant stop them pure xstacey is what i feel! I pluck up courage to start rolling my hips which made your cock touch places ive never had touched before aaah aaah aaah mmmh i couldnt control my groaning, then you withdrew just to the rim of your helmet and then BANG BANG BANG BANG BANG BANG you pile drove your dick into me like a cars piston! I fucking ... Continue»
Posted by andytmpson 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 489  |  
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My Addiction

My addiction
Is the sweet syrup
That drips from your dick
It’s like honey,
And the more I taste
The more I wish I could shoot it in my veins
It’s like my liquid cocaine,
Daily doses required to keep me sane…
And I will be your junkie
Just tell me how you want me
Down on my knees begging baby please,
Just let me taste you.
I would do almost anything
To have that every so sweet nectar
Trickle down the back of my throat
As I drain you dry
Nothing compares to the complete embrace
Or look in your eyes when I am pleasing you
This is all I want to do
Make you my 9 to 5,
But I work... Continue»
Posted by Hangdog90 2 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 310  |  
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a very hot encounter

I've had been feeling way too horny for days; masturbating every night to shemale porn. I've always loved transexuals. There's nothing better than a very hot body with a fairly large cock to be sucked and drained of hot cum. There's something even kinkier for me about a top shemale. I imagine that cock being inside of me, drilling my little tight ass while I go crazy kissing whoever is fucking me.

The weekend arrived and that friday y decided I was not going to go out and just tend to my restaurant business. I have this little tradition that whenever I stay in at the restaurant on a weeken... Continue»
Posted by feinor11 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1514  |  
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My absolute ultimate fantasy

When I was growing up my pops had a auto repair shop out in the country right off the crossroad of two main highways we were never going to be rich but we were very comfortable When I graduated high school he gave me half of the business,so I could take over when he retiredThat first summer is one that has shaped my life all due to a Texas gal named amie Belle. When you are young and full of energy and wanting more out of life sometimes you can go a little overboard.Many mornings we would get to rhe shop and there would be a traveller broke down sl**ping in their car waiting for us .I bought a... Continue»
Posted by diamondave65 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 3309  |  
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The fuck of his life.

This story was inspired by a message from cigardad4dad. I hope all who read this enjoy. And as always keep the comments and suggestions cumming.

Eddie is a small but well toned man in his mid-thirties. He never had any luck with the ladys however. So one nite he decided to go around town looking for a good time, when he came accross Veronica, a lady of the evening. Her long lushious legs, heart shaped ass, and breast that poured out of her shirt appealed to him.

She leaned over into the car window and in a sultry smooth voice says "So you ready for the fuck of your life?" "Got a place we... Continue»
Posted by sexforall 2 years ago  |  Categories: BDSM, Shemales  |  Views: 1077  |  
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my shemale GF part 2

So today she , her name is Christy, she wanted to do something kinky, very kinky I said that's fine. We cleaned up, she went into her closet, which was filled with dildos, butt plugs, sexy clothing, fleshlights, cock rings, paddles, lube, videos, magazines, bdsm things, and a fuck machine. She came out with this red latex suit on, which exposed her tits, ass, and her sexy 7 inch cock, with red boots that went to that hot cock and a cock ring. She ordered me to get on the bed face up, she sat on my face with her big round ass. I licked her ass for about a minute, she then ordered me to get on ... Continue»
Posted by germanface 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 951  |  
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SissyRayG at the Roadside Reststop......


Last year I was traveling by car on business between Saskatoon and Regina, Canada. I was looking for a roadside rest area to use the washroom. I had all my sexy lingerie with me and hadn't had a chance to wear it for days as had been way to busy at work.

I saw the roadside rest area I was looking for and pulled off the road and stopped near the rest rooms. There were four stalls in the men’s and three urinals. It was one of my favourite places to dress and attempt to seduce guys. I got out of my car with my backpack full of satin lingerie and high heels and went into the stall in the... Continue»
Posted by SissyRayG 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1978  |  
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my shemale GF

So my girlfriend ,who was originally my friend ,who I had no idea was a shamale, she hid it very well, she is white with brown hair and blue eyes, she is very pretty, has nice boobs very perky, great ass, and a beautiful voice, I asked her out, she was hesitant at first it took her awhile to say yes. We went out for about a month or two until last week we fucked, now this the part wanted to talk about, I had come to her house one day and she was just chilling watching TV, I joined her, I went for the old arm over the shoulder tit grab, which didn't work.....dammit, but she did start rubbing my... Continue»
Posted by germanface 2 years ago  |  Categories: Shemales  |  Views: 2036  |  
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surprise pick up

This is how I lost my virgin ass.

I got off work one day and on the way home I figure I'll stop by the adult book store to try see some peak show. The place was unusually packed. I usually go there an play with my dick.

So the place packed so I leave when I leave I notice two girls walk in across the street one had those short shorts and made me honey right away the notice me looking at them.

They waived hello and I drive past them and toght fuck it let me see if I can give them a ride. I drive my car in front of them open the passenger window and the girl with ahorts come up and say... Continue»
Posted by down4tgirls 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1725  |  
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Fantasy about meeting my new Mistress

I was feeling excited about and looking forward to Friday night. The reason for this was that I intended to dress up as my alter ego, Tania Harvey, and to go for a night out to a club nearby that is popular with TG’s, TV’s and other like minded people. I took a lot of care and attention over the way I dressed and the application of my make-up. I chose to wear my favourite red dress which is tight fitting in all the right places and shows of my figure to great effect. Underneath I put on a very sexy black corset, a pair of very sheer black stockings and a pair of lacy French knickers. I had alr... Continue»
Posted by lightwave40 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 840  |  
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Becoming Alanna - Part 1

Becoming Alanna

my name is Alanna Monroe and i am currently a college bound 17 year old senior at St. Anne's school for girls in Middletown Conn. I was once Alex Monroe, but after one fateful day four years ago, I became Alanna. Being a proper “lady”, i have all of the assets of my classmates...well that is except for one thing. I am a ladyboy, a girl with a cock and a set of balls. During the summer after 8th grade, when i was 13, I met a girl, Samantha, who changed my life forever.
She was 20 at the time, although from first sight i could have sworn she was 25. She was from money, and... Continue»
Posted by KristyQuinn 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 2104  |  
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House Hunting Chrissie

CHRISSIE GOES HOUSE HUNTING

When I casually mentioned to one of clients during a session that I was toying with the idea of perhaps buying a house
and renting out my condo he needlessly took the time to remind that he owned one of the largest realty offices in
town. It must a salesman thing, not being able to leave business behind for an hour or two. You're no doubt
thinking to yourself "Hold on there Chrissie, don't forget you're a bit of salesperson yourself. After all your selling
your body to your clients every day." Let me clear something up for you. I've never had to sell my body... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Sex Humor, Shemales  |  Views: 880  |  
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Sissygirls Sweet Adventure

She had spent an eternity with the finishing touches, making herself look as soft and girly as possible, not that she needed to do so. She was as nervous as hell and teetered just a little on the tall black stilettos with silver spikey heels she had waited so long to wear. The walk down the path to the waiting cab seemed three times as long as usual; would the driver think there was anything unusual about the girl who was his latest fare? He smiled warmly and watched the long legs enter his cab.

“Where to Miss?” Sissygirl was wary of speaking for the first time, a little scared that her t... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 951  |  
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Cruising With Chrissie

Several years ago my best friend and ex college roommate Kelly and I took a week long cruise, visiting several lovely
tropical Islands. We had an exceptionally good time as the food was fantastic, the alcohol flowed freely, we didn't manage to
part with too much money in the casino and we sampled some incredible strains of pot.
The days aboard ship were taken up with sunbathing, swimming, reading trashy novels and generally relaxing. The
evenings on the hand were spent drinking, dancing, gambling and socializing. Once we'd lost our limit at the Black Jack
table we would normally head for... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Lesbian Sex, Shemales  |  Views: 496  |  
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Surprise!

Here I was, on a Sunday night, going in the club to have some fun.
After few hours of dancing and drinking, one pretty girl came and asked me to dance with her. Looking at her I saw that she`s not a "grenade" so I was thinking maybe I will have some fun tonight so we started dancing. After a while I started rubbing her ass, then I kissed her...OMG she was such a good kisser.
After she broke the kiss she asked me to come to her place and I was so excited that i took her hand and put it to feel my boner.
She gigled and we start walking to her place.
As soon as we arrived..i couldnt stop ki... Continue»
Posted by mercander 2 years ago  |  Categories: First Time, Sex Humor, Shemales  |  Views: 2086  |  
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Chrissie and Julian

One of my oldest and wealthiest clients is a foreign born gentleman I'll refer to as Julian. I don't see Julian as often
as some of my other clients but always look forward to a session with him. I think the reason I so enjoy my time
with Julian is because I never know what to expect from him. Whenever his assistant contacts me to appraise me
of one of his impending visits my mind goes into overdrive. A visit from Julian is always interesting, always exciting and certainly
never dull.
Julian usually arranges a session with me after he's just completed a major business deal. I often fee... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 335  |  
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