Shemales Porn Stories
Page 67

Doing Time

Keno Reese finished his lunch of a chicken patty, one slice of white bread, baked beans, apple sauce, and two-percent milk surrounded by the other three hundred plus inmates at the prison. He walked his tray up to the front and hurried to his cell to sneak a quick call on his contraband cell phone. The former d**g dealer asked his mom to put a few dollars on his books via Green Dot. She agreed to send him fifty right then. He waited on the phone as she completed the purchase online. Then, the five-foot-ten-inch, slim light-skinned biracial brotha walked out of his cell and onto the yard.

Ke... Continue»
Posted by faggyboi 12 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
5262
  |  
100%
  |  2

Finally




Finally



I had decided it was time, finally, to try the experiences I had dreamed
of my whole life. I had been a secret crossdresser since I was a c***d,
and had hidden this side of me from my wife and c***dren. The last few
years of my marriage had been empty, staying together mainly for the
k**s and a kind of inertia. But now, they had grown up, married and
left the area. I knew I would only see them infrequently. With their
departure, my wife and I quickly came to the realization that we were
better suited to live apart, and the divorce had been quick and
am... Continue»
Posted by klammer 11 months ago  |  Categories: BDSM, Fetish, Shemales  |  
1978
  |  
100%
  |  1

Confessions of a cross dressing slut

Following up on my previous post.
Just to recap......

I had just had my first experience of sex as a cross dresser. My first kiss, first time my ass had been tongued, first time of sucking cock and first time fuck.
I had the taste for cock now, taste for cum. I loved it!!

I was now in the taxi home with all sorts running through my head....how great last night was, how much i turned him on, how much i was turned on, what to do next......as well as knowing this flirting taxi driver would love to fuck my ass.
We exchanged small talk and he flirted a little, passing compliment after com... Continue»
Posted by mileslong34 11 months ago  |  Categories: Gay Male, Shemales  |  
3160
  |  
100%
  |  6

The College Fantasy Part 3 (Futanari)

I was on my back in the bed. My head was at the edge and she stood over me stroking her massive fleshy cock. I was transfixed by her luscious tits and the warm tingling was intensifying. Her words, "open up my little cum slut," echoed through my mind and I could only resist a moment. She slapped my face and as I opened my mouth in pain she filled it with her massive futa dick. "Thats a good cum slut, take your time and enjoy my cock." She spoke slowly as I imagined the smile on her face.

I could see nothing except the space between her legs. He cock was long and fat at best I could ge... Continue»
Posted by fictiong 11 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
504
  |  
100%
  |  2

First Time With A Guy And First Time As A Gurl

worked summers in a factory by my house when I was in college. Nice, clean summer job. Charlie, the Chief Engineer was my boss. He played Div. 2 college football and still was in great shape. Thick arms and legs, big hands, broad shoulders. He was going a little bald, but otherwise...anyway. I wasn't into guys, so I didn't notice those little 'things'...signals, whatever. I had a somewhat steady girlfriend, but she went abroad that summer.
Being 19 I was, it seemed, always thinking about sex. Loved jacking off to the 'Men's Magazine; I found in the guys locker room. I especially found the Fre... Continue»
Posted by keripinkpanty 11 months ago  |  Categories: First Time, Shemales  |  
4994
  |  
100%
  |  20

divorced

After I was divorced from a 20 year marriage with
bland sex I met Marcella. She tuned into my
unfulfilled fantasizes and told me about her wild
sex life. After she introduced me to my first three
some with a black boyfriend I was hooked and we got
married. After that, my life was full of depraved
raunchy sex and even cross-dressing. (MF, MM, 1st-bi,
oral, anal, swingers, alcohol, cd, orgy, voy)

***

Marcella and I were a perfect match. I was in my 40s
and just out of a 20 year marriage with all sorts of
sexual fantasies She was divorced, in her 30s and
scaring guys off ... Continue»
Posted by pcarter 11 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
3407
  |  
100%
  |  2

The College Fantasy Part 4

I walked towards the bathroom where she had gone before me. I was in a daze. The reality of what had been happening was sinking in and my body would not stop the incessant tingling. It felt like my skin was heating the room. A cold shower sounded magnificent.

The water was already running. I could hear it from the hallway. When I turned the corner into the bathroom she stood before me. Her whole body was exposed and for the first time I was able to observe all that had changed. Her tits had grown from the C cups they once were to D cups. Her feminine figure was as beautiful as ever... Continue»
Posted by fictiong 11 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
1516
  |  
100%
  |  4

Part Two: The Carpet Guys Koni Gets Ruined

Richard said something to Juan and they both laughed as I laid there in puddles of my own goo... my face covered in cum and stoned out of my sissy mind, I knew I couldn't get up. Richard pulled his pants up, leaned down and with his heavy accent, said, "chica our boss, Mike, will be here soon to check on our job... You'll need to tell him those big wet spots are from you okay? It's not our fault... " he stopped and snickered, "that you can't control yourself ya little slut." Both men laughed and went back to work. I couldn't get up. My body felt so heavy and sl**py. I didn't care who walked i... Continue»
Posted by Konicum 11 months ago  |  Categories: Anal, Group Sex, Shemales  |  
947
  |  
100%
  |  8

Norman and Anastasia Part 2.

Luke and I follow Anastasia up the stairs. Her wrap round dress is tight across her big firm arse. Luke looks over his shoulder at me and grins. His eyes are level with that big swaying arse. She reaches the landing and opens the door to the bedroom. She hesitates a moment before walking in. She climbs onto the bed on all fours and Luke climbs up behind her. Her grabs the material of her dress and throws it over her back, exposing her arse God!! Where did Norman find her. On all fours behind her he buries his face into her crack and licks all the way up it. Reaching between her thighs he grabs... Continue»
Posted by dasilva1672 11 months ago  |  Categories: Anal, Gay Male, Shemales  |  
375
  |  
100%
  |  2

Comicon

Carmen Bullard sat down the last plate of scrambled eggs, thick-cut Applewood-smoked bacon, and toast with strawberry jam in front of her husband of nine years. He was seated at the breakfast table along with their two sons aged seven and five. The boys scarfed down their own meals while Larry munched away perusing the digital copy of USA Today on his tablet.

“Are you all packed for your flight,” the fourth grade teacher asked.
“Yep. I’ll head out shortly after y’all leave,” answered the average height, stocky dark-skinned man.
“Well, be safe and call me when you land. Have fun! Come on ... Continue»
Posted by faggyboi 11 months ago  |  Categories: First Time, Gay Male, Shemales  |  
1140
  |  
100%
  |  2

Confessions of a cross dressing slut....1st BBC

So about 6 months after my first taste of cock, i began talking with another man on xhamster. He was dark, handsome and middle-aged.

He told me how much i turned him on with my pictures and how much he'd love to meet. The problem was, he was married and worked as a professional and couldn't be seen for the sake of his marriage and career. No problem. I told him we could be very discreet and no one would find out.

We agreed to meet in Manchester. He booked a hotel near the centre. I thought one outside the city would be better and more discreet but he said this one would be fine.
It wa... Continue»
Posted by mileslong34 11 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
1364
  |  
100%
  |  4

DReft..

How I became a Bi GURL


So how did you become a bi gurl?

That's the question almost everyone I meet or chat with asks me... how did you become such a sexy transvestite, when did you figure it out, when did you learn you liked cock.

I actually love the question, because it turns me on to answer it.

When I was 15 or 16 I used to sneak into my parents room, find my dad's stash of Playboys and jack off to them. The girls were sooooo beauitful, I just couldn't believe it. I wanted to see and touch one, which led -- I guess this is common among us gurls -- to digging into my Mom's s... Continue»
Posted by Girliemagbator 11 months ago  |  Categories: First Time, Masturbation, Shemales  |  
755
  |  
100%
  |  12

Stepdaddy & Boi

‘Pomp & Circumstance’ began playing over the loudspeakers. The graduating class of Eleanor Roosevelt High School marched inside. The boys wore green robes while all of the girls were wearing white ones. In the stands, sat the f****y of Claro Booker. The s*******n year old’s mother, Belinda, was present with both of her s****rs. His stepdad rounded out the crew that came to cheer him on. He had been a star pupil. And finished in the top ten percent of his class.

When his f****y saw him enter, they clapped and yelled. The five-foot-eight-inch, two-hundred-pound, chubby medium-brown-skinned gr... Continue»
Posted by faggyboi 11 months ago  |  Categories: Gay Male, Shemales  |  
3646
  |  
100%
  |  4

Another College Experience

My Junior year of college was definitely the most sexually active time of my life thus far. Granted, I just started my Senior year, but thus far, I haven't kept the pace that I did last year.

I started crossdressing a few years back and do it in public every now and then as I look pretty feminine when I get dolled up. I have made it a habit that every Halloween, I would dress as something sexy and girly.

Last Halloween, I had a plethora of costumes that I wanted to wear, but ended up wearing a sexy sailor's costume. It consisted of a very short mini skirt, a very low cut top, and a litt... Continue»
Posted by wattheef 11 months ago  |  Categories: Anal, Gay Male, Shemales  |  
4096
  |  
100%
  |  1

We Met at the Gym

This is my first story. Feedback is appreciated.
When I woke up this Saturday morning I was hornier than usual, but I had to suppress my urges in order to make a 5:30am group fitness class. I put on my normal workout clothes, Gray/ White Stripe Shimera Boyshorts panties, Nike loose leg shorts, t-shirt, hoodie, socks and New Balance cross trainers. I like wearing the boy shorts for two reasons, one- they are very comfortable and two, sometimes I like to have my balls hang down on either side of the crotch. About 5:15am, I walked into the gym, swiped my membership card and walked past the r... Continue»
Posted by randy1stonez 11 months ago  |  Categories: Anal, Group Sex, Shemales  |  
790
  |  
100%
  |  3

Chance Meeting at the Gym

This is my first story. Feedback is appreciated.
When I woke up this Saturday morning I was hornier than usual, but I had to suppress my urges in order to make a 5:30am group fitness class. I put on my normal workout clothes, Gray/ White Stripe Shimera Boyshorts panties, Nike loose leg shorts, t-shirt, hoodie, socks and New Balance cross trainers. I like wearing the boy shorts for two reasons, one- they are very comfortable and two, sometimes I like to have my balls hang down on either side of the crotch. About 5:15am, I walked into the gym, swiped my membership card and walked past the rows ... Continue»
Posted by randy1stonez 11 months ago  |  Categories: Anal, Group Sex, Shemales  |  
2967
  |  
100%
  |  3

Being a good slutty Sissy

Being a good Sissy for my mistress

“Hey Martina. do you like what you see?” Samantha, a very beautiful shemale with tits size D, asks standing in front of me. A smile curls her lips as she strokes her 8 inch cock.

“Yeah, I'd love to play with a cock that big.” Martina says licking his lips at the sight of pre-cum dripping from the tip of her cock. I’m a 5 feet 11 tall sissy original called Mark. If I have to dress for my shemale mistress as a sissy gurl I call myself Martina.

“Well then, come and get it. on one condition. You're my pet until I'm satisfied.” Samantha says with a smile... Continue»
Posted by Arnie65 11 months ago  |  Categories: BDSM, Shemales  |  
2190
  |  
100%
  |  2

Stefan's Blackmail

When I was about 19 I started to crossdress. I didn't have gay feelings or strongly identify as feminine but I felt strangely attracted to my older s****r's clothing. One day I tried on a skirt and I found this simple act feel so thrilling that at the next opportunity I tried on a two more things...a dress and and a pair of her jeans. I was always thin, especially when I was younger, and my s****r was only three yeas older than me, so I had little problem fitting in most her stuff. Actually the stuff at the back of her wardrobe, the stuff a year or two old that she didn't really wear anymore w... Continue»
Posted by tricked-sissy 11 months ago  |  Categories: First Time, Shemales  |  
1836
  |  
100%

Spanish adult book store

A few years ago , when I was still experimenting with my Bi side , I went to Spain for a few days , walking round early one evening I chanced on a sex shop , .I went in and it was huge , I saw things that I hadn't anywhere else , I was in heaven.

Going further in there was a sign for theater so going through a door I found myself in the room with cubicles and little video players , I was pretty nervous but went and sat in one and started watching the films,
again the content was so sexy and new , to me , straight gay , lesbian but most of all it was the shemales, I was transfixed.
I wat... Continue»
Posted by jakuk 10 months ago  |  Categories: Anal, Gay Male, Shemales  |  
4198
  |  
100%
  |  20

Mysterious Feminisation

After a few months of my ‘relationship’ with Stefan I realised that I had irreversibly crossed over the border between being a straight guy who liked to experiment with cross-dressing into being… well, something else. I am not sure exactly when this realisation hit me. Was it when I was pulling on a pair of tight girly jeans that I would pair with high stilettos and found I was not thinking how I might look in the mirror and how the clothes felt to me, but how sexy my ass would look to him? Or was it when in my day job I could still feel his cum still swimming around in my stomach from the nig... Continue»
Posted by tricked-sissy 10 months ago  |  Categories: Shemales  |  
1477
  |  
100%
  |  2