Shemales Porn Stories
Page 76


as niki and i sat on the sofa fondling each other niki whispered,
"you know jay that last time in the treehouse when we gave each
other hand jobs i wanted so much to have your hard-on in my mouth
and have you cum in my mouth, and i still do. am i sexy enough for
you that you'll let me suck on your cock?" i gasped in reply, "oh
yeah niki you are very sexy and i want you to do whatever you want
with me. but first i'd like to fulfill a fantasy of mine first."
"you have a fantasy concerning me jay?" niki asked. i answered,
"well now that you look like you do now i sure do." "What's your
... Continue»
Posted by qrystofer 2 years ago  |  Categories: Anal, Shemales, Taboo  |  
  |  3

hotel steam room

Once I got to high school my thoughts of wearing panties and sucking cock subsided as I became a normal teen with a girlfriend,It wasn't till I was 22 that I would realise my true passion.I traveled to Toronto with my b*****r and his girlfriend so she could right an exam.We were on a budget so we all shared a room downtown.The first evening I was tired so they went for dinner while I stayed in.While getting a beer from the fridge I noticed her suitcase open and a bra laying on top.I immediately got hard as I looked at it and had memories of my younger days wearing Lingerie.I locked the door so... Continue»
Posted by sluttysherri 2 years ago  |  Categories: Gay Male, Shemales  |  
  |  10

but was it REALLY all about the big black dick?


i'm certainly not complaining, 'cause i'm actually pretty happy about it, but you've kinda fuk'd things up for me.


i mean, i used to go out at every opportunity i had & A: whore; B: hit the book store; or C: just roam the streets in general.

but being with you was just so fukin' wonderful that i've pretty much lost interest in doing all that. it just seems so dirty & cheap & doesn't mean the same things it did to me before. it had been about meeting people and having a chance to interact with them as gyrl. now... i've met you... our brief encounter filled me up with so... Continue»
Posted by roxxanna 2 years ago  |  Categories: Shemales  |  
  |  1

Me & the futa

my boyfriend & I are home when a friend of his comes in to hang out. I notice that she has eyes for me but dont say anything. Later my boyfriend leaves to go to the store for snacks but his truck breaks down in the parking lot. His friend & I watch the movie waiting on him when I notice that her skirt was lifting up.

"whats that?" i said. "it's nothing." she says as she puts her hand over her lap.

"huh? Are u sure?" i said as i get closer to her. she gets nervous & stands up fast, but she slips & falls over with her skirt up over her dick. i stared at it, shocked to see that she has a... Continue»
Posted by coconeko 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
  |  2

caught wearing my aunts lingerie

Getting Caught Wearing My Aunt's Lingerie!

Since posting the story about how my aunt introduced me to makeup and crossdressing, I've decided to tell the story about my uncle. He was a man's man with the most beautiful cock I've still ever seen in person. Anyway, me and my cousin used to play with his mother's makeup and wore her lingerie while we jacked off and sucked each other's cock. We did this almost every day in the summer months from the time we were around 11 until we both were almost 16. It was great fun and we had many orgasms together.

One day my uncle came home from work ear... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  6

my aunt made me a transvestite

My aunt and uncle lived two doors down from me when I was growing up. They had a son one year younger than me. We played together all the time and I was at his house or him at mine all during the summer months. My aunt was a big woman, she was 6ft. tall and weighed around 165. She was even taller in her 3 inch heels. She had long auburn hair with beautiful waves in it. She wore a 9 1/2 shoe. Her hands and feet were large, but so sexy looking with nail polish on. Her blue eyes would melt you. She had a great mirrored vanity she would sit at for hours and try different combinations of makeup. Sh... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
  |  6

Back lot slut

The following story is true ...

He works the night shift at a truck repair center on the edge of town, near a big truck stop. In our online chats his instructions had been specific -- I was to be there waiting for him at 12 midnight, and I was to wear my tallest high heels, my shortest skirt, stockings and garter belt, my cock rings and butt plug, and no panties. He would take it from there. But when I arrived he was nowhere in sight, and after waiting about 10 minutes I finally had to drive around to the side of the building and catch the attention of some coworkers. It was really e... Continue»
Posted by sherricd 2 years ago  |  Categories: Anal, Shemales, Voyeur  |  
  |  5


while in our early teens my cousin nicolas and
i used to look at porno mags and videos up in my
tree-house which was quite a ways from any other
structure. during these sessions nic and i would
whip out our young hard-ons and whack off to the
images of naked women and men of all ages. we got
together to do this about once a week and discuss
the sexual escapades we may or may not have had
with girls we went out with during the week. a week
after nic had graduated (i was still a junior) he
came over to the tree-house and said
he was leaving for the city "to find himself."
when i... Continue»
Posted by qrystofer 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
  |  9

For Hentai/ futanari lovers only

First it starts off with Jay and Hex spending time together for the first time since Jay came home from the military. After a day of hanging out at the lake the two decide to head back to Hex's place for jay to see where he lived since he moved out from home. Upon arriving at his new home they decide to order some pizza and watch a new movie that hex ordered on cable after they eat they continue to watch the movie. An hour into the movie everything goes black the two think the power went out but little did they know that no power was the least of their problems as the room slowly began to ligh... Continue»
Posted by HERCK 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  
  |  3

my week away with my Dom. BF

So, I am a cross dresser, a submissive cross dresser, and my BF knows how to really use me! We had talked about how I got turned on when he was rough with me, when he took me anyway he wanted to during the weekends we spent together. How I fantasized about being a slut for one or two more of his friends at the same time. How just talking about being the group slut, being at their mercy was such a HUGH turn on for me!

I knew he was going on vacation in a couple weeks, and would be gone for about 10 days or so. What I did not know was that he had set me up to be able to come along with him... Continue»
Posted by subrhia 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
  |  5

The first night

We finally meet in a bar after exchanging messages. Admittedly I’ve been turned on by the thought of where the night could lead but you can tell I’m slightly nervous. As we enjoy our first drinks together we chat about nothing in particular but I notice a cute smile you have as we talk.

You can see that I’m becoming more comfortable and open with you so you decide to ask

‘hunni, what do think will happen tonight?’

I lean in close and whisper

‘I want you to be my first’ before kissing you softly on your lips.

We start to kiss passionately and then decide to leave the bar.

As ... Continue»
Posted by kinkymister 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
  |  4

Fucking my friend's little sibling

After a night out I stayed over at my friends sl**ping in the spare room. In the morning my friend had work and left without waking me but she told me the night before she had work and I could stay until she got home again.

Waking up in the morning I felt groggy and tired but one thing I did notice was I woke up with morning glory, I was rock solid and made a huge tent of the quilt. I needed to sort this out. I slid my hand down into my panties where it was stretching them and slid them off allowing my cock to grow to it's full size, I was so horny and instantly began wanking to hard and f... Continue»
Posted by shemalecharlotte 2 years ago  |  Categories: Masturbation, Shemales, Taboo  |  
  |  12

My b*****r caught me crossdressing

It all happened 3and a half years ago.I started secretly crossdressing about an half a year before.One day my parents went out and told me that they will be late,and my b*****r was staying at his friends house (he was 17 back there and i was 14).As soon as they left the house i ran down to my mom's closet and starting picking some thing sexy from her varedrobe and i was putting it on. In that time i had my own thongs that i secretly bought,i put them on,my mom's push up bra,and her sexy red dress that has a big cleavage,and i put on her tights too.I was looking like a real whore.I went to the ... Continue»
Posted by sissygirl1988 2 years ago  |  Categories: First Time, Shemales  |  
  |  10

Sweet Charity

You may have heard of the phrase sweet charity, well in my case it was certainly sweet to me. I have built up a large part of my CD wardrobe through judicious visits to charity shops wherever I may be in the country. In one of my local charity shops there's an assistant called Wendy who I would judge is in her mid fifties but looking well on it. She's always well turned out in neat blouses, always a just above the knee skirt, never bare legs and 3 to 4 inch heels of various kinds. I must admit that my fairly frequent visits to this particular shop engender a feeling of hornyness on two counts.... Continue»
Posted by SiobhanSeeDee 2 years ago  |  Categories: Shemales  |  
  |  5

& i WAS thinking of you after all:)


warning: this is a longish message. i'm not expecting a response & i know you're busy, but i need someone to talk to.

so... i increased my workouts & my body rubbing & lotion-ing & i ate better & TRIED to get more sl**p & by the end of my week, i'd put a 1/4" on my tits, 3/4" on my ass & took another 1/2" off my waist to put me at a solid 38-29-38 (34 ribs/31 low waist... suck in the waist to 27&1/2... arch it all for dramatic effect...) as well, i lost 2.5 lbs to weigh my 5'11" in @ 147.5.

i knew there was no fukin' way i was going to see you but why not try to look good anyways... Continue»
Posted by roxxanna 2 years ago  |  Categories: Shemales  |  
  |  2

Charlie s****r-Boy seduced by Old Fisherman

Hi, Dee. We have similar turn-ons.

I was very young, when I opened up a dresser drawer and saw a small pair of white panties laying on top of everything!

My Dads work friend and His daughter had just stayed the night. She was My age. It was Her panties! Daddy, His friend and the girl slept in one bed and Sharlee and Me slept together, in another room. The Men tried to keep the girl quiet, but She was Young and Willing to be taught 'special' things when Her Daddy shared Her with each of His friends on the weekends. She liked to giggle, I know that!

Anyway, I looked up and down the hal... Continue»
Posted by sharleesisterboy 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
  |  2

How i became a sissy/my first blowjob

I'm a 17 year old sissy now but i started crossdressing 4 years ago when i was 13 :).This is the story. One day my parents went to our lake house for the weekend with my s****r but i was feeling sick so they left me with my grandparents. They were taking care of me for a day or two and i got better so they left and i was home alone.I had 5 more days until my parents were back.One day i was feeling very bored so i opened my s****rs closet and looked at her stuff. I noticed thongs,i never knew she wore them (she was 17 back then). I wondered how they would feel so i put them on. I never felt sex... Continue»
Posted by sissygirl1988 2 years ago  |  Categories: Fetish, Shemales  |  
  |  12

trannie's beach photographer

I was looking to tranny photos on the beach so I started to think what if I was that photographer
Who shoot those photos .... and wrote this. ...

Nice ass and cute dick ... mmm if I was the one who's take that shoot ... I will slapping your ass and squeezing your dick and balls hard while I do that I would kiss deeply and suck your tuong ..mmmm yummy and bit your lips nicely mmm.. in turned you around and start massaging your asshole mmm what a tight asshole mmmm and so sweaty ass mmm.. you're wet !!! Mmm -funk me now - you say it ... and I'm so hard and big mmm .. I tried to put it but i... Continue»
Posted by 4dragonkiller 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
  |  2

Sissy adventure No. 2

I have always loved meeting guys in adult cinemas. You can get up to allsorts, its easy to arrange and most importantly it feels well dirty! That's why i was really excited to chat to an asian guy who wanted to take me to an adult cinema in Brum. I am ok going on my own, but SO much better to have a date!

So we organised it for Saturday night - much better than Strictly. He was there as i tottered round from the car park to the entrance in my ridiculous heels. This did create a bit of a stir amongst some passers by, but I didnt pay any attention as I was 100% focused on not falling over!

... Continue»
Posted by hannah_maid 2 years ago  |  Categories: Anal, Shemales, Taboo  |  
  |  4

A Love Letter From My pet ^^

I assign my pet nightly homework. This normally involves some self training through sissy videos as well as the occasional wind warping task. As she is not allowed to touch her sex, all of this is a wonderful tease for her. Making her sissy eggs swell and ache in beautiful need.

I awoke one morning to find this love letter in my email.

Enjoy :)


Dear Mistress's huge, yummy, wonderful, thick, delicious shemeat,

No matter how hard I try, I cannot stop. I cannot stop thinking of how wonderful you are. How wonderful it i... Continue»
Posted by dwadd73 2 years ago  |  Categories: BDSM, Masturbation, Shemales  |