Shemales Porn Stories
Page 116

Fun Fantasy Game *Enjoy* Be Creative

If you could be the hottest shemale that ever walked the earth for one day what would you do ? Im talking

*5'7
*Beautiful Face, somewhat of Megan Fox or Lacey Chabert
*Pretty green eyes
*Nice lips
*Nice smile & white baby teeth
*140 lbs
*Very feminine voice
*Small girly hands & feet
*Long Hair (Brunette)
*About one shade darker than Pale skin
*Nice tight butt
*Boobs with no visible surgery scars
*And a small penis, just small enough for you to wear bikinis on the beach

Of course I want to hear your story's so i will make mine short,(Get all their email addresses)I would b... Continue»
Posted by guess1tw3ll 3 years ago  |  Categories: Sex Humor, Shemales  |  Views: 483  |  
10%
  |  2

Help or give tips please.

OKay so Ive been having sex frequently,with different trannys (bareback) of course.And everyone of them seem to complain alot about prostate massaging.About 5-6 minutes of intercourse they have to cum, but yet their not touching themselves at all.I thought it was because I thrust way to fast, but even when I go slow they have to cum.Some of them tell me to stop when their about to cum but when I do so they tell me it hurts while they try to hold it in.

My doctor told me my girth may be a little too big, he said try not to use any lube so I didn't & the T-girl Ive had sex with was telling me... Continue»
Posted by guess1tw3ll 3 years ago  |  Categories: Shemales  |  Views: 706  |  
11%
  |  3

Lucky Afternoon Part 4

Nikki raised up and reached for a towel to wipe her cum from my stomach and cock which was now limp. I was sure it was going to get hard again very quickly if she continued to wipe and look at it. Finally she stopped and went into the bathroom and closed the door. Since I had never had anal sex with anyone I found myself wondering if my cum would leak out if she sat on the toilet? I erased the thought and as soon as she brought her smiling face out of the bathroom she sat on the bed and lit cigarettes for both of us. I went to the bathroom and closed the door and stood there looking in the... Continue»
Posted by rcpeters 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 742  |  
14%
  |  4

lucky guy (part 1)

Ive been with my girlfreind may for around 3 years now,she was my fuck buddy until we decided we wanted a realationship.
Although we dont live together as i like to keep my apartment for a bit of space now and then.
After a while the sex dried up and we were more freinds than lovers which was nobodys fault it just turned out that way.
May had a daughter,a very spoilt daughter who was growing up quite quickly,Raynor was 21.
I had never thought of her sexually,that is until May asked me to decorate Rays room while she was on holiday as a suprise for her.
Then it happened.
I had to move Ray... Continue»
Posted by wankersoffagain 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 845  |  
94%
  |  1

How I was turned

I was Turned
I was a married, white male. Straight. Had no gay experience. Been married for about 15 years, had 4 k**s and enjoyed sex. I was not faithful, but I had no other girlfriends. I used hookers for sex, so I would not get involved.

One night I went out looking for a prostitute to fuck and met this hot looking girl with very short shorts and a halter. She also had a nice six-pack. She was very athletic looking. She was a short black girl in her early twenties. I was 35 at the time. I wanted to take her to a motel and fuck her and leave. She wanted to go to her place so I can pay he... Continue»
Posted by kbking64 3 years ago  |  Categories: Shemales  |  Views: 967  |  
4%
  |  4

On the road

Dannielle had decided to finish work at dinner time and go for a drive the long way home seeing as the day was so nice. As she got into her car she thought "i will put the soft top down and get a tan". As she got in the car she looked at herself in the mirror and checked her make up, hair and her top. She had noticed how the boys in the office had been looking her up and down during the day, well she had dressed for the attention. Her tight white top that showed her black bra off really well and her short black skirt that was so tight that you could notice the outline the suspender belt she wa... Continue»
Posted by danni1 3 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 3964  |  
100%
  |  11

My Evil Landlord..

This is my 2nd true story of my transexual life and the things that have happend to me in it. I moved into my own flat when i was 17, i needed the space away from my mum who was always drinking and getting fucked by strangers who she would bring back after a night out, many a time id hear the bed banging in her room and her screaming out a different mans name at night. Id find wet cum stains on her bed during the day or a pair of her panties lying somewhere that she had thrown and forgot about in her d***ken state. Always id find that the gusset of my mums panties were wet with mens cum and i ... Continue»
Posted by cinderella88 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2067  |  
80%
  |  3

A nice surprise

There was a time when Chatroulette was the perfect place to indulge on my fantasies.

At first I was annoyed by the omnipresence of cocks but found out that I was not as badly mounted as I thought, I thought why not give it a go, the reactions where as expected, a lot of people nexted me some being very rude but I was able to enjoy my Bi fantasms by masturbating with the owners of some truly amazing dicks.

Obviously my first goal was to join a female and I had been lucky a few times until one day I started discussing with one of the most amazing beauty which started playing with her perky... Continue»
Posted by porter75 3 years ago  |  Categories: Masturbation, Shemales  |  Views: 794  |  
87%
  |  1

Noelle's first time


I was 22 the first time I ventured out as Noelle. I had put the wig and some items of clothing on before in the bedroom or bathroom, but nobody had ever seen me before. I had been chatting online with a beautiful blonde 23 year old named Jenny. She lived about an hour away and invited me over to help with a full make over.

At the time, my wardrobe was skimpy and makeup non-existent, but I packed everything I had into a large tupperware bin and made the trip. I was so nervous I sat in my new VW in the parking lot of her apartment building for twenty minutes trying to decide whether or ... Continue»
Posted by noellejordan 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1624  |  
99%
  |  23

crossdressers first time

i first started to wear tights when i was 18,i was shocked when i first realised i loved tight panties and sheer tights. i was staying with my friends mother who was 65 at the time,she wore the sexiest lingerie i had ever seen,especially on a woman that age,but i felt drawn to the sheer stockings. the next day i was taking a bath when i noticed them on the wash basket,i had an urge to wear them,i was very shocked by this desire but had to!i slipped them on taking care not to rip them,they were hold ups and as soon as they were on my cock stood to attention like never before. to my horror my fr... Continue»
Posted by nylonfiona 3 years ago  |  Categories: Mature, Shemales  |  Views: 857  |  
98%
  |  4

The Cure PT 4 Coachs secret

They walked together in silence down the ramp, ,past the showers and into the private office .Coach was so turned on that his 11 inch cock that has been concealed for so long, burst like a tent pole in the sllky shorts containing lt .Sharon with all her innocence asked what it was, after all this is an all girl school and faculty .Coach said im a woman from the waist up but my crotch is all dick and balls . If i show it you must promise to tell no one . Sharon agreed and and gasped when the big purple headed dong was inches from her soft supple lips . She tried to take it all in her mout... Continue»
Posted by newdot 3 years ago  |  Categories: Shemales, Taboo  |  Views: 713  |  
83%
  |  2

He NEEDED me!

I had gotten dolled up nice and slutty looking in my motel room, and had been internet chatting for a couple of hours, so I was feeling very sexy. All dressed up and nowhere to go in a small southern town. I peeked out my window and could see that the place looked pretty dead. No lights were on in the guest rooms; no cars on the street, nothing going on at all. Here I was, in platform shoes and a mini dress, face made up, and a very wet g-string from being horny and tucked for hours. I locked the room and strolled around the parking lot, then across a grassy area to where the highway bordered ... Continue»
Posted by dana213 3 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1714  |  
94%
  |  12

The Teacher and Me

Funniest and hottest story of my life right here:

Growing up in a small, redneck community, I wasn't going to come out of the closet anytime soon. I had to find an outlet for my sexual desires, even if just for a single night. I resorted to Craig's List the day I turned 18.

So there I was on craigslist.org, flirting around, trying to get an idea of who I should give my anal virginity to. The majority of those who responded to my post were older men. I was kinda appalled at first. Yet I couldn't resist playing around with the idea of pleasing a man who is two or three times older than me;... Continue»
Posted by starrgayzer 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 2451  |  
83%
  |  9

wild halloween night

First sorry everyone it’s been a several month since I been here was busy with my life.
Anyway Halloween comes once a year and we all wear custom and I know personally lots of guys like to wear female custom.
I am cross-dress and love Halloween, this Halloween was wild first ever wild Halloween party I ever been too.
It was black party nothing but black guys and very few white guys but lots of white, Asian and black shemale was their and soon I walk in lots of black guys was all over few of them took me in ally make give them blowjob. One group of 4 guys that’s was very wild I had dance... Continue»
Posted by shawn777 3 years ago  |  Categories: Interracial Sex, Shemales  |  Views: 254  |  
84%
  |  2

Nur Geil

Im Hausflur begegnete mir mal meine Nachbarin, sie ist schon etwas reifer, deshalb aber keineswegs unattraktiv, sie strahlt einfach dieses Frauliche aus, kein Mädchen mehr. Wie ich anhand ihrer Einkaustüten sah, war sie auf dem Weg zum Supermarkt, da mein Auto derzeit etwas fahruntüchtig ist, fragte ich frecher Weise, mit einem sympathischen Lächeln, ob sie mich mitnehmen würde. Sie freute sich, da das Einkaufen an sich, ja eher langweiliger Natur ist, halt ein notgedrungenes Unterfangen. Ich brauchte nicht viel, so waren wir mehr mit ihren Sachen beschäftigt, als mit meinen. Wir alb... Continue»
Posted by Fordig 3 years ago  |  Categories: First Time, Sex Humor, Shemales  |  Views: 485  |  
100%
  |  1

wild halloween night

WILD Halloween PARTY EVER

First sorry everyone it’s been a several month since I been here was busy with my life.
Anyway Halloween comes once a year and we all wear custom and I know personally lots of guys like to wear female custom.
I am cross-dress and love Halloween, this Halloween was wild first ever wild Halloween party I ever been too.
It was black party nothing but black guys and very few white guys but lots of white, Asian and black shemale was their and soon I walk in lots of black guys was all over few of them took me in ally make give them blowjob. One group of 4 guys tha... Continue»
Posted by shawn777 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 583  |  
88%
  |  1

wild halloween

WILD Halloween PARTY EVER

First sorry everyone it’s been a several month since I been here was busy with my life.
Anyway Halloween comes once a year and we all wear custom and I know personally lots of guys like to wear female custom.
I am cross-dress and love Halloween, this Halloween was wild first ever wild Halloween party I ever been too.
It was black party nothing but black guys and very few white guys but lots of white, Asian and black shemale was their and soon I walk in lots of black guys was all over few of them took me in ally make give them blowjob. One group of 4 guys tha... Continue»
Posted by shawn777 3 years ago  |  Categories: Shemales  |  Views: 96

wild halloween night

WILD Halloween PARTY EVER

First sorry everyone it’s been a several month since I been here was busy with my life.
Anyway Halloween comes once a year and we all wear custom and I know personally lots of guys like to wear female custom.
I am cross-dress and love Halloween, this Halloween was wild first ever wild Halloween party I ever been too.
It was black party nothing but black guys and very few white guys but lots of white, Asian and black shemale was their and soon I walk in lots of black guys was all over few of them took me in ally make give them blowjob. One group of 4 guys tha... Continue»
Posted by shawn777 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 341  |  
84%
  |  5

womanly experience 8 - forest punishment

So we were walking through the forest one day. My father was out fishing and looking for a good spot next to the river while I lingered behind him. That day I wore Dr. Marten's boots, black nylons, a black thong that was more like a string, a short black skirt, no bra (had smaller tits back then), a t-shirt, and a blue hoodie with a "daddy's girl" print on it.

He finally found a spot and started fishing. I was quite bored and the book I brought was not interesting. Finally I had to go to pee so I said that to him and walked a bit further away. I lowered my nylons and thong and crouched down... Continue»
Posted by p1llow 3 years ago  |  Categories: BDSM, Masturbation, Shemales  |  Views: 1626  |  
84%
  |  1

Dirty girl gets it

My heart was beating ten to the dozen as I brought my car to a halt in the loop of the road that was now a lay-by. It was getting on towards dusk but few cars had yet to put on their lights although the odd flash of those that had made me jump slightly.

As agreed, the blue Rover 600 car that my ‘date’ had described in his email was parked facing towards mine but about 20 yards away. A double flash of headlights from it was returned by me as I prepared to get out of the car.

A quick check in the vanity mirror to ensure my hair and make-up were still as good as they were when I had set o... Continue»
Posted by angyqtv 3 years ago  |  Categories: Anal, Shemales  |  Views: 1745  |  
17%
  |  10