Free Shemale Stories

For Want of a Heel

"Shit, shit, SHIT." Sally glared at her right foot. The heel of her shoe was broken off, still caught in the chink of the cobblestone walkway she was standing on. She carefully set the bag holding her laptop down and reached down to pull the heel free. "Two hundred dollars," S... read more

shemale lover November 15, 2012 72%

Cum is a Cross-Dresser New Drink

Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she... read more

ASSEaster5678 September 14, 2018 100%

Chance Encounter Part 3/7

We were passionatley kissing each other for a while and slowly but surely I could feel her wonderfull cock grow hard again………. I told her how good her cock felt and we continued kissing but now she was rhythmically sliding her cock over mine while we kissed. Her luscious balls felt rock hard as w... read more

Katlick October 21, 2019 33%

You Never Forget Your First...

Every girl remembers her first taste of cock. I would guess most T-girls especially – after all, we’re women too, but we have a cock sitting between our legs – just out of reach of the lips but for the most flexible. Oh, how I wished I could wrap my tongue around myself and pleasur... read more

shemale lover July 30, 2011 80%

Buffy the Shemale Vampire Slayer Part 5

By the time that Buffy arrived at Rupert Giles' apartment, the former librarian, her ex-Watcher, had just finished reading a new volume of what Edgar Allan Poe, in The Raven, had referred to as a "curious and quaint volume of forgotten lore." He'd just settled the large, leather-bound volu... read more

shemale lover August 19, 2011 100%

Preggo Scat Sex

Sara was horny. For any type of sex. She was stuck on a bus heading to her school. After 14 years of wasting her time She discovered her own sexual abilities.She had her first practice by fucking her brother's friend. She didn't come to school to learn. She came to screw anyone in sight. She had ... read more

shemale lover January 7, 2012 58%

She had a COCK bigger than mine ..oh my !

this is no B.S ,no fantasy, no make belief, no fairy tale,.. this is a TRUE STORY and an ACTUAL EVENT. iv always been a very observant k** growing up always trying to find the unseen and overlooked things in life i guess you can say curious....how curious ??:] well... there was this older lady... read more

shemale lover March 16, 2012 50%

Shy boy to bimbo sissy

it's all started when my older brother showed me a shemale masturbating video when I was 15. after I saw it I was instantly attracted to trans girls than cis girls. I was a very shy pale feminine looking boy.high school wasn't great, boys used to bully me. I am too shy to talk to the girls... read more

drleena December 8, 2022 92%

First Encounter (Mexican Travesti)

I grew up near the U.S.-Mexico border and am ½ Mexican Hispanic and ½ Anglo (white). I visited Nogales Senora on the Mexican side on and off during my teen years. As a young adult, I was fearless and sometimes went across alone to visit the strip clubs, get a cheap lunch, or look for Mexican sweetie... read more

AllenB September 7, 2022 100%

Transsexual Actresses Part 1

The adult entertainment market includes thousands of videos and DVD's featuring transsexual actresses. Some of the more popular of these celebrities have their own web pages. Brief profiles of some of these actresses, including a list of their films, appears after the initial list. Adriana Ventur... read more

shemale lover September 8, 2011 57%

My wife dressed me and used me like a slut

I think you are about ready my wife “Jen” exclaimed and she rotated me towards the mirror. My cock was already rock hard and sticky soaking the silky panties as I looked at my reflection. I gazed at my blonde shoulder length wig bounded into two braided pig tails, my face heavily coated ... read more

shemale lover February 14, 2012 75%

Mom's girlfriend has a fat cock

When I was a teenager, my mother got remarried...to a woman. At first it was odd, because their roles in the relationship were so clear. My mother was the "bottom", and Jamie was the "top". They're great to each other, and I have grown to love Jamie unconditionally. I'm eigh... read more

TripFontaine May 14, 2012 88%

Daniel, Dani, Dana

After an hour of some hot steamy role playing online I got up from my computer. This newest and best chat friend ever was helping me enjoy this private time more than ever. My feminine alter ego seemed to flourish and delight when I spent time with him in chat. Wearing a little more risque under thi... read more

shemale lover June 8, 2012 60%

Feminized by My Girlfriend Chapter 2

I followed Brook and Linda out of the spa onto the sidewalk and I looked around for the limo but it was no where to be found. As the girls started walking down the street and talking to each other, I asked where the limo was. Neither of them responded and just kept walking. I followed behind as clos... read more

shemale lover July 14, 2012 100%

How I Really Got My BA In College

I was living in an off-campus apartment building two months into my first semester of a two year BA program. I lived on the 22nd floor and my three friends Ray,Jim and Dan lived together on the 13th. As it was Friday night I threw a couple loads of laundry into the wash and went downstairs to cadge ... read more

shemale lover February 12, 2013 96%

TGirl Initiation by 3 BIG BLACK 12

In my teen years I was often told that I was quite feminine.The high school punks always told me that I filled out the back of my jeans in a girly way. After taking a shower one day I did notice that they were right, I had a nice white bubble butt. Not to mention that my lips were also quite girly. ... read more

TgirlJill4BBC June 4, 2013 71%

A very special lady

I knocked at the door, unsure of what to expect. Living in a big city for the last year, where I didn't really know anybody, had certainly put a crimp in my sex life. Where I used to live, in a much smaller town, during my high school years, I'd been able to get my dick into many tight, warm and wil... read more

shemale lover July 18, 2013 92%

My story; don’t know which one... English version (1)

I notice that the're not many french language readers so have I decided to publish an English version End of the 80s; a tough time for a young reporter travelling thousands of km's for a crumb of titbit. A new event and more pressure every day for me. Seeing me in this floundering state during a ... read more

hippocampus_171 July 21, 2022 100%

It had been a while...

The first time I dabbled with cross-dressing was as a horny teenager. I discovered my grandmother’s vintage collection of lingerie, and I had to know how it felt to be encased in girdles, basques and corsets, to feel the taboo delight of having my legs encased in sensuous nylon, to figure out how to... read more

Daddybear71 October 12, 2023 75%