Free Shemale Stories

Front row footage

As he stood in front of me, one hand stroking a very big cock as I looked quietly, kneeling in front of him. Being a crossdresser had its perks but, I was a straight man, how could I have put myself in this situation!? I love women, but I also liked dressing like them to, and going to a gay bar prob... read more

Kaila247 January 16, 2017 95%

Chinese Apple Turnover

I crashed harder than anytime ever in my life and my dreams were fucking vivid. I dreamt of being fucked. And of sucking huge cock and getting face fucked so hard that I was cock drunk and high from holding my breath so much. But so really horny from him doing that, so into that cock. Of Jax f... read more

ASSEaster5678 January 9, 2019 100%

Roberta, Molly and Ed

Friday "Commander Cromartie?" Lt. Commander Edward Cromartie, USN, turned toward the voice that had spoken his name. He saw two female naval officers, a tall willowy light-skin Black woman, and a short Asian one. The Black one was wearing the uniform of a full commander, the Asian of... read more

shemale lover September 4, 2012 100%

Bikini Boy

I was the boy my father had hoped for after 3 daughters before me. Life in our suburban middle class two-story house was as normal as anyone else's. My dad was a loving father bringing me up and doing the things a father likes to do with his son – baseball, fishing, camping, working the garage... read more

shemale lover June 12, 2012 82%

The Visit

A visit to a hooker, where I describe my bisexual experiences *** It was a weekday, I had bummed off work and had made my way to Ipswich for a visit to Rona, my favorite hooker. She was a lovely woman in her forties, with a fantastic figure, not slim but not fat and with huge tits. She... read more

shemale lover January 26, 2012 50%

My dream Pt 1

This is my first story..... I am myself as Sydney and this is written with what i hope the person who falls for me thinks of.... __________________________________________________________________________________________________ It wasn't my idea to move to Phoenix; well it really was my choic... read more

Sydney Sun Min December 26, 2017 58%

My TV Sex Adventures The Nightclub Whore

The bouncer of the biggest alternative clubs in the city followed me through the 3am streets as I drove to my motel. I imagined how this big guy was going to fuck my brains out. I had just finished sucking his cock in the coat closet and was shocked that he wanted more. I figured it would be a blow-... read more

shemale lover July 6, 2012 66%

Fun Afternoon In A Toilet

I was feeling very horny as I entered the toilet cubicle it had a lot to do with what I was wearing. I had dressed up in my sexy undies about 2 hours ago and had been playing around and looking at porn, before driving to this location. Under my street clothes I had on a bra, black and lacy, a sus... read more

shemale lover December 7, 2012 100%

My TV Sex Adventures Blow Job Slut

“Suck me you fucking whore!” The guy saying that was filling my mouth with his hot nine inches of thick Latino lusciousness. I met the guy whose name still escaped me only minutes earlier in a drag bar in a southwest city. He had been nice enough and he was good looking and fit. More im... read more

shemale lover July 6, 2012 100%

Bob and Carol and Gemma and Alice?

I sat there, in the kitchen, suddenly very nervous again. The previous half-hour had started out nerve-racking enough but I had settled, more quickly than I had imagined. Carol hadn't laughed, she had been kind, and interested, and considerate, and she had listened and asked intelligent questions. B... read more

shemale lover July 22, 2012 100%

Fun Afternoon In A Toilet Chapter 2

The second guy almost barged in he was so eager to have some fun, I know I was ready for more! I was standing, no panties but still wearing the bra stockings and garter belt. It all happened so quickly that my chin was still wet from the cum that had oozed out, and the drop of spunk was still the... read more

shemale lover December 7, 2012 100%

Practically gang at a sex club!

About 6 months ago I went to my local sex club in Sydney. It was only about 8pm and not much usually is going on at that time. On the 2nd story there is called the "Orgy Room" a place where people go and sit on the bed with no locked door and it's just first cum first served. I stuc... read more

shemale lover June 14, 2011 84%

My TV Sex Adventures Hot time in the Gurl&#

After sucking off the custodian of the offices next door I went back to the club. I was seriously disappointed. I loved how big and hard his dick was and I really wanted a serious cock like his to fuck. I got back into the club with only a knowing grin and a chuckle from the guy at the door. He was... read more

shemale lover July 5, 2012 100%

Jo, Shemale Goddess! Part 2

Jo chuckled as the man in the sharp business suit looked hastily away when she looked up and caught him staring at her legs, again. Her 'Rupaul' legs as men with a history of watching men dressed as women called them, or her 'Naomi' legs as the newer ones to the scene seemed to think. Both divas had... read more

shemale lover September 5, 2011 0%

Flowers in the Heart Part 2

Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... read more

shemale lover November 11, 2012 100%

Gay friend of my brothers

As I mentioned in previous stories, my brothers met Adrian at university, he was studying nursing, he was in the same year as my brother and they were studying one or another subject together, Adrian has brown skin, green eyes, his short Chinese hair He has a slim body, he was 1.69 tall, his nose is... read more

lkusex March 8, 2021 100%

Danielle Works a Saturday

It had been a few months since his wife left him. Well "ex-wife" as the divorce had been recently finalized. It was her choice; she walked out on *him*. She said she got tired of "Danielle", even though she was entirely responsible for Danielle's "birth" to begin with. ... read more

shemale lover June 18, 2012 100%

A Flash of Lace

The insistent ringing of the phone broke my concentration and with great annoyance, I climbed off the bed and picked up the receiver. "Hey little brother!" My sister's sparkling voice filled my ear. "Di, Is that you?" I exclaimed happily "Got any more sisters I don'... read more

shemale lover March 3, 2012 100%

FACTEURS INFLUENTS ! ⚧️ 💞 ⚧️

Ma femme, Jill, était à Denver pendant douze jours pour assister à un séminaire médical pour les chirurgiens plasticiens et ne devait pas revenir avant quelques jours. En raison de son travail, elle assiste à plusieurs séminaires, à l'intérieur et à l'extérieur de l'État, parfois un jour ou plusieur... read more

Femboy 2021 April 2, 2023 0%

Something For Everyone Part 2

Josh was the first of the three to wake up. He left the two women in bed and took a long hot shower. The water felt good as it cascaded over his body, and he soon found himself wondering what was going to happen next. The sex had been fantastic, but it wasn't what he had been expecting. He finally d... read more

shemale lover October 20, 2011 75%