Free Shemale Stories

Why does cock look so good on a girl ? Pt.3

Well, I didn't see that one coming. If you've read pt 2 of my story, You'll know what I'm talking about. Avoiding sexual thoughts was what I had been doing to deal with the loss. Including her in my thoughts that were about the TS girl I was sexualy drawn to, was completely inappropriate and disresp... read more

Verdura08 April 27, 2023 100%

Why does cock look so good on a girl ? Pt.4

Why does cock have that effect on most straight men normally attracted to hot women, who haven't previously seen another guy's cock and reacted in the unexpected, unfamiliar carnal response from the image of cock when it's between the legs of a girl or what anyone would consider a girl except for t... read more

Verdura08 April 27, 2023 100%

My First "Real TS Encounter"

September 2007 Alright, so I’m going to put into writing the story of my very first “Real TS Encounter.” This was back in 2007, so I’m going to do my best to remember as much detail as possible. However it’s been nearly a decade, so we’ll see how it goes. I had be watching “Shemale” porn for a... read more

cngwriter November 22, 2016 86%

Real TS Encounters

Real TS Encounters Lay Report #1 Thursday June 9th, 2016 Hey, so this is my first “Lay Report”, which is what I will call them for now. My intent with these is to share stories of my encounters, while at the same time being informative enough to the point where you can get some value from ... read more

caspergrey June 15, 2016 57%

First Time with TS Woman

I had been curious and excited about being with a ts girl for a long time. So when I was in a hotel in another city while traveling for work, I searched craigslist. I posted an ad and received a 6 or 7 responses. One girl made me very excited and seemed like a nice and real person. She was slim and ... read more

shemale lover November 6, 2012 91%

Why does cock look so good on a girl ?

Horny and looking for something to jerk off on, of started surfing porn sites looking for just the right hottie. Pornstar Christie Lee really gets my juices going so I clicked on her. I started watching the video I was familiar with and knew would get me off when I decided to check out all her video... read more

Verdura08 October 17, 2022 90%

Why does cock look so good on a girl ? P.2

The gorgeous little honey I considered "The Perfect Woman" having every feature I find most desirable, pulls out a cock!!!!! WTF???? I was agitated as hell with almost having my orgasm ruined. My only consolation was that it was quite the contrary, it was awesome and by the time she showed her cock... read more

Verdura08 October 24, 2022 100%

My sex education from my hot aunt

My story was inspired by a recent discovery of a clip of Miriam Rivera. Since see the remarkable resemblance to my aunt I am constantly jerking off fantasizing about it. Let start with the true part of the unique experience going through puberty relating to my aunt and the latter part is fantasy I ... read more

Pabloduro April 24, 2024 100%

My sex education from my hot aunt pt. 2

My aunt was just enjoying the newfound freedom from the oppressive control over every aspect of being a woman. Everyone thought she was a slut because she was too sexy looking in anything she wore. I got to see my first set of titties in full glory from walking into the bathroom when she was in the... read more

Pabloduro April 25, 2024 100%

My sex education from my hot aunt pt 3

We became very close by the conversations that were shaping my adult development and boosted my maturity. The truthfulness about things that are unspoken and can confuse you. I noticed comments from the boys my age that were assumed due to what they heard. She set the standard for the physical attri... read more

Pabloduro April 25, 2024 100%

Lay Report #5

Lay Report #5 8/10/2016 Craigslist Style Meet-up from TS Dating Hey, It’s been a few weeks, but finally hooked up again and therefore I am presenting to you “Lay Report #5.” So I was in Manhattan at around 12:30 am on a Wednesday. I was in my car about to go back to Long Island when I... read more

cngwriter September 4, 2016 40%

Lay Report #6

Lay Report #6 Sunday Night into Monday Morning, August 29th, 2016 Location: Long Island to New York City Title: “Post-Op TS Hookup. Not my first, but probably going to be my last.” What’s up! It’s Casper again, and I have yet another “Lay Report” for you to check out. So let’s just get r... read more

cngwriter October 10, 2016 65%

My first tgirl Seduction, Damn Magnum

I decided to finally just go with my biggest fantasy for years, make love to a Ts. I Drive 18 wheelers across America and Im a very to myself kind of person. But at the sametime I can be that socual butterfly, standing 6 foot 5 having a tool 11 plus inches, I knew I needed special size condoms. Not ... read more

Outkastinkz December 8, 2013 91%

Lay Report #2

Real TS Encounters Lay Report #2 6/12/2016 Hey, what’s up! So I’m writing to you on Sunday afternoon. I had another TS Encounter last night, well early morning really. This girl I also met off Craigslist. As usual I’ll try to weave some information/teaching into the story which will hopeful... read more

caspergrey July 4, 2016 77%

The Ebony TS of my dreams

This story is about one of the most memorable piece of cocks I've ever experienced in my 30 plus years of getting fucking. I just thought I'd write it down and share it simply because I'll never forget it and because I'm a married man and it most likely will never happen again. It happened about ... read more

shemale lover April 2, 2012 87%

She Loves Dirty Talk Too

Sexy TS Girl: Hiii! How are you? Thanks for being my new friend. I have so much love forssz you, my friend. Don't hesitate to like and comment one or two photos of me that you like. We can also chat... Love, love, love you, sexy man. HardRock: I really enjoyed looking at your galleries.... read more

Hardrock51Fifty May 17, 2024 100%

My first time with a TS woman, the next morning

After sucking my new ts girlfriend and holding her close on the couch, we spent the night sleeping together. I woke with her in my arms. We were sleeping on our sides and face to face. Her body felt so nice and warm against mine. Then I noticed that she was hard. Her cock was hard and hot and pre... read more

shemale lover November 26, 2012 100%

Lay.. BJ Report #3

Lay Report #3 Real TS Encounters Lay Report (BJ Report) #3 Hey, So this is my 3rd official “Encounter Report” lets just say. This was early Saturday morning June 25th, 2016. Unfortunately, this report will not be that interesting/informative. I am writing it just because it did happe... read more

cngwriter August 2, 2016 80%

Steamy date with a TS

Last year I had a great experience with a TS escort and I saw she was in town again, I texted her to meet for dinner and to my surprise she agreed. I met her at the restaurant and we had a nice time together, she´s very friendly and incredibly attractive. She wore a red summer dress with high hee... read more

Gracemel121 August 27, 2018 88%

Loving TS Sex

living in a medium size city 30 years ago, it was necessary to stay into the closet. That way of live is really still the reason why I never outed myself, even after years living in different bigger cities and several countries. I had acquired a taste for transsexuals, considering them the best o... read more

shemale lover June 6, 2011 90%