Free Shemale Stories

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A friend of mine stopped by at my place with some booze and we started watching TV. We did not watch anything in particular. We mostly flipped through channels trying to find something interesting, but we mostly focused on our chat. It was not that important what is on TV. It was a nice summer ev... read more

shemale lover March 22, 2016 75%

The Training of Maria Louise

Chapter 1 I’ve decided, since you’ve told me you want to be a little dirty tart, that I should punish you by being a cuckold, someone who’s wife is unfaithful. We will begin by transforming you into Maria, we will apply your make up and dress you in white silk underwear, a nice ... read more

shemale lover March 20, 2016 69%

The Shemale Mistress

For some time I had been having these thoughts about what it would be like to experience the acts of sucking a cock and being penetrated by one. The problem was that despite my obvious bisexual infatuation with the idea, I just couldn't see myself engaging in any sexual activities with some muscular... read more

shemale lover March 18, 2016 92%

Shemales Video For My Sexy Pleasure

The flight from LA took all of my strength - a few hours of sitting was not really my thing. Plus, this was a business trip to Boston, endless series of boring meetings where I discussed number and figures, and by the end of the day my head was buzzing; I desperately needed to relax. My laptop was o... read more

shemale lover March 16, 2016 27%

Super Shemale Tube At The Waiting Line

The restaurant was crowded - everyone in Boston wanted to be there, and I waited for an hour at the bar, hoping to get a table for one. But was I watched my chances of having dinner crumble to dust and glanced at Super Shemale Tube on my phone's browser, a girl sitting next to me asked "Hey, yo... read more

shemale lover March 14, 2016 75%

Tinder oral sex IMPROVED

I updated this to read a lot better. I haven't had any negative votes since I rewrote the short story. Please read and message me something dirty - I am the man in this story, but I wouldn't mind being the "boy-girl"... I matched with a "woman" on tinder, and when I ... read more

anonymous123 March 14, 2016 65%

What do you do on a first date?

Well, first thing Id like to do is have us both get naked and take a shower. Id get you all lathered up in soapy suds and start to shave you all over. So nice to have someone get to those hard to reach places. Your stiff cock would be firmly in my grasp as I carefully shaved your penis and nutsack. ... read more

bigsby666 March 14, 2016 66%

Experience The Best From Thailand On Thai Shemale Tube

The chances are that you have probably seen "The Hangover 2", but thought that the shemale scene can happen only in twisted imaginations of Hollywood screenwriters. I am here to prove you wrong. If you don't believe me, go to Thai Shemale Tube and see it for yourselves. My best friend J... read more

shemale lover March 12, 2016 72%

Sex Ed Chapter Two

Over another drink, I learnt how David Lawrence had been dressing up as a girl since he was a teenager, always keeping it secret from his family and what few friends he'd had. He was shy around women and sex and had never had a girlfriend, instead he'd buried himself in his studies and dressing as a... read more

shemale lover March 10, 2016 100%

Fortunate accident part 3

A few days pass and I received an email informing me that she and her "friend" would be coming in three hours. I quickly shaved, got out my lingerie, and prepared my ass. I held off on make up and dressing up because I didn't know how she wanted to approach this. Finally, a car rol... read more

Jenna_NB March 8, 2016 85%