"So, buddy, what gives? Or should I say, girlfriend, because, let's face it, we've always acted more like girlfriends in the platonic sense, well, minus your tongue going between my thighs. Other than that, you've been more like a female friend or a gay male one or something like that. Anyway, let's talk, openly now, about what Rain wants out of this relatio...
I saw someone begin a "diary" of their experiences as a sissy on here recently and it inspired me to give it a shot myself. The following will be true stories from my past starting from the first time I ever hooked up with a Tranny / Cross dresser / Sissy. First things first, I consider myself to be a straight male; despite having had sex with all of the a...
It's important to understand that even though I had sucked cock before, it had been many years ago. A few times experimenting when I was younger, over a decade ago, was all I had done. And now... well, I'm getting ahead of myself. Justine (my wife) and I had been married for almost 12 years. We were both in out late 30s, closing fast on 40. We had one son t...
My black boyfriend, Jay, is from Puerto Rico. He brings me to the adult arcade every afternoon around 3 pm. The arcade is located in a large complex that houses a strip club, 2 adult arcades, a gay bathhouse, and a gay nightclub. Usually I'm wearing butt baring short shorts, a bikini top or halter top, and high heels. Once we pay the 5 bucks to get into the...
I was a giddy as a school girl knowing that I would be sleeping with Tim, Curiosity was building inside me. I was going to sleep with a man for the very first time. What was the special surprise that Tim had planned for me. All night long, as we watched sissy porn, Mistress kept harassing my pussy with various levels of my trainer. I was happily enjoying us...
This story is entirely fictitious. Any similarities to persons or things living or dead is purely coincidental and completely unintentional. All persons depicted in a naked/sexual nature are 18 and up. Tanya introduces a newly sissified Danny into the world of erotic photography which gets them into a hot offer they can't refuse. Author's Note: So, I establ...
I must tell you of an experience Daphne and I had one Saturday night. I know, I know. You're dying to find out if I ever finally met Daddy. All good come things to those who wait. I really am a sissy tease. Aren't I? I think you'll enjoy this side trip though. *** It was a lazy Sunday morning. Daphne and I were sipping coffee and nibbling on some danis...
All parties are over 18 years of age. *** I'm a beta. And yeah for those that get what that is, we're real. I was a white kid that was on the skinny side and I was born and grew up with a little dick. And I was everything that came with being a small dicked little loser then. Bad at sports because that meant dressing rooms back in high school and never...
I'm on my knees. It's Halloween. We're at a party. I'm dressed like a slut. Which, I guess I am, since I'm on my knees. Giving blowjobs. It was only supposed to be one. You said a friend of yours from work would help me live out my fantasy. Really, your fantasy for me. My fantasy is much simpler. You let me dress in panties and sleep in lingerie. And let me...
I'm a man and I love crossdressing. I love the feeling of nylons on my legs and wearing strappy high heel shoes. While wearing them I would wonder what it would be like to suck a COCK in them. Kneeling between a man's legs and sucking his hard and meaty COCK. I started to go to adult cinema's in the downtown area after accidentally discovering their existen...