For years I had been curious as to what it would be like to make love to another man's cock with my mouth, but I never had the chance to try. I was a bit nervous placing an ad on the Internet looking for satisfaction for this fantasy, but after a brief email relationship with Bill, the only respondent, I felt ready to go through with it. Sure I'm 38, and he's just a college kid, but I had gotten my-self worked into a frenzy at the thought of finally realizing this fantasy of mine. I now had a guy who was going to let me do this, then I'll never have to seem him again after that. It was ab Читати далі
My first experience. Getting used.
He was an older boy from the neighborhood. A little rough, a bit of a bully. Somehow, I found myself alone with him out between some houses. When he made lewd advances, I didn't resist that much, maybe out of fear. Maybe I was curious, maybe I was horny. Somehow, I found myself on my knees in front of him. He had taken out his cock. I remember how my eyes seemed glued to it. How it swung as he moved. Somehow, it was arrousing. I remember him taking his cock by the base and shaking it at me. I remember his thick, dark, dense mound of pubic hair. His other hand on the back of my head, moving m Читати далі
My True Beginning
When i was a young boy, my busy parents started sending me to my aunt and uncle's lake house for the summers so they didn't have to deal with me. My aunt babysat me during the summers starting after the 1st Grade. My Aunt and Uncle became my second Mommy and Daddy. My aunt was a smoker and the only smoker I knew. I was always staring at her smoking and wanted so badly to be like her. When I was 12 my aunt started to leave me alone at the house while she would run errands. One morning right after she left I snuck a pack of cigarettes from where she kept her carton of virginia slims went into th Читати далі
"Dressing up"
*Inspired by Monica and Vanessa I think I was in the second, maybe third grade that first time. I had an older sister very much into fashion, make up and designing. Her room always had a scent of perfume and was filled with all sorts of girly clothes and accessories. I don't know why, but I remember always being drawn to it. Wanting to go in and look around and touch things. I wondered what they felt like. Girls were so pretty, so feminine and always looked so cute. I wanted to feel that way, too. It was just curiousity. I remember being excited and searching through her dresser looking for Читати далі
Crossdressing fun
I don't get to dress regularly anymore but when I was single I dressed everyday. I was in graduate school at the time and every day when I came home the first thing I did was to take off my yucky male clothes and put on pantyhose or panties and a bra. Then I'd put my wig on and pick something out to wear for the evening. Topped it all off with lipstick and some sexy heels or boots and I was ready to make dinner. Thinking back, I had more women's clothing then men's clothing! After dinner I'd clean up and get ready for the evenings activities. It was the mid 90s and internet porn was becoming Читати далі
Things I need to hear as a sissy faggot.
CHERRI'S SISSYGASM TIPS
Cherri's advice Thought I'd share some tips with y'all , as I get asked a fair bit about achieving a hands free prostate orgasm and how to do it right. So here goes... 1. Preparation The right set up really is key, It's not just about getting in the right mood. You are about to put objects in places you are maybe unfamiliar with. This can be painful and messy if not fully prepped first. So ALWAYS make sure you are clean first, have a long bath, shave the places you like being smooth best. Personally I like to really get in the girly mood, and use feminine bathroom products, Читати далі
Second date with Juan
Date with Josh
Why am I a sissy?
My journey to being the best sissy gurl I can be is far from complete. It's taken me many years to even get where I am, and I can see I've still got a long way to go to achieve the personal successes I want to achieve. I'm not sure I started off as a sissy. I think I was a typical boy, I fancied girls, but I was always as interested in their femininity as I was them. I started cross dressing way before I was a teenager, and like most boys who dress up, I would masturbate. Of course, after I'd cum, what turned out to be typical feelings, shame etc, would made me take the clothes off and swear Читати далі