This is a confession of how I sold myself to an older woman for sex.

I was at a hotel bar on (in my mid-twenties) and struck up a conversation with a very attractive woman who was (my guess) around 50 years old. She was in town on business and we spent several hours just chatting and really hitting it off. She asked me what I did for a living, and with the drinking and the fact that I actually didn’t do anything for a living at the time I bullshitted her and told her that I, “made a living by pleasing women.”

She asked me what I meant by that, but I just played it coy and talked around it because I was BSing her and just wanted to see how she’d react. So, she comes out and asks, “So, what would you charge a lady to please her?”

I answered that it didn’t work that way…that if we hit it off and had a relationship that ..you know. There are gifts and such.
Well, anyways, a little while later she buys two glasses of wine and hands me one and asks if I want to come up to her room and finish the glass of wine with her. We go up to her room and immediately start making out. She tells me she doesn’t really want to kiss, but wants me to please her. At that point, she pulled down her undergarments, leaned back in the chair in the room and smiled. SO, I did what she wanted and just dropped on my knees in front of her and gave her head. She was actually kind of abusive in grabbing my head and graphically telling me what to do. It got kind of nasty but I didn’t care because it was such a huge turn on for me to be basically dominated by this woman.

After she came, she told me to stand up and take my clothes off, so I did. She gave me head till I was about to lose it then took me to the bed and gave me hand job to finish me. We fell asleep for a while, then I woke up and she was stroking me again. She got on top and took me into her and whispered in my ear that she believed me. Then she said, “Ok, finish me again” and rode my face talking dirty again.

Anyways, A little while later she got out of bed and took some money out of her purse and put it into my pants pocket on the floor. When I got back to my room in the morning I discovered she’d paid me 200 dollars. It is a memory that I’ve been conflicted about, but I’ve decided I’m not ashamed. To think about it now, that experience of selling myself to an older woman for sex is really exciting and erotic.

I have a huge crush on a girl!

She is in my school I got a crush on and she is really cute and sexy but the problem is that I don’t know her and I’m really shy to talk with girls which is a big problem in my life.

It was one day in school I saw this girl were sitting some meters away from me when we were eating lunch and I couldn’t stop watching her so everday I was waiting for her come to the lunch so I can watch her.

Everyday I’m sitting on a window and looking out in the morning and see her walking towards the school and I can’t stop look at her and think about her….

Everyday I want to confess or try become a friend with her.

I’ve liked her for ‘one year’ now and still can’t talk to the girl.

So before the summer I decided to confess to her but I will probably fail :c

But guys/girls do you got any ideas I can do?

I really like this girl! Don’t know how to go about this “crush on a girl” thing! I am falling for her.

I was reading the story about the sixteen old who was seduced, and thought that I would share my experience – my first ever gay experience. I had an older neighbor who was divorced, and he was a nice guy, and the two of us would talk, and we got along pretty good. One day he asked me if had any girlfriends, and I said that I didn’t right then. He smiled and asked me if I was close to any of my guy friends, or if I occasionally liked being with another guy. Of course I was kind of embarrassed and said, no, and told him that I wasn’t gay. He said that he knew that, but just thought that maybe I enjoyed some fun with another guy sometimes. He told me how he liked that sort of thing from time to time and was very casual about it.

Well, I was curious, and I supposed it showed. After that, we kind started to be sort of chummy with one another. We would put an arm around behind each other’s waist and we hugged a couple of times, just in a friendly way. I sort of liked doing that, and so did he. One day when I was over at his place, we did a friendly hug, and he chuckled and told me how it was giving him a hard on. Then he asked if it was giving me one. I sort of shyly admitted that it was a little bit. So he suggested that we go into his bedroom and get naked so we could enjoy it. We did that, and it was fun being naked and erect together, and getting to actually touch and play with each other’s boner. We fooled around for the better part of an hour, and jacked each other off. Well, that felt really good, of course.
The next week we got together, and he asked if I wanted to fool around some more. I was all for it. So we got naked together, and we tried having a little oral sex and sucked on each other, and I found that very exciting. He calmly asked if he could stick his dick in my butt and fuck me. I wasn’t too sure about letting him do that, but I said that I would try it. He put on a condom and got up behind me, and eased his hard penis into my butt. His penis wasn’t very large, although it had a really big head on it. I expected it to hurt, but he was quite gentle, and he got it in me with no problem. I found that unbelievably exciting when he started to fuck me, and it made my penis super hard! He fucked me for maybe five minutes and then when he started coming in me, I got really excited and I ejaculated. I had never been that excited in my whole life before! That was my first ever gay experience.

I had sex with him a number of more times. It was secret and fun, and I had no regrets about it what-so-ever. Good memories.

My sister and I have always been close, as we are only one year a part in age. I guess that is why it never really struck me as weird that we did a lot of sexual experimenting as kids together. After all, don’t all young kids play around and play house and what not? She and I had always had our little games, from the time we were little kids. I would show her mine, she would show me hers, and it was really quite innocent. The thing is, usually as kids grow older these things stop and they realize it is wrong. With my sister and me, things were different.

When we became teens, I used to fantasize about her while masturbating. This I know was definitely weird but I could not help it. I was sexually attracted to my sister, and I had to deal with it everyday. I think she knew, and she would walk around the house in her little panties, change in front of me, and somehow in my mind, I thought maybe she was teasing me into doing more than what we had done as children. One night when we were home alone and I was studying for a test, she came into my room. When I looked up I almost fainted, as she was standing there completely naked. She smiled at me and asked me if I wanted to play around the way we used to.

I knew it was disgusting and wrong but she was so sexy, my cock was getting hard. She came over, sat next to me on the bed, and then unzipped my pants. She reached in and pulled my cock out, which was much different from the last time she had seen it. I was a man now, not a boy. She looked delighted and I didn’t know what was going to happen next but that is when my sister gave me a handjob. Everything in my head was telling me to stop and that it was wrong, but the more she stroked my cock, the less control I had. In an instant I was shouting, “I’m gonna cum” and  to my further surprise, she went down on me, put my cock in her mouth and swallowed every last bit of my cum.

I’ve had a rape fantasy pretty much since I became sexually active when I was 18. I became involved in the BDSM lifestyle about the time I became sexually active. Most of my relationships have had some element of power play or at least rough/kinky sex with older men.

I recently started talking to a “friend” I met on Ashley Madison affair site in Vancouver. He is married, 19 years older than me but yet I find him attractive. I’m not sure how we got on the topic but I did share my rape fantasy with him. He seemed very curious as he is a dom but his wife wouldn’t participate into anything like that. We talked about it a lot. A few days later we got to talking about it over Ashley Madison chat and he asked me to share some details. So I did. I told him what my fantasy is, I told him how I want it to play out. After hearing all these, he said he’d be willing to work with me on this fantasy.

Here is the plan: He gave me three possible days (without telling me exactly what day) in which he’ll be waiting for me as well as a time I need to be home by. We’ve talked about do’s and don’ts. We’ve set up a safe word. We’ve agreed he can use a knife or a pair of scissors to cut off my clothing, but no blood. He’s going to gag me with my panties so I can still force the safe word out if I need to. Moderate forced oral is okay but if it goes well he will throat fuck me, but not to the point of puking. He’s allowed to tie my hands or use duct tape. Light face slapping, biting, hair pulling is allowed. Talking dirty like “little whore” or “dirty slut” was allowed. I’m allowed to put up an essentially fake fight, but if I genuinely hurt him in the process we will stop. He’s allowed to finish inside me since I’m on birth control. But he also had the option to finish on my face of body. That part will remain a surprise. After he finishes, he will leave.

Can’t wait for this to happen!