I am 23 years old living in Portland, Oregon. I was an escort at 18 making 500-1500 a day depending on the time and what the client wanted. I only did it for 6 months but those 6 months were the lowest point of my life. I was kicked out of my house with no money, no places to live. I was desperate to get myself together and survive the real world. So I became an escort. I heard from my friends how escort lifestyle was fun and glamorous, but I had no idea how much I was hurting myself. I would get drunk or high before any “date” and would silently cry during the dirty deed. I would only think about the money. I hated how addicting the money was, but I just kept giving myself away to these dirty men who didn’t understand and didn’t care about what I me. I still cannot forgive myself for those few months of escorting and I don’t think I ever will. I regret everything about being an escort. I’m with my boyfriend now of 2 years and he has no idea what I’ve done and I could never tell him. What hurts me the most is how amazing he is and how much he loves me and how perfect he thinks I am. I completely disrespected myself and my body. I feel dirty all the time. I wish I was not an escort.

I’ve been having sex with my little step-sister for years. I know its so tabooed in our society but that was the appeal of it. It started with me getting her naked in my room when she was about 18 to pose for me while I jerked off and came on her face or ass. I started touching and licking her not long after, and showed her how to give me blowjobs. This went on for a couple of months, before I started lubing my cock and having anal sex with her, while she rubbed her little pussy.

We were in collage at this point, and would have friends over regularly. One night a good friend was staying over and we were watching my sister for the night because my parents were out. He wanted to watch a porno he stole from his brother but I said I had something better and called my sister into my room. I told her to get naked and to play with herself for us. At first my friend was nervous, but when I put my cock in her mouth he started jerking off. I told my sister to suck my friend and she knelt on the floor and he started getting his first blowjob, from a 19 year old girl. He came in a few minutes, and I bent my sister over the couch and pushed my lubed cock into her tight ass. I pumped a few times to show my friend how fast to go and whst to do while he put some lube on his dick and then I pulled out so he could assfuck my little sister. I sat on the couch and moved her mouth onto my cock. We filled her for a few minutes before he blew his load across her back and I sprayed cum on her face.

We gave her a bath to clean her up, and my friend got his dick sucked again while she bathed. We did many other things with her since, but she’s 21 now and has a boyfriend so we don’t fuck as often.

This happened when I was younger. There was this really good looking blond boy who all of the girls were wild about. He lived close to where I did, and we sort of knew each other because of that. One day, having nothing else to do, the two of us decided to go up to this wooded area not too far from where we lived. There was this small creek, and it was summer and quite warm. We took our shoes off to put our feet into the water.

While we were sitting there, he remarked on how good it would feel to take our clothes off, poitning out that there was nobody around to see us. I agreed, so we took our clothes off and got naked. It did feel good and it was daring and fun doing that. As we sat there, he started to get an erection. His penis became stiff and stuck up, quite large and pink. He just grinned modestly and I did too, and I started to get an erection, as well. Since there was nobody around, it was fun getting hard together. He reached over to feel mine, so I felt his. It was exciting actually getting to feel another guy’s hard dick, and I didn’t mind his hand being on mine. So we played around with each other a little and we did some friendly naked hugs. Then he got behind me and started rubbing his hard dick between my buns. I laughed. The next thing I knew, he was putting some saliva on the end of his boner, and then I felt him pushing the swollen tip against my butt hole and actually going in a little ways. He began jabbing at me, and I didn’t quite know what to do, only the sensation was making my boner enormously stiff, I can tell you! Then he grunted and ejaculated in me. I was masturbating my erection and that made me come.

Afterwards, he just laughed and said how good that had felt. I was kind of put out, because basically I had just been raped. After I went home, still feeling a little tender, I thought about it and it started gettingme turned on, and I jacked off. I got together with him a number more times that summer, but a little more prepared and enjoyed our friendship.

Saturday turned out better than expected … I bought my wife new sexy lingerie from la vie en rose at the Pine Center Mall, as her “boyfriend” said that drives him wild. When he arrived she answered the door, wearing a short skirt, just below the panty line with a tank top to show him off her sexy body. I never met him but wife had fun with him and shared many pictures of her having fun with him. So I knew the guy but didn’t know the guy at the same time.

He at first looked a bit shy and worried – after all they only had fun in my absence before. This is the first time with me there. But then when she kissed him, that flustered look changed to a smile. When she introduced us, he was very friendly and shook my hand vigorously and said let’s cut to the chase, you like to watch other men with your wife? I answered yes. He then said, well, we’ve decided, (referring to my wife) that you’ll not only watch, but you’ll be on duty for us, serving. At first I thought no way, but then what the hell let’s see where this takes us. So I said, why we don’t start with some drinks, offering them the cocktails I’d just prepared, they both laughed & went to sit at our living room.

I put some music on and told them I’ll be in the kitchen if they needed anything. When I returned with a tray of snacks, she was rubbing his shoulders from behind asking me to get some lotion as he’s stressed from being on the road all day. So I smiled and said, you know what’s the best medicine for stress? Yep, you’re right, and with that swooped her up and asked me to show him where the bedroom was. Immediately, my heart started pounding and my dick started to swell. He looked at me, said, are you sure about all this? Can you watch another man fucking your wife? I replied are you? My wife feeling the tension said babes, why don’t you fix us some more drinks, then come and join us.

When I returned, she had his impressive cock out and was crouched over him so he could lick her pussy. I just stood there dropping my shorts. Within a few moments off loaded on the tiles. I sat on the chair and started stroking again just as she sat on him, she took him full length and started moaning immediately while never taking her eyes off me. Within minutes we all climaxed. I said, well that’s the type of stress relief I’m talking about. I left the room, giving them some alone time. I served, watched, cleaned up the rest of the afternoon/night, before passing out on the couch. All in all, a great way to explore my new cuckold experience, and it seems he’s getting used to his role in all this.

Can’t wait for my next cuckold experience with him.

My cousin and his 18 year old girlfriend came over for some drinks, we decided to have a little party, just the 4 of us. At about 2 am I went upstairs and passed out. At about 4 am I was sexually awoken. As my hands where playing with some breasts, while spooning and I realized they were not my wife’s but my cousin’s girlfriend. This girl was younger and about 110lbs, she was so sexy and tiny you would’ t believe she was 18, That’s what was so hot.

Mike’s (my cousin) girlfriend Ashley somehow came into my bed and was now naked wearing just a thong pressing her ass into my cock. Sleeping away. In my drunken state I was trying to figure out what was going on, where was my wife? and my cock started to betray me. It started getting harder and harder.

I was still very drunk and my head was cloudy. I Was 27 and been with my wife for 7 years. Never thought of cheating, and I no know that If it presented itself I am weak. I never thought I would cheat on my wife, but I knew I would take the risk if opportunity presented itself.

I pulled down her thong to the side and slid my cock into her wet pussy. She pushed back with a drunken passed out moan. Truthfully I wasn’t sure if she thought I was her boyfriend or not. I didnt care, I sunk my hard cock deep into her smooth tight pussy. It felt amazingly different then my wifes. I rolled her over onto her stomach and started pumping her hard. She woke up moaning. She was telling me to fuck her hard and cum in her pussy, and thats what I did. pulled her tight and came harder than I have ever cummed. I rolled off her and after a few seconds she said “your not Mike” I said and “your not my wife” she then proceeded to clean my cock with her mouth and got me hard again and climbed on and road my cock to another orgasm.

After this she went into the spare bedroom and joined her boyfriend. I got up to check on my wife and she was passed out on the couch. In the morning we all woke up and they left, before leaving I said “nice meeting you”

She is now the mother of his child (not mine, timing is way off) and the are no longer together but for 5 years I have hide this secret. I kept the secret that I cheated on my wife with my cousin’s girlfriend! Thinking about that night still gets me hard.

Never Cheated again, in 5 years.