I have been with my boyfriend almost 2 and a half years and have cheated on him with 4 different guys. When I got with my boyfriend at 15, I absolutely fell in love with him. I cheated for the first time 3 days after we made it official. I regretted it and didnt cheat for the second time until a year and two months later. I was waiting on my bus when a grown man approached me asking if I had a lighter. I was 16 and had never smoked. I told him I didn't smoke and a huge smile stretched across his face. He asked me what I get into. I said nothing much. He then said "I bet you be fucking plenty hoes with a big ass dick in them pants". My eyes WIDENED because I would've never suspected this man was gay. And he looked like he was my parents age. I started to laugh and said nope. Then he pulled out his phone and showed me a picture of his dick and I'll never forget thinking that was the biggest dick I ever saw. Too big to be real. Honestly. It looked like he got it off line. I don't know how but he talked me into taking a walk with him. We ended up at a hotel and sucked each other off in the hotel. It was the second time I cheated and I didn't know WHAT to do. I told myself never again and blocked his number. Two months later, I texted him. Coincidentally He had moved around the corner from me and my boyfriend. That night, he penetrated me with that porn star dick. It hurted. But he was amazing at fucking. He was 14 years OLDER than me. 30 and I was 16 and he knew exactly what he was doing. I didn't cheat again until June. A man I met on craigslist. I had just turned 17 and he was 34. He was the BEST. Hands down. Then When I moved away to college, a really really lame guy from high school that I NEVER associated with became a good friend of mine. One night that my roomate went home, I called my friend over to spend the night. We started talking about shaving and porn and stuff. I always sleep in my underwear so I was basically naked. The more and more we talked, the harder my dick got. He was standing over me and I just pulled back the cover and snatched down my underwear. He was so amazed by how big it was. He and I had sex 3 times . None compared to the last time though when I fucked his throat and he kept sucking harder and harder and I exploded with my dick deep in his throat and he swallowed and sucked at the same time. But I feel really embarrassed to know I did anything with. I rather it have stayed adult strangers.

I have been with my boyfriend almost 2 and a half years and have cheated on him with 4 different guys. When I got with my boyfriend at 15, I absolutely fell in love with him. I cheated for the first time 3 days after we made it official. I regretted it and didnt cheat for the second time until a year and two months later. I was waiting on my bus when a grown man approached me asking if I had a lighter. I was 16 and had never smoked. I told him I didn't smoke and a huge smile stretched across his face. He asked me what I get into. I said nothing much. He then said "I bet you be fucking plenty hoes with a big ass dick in them pants". My eyes WIDENED because I would've never suspected this man was gay. And he looked like he was my parents age. I started to laugh and said nope. Then he pulled out his phone and showed me a picture of his dick and I'll never forget thinking that was the biggest dick I ever saw. Too big to be real. Honestly. It looked like he got it off line. I don't know how but he talked me into taking a walk with him. We ended up at a hotel and sucked each other off in the hotel. It was the second time I cheated and I didn't know WHAT to do. I told myself never again and blocked his number. Two months later, I texted him. Coincidentally He had moved around the corner from me and my boyfriend. That night, he penetrated me with that porn star dick. It hurted. But he was amazing at fucking. He was 14 years OLDER than me. 30 and I was 16 and he knew exactly what he was doing. I didn't cheat again until June. A man I met on craigslist. I had just turned 17 and he was 34. He was the BEST. Hands down. Then When I moved away to college, a really really lame guy from high school that I NEVER associated with became a good friend of mine. One night that my roomate went home, I called my friend over to spend the night. We started talking about shaving and porn and stuff. I always sleep in my underwear so I was basically naked. The more and more we talked, the harder my dick got. He was standing over me and I just pulled back the cover and snatched down my underwear. He was so amazed by how big it was. He and I had sex 3 times . None compared to the last time though when I fucked his throat and he kept sucking harder and harder and I exploded with my dick deep in his throat and he swallowed and sucked at the same time. But I feel really embarrassed to know I did anything with. I rather it have stayed adult strangers.
20

Next post in 20s

Will redirect automatically

This confession was shared anonymously on i4giveu.com

More from 'Adultery' category

we are More than have been just friends holly I've been married 28 years and even though my husband and I still have s** fairly often I found myself masturbating frequently when he is away. He has a very good job but travels around the country and often overseas a few times a month, sometimes for a week or more. My two children are both married and both live quite a distance away. I go to the clubhouse and pool two or three days a week and became friendly with Neil. He is 69 years old but he has a great personality and is fun to be with. My husband knows him well also but has no knowledge of how my relationship with Neil has transpired. I still have a nice enough figure to wear a two peice bathing suit and still like how men look at me. It was just over a year ago the first time I let Neil give me a massage. The first half dozen times I was in my bathing suit but once I became comfortable with him touching my body he slowly talked me into removing my top. Then he suggested I only wear a towel and for some reason I had no embarrassment of him seeing me nude and massageing my entire body. Once the nude massages began it led to him masturbating me each time and I only reacted by having intense o******. I actually expected him to pursuade me to have s** with him but after awhile he confided in me that he was impotent. As is now he massages me about 8 or 10 times each month and I am totally at ease with the way he sees and touches me. He sees me naked more than my husband does and yet I feel no guilt by letting him not only massage but also m********* me. When my husband is home he not only sees Neil often but we actually go out to dinner together. I doubt my husband suspects anything because of Neils age and also his appearance since he is not a very handsome man. My husband seems to like him very much and sometimes suggests we have Neil come for dinner. I have offered to m********* Neil many times and have held his p****. He said he has tried v***** a few times but that has no effect ever since he had prostate cancer a few years ago. Even though he can't get an erection he still tells me how much he enjoys looking at me naked, touching my body and satisfying me.

we are More than have been just friends holly I've been married 28 years and even though my husband ...