Fantasizing a missed opportunity

[tributeb20]

A few years ago I started dating a young girl. I was her first boyfriend. She was a truly virgin. I always had a huge desire for her, but there was a problem: my cock is small. Since we had to see each other in secret most of the time, we didn't have a place to explore our relationship and get to the penetration. In fact, I was always afraid of getting to penetration because of my small dick. I always played with her pussy but I didn't let her touch my dick out of embarrassment.

She was very naughty, we played in public places like emergency stairs and she always got very wet. I even asked her what her desires were and she said she felt like having sex with two people one day. We dated for about 3 years and, believe it or not, we never got to penetration. I took advantage of her body during oral sex but I only let her touch my dick a few times, most close to the end of our relation. Not even a blowjob. We tried penetration once but because I was nervous about getting caught I couldn't continue.

At the time she was already a hottie, everyone wanted her. Skinny, white, dark hair, delicious breasts, a angel face but deep down a real slut. We broke up and I couldn't fuck her. My biggest regret. If you could see how wet she got just from kissing...

To this day I have a huge desire for her and after I found out she started dating again I started masturbating myself imagining her having a real big dick fucking her, doing everything she couldn't do in the 3 years we were together, ridiculing the fact that she dated a guy for all that time without even having fucked her. Everytime I see a photo of her in a party or with some guy I already start to jerk a lot. How I wish to get her again only to tell her I need to see she fucking big guys.

I have her nudes and some photos and I end up sharing them on some sites so that several guys can see her wanting her and I end to masturbate myself. This happens a lot in these years. How I would love to see her fucking, that wonderful face receiving so much pleasure. Just writing this makes me almost cum.

Does anyone have a similar story? Or any comments to talk about this? Any question? I've always wanted to tell about this story but never found a place, until now.

[armyguyot1]

Welcome to the forum tributeb20. We would require her permission to post pics on this site.

[Suedostbaier]

i would say the opportunity was not a real opportunity...the loss is not a real one, because you lost nothing. Only a chance...but take a chance here - perhaps you can find a hottie. This is a real chance...and you had a real chance - what makes the difference?

[tributeb20]

i would say the opportunity was not a real opportunity...the loss is not a real one, because you lost nothing. Only a chance...but take a chance here - perhaps you can find a hottie. This is a real chance...and you had a real chance - what makes the difference?

In three years? That's a lot. I doubt there's anyone who didn't do anything with his girl in so much time. But anyway, it's a fantasy now.

[hornyguy90]

A few years ago I started dating a young girl. I was her first boyfriend. She was a truly virgin. I always had a huge desire for her, but there was a problem: my cock is small. Since we had to see each other in secret most of the time, we didn't have a place to explore our relationship and get to the penetration. In fact, I was always afraid of getting to penetration because of my small dick. I always played with her pussy but I didn't let her touch my dick out of embarrassment.

She was very naughty, we played in public places like emergency stairs and she always got very wet. I even asked her what her desires were and she said she felt like having sex with two people one day. We dated for about 3 years and, believe it or not, we never got to penetration. I took advantage of her body during oral sex but I only let her touch my dick a few times, most close to the end of our relation. Not even a blowjob. We tried penetration once but because I was nervous about getting caught I couldn't continue.

At the time she was already a hottie, everyone wanted her. Skinny, white, dark hair, delicious breasts, a angel face but deep down a real slut. We broke up and I couldn't fuck her. My biggest regret. If you could see how wet she got just from kissing...

To this day I have a huge desire for her and after I found out she started dating again I started masturbating myself imagining her having a real big dick fucking her, doing everything she couldn't do in the 3 years we were together, ridiculing the fact that she dated a guy for all that time without even having fucked her. Everytime I see a photo of her in a party or with some guy I already start to jerk a lot. How I wish to get her again only to tell her I need to see she fucking big guys.

I have her nudes and some photos and I end up sharing them on some sites so that several guys can see her wanting her and I end to masturbate myself. This happens a lot in these years. How I would love to see her fucking, that wonderful face receiving so much pleasure. Just writing this makes me almost cum.

Does anyone have a similar story? Or any comments to talk about this? Any question? I've always wanted to tell about this story but never found a place, until now.

That's hot. Why did you and her break up? She talked about other guys with you?

[tributeb20]

That's hot. Why did you and her break up? She talked about other guys with you?

Maybe she was tired of not having sex for all this time. Before we broke up, she went on a trip and apparently met a guy, and soon after that we broke up. Maybe she had something with him on that trip, I know they got really close after that.

She didn't talk about other people with me, because I was really jealous.

[joel68]

Possibly on her trip she got fucked really good. That would be a logical explanation.

[wulfenus]

Did you date my wife ? haha, ok only half kidding, but this stuff happens. My wife managed to stay a virgin until she was 20. She had sex with her boyfriend, he was 26, and they did it 3 times ... over 6 months! I asked her what was going on with him? She didn't know, she said she was raring to go ! His family moved away, and he decided to go with them. They kept in touch for years, but she said - I wasn't going to wait for him.

[tributeb20]

Possibly on her trip she got fucked really good. That would be a logical explanation.

Maybe. He would have a big cock and probably she loved to prove it and have a real nice sex.

[tributeb20]

Did you date my wife ? haha, ok only half kidding, but this stuff happens. My wife managed to stay a virgin until she was 20. She had sex with her boyfriend, he was 26, and they did it 3 times ... over 6 months! I asked her what was going on with him? She didn't know, she said she was raring to go ! His family moved away, and he decided to go with them. They kept in touch for years, but she said - I wasn't going to wait for him.

Maybe he had the same problem I have? But at least they fucked in these 6 months. I got 3 years and nothing.

[hornyguy90]

Maybe she was tired of not having sex for all this time. Before we broke up, she went on a trip and apparently met a guy, and soon after that we broke up. Maybe she had something with him on that trip, I know they got really close after that.

She didn't talk about other people with me, because I was really jealous.

Probably she proved a real dick and had an intense sex with him for the first time. Crazy to think a lucky guy fuck a virgin girl who was dating for 3 years. She tried to handjob or blowjob you in all these years?

[tributeb20]

Probably she proved a real dick and had an intense sex with him for the first time. Crazy to think a lucky guy fuck a virgin girl who was dating for 3 years. She tried to handjob or blowjob you in all these years?

I hope so. I would love to see this guy fucking her so hard for the first time. She did a few handjob but close to our broke. She asked one time to do a bj but I didn’t let. How I would love to see she doing a bj, having a cock on her mouth.

He’s had a great chance, a virgin girl with a lot of desire.

[hornyguy90]

I hope so. I would love to see this guy fucking her so hard for the first time. She did a few handjob but close to our broke. She asked one time to do a bj but I didn’t let. How I would love to see she doing a bj, having a cock on her mouth.

He’s had a great chance, a virgin girl with a lot of desire.

This is totally insane. I imagine her being so eager to put a dick in her mouth. Lucky guy. She must have been sucking him all night.

You mentioned the emergency stairs, there's something more? Anything in public? She seemed to be pretty naughty back then.

[tributeb20]

This is totally insane. I imagine her being so eager to put a dick in her mouth. Lucky guy. She must have been sucking him all night.

You mentioned the emergency stairs, there's something more? Anything in public? She seemed to be pretty naughty back then.

She must have been thrilled to have held a big dick for the first time, imagining that she could have had it for a long time.

A few times I sucked her off on the emergency stairs of a shopping mall and masturbated her in a more hidden spot in a park. She apparently liked those naughtier things. Can you imagine what she doesn't do today?

[re556]

A few years ago I started dating a young girl. I was her first boyfriend. She was a truly virgin. I always had a huge desire for her, but there was a problem: my cock is small. Since we had to see each other in secret most of the time, we didn't have a place to explore our relationship and get to the penetration. In fact, I was always afraid of getting to penetration because of my small dick. I always played with her pussy but I didn't let her touch my dick out of embarrassment.

She was very naughty, we played in public places like emergency stairs and she always got very wet. I even asked her what her desires were and she said she felt like having sex with two people one day. We dated for about 3 years and, believe it or not, we never got to penetration. I took advantage of her body during oral sex but I only let her touch my dick a few times, most close to the end of our relation. Not even a blowjob. We tried penetration once but because I was nervous about getting caught I couldn't continue.

At the time she was already a hottie, everyone wanted her. Skinny, white, dark hair, delicious breasts, a angel face but deep down a real slut. We broke up and I couldn't fuck her. My biggest regret. If you could see how wet she got just from kissing...

To this day I have a huge desire for her and after I found out she started dating again I started masturbating myself imagining her having a real big dick fucking her, doing everything she couldn't do in the 3 years we were together, ridiculing the fact that she dated a guy for all that time without even having fucked her. Everytime I see a photo of her in a party or with some guy I already start to jerk a lot. How I wish to get her again only to tell her I need to see she fucking big guys.

I have her nudes and some photos and I end up sharing them on some sites so that several guys can see her wanting her and I end to masturbate myself. This happens a lot in these years. How I would love to see her fucking, that wonderful face receiving so much pleasure. Just writing this makes me almost cum.

Does anyone have a similar story? Or any comments to talk about this? Any question? I've always wanted to tell about this story but never found a place, until now.

I had a very similar experience, but on the opposite side.

I was young and ended up dating an older guy. My first boyfriend. I thought he would be more experienced and would guide me in my discoveries. I got extremely excited when he started touching me when we were in bed at night and let things go slowly. Once I tried to touch his dick and he wouldn't let me. I thought it was just nervousness until the situation happened again on other occasions. I loved that he always took the initiative in oral sex, but I wanted to try giving him oral sex too.

We stayed like this for about 2 years. After much insistence, he let me masturbate him over his pants and after a while he let me touch his dick. It was a small dick, I could jerk off holding it with two fingers, but until then it was okay, since it was my first one and I had no idea about things. I also remember that he had phimosis. But the sensation of touching a dick directly pleased me. I tried to give him oral sex, but he also avoided it.

The time we tried to have sex, I tried to go on top, but his dick didn't fit at all because it was small, and we ended up not doing it. We spent a few more months like that until we couldn't get along anymore and we broke up. At the time, I was frustrated and ended up having my first time with another guy after our breakup, and I had understood that it would never work out with my ex because he wouldn't be able to satisfy me sexually.

Reading this topic, I started to see the other side of things, and I remember a time when we were talking and he asked me if I had found some guys who were traveling with us attractive while he was jerking off, and I realized that he wanted to see me having pleasure too.