So here goes my story...
Where do I start?
Well, let me start from my school days. I was a slim caucasian introvert dork back then (and still am). I was an average student. I had a crush on this girl who studied in my sister's class. She was very beautiful so obviously I thought she was way out of my league. I masturbated thinking about her. School was about to get over and I wanted to lose my virginity so bad due to hormones and also peer pressure. I didn't have luck with girls eventhough I was a nice guy. There was this African American girl in my sister's class and she was also in the neighborhood. She wasn't pretty looks wise, you can call her ugly, but seemed to be an easy option as I was desperate to lose my virginity. I was looked at like a loser once the news spread that I had sex/lost my virginity with her. That was the last time I had sex. It was just a mere accomplishment of entering a vagina. Anyway, I moved on, went to college and focused on my career and had no relationship.
Fast forward 10 years: I was still single. My sister got married and has kids. That African American girl turned out to be a crackwhore.
I was still fapping to porn (threesomes, milfs, cuckold, voyeur, you name it) and also to my crush's pics on FB as I was in her Friend list but didn't message her. 3 months ago, she had posted a couple of posts/comments on her breakup (She had dumped her alcoholoic bf) and wanted to settle down for good. I was also fedup without a relationship and wanted to settle down. I thought it might be a good idea to try my luck. I called up my sis to get my crush's ph no but my sister told me that she wasn't in touch with her but had heard that she broke up recently... duh. She told me that I should try my luck somewhere else as she was very choosy and wouldn't choose me. I didn't listen to her advice and I tried my luck and messaged my crush, and the conversation led to coffee and a date.... and we found a great connection. We were falling for each other in no time. I was desperate for sex, so when the topic came up last week, she told me that she was on her periods and agreed to give me a hand job that night. Boy oh boy it was great.
However fate seemed to have some other funny ideas. She left town to visit her sick grandmother, and later that day I met my school time bully who had moved back to town after being in some other state. He wasn't exactly a bully but he was cocky with a bad attitude, and we sure weren't friends in school. And there was this news in our friends circle that he was bedding married women. A quick Hi at the local bar turned out into a friendly chat. He was still that cocky guy but was friendly as it had been years to still keep a grudge on.
That night I received texts from my girlfriend on how she misses me and loves me and was planning for a sexual weekend with me when she returns. However my fantasies took over me and I spent the night fantasizing my girlfriend being fucked by the bully. I raced to fap to her FB pics where she poses with her ex but she had deleted them and I though the deletion meant she was serious about me. But I couldn't help but fap imagining her with the bully.
For the last two days I could do nothing but imagine her cuckolding me with the bully. Now I'm in a dilemma and have these choices.
Just continue a normal relationship with my girlfriend and have a sexual weekend - which I'm kind of not excited about right now and I don't know why even though I find her very hot
Or
2. Tell my girlfriend about my sexual fantasies and see how things progress
Or
3. Tell my bully to pursue my girlfriend and share the details of encounters secretly with me- This excites me a lot but don't know whether he would agree but I'm sure he would like to bed my girlfriend. But I'm not sure whether she would do things behind my back.
Or
4. Just tell them both about my fantasies and see how things progress.
Eventhough I'd love to have sex with her, the fantasy of being cuckolded by her fascinates me a lot. I would rather let the bully mount her
Where do I start?
Well, let me start from my school days. I was a slim caucasian introvert dork back then (and still am). I was an average student. I had a crush on this girl who studied in my sister's class. She was very beautiful so obviously I thought she was way out of my league. I masturbated thinking about her. School was about to get over and I wanted to lose my virginity so bad due to hormones and also peer pressure. I didn't have luck with girls eventhough I was a nice guy. There was this African American girl in my sister's class and she was also in the neighborhood. She wasn't pretty looks wise, you can call her ugly, but seemed to be an easy option as I was desperate to lose my virginity. I was looked at like a loser once the news spread that I had sex/lost my virginity with her. That was the last time I had sex. It was just a mere accomplishment of entering a vagina. Anyway, I moved on, went to college and focused on my career and had no relationship.
Fast forward 10 years: I was still single. My sister got married and has kids. That African American girl turned out to be a crackwhore.
I was still fapping to porn (threesomes, milfs, cuckold, voyeur, you name it) and also to my crush's pics on FB as I was in her Friend list but didn't message her. 3 months ago, she had posted a couple of posts/comments on her breakup (She had dumped her alcoholoic bf) and wanted to settle down for good. I was also fedup without a relationship and wanted to settle down. I thought it might be a good idea to try my luck. I called up my sis to get my crush's ph no but my sister told me that she wasn't in touch with her but had heard that she broke up recently... duh. She told me that I should try my luck somewhere else as she was very choosy and wouldn't choose me. I didn't listen to her advice and I tried my luck and messaged my crush, and the conversation led to coffee and a date.... and we found a great connection. We were falling for each other in no time. I was desperate for sex, so when the topic came up last week, she told me that she was on her periods and agreed to give me a hand job that night. Boy oh boy it was great.
However fate seemed to have some other funny ideas. She left town to visit her sick grandmother, and later that day I met my school time bully who had moved back to town after being in some other state. He wasn't exactly a bully but he was cocky with a bad attitude, and we sure weren't friends in school. And there was this news in our friends circle that he was bedding married women. A quick Hi at the local bar turned out into a friendly chat. He was still that cocky guy but was friendly as it had been years to still keep a grudge on.
That night I received texts from my girlfriend on how she misses me and loves me and was planning for a sexual weekend with me when she returns. However my fantasies took over me and I spent the night fantasizing my girlfriend being fucked by the bully. I raced to fap to her FB pics where she poses with her ex but she had deleted them and I though the deletion meant she was serious about me. But I couldn't help but fap imagining her with the bully.
For the last two days I could do nothing but imagine her cuckolding me with the bully. Now I'm in a dilemma and have these choices.
Just continue a normal relationship with my girlfriend and have a sexual weekend - which I'm kind of not excited about right now and I don't know why even though I find her very hot
Or
2. Tell my girlfriend about my sexual fantasies and see how things progress
Or
3. Tell my bully to pursue my girlfriend and share the details of encounters secretly with me- This excites me a lot but don't know whether he would agree but I'm sure he would like to bed my girlfriend. But I'm not sure whether she would do things behind my back.
Or
4. Just tell them both about my fantasies and see how things progress.
Eventhough I'd love to have sex with her, the fantasy of being cuckolded by her fascinates me a lot. I would rather let the bully mount her
