I just found this thread and it is one of my favorite taboo subjects and one of my biggest turn ons in the entire world.
This thread is particularly relevant to me because I’ve been fortunate enough to have several relationships between my large friend group (10-20 people that have all been very close since college) and some mature breakups where although we didn’t work out, we stayed close friends after. And given that we were all a part of the same extended friend circle, almost every wedding that ultimately happened would be a reunion of sorts where we would all see each other again.
I’ve been to 4 different weddings of girls I’d previously fucked many years ago in college/grad school and I’m a little ashamed to admit that during all 4 of these weddings, I’ve had to find a few minutes to excuse myself to the restroom and rub one out thinking about these old memories. It was like a primal lust coming over me seeing this beautiful conservatively dressed bride walking down the aisle and saying vows to her new husband and remembering the times I had her in my bed riding my dick and swallowing every drop of my cum. And watching her kiss her husband in front of everyone with those same lips.
Two particular incidents stand out:
- the first was my high school girlfriend. We dated from junior to senior year, broke up, and then rekindled several years down the road later in grad school when we found out we were still both single. A hot blonde shell volleyball player in college. For about a month, we fucked every single day and recorded about 20 different POV sex tapes without a care given that we had a 10 year history at that point and trusted each other. We eventually faded apart but always stayed in touch (never sexually after that) because of our mutual circles. She invited me to her wedding and when I got home that night, masturbaed about 5 times in a row watching old POV videos of me fucking her missionary and her boobs bouncing and shooting ropes of cum onto her stomach and inside of her pussy. Amazing.
- the second one was a girl I had also known since high school but didn’t reconnect with until college. She wasn’t religious or saving herself per se but she was very selective. I was her second partner. We dated for almost an entire year before she agreed to finally have sex with me (can’t believe I waited that long but I “loved” her). She had never, ever had sex without a condom and it was a line that no matter how much I tried to convince her, she wouldn’t cross. She went as saying that the first time she would ever have raw unprotected sex would be on her wedding night. Eventually we broke up and about 2 months later, the emotions were high and we ended up in her apartment. It was clear this relationship was never going to be rekindled at this point and we both knew that. We weren’t good for each other and constantly fought. She told me that we should have sex one last time and then move on to the next chapter of our lives. I asked her if we could have sex without a condom for our last time (and her first time) and miraculously, she agreed (and wasn’t on any birth control either). What then proceeded was one of the hottest memories of my life — from probably 5pm to 3am, we must have fucked at least 10 times. I saw a side of her that never existed the entire time we were together. She talked dirtier than she ever had and not only did we have raw sex, she begged me to cum inside her every single time which I did. I made a comment about how “hot she looked from my point of view” with my dick sliding in and out of her from a missionary POV and she said she wanted to see so I convinced her to let me record a small clip so she could see, under the pretense that I would immediately delete it. The video was about 2 minutes long and of course ended up with a creampie. I recorded it and then in a millisecond, discretely texted it to myself, and then showed her the video and she made sure to watch me delete the video. About 3 years later, we became friends again and rekindled our friendship (purely platonic this time, never hooked up again). The first time we interacted online, I jokingly asked her if she still stood by her “no sex without condoms rule” — she confessed that she had been dating someone for about 2 years at that point and that she stood by it and that I was the only person she’d ever have sex without a condom with outside of marriage, and that while the first time with me was fun, it was a one time exception. She told me her BF didn’t mind and respected it. We then stayed close friends over the next 3-4 years or so and made a “pact” that since we shared so many memories together, we’d stay friends and invite each other to our weddings one day. Long story short, I went to the bathroom 4 different times during her wedding to watch and masturbate to a 2 minute long POV video of me fucking her raw the only time she had ever done it and each time I watched it, I came exactly at the same time in the video where I filled her pussy up with my cum. Great times.
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