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Everything is Better With Amy

My name is Cole. I’m 34 years old, and in a long term relationship with the most amazing girl in the world, Amy. But this story isn’t about her… or maybe it is. This is about the day our relationship began six years ago, and so much more.

In my mid 20’s I lived in a nice apartment complex with tenants all about my age, all “young professionals” in various lines of work. It was pure luck that we all got along great, and the neighborhood became one big group of friends. Guys, girls, straight, gay and lesbian… quite the diverse crowd, but everyone got along as a tight knit group and we hung out pretty much every weekend and often during the week.

I guess should start by saying that I am completely straight. Sure, I’ve had fantasies about other men, but I think everyone has a little curiosity… right? Nothing that I thought I would ever act on. I am straight, and quite confident and secure in my sexuality. For that reason it didn’t bother me in the least when our group activities turned to a game of strip poker while we were all stuck indoors during a bad winter blizzard. Sure, my gay neighbor Jesse would see me naked (I was pretty sure he had a crush on me which was sometimes awkward), but I’d also be naked with Amy, and that made anything worth it!

Amy lived in the apartment right below me and one door over. She was beautiful in every way. Just over five feet tall, bright blue eyes, natural blonde hair that sat right below her shoulders, and a body that she certainly worked to maintain in perfect condition! She was my crush, but being neighbors I never thought it would work out, and didn’t want to ruin the group dynamic by trying anything. Tonight, even if I couldn’t do anything with her, I’d at least get to see her sexy body in all its glory!

Back to the story… the winter storm had us all on lockdown with the city shut down, so a few of us decided to have some fun. I wish I could remember who all was there, but I think there were about 7 of us at Brian’s house. The night started with some strip poker, which turned to drinking games, and before we knew it everyone was tipsy, naked, and laughing our asses off. At some point, the game turned to truth or dare… which then turned to our version of “dare or punishment”. In other words, we all just had fun doing whatever we were dared to do because no one wanted to be at the mercy of a group punishment!

At some point I must have become slightly insecure because I made a sly comment about how we needed more girls in the group because there were too many naked dudes (I think the ratio that night was 4 guys and 3 girls). Well, I should have kept my mouth shut. My next dare came from a girl named Kelly.

“Ok, Cole, Mr. Tough Guy, I dare you to go down on Jesse for 3 minutes!” she said.

Fuck. This wasn’t the first sexual dare of the night, but it was certainly the most extreme so far. I wanted to leave and hide. But the group had our rules, and I didn’t want to be the one to back out of a dare. I played it off and tried to make myself somehow sound more masculine by agreeing to it… logic doesn’t always come into play when alcohol is involved! “Fine! You think I’m not man enough to suck his dick for a few minutes?! I’ll take the dare!” Maybe on some level I was truly curious… I’d actually get to play with a boy and say that I was “forced” or something, so it would fulfill a secret fantasy without being “gay”.

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