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[M]y first time with another guy
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PMMePrettyRedheads is a male
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I don't remember the exact occasion, but I'm pretty sure it was the weekend after the 4th of July. So this seems like an appropriate time to share the story.

I was at a pretty big party and had lost my friend that I came with, and it was getting to the time of night where almost everyone has passed out or left and the only people still hanging out were having super deep drunk conversations or chilling and listening to music. I was on the back porch with a girl and another guy, neither of whom I knew, doing the latter. I don't remember exactly how it happened, but both us guys started flirting with her and he ended up asking her to flash her tits. She said that since it was so late, she'd take her top off altogether for as long as we pulled our dicks out. We laughed at her bluff and almost let it go, but then he actually started to undo his belt. She watched intently. I think he expected her to call him off, but she never did and before I knew it his whole cock was out, half hard and shaved. Then it was my turn, and I could be the one to ruin it, so I pulled mine out. She started cracking up at the ridiculousness of the situation, but sure enough she pulled off her shirt and bra.

After a few minutes of talking and flirting and giggling the awkwardness of it all really started to set in. It was late enough for the booze to be wearing off and this just didn't feel sustainable. So I started to put my dick away, but she stopped me by putting her hand on mine. Then she said she'd let me touch her tits as long as I had his cock in my other hand. I'd always considered myself mostly straight, but those boobs were just so gorgeous and I was so worked up that it seemed like no big deal. I went for it. As soon as I had my hands full I started to rub her tits. She smacked my hand away and said that if I wanted to rub her I'd have to rub him. I glanced at him for an okay and then complied. That went on for about a minute before he asked for his turn and somehow successfully argued that getting jerked off entitled him to a good feel. He got his turn and then we all got dressed again and tried to return to our generally polite earlier conversation.

I guess that was doomed from the start. Another slow beer later she cracked, admitted that she was horny out of her mind, and said she had a proposition for us: if one of us sucked the other to completion, she'd give him a blowjob after. We both laughed and tried to find a way to keep flirting with the pretty girl without committing to full on losing our blowjob virginity, but she doubled down. She stood up, hiked up her skirt, pulled off her panties, and tossed them on the floor between us like a gauntlet. "What if I let you fuck me?" We were both still hesitant, but she could apparently tell that we were both rock hard and it only took a little more coaxing from her before his pants were off and I was on my knees between his legs. I blew him right there on the porch with half a dozen people passed out on the other side of a screen door. I swallowed because she asked nicely and we've already established that she could completely take away my ability to say no. And then she took me around the corner of the house and we fucked behind a bush. I never saw him again, but I got her number and we went to parties together a few more times. Every time we did she played it discreet while trying to get me to hook up with a guy for her to watch. It failed more often than it worked, but it worked a couple times.

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4 months ago