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So a bit of backstory I'm 45m this happened on my prom night(sort of) it was really my date's senior prom night. I and my friend group were a bunch of trouble makers I was 19 and had graduated HS the previous year, my date's birthday was late in the year so she was still in HS as a senior but 18. The other player is my date's best friend, she was also in HS but had been held back in 7th grade and thus also 18. She had a date but he isn't super relavent to the story and only makes a brief appearance before the good stuff starts.
So pretty stereotypical prom situation me (bt) and my date (md) are going to prom she wants to go as a group with her best friend (bff) and her date(bffd) we go have a relatively nice time doing the regular teen dance stuff grinding and making out. Then near the end 10 or 15mkn before we leave, bff gets in a fight with bffd, he leaves her there. The plan had always been to go as a group back to bff's house as her parents were out of town to afterparty. We talk about it and decide that we should go ahead with the plan. so we all pile into my pick up. We get to the house and we hang out for a while playing cards and chatting (pre cell phone internet everywhere days). By 2 or 3 in the morning we head to bed. me and my date head to bff's room, and she goes Into her parents room since they didn't have a guest room. So now in bed with some privacy we start making out and rubbing each other we hear a noise and think it's BFF coming down the hall and we freeze. Well it wasn't her, it was a cat. We laugh and she says something like "I feel bad for bff she's alone on prom night" I seize the clearly unmistakable opurtunity and say "yeah it's a real shame I feel sorry for her too do you think we should go keep her company?" she sits there thinks about it for a what seems like an eternity and says fuck it yea let's go. So we tip toe over to the other room, she is either already asleep or pretending to be asleep. she's dressed in just a t shirt and a blanket half covering her chest/stomach. As we climb into the bed she stirs and wakes up and asks what's going on, my date whispers that we came to keep her company. And I say yeah you can't go prom night with out having some fun. I glance over to my date to make sure we are on the same page and get a nod/smile and I bend down and start bringing my face to bff's crotch to eat her out. She puts her hand on my forehead to stop me and asks my date if she's sure, she response yes and I'm released and go about my work, my date starts making out with bff before climbing ontop of bff and getting eaten out herself. This starts off a wild night of exploring each other's bodies having sex in every position/combination we can come up with. Going back and forth between fucking and making out and eating them out to recharge. It went on basicly all night. This and my previously posted work story are my top 2 sexual encounters. We had a couple more encounters that summer before we all went off our seperate ways to college, it would be another 5/6 years before I had sex that good and it's the work story
Edit minor typos and grammar fixed
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