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In university my wife was fwb with a frat guy and my best friend was also in the frat with him. One night her fwb invited her to a house party but had to leave early so she didn’t have a ride home at the end of the night. My best friend is a nice guy but a bit sleezy, so he offered her a ride home but told her on the way to his car that she would have to pay him back by blowing him. She said this was the middle of winter and they were already on the way so she agreed.
My wife said he warmed up the car for a couple minutes and he pulled his jeans down before they left. She said he didn’t say anything, just had his cock out, so she started giving him road head. He got hard in her mouth and apparently had a lot of precum. Eventually one hand drifted from the wheel to her ass and she said he felt her up until he nutted in her mouth.
The second time they hooked up was a couple months later. They were all at a party again, playing drinking games like Never Have I Ever and such. At one point her FWB revealed that she let him do anal. This got my buddy’s interest because he had never done it before. My friend started spending time with her at the party and getting drunk with her. He eventually confessed he had always wanted to try anal and convinced her to sneak off to a room alone.
She said they made out on the bed and he was already rock hard. The problem was they didn’t have a condom or lube so instead she started sucking his cock until her pussy was dripping. Then my buddy slid his cock in and out of her pussy until he was lubed up with her wetness. She said she spread her ass as he pressed his cock against her ass hole and pushed himself in. The stretching of this first thrust caused her to cum with him in her ass. He then started fucking it and she said he told her it was the tightest hole he had fucked – tighter than a pussy. He lasted about five minutes before he blew his load in her ass without pulling out.
My wife and the fwb were only together a couple more months so my friend and her didn’t see eachother for a few more years when we eventually got together.