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I remember my first girlfriend, my first cougar, and I especially remember my first anal fuck! She was the older sister of one of my college buddies and she’d come up to the college to visit him for the weekend. She was staying at the best hotel in town and she was a business woman. When she invited us out for dinner I thought it was going to be the most boring night of my life. That was before I actually met her though.

She was the hottest cutie I’d ever seen - long blonde hair and chubby boobs with an anal that was covered in only the most expensive clothes. And she was smart to boot. When she decided she wanted me I didn’t seem to have a choice - not that I would have said no. She dropped us all off at the dorm but she passed me a note before she drove off. The note said to meet her at the corner in ten minutes. I feigned being tired, but instead of going to bed I ran out the window to go meet her. She took me back to her hotel room and we fucked like rabbits. She surprised me most while I was fucking her doggie style and suddenly she said, “Would you stick that wang up my backside already?” I wasn’t expecting it but I didn’t want to disappoint her so I pounded her rump until I gave her a large ol’ anal cum pie. Don’t u just love remembering your firsts? LOL

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