I lost my virginity to my friend’s mom when I was 14.

She was a total MILF - nice firm tits and round ass. Summertimes she'd be spending an hour or so every morning tanning around the pool in a string bikini. She was so hot.
My friend knew I was coming over to look at his mother. We were both virgins, but we already had this thing about talking dirty about all the hot girls at school and the teachers who were hot and what we'd do the them - teenage boys are total sex machines - so I'd speak openly how it was a fantasy of mine to slip off his mom's skimpy string bikini bottoms and fuck her. He'd squirm and look uncomfortable but he tried to act like it didn't bother him because this was part of the dirty-talking game, right?
Finally the opportunity came. I came over but my friend was not there. His mom had come in from the pool but was still in her 'kini. She was having a glass of wine, and she's looking at me looking at her body and its like she knows, right?
She said, "Here, can you put some lotion on my back?" So I'm doing it, and then she undoes the string in the middle of her back so I can rub the lotion all over. Then she fucking turns around and I'm looking at my first pair of tits I'd ever laid eyes on, right at face level. I was so hard, there's a total bulge in my shorts. She looks down, then looks up and smiles and says words I couldn't believe I was hearing:
"So, Tommy, have you ever had a blowjob?"
Next thing I knew my shorts were down around my ankles, she's sitting on the sofa, topless, with my cock in her mouth. She was so damn sexy I didn't last long that first time.
We ended up fucking hundreds of times for years until I left for college. Those were The Good Old Days.

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