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  • A Penthouse Letter by H.B., Chicago, Illinois

Working as a kids’ soccer coach, I’ve seen my fair share of MILFs.

But one stands out in particular in my memory.

The summer before my senior year of college I managed a team that traveled for games. One mom, Jane, sat front-row at every home game.

Jane quickly caught the eye of the entire coaching staff. It was hard to miss her long, jet-black hair and cleavage that appeared ready to burst free of her too tight, V-neck tees. She’d jump and cheer for every kid on the team, making those perfect tits bounce with abandon.

Everybody wanted a piece of Jane.

One weekend, Jane accompanied the team to a tournament in another state. All the coaches quietly went nuts. Guys were taking bets on who would bed her. None of them seemed to consider that I was the only one who... Read More

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