Should I tell my best friend I

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Should I tell my best friend I slept with her 19-year old son? I'm a 37 year old woman in dire need of advice. One of my best friends is a divorced, 41 year old woman who has a 19 year old son. I've known them both for about 5 years, but only met her son on a couple occasions when he was home from boarding school. Well, guess who came on to me last time he was home visiting Mommy? And guess who leapt at the chance to sleep with that fine looking morsel of a boy?

I'd be lying if I said this was the first time I've slept with a member of the younger generation, but I usually don't do it so close to home. I managed to break it off with the boy without too much drama, but I feel deceitful by not telling his mother about what I did. At the same time, I feel like since it's not going to happen again, I don't have to humiliate myself, and threaten our friendship, by telling her. What should I do?

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Isn't it weird how right as you're about to do something really irresponsible everything drops away - your judgment, your nerves, your pants - and you walk boldly into the storm with unwavering intent. I think this calm clarity is reserved for only two situations: those where you're doing something that you absolutely know you should do, and those where you're doing something that you absolutely know you shouldn't. These, they are special moments.

In your case, an even specialer moment would have been the one where you had an ounce of self-restraint and decided to fish out of a different kiddy pool. Sleeping with your best friend's child is like sleeping with her freshly divorced husband or the guy she's been lusting after for years - it's technically ok, but it's begging for trouble.

Technically, you don't have to tell her. He's a grown up, you're a growner up, it's really between the two of you. Mommy may give you the heave ho if she ever finds out, but this may never happen. The only question is whether or not you can live with that giant morsel of an elephant in the room. If you can, don't tell her. If you can't, take a deep breath, spill the beans and get on with your life.

Jen Sincero's picture

Koo koo koo choo, Mrs. Robinson. While I admire the stereotype reversal of the cougar, on a personal level, I just don't get it. I wasn't attracted to 19-year old "men" even when I was 19. Younger men are like cakes that haven't finished cooking yet. They look okay on the surface, but they're still raw and runny in the middle. Even with chronologically older men, there's no guarantee of emotional maturity, but a girl can dream. . .

I agree with Jen. It's best not to go trawling in certain waters. Good luck with this one. Sure hope you don't get tangled up in your own web of deceit.

Tara's picture

I would take that secret to the grave.

JohnW's picture

Honesty is the best policy (and by process of elimination, the second to worst policy). If you really feel a lot of guilt and need to tell her, do it. But otherwise, you could probably get away with it; 19 year olds don't go running to mommy about how they slept with.

trexawesome's picture

Did you enjoyed it? Did he enjoyed it? What the big deal. Leave the mother out off the picture it is non of her business what her son do with his penis and what you doing with your vagina.
He is in legal age having fun...., just don't get pregnant.

Anonymous's picture

Add Your Answer
Life is the name of enjoyment. No enoyment no life. Age is no barriar.So long you both getting satisfied all the time, go ahead. But beware. If mother happen to be in the way sepatre your ways before troubles fall n you,
crying nutria

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