I'm on hiatus while working on a manuscript for a new book. In the meantime, please enjoy these classic Savage Love letters pulled from previous columns. I will be back November 1st, when the book is finished. —Dan

Originally published July 23, 2009:

I'm a straight guy, and my first girl was very experienced—she was proud to say she'd been with at least 30 guys before me. When all was said and done, she said that I was the most well-endowed of any man she'd seen before.

In all my subsequent experiences, the women I've been with have noted that I am a well-equipped dude, though none of them expected it. A couple of times, this fact has come up in conversation (that first lady made a point of passing this news on to friends), and most people's reaction is to say that I'm just so unassuming that they wouldn't expect that from me. It's true; I'm rather shy. When it comes to women, I am the complete opposite of cocky.

So here's my question: Should I be advertising my "gift"? Am I supposed to be sharing my size with the world with the hopes that it pays off? Can it help me with the opposite sex to be sharing this fact early, or am I better off just letting the surprise kick in once it's time to get naked?

Huge Hugh

My response after the jump...

It's better to be a nice, unassuming guy with a surprise in his briefs than it is to be another douchebag always going on about his cock, HH. And it doesn't sound like you really need to talk up your cock: At least one of the women you've slept with is doing that for you. Good word of mouth is the best advertising, HH, so chill.