What's the most embarrassing thing...

… you’ve ever masturbated to?

This question came up at dinner the other night with a bunch of friends. My answer was pretty boring: underwear ads in one of my mom’s women magazines. I’m sure many guys have done that; hell, it’s only a few steps removed from the Victoria’s Secret catalog, and who hasn’t utilized that? One friend remembered doing it to the cover of a T.V. Guide, but he couldn’t remember who was on the cover (Yeah, right). Another friend did it a few times to his mom’s nursing manuals. But I think the best answer was, one friend who got so desperate in college, that she actually drew a picture and masturbated to that. Now that’s desperate.

So? What’s the most embarrassing thing YOU’VE ever masturbated to?

Couldn’t she just have kept the picture in her head? That way she could have made it into a little short film.

It might be more, or less, desperate, depending on what it was a picture of…

AHHHHHHH!!! I keep picturing this in my head and I can’t stop laughing!

The most embarassing thing I ever masturbated to was probably [a mental picture of] one of my teachers who was in NO way sexually attractive but I admired her so much that I wanted her.

The Straight Dope column about the pompatus of love. :o

Just kidding. :wink:

Has anyone read “The Mighty Walzer” by Howard Jacobson?

The protagonist cuts out his female relatives’ faces from family photo albums, sticks them in the place of the faces of the models in soft porn magazines, and masturbates to them.

It’s a highly entertaining book about growing up in a lower middle-class family, and I recommend it.