My brother is five years younger than me. While we get along pretty well, we have almost nothing in common, and it’s only been within the past few years that we’ve gone out of our way to do stuff together (like meet up for lunch or whatever).
The other day we had the following conversation.
Brother: Um, so I slept with [some random girl he met off craigslist a few weeks ago] last weekend.
Me: Okay. <awkward pause that somehow inspires a somewhat troubling thought> Er, that wasn’t your first time, was it?
Brother: Ye-e-e-s?
Me: :eek: Jesus Christ. What about your old girlfriend? You dated her for half a year, and you never slept with her?
Brother: She was . . . terrified of . . . germs and stuff.
Me: Okaaaaaaaaaay. Please tell me you used a condom.
Brother: <indignant> Of course.
Me: Good. <tries to think of a way to change the subject>
Brother: But I didn’t finish.
Me: . . .
Brother: I jerked off the day before. Do you think that was it?
Me: <startled into blurting out> You’re a 21 year old male, you should be jerking off three times a day!
Brother: That sounds . . . painful.
I could tell that he desperately wanted some kind of advice, but frankly I was way too weirded out by the idea that my little brother was asking me about sex that I just told him to try again when he wasn’t drunk and left it at that. I don’t care that we’re both adults now. You’d think that in the age of the Internet your big sister would be the last person in the world you’d want to discuss your sex life with.
So, fellow women Dopers. Has your little brother ever asked you for sex advice? How’d you deal with it?