Tim, 25

Is it possible to get so muscular that I turn the corner on attractiveness and begin to get uglier, and how can I identify that point?
Once you start measuring your man-boobs in cup sizes it should be pretty obvious. As for the ladies, see Chyna from professional wrestling fame or just about any female American Gladiator.

At the club where I row, we have coed locker rooms. How can I hit on someone in here without seeming like a creep? Keeping your towel on is a good start. Avoid cheesy innuendo like, "I noticed you have a great stroke out there."

Which is better: sex at dawn or late at night? Definitely at the break of dawn. You know that great feeling you get from actually waking up for an early-morning workout? That satisfying sense of accomplishment? It's like that, except you've just had sex and you have all day to think about how great it was.

I slept with my friend's sister on New Year's. It was a drunken thing, but now I'm kind of into her. Should I tell my friend? Should a pursue her or just let it slide?
Unless she often hangs out with you and this friend in similar social settings, that would be a tough thing to casually pursue without pissing off your friend.

My girlfriend and I frequently have threesomes with other girls. The other day, we met another couple and they want to swing. I'm not too happy about the idea of my girl with another man, but I recognize that it's not fair for me to keep having all the fun with other women. What should I do?
Fair is fair, but there's no reason you can't put certain restrictions on a menage-a-trois. Tell your girlfriend that you're into the idea, but would like to keep certain acts in the bedroom just between the two of you so you're able to maintain that special connection while the other dude is around.

I went on a date with a guy I met through an online personal ad. When he showed up, it was obvious the pictures from his ad were at least six or seven years old. What should I have done?
If you felt misled you should have called him on it, but in a playful way, like, "The internet sheds a few years, huh?" No sense in dropping the bitch card before you even get the date started. It's always worth giving him the benefit of the doubt since you found his ad interesting enough to meet him for a date.

Sarah, 19

What's the best way to pick up a rower?
It is a fine balance between being aggressive, but not too aggressive. We're tough and aggressive people, so we like it when things are straight-forward.

I'm a short guy who has trouble dating because a lot of women don't seem to want to date a guy they're taller than. Any advice?
A lot of girls are self-conscious about their height or weight, and when they're with a guy who's shorter than them it just magnifies that feeling. Make the girl feel beautiful and show that her height doesn't make you uncomfortable, and it'll be less of an issue.

I went on a date with a guy I met through an online personal ad. When he showed up, it was obvious the pictures from his ad were at least six or seven years old. What should I have done?
The pictures are false advertising. How were you supposed to know he wasn't one of those lucky people who age well? You should have just talked with him and been friendly, and just seen how things went. If he was still attractive to you, despite the pictures, go for it. Otherwise just tell him it was nice to meet him, but you just aren't feeling it.

Is it possible to get so muscular that I turn the corner on attractiveness and begin to get uglier?
Only if you're an intense body-builder and your veins are popping out everywhere. Don't get me wrong, I love muscular guys, but when you look like one of the guys out of Muscle & Fitness who are probably on steroids it's a huge turn-off.

Which is better: sex at dawn or late at night?
Depends on what the relationship is between you and the person you're having sex with. If it's just a hookup, late-at-night sex is always the winner — it allows you to take advantage of all that cardio training. The morning is usually good for more romantic, usually sober sex.

I slept with my friend's sister on New Year's. It was a drunken thing, but now I'm kind of into her. Should I tell my friend? Should a pursue her or just let it slide?
If you're into her, go for it, as long as your intentions are good. And by good, I mean you want it to go somewhere, not just for more booty calls.

I'm a straight guy who wants to receive anal sex, but I'm afraid my girlfriend might think I'm weird. How can I broach the subject?
This is a tough one. Experiment on your own before you ask her to join in. Girls are touchy about that subject. Just give her the option not to be open to the idea.