It's fair to ask: does he want to date, eventually want a girlfriend, or just mess around? We can save ourselves so much heartache (for ourselves or the boy) if

we were to ask this simple question. No matter what you're looking for, just make sure you're on the same page first.

Is the man married? Just because he isn't wearing a ring doesn't mean he's being honest about his status. Ask now, or risk being told, "you never asked," later.

Whether he says he wants a relationship or not, he could be sleeping with other women to pass the time. Ask him straight up not only what he's looking for, but

what he's currently up to. If he has other women, just be sure to keep your heart safe and options open!

This could explain why he may be unavailable at times, and is good to be aware of: if he's a real life dad, know that when you get back to his

place, there could be three's company. 

You can tell a lot about a man by his answer to this question. His comfort level when it comes to sex talk (and possibly the deed itself), and whether

he cares about a woman's pleasure. Beware: if he talks a big talk about how he pleases women into ecstasy, it could be just that: big talk.

Instead of asking, "are you clean?" ask an open-ended question that won't make him feel judged, or give him an easy "yes," or "no," response to go to. If he

can't remember, maybe it's time to ask him to get some fresh results so you can feel fully uninhibited when you guys take yourselves to the next level.

This'll help you know if you're his rebound, if he's ready for the next real romance, or if he's possibly just horny after a long dry spell. Can't hurt to

also inquire about how long that relationship was and why it ended. This could lend a lot of insight into how he may proceed with you, or talk about you

after you're finished.

Just because he's looking good doesn't mean everything upstairs is a-okay. Ask what weighs most heavily on his mind to learn how he handles stress, or what may have happened

recently to make him more or less likely to want something substantial with you. For example, if he recently lost his job, you can be aware that eating in will

be more in line with your budget.