How do you do it? Lol. This is aimed at those of us around here that have slept with dozens and dozens, maybe even hundreds of others. I'm a fairly inexperienced person, maybe somewhat attributed to a hesitation I have to sleep with anyone i'm not interested in dating as well. Safe sex methods are a must, but past that, what other things do you look for in a person to feel safe trusting them to some sexy times? Are there any signs you look at that you swear off sex even if they are very sexually attractive to you? Lack of trust, lack of them not being private about it, etc? Personally i'm looking into the possibility of a friend of mine, but I know she's slept around with a good handful of others, and i've never done anything with someone who has been with more than only 2-3 other partners.