Craigslist is full of time wasters, fantasists e.t.c It can also have very dangerous people using it. No offence, but I think there is a good chance a lot of those bookings are fake. I suggest if you use a more well known website, where you can read reviews on the clients, read up on security / vetting clients to keep yourself safe.
You are a vulnerable person, and these men can smell it from a mile away. Hunters always look for weak prey. You can find yourself in a much worse situation than what you started with. And I wouldn't see all these clients at once, if you do decide to meet up with one ( after you have done FULL security checks / and a have a security buddy who know's where you are / the client knows someone knows where you are). I would pause to see how you feel about doing this as a job, not only that, losing your virginity can be a big deal. The last thing you need is to have a nervous breakdown because you feel violated / abused.
Take it slow, make sure you fully informed on every part of the client transaction / meeting from security, payment, safe sex / std's. All the people above, are experienced professionals, so don't ignore their advice thinking they don't know what are taking about.