It would be interesting te see a follow-up on this situation. Did he go thru with the risky session with two strangers? Did he wait? Did he have his first adventure with someone he trusted? By this time he probably isn't a virgin. He could tell about his first experience - the good and the bad.
Avoid craigslist at all costs. I have known so many nice gay men who have been raped because of sites like that. You do not, and I repeat DO NOT want to get raped for your first time. It should be special. See if you have a friend who would be willing to have sex with you. He will be much more considerate over your bodies needs than two creepers on craigslist.
Thanks everybody for there input, I think i am going to wait. It is a weird generation I live in, all of my friends have lost their virginity, and they all say it isnt a big deal, and just to get it over with. Im going to wait.