I will probably be giving my first blow job soon to the boy I have been dating for the past four months. The farthest he had gone before me was making out, and has since reached second base with me. I know he is a virgin to both intercourse and fellatio, but I am wondering if I still should ask him to buy condoms to have in case we reach third. I know that he has not slept around or even ever had sex, but I wonder if there is still some weird risk or something that he could pass me an STD. I am a very paranoid, rather OCD person and I'm worried about this. I have done a lot of research and all the websites say that when performing fellatio, you should use a (flavored) condom, but none of them mention if this is necessary even if the people involved are both young and virginal. I would love some advice. Thank you.

I'm 26; I couldn't come the past few times me and my girlfriend of 6 months have had sex. Of course I use condoms every time, I have come before with no problem. Is there a lubricant I can use on my penis before I put the condom on?

Me and my girlfriend have been going out for a few months and are thinking of having sex, but we both know it's going to be a while still because we're both too young.

But when the time comes I was wondering, if I want to withdraw before I orgasm, where should I ejaculate, that is if I'm not wearing a condom, which I'll probably be wearing anyways! But like I said if not where would be the best place? I know that in porn movies it's always on the face but I think that would be weird?