I appreciate your site, and have been reading as much of it (along with several other sources) as I can, and discussing topics with family and close friends and the information is very helpful. However, I still feel amazingly overwhelmed, confused and scared about sex and was hoping I could get some direct help.

I am a 17 year old virgin guy and have a 14 year old girlfriend, as well as (and I do hate myself for this) a would-be lover (my friend's girlfriend). I love and (I believe) am loved by both of them, although at our ages I think it is hard to tell sometimes (uncertainty about feelings, the drama vs. love that you have mentioned, "is it just a casual boyfriend/girlfriend thing", etc). Anyways, I have heard many different opinions about the first time especially in emotional and spiritual terms, and also have my own personal fears and complications.

First, I am worried because I am uncertain about sex being "such a big deal". Honestly I would hope that it is not and I think I may have been close-minded to that effect. Specifically among my concerns are some statements on your site (forgive me and correct if my paraphrasing compromises the intent):

I was directed to this site by a friend of mine and I'm really impressed in the amount of information and real life questions that are answered. I've had a few things on my mind that I just can't seem to figure out so I guess this is one the best place to ask.

I am 19 years old and my partner is 18. We have been dating for almost 8 months and are very much in love. We have been sexually active for the past few months, and we were both virgins. We have only used condoms during sex because my partner hasn't had time to make an appointment to get a prescription to go on "the pill" We are hoping to have her start soon (within the month if things go as planned) We have been very careful when we have sex. We make sure the condom is on properly and that both of us are sufficiently lubed before there is any penetration. We have had a few scares, but it just turned out to be us over reacting over a late period (but I bet we aren't the only ones who have done that). We have been through a lot together and have shared so much with each other in the time we have been together. I never force her to do anything sexually if she doesn't want to. I respect her mind and body like it should be.

We have had some really great experiences sexually but there are some things that are starting to bother me.

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?