Boyfriend not a virgin. should I still lose it to him?

Lost or not has nothing to do with it. Do it if you want to and don't if don't want to. It almost a certainty you will be doing it with several more guys in the future. What if you are one of their first.

I'm a guy who lost my virginity to a girl who had had sex with a few other people before me. It made me uncomfortable that I was not her first, but we talked it over and eventually we did it.

The one thing I would say is that you should only do it if you want to do it. I waited till I was ready and with someone I cared about and it was great.

good luck

What does his virginity status have to do with it? You shouldn't be sharing yours with him if you don't deeply care about him. Whether he's a virgin has nothing to do with it. There are also bonuses to having sex with someone who kind of knows what they're doing. =]

Hun, if you are feeling like this about it already I think you should wait. Wait until you two have been together longer, and the relationship is strong. Maybe then you might have to wonder so much and you'll just know! It's a big step and if you do it wrong you should regret it for the rest of your life! Believe me, I know!

I don't think it's really fair for you to penalize him for past experiences, provided he was safe about it and it's not a medical concern for you. I would recommend you both go to the doctor and get STD screenings and general checkups before you become active, just to be on the safe side (and who knows, you might catch a problem you didn't even know about!).

It's about whether you're comfortable together, trust each other, and genuinely want to have sex – not about who lost it first.