I'm a senior high school. I'm going to start by saying that I am very well liked, very sociable, and am quite popular at my school. I have a pretty broad social circle. I spent the majority of high school underweight and very skinny. I started lifting in January and a lot of things have gone better for me. I feel better health wise and have been getting compliments from girls at my school for the first time in my life telling me I "look pretty hot this year".

But I'm still feeling sort of discouraged. I asked this girl from my school out over the summer and we went on two dates. The second one ended awkwardly when I kissed her because the girl was really socially awkward. I didn't really talk to her much after that. About a week before school started I asked this one girl out at my school I've found attractive for awhile and we went and ate lunch. It went pretty well but I failed to escalate but I asked her on another. She tried to reschedule several times (yes, I know) but I was persistent. We finally went out and had coffee but it was awkward as shit. I tried to hold her hand as we walked up to the door and she said, "why are you holding my hand?" And let go shortly after. We stayed for a total of about 20 awkward minutes then we each left. The thing is, I'm not awkward in he slightest. I see her around school and she doesn't seem very interested. I'm trying to get out of my comfort zone and ask girls out but the last two dates I went out on weren't very good. I haven't had sex yet because my dad raised me for the majority of my life to think it was wrong and that sex before marriage was wrong. But the weird thing is he's not even religious, he just hold strange views about sex from a moral standpoint. I have had a lot intense oral sessions with a few girlfriends over the past few years but I've never actually penetrated. I'm gonna be 18 in December and all of my friends have had sex and I haven't. There are several girls in my past I turned down sex with and I feel so much fucking regret and stupidity. I started watching porn again weeks ago after stopping for two years because I've been so fucking horny from the gym and being a young man. Why the hell did I listen to my dad for so long? He's not really even in the picture.

But the thing is, there are girls at my school I definitely could have sex with (I get strong IOIs from girls in not as interested in but never act on them) if I pursued them but I'm scared of revealing the fact that I'm a virgin to them. I know I have the potential to be good in the bed because in the past I've been very dominant with past girlfriends in the bedroom and they always have loved it. These girls I'm mentioning have been around a bit, but aren't complete sluts. They're about 6s I would say. If you were me would you go ahead and just get it out of the way and just fuck one of these girls?

How do you guys feel about my situation and how would you answer my last paragraph? Feel free to ask me further questions for clarification or whatever. Sorry for the long post. Thanks.