I really regret that my first time was with someone I didn't really care that much for. We were together but we weren't in love, so it was just like, the action and then nothing after really. It was also really painful to me at first, so... it didn't really appeal to me. It also left me feeling weird after it. For one, I felt like a part of me had changed after it, which had opened me up I guess, but I felt like I wasn't myself. I remember like, at Christmas it hit me "virgin mary is a virgin. WHAT ABOUT ME NOW???" like literally it wouldn't be a problem to most people but it really felt like I lost my innocence. If it was with someone I loved I'd have felt better about it, but in the months after it really affected me.
I'm also easily paranoid of things... so even after using the basic form of protection (condoms) I was still terrified of pregnancy, and at the time I'd put on weight in my stomach for the first time in my life (which I still, unfortunately have over a year later) which added to the fear. It really made me regret sort of rushing into the act because it was with someone I was afraid was going to break up with me in the first place (no pressure, but still, I felt that if we didn't jump to that level he'd leave me by the end of the week). Instead he left me the week after (not because of my perfomance, but because we were heading different paths) and that really got to me. The fact that I was now considered different, that my family didn't know I was staying with him, and that he asked me to tell all my friends that we didn't even have sex (despite them all knowing I was staying at his place)... it just really hurt. None of it felt right to me or natural, and it was something I really regret not waiting for.
Around a year later I had sex with my boyfriend now who really is the love of my life (not to be corny) and emotionally it felt right. During that time in between both experiences I got the implant so with extra protection that eliminates the fear of pregnancy. After experimenting I've also found positions I like which don't actually hurt me which is really cool. With him I'm also more open sexually (so the first experience did open me up) but I think I could've gained that just by being with him, without even having sex beforehand. I'm going to be moving in with him next month so in regards to the last question it's not really a concern to me, because with living together, we'll just... have sex whenever we feel like. Also another thing is that I felt emotionally connected with him afterwards, which I didn't have with the first guy. It was just really nice and although I'd gladly erase the first experience it has helped me grow, and it doesn't matter because now I'm with a person I really love and I'm completely all for having sex with as often as we want (...thanks to the implant.)