So I am a 19 year old male who is a sophomore in college. I feel like I have most things going for me. Especially with school and my hobbies, which include video games and my ability to pound drinks like Sterling Archer, both of which I am very proud of. However, one of the avenues where I have yet to be successful are romantic/sexual relationships.

Honestly I think romantic relationships are cancer and more often than not, usually leads to both parties becoming distraught and annoyed at the end. That's the vibe I get from it at least. I guess you could say I would prefer the classic one-night stand. However, there are several things preventing that.

Looks is probably not one of them, I believe that I look rather attractive. Especially when I work on my hair. Most of the time I where a ball cap due to general laziness, which doesn't look nearly as good, but sometimes I mess up my hair by putting too little or too much into it to the point where it looks like a mess, meriting wearing the cap in the first place, maybe I'm just overly self conscious about it. But I think I look better than some people I've run into. I'm 6'2 and I weigh roughly 200 pounds, and I look muscular but it is mostly body fat. I don't work out nearly as much as I should. I also wear nerd glasses.

I think it has more to do with my personality, as I have struggled with social anxiety for years, which has ultimately led to a fear of rejection and quite possibly a fear of intimacy. In general, socially I am a wildcard. On certain days I can be talkative and make conversation about anything, while on others I struggle to even interact with others, all depending on how I'm feeling. I'm more on the introverted side but not totally, I just struggle to make conversation with others and keep that conversation going without forcing it or making it awkward, especially with attractive women.

Even though I may be a virgin, I have come close a couple of times. The first time was a girl I was friends with during my senior year of high school, there was a lot of sexual tension there, and she hinted at wanting to take it a step further. I wanted to as well, however, I was foolishly weary of her intentions. This was because of past experiences in which guys sent their attractive girlfriends to talk to me and boost my self esteem, or so they thought. I wouldn't say I'm an unhappy person despite my confidence issues, even at that time. So it was kind of like a "why are you talking to me?" scenario, because they obviously weren't there to pursue a relationship or even be my buddy. But that's another story. Also this specific girl in which I had sexual tension with was kind of off the wall anyways.

The second time was with a girl on Tinder. Which blew up in my face after I put her off for several weeks. All because neither one of us had a car.

I'd say my past experiences have led to a level of indecisiveness that's basically crippling. Often times I find myself in scenarios where I hang out with female friends at parties and sometimes casually and I find myself wondering "Should I make a move on this girl?" and it leads to nothing. I'd like some advice to see how I can improve myself. Believe me I'm not looking for pity, just some good advice that I can work with to improve my chances. Be harsh if you feel you must.

UPDATE: I did it. I took the advice you gave me and it worked! I am officially no longer a virgin. Thank you people of Reddit!