Nysegop,
I am similar. I talk to more girls more. I feel that girls are more mature and you can relate to them easier. I'm not very popular either. I don't mind, less drama.
I don't dance at parties, and i'm scared to ask someone to prom because I can't dance and I will probably act like a bumbling idiot and sit in a corner. The struggle
However, when i'm provoked, or when I give a speech or ask questions, I am confident in what I have to say. Teach yourself to feel that talking to people is universal, because it is. It doesn't matter if you are talking to a hot girl, or a teacher that is kind of mean, if you talk the same way to people, people always want a similar, positive response.
Try to get involved and get yourself in situations that may feel uncomfortable. Unfortunately, you will feel embarrassed and shy when you are put in these situations, however it's crucial to get yourself used to talking to people and talking to groups of people.
Also, be more confident. (or at least try to).
Posture, attitude, and the way you speak are all indicative of a leader or a follower. I always try to dress presentable (oxford shirts, boat shoes, always neatly shaven) and act accordingly (not like a total stuck up ____, but just acting mature and not partaking in things that would change people's views of you)
I tried out for various sports, not to be on the team, but to meet people and get out of my comfort zone.
Also don't be a recluse and shield yourself from obvious trends. People will say "you are conforming to society" which is total
You are just educating yourself about the times, and when something comes up, you will have more to say about the subject.
First of all, I don't condone the show "Jersey Shore" but I watched an episode or two and knew the characters and looked up some things about the subject so I can comment or make a funny remark when I talked to girls.
All the girls in my school read Fifty Shades of Grey, and I read a summary about it and the highlights of some scenes in the book so whenever someone mentioned it, I would make another funny remark, make some new girl laugh, and eventually get the date
As for college related things, it comes with the maturity, I think. It's your
livelihood: your education, your future, your career. You should naturally want to be assertive in this aspect.
Good luck with being more outspoken. I was the shyest kid freshman year, and now I did the pep rally and I was running all over the floor like a madman for school spirit. Sure, some jerk guys who laughed at me, but there were some cute girls that were laughing
with me