I'm in the same boat as you are right now, and what I've been doing to help me(and it has) is to just visualize myself as who I want to be(a social butterfly, good with girls) and slowly but surely I'm starting to become that person. I try to just talk to anyone and everyone that I can. If there is a situation where I have something to say, but don't want to interrupt or I'm just too scared to say it, I do my best to say it anyway. For instance, the other day a lunch lady at my college had a box season of Nip Tuck. I've never even seen the show before and new nothing about it, but just asked her what it was about, and she explained it to me, and we started having a conversation about tv shows for a couple minutes. Just things like that, as small as they may be, will help you reach your goal. As I've said before I'm still learning, but I'm on the path of who I want to be.
As for your questions, I'll try to answer them as best I can, but take my advice with a grain of salt. If I start a conversation, how do I continue: Try to ask open ended questions that rely on people giving more than a one word answer, like "What do you see yourself doing after college?" or "What do you like to do for fun?" When you do this, you'll find there's a good probability that they will say something that resonates with you, that you can feed off of. In response to "What do you see yourself doing after college?" They might say "I have no idea" and you could say "Yeah, I'm still deciding too, I thought I knew what I wanted but now I'm not so sure. I've been jumping around from major to major to find out what I love." etc. etc. Conversations are a two way street, they need to do their part too. How to join a conversation: Maybe a simple "Hey I don't think we've met, I'm Majesticzero, I'm _____'s friend." Starting a conversation with a girl: It's the exact same as starting one with a guy. You may have built up the idea that it's different and girls are this scary species, but they are just like us. Maybe once you get the conversation started, you might talk a little more about your feelings than you would with a guy.
Whatever you do though, HAVE FUN! If someone I'm around is having fun, it's extremely hard not to have fun too.
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