Don't worry about going to college. I was, but it turned out to be the best experience in my life. I've had social anxiety since preschool and had to be taken out of school every year for five years until I was put into full time home schooling. When I bucked up and got my GED and applied to a community college, I was expecting to not make any friends and keep to myself until I could start T and pass 'better' as male. But without even trying, I made friends, friends that think I'm male or know I'm trans, friends that I know I'll have for a long time. The people in college are much more LGBT friendly than the people in high school from what I've heard, so you'll have a good time if you just relax~
As far as getting a job, you'll be okay. It's scary at first! I about had a panic attack my first time applying for a job, and it was even a job I was already guaranteed to be hired for. But the more you do it the easier it gets, just apply either online or in the place, ask to speak to the manager, introduce yourself politely and say I'm looking to work here and all that jazz. It's not so bad if you imagine it in your head beforehand, going successfully. And remember, not everywhere will want to hire you. It's hard to find somewhere that is hiring, wants someone your age, and is applicable to your experience level. But don't give up if you don't get hired! That's the most important thing. Never give up.
Actually working isn't hard either, if it's not a hard working job lol. Since you're bio-female you probably won't get a physically hard job, but even if you get a mentally tasking job, working isn't so bad. It's very rewarding, especially that first pay check~
Transitioning in the workplace varies from place to place. Some people find that their workplace supports their transition fully, some get fired, thankfully few get abused, and some just cope with not passing at work or finding a new job after transitioning. It's all about your comfort. As eNTROPY said, fear is good, but in moderation. Try and control your fear, or it'll control you, as it already seems to be doing.
Transitioning elsewhere is easy once you get over the initial nervousness. The first time you get sir'd is like heaven~ in order to do so you need a binder of some sort, ace bandage and duct tape are not recommended, but the bandage or a too tight sports bra will work until you get a real binder, which range around 30-40 dollars. It seems you already dress male, so that's good. Just remember, be confident! Confidence is sexy

lol
Your father will either come around or he won't. Be who you are and say what you will, because those who mind don't matter, and those who matter don't mind. It's a Dr.Seuss quote that I tell myself pretty frequently. I couldn't give two ->-bleeped-<-s about the people who don't like me being trans. If they care, I don't care about them. It's a hard thing to handle, especially when it comes to family and friends, but you have to remember that you are you, no matter what anyone else thinks, and your happiness and well-being should be your top priority. TOP PRIORITY. Not the second, nor third, but the first. You are the most important person in your life, so don't let your father stop you from doing what you need to be happy. Which is being who you are, a man.
I'm not sure what HOTT is.. I googled it but got many different things lol.