What do you think?

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Hey guys. I have a few questions. I am 23, in college, in the military, and work full time in the summer. No matter what I do i feel like I am always missing out in life. I was very shy in high school, took a year off of college, went to community college for two years, military for money for school and then went to a real university(still am attending). I always feel like I have trouble connecting with people. I lack confidence but yet I do all these things. I feel like I am always depressed and am not socially ept. I overanalyze everything and can never just "not care.: When in college I always feel awkward in social situations, like I can never loosen up. I can talk to people on a one to one basis but not in groups? Is this normal for a 23 year old? Im young butshouldn't people my age be more developed? Do people still blossom in their early twenties?