Am I just expecting too much?

You did say he made an effort, and it sounds like you both have a pretty busy schedule. On the one hand, I can say sure he should want to spend the evening with you, on the other hand, it sounds like he has more social energy than you do. As long as he is having a good time without disrespecting you or interfering with his work/studies, give it time and see if you settle into a schedule that meets both of your needs. If you think he isn't asking you to go out because of your discomfort, and you love him and want to be more comfortable going out socially, get some counseling and see if you can help yourself with that. Most schools offer some kind of counseling. Don't forget that you are young and still have a lot of growing to do - part of that is trying new things and often for young men they will push their limits. Give it time and you'll figure out what is best for you.