I do quite a few things alone, myself and I do generally tend to have a good time. In some cases, I actually have a better time than I expect I would with others.<p>I like to go on drives into the middle of nowhere, usually deciding what turn to take when I take the turn. Some other person would just be sitting in the car blinking as I thought that one dirt road with no one on it was /the best/ turn to make at this second.<p>Or, I'll go to the zoo, and take photographs; but, that's not something that's very fun to do with other people. I fear they'll get bored as I decide to sit by a single animal enclosure for the next two hours, just waiting for the creature there to do something photo-worthy.<p>I also often go out to eat alone. I have weird feeding schedules, and sometimes I want to eat somewhere nice, so ... bleh. I actually don't feel too bad about eating alone, but sometimes it could be quite a bit more fun to do it in a group.<p>I do prefer to see movies with friends, though. There's the discussion about the movie immediately after seeing it that I quite enjoy.<p>I also prefer to participate in extreme sports with others. Maybe not going with them the whole time the extreme sport is happening; but, there is safety in numbers in an activity that you could literally die from.<p>..<p>Long story short, for people that haven't done things alone for the awkwardness reasons. I encourage you to try it. It can be quite a lot of fun, depending on the activity.