1. Host Couchsurfers.
Even a couple of years into my travels, I was still a little awkward around people I didn’t know well. I didn’t know what to talk with them about. The catch-22 here is that you can get more comfortable the more time you spend with people, but how do you get that time in the first place if you’re too awkward to be around?
That’s when I discovered Couchsurfing, and realized that I could invite interesting people to my city and hang out with them for several days at a time. I felt useful because I knew the city better than they did, and I would research the history to give them a walking tour. Talking about my home was easy, provided instant conversation ideas, and helped us get into other topics.
Also, when someone stays at your home, you have breakfast together and hang out more than you normally would. They may be a complete stranger at first, but you get comfortable and can learn to open yourself up a little better. Best of all, the site has a review system so you know you can trust them before inviting them into your space.