I've never eaten alone at WDW, because I'm always on family vacations. However, I don't think I'd mind doing it. I'd enjoy people watching and soaking up the atmosphere. I also enjoy talking to Castmembers who work in the restaurants.
In "real life?" I eat by myself all the time. In fact, I enjoy it--especially when on my lunch break from work. I get a table or booth off in a corner, eat my lunch, and read a good book. Doing this gives my brains and my mouth some downtime, and recharges me for the rest of the day.
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