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At a Restaurant
Sit at the counter/bar, where you can watch the chefs or bartenders at work--presto, instant activity. Pius, you don't have to stare at an empty seat across from you.
Force yourself not to bring any props, like books or your PDA. Without your "safety items" around you, you're really free to savor the wine and food and get in some prime people watching.
Get chatty with the waiter: Ask what he recommends, or be adventurous and tell him to bring you his favorite thing on the menu--that way he'll want to come back to check in and see how you liked it.
At a Party
As soon as you walk in to a soiree, seek out the host and say hello ... then follow up by asking him or her to introduce you to some of the other guests in the room.
If he or she is too frenzied to help you make the rounds, hit the bar. A drink in your hand will make you feel less free-floating. Plus, the bar is a place where people venture alone to grab a cocktail, so you'll find more opportunities to start up a conversation with another guest. (Think: "Have you tried the chardonnay?")
Source: HighBeam Research, How to handle any alone moment: there will be times when being a lone...