I can be somewhat awkward around people that I don't know, so I always tried to basically focus on being myself around the person that I am comfortable with in situations like this. So if I were single, I'd be my usual sarcastic self towards my wingman and then it would just naturally start to come out with other people.
Or in the kinda situations I go through now, when meeting my girlfriends family, I try to be funny towards my girlfriend so that they'll see that I have a sense of humor and then they can start to bring it out of me.
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very cool.
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