Also placed in Awkard...

While playing golf several years ago in SW Michigan, there was quite a backup at the 10th tee, my uncle ended up trading jokes with the lady (mid thirties) who was running the half-way house. After trading several slightly racy jokes, the lady threw a really dirty joke at us. After laughing at the joke, I thought I would be funny myself and turned to the other guy in our group and said “Hey Reverend, you think you could fit that one into your sermon next Sunday”. She stopped laughing and turned about 20 shades of red before we told her we were just kidding.
We still do that to new people we meet while playing golf, just to get their reaction.