I'll edit this later to be more useful as an OP, but this is a place to play out random fun DnD encounters with any character in some situation or another. 

The first and current scenario is my Teifling Druid Ignatious Starstuff, struck by the beauty of a fiddling Half-elf, has walked up on stage to flirt with her and quickly covered for it by asking to join in on the Ukulele to the set.  The band leader is leary of this and the audience isn't keen on the disturbance, but they're allowing it to go on.  The half-elf thinks he is cute in a brave but dumb about flirting way. 

Current DM @Fly presides.  And has asked for a performance check.