What I learned through the years is that.... the younger you are the more easily embarrassed or... vexed you can get when you hit the other person with something they don't expect. I find that sometimes funny (alot) and take advantage. One time (a few weeks ago).......
I was at work and saw this new employee (young guy) who kinda knew me but didn't know how long I worked there for and was just hanging around the service desk. Then another fellow employee (girl) showed up and it just came to me to try something out for fun. I known her for years and she knew my humor.
Me- Hi! Are you new? What's your name?
Her- Oh hi, it's "so & so", no I'm not new.....
Me- Oh that's awesome my name is Emachine! Do you have a boyfriend?
Her- (giggles) No...... Wh.
Me- DO YOU WANT TO BE MY GIRLFRIEND!?
Her-....I.
Me- I'll buy you waffles!
Her- OKAY! (walks away)
(Turn towards new employee and declare)
"Its all about the waffles! CHICKS DIG WAFFLES!"
Of course he freaked and was like "wtf...." and "did he just get a girlfriend?...waffles?"