What would you do in this social situation - if anything?

If he under pays for one drink, try to remember the amount and then short change him the next time? You’d need to accompany it with some comment. I’m not sure about this, just a thought.

He’s flirting with you. Tell him you’re not interested and it makes you uncomfortable. Anything he does after that can then easily be handled by repeating yourself, and he’ll clearly be in the wrong.

The guy is definitely flirting with you. He doesn’t really want cheap drinks, he wants a reaction from you. It appears that you are not interested in him. Either let him know that you’re not, or go on being professional, and let him cackle away.

Why would you even attempt subtle hints? Tell him exactly how you feel.

Being Australia, and a backpackers I would say just be straight up to him.

I like the idea of telling him he’s like your mother, or if he does comment on your appearance just ask him - “so what’s it got to do with you?” Be blunt and direct.

As to short changing, just tell him off…“dude, I can’t give discounts so don’t bother asking”. If he shorts you, just tell him direct to his face that he can take a “loan” from you if he wants, but you charge 200% interest per day.

Or just ask him…“hey you suffering from POM’s disease is it?”…“short arms and deep pockets”

I agree that he is flirting, but sometimes the purpose for flirting is to try to get something out of someone, so the other responses apply as well.

You could always try the “subtle” hints that I’ve heard used against flirting, like casually mentioning a really buff boyfriend. I doubt he’ll get it, but it’d be funny if he did.

Telling someone to put on a few pounds in the right places is rude. At least in the US weight is not discussed as part of normal conversation.

He reminds me of the shallow commercial developer in the movie “Don’t Mess With The Zohan”. The most important thing to the guy was his wifes perfect ass to breast ratio! You might mention to him he reminds you of that actor.

He has issues and just try and ignore him.

No one has suggested this. Responses may include:

“How do your pants stay up, you have no ass.”
“When will you get those teeth looked at?”
“Is that a zit on your nose?”
“Did your father go bald early, too?”
“What’s that smell?”
“That color doesn’t work for you.”
“Bad breath might be a sign of illness.”
“Is your left eye bigger than your right?”
“Can you breathe through that nose?”
“For a second, I thought you were that homeless guy. He wears the same jacket as you.”

Pouring half a beer is a great idea as well.

Ok, I would go with Markxxx’s suggestion about what to do about the discount thing. In fact, when it’s time to settle his tab, ask your boss to do it for you and let them take the opportunity to tell him that you aren’t allowed to give discounts. So what if the guy gets upset. He sounds like the type to get over it pretty quickly.

I also love the “pour him half a beer” thing, too. Or if he slips off without paying the whole amount then the next time he comes in pull him aside and say “Look dude, I had to pay your tab out of my own pocket. I’m held personally responsible for customers that don’t pay or shortchange on their tabs.” I guess that’s an outright lie so maybe not.:mad:

As for the weight comments, what an ass. That is just so annoying! Tell him he sounds just like your Mother the next time he says you’ve lost weight or something equally annoying. Speaking of your Mother, you think he seems to have quite a lot in common with one of your Mother’s friends. Would he like you to set up a date to meet her?