If you like a little risk, here is a fun way to add some excitement to a routine meal out. If you're at a bar or restaurant with friends or colleagues, suggest making it a little more interesting by playing "cheque roulette."
The rules are very simple: whoever gets served last pays the bill. If you're having drinks, the last one to be served his or her drink pays for that entire round. If you're having a meal, the last one served his or her entree pays the entire bill. (Oh, and no tampering with the waitress!)
Note that I didn't say it was smart; I just said it was fun if you can tolerate a little danger. (Or, of course, if you have an uncontrollable gambling problem!)
Since coming up with the idea, I've done it a few times - always with a group that could all afford to pay and at places where the bill would not be painfully high. I've gotten stuck with the bill a few times, but also gotten free lunch or drinks a few times, so it's been a wash.
Best of all, there's always been a lot of laughter involved - with the waiter/waitress both amused and bemused that his/her every action brings loud cheers and moans from the table. And really that's the whole point. There has to be something at stake to make it interesting, but even if you lower the stakes (loser gets the tip, loser has to sing a song, etc.), it's bound to add some mirth and merriment.