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So, he set to work and read every book he could find, studied every teacher he could meet, and talked to every girl he could talk to to figure out dating.
Make it even better by putting a wager on the outcome. That will make it a date to remember, at least tomorrow, when his co-workers are like, “what’s on your face? In fact, if you are reading this, I’d start practicing your Running Man now because I have this feeling that all these people are going to read this and think, “that is a great idea! When it hits the Today Show, you’ll know I’m right. The Loser Has to Ask Someone in the Bar to Slow Dance. Even if it’s Jay-Z’s “Give It To Me.” Especially if it’s Jay-Z’s “Give It To Me”. I hope this happens to someone in a bar I’m frequenting. If it’s something fake embarrassing like “I got caught singing in my car”, make them tell a new one. But if things are going well, this could be really, really good.Try one of these: The Loser Has to Eat Something Spicy. Make him drink a big old girly Sex on the Beach or Apple-tini. The Loser Has to Call His Mom and Ask Her What Her Bra Size Is. If it’s a girl, have her call her dad and tell him she thinks it’s time to schedule a colonoscopy, and would he like her to accompany him? This sucks enough when you’re not in a bar, after a few drinks. The Loser Has to Tell a Really, Really Embarrassing Story. In fact, before you start, you might want to give the disclaimer that getting caught singing in your car is not that embarrassing. If you’re in New York City, we recommend the Phaal Curry Challenge (but if your date looks like he’s about to pass out, abort, abort! It’s the first date, so our advice is this: ask a few pick up-lines to break the tension, before either of you have a chance to let the conversation drift into an awkward silence.The best question to start with could well be ‘what’s your most embarrassing moment?