Now you probably take getting rejected with grace and humor.
I chose this one to run on Valentine’s Day specifically because a lot of single guys and gals will find themselves at the bar, and the person serving them drinks is going to look mighty appealing on this, the loneliest of holidays.
Picking up a woman (or a man, for that matter) who works at a bar is possible, just incredibly unlikely. You’ve got to understand a few salient points:
- What you know about her could likely fill a thimble. She’s served you beer, you think she’s hot, that’s about it. Have you ever had a one-night stand where you bought a woman a drink, nodded at her, and then got laid? No? Yeah, there’s a reason for that.
- She spends a lot of her time dealing with drunken douchebags who want to get into her pants and think all it takes is an extra 5% on the bill to do so. So you’ve already got that against you.
- Even if she is interested, her bar may have strict rules about going home with customers, or she may personally have done it before and gotten burned.
There’s even a possibility that she’s married: sad to say, if you don’t have a ring on your finger, you get better tips.
So, what are your next steps?
- Never, ever ask her when her shift ends. That’s cute in movies. In real life, that’s what stalkers ask.
- Don’t get drunk. Order a beer and get some food.
- Go on a slow night and try to engage her in conversation. The menu’s a good place to start.
- If the bar’s more than half-full, don’t even waste your time. She’s on the clock, and keeping her from doing her job will ruin your chances.
- If the words “boyfriend”, “girlfriend” or “significant other” come up, let it go.
- Once you’ve got a rapport going, and you’re finishing up for the night, pay the bill, leave a generous but not excessive tip, and do one of two things: write your number on the check, or politely ask her out.
- Leave the ball firmly in her court. If she says no, smile, say it was worth a shot, and wish her a good night. If she doesn’t call you back, just forget about it and move on.
That last is especially important: this should be a zero-pressure situation for her in absolutely every sense. That’s your best shot.
Good luck, you’ll need it.