How To Ask Out a Waitress

You may be dining out at a restaurant or at a diner, when, boom! You see her. She’s the waitress, and she’s coming your way. You may or may not believe in love at first sight, but one thing’s for sure, you just have to get to know her. You’d like to ask her out on a date. But how to do it? Here are some tips that would help you out if you’re wanting to ask out a waitress:

  1. Be discreet and take your time. You may come off as a creep if you ask out the waitress along with your order of bacon and egg sandwich. If you sincerely have good intentions for asking out a waitress, take the time to get to know her. Try to be friends with her first, so she will get comfortable around you and not think of you as just another sleazy customer. Be a regular around the restaurant/ diner she’s working in, and over time she’d regard you as a trusted customer and your chances of her agreeing to go out with you on a date will go up.
  2. Show much respect. Remember, waitresses have had a lot of experience being asked out by customers – drunk, coarse customers who just want to have a little bit of entertainment. For the waitress to know that you truly are serious and sincere, you have to adopt a different strategy other than an old pick-up line (See number 3). And remember, there should always be respect – something that she may not experience from other customers.
  3. Be creative. One of the surest ways to a woman’s heart is for a man to show that he is willing to exert a lot of effort just to get her attention. Once you’ve gotten to know of her interests, use this data to plan around how you will sweep her off her feet. One example: secretly ask permission from her boss if you could be a waiter to take her place, during the restaurant’s slow hours. When she comes in to work, have her sit down and take her orders. This is a cute way of letting her know just how special you think she is.
  4. Or, keep it simple. Yet another technique that could work is to just keep everything simple. After you’ve built a casual relationship with her, you could just “happen” to have tickets to a baseball game (which she just “happens” to be a fan of, after all) and maybe she’d like to go with you to watch? In other words, you don’t really have to make too much of a big deal of it, and if it turns out you two are better of as friends, then nobody could say that you led anybody on.

There you have it! These are just some of the things to remember if you want to ask a waitress out on a date. Just remember, asking out is just first level: planning the date itself is another thing altogether! Good luck, and have fun! 


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