Question:

I need help asking out a waitress?

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Theres this waitress I really like. Theres a problem though. I have absolutely no idea how o talk to a waitress other than ordering food. And my friend( who is fantastic at talking to the ladies) doesn't have time to go out to the restaurant where she works with me to help me out.

I need some help. How should I go about this? Should I request her as a waitress the next time I go there? I mean that sounds like it's something to start from but I don't know. I need to know from waitresses and people who have dated them what to do.

Should I get to know her a little? Should I become a regular there and get the know her that way?

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6 ANSWERS


  1. Depends... what restaurant is this?  next time you are there... just be very friendly... hey how are you doing?  ask her "oh what comes in this dish/ that dish.... it will become a friendly conversation... and see how things go... after her attitude and way she awnsers.. hopefully you get the flow going...

    (i know its easy to say but hard to do)  

    Good Luck


  2. Unfortunately, I don't have a direct answer to your question. I've been in the service industry for many years and what you truly must take into consideration is, she's at work.  She may not have time to make small talk with you (and you shouldn't try to monopolize her time). By flirting with her you may put her in a very uncomfortable position.  She works for your tips, if you make advances towards her she has multiple things on her mind, for example "How will my response to this effect my tip?". But mostly, if you do ask her out, leave a number, or express any interest other then employee/guest nature. TIP BIG. I'm not saying huge. Just 20% of your average check. (But never anything less then five. Even if you bill is only 15 bucks.) But all I can really say is if you ever bump into her in the parking lot (LOL but don't stalk) or some place non work related please carpe deim. It will bump up your chances dramatically.

  3. Becoming a regular is a great start. As a former waitress, my regulars became somewhat a part of my life. I learned more about them every time they came in. We shared life experiences, laughter, and tears.

    Yes, I did get asked out quite a few times. The ones that took the time to become regulars and ask about me are the ones with whom I would even consider going out.

    Things to do:

    1. Ask her about how she likes being a waitress.

    2. Ask her about her job, the good and bad of it.

    3. Use a little humor, waitresses need a good laugh at times, but don't use any possibly offensive jokes!

    4. Compliment her work and don't overdo the tip. Waitress are very leery of overtippers when he finally asks her out.

    5. Show interest in how she spent her off days. Don't be offended if she doesn't share, though. Given time, she will feel comfortable about sharing her personal life.

    6. Find out as much as you can about her interests. Don't fake interest in something that you don't like, but do share your interest in things you find in common.

    7.   If something interesting or amusing happens to you, share it with her.

    8. Most of all, be yourself! Waitress deal with people all the time and most are very good at picking out phonies.

    Some things to avoid:

    Don't brag

    Don't talk about your past relationships

    Don't be negative

    Don't play games

    Don't hog the chat, making it all about you, your day, your thoughts, your opinions, etc You'll never learn about her if you do and she might even think you are a bore or worse.

    Don't use lame lines, keep it real.

    Give it a little time and attention, and you may not have to ask her out...she may ask you to join her on her next break!

    Good luck!

  4. Try this-

    Go to your local coffee shop and buy a ten dollar gift card.

    Write your phone number on the card. The next time you are leaving the restaurant, hand her the gift card (with your phone number on it) and say, "I'd like to buy you a cup of coffee, but don't want to disturb you while you are working." Then leave immediately and do not look back. She will be intrigued by this approach and you will receive a phone call soon enough. The rest then, will be up to you.

  5. Probably get to know her a little first (this could be of benefit to you, as you may feel you don't like her after all)...eventually just ask the question...like so many of us we wait and wait and we don't ask and as we look back at our lives and how we have played (or not played) this game, we lost out on getting to know some really decent people.

  6. I'm a waitress. Become a regular. Tip good. Once you get comfortable, then ask her out.

    When you first become a regular, ask her what she recommends. You'll find out what she likes.

    When you are there, and you get comfortable, ask her if she would like to go for a drink after work. Or coffee, or whatever. If she says no, then you know, if she says yes, God Bless you!

    Good luck!!

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