Last week in New York, in a fun-filled night at the Bowery Bar, one of mankind’s biggest unanswered questions was finally solved. The question is of course how one can get a (real) phone number from a waitress.

A little background – in college I had a project to create a business model. I created a book about how to meet women and sold it on the Internet for $50. It wasn’t spectacularly successful, but we sold a number of copies and got a good grade in the class.

The irony was that I was in the midst of a four-year relationship and had no first-hand experience of what I was talking about, but that was okay. The point of the book was to help guys who lack confidence (I had/have a number of friends who fit the bill) meet girls. It wasn’t about how to be a sleazy guy, but how the ‘nice guy’ can successfully compete with the sleazy guy while still being a good person in the process.

Anyway, one of the only unbreakable rules was that you never hit on the waitress. They’re paid to flirt with you, they get approached constantly, and the odds are very much stacked against you. Thousands of clueless, well-meaning guys think that in their case it’s different and take their chances. They’re almost invariably let down. It’s just not a good use of their time.

Until now.

As my colleagues and I were enjoying ourselves, an idea bubbled to the surface. An idea that could actually work was created. We got feedback from a number of the servers at the bar, from our wives and girlfriends, and over the past few weeks have been accumulating additional supporting evidence. All signs point to this being significantly more likely to work than anything we’ve heard of before.

We’re now at Phase Three before we officially release it - the human trial. Sadly, my core group of friends these days are all spoken for and none of us are able to actually try this. So we need your help. If you’re a single guy and you’re up for it, I’d like you to do the following:

  1. Go out to dinner this weekend with your friends. Our feedback from waitresses suggests that the later you do this, the better. You want to avoid her busy times and ideally try the following shortly before she’s done with her shift.
  2. If you get a waitress that you think it attractive, nice, witty, etc. and you think you’d enjoy hanging out with her, try to get her to warm to you. The key is to be friendly but not slimy. Don’t flirt with her, just be nice, crack a joke here and there, etc.
  3. Near the end of your meal, after you order desert, say the following: “Listen Carrie, can I ask you a question? I want to tell you that I’m not going to hit on you. You and I both know that you get hit on all the time, and it’s a big waste of my time. But you do seem like a great girl, and I’d like to see you under some other circumstances where I could hit on you. How would you recommend I do that?”
  4. Report back with your findings.

From what we’ve heard from waitresses, female colleagues and our significant others, we strongly believe that this has a great chance of working. We’re not anticipating a 100% success rate, but I want to hear what happens either way. If she has a boyfriend and tells you so, let us know so we can factor that into the results. Also tell us if you’re a) a slob with a body odor problem, b) wearing your Dungeons & Dragons shirt with the huge mustard stain on it, or c) with your mother when you ask. These will all skew the results.

Also, only call her Carrie if that’s actually her name.

About Sean Johnson

Sean is a Chicago-based entrepreneur and product development executive, currently working as a partner at Digital Intent. He founded Jelly Chicago, designs, writes, and spends time with his beautiful wife and baby boy.

Follow Sean on Twitter.

  • http://jackass.com/ Jackass

    Yeah, right! 8 responses my ass!

  • http://jackass.com Jackass

    Yeah, right! 8 responses my ass!

  • david

    I tried it for the first time last night and it works like a charm!!!!

  • david

    I tried it for the first time last night and it works like a charm!!!!

  • kevin

    My younger brother spotted a gorgeous waitress, and approached and told her that his brother was her age. He asked if she works there full time, she said yes, and he told her he’d give me the restaurant’s business card. She smiled and said, “sounds good.” So now, how do I approach this situation? It would seem that she thought my brother was attractive, and I know he is very charming with the ladies, so that is why she was cool with it. How do I make this work???

  • kevin

    My younger brother spotted a gorgeous waitress, and approached and told her that his brother was her age. He asked if she works there full time, she said yes, and he told her he’d give me the restaurant’s business card. She smiled and said, “sounds good.” So now, how do I approach this situation? It would seem that she thought my brother was attractive, and I know he is very charming with the ladies, so that is why she was cool with it. How do I make this work???

  • E-rock

    Hmm…I have successfully dated and picked up many waitresses, bombshells who won their bikini contests, some smart witty girls working their way through grad school, rangin in ages from 19 to 27. sometimes 2-3 at the same place. I completely agree with the idea not to agressively hit on the waitresses as well as to go with a few friends. The idea definately is to be friendly. But your end approach is well..hit or miss…and can be awkward if it doesn’t work out and you return there. My approach is this. Frequent the restaurant, i.e. if its a steak place or sports bar, come a few times and eat at the bar with your friends. try to get a side booth or table next to the bar and always leave a big tip. usually 40% or more. you should definately build a good repoire if you are friendly and talking to everyone, and I mean everyone. the bouncers, male bartenders, hosts, and eventually the managers and owners. talk to them about their tips that nights, you will get a ton of funny stories of 20 people leaving 5 bucks on a 500$ check. you can do this at several restaurants. We always are able to get the waitresses to start sitting with us at the end of the evenings, 2-3 or more at a time, just talking. be respectful. and then..ask them what they are doing after work. restaurants usually close around 11. and take them out. this takes a bankroll but…it never fails.

  • E-rock

    Hmm…I have successfully dated and picked up many waitresses, bombshells who won their bikini contests, some smart witty girls working their way through grad school, rangin in ages from 19 to 27. sometimes 2-3 at the same place. I completely agree with the idea not to agressively hit on the waitresses as well as to go with a few friends. The idea definately is to be friendly. But your end approach is well..hit or miss…and can be awkward if it doesn’t work out and you return there. My approach is this. Frequent the restaurant, i.e. if its a steak place or sports bar, come a few times and eat at the bar with your friends. try to get a side booth or table next to the bar and always leave a big tip. usually 40% or more. you should definately build a good repoire if you are friendly and talking to everyone, and I mean everyone. the bouncers, male bartenders, hosts, and eventually the managers and owners. talk to them about their tips that nights, you will get a ton of funny stories of 20 people leaving 5 bucks on a 500$ check. you can do this at several restaurants. We always are able to get the waitresses to start sitting with us at the end of the evenings, 2-3 or more at a time, just talking. be respectful. and then..ask them what they are doing after work. restaurants usually close around 11. and take them out. this takes a bankroll but…it never fails.

  • chad

    i am at a restaurant right now with a waitress hitting on me. all i did was give her my spiffy business card the other day.. only money i spent was on my meal and i am gonna leave a 5 dollar tip. thats how i roll! haha!

  • chad

    i am at a restaurant right now with a waitress hitting on me. all i did was give her my spiffy business card the other day.. only money i spent was on my meal and i am gonna leave a 5 dollar tip. thats how i roll! haha!

  • Raul G.

    OK just tried this.
    I’m a pretty good looking, fit, clean cut 26yr old wearing jeans and a nice shirt.
    I ate at the bar the whole night (only had 2 beers) and saw this very attractive waitress. The whole time I was at the restaurant I was making eye contact with her and she was returning the looks. After Dinner I get up to leave and I glance over at her and she’s checking me out and smiling. So that’s when I tried your sugestion and it was a total rejection. First she smiled and laughed a little then she told me that she was sorry and that she had a boyfriend.

  • Raul G.

    OK just tried this.
    I’m a pretty good looking, fit, clean cut 26yr old wearing jeans and a nice shirt.
    I ate at the bar the whole night (only had 2 beers) and saw this very attractive waitress. The whole time I was at the restaurant I was making eye contact with her and she was returning the looks. After Dinner I get up to leave and I glance over at her and she’s checking me out and smiling. So that’s when I tried your sugestion and it was a total rejection. First she smiled and laughed a little then she told me that she was sorry and that she had a boyfriend.

  • Paul C

    Hello had to give my 2 cents to this because it is very interesting topic. Raul G was a brave hero and provided some insight to the matter, the problem with waitresses is that they are paid to be nice to customers, and specially if it your first time in a place she will instantly become defensive to such a move even if its presented in a funny and relaxed fashion, because she is at her workplace and ideally she would not want to jeopardize her job.

    Anyways, the challenge seems good enough, but i believe it works best if you become a regular at some place and she gets used to your presence, on this situation you cannot advertise your interest so quickly, instead you might need to chat her up and give her some cues about your interesting life so she becomes comfortable to ask you questions back. I suggest jacking one off before going to the bar, so that you feel more relaxed about it (hint taken from ‘There’s something about Mary’) : )
    Regards

  • Paul C

    Hello had to give my 2 cents to this because it is very interesting topic. Raul G was a brave hero and provided some insight to the matter, the problem with waitresses is that they are paid to be nice to customers, and specially if it your first time in a place she will instantly become defensive to such a move even if its presented in a funny and relaxed fashion, because she is at her workplace and ideally she would not want to jeopardize her job.

    Anyways, the challenge seems good enough, but i believe it works best if you become a regular at some place and she gets used to your presence, on this situation you cannot advertise your interest so quickly, instead you might need to chat her up and give her some cues about your interesting life so she becomes comfortable to ask you questions back. I suggest jacking one off before going to the bar, so that you feel more relaxed about it (hint taken from ‘There’s something about Mary’) : )
    Regards

  • Lee

    rubbing one out before you attempt is a good idea…lmfao.

    I am in this situation right now and I have a game plan. I think that becoming a regular is definately your best chance. If you hit on her too strong right from the go…she is going to put you in the category with the rest of the douch bags that do the same thing. Take an attractive waitress…and think about how many times she has been hit on by patrons. Come on! You have to come from a different angle. Tipping big is huge…build an image for yourself and wait for her to come around you.

    The sad thing in my situation is this…the girl has a boyfriend. I am going to get her anyways. I will let you guys know how this turns out. I live in a small town and I bumped into the girl today. It was so perfect too. I just took off my helmet and she pulled up right next to me. She saw me on my Kawasaki Ninja zx-6r. I looked like such a pimp! Hahaha! I asked her…”when is the next time you are working?” She was like…”i am working tonight”.

    I am NOT going to go in today..I will wait a few days and maybe go in this weekend. I am going to sit at the bar and do my homework and completely ignore her. I am going to start to become a regular. And I will pay her no attention. If she talks to me I will be nice…but then back to my reading. She will see that I am not a creepy scum douch bag because I am not throwing myself at her (even though she is fucking amazing!) I will keep you guys posted on my progress. Oh yeah…and it always helps to be seen with other attractive women. Its builds instant trust with women!

  • Lee

    rubbing one out before you attempt is a good idea…lmfao.

    I am in this situation right now and I have a game plan. I think that becoming a regular is definately your best chance. If you hit on her too strong right from the go…she is going to put you in the category with the rest of the douch bags that do the same thing. Take an attractive waitress…and think about how many times she has been hit on by patrons. Come on! You have to come from a different angle. Tipping big is huge…build an image for yourself and wait for her to come around you.

    The sad thing in my situation is this…the girl has a boyfriend. I am going to get her anyways. I will let you guys know how this turns out. I live in a small town and I bumped into the girl today. It was so perfect too. I just took off my helmet and she pulled up right next to me. She saw me on my Kawasaki Ninja zx-6r. I looked like such a pimp! Hahaha! I asked her…”when is the next time you are working?” She was like…”i am working tonight”.

    I am NOT going to go in today..I will wait a few days and maybe go in this weekend. I am going to sit at the bar and do my homework and completely ignore her. I am going to start to become a regular. And I will pay her no attention. If she talks to me I will be nice…but then back to my reading. She will see that I am not a creepy scum douch bag because I am not throwing myself at her (even though she is fucking amazing!) I will keep you guys posted on my progress. Oh yeah…and it always helps to be seen with other attractive women. Its builds instant trust with women!

  • alex8484

    Hey man, how did it go for you? iam courious.. I wish all u guys best luck… sometimes I just wish we lived in the stoneage ,where u just hit a girl on the head with a stick and draged her by the hair into the cave,, lol just kidding…. or am I =)

  • The Penetrator

    dude, this is not going to work. The way it works is the $$$$$$$$$$ show her the $$$$$$$$ as in M O N E Y and she is yours. Of course that's just a figure of speech, but the idea kind of tumbles around that. At the end it all comes down to that, your wallet.

    However

    There are exceptions to this, but very few and chances are 5 out of 100 that you are not going to be that exception, otherwise you wouldn't be reading this right now because you wouldn't need to

  • steven

    Picking up a waitress is actually one of the easiest things you could do. The key is to not have a set plan like this article suggests. You have a person who is being paid to talk to you. You can talk about whatever you want for all but as long as you want. Just be yourself and most importantly be light and funny. Don't hit on her at all. Ask her questions about herself, this will show that you're interested. From here just let things progress naturally and if you feel like you're doing well and you're still interested after talking to her a bit then ask her if she wants to do something with you in the near future (it would be helpful to know a bit about what she likes to do at this point, but not a must). The worst thing you can do is have a plan.

  • illiterate with girls

    I'm a regular at the pub down the street, and the one waitress is especially more flirty than the others. I've kind of suspected she's into me for some time, but I always think 'naw, she just wants a tip.' I go there a couple nights a week, have one or two beers sometimes, always order food. I always have a book or a crossword. I've worn dirty work clothes and I've gone in cleaned up. Clean shaved or shaggy looking. If I'm not in her section, she comes over several times. This has been going on for 3 or 4 monthes.

    Last night I went straight after work with a new guy who turns out is also regular there, but I usually go alone and sit at a table. My buddy I guess sits at the bar, so there we are and she comes over to flirt with me I guess. I went tonight by myself and sat in her section. Guy from work was there, came and sat at my table. I ate, talked to him for awhile, paid my bill and talked for a few more minutes. On my way out, I went over to her and told her I was leaving and she gave me a big hug. Outside the pub my buddy tells me the waitress is into me. I said no, she wants tips. He tells me no, she left her section and came to the bar to talk to me last night, flirts with me lots all because I don't hit on her. I come in, read the paper or whatever.

    She's hot and exotic, and I'm sure she could have any guy she wants.

    I think I'm on the right track, but don't want to blow it. I also remind myself that she is a waitress, paid to be nice.

  • Steelersrule

    this is bullsh#$%. I have a long Johnson and subtly convey the fact to the waitress…she bites almost everytime!

  • Researches Internets

    So, I went to a Flat Top Grill.  My waitress was cute and we seemed to have a little bit of chemistry.  So I went in a second time (at the same time next week so I knew she would be working).  I played the nice guy routine, and I kept making conversation with her throughout my meal, then as I gave her the check back, I popped this line.

    Worked like a charm.  She said it was “classy”.  Bravo.

    I notice that all waitresses seem to like “the nice guy.”  Think of their psychology for a second.  They are around horny guys all shift who are making obvious attempts at hitting on her.  If you go at it with a little bit of “class” I think that any guy could be successful, granted the waitress has at least a small attraction for the guy.  TRUST ME, it’s really easy to tell if she has this attraction or not.  The main two signs are:
            
     —–>She’s not scripted.  Most waitresses have set lines that she will say to all customers, if shes saying more than those     types of lines to you, she’s probably interested.

    —–>She’s more receptive to your comments/ actions and responds to them.  She doesn’t just blow them off and continue working.  If she likes you at all, she will stick around a little more because you make the shift better for her.

    Just be nice and have class and that will set you apart from 95% of the guys she encounters.

  • Researches Internets

    u dumb

  • Researches Internets

    She might think you are uninterested if you go at it like that.  Anyway, how did it go?

  • happy trucket

    WORKED… I’m a truck driver. A waitress at a truck stop caught my eye and we started talking. I left secreting not having the courage to get her number. So a few days later I passed through and stopped for breakfast and felt she was flurrting a bit more than just hoping for a nice tip. So I prolonged my breakfast to get the courage. And before leaving said “I know you get truckers hitting on you all day so I’m not going to but I think you’re great and want to call you.” She said of course and wrote down her number. A little concerned about it being real I got in my truck and left. I text just a simple smiley face to the number and got back “hey how was your breakfast? “She been talking since and she is amazing.

  • happy trucket

    Regretting* sorry stupid auto correct

  • scott

    Funny, this sounds a bit like my line…

    I got 2 waitresses numbers 2 nights ago, and it’s not hard… One of them may be the hottest girl I’ve ever picked up.

    I said, “Hey, can I ask you something?   You probably get asked this all the time, by pretty much every guy that walks in here, but I’m still going to say it anyways…. (Long pause)  How would you design a spice rack for a blind person?”

    She laughs, we chat for a second (she decided braille would work, I think it’s too time consuming to touch every jar)  and then I follow up with:

    “Ok, I have one more, but you kinda have to play along with this one…. (Pause) Can I have your number?” 

    She said yes, but if she would’ve said no (the most commonly heard answer i’ve heard is “I have a boyfriend”), I say “I have a math test.” This gets alot of strange looks and a lot of “What?” or “Huh?” responses (One girl even said, “Oh, so your comeback is to say something that makes absolutely no sense?”)…

    I then say “Oh, I thought we were just naming things we were planning to cheat on later.” 

    Even when you strike out, you get a good laugh (a real one), and there’s nothing too awkward or creepy about it… 

  • Ariel2f

    I just finished work… was dirty and smelly and tried it on an attractive waitress at a pub and it worked beautifully. We are going on our third date tonight.

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