Waitress/online friend...how to ask her out?



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PostPosted: Wed Apr 02, 2008 9:16 am 
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HB9 or 10 waited on me and a friend at one of my favorite local restaurants about a year ago. Wicked hot, but very accessible. I found her on Myspace a bit later and we've had some funny message exchanges here and there. We have similar wits. I've been back to the restaurant once since then (I don't get there very often these days because a lot of my friends are unavailable during lunch and dinner hours and I despise dining alone) and we joked a bit and then bantered on Myspace again after.

Lately I've been running into her other places, just quickly in passing, and then on Easter I saw she'd viewed my profile on a dating site. I didn't even know she was on there, and when I checked her profile I found she'd just joined that day and was online. I opened a chat window with her and said, "You're everywhere I go!" and she laughed and said "I was thinking the same thing!" We chatted for the better part of an hour and it seemed to go well...but I was hesitant to ask her out because I couldn't tell if she'd looked over my profile because she was really interested in reading it or if she'd just looked to be sure it was me.

I've decided I need to just go on and try to get with her already, but I have no idea how I should go about it. She's familiar enough with me to know that I'm, you know, real and not some random sleaze, but we don't really know each other too well. (And I've checked but haven't found her available for chat since.) Any suggestions?


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PostPosted: Wed Apr 02, 2008 7:35 pm 
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Wow, typically, I would make a move with a LOT less perceived attraction. Like, I would have made a move in the restraunt... I mean, I would be willing to bet a hundred dollars she is at least willing to go on a date with you. Just do it dude.

Good Luck.


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PostPosted: Fri May 16, 2008 1:51 am 
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I got her to agree by message to getting a drink, but specific plans were never made 'cause she's not online for long periods sometimes and when I finally heard back from her she was saying she'd be busy for a while.

Meanwhile I've run into her a couple of different places again. And tonight a friend invited me to dinner at this TINY, incredibly obscure little random Vietnamese restaurant at a far end of town, and ten minutes after I sat down, she walked in with a girlfriend. Even she was joking by then that she's stalking me. They ended up seated right next to us. Every other time I've seen her it's been cool and we've joked, but this time was really weird. Once they sat down I introduced her to my friend, and she said hello and shook his hand and then just picked up her menu. After a couple of seconds, her friend had to introduce herself and even she seemed surprised at how rude the girl had been. She never spoke to or acknowledged me again the rest of the time they were there, but I know they were whispering about me at at least one point. At one point my friend had to leave the table for a while. Never said anything. Then when they left, she just got up and walked to the door and never said anything. Her friend stopped her and whispered something (probably something like "Aren't you gonna say bye?"), and she just whispered something back and kept going.

Now I'm just confused. Do I message her something like "...Wow, way to say bye there," or "Those manners get you many tips these days?"


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PostPosted: Fri May 16, 2008 2:09 am 
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i'm still new to all this but here's my 2 cents.

It was good at 1st, but it spread on too much time. Her action at the restaurant makes me feel that you haven't built up enough attraction till now (you would have never done that to her, for example). Unless she's already playing hard to get, she's not super interested.

It might also be that she was nervous, the same way you were and didn't talk to her. In that case i would message her a funny arrogant message, get her to chat for a bit and say that all this chat thing is weird and time consuming, and get her on the phone as fast as i can. (i usually send them my number, then 5 seconds later say *I don't hear my phone ringing yet*) (thanks Deangelo).

Then on the phone, i would tease her mercilessly. I also try to get her schedule during the call, not at the end (it's too transparent if not). Then i tell her that if i'm doing something fun i'll give her a call (with a tease). Then i tell her i have to go. I also try to limit it to 15 mins cause i don't really want to start comfort building on the phone.
Then a few days later, i'd call her up with a date invitation hidden in a fun, friendly get together.

Then... work my magic there.


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PostPosted: Fri May 16, 2008 2:26 am 
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I wasn't nervous about talking to her, just was with a good friend who'd invited me out and we were in the middle of a long conversation and I didn't wanna be really rude to him by stopping to run game for a while. I also kinda didn't feel gaming at the moment, even though that may have lost me some points.

Someone I know suggested she might've been embarrassed that I saw her...she was makeupless and her hair was a mess and she was dressed like a bum and it was clear they'd just kind of run out for a quick dinner--of course she still looked good to me but I know if I'd been seen dressed that far down I'd talk as little as possible too. Except for that one time we chatted on Easter when I caught her logged into the dating site, our communication online has all been via Myspace message. I can't count on running the IM routine because she's not always on much and I don't know when we'll both be logged in at the same time again. Does that routine work via regular message?


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PostPosted: Fri May 16, 2008 9:00 am 
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Now I'm just confused. Do I message her something like "...Wow, way to say bye there," or "Those manners get you many tips these days?"
Don't, it will come off needy.
Now, I am wondering why she didn't say goodbye.

At first I though, she probably isn't talking to you cause she might have some anxiety around you now that you asked her out for drinks.

But when she doesn't even say goodbye that's a bit harsh... i really don't know what to think, since at first it seemed like you two were really hitting it off, and now I just think she's creeped out by you.

And how do you keep running into each other? Is the TOWN THAT SMALL?
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that far down I'd talk as little as possible too.
Don't you think she would've at least said "BYE" if she was the least bit interested...?

In the end who cares... Just do your thing, ask her out, go out...

YOu don't have her phone number? :roll: You might wanna get that. ;)

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PostPosted: Fri May 16, 2008 7:06 pm 
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And how do you keep running into each other? Is the TOWN THAT SMALL?
No! There are I believe over 150,000 people here. Considering we don't travel in the same circles, the odds of us bumping into each other this often is unbelievable.
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In the end who cares... Just do your thing, ask her out, go out...

YOu don't have her phone number? :roll: You might wanna get that. ;)
The two options here, though, are to do that by message or wait till the next time I inevitably run into her. Which is best? And it seems kinda weird to re-open and ask for her number without negging for being so rude, or addressing it at all.


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PostPosted: Fri May 16, 2008 7:15 pm 
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I don't like the "negging" word in that context... Yea, I dunno if you call her on her shit, it might come off needy, you know what i mean? It will seem like you care... and as if you're sulking. Personally if you can pull it off in a really funny non-chalant fashion you might get by with it.
Re-opening could be just as weird...

What if you were like (messaging):
"What happened the other day... still up for grabbing drinks?"
or call her on her BS... and finish with the drink part... bottomline you'll have to message her.

I mean you will just have to lay it on the line.. cause it could be forever until you run into her. (maybe not with your odds lol)

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