How should I ask this woman out?

I would say your best bet would be to go for it, coming up with an excuse to go over to hers however cheesy or unsubstantial then droping a casual invitation for a drink while your there or leaving could work well.

Good luck

Difficult wrote:

I would say your best bet would be to go for it, coming up with an excuse to go over to hers however cheesy or unsubstantial then droping a casual invitation for a drink while your there or leaving could work well.

Good luck

I've thought about that, but I always go back to the same question: what cheesy excuse could I use? We both have dogs, so maybe something with that? Any ideas?

wait until she's sleeping, then sneak into her bed via fire escape and window. chicks love that.

Well, if you've even had one nice chat before, then you just need to go knock on her door and ask her out. Somewhere casual like a coffee house etc.

Do NOT go in there with the mindset that you are some criminal for doing this because then it becomes a self fulfilling prophecy. Act like it's the most obvious, natural thing in the world and then LO And Behold it will appear obvious and natural. If she rejects you then it's not your problem.

Remember, life is too short to live ANY of it in fear. And, women, like dogs, can smell fear a mile a way.

I mean if you had met some runner dude who lived in your complex and talked about running and it seems like you ran similar times, you wouldn't think twice about asking him to go do a workout with you, right? If he said, nah I'm not interested would you give a sh*t?

You might say the stakes are higher, but that's where you are wrong. There are ALWAYS beautiful women, EVERYWHERE. So go DO IT!!

We expect to hear a progress report.

Ask her out for a run?

If you live in an area that would allow it, here is my plan:

Take your pooch up to her place and invite her and her four-legged counterpart for a stroll. "I was just about to take Sparky for a walk, would you like to come along?"

This way there's no awkward first date situation or huge first date investment (cash or time). Just a nice stroll with your dogs, which is already something you have in common. Also seems like this would be a really easy situation from which to finagle yourself another "real" date.

Good luck broseph.

Make cookies or something. Go up to borrow an egg or some other ingredient you "didn't have". You can either drop an invitation then or go up with a few cookies as thanks later, then ask. AND she will love that you can cook! :)

Real Novice wrote:

Make cookies or something. Go up to borrow an egg or some other ingredient you "didn't have". You can either drop an invitation then or go up with a few cookies as thanks later, then ask. AND she will love that you can cook! :)

Yeah, just tell her that you need to "borrow a cup of sugar."

Drill a hole in the ceiling and place a web cam. You dont have to spend money to see her naked.

that should just about end the debate.

I like the dog walking idea but how about this one. "Hey, I am having a party at my place Friday night why don't you stop over." If you are feeling ballsy tell her it is a two person party and she is the only one invited. Be real light hearted, smile and laugh. She'll love your confidence and orginal approach.

Whatever you do keep it relaxed and simple when you ask. But you must go for it or else you end up like me.....thin, naked, and alone.

Thin, naked, and alone wrote:

I like the dog walking idea but how about this one. "Hey, I am having a party at my place Friday night why don't you stop over." If you are feeling ballsy tell her it is a two person party and she is the only one invited. Be real light hearted, smile and laugh. She'll love your confidence and orginal approach.

Whatever you do keep it relaxed and simple when you ask. But you must go for it or else you end up like me.....thin, naked, and alone.

Hey TNAA ... how did your dating adventure turn out? I take it you never hooked up with her.

POWERPOINT!!!!!!!!!!!!

first, build up your base mileage, just slow, easy stuff. Then start sprinkling in workouts, slightly faster and shorter as you go, then taper to a fine point. then you'll be ready.

Update:

Today I get a phone call from a friend living in the same building. This morning before he left for work, the woman approached him and asked if I was single. She told him to tell me that she'd be interested in going out sometime. Talk about luck! I guess she took care of this problem for me.

Thanks for the advice, though. I will keep you posted.

Hey What Happened...

Thanks for asking. I see her every few weeks because she works at the place that cuts my hair. I backed way off because she told me about some guy she met in a bar, dating him etc. I am going there again soon and ask her out and if she says no I am going to switch hair places and stop wasting my time. The more I got to know her she is a bit of a low end 'ho plus they do a poor job of cutting hair!

Steve....good luck with your woman. Sounds like you are golden.

SCORE!

OMG.

Beating around the bush is so overrate. Please go ahead and following Grow Some's advice.

Just ask her. And be confident. There's nothing I like less than a guy who doesn't project at least SOME confidence.

Good luck!

LADY SAYS wrote:

OMG.

Beating around the bush is so overrate. Please go ahead and following Grow Some's advice.

Just ask her. And be confident. There's nothing I like less than a guy who doesn't project at least SOME confidence.

Good luck!

I don't think you have to worry about him asking her out. This guy needed his way in, and he got it.

Keep us updated!

Okay, I went up to her apartment last night and formally introduced myself. We chatted for a bit, I asked her if she'd like to get some dinner, she said yes, so we headed out. After dinner, we went back to my place and let our dogs play around (we both have small dogs, and the two really clicked, which was a cool thing). After the dogs ran themselves pretty much to sleep, we started to watch a movie, but things we went, and we didn't actually watch much of it.

It's looking pretty good. I ran into her this morning while we were both walking our dogs, and I asked her if she'd like to get something to eat and then head over to a local dog park this evening, and she was very enthusiastic about it.

So far, so good. We'll see.