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I like it, but I more prefer something along the lines of "So when are we going out for that celebratory drink??" which is a little less direct and also kind of reminds her that at one point she had (albeit unofficially) agreed with me that we'd go. Again though, the problem is I have to wait...

We're talking about me asking a co-worker to grab a casual drink after talking for the better part of the last year... not propositioning her for sex.

Gaming women at work is always an iffy thing. I know that. But thats the point of this thread. How to proceed with caution and how NOT to be a creep. Speaking of which, while I'm definitely on board with the "Just ask her out and if you have a good time worry about the number later" plan...

I should have made known that she has a very timid/shy type of personality. In my opinion (at 40 yrs old) I do not think she's the assertive type at all who would easily start throwing romantic signs at a guy, especially at work mind you. She comes off as a somewhat reserved person, who would...

I know it might sound a bit juvenile, but when it comes to work I always like to be as careful as possible. For over a year now I've been talking to this one woman on and off at work. It should be noted that I only see her very occasionally which is why this has gone on so long without any...

You sound like an idiot

Thats definitely what it was. Damn! You're right. Who goes to dinner? It's back to your place 25 minutes into a second date or consider yourself an AFC.

I don't fully understand this comment or what you meant. Your implication seems to almost be that she solely went into the restaurant or even the second date in general with the plan in her head to end things. That isn't what happened here. This was a bit of a different scenario and one I've...

Met on a dating app (both in our mid 30's) and went on what I can only describe briefly as a very nice first (coffee) date. For the full 2.5 hours she was fun, friendly, mature, attractive and all the good stuff that I'm looking for at this point in my life. The only "red flag" that was obvious...

Pretty much. Though for me if she followed up the I'll let you know on so and so day, that would be fine. Simply saying "i'll let you know", or in her case having the gall to write "maybe i'll let you know...." (even though i dont think she realized how that sounded) is someone who is simply not...

You should have got to the point and asked her out in the initial convo. In the early stages texting isn't for penpals, its for setting up dates. She subconsiously sensed some weakness by you not making your move and bailed out of the chit chat. Not a big deal. Take it as a learning experience.

Had we gone out for at least a few times and she deleted it based on the fact that she told me she just likes focusing on one guy at a time (ie. me) then by all means, very positive. The fact that she just deleted it for reasons unknown and certainly nothing to do with me, adding on all the...

Thakns for the reply. So just to be clear- your analysis is that if women somehow make it to their late 30's without having been married or having kids they end up seeing through their friends and others just how overrated those two things can be and get turned off by it all and re-evaluate what...

What would that have to do with anything?

Because she's attractive, I'm inclined to agree with you. Especially since her career doesn't exactly seem to be something that's extremely demanding these days. She even told me that she decided not to apply for a promotion bc it would effect her quality of life.

38 here went out with an attractive 37 yr old woman last week and in my honest opinion we had a kick ass time. Definitely one of the few dates in recent memory where the convo flowed well and you could sense solid chemistry. The problem however is that I picked up a bit of an odd vibe from her...

I'm talking specifically in the early stages of dating. First couple of dates. Just curious if anyone has any stories. Like maybe she seemed a bit uncertain when she blew you off or she told you something about you that made her think you guys weren't a great match, but after doing some leg work...

I developed pretty severe Tinnitus back in mid 2018 and within a few months when I realized it wasn't going away I thought about, in a serious way, suicide, for the first time in my life. I still never came close to doing it and eventually have learned to (somehow) live with my condition, but it...

Delayed texting is never a good sign, especially after multiple dates. Seems like a lot is going on here and any opinion you get will never be completely on point bc only you have experienced this first hand. On one hand you're saying she pays for stuff too so she's not using you completely, but...

First, the theoretical road trip date idea would be me driving, I'm sure. Second and back to the main topic of her iffy-ness on coming to my area, it’s just that I’m also of the belief of a very possible alternate theory where she’s just not comfortable coming to me yet bc she knows it will...