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Minor update: Had another convo with her this past week and I will be honest, I just could not pull the trigger on asking her out. Again, great convo, lots of laughs, a legitimate chemistry from a general standpoint at least, but, the amount of co-worker/friendly vibes only this girl gives me...

I understand your thoughts, but after all this time, going out for a half hour cup of coffee together, even if its during work, would be an escalation in its own right with this particular girl. Also, I would absolutely step up the conversation with her during said coffee outing.

Thanks for the kind words of encouragement. While meeting someone at work is not the most ideal scenario by any means, I also find it hilarious just how against it some people are when TONS of couples meet at work. Its not exactly some extreme taboo thing that is frowned upon so hard to the...

You have no clue who this person is. I do as I've spoken and gotten to know her over a somewhat lengthy period of time now. So its a bit odd for you to kind of discount my account of who she is and how she comes across. This isn't the type of girl who's out to string me along. She hasn't even...

Well breaks are at completely different times for us so even if we were working together every single day, which we do anything but, it never would have had a chance to happen. I wouldn't go that far. If I ever got her out somewhere besides our office walls I would definitely be a bit more...

Great question but if I'm being honest I can't give a real assessment of that. Like I said, I'm not working in her area everyday. I really only see her once every few weeks. But in the very little bit I have seen with regards to her interactions with other guys(as in literally minutes and only a...

Yes and this is what I'm afraid of. But still, I just don't know. I still think its very possible she'd go out to grab a drink or coffee with me. For the most part, I do agree, but I will say that this particular woman isn't like most that I've gotten to know. She's a little "different". She...

29.. single, never married. Doesn’t seem too experienced with men and the world of dating. Don’t ask why I feel that. Just a hunch.

For the last 6 months or so at work, I've been getting to know this one woman at work little by little. HB7 in my opinion. We do not see each other every day or even every week though. It has been more like every 3 weeks on average, so the progression has been super slow. Eventually, probably...

While I still think another guy is possible, after re-reading everything myself, I too can't rule out what the last poster @BeExcellent said. Ok, so she was coming to you day after day after the sex. That wasn't just a coincidence. She likely did have a good night with you and wanted to move...

A sudden change like this typically means another guy either entered the picture or she was dating someone else who she's now feeling more into. Either way, can't beat yourself up over it.

Unless of course she's drooling over you or you two have such ridiculous chemistry that its 100/10, asking in a "No pressure" context or not, I never really liked the idea of asking out a co-worker for a flat out one on one thing. I've been there before and it can just end up as awkward. For me...

What Dr. Suave said. Want to feel better? I've been in this exact type of situation and it wasn't on no second date. It was more a 10th or 11th date, with all sorts of sex and sleepovers, a Christmas party, a night with friends, etc, in between. Then a couple months after she blew me off I saw...

What do you do for a living? I wish I could get a job that worked late. I've been working 8-4 and waking around 6:15am for the last 11 years. Always been a drag.

My thoughts are it's more than likely there is another guy or even multiple guys she's involved with in some way shape or form. They are not anything exclusive as she was out in the open on the dating app but she thought she'd test the waters for a minute and found it to be too stressful and not...

Got a number from a relatively attractive 41 year old off of a dating app about a week ago. We texted just a very little bit one day at first but she was on a trip so we didn't make plans then and there. I reached last night (a few days later) when I knew she'd be back and right away asked what...

early to mid 30's. I feel like the gym is basically a necessity for me now.

@Lookatu So how do you suggest I handle things with this woman? Even if she were to tell me she's been in an LTR recently, it still wouldn't change several of the red flags I've already experienced with her. (i.e. bad sex, unable to fully explain what in fact is going on with her likely move in...

Agreed. I should have dug a little deeper at this point. Though I have not put her on the spot with your question yet, I did ask if she ever lived with a guy to which she said no. That alone I found a little odd for an attractive 40 year old bc that basically means she's likely never dated...

Can't really disagree. I knew it was bad news when we finally got down to it all. And lord knows I'm not going to, at my age, 36, to talk to a 40 year old, about how to give a better BJ.