JST8828
Don Juan
Known her for 3.5 years and only sporadically would text over work issues while sharing a few other laughs here and there. Hardly ever anything else. In fact, whenever I'd try and get a bit personal, she'd basically be nonresponsive. There was even one time when we were having lunch together and we spoke about online dating. I showed her my profile asking what she thought, then asked her "So if we didn't work together you'd swipe right on me then?" to which she just laughed and moved on to another topic. Bottom line is there was NEVER any indication that this woman liked me until only just very very recently. Really, I kind of chalked her up as nothing more than an attention wh0re at times. She is 31 fyi. Last few weeks however and suddenly there's been more texting from her and its now gone to more personal type of levels. Asking what I'm doing for my vacation, asking where I'm working for the day (I have a schedule that sends me all over). She's in the same department but in another area. We see each other once every few weeks. About a week ago she saw me and we had a lengthy in person convo that went a tad flirty for the first time. One of the topics was me telling her about a great rooftop bar in the city we should check out. She responded casually but positively.
Today she texts me, which again, has been happening more frequently and it seems she just looks for ways to text me as what she wrote was about work but it also wasn't very important either. A year ago or even a few months ago she NEVER would have wrote to me what she did. I follow up by asking about her bar plans with a friend from last week that she previously mentioned to me and she responds positively shared me photos and everything. I tell her next up- (bar name I told her about a week prior). She says "Yes I want to try that place". I tell her "Once you get promoted
"... She sends an emoji of a cat shrugging followed by saying "What if that doesnt happen? I cant wait ((laughing emoji))
At that point I tell her we should be patient and positive. She says "I'd rather go to a beautiful rooftop bar and enjoy a nice sunset, then I'll be positive haha"
Next came the moment where my conscience and nerves came into play as it has other times over the years with co-workers. I like this chick, but I'm also not 100% into her, and also don't fully trust her either. She's quite gossipy at work, acts quite immature at times, and finally, well, we WORK together, often very closely. I made a conscious decision to indirectly ask her out to see what she'd respond with first, and then sort of go from there. I wrote "Well then, the offer is on the table and I agree, rooftop sunsets are awesome"
This is where the conversation ended.
Now I'm not going to cry myself to sleep tonight over not taking the green light as I know that if I truly liked her, I would have asked her out flat out, but I just couldn't do it. Only asked out ONE other woman at work in my life and am not a fan of doing this kind of thing. At the same time, if I could do it all over again, I'm thinking maybe I should have just gone for it. I know my response was weak (for all the obvious reasons) but I'm also a bit surprised at the no response. Is it fair to say that if this chick was definitely into me and down to go out, that she'd write something back? In any event, I'm stuck wondering if I can recover from this anyway, as I would kind of like to go out with her at least once and see where things went.
Today she texts me, which again, has been happening more frequently and it seems she just looks for ways to text me as what she wrote was about work but it also wasn't very important either. A year ago or even a few months ago she NEVER would have wrote to me what she did. I follow up by asking about her bar plans with a friend from last week that she previously mentioned to me and she responds positively shared me photos and everything. I tell her next up- (bar name I told her about a week prior). She says "Yes I want to try that place". I tell her "Once you get promoted
At that point I tell her we should be patient and positive. She says "I'd rather go to a beautiful rooftop bar and enjoy a nice sunset, then I'll be positive haha"
Next came the moment where my conscience and nerves came into play as it has other times over the years with co-workers. I like this chick, but I'm also not 100% into her, and also don't fully trust her either. She's quite gossipy at work, acts quite immature at times, and finally, well, we WORK together, often very closely. I made a conscious decision to indirectly ask her out to see what she'd respond with first, and then sort of go from there. I wrote "Well then, the offer is on the table and I agree, rooftop sunsets are awesome"
This is where the conversation ended.
Now I'm not going to cry myself to sleep tonight over not taking the green light as I know that if I truly liked her, I would have asked her out flat out, but I just couldn't do it. Only asked out ONE other woman at work in my life and am not a fan of doing this kind of thing. At the same time, if I could do it all over again, I'm thinking maybe I should have just gone for it. I know my response was weak (for all the obvious reasons) but I'm also a bit surprised at the no response. Is it fair to say that if this chick was definitely into me and down to go out, that she'd write something back? In any event, I'm stuck wondering if I can recover from this anyway, as I would kind of like to go out with her at least once and see where things went.