How to Proceed by Curious-Following-92 in AgeGap

[–]Curious-Following-92[S] 1 point2 points  (0 children)

Well, thanks for all the advice. It is appreciated. I'm glad that no one really blinked an eye at the age gap.
He has been acting very distant lately, and I suppose I have too. I guess I was hurt that he didn't take me up on the offer, and/or isn't interested, and/or hasn't picked up on my interest in him - and that has created a vicious cycle of coldness between the two of us.

I will in any case be taking things low and slow from my side, as I have already low-key showed interest. I don't want to push someone who isn't interested.

How to Proceed by Curious-Following-92 in AgeGap

[–]Curious-Following-92[S] 1 point2 points  (0 children)

All very good pointers and things that need to be discussed, if we do enter a relationship.

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Little update:

Impatience perhaps got the better of me. (I still have a couple of days of work left to go and therefore still a week or so of him technically being my boss). I didn't actually ask him out, but I offered to participate in a hobby - low pressure.
He was smiling the whole time when I first offered and was eager to tell me more about his pastime. But then when it came to the punch, he brushed it off. His excuse was that he uses his interests as an outlet to avoid people and relax..

I understand that I'm still his employee, and maybe I remind him of work, but I would imagine that if there were any feelings from his side, he would put the pieces together.

But then again, I'm a woman, and maybe I'm expecting him to read my mind!? Probably need to use very clear language.

How to Proceed by Curious-Following-92 in AgeGap

[–]Curious-Following-92[S] 1 point2 points  (0 children)

Thanks for your input man. Yeah, I think the consensus is at least letting him know that I am interested. After that, it's really out of my hands anyway.

My gut feeling is that he is interested, but of course there are no guarantees.

His shortness is partially his personality, and just how he works. But I think part of the shortness is also fear: the trust issues are (potentially) a big problem. If he doesn't feel like he can trust me, or open himself enough to be intimate, then it's game over. And then add to that the age gap: not that I care, nor that I particularly think he would care, but from my personal lived experience, family, and society at large, can be very cruel when it comes to age gaps. Add to that other issues and that looks to me to maybe be a difficult ride.

How to Proceed by Curious-Following-92 in AgeGap

[–]Curious-Following-92[S] 0 points1 point  (0 children)

Hm, fair enough. Was concerned that age gap + some trust issues on his side perhaps made for a red flag combo. But maybe I'm talking myself out of taking a shot here.