Worked together for 7 years.
I’m 33 he is 52.
I’ve always liked him
I’ve been confused about my feelings for years due to the age gap and work dynamics but as it’s been so long, I can’t keep going on this way as my feelings aren’t going anywhere.
He became single a year ago and we have been spending more time talking, texting and doing things for each other - A LOT more than we would have normally.
He flirts with me, compliments me, teases me, touches me, hugs me, gets me coffee, brings me snacks, does favours I don’t even ask for, stares at me, leans into me, brushes up against me, touches my hands, back or arm and talks to me everyday.
He’s told me he likes me many times.
He’s called me sexy, good looking, beautiful inside and out, told me I have a lovely personality, told me he wishes he was 10 years younger..
While he was going through a tough time he really opened up to me. He told me very personal things with his family, losing his father and his struggles.
A month ago he asked me if I wanted to join him one weekend as he was visiting a place we had spoke about. I was delighted and said yes. He kept sending me photos and videos of the place but we couldn’t go due to the weather. Since then I asked to reschedule he said he’d let me know. I then asked one more time and he said yeah I’ll give you a shout and we can head off!
Then our mutual work friend told me that he has recently joined a dating app. I was hit with excitement (that he’s ready to date again) and sadness and jealousy that he’s wanting to bang other woman and reality is that he’s just not into me.
I wish I didn’t know, but it’s none of my business and I want him to be happy but it’s torture.
My last shot was saying I almost text you at the weekend to see if you were free..
I thought if I made the move he would feel less awkward about asking and let him know I’m interested.
Should I keep going with our flirty friendship and wait for him to ask again? Or should I distance myself?
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The unfortunate thing with older men is that once they’ve lived through certain life experiences, sometimes more than once, then they stop wanting to do it again going forward. Like marriage, I know some older men who will never get married again but still want companionship and even serious relationships just without the ring.
With this guy at work, I honestly think he just enjoyed the freedom and fun. Being his age, I’m sure it’s nice to know he’s “still got it”. But ultimately he wants to explore the market, enjoy his single life and not step into another relationship. Of course you could just ask for transparency. I mean you already know he’s interested to some extent, so why doesn’t he take the next step? I think you deserve a reason so that if there’s no hope then you can move on.
Thank you, I’ll just wait and see what happens I guess.
You already blew him off once, and you haven't made any move. It's 100% on you to make it happen.
I never blew him off. Not sure what other move I could make rather than keep flirting, texting and mentioning hanging out which I have done…. any tips?
I misread part, you didn't blow him off. I am not seeing where you have been flirting with him very much. Mentioning that 'you thought about texting him'... uh no.
Just say "are you ever going to ask me out or what?"