Search Results: ask her out now or wait

Disclaimer: I am not trying to pursue anything since he’s married.. I do find him very attractive. He’s an executive of my company who’s the boss of my boss.

Earlier this year some very unfortunate family death happened. I was a mess, tried to quit the job with no notice. Surprisingly he reached out to me and convinced me to stay. We had a conversation that I opened up to him and was totally vulnerable. He was very understanding and offered me a month off ( mind you I was only 2 months into the job). When I came back, I noticed he became more attentive. He would come to my desk and tried to initiate a conversation. We don’t really have a lot in common so he would always ask about my pets, nagged me to bring pictures of them and even offered to print out their pictures for me 😂. He would assign project for me to work with him directly. He skipped an interview with a candidate to attend a welcome back group lunch with me.

I was so depressed in the past few months and lost 30pounds in a few months and so physically I looked very different now. I felt like he looked at me differently and sometimes he checks me out. When I recently dyed my hair, none of the other male coworkers said anything except him. He asked if I changed my hair color and told me it looks good.. Last week he came by my desk and asked me what my Halloween costume was for the work party. It’s a pretty obvious one. I asked him you can’t tell? He paused, looked at me up and down and claimed he doesn’t know lol. Then when I told him what my costume is, he had an smile as if he already knew it and just waited for me to say it out..

He approached me less recently ever since I started acting colder to him. Now he spent more time talking to my boss, who’s married and physically I wouldn’t say she’s his type? He still try to chat with me briefly when he came to talk to her. But then there’s times he initiated a conversation and excused himself abruptly? Not sure if it’s all just in my head.