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Is he interested, and how can I show that I am too?


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Posted

So...to make a long story short as possible, I've been pining for one of the younger, single, attractive attorneys at my law office for months. We've had months of lingering looks across conference rooms, friendly exchanges whenever we cross paths to and from the copier, and a random nonchalant conversation here or there when the opportunity arises. He's long regarded as a Grade-A Jerk around our department, because he is extremely tedious and keeps to himself, rather than falling in line with our 'casual' law firm environment. Despite all of my peers hating him, I was always interested in him, and even when conflicts he was involved in were brought to my attention I've always secretly had his side...

 

Like previously stated, he's an attorney... and I'm a paralegal (not his) who is applying to law school. I mentioned this to him in passing, and he told me his office was open if I ever wanted to talk. He ended up getting transferred to another department, but before leaving he sent me an email and asked me to plan a lunch so we could discuss the legal field. He has never really been friendly with anyone else in my department, so I didn't tell anyone and was not really sure what to expect...

 

We work downtown and now in separate office buildings, he moved his car (which says a lot working downtown) and picked me up from my office, chose a nice restaurant, opened all the doors, paid the bill, opened my car door when we got back to his car and everything. During the lunch, I was actually the one that brought up the legal field - up until that point the conversation was about our lives, where we were from, college, the city we live in, etc. Even while talking about the legal career he was very open, telling me a lot about himself and asking me a lot about myself, and I realized we had a lot in common. There was a lot of laughter and smiles during our 2 hour meal, and it ended with an invitation to Happy Hour next Friday.

 

Since lunch - he's found a reason to email me almost everyday, but never about work. Once it was to see how my day was going, and to forward me the contact information for someone who mentored him while he was in law school. He sent me an invite to add the happy hour to my office calendar ...and he's emailed me his Bar Association calendar in case I wanted to accompany him to any of the events (his words) and he emailed me twice on accident, sending me work emails intended for someone whose name is not at all close to mine.

 

I feel like he may be interested, but also very cautious because of the work situation. I'm not sure how to go about showing my interest in him, especially if we are going to be around alcohol and other attorneys next Friday. Does it sound like he's interested? And if so, how do I go about showing my interest, with enough tact to easily save face if he isn't?

Posted

Yup, he sounds interested! Actually, it sounds like HE is the one who is being careful due to your work proximity. He has backed off from officially asking you out (possibly for the same reason that you have) and is instead hoping that you'll show up to one of these events/respond to his invitations. Why not say yes or show up to one of those events? He just needs some confirmation from you. If there is some fiasco, remember that he doesn't work in the same building... I think you're smart to be concerned.

 

One piece of advice: try to make it a proper date if possible. You don't want to have a drunken office party hookup, so I don't think there's anything wrong with inviting him to a proper dinner or event.

Posted

I honestly can't tell if he's into you or just trying to do a bit of professional mentoring for someone he sees might have a bright future. Why not just accept the professional invitations for a bit until it becomes clearer.

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