How to hit on guy at work

Anonymous
I have never taken the lead with initiating anything romantic with a guy before. Nor have I ever dated a colleague. However I’m really interested in a man I currently work with. He is a federal worker and I’m a contractor who works on his project. We both work remote but have a few work meetups coming up. Any ideas on how to flirt or ask him out? I don’t want to be unprofessional. Maybe there is something I can do to nudge him to initiate?
Anonymous
Do not hit on anyone at work.
Anonymous
Seems a bit risky if you ever want to use him as a reference. I'd consider it if you moved to another project...
Anonymous
1. Get contact info of someone else

2. Wait until the contract is over over over.

3. Ask that other person for an introduction.
Anonymous
smile, laugh, touch. suggest that you get together outside of work. Go for it!
Anonymous
Total. Conflict. Of. Interest. You are the services provider per the contract to the customer. Don't do it. Wait until you have moved projects or contract is finished.
Anonymous
Use the work meetups to make ice breaker smalltalk. Find out what his hobbies or interests are or if he likes any of the areas hikes. Act real interested in them and see if an out of work meetup can happen naturally. If it does and there is chemistry, say you're interested in seeing him more and you'd be willing to change projects to avoid putting him in a difficult position.
Anonymous
Low cut blouse.
No bra.
Lean in.
Anonymous
Generally, only men are punished for this kind of behavior.
Anonymous

OP, I suspect that maybe the fact you both work remotely has skewed your thinking here. If you both worked together in an office maybe you'd see that trying to start something with one of your clients (and some contractors and fed clients do work in the same offices) is nuts.

He's. Your. Company's. Client. Even if he's not the contracting officer, or in charge of your portion of the contract, or directly supervising you somehow.

If and only if this contract concludes; if he is absolutely single and you've somehow established that; and if his office isn't going to be a client for your team again -- then maybe you can contact him outside work and ask if he wants to meet for coffee socially. But "hitting on him" (cringey term, by the way) at one of the few in-person meetings your entire remote team holds? That's both highly unprofessional and practically asking for him to reject any advances, even if he's interested, because it's going to seem like you're blindsiding him. You haven't even said if you know for certain' he's single. Let this go until any business connection is finished.
Anonymous
Anonymous wrote:Total. Conflict. Of. Interest. You are the services provider per the contract to the customer. Don't do it. Wait until you have moved projects or contract is finished.


This, at minimum.

How old are you, OP?

If you need the income from work, I'd be careful of your reputation in your industry.
Anonymous
Also: what happens to your working relationship if he rejects you? Can any future issue be blamed on your behavior?

You are likely putting your company at risk for legal issue.
Anonymous
I'd like to staple YOUR papers.

If I were a paperclip, I'd paperclip us together.

Could I see you in the supply closet please?
Anonymous
Needs to have plausible deniability and sound dirty, but isn't.

Mind if I use your laptop?

When do you think you'll be getting off today?

I want it on my desk, NOW!!!
Anonymous
Don't chit where you eat.
post reply Forum Index » Relationship Discussion (non-explicit)
Message Quick Reply
Go to: