u/Cleisty

▲ 3 r/romance+1 crossposts

Basically title. Been working at this company for a bit now and there’s a girl I work with who I know doesn’t have a man.

We joke with and tease each other, message at work about non work things almost daily. We’ve been doing it for months now. She’s not too hesitant to put hand on shoulder for a joke type of thing, but that’s about as far as physical contact has gone with her beside maybe like a hug one time. Had a company party/outing over the weekend and we hung out a good bit but we were always surrounded by our coworkers and her sister so it felt like hitting on her or asking her out would put her(and myself frankly) in a weird situation so I didn’t. However it made me very sure I do want to ask her out. However there are some things to make note of:

  1. We work in an office environment together where there is very very very very little time where we are not surrounded by all our other coworkers, and for obvious reasons I’m not gonna ask her out in front of everyone lol
  2. We work together but we are same position, so no power dynamics to worry about.
  3. Even though I feel like she likes me back, there’s always the risk I’m wrong and I get fired for sexual harassment reasons.
  4. I know she doesn’t have a boyfriend
  5. We have never hung out outside of work other than for work holiday parties and stuff

What should I do? I admittedly suck at romance and am a bit on the shy side, but so is she. I really like her and am willing to change jobs if things were to somehow work out. Should I look for more concrete signals? Never had a gf and it’s mentally debilitating so really hoping this girl is the one that’ll break that steak!

Advice for how to approach this situation or experience with a similar situation is very much welcomed!! :) I’m just a guy in my late 20’s who’s always had love dodge him in one way or another trying to get a win finally!!

Edit: I don’t need “don’t shit where you eat” platitudes. I understand I’m taking a huge risk, but I haven’t taken enough risks and am tired of thinking “what if?” when I ponder on my dating history and it’s overall lack of success. Looking for advice on the type of tact or approach to bring to this situation

reddit.com
u/Cleisty — 16 days ago