Search Results: should i approach him

At where I work, this 20-something Hispanic woman is a manager/supervisor who is constantly teasing and flirting with coworkers. The problem is she is doing it in my presence, while not even teasing or flirting with me.

It makes me uncomfortable when coworkers flirt at work. But it ESPECIALLY pisses me off when it's a manager/supervisor. I don't care if she's only doing it with other people in her position, it's still unprofessional. And it's even worse that my retail job is remotely OK with it, at least in my opinion; she is literally taking advantage of this policy.

I'm literally the only guy under 40 that hasn't gotten any girls approaching me at work, and even if they do, they're not so flirty or teasy. I'm very conversative but for some reason these girls don't see me as such.

I work in a predominantly Hispanic/white environment, and I am Middle Eastern/Caucasian.

So there's this girl at work I like, but I don't see her very often due to our shifts differing quite a lot. I've had one or two brief conversations with her in real life, which went well I think, but none over text. I have her phone number because we're both in the company groupchat of our local establishment, and I honestly don't want to wait again untill I see her next time, and even then, I might chicken out. It's just so much easier over text, and I know it's a valid approach, so why not do it?

My problem is, would it seem too random/forced if I shoot her message out of nowhere, with no prior text conversation? Should I just immediately ask her out, or start with small talk first? If I start with small talk, what the hell would I even begin with? I have no idea. This is too difficult.

Also, I'm kinda afraid that if I do get rejected, the whole mood at work will be awkward once I share a shift with her again. Is this reason enough to not even go through with it?