First of all, let me give you some background. I started this job just under a year ago, it’s a small family-owned business with only a handful of employees. Fantastic environment, and my boss is an amazing guy. He takes great care of his employees.
I had absolutely zero experience in this field when I started, but I’ve learned very fast and (not to toot my own horn) I feel like I’ve become fairly valuable to the company considering the fact that I’m still pretty fresh. I get along with everyone at the company well, and my boss and his wife both rave about how quickly I’ve gotten the hang of everything.
Anyways, I met the boss’s daughter on my first day and let me tell you. She’s absolutely stunning. I’m a huge sucker for beautiful eyes and smiles and she has both. To clarify, I know looks aren’t everything but it’s a factor for me so figured I’d mention it. However, I found out shortly after that she was in a relationship so I put it out of my mind. I considered asking if she wanted to hang out as friends but didn’t want to come across as trying to “steal” her or back myself into a corner I might regret in the future (friend-zones and whatnot).
We’re both fairly shy people but over the past few months we’ve gotten more comfortable and have had some great conversations. Each conversation made her seem more and more like someone I want to get to know better. She’s intelligent, passionate about travel (which is something I’ve always wanted to do myself), and genuinely fun to talk with.
Fast forward to a few weeks ago, the pre-existing relationship ended and I found myself back where I was when I started working here: wondering if I should ask her out.
My main concerns are: - Is it even a good idea to ask my boss’s daughter out? - How do I do it in a way that’s respectful towards both my boss and his daughter? - And last, but certainly not least. I really enjoy my job, so I want to try and go about it in a way that doesn’t jeopardize my employment should things go south. I know the easy way to avoid this would be to just bury the thought of asking her out and that’s that. But part of me wonders if I’ll regret not taking the chance down the road.
That about sums it up, I’m interested to hear what you all think.
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