Q: Dear Love Jays,
A few months ago I started working in a new office on the 7th floor of a 10 story office building (point being, it’s not a huge building). My first day I took the walkway on the south side of the building; I looked up and saw two men in an office on the second floor – one guy must have been telling a hilarious story because he was in the doorway making extremely grand running motions with an awful face while the guy at the desk was laughing hysterically. I couldn’t help myself so I pointed and laughed. The ‘running-man’ (if you will) was mortified and the guy at the desk turned and gave me a huge thumbs up, and I also happened to find extremely attractive. That was three months ago. Two months ago I received my assigned parking spot on the north side of the building… I go way out of my way to walk by this cute guy’s office and every morning we exchange an enthusiastic wave and smile (almost always initiated by him). I have an extremely outgoing personality and a healthy dose of confidence so I have no problem approaching guys… I have no idea what to do in this situation though! Go full on Love Actually and write ‘Lunch?’ on a poster board? Stop by the second floor on my way up to my office? Or just let it be… I mean he could come out there too ya know??? I feel like I’m already going out of my way just to smile and wave at him… anything beyond that just feels wicked desperate.
Not Desperate, Just Curious
A: Dear Full of Waves and Smiles,
The enthusiasm exuding from your fingers as you typed this question makes it very apparent on what you really want to do! I’m not the most visually creative person in this world, but I’m pretty sure you painted a perfect picture of what your morning, office routine consists of. Kudos!
You are a self-proclaimed big personality with a healthy dose of confidence, so why haven’t you made a funny, reckless attempt at casually inviting the guy to lunch? The two of you clearly met during a goofy moment and most likely have similar personalities, so in my eyes, the two of you have been waiting for the other to make the first move! I’m always in full support of just calling a man’s bluff. Walk into his office and say, “It’s been three months and we still haven’t had coffee? Help me understand.” Okay, that might be a little too aggressive, but you get the gist. Use your personality and confidence to your advantage!
If coffee turns into lunch, then lunch into dinner – you can thank me. If it goes wrong…at least you won’t have to walk out of your way any longer!
A: Dear the Man in the Window,
I thoroughly enjoyed reading your story/question. Sounds like you have some eye candy to look forward to every morning. If that is not motivation to get out bed to go to work, I do not know what is!
You sound like a rational, outgoing and go getter type of girl. So I say go get it! This does not mean you have to go up there and full on ask him on a date, but you can definitely go up and introduce yourself. Find a way to bring up exchanging phone numbers or maybe even exchange your work email. You are both clearly mutually interested in greeting each other every morning, put the hook out there and see if he takes the bait! Good luck 🙂
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