First to answer a couple of questions posted above:
- I will be his supervisor in terms of discussing his schedule and coordinating stuff for activities he will be doing and working with him to make sure tasks get done. This is what I have pretty much been doing already anyway. We both need to work together to get the tasks done. However my boss (or soon to be official boss) is his actual boss. Basically it's because he's freelance and so comes in 2 days a week on a pretty high rate of pay and even though I am working with him and need to ensure stuff is done for my own workload, she wants me to keep an eye on him basically, to make sure he's busy and earning his money! Any actual management decisions or issues would be her responsibility, not mine.
- No he's not the type who would go to HR about 'unwanted attention' if I asked him out.
I think it could be possible I like him and so am over analysing what he says/does, but at the same time he really seemed like he liked me that way. Even my boss has asked me about it because she hoped something would happen (not often a boss says that!). Two other colleagues have told me, totally without me saying anything to them, that they've seen us around working together and asked if we were dating
because that was the impression they got from the way we worked together and the way he looked at me so I feel like there is something there, but maybe he's just not into me as much as I am to him.
I totally get the advice about allowing him to see it's ok to ask me and me making the first move if I really want to know. I think one of the reasons I really want him to make the move is because he is really laid back and easy going. With that is the fact he lives in nearest city and has no car while I live in nearby small town. Now he's asked if there's a station where I live and how far to my house, but I want to know he can put some effort in. I feel like if he can't even ask me out, will he be committed enough to carry on a relationship
when he has to get on a 30 min train and a short bus ride to see me. Would he say yes if I asked, because it was easier, and if it started to go somewhere, would I be the one doing all the running IYKWIM?
I guess I really like him but I want to know he is serious, not just messing around.
This week he asked me about my plans for the days he wasn't in the office and I told him I had Thurs + Fri off to celebrate my birthday and see folks etc. He has my phone number and we've texted a bit. I guess I will see if he bothers to wish me happy birthday. But.......yesterday he was eating his lunch at his desk and being very quiet looking at the computer. I asked what he was reading and he very casually said 'oh, just a few profiles'. I looked across and he was on a dating
site! I didn't know what to say so I think I just casually said oh right, or something dumb.
But I think, if he can be actively internet dating
and yet not asking out the single girl sat right next to him, who he has very definitely flirted with, then maybe he's just entertaining himself while at work and who knows what he's doing on his own time!