GUYS ONLY -- How would I make the transition from friend to girlfriend?

Question

What is he thinking and what's next?
PLEASE, only serious advice. THANKS!!

I've been going out for 7 months with this guy I know at the company I work for. Nothing romantic has happened yet, no hand holding, hugs or kisses! At work, we walk together every day for half an hour. On some weekends, we go out. He treats me to movies and dinners but seems he's sloooow!! He checks out my boobs but never makes a move!! We get along well, have an intellectual connection and lots of common interest. I want him to look at me as his girlfriend. He is not dating anybody else. In fact, he hasn't had a girlfriend in over 4 years. He's shy and is Catholic. What is going through his mind? How do I transition from pal to girlfriend?

This past Sunday I dressed up really sexy, any other guy would have at least tried to prolong the date or at least touch me once, instead of just looking me up and down, but he didn't. He just dropped me off and went home!!!!!! What's up with that???
He isn't gay, he's had a girlfriend before but he was dumped after two months.

We don't work together. We work in different divisions of the company. There are many couples in our company who dated and got married here. As long as I don't report to him, which I don't; it's fine.
One more thing, I can't just talk to him straight. Neither one of us is up for straight out or the box communication. He likes finess and so do I.

Answer 1

Give him a peck on the cheek, hold hands. Tell him how much you enjoy his company. If he is shy, he might not be sure you like him that much, especially if he got dumped.

You also might think about what a long-term life will be with him if he is this insecure. So, you might bring him out of his shell over the next few months. If your advances seem to turn him off, just be friends.

Answer 2

OK lets break this down there are two points that caught my attention. One you both work for the same company which makes me wonder what the company policy is on dating fellow employees? And two you mentioned he was dumped by his last girlfriend. Which has me thinking he's gun shy. In other words he doesn't want to be dumped or hurt again. There are times when people need to be up front and honest with each other. No matter what the risk and to who. I suggest you invite him over for a nice relaxing dinner and simply talk to him. Tell him how you feel and what you would like to see happen be open and honest. One of two things will happen 1. He'll bail on you and head for the hills. Or 2. You'll find you have that new boyfriend you've been wanting. Time to step up to the mound and make that pitch. Good luck and best wishes.

Answer 3

Two things jump out at me...No girlfriend in 4 years and you've been with him for 7 months. I have to say that I would expect most guys that are unattached to jump at this opportunity in simply a week or two if you showed even a little bit of interest in him. In the end, something is preventing him from making a move....It could be because the two of you work together and he wants to stay away from an office romance...It could be he's afraid of rejection....Or it could be that he simply doesn't see you in a romantic capacity (doubt it...most guys think all girls are into them). My opinion is that at the end of the day, you may be wasting 7 months or more of your life and you don't know if this guy's interested. Presumably, if you spend that much time with him and thus know him well, ASK HIM!!! Tell him you may be interested in taking your friendship to the next level and see what he says. It may be the only way to truly find out what he's thinking.

Answer 4

I'd say talk to him about how he feels. Not intensely, but very casually. Tell him you're interested, and just ask him how he feels about that. If he doesn't respond, drop it - change the subject. You can always bring it up again later, casually.
If he hasn't responded to you after your second attempt, I'd say you can forget about getting him to open up to you.
Hope all works out well.

Answer 5

you know what you should do, be the one who makes the first move. shy guys like him tend to wait for the girls they like to make the first move! so go ahead and ask him already!