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How do I break the ice?


Question Posted Tuesday September 23 2008, 2:27 am

Okay, I'm a 20 yrs old and I like a guy who is 30. (Which used to be way out of my age limit. As a matter of fact everything about this man was not my personal prefences.... he's 30, has 2 kids, capricorn (not compatible), and some other minor stuff.) ALSO, when I first met him I couldnt stand him to save his life. Well I've know him now for about 9 months now and CLEARLY these feelings came out of nowwhere for him. From what our co-workers say they all know that he likes me and I like him. He dosen't act 30 (cause he still acts young, but is extremely responsible and truly push people to be the best that they can be) and I am 20, a college student who dosen't accept failure AT ALL but I am extremely mature. ANYHOW, I've noticed that when there is a full crew at work, he's quiet, reserved and keeps to himself, but when it's just me and him there at night, he talks to me and flirts with me and acts completely goofy. I'm the manager of where we work and I get off of wake lake so just to ensure my safety he dosent leave until I am driving out the parking lot. But the thing is, it's like we look into eachothers eyes and there's both something we need to say but we dont know how. We've both been hurt really bad and we both are very try when it comes to this dating stuff. So how can I break the ice? We had pretty good chemistry and we are taking things very slow (which is good)... I'm already falling for him but I can't help but fight it? What should I do? I don't know where to go next with him cause we both have demanding schedules so please any advice, thoughts, feelings and emotions would be helpful to see whether I should pursue this "relationship"...

[ Answer this question ]

Additional info, added Thursday September 25 2008, 3:37 pm:
Okay a couple of things:

1) Fratnerization is NOT an issue at my job. Everyone is there is either dating or having relationships with someone there. (But thats not my case AT ALL)

2) This is guy has never been married. He's been cheated on (he caught her) and he's lost faith in trusting women (and me vice-versa) so we are kinda almost too shy for eachother.

3) His kids dont live with him, one lives out of state cause she just upped and left him and the other is well taken care of by both him and his mother. (So this is no extra baggage)
.

Want to answer more questions in the Relationships category?
Maybe give some free advice about: Love Life?


karenR answered Thursday September 25 2008, 12:03 pm:
Before you do anything you need to check
the rules about dating in your workplace.
The fact that you are the manager and he
is an employee could be a problem if things
don't work out. I hate to have to mention it,
but seemingly normal people can get crazy.

I'm assuming he is divorced but he comes with
baggage and problems you may not want to deal
with at 20.

Is this a second job for him, or is he trying
to support his family on a student type job?
2 kids probably take a lot of his money.

Regardless of how he acts at work sometimes,
dating him may get frustrating for someone
your age, even if you are mature for your
age. Keep in mind also it can be fun to act
like a kid when you work with them.

If you still want to pursue a relationship
with this guy, then someone has to make the
first move. Mature guys are usually pretty
good at that. Makes me wonder if he doesn't
already realize it wouldn't work. Talk to
him about it.

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