A
male
age
36-40,
anonymous
writes:I like this girl at my job. She's 20 and very hot. She's the receptionist and I work upstairs in the office where we rarely see each other. I know there's something between us. Every time I go by her desk we talk for a bit and she tells me about her personal life and smiles at me. Her sister also works there and there are two other hot girls working there. Bascially my boss likes to hire these good looking young girls. Anyways back to me. I think she's interested in me. Sometimes when we leave the office together and I get in my car she teases me by wiggling her tush at me and smiles. She likes to do all these colorful designs on the envelope when I come to get my check from her. So my question is should I ask her out? I'm afraid it might awkward if she says no and I have to see her everyday when I come in and out of the office.
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reader, anonymous, writes (13 February 2010): Im pretty sure she does like you , but shes cute and " out there " if you wait too long , before you know it some other dude will be pleasuring himself up there .
Maybe ask her for lunch , but follow up at the luncheon to get her somewhere else ..Maybe a movie , make sure you move quickly and confidently ..because I really believe you have a narrow window of opportunity .
A
reader, anonymous, writes (13 February 2010): It is always tricky going out with someone at work, but lots of people make it work.
I know you might feel a bit awkward if you says no, but ask yourself how much do you want to go out with her? If you decide you really do , then empty-1 idea of a coffee is a good one.
Good Luck
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A
female
reader, Denise32 +, writes (12 February 2010):
 She probably does like you. But before you ask her out, think about what it would be like if you do go out and it goes sour after a couple dates or so.
If that were to happen, then you'd not only have to walk by her desk every day (which would be awkward enough) but you'd have her sister to contend with.........how would you feel about THAT outcome? (I'm not saying don't ask her out, just to consider the possibilities).
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A
male
reader, empty-1 +, writes (12 February 2010):
Coffee.
Ask her out for Coffee. This is as innocuous as you can get for a first date. IF she doesn't go for it, then the invitation to coffee could be passed off as nothing more than casually friendly, and there is no akwardness.
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A
male
reader, anonymous, writes (12 February 2010): Office politics can be really hard. The problem is that if you wait too long you can get relegated into the dreaded "Friend Zone." I've made that mistake and regret it every day.
If she says no, I'm guessing you'll get over it pretty quickly. Just be careful you're not breaking any policy that could cost you your job.
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