Opinions/Suggesstions Needed Re: Asking a Guy Out

So there is this guy where i work who harasses me all the time, like a 3rd grader on the playground.  Everyone teases me that i have a crush on him or that he has one on me.  I am attracted to him but never made a move because #1 I was so fat i didnt think he would be attracted to me and #2 I work in HR and was concerned about interoffice relationships and my position carries alot of confidentiality issues. well, he put in his 2 weeks on friday.  so that takes care of issue #2.  I have dropped from a 24 to an 18/20 so far and am feeling better about myself, so #1 isnt as big of a deal now. The problem now is:  how do i let him know i am interested? How do i start a conversation with him? How do i ask him out?  I have no idea!  I havent dated anyone in like over 3 years!  I have a timeline now too!  Advice people! I need advice!!

Just take the bull by the horns and ask him out.  I know I'd be THRILLED if a woman just asked me out, and didn't DROP SUBTLE HINTS.

I'm probably the worst person to give you advice on this question, so you may want to just ignore me haha.  (having been with the same guy for 6 years and married for 3 I am kinda rusty on the dating scene) I have always known men to be direct, so the best way to be with men is to be direct with them.  Just do it, concider it like a band-aid quickly is just the best way to take them off, so quickly and directly is probably the best way to ask him out.  From what you said it sounds like he probably is interested in you so just dive in.  Sink or swim haha.

Id do something like this.... sad you are leaving blah  blah blah you always made me laugh.... ... something like that and give him your personal email and/or phone # and tell him you would love to keep in touch... that will put the ball into his court. You could even go as far as to say maybe you guys could hang out one night now that he doesnt work there.

If i KNEW he was interested I'd just ask him if he was planning on asking me out anytime soon .. but thats probably too direct of an approach if you're not sure where he stands.

SO, i think Jennifer K. has the right idea.

Although i'm pretty sure this guy is into you .. guys don't just flirt for no reason. 

Good luck!  

guys hate playing games! just ask him if he wants to hang out some time.... If you insist on playing hard to get or playing games, then maybe see if there is an opportunity to hang out at some kind of going away social activity...better yet, if one isn't planned tell him that you want to get together for drinks after his last day of work with everybody to say goodbye, then sometime that night make sure you let him know that you want to hang out still, and give him your phone number - drop a subtle hint like a goofy xoxo or something on the slip of paper your write the number on and he will know what's up....if all else fails, then just be direct....sounds like he is into you anyway, so the leadup to it will be the toughest part, but once you come out and say it, you won't regret it....

So here is what just went down this afternoon... I was upstairs talking to two co-workers when he walked by with another employee.  He said 'HI' to everyone as he passed and then turned around and came into the office we were in.  I brought up the fact he was leaving and i was sad because "who would harrass me when you're gone?"  he ended up making some comment that i was a cheap date when I talked about drinking at one point and another comment about getting drunk going home together (i think i turned 3 shades of red)... ah the harrassment I am so used to.  I quipped back 'you're just jealous' and 'you wish you could find out' etc.   So after he left the office i finished my convo with the other two people and meandered over to his cubicle. I asked him when his last day was. He told me Friday and was telling me about why he chose to take this job with our competitor, etc.  then when i told him i would miss his constant smart ass harrassment he mentioned going out for beers on friday!  i said most definately and we talked a bit more.  Then i said we really should meet for drinks and talk more about everything (new job, corp politics, office gossip).  So i guess now i should wait and see if we really do go have that beer. AGHH! I'm socially retarded when it comes to guys.  I hope i dont have to do anything else! He needs to take the reigns!

Sounds Like it is turning out great!  Good Luck on friday, Just let things flow.  Dont stress