Maybe this is your chance to get laid since she is clearly as socially retarded as you are. You just to warn her up a bit. First, quit thinking of her and all other women as "bitches". I do it, sure. But I have earned the right to, as I have lived longer than you and have been through a shitty divorce.
Second, ask her to lunch. Lunch is far less threatening than going out at night. She knows you are not going to rape and murder her because there are too many witnesses. Also, make it just you and her, no co-workers. Make her give you her attention. In addition, talk to other co-workers to find out her interests beforehand. If you have to lie to her about having the same interests.
If this chick is as pathetic as you, then she is probably just as horny as you and will be an easy acquisition. If you give her the attention and validation that she craves, then she will bang you regardless of what you look like.
Final piece of advice. Be in control. Don't try to fall in love with, or get attached to, this *****. In other words, don't go into it trying to like her. Go into it trying to get your dick wet, nothing more. If later on you two click, then great. But don't go into it looking for a girlfriend. Don't be a douche. Be a man.
Now, of course I already know you are not going to follow my advice. You will **** this up. Either you will do nothing and convince yourself she is a ***** and not worth your time because you are too scared to try and nail her. Or you will talk to her and then **** it up by being a creep and get rejected, thereafter deeming her a ***** who is not worthy of your time.
Success depends on your mindset, and should be defined as getting her to put out because she wants to.