This weekend a lady from work and I went for a road trip to one of her friends place and stayed the night. I am 24 and shes 41. We get along great with each other and in no ways do I feel like she treats me like a kid. We joke and flirt all the time together and I always throw in the older age comments for fun and she laughs along. She doesn't look like she's 41 and I try to look past her age anyways, I look for the enjoyment that we share together. At work sometimes I don't see her all day and then other days I may see here for 5 minutes or so. We have worked together for 4 years and she has dated 1 guy in those 4 years and he was a loser, when I met him.
I have a huge crush on her and it's like we were meant to be together but our ages are 17 years apart. She has a 15 year old kid and a 21 year old who doesn't live at home. She has been married twice but I think it's the guy's loss. She's a great person and I enjoy being around her and think about her all the time sometimes. The thing is I don't know if she would even consider dating someone 17 years younger then her and is this is just a fun thing for her or a friendship thing. I like the mature age thing about her, compared to girls my age and the fact that she is happy with her self and she seams to enjoy being around me. She doesn't buy me stuff and it's not like she's looking for that one night stand. She even let me drive her car this weekend which kind of showed me that she trusted me. If she didn't like me I am sure she wouldn't invited me this weekend to come along with her. She like to classify her self as a cougar but I don't really see it that.
I just don't know how to approach asking her out and if she would even be willing to go on a
date with me.
This post has been edited by Larry555: Mon May 24, 2010 08:25 PM