I'm currently contemplating doing what the title implies. I went through a pretty nasty breakup a while back. It was mostly extrinsic circumstances that forced us apart. I'd gotten used to being single, but I met a girl. Well, we've known each other for a while, but only recently started being friends. I'm not madly head over heels for her, but I know if I asked her out she'd say yes. She's nice, fairly smart and has it together; she's not burdened with the standard level of immaturity that most people my age tend to be. While not unattractive, she's not really my type, but I've always thought I could look past that in a person (despite being a naturally superficial individual myself).
Point is, she's not a bad person to date. This isn't a rebound, I've already weighed the pros and cons and I'm looking at this pretty objectively. I know if I don't ask her out soon then the window to do so will probably close. I'm on the fence. I'm not out to use her, but every other girl I've dated has been because I really liked them. This feels manipulative and selfish since the natural feelings that go alone with dating aren't really there (even though personal attraction is really a selfish thing anyway). Has anyone else been in this position? Has it gone well? Poorly?
Point is, she's not a bad person to date. This isn't a rebound, I've already weighed the pros and cons and I'm looking at this pretty objectively. I know if I don't ask her out soon then the window to do so will probably close. I'm on the fence. I'm not out to use her, but every other girl I've dated has been because I really liked them. This feels manipulative and selfish since the natural feelings that go alone with dating aren't really there (even though personal attraction is really a selfish thing anyway). Has anyone else been in this position? Has it gone well? Poorly?