Derek Rake Insider

"My question has to do with this girl that I proposed to several months ago. She said she was dating somebody else that time, though. She's the kind of girl who loves to give excuses each time I ask her out. However, there's this one thing that I love about her: she tries to call me over the phone … [Read More...]

"I'm a 44-year-old man (turning 45 in a few weeks) and the woman I love is only 31. When we met a few years ago, we hit it off instantly. Everything seems to be perfect with the two of us - aside from out big age difference, that is. She can't seem to accept this. Now, I don't want to sound cocky, … [Read More...]

"I have been with my girlfriend for around four months now. As with every guy, I am starting to lose interest in her and want to find something better. I simply don't feel the way I felt with her in the beginning, but she still likes me a lot, so I want to learn how I can end things without her … [Read More...]

"I've been having trouble closing lately. The faster things go, the easier it gets to bond and start an attraction, but I also have to close differently than before. Here's some context: I was out on a date the other night with a hot chick that I really like. Here's how the setup went: after only … [Read More...]

"I like this friend of a friend who's a model, but I don't have a car, a job or money; I live in a dinky apartment; and I'm not even studying just yet (though hopefully will be in the following semester). This is why I have trouble talking to her a lot of the time. I kind of feel like she should be … [Read More...]