Derek Rake Insider

"How can I keep things going when in a relationship? How can I make sure we stay great after two weeks? (Also, am I trying to be too perfect here?) With so many obstacles, insecurities, test failure, and some bad luck, things seem to have changed with us." - Sean B. from North Kingstown, RI Derek … [Read More...]

"I haven't really had any problems when it comes to girls. I'd say I'm attractive. I've been with girls but haven't taken things up a level. One time, I really liked a girl and was playful with her. Later, she ended up liking me, but since I never made my move, she moved on. She left several weeks … [Read More...]

"I work at an internet shop and meet a ton of girls. I have only had sex once using your tactic, though, and I have been gaming this girl for months now. Wow, you must think I'm a bore. :( But, seriously, I need some help. I'm quite the playboy. I can get girls with no problem, but whenever sex … [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 truly appreciate your tips on dating – The Rake Letter is truly excellent reading. The tips really help in putting the girls at ease. Fortunately, I am lucky enough to know how to talk to strangers, most of all women, and how to get their numbers. My problem is that I have a friend - one who I … [Read More...]