Dear Di, Two years ago I was going out with a guy, and I fell in love with him. Seven months later he dumped because he “had to figure out what he wanted to do with his life.” Even though we weren’t together, we continued talking, hanging out, and sleeping together. We ended that last summer when he started going [...]
Dear Di, I recently met a guy. He’s really attractive, caring, and funny, and we have killer chemistry. The problem is I’m going home at the end of April for the summer, and he’s staying in Ottawa. We haven’t started anything just yet, but I’m wondering if we should, or if we should wait until September when I’m back for [...]
Dear Di, I want to save my virginity until marriage, but my girlfriend insists on sex. We are trying to compromise, and because I just can’t get enough of her ears, I was wondering if ear sex would be a legitimate option. —Lobe Lover Dear LL, Ear sex, of course! It’s all the rage in… Well, nowhere. Sticking a dick—or [...]
Dear Di, I think I’m in love with you. I’ve never known a woman who is so passionate and open about sex. I love to be adventurous and bed—nothing is off the table with me. You seem so intelligent and sexy and I think we would click on so many levels if you would just reveal your identity to me. [...]
Dear Di, My girlfriend recently told me she wants to start experimenting with girls. I know every guy is supposed to have the “lesbian fantasy,” but the thought of my woman with anyone else—male or female—makes me feel sick to my stomach. I don’t see the difference between “experimenting with a girl” and “cheating.” Am I in the wrong here? [...]
Dear Di, Last week I was giving my boyfriend head and he completely fell asleep. I noticed he wasn’t moving or moaning, so I stopped my activities to glance up at him and sure enough, he was out cold. He seems to have no recollection of the event, which I think is probably a good thing, because I’m really embarrassed [...]
Dear Di, I’ve recently had sex for the first time. She was very pretty, in shape, and she smelled good. We were going at it for about 30 minutes when she orgasmed for the fourth time. Shortly after that, we were interrupted and had to vacate the premises. I never actually finished, so I’m wondering where that puts my virginity [...]
Dear Di, My dick is too big. I know this seems like a crazy problem to have, but it’s actually so big that it scares women away. Some girls I’ve slept with have asked me to stop in the middle of the action because they’re in pain. How can I deal with my huge dick? —Seriously, it’s Huge Dear SH, [...]
Dear Di, I cannot orgasm. I just can’t. My boyfriend thrusting inside of me feels good, but I always go to sleep really unsatisfied. I’ve tried rubbing my clit while we bang but it doesn’t help, which makes me think masturbation won’t work either. This is really frustrating and I’m worried I won’t ever be able to have an orgasm. [...]
Dear Di, My boyfriend has lost all interest in sex. We’ve been together for 10 months, so we’re out of the honeymoon phase, but I have reason to believe it’s more than that. I was on his laptop a few days ago and found a gay porn site in his browsing history. I can’t help but think the change in [...]
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