Your partner wants to make private videos The Dilemma Hi, Jack, I’ve been dating a girl for around six months now and really like her. The only thing is that recently, she’s been hinting at […]
When you are attracted to your ex’s twin HIS QUESTION Dear Jack, Recently, I started casually seeing a girl that I really like. We seem to hit it off on many different levels. Sounds like […]
The Dilemma Dear Jack, I’ve got a problem that some people with think is ridiculous. For the past few months, I’ve been going on casual dates with two really attractive men. They’re both cool in […]
You really want to date your friend’s ex-partner THE PROBLEM Hi, Jack, I need some guidance. Over the last couple of weeks, I’ve been spending time with a close friend’s ex-girlfriend, platonically, after we ran […]
You’ve been hooking up with a married, closeted man The Dilemma Dear Jack, I’m just going to come right out with it and tell you. I’ve been hooking up with a guy for the last […]
She’s really nice but the weight gain concerns me The Dilemma Hi, Jack, I’ve been dating a girl for around a year now and like ger a lot. Well, at least I used to. Personality-wise, […]
Is it possible to be so handsome that it’s hard to get dates? The Dilemma Dear Jack, I have an odd issue. It’s like this – I’m a really good-looking guy. In all the ways […]
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