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May 2024

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Featured Article

Separation Anxiety

So you’ve decided to reunite with your ex—that’s great! Beware, though; asking questions about your partner’s sex life while you were apart can be an emotional minefield.

Breaking up is hard to do, or so the saying goes. But it’s not nearly as treacherous as getting back together again. Round two of a relationship is, in a lot of ways, more difficult to navigate than a couple’s first rendezvous. In the beginning, getting to know one another is all part of the fun—even the exchange of checkered stories from their past, up to and including the number of people they’ve boned. It’s all fun and games, because everything and everyone they did happened long before they ever met this other person. What’s past is past.

The second bout of a relationship, however, isn’t that easy. Rekindling after a breakup is peppered generously with dating history, lingering emotions and a persistent interest in how many people the other one slept with while they were broken up. Seriously, these poor bastards can’t help themselves. They have to know, even if the truth will break them. And they’ll continue in this act of self-torture with subsequent inquiries. Did you fall in love with any of them? Did you let any of them do you in the butt? Was she prettier than me? Did you swallow any of their loads? Was his dick bigger than mine? It won’t be long before a couple’s attempt at reviving the romance goes down in flames. 

“I was in a relationship in my 20s that was a lot like that—it ended and started up again more times than I can count, almost always before summer,” Jack, a 34-year-old from Madison, Connecticut, tells HUSTLERMagazine.com. “She’d call me a narcissist and leave, but she’d end up at my door again a couple of months later. We’d fuck and she’d ask if I’ve had sex with anyone since we split. I was always guilty. Sometimes I was truthful about it, and she always used that against me.”

Yep, contrary to our better judgment, when we’re questioned about our interim sexual exploits, we often subscribe to the policy that honesty is best. Better to come clean with the one we love, so as to not hinder the sanctity of the relationship moving forward. And there may be something to that philosophy. After all, Sam deserves to know that Tara boned a college basketball team after they split, doesn’t he? That’s not to say, however, that her forthrightness is going to come off without a hitch. Sam probably isn’t going to be all that keen on knowing that Tara relished in enough athletic semen to potentially give birth to the next LeBron James, just the same as Tara isn’t all that interested in hearing about the skankdom that Sam hosted in his bed. 

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