Dating friend relationship

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It was while planning this vacation that it hit me: The two longest relationships of my life have both been with men who I was never officially dating.Boyfriends and girlfriends have come and gone, but my friends with benefits have stood the test of time. That’s longer than I predict my first marriage will last.So what is it about the friends with benefits dynamic that is more sustainable, and often more transparent, than an actual relationship? They’re like: How can you have sex with the same person, again and again, without falling in love?Or at least, without getting super-jealous and –esque?If you’re lucky enough to even have the possibility of dating a friend, is it something you should consider?Dating your best friend can turn your most significant friendship into something really special. We discussed Tim’s relationship patterns, and how he’s in a constant cycle between three women.

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In a few days, I’m going to Cuba on vacation with a guy I’ve been sleeping with for eight years, but whom I've never once called my boyfriend.

Yes, there are pitfalls – high expectations and the fear of ruining what you have among them – but if you go into it with your eyes open, who’s to say it won’t work out?

Dating needn’t be difficult – especially when you have a shot at finding fellow singles with whom you might have a deeper connection.

If there’s even a remote possibility that you could be dating your best friend – that you could love them and they could love you in a deeper way – surely it’s worth exploring?

When you’re single, your best friend is already the closest thing you have to a significant other.

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