Lifestyle — That Awkward Moment When Your Wingman Becomes Your Cockblock (Video)
by Rory Uphold

I was at dinner with one of my guy friends recently, and we were talking about being single.

For the sake of privacy, I'll call him "Matt."

Matt and I have known each other for years. He's held my hair back as I puked out the side of a limo on Halloween, and I've helped him with weird sex questions he didn't want to ask his bros. We're close. We've shared embarrassments, heartaches and plenty of memories.

We've even shared a bed, but we've never had sex. Absolutely not. Because we're friends. I love him, but we are legit homies.

And for the first time in a long time, Matt and I are both single at the same time. And it's awesome; the idea of having Matt at my wingman sounds like a blast.

Needless to say, we spent most of our dinner swapping stories about crazy dates and the insanity of things like Tinder and Hinge.

Six glasses of wine and a trillion laughs later, our waitress handed the bill to Matt. I thought nothing of it.

We had just decided to hit up a local bar and troll for dates when the waitress came back with our change.

She said,

I just have to say that you guys are one of the cutest couples I've seen in a long time.

Matt and I both laughed. A couple?!? Not in a million years, lady.

We had been enthusiastically talking about things like one-night stands and dick pics, but to the outside world, we looked like a happy couple enjoying a date night.

Now, I'm not saying you can't have copilots of the opposite sex. I still go out with Matt. Just know that every now and then, your wingman is going to be your cockblock, so plan accordingly.

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