Valentine's Day: Six Worst First Dates

Photo by Laurie Charles
Word to the wise: Never feed a vegetarian duck pizza, especially on a first date.

First dates in Miami...

They can be the first encounter you have with Mr. or Mrs. Right (Now), the greatest romantic rendezvous you've had in a while till he asks you to spot him for dinner or she proclaims her unrequited love for you, or, more than likely, one of the most agonizing experiences ever.

And if you're like the artsy folks at Wynwood's Second Saturday Art Walk (and most of Miami's single population), the latter seems to be the more accurate of the bunch.

Here are Miami's six worst first dates, according to the hopeless romantics of the 'Wood.

See also: Five Best Valentine's Day Parties in Miami

Photo by Laurie Charles
Asking your date for beer money... a guaranteed second-date deal breaker.

Asking Your Date for Beer Money

"I have a column's worth for you!" fessed Lisa about her first date gone wrong.

"We met online and had made plans to meet up," she explained. "We were supposed to meet for drinks, but right before the date, he texted me 'Wait, I only have $15.'

"I was a bit confused at first but gave him the benefit of the doubt and told him to meet up for fro-yo instead. So we met up. Things went pretty smooth until it started to rain. He suggested we head over to his place.

"I agreed. But before we left, he wanted to buy beer and cigarettes. So we made a quick stop. As he was paying, the total turned out to be like $20. So he turned to me and asked for five bucks, and of course, I gave it to him," she laughed.

"I later got a text asking for a second date... That never happened."

Sure, she could've just walked away, but here's proof that polite women still exist in Miami.

Photo by Laurie Charles
Don't double-date on your first date. Just don't.

Falling for Your Double Date

Alejandro and his bros were chatting up a storm outside the Wynwood Walls.

"I was talking to a girl, and we had made plans to go on a date," he went on. "She wanted to bring a friend, so I begged one of my buddies to go with me. He didn't want to but ended going.

"The funny thing is that I ended up liking his date more," admitted Alejandro.

So what happened?

"My friend ended up taking one for the team," he laughed, "but let's just say it didn't work out for none of us."

That doesn't surprise us.

"I learned my lesson that night: Never go on a double first date."

See also: Pepe Billete on the Perfect Valentine's Date: "Croquetas, Pastelitos, Malta, y Un Lechaso"

Location Info


Wynwood Walls

2550 NW 2nd Ave., Miami, FL

Category: General

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Lauren Ellman
Lauren Ellman

"If it wasn't for the wine, we don't know how Lauren would've gotten by." -My future epitaph.

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