Selena Gomez: Kissing Dylan Sprouse Was ‘One of the Worst Days of My Life’

As far as first kisses go, it sounds like Selena Gomez's was pretty darn awkward. Of course, that moment is stressful for just about everyone, but can you imagine it happening on the set of a TV show in front of the entire crew…and possibly your actual crush?

That's what Gomez had to deal with. During a visit to The Kelly Clarkson Show, she revealed details about this defining moment in her life, even though it wasn't exactly her favorite memory. The year was 2006 and Gomez had a guest-starring role on Disney's hit show The Suite Life of Zach & Cody, starring twins Dylan and Cole Sprouse. Obviously, this was before she starred in Wizards of Waverly Place.

First and foremost, she actually had a huge crush on Dylan's twin brother Cole, who she would not be kissing. “I was obsessed with that show, and I thought we were going to be together,“ she said of the Sprouse now known for his role as Jughead Jones on The CW's Riverdale. This is not new information. Back in September, Gomez posted an Instagram about her 11-year-old affections. "Apparently my heart was very conflicted between Juan and Cole Sprouse when I was 11," she wrote.

“Always Juan-upping me," Cole replied to the post at the time. Reader, we do not know who this Juan boy is. Apologies.

But back to that fateful day in 2006. For episode “A Midsummer’s Nightmare,” Gomez had to kiss Dylan on set and it did not go well. “It was my first kiss — [and] on-camera! It was one of the worst days of my life!“ she said to Clarkson.

Gomez has described this kiss before. "I actually leaned in to kiss him, and I had my eyes closed a little too early and I ended up missing, like, half of his lips,“ she previously told Twist Magazine, according to MTV. “So it ended up being the most awkward kiss in the world…I was 12, so it was okay and it was good. Thank goodness he is such an awesome guy!"

Luckily, Dylan is now dating supermodel Barbara Palvin and working on a number of projects, Cole is dating Lili Reinhart, and Selena Gomez is, well, Selena Gomez. It seems like it all worked out just fine for everyone…except for maybe Juan.

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