08/13/2014 02:47 pm ET Updated Dec 06, 2017

Timing Is Everything for Wedding Photobombs: Especially When a Bare Butt Is Involved

Brace yourself for the ultimate photobomb at a recent wedding I planned for a bride and groom here in Puerto Rico. Even though it was dark out and everyone, including the bride and groom, had jumped in the pool in their wedding attire, nobody expected this! Fortunately, the bride and groom thought it was hilarious.


When did the "Photobomb" get so popular at weddings? I mean, they're all over Facebook, Twitter and every other form of social media. The really funny ones go viral and then other people try to copy (sometimes with hilarious results) the same stunts at the next wedding they attend. Keep this in mind: The very best photobombs are accidental.

Once upon a time, we called those pictures where somebody was doing something stupid in the background "oopses" and for the most part, didn't share them. Looking back on my own wedding pictures, I have a bunch of photobombs. They exploded late night after my guests had a certain number of cocktails. But very few of them were actually intentional. And even fewer got printed out and shared. I think my sense of humor was a little lacking about this 10 years ago when they weren't happening at every wedding.

Now photobombs are more common than not, with people poking up their heads or holding up signs in the back of even the formal portraits. When I posed a question on Twitter to other wedding planners and experts asking what they think of wedding photobombs, I think Lisa from A Bride on a Budget gave me the most thoughtful and accurate response:

"@SandyMalone_ They're cute and make for really funny photos. But don't photobomb shots that can't be reshot, like first kiss or first look."

That's the truth -- nothing is funny about ruining a picture that can't be reshot with the same emotion, timing or sentiment as those very special one-time-only wedding moments. I'd like to say that never happens because wedding guests are more thoughtful than that, but unfortunately, it happens with surprising regularity.

Getting photobombed at your wedding by a celebrity who is just passing by and sees the event taking place has become something madly popular. Depending on the timing, the pictures can be fantastic memories. With that said, I think it's classier when the celebs offer to take a shot with the couple rather than assuming the whole world wants them in the background of their wedding pictures.

Zach Braff's famous photobomb of a Manhattan wedding kiss in the middle of an intersection didn't ruin the wedding photo -- the couple might even like it more -- but he's the star of that picture, not the bride and groom.

It's been said that Serena Williams is the ONLY woman in the world who could get away with crashing a beach wedding ceremony in her leopard-print bathing suit. While all the pics after the initial "bomb" appear to show the bride and groom eating it up, you still have to ask "what was she thinking" when she stepped in -- dressed that way -- at the actual wedding ceremony.

Are photobombs becoming a huge favorite of brides and grooms, or just of the folks who jumped into the backgrounds and made the picture more interesting, in their opinion?

One of my brides was really upset by a few photobombs that made it into her formal shots.

"I know nobody meant any harm -- but I don't have single picture of my entire family together that doesn't have something stupid in it. And I can never get those pictures again." I'm not disclosing her name or showing the pics because she didn't want to embarrass the photo-offenders. She says she's not mad anymore, just disappointed.

Which brings me back to my point about timing -- before you consider photobombing a wedding picture, guests REALLY need to look at the picture that's being taken and think twice about whether their momentary silliness will mar a lifelong memory for the brides and grooms.

Believe me, as the night goes on and everybody has more celebratory cocktails, there are ample opportunities to let your crazy out and surprise them in the back of a picture. But when they're doing their first dance and a guest is doing an impression of it or making a horrible face in the background of the picture, it often destroys what would have been a really amazing moment and makes it a lot less serious.

I'm not saying "NO" to all wedding photobombs -- I'm just saying that timing is everything when you're jumping into pictures of special moments that can't be recaptured.

Until next time, happy wedding planning from Weddings in Vieques! And check out my new site Sandy Malone Weddings -- we've got a HUGE announcement coming up!