Third wheeling can be a nightmare. You’re like a piece of toilet paper stuck on someone’s shoe — along for the ride, but also kind of embarrassing. So while there’s no shame to hanging out with your friend and their significant other, the word has a negative connotation. But that’s no fault of the third wheeler — that has everything to do with the couple themselves.
If a couple is lame, boring, or argumentative, being a bystander is the absolute worst. But, if the duo is fun, lively, and adventurous, then the possibilities are endless. Take, for example, Justin Timberlake and Jessica Biel. Not only are they nice to look at, but they seem like an extremely friendly, inviting, and entertaining pair. Same goes for Blake Lively and Ryan Reynolds, and Dax Shepard and Kristen Bell, to name a few. To third wheel on a date with celebrity couples likes these would be a dream come true — so I went ahead and made up my dream dates with my favorite Hollywood couples, from George & Brad (one of the original bromances) to Bey & Jay.
Blake Lively & Ryan Reynolds: Go shine Reynolds’ Walk of Fame star
The Deadpool star was recently honored with a star on the Hollywood Walk of Fame. Ideal date scenario: To take a stroll down the crowded street with Reynolds in full Deadpool gear, and Lively pushing a stroller with their two daughters. If it’s hot we could stop for a fro-yo, too. I feel like they love fro-yo.
Photo: Gilbert Carrasquillo/FilmMagic.
George Clooney and Brad Pitt: Hit the blackjack tables
This bromance is one for the ages. With Pitt is back on the market, and Clooney married to the incredible Amal, I’d take a nice long-weekend trip to Vegas with the boys. We could hit up the Bellagio, for old time’s sake.
Photo: Jeff Kravitz/FilmMagic.
Jason Momoa and Lisa Bonet: Go hiking in Canada
Load up the van because we’re going to Canada! A weekend full of hiking, s’mores, and the good ole outdoors is exactly what I’d do with Momoa and Bonet. Plus, Momoa can show me the set of his new series, Frontier, which takes place in, yes — Canada.
Photo: Araya Diaz/WireImage.
Jessica Biel & Justin Timberlake: Stuff our faces at Au Fudge
Reservation for three, please! I’d like to sample the entire menu at Biel’s bougie Denver diner. I’ll even let Timberlake play the Trolls soundtrack while we eat.
Photo: Todd Williamson/Getty Images.
Channing Tatum & Jenna Dewan Tatum: Dance
Obviously I would go dancing with the talented Tatums. We could take a Magic Mike-themed dance class, in honor of Channing’s new Vegas show.
Photo: Axelle/Bauer-Griffin/FilmMagic.
Miley Cyrus and Liam Hemsworth: Go museum-hopping
Other than hanging out with their pups, Cyrus and Hemsworth have been known to attend a gallery opening or two. Who better to show me around the young creative scene in Los Angeles?
Photo: Steve Granitz/WireImage.
Tom Ford and Richard Buckley: Shopping & cocktails
Tom Ford the designer is chic and brilliant. Tom Ford the director is posh and precise. Tom Ford the husband is adoring and respectful. I would literally do anything just to hang out with Ford and his partner of 30 years, magazine editor Richard Buckley. But most of all, I would want the three of us to go shopping at Barney’s and then drink cocktails at a bougie place where we judge people’s non-Tord-Ford-approved outfits.
Photo: Dave M. Benett/Getty Images.
Courtney B. Vance & Angela Bassett: Attend a Broadway play
I’d like to make this a fifth wheel situation and tack on Sterling K. Brown and Ryan Michelle Bathe to this day date. The five of us would go to a Broadway play of Vance’s choice. Afterwards, we’d go to a wine bar in Chelsea and trade embarrassing stories from our college days — but mostly theirs. (Both couples met while students at Yale (Vance & Basset) and Stanford (Brown & Bathe).
Photo: Tommaso Boddi/WireImage.
Dax Shepard & Kristen Bell: Hang out with a sloth
Shepard and Bell are not only hilarious, but also incredibly endearing. Remember when Bell completely lost it after her husband surprised her with a sloth? I’d like to do recreate that moment with them.
Photo: Todd Williamson/Getty Images.
Kim Kardashian and Kanye West: Detective work
Together, we would get down to the bottom of that Taylor Swift phone call. Then ,we would head to Snapchat to make a custom filter of the three of us. I also may or may not end up being called out in a future West track.
Photo: Jim Spellman/WireImage.
Olivia Wilde & Jason Sudeikis: Drink beers
We would go on a tour of a local craft brewery, taking a nod from the couple’s only film together (Sudeikis had a minor role), Drinking Buddies.
Photo: Ethan Miller/Getty Images.
Gabrielle Union & Dwyane Wade: Take selfies courtside
Sports! Wade would hook Union and I up with some courtside tickets for a Bulls game. He would technically be playing during our date, but come on — courtside tickets.
Photo: Joe Scarnici/WireImage.
Kris Jenner and Corey Gamble: Test drive cars
I wouldn’t have to do much to be entertained by Jenner and Gamble. Just being a fly on the wall observing their daily interactions would be interesting enough for me. But given how obsessed the Kardashian-Jenners are with cars, I’d want to go car shopping with the matriarch of the krew. Test driving a luxury car sounds like an ideal third wheel scenario to to me.
Photo: David M. Benett/Dave Benett/ Getty Images.
Emily Blunt & John Krasinski: Two words: laser tag
What could be more fun than playing laser tag with Blunt and Krasinski? As much as the two go on and on about how much they love each other, I can see them getting down and dirty with a little friendly competition.
Photo: Jimi Celeste/Patrick McMullan via Getty Images.
Helen Lasichanh & Pharrell Williams: Attend a fashion show
This may be one of the most chic couples of our generation, and I’d use their connections and prominence to get front row seats with them at the Chanel fashion show in Paris. Hey, a girl can dream.
Photo: Ethan Miller/Getty Images.
Ben Affleck and Matt Damon: Walking tour of Boston.
Ben Affleck and Matt Damon are the unofficial kings of Boston. (Don’t tell Tom Brady.) I propose a nice, long walking tour of the city they so love. They will teach me what goes into a proper Boston accent, and we will drink pints of beer while watching some sports game. There are always sports games in Boston, right?
Photo: Todd Williamson/Getty Images.
Anna Faris & Chris Pratt: Listen to stand-up routines
Faris and Pratt both captured audiences with their engaging personalities, best displayed by their comedic performances. I would third wheel on a date to the Laugh Factory in Hollywood. We’d critique the rising comedy talent while drinking Jack & Cokes. (They seem like whiskey drinkers.)
Photo: Gregg DeGuire/WireImage.
Beyoncé & Jay Z: Jump off a yacht
The world is Beyoncé and Jay Z’s oyster at this point, but the real reason that I want to cuddle up to the Queen Bey and her man is to hang out with Blue Ivy. In my dreams, we’d go on a nice yacht ride in the Caribbean and jump off the side of the boat while taking videos of each other. It will be delightful.
Jonathan and Lisa Joy Nolan: Visit the set of Westworld
I absolutely had to include the brains behind one of the most mind-bending shows of 2016: Jonathan and Lisa Joy Nolan. We would visit the set of Westworld, and maybe they would even make a host modeled after me. Unlike most first dates though, these violent delights wouldn’t necessarily have violent ends.
Photo: Christopher Polk/Getty Images.
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