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Celebrity Date Night: Photos of Justin Timberlake & Jessica Biel Plus More A-List Couples

By:
February 14, 2024 9:21AM EST
Justin Timberlake Jessica Biel
Noel Vasquez / Stringer

Celebrities love a date night just like everyone else. Celebrate Valentine’s Day with photos of VIP couples like Jessica Biel and Justin Timberlake, here.

Love is in the air, and our favorite celebrity couples are lighting up the world with their date night shenanigans! From red carpet glamour to casual cozy nights in, these stars certainly know how to keep the flame alive.

What’s not to love about seeing our favorite power couples painting the town red with their playful banter, tasty food, and delicious wine? Even better, their down-to-earth approach to dating is seriously refreshing, reminding us that the simplest moments can be the most special.

So, whether you’re looking for inspiration for your next date night or just want to live vicariously through our beloved stars, check out the full gallery for more heartwarming moments and delightful surprises.

1 of 69

Barack Obama & Michelle Obama

Barack Obama & Michelle Obama
John Angelillo/UPI/Shutterstock

Former President of the United States Barack Obama and former First Lady Michelle Obama wait for the match between Coco Gauff and Laura Siegemund of Germany to start in their first round in Arthur Ashe Stadium at the 2023 US Open Tennis Championships on August 28, 2023, in New York City.

August 28, 2023, 11:15PM
2 of 69

Justin Timberlake & Jessica Biel

Justin Timberlake & Jessica Biel
BACKGRID

Justin Timberlake and Jessica Biel were out for dinner at Funke restaurant in Beverly Hills where they met with producer Jeffrey Katzenberg and his wife Marilyn. They wore fashionable outfits. 

July 29, 2023, 12:26PM
3 of 69

Lily-Rose Depp & 070 Shake

Lily-Rose Depp & 070 Shake
The Hollywood Curtain / BACKGRID

Actress Lily-Rose Depp and rapper girlfriend 070 Shake are seen leaving Italian restaurant Giorgio Baldi after having dinner in Santa Monica in July 2023. The couple held hands while leaving the celeb hotspot.

July 27, 2023, 10:37AM
4 of 69

John Legend & Chrissy Teigen

John Legend & Chrissy Teigen
ShotbyNYP / BACKGRID

John Legend and his wife Chrissy Teigen enjoy a dinner date at Caviar Kaspia LA in West Hollywood. She wore a pink dress and he wore a sweater vest and pants. 

July 21, 2023, 4:04PM
5 of 69

Stevie Wonder & Tomeeka Robyn Bracy

Stevie Wonder & Tomeeka Robyn Bracy
BACKGRID

Stevie Wonder and his wife Tomeeka Robyn Bracy hold hands as they arrive at Catch Steak in West Hollywood. They were there for Stevie’s daughter Sophia’s birthday celebration.

July 14, 2023, 12:58PM
6 of 69

Jeanne Moore & Brendan Fraser

Jeanne Moore & Brendan Fraser
EUGENIO BLASIO/ipa-agency.net/Sh

Jeanne Moore and Brendan Fraser at the Ischia Global Film Festival Awards. It was in July 2023. 

July 12, 2023, 8:39AM
7 of 69

Liam Payne & Kate Cassidy

Liam Payne & Kate Cassidy
MEGA

Liam Payne and Kate Cassidy reunite at the Chiltern Firehouse and leave hand in hand. They were dressed to impress.

June 9, 2023, 5:27PM
8 of 69

Kendall Jenner & Bad Bunny

Kendall Jenner & Bad Bunny
Spidey / BACKGRID

Kendall Jenner and her beau Bad Bunny had a great time enjoying the game and some laughs with their pal Taco at the Lakers vs Golden State game in Los Angeles on May 12, 2023. They both wore snakeskin. 

May 13, 2023, 10:50AM
9 of 69

Kendall Jenner & Bad Bunny

Kendall Jenner & Bad Bunny
WavyPeter / SplashNews.com

Kendall Jenner and Bad Bunny have a late night dinner date at Carbone restaurant in New York City. They looked fashionable. 

April 30, 2023, 10:38AM
10 of 69

Rihanna & ASAP Rocky

Rihanna & ASAP Rocky
TheHapaBlonde / SplashNews.com

Rihanna and ASAP Rocky return to their hotel in NYC. Rihanna, seen here, is was pregnant with their second child. 

April 24, 2023, 11:01AM
11 of 69

The Weeknd & Simi Khadra

The Weeknd & Simi Khadra
The Hollywood JR / BACKGRID

The Weeknd and Simi Khadra keep the night young as they bid farewell to a fun time at Roger Room Club. They were joined by their squad of friends in Los Angeles.

April 9, 2023, 5:17PM
12 of 69

James Marsden & Kelsey Merritt

James Marsden & Kelsey Merritt
The Hollywood Curtain / BACKGRID

Actor James Marsden and model Kelsey Merritt were spotted in Santa Monica on Apr. 6, 2023. The two were photographed smiling while driving off in his car.

April 7, 2023, 4:27PM
13 of 69

Liam Payne & Kate Cassidy

Liam Payne & Kate Cassidy
Click News and Media / BACKGRID

Liam Payne and Kate Cassidy seen on a date night out at Sexy Fish restaurant in Mayfair, London. They held hands.

 

March 23, 2023, 12:24AM
14 of 69

Chilli & Matthew Lawrence

Chilli & Matthew Lawrence
The Daily Stardust / BACKGRID

TLC’s Chilli and her boyfriend Matthew Lawrence arrive at a Lifetime event in Los Angeles, CA. They wore black outfits. 

March 11, 2023, 12:30PM
15 of 69

Hulk Hogan & Sky Daily

Hulk Hogan & Sky Daily
BACKGRID

Sky Daily and Hulk Hogan step out for a pal’s birthday on Feb. 25, 2023. The pro wrestler rocked a black t-shirt and jeans, while Sky opted for leggings and a low-cut top.

February 27, 2023, 4:24PM
16 of 69

Hulk Hogan & Sky Daily

Hulk Hogan & Sky Daily
BACKGRID

Hulk Hogan and Sky Daily attend a birthday party in Florida. The duo has been dating since early 2022, following his divorce from Jennifer McDaniel.

February 27, 2023, 4:24PM
17 of 69

ASAP Rocky & Rihanna

ASAP Rocky & Rihanna
Tiziano.Raw / SplashNews.com

Rihanna and her growing baby bump walked to dinner with ASAP Rocky in Milan on Feb. 24, 2023. It was as Milan Fashion Week was under way.

February 24, 2023, 9:37PM
18 of 69

Rihanna & ASAP Rocky

Rihanna & ASAP Rocky
Tiziano.Raw / SplashNews.com

Rihanna and ASAP Rocky ate dinner at Langosteria Bistrot in Milan on Feb. 24, 2023. They stayed in the city for Milan Fashion Week.

February 24, 2023, 9:37PM
19 of 69

Cardi B & Offset

Cardi B & Offset
BUZZIPPER / LA.GOSSIP / T.JACKSO

Cardi B and Offset hold hands as they go out for a Valentine’s Day dinner date in New York City. The couple also teamed with McDonald’s 

February 15, 2023, 9:54AM
20 of 69

Jennifer Lopez & Ben Affleck

Jennifer Lopez & Ben Affleck
TPG / BACKGRID

Jennifer Lopez got all glammed up for her Valentine’s Day date night. She and Ben Affleck held hands as they arrived at Giorgio Baldi for a romantic dinner for two in Santa Monica.

 

February 15, 2023, 9:55AM
21 of 69

Larsa Pippen & Marcus Jordan

Larsa Pippen & Marcus Jordan
twoeyephotos/MEGA

Larsa Pippen, in a form-fitting outfit, holds Marcus Jordan’s hand as they arrive at Craig’s in West Hollywood for Valentine’s dinner. Larsa looked amazing from head to toe. 

February 15, 2023, 9:55AM
22 of 69

Eric Andre & Emily Ratajkowski

Eric Andre & Emily Ratajkowski
Shutterstock

Eric Andre and Emily Ratajkowski’s relationship looked like it was flourishing as they hit up a Brooklyn Nets v New York Knicks game at NYC’s Madison Square Garden on Feb. 13, 2023. The comic leaned on the model while they posed for a pic.

February 14, 2023, 10:12AM
23 of 69

Margot Robbie & Tom Ackerly

Margot Robbie & Tom Ackerly
RMBI / BACKGRID

Margot Robbie and Tom Ackerly dressed up to meet up with Cindy Crawford and Rande Gerber for a double date. The pair were seen getting out of their car in Malibu in January 2023. 

January 31, 2023, 8:41AM
24 of 69

Joan Collins & Percy Gibson

Joan Collins & Percy Gibson
BACKGRID

Joan Collins and her husband Percy Gibson arrive for dinner at Craig’s in West Hollywood. Joan wore an all-black ensemble that incldue a fur coat and a leather skirt. 

January 26, 2023, 8:46AM
25 of 69

LeBron & Savannah James

LeBron & Savannah James
Backgrid

LeBron James and wife Savannah leave the Sunset Tower Hotel after having dinner in West Hollywood. They were both bundled up for the chillier weather.

January 17, 2023, 12:43PM
26 of 69

Lori Harvey & Damson Idris

Lori Harvey & Damson Idris
HEDO / BACKGRID

Lori Harvey and boyfriend Damson Idris hold hands as they exit Lavo restaurant after celebrating Lori’s 26th birthday party with friends in West Hollywood in January 2023. She wowed in a sleek black dress for her celebration. 

January 14, 2023, 12:23PM
27 of 69

Larsa Pippen & Marcus Jordan

Larsa Pippen & Marcus Jordan
MEGA

Larsa Pippen and Marcus Jordan were seen holding hands while out for dinner in Beverly Hills in December 2022. The outing came just weeks after the ‘RHOM’ star said that they’re just friends.

December 29, 2022, 10:23AM
28 of 69

Megan Fox & MGK

Megan Fox & MGK
HEDO / BACKGRID

Megan Fox and Machine Gun Kelly arrive in matching pink and white outfits at Catch Steak LA in Los Angeles. Megan wore a silver miniskirt and a low cup top, while MGK wore a fuzzy white coat and matching hat.

December 20, 2022, 10:52AM
29 of 69

Noah Cyrus & Zack Bia

Noah Cyrus & Zack Bia
BACKGRID

Noah Cyrus and Zack Bia are seen leaving Italian restaurant Giorgio Baldi after having a romantic dinner date in Santa Monica. They arrived separately but left together in Zack’s Merecedes.

December 20, 2022, 8:51AM
30 of 69

LeBron James & Savannah James

LeBron James & Savannah James
ShotbyNYP / BACKGRID

LeBron James and his wife Savannah James enjoy dinner at Olivetta in West Hollywood. Savannah wore a aqua green jacket over a black velvet dress.

December 16, 2022, 8:55AM
31 of 69

Michael Keaton & Marni Turner

Michael Keaton & Marni Turner
MEGA

Michael Keaton and his girlfriend Marni Turner are seen leaving Toscana restaurant in Brentwood. They wore stylish outfits.

December 11, 2022, 4:48PM
32 of 69

Keke Palmer & Darius Jackson

Keke Palmer & Darius Jackson
Michael Simon/Shutterstock

Keke Palmer and her beau Darius Jackson had amazing seats at Madison Square Garden for the Rangers game. The pair kept it cozy and casual for the evening.

December 6, 2022, 2:52PM
33 of 69

Keke Palmer & Darius Jackson

Keke Palmer & Darius Jackson
Michael Simon/Shutterstock

Keke Palmer and Darius Jackson shared a laugh during a Rangers game Madison Square Garden in December 2022. The pair were at the game, after Keke announced that she was pregnant on ‘SNL.’

December 6, 2022, 2:52PM
34 of 69

Dolph Lundgren & Emma Krokdal

Dolph Lundgren & Emma Krokdal
BACKGRID

Dolph Lundgren and Emma Krokdal smiled while getting dinner at Craig’s in November 2022. The pair looked ready for a romantic evening months after Dolph had ankle surgery.

November 23, 2022, 1:21PM
35 of 69

Megan Fox & MGK

Megan Fox & MGK
BACKGRID

Megan Fox and Machine Gun Kelly wear oversized coats for a dinner date on a rainy night in Los Angeles. Megan wore an all-green ensemble while MGK rocked a white-and-black look.

November 9, 2022, 8:43AM
36 of 69

Mariah Carey & Bryan Tanaka

Mariah Carey & Bryan Tanaka
BlayzenPhotos / BACKGRID

Mariah Carey & Bryan Tanaka were spotted hand in hand leaving Blue Ribbon Sushi after a random and surprisingly exciting run-in with rapper Lil Durk who hung out with the couple for a while before heading to Teterboro airport. They all took greeted each other, laughed, did shots, and took personal photos before parting ways.

November 8, 2022, 11:51AM
37 of 69

Bryan Tanaka & Mariah Carey

Bryan Tanaka & Mariah Carey
Fernando Ramales / BACKGRID

Mariah Carey and Bryan Tanaka held hands while out in New York City in October 2022. The pair held hands for the romantic evening at the Paris Theater.

October 28, 2022, 3:52PM
38 of 69

Halsey & Alev Aydin

Halsey & Alev Aydin
MEGA

Halsey And Alev Aydin were spotted packing on the PDA in Los Angeles on Oct. 27, 2022. In this adorable shot, the happy parents smiled as they hugged each other after enjoying lunch at a Mexican joint. 

October 27, 2022, 9:43PM
39 of 69

Kylie Jenner & Travis Scott

Kylie Jenner & Travis Scott
TheRealSPW / MEGA

Kylie Jenner and Travis Scott held hands as they headed out for a romantic evening at Craig’s in West Hollywood in October 2022. The rapper rocked a dark t-shirt under a jacket, while Kylie stunned in a latex dress.

October 14, 2022, 7:49AM
40 of 69

Justin Bieber & Hailey Bieber

Justin Bieber & Hailey Bieber
BACKGRID

Justin Bieber appears to be in good spirits as he makes his first public appearance since canceling his tour due to health concerns. Justin laid low as he stepped out for a dinner date with his wife Hailey at Lavo in West Hollywood.

September 21, 2022, 12:48PM
41 of 69

Leni Klum & Aris Rachevsky

Leni Klum & Aris Rachevsky
BACKGRID

Leni Klum’s boyfriend Aris Rachevsky reports a missing phone on the street to New York police as they leave Carbone after dinner during a date night in New York City. The couple were dining at Carbone’s. 

September 17, 2022, 10:36AM
42 of 69

Rihanna & ASAP Rocky

Rihanna & ASAP Rocky
TheHapaBlonde/GAMR / BACKGRID

Rihanna and ASAP Rocky are swarmed by security as they cause a frenzy leaving Canary Club during NYFW in New York. They held hands.

September 10, 2022, 1:40PM
43 of 69

Jennifer Lawrence & Cooke Maroney

Jennifer Lawrence & Cooke Maroney
Robert O'Neil / SplashNews.com

Jennifer Lawrence and Cooke Maroney head to dinner in New York City. They held hands.

August 31, 2022, 7:34PM
44 of 69

Rebel Wilson & Ramona Agruma

Rebel Wilson & Ramona Agruma
HEDO / BACKGRID

Rebel Wilson and her girlfriend Ramona Agruma twinned in white as they grabbed dinner at Craig’s in Hollywood in August 2022. The couple were all smiles as they left the restaurant.

August 26, 2022, 8:45AM
45 of 69

Justin & Hailey Bieber

Justin & Hailey Bieber
BACKGRID

Hailey Bieber was on a date with Justin Bieber at Catch Steak in LA on Aug. 17, 2022. She looked gorgeous in a tight black long-sleeve, button-down mini dress with black leather Gia Borghini x Rhw Knee High Boots, a black leather purse & skinny Balenciaga Oval Sunglasses. Justin wore a brown corduroy sweatsuit with a matching hat.

August 18, 2022, 11:47AM
46 of 69

Antonio Banderas & Nicole Kempel

Antonio Banderas & Nicole Kempel
Daniel Pérez/EPA-EFE/Shuttersto

Antonio Banderas and his girlfriend Nicole Kempel walked the red carpet together at the Starlite Gala in Spain in August 2022. The pair were dressed to the nines for the beautiful evening. 

August 15, 2022, 10:54AM
47 of 69

Jeff Bezos & Lauren Sanchez

Jeff Bezos & Lauren Sanchez
The Daily Stardust/ ShotByNYP /

Jeff Bezos held Lauren Sanchez’s hand as they left after dinner at Giorgio Baldi in Santa Monica. They both wore sunglasses.

August 12, 2022, 8:59PM
48 of 69

Rihanna & ASAP Rocky

Rihanna & ASAP Rocky
PapCulture / BACKGRID

Rihanna and A$AP Rocky gave themselves some much needed couple time as they were spotted out on a late-night stroll together after welcoming their first child three months ago. Rihanna was every inch the fashion icon as she rocked a fabulous outfit complete with baggy denim pants, which her baby’s daddy sported as well.

August 7, 2022, 12:37PM
49 of 69

Mariah Carey & Bryan Tanaka

Mariah Carey & Bryan Tanaka
Backgrid

Still going strong! Mariah Carey and Bryan Tanaka hold hands as they arrive for dinner at fancy Mr. Chow New York on Aug. 3, 2022.

August 4, 2022, 1:38PM
50 of 69

Rihanna & ASAP Rocky

Rihanna & ASAP Rocky
Shutterstock

Fashionable duo Rihanna and ASAP Rocky leave New York spot Carbone. She was in a silky bustier, with a trench coat and Dior saddle bag.

August 4, 2022, 1:38PM
51 of 69

Joshua Jackson & Jodie Turner-Smith

Joshua Jackson & Jodie Turner-Smith
BACKGRID

Joshua Jackson held hands with his wife Jodie Turner-Smith, while they headed to see the Red Hot Chili Peppers in July 2022. The couple looked ready to enjoy some great music together. 

August 1, 2022, 2:46PM
52 of 69

Big Sean & Jhene Aiko

Big Sean & Jhene Aiko
NGRE / BACKGRID

Big Sean escorts his very pregnant girlfriend Jhene Aiko out of The Nice Guy in West Hollywood. Jhene radiated the pregnancy glow donning a white maxi dress and gold heels.

July 25, 2022, 10:37AM
53 of 69

Zendaya & Tom Holland

Zendaya & Tom Holland
ROKA / BACKGRID

Zendaya and Tom Holland grab takeout food in New York City with his brother Harry. Zendaya held two to-go bags and a cold drink.

July 21, 2022, 9:44AM
54 of 69

Austin Butler & Kaia Gerber

Austin Butler & Kaia Gerber
BlayzenPhotos / BACKGRID

Austin Butler and Kaia Gerber held hands while attending a screening of his film ‘Elvis’ in New York on Jun 15, 2022. He looked slick in all black while she wore a leather jacket and New Balance sneakers.

June 15, 2022, 11:20PM
55 of 69

Nene Leakes & Nyonisela Sioh

Nene Leakes & Nyonisela Sioh
BACKGRID

Nene Leakes and boyfriend Nyonisela Sioh had a special night out in Miami. They were both wearing stylish looks as they enjoyed their date night together. Nene rocked a sheer, lacy black bodysuit tucked into on-trend distressed boyfriend jeans, accessorizing her look with pale pink pointed heels, a small square purse, and large silver hoops.

Nyonisela was just as stylish for the evening, sporting a sage green linen suit over a white tee. His look had unique, chic touches, like floral lining of the jacket which showed up in his rolled-back cuffs, tinted sunglasses, and, perhaps the best part, furry brown slipper sandals. The pair was headed to none other than Nene’s fellow Real Housewives of Atlanta alum Peter Thomas’ Bar One restaurant.

May 10, 2022, 4:31PM
56 of 69

Rod Stewart & Penny Lancaster

Rod Stewart & Penny Lancaster
Click News and Media / BACKGRID

Rod Stewart & Penny Lancaster are seen leaving Annabel’s in Mayfair, London after celebrating the members club 4th anniversary party. The couple matched in silver ensembles for the ’70s-theme.

March 11, 2022, 8:40AM
57 of 69

Ciara & Russell Wilson

Ciara & Russell Wilson
JOCE/Bauergriffin.com / MEGA

Ciara looked fabulous in this tight $1,147 Versace Multi-Panel Jumper Dress with knee-high combat boots while on a date night with Russell Wilson in LA. So pretty!

March 2, 2022, 11:21AM
58 of 69

Zoë Kravitz & Channing Tatum

Zoë Kravitz & Channing Tatum
BACKGRID

Zoë Kravitz steps out for lunch with Channing Tatum in Brooklyn, New York on September 3, 2021. Looking cool, they both wore sunglasses.

September 4, 2021, 2:06PM
59 of 69

Kendall Jenner & Devin Booker

Kendall Jenner & Devin Booker
NGRE / BACKGRID

Kendall Jenner & Devin Booker hold hands after enjoying a romantic dinner date at Nobu Malibu on Aug. 29, 2021. The happy couple got all dressed up for the intimate outing and looked so in love.

August 30, 2021, 11:29AM
60 of 69

David Foster & Katharine McPhee

David Foster & Katharine McPhee
Roger / BACKGRID

David Foster and Katharine McPhee share a kiss as they leave the San Vicente Bungalows after a dinner date. They looked so in love!

August 4, 2021, 9:32AM
61 of 69

Jaden Smith & Madison Pettis

Jaden Smith & Madison Pettis
ShotbyNYP / BACKGRID

Jaden Smith sparks dating rumors with Madison Pettis while spotted at The Nice Guy in West Hollywood. The two were extra close and cozy as they shared multiple long hugs and were reportedly flirting with each other on June 1, 2021. 

June 2, 2021, 2:45PM
62 of 69

John Legen & Chrissy Teigen

John Legen & Chrissy Teigen
Black mamba / MEGA

John Legen is spotted with his wife Chrissy Teigen in Portofino having a romantic dinner and eating a good ice cream on July 2, 2019. The two looked so sweet and in love!

February 1, 2021, 9:53AM
63 of 69

Larsa Pippen & Malik Beasley

Larsa Pippen & Malik Beasley
MEGA

Larsa Pippen and Malik Beasley cuddle on a luxury yacht in these exclusive pictures taken on the basketball star’s recent 24th birthday on November 26, 2020. The two were not shy about showing off their love.

February 1, 2021, 9:53AM
64 of 69

Beyoncé & Jay Z

Beyoncé & Jay Z
Wise Owl/MEGA

Beyoncé and Jay-Z have a romantic dinner at Italian restaurant Scarpetta in New York City, the couple spent few hours drinking wine after dinner on September 19, 2020. The pair kept a low-profile and enjoyed the romantic setting.

February 1, 2021, 9:53AM
65 of 69

Brooke Burke & Scott Rigsby

Brooke Burke & Scott Rigsby
Photographer Group/MEGA

Brooke Burke and Scott Rigsby were all smiles as they rode their bicycles home after having dinner at Nobu Malibu on October 5, 2020. Romantic and eco-friendly? We love it!

February 1, 2021, 9:53AM
66 of 69

Jordyn Woods & Karl-Anthony Towns

Jordyn Woods & Karl-Anthony Towns
Photographer Group/MEGA

Jordyn Woods and Karl-Anthony Towns grab dinner at Nobu Malibu in Malibu on November 3, 2020. The two looked super sweet and dressed to impress!

February 1, 2021, 9:53AM
67 of 69

Ariel Winter & Luke Benward

Ariel Winter & Luke Benward
Marksman / MEGA

Ariel Winter was spotted dressed to impress in a red HOT dress while out on a romantic dinner date with boyfriend Luke Benward in Los Angeles on November 2, 2020. The duo wore face masks to stay safe and carried some leftovers to their car.

February 1, 2021, 9:53AM
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Saweetie & Quavo

Saweetie & Quavo
twoeyephotos/MEGA

Saweetie (Diamanté Quiea Valentin Harper) and Quavo (Quavious Keyate Marshall) seen at BOA Steakhouse in West Hollywood for dinner on November, 7, 2020. The pair held hands upon leaving the restaurant.

February 1, 2021, 9:53AM
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Justin & Hailey Bieber

Justin & Hailey Bieber
MEGA

Justin and Hailey Bieber hold hands as they leave dinner at Komodo in Miami on Novebmer 26, 2019. The stars looked super cute!

February 1, 2021, 9:53AM