Oliver Hudson and Taye Diggs Help New Yorkers with their Dating and Relationship Woes

Relationships

February 27, 2026

Oliver Hudson and Taye Diggs Help New Yorkers with their Dating and Relationship Woes

Oliver Hudson and Taye Diggs hit the streets to talk to New Yorkers about their relationship questions and dilemmas.

tags:

Relationships

categories:

Relationships

related videos

Diane Lane

Diane Lane on Working with Hollywood's Hottest Men in 'The Outsiders' | The Drew Barrymore Show

Emeril Lagasse

Sunny Anderson Has Emotional Reaction to Emeril Lagasse Reunion

Catherine Zeta-Jones

Catherine Zeta-Jones on Learning to Be Kinder to Herself and Surrounding Herself with Safe People

Cooking with Drew!

Carla Hall

Chef Carla Hall Teaches Drew How to Make Creamy White Beans with Caramelized Onions

Carla Hall

How to Cook the Perfect Turkey with Chef Carla Hall

David Chang and Priya Krishna

David Chang and Priya Krishna Teach Drew How to Cook Cacio e Pepe with a Microwave

Healthy Green Fried Rice with Egg and Dan Churchill

Dan Churchill's Veggie-Filled Green Fried Rice

Beef Dish

Drew and Pilar Valdes Celebrate the Release of Rebel Homemaker by Cooking Up a One-Pot-Dish!

Drew, Baked Alaska, and Pilar Valdes

Pilar Valdes and Drew Whip Up Baked Alaska in 1950s Halloween Costumes

Jenny

Jenny Mollen Shows Rachael Ray and Drew How to Make Adult Lunch Boxes

ghormeh sabzi with tahdig

Jake Cohen Wants Drew to Try Ghormeh Sabzi with Tahdig | 50 First Plates

Jake Cohen

Drew Slid into Jake Cohen's Instagram DMs to Beg Him to Teach Her His Apples and Honey Cake Recipe

Anne Burrell

Anne Burrell Teaches Drew How to Make an Easy-Peasy Chicken Milanese | Drew's Cooking School

Slasher Cake

DIY Halloween Snacks with Pilar Valdes

Celebrity Guest Interviews

VAnessa Williams

Vanessa Williams Reveals the Moment She Knew She'd Made It, Spills Queen of the Universe Tea

Sutton Foster

Sutton Foster Still Bakes Her Ex's Mom's Cookie Recipe to Celebrate the Ingredients of Life

Dionne Warwick

Dionne Warwick Reacts to Her SNL Cameo with Ego Nwodim | Drew's News

Keke Palmer and Drew Debate Dua Lipa's Toothbrush Beauty Hacks

Drew and Keke Palmer Love Dua Lipa's Toothbrush Beauty Hacks | Drew’s Extra News

Drew, Ross, & Jenny McCarthy

Drew and Jenny McCarthy Weigh in on Grooms Wearing Makeup at Weddings | Drew’s Extra News

Drew & Jeff Goldblum

Drew Recalls Embarrassing Herself in front of Jeff Goldblum at a House Party

Madelaine Petsch

Madelaine Petsch on How She Knew Her Riverdale Character Was Queer

Michelle Pfeiffer

Michelle Pfeiffer Has Drew's Audience Vote for Which Perfume Scent She'll Release Next

Michelle

Michelle Pfeiffer Admits She Channeled Drew's Scream Performance for What Lies Beneath

Gabrielle Union

Gabrielle Reveals the Secret to Her Beauty | Secrets Revealed

Emily Ratajkowski

Drew Surprises Emily Ratajkowski with Messages from Fans She's Inspired

Saniyya Sidney and Demi Singleton

King Richard's Saniyya Sidney and Demi Singleton Bonded with Venus and Serena Williams

Drew's Digital Download

George Clooney BTS

George Clooney: Betty White Was a Godsend| Behind the Scenes

Esther

Esther Povitsky Can Finally Go to the Bathroom Alone!

The Bella Twins

The Bella Twins Argue Over Who Fangirls Over Celebrities | Most Likely Drew

Karamo Brown Breaks Down the Importance of "Hooking In" | Motivational Minute

Karamo Brown Breaks Down the Importance of "Hooking In" | Motivational Minute

Lamorne Morris Realized He Made It After Landing "New Girl" | The Moment I Knew I Made It

Lamorne Morris Realized He Made It After Landing "New Girl" | The Moment I Knew I Made It

Chelsea Clinton Weighs In on Controversial NY Topics

Chelsea Clinton Weighs In on Controversial NY Topics

Drew Goes RVing from Dallas to Waco, Texas

Drew Goes RVing from Dallas to Waco, Texas

Drew Recommends Game-Changing Beauty Products Fit for a Rock-Star | Drew's Little Yellow Book

Drew Recommends Game-Changing Beauty Products Fit for a Rock-Star | Drew's Little Yellow Book

Drew Gets an Exclusive Tour of Hidden Gems in Baltimore and Salem, MA | Hometown Spirit

Drew Gets an Exclusive Tour of Hidden Gems in Baltimore and Salem, MA | Hometown Spirit

Ellie Kemper

Ellie Kemper Reveals Why She's Having Weird Dreams Lately | Speed Dating

Aliza Kelly

Aliza Kelly on Everything You Need to Know About Tarot Cards | Horoscope It Out

Matthew McConaughey and More Tackle Meditation, How to Be a Better Listener | Motivational Minute

Matthew McConaughey and More Tackle Meditation, How to Be a Better Listener | Motivational Minute