Taylor Swift is releasing a brand-new song for Toy Story 5, Love Island is officially back for the summer, and some of the biggest artists in the world are heading back on tour. This week, I'm breaking down everything you need to know before your next date, from Taylor Swift, Ariana Grande, Noah Kahan, and Olivia Rodrigo to the latest reality TV drama, the NBA Finals, the Tony Awards, and more.

Timestamps:

01:00 Taylor Swift's New Toy Story 5 Song

07:48 NBA Finals Update

08:18 Ariana Grande's Tour Returns

09:00 Noah Kahan's Great Divide Tour

09:35 Olivia Rodrigo, Role Model & New Music Releases

10:15 Olivia Rodrigo's New Interview

11:08 Every Year After Could Be The Next Big Show

13:25 Love Island Is Back

15:28 Summer House Reunion Recap

17:38 The Tony Awards This Weekend

If you're looking for better conversation starters, pop culture updates, music news, TV recommendations, and everything people will be talking about this week, you're in the right place.

Follow and subscribe for new episodes every Monday and Thursday.

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

Thanks for listening. Go have a good date!

In this episode of If You're Going on a Date This Week, I break down everything happening in pop culture right now, including Taylor Swift's mysterious Toy Story 5 countdown, the shocking Euphoria series finale, Off Campus officially announcing Season 2, Ariana Grande's new music, Love Island's messy start, the Summer House reunion, Olivia Rodrigo's revealing new interview, and more. If you need something to talk about on a date, with friends, or at work this week, I've got you covered.

Timestamps:

00:48 Taylor Swift's Toy Story 5 mystery

04:32 Charli XCX announces a new album

05:03 The Euphoria series finale

06:51 Off Campus continues to dominate pop culture

09:50 Ariana Grande's new single and fan backlash

10:58 Love Island's controversial casting drama

11:55 Summer House reunion part two

12:29 Off Campus Season 2 announced

13:17 Olivia Rodrigo's in-depth Popcast interview

15:11 Phoebe Bridgers' $1 Madison Square Garden show

16:03 Morgan Wallen flips a piano on stage

16:43 Noah Kahan's Great Divide Tour begins

17:35 More Euphoria reactions and Ariana Grande rumors

Follow and subscribe for new episodes every Monday and Thursday.

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

Thanks for listening. Go have a good date!

I break down the biggest pop culture stories everyone is talking about right now, including the explosive Summer House reunion drama, Harry Styles' emotional viral concert moment, Gracie Abrams announcing her massive arena tour, the return of Love Island, Ariana Grande's new music, and why Off Campus has completely taken over the internet. I also talk about Taylor Swift's latest lawsuit drama, Cynthia Erivo's viral interview moment, horror movies making a comeback, and the growing backlash against "optimization culture."

If you want fun conversation topics for a date, drinks with friends, or just keeping up with pop culture this week, this episode has you covered.

Timestamps:

00:00 Summer House Reunion drama

06:10 Harry Styles' emotional concert moment

10:00 Taylor Swift lawsuit drama

11:05 Ariana Grande's new music

12:00 Cynthia Erivo and Wicked interview backlash

14:00 Horror movies and Steven Spielberg's new film

16:05 Gwyneth Paltrow's viral arugula comment

17:00 The optimization culture debate

18:30 Love Island returns next week

20:20 Off Campus becomes a massive hit

22:20 Gracie Abrams announces arena tour

Follow and subscribe for new episodes every Monday and Thursday!

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

Thanks for listening. Go have a good date!

In this episode of If You're Going on a Date This Week, I talk about Taylor Swift and Travis Kelce going viral courtside at the Knicks game, why everyone on the internet is suddenly obsessed with Off Campus, and the drama heading into the Summer House reunion. I also break down the AMAs, Olivia Rodrigo's new music, Ariana Grande's upcoming release, celebrity dynamics at Paul McCartney's party, and the absolutely insane Euphoria spoiler everyone's talking about this week. If you need easy conversation starters for a first date, your friends, coworkers, or literally anyone in your life, this episode has you covered.

Timestamps:

2:05 Taylor Swift & Travis Kelce at the Knicks Game

3:33 Why Everyone Is Obsessed With Off Campus

7:48 The AMAs Recap

9:12 The Summer House Reunion Drama

11:05 Paul McCartney's Celebrity Party Guest List

14:36 Major Euphoria Spoiler Discussion

16:10 Bryce Harper's Toothpaste Routine Goes Viral

16:58 Olivia Rodrigo & Ariana Grande New Music

18:12 Taylor Swift Wine Theory & More Pop Culture Updates

Follow and subscribe for new episodes every Monday and Thursday.

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

Thanks for listening. Go have a good date!

In today's episode of If You're Going on a Date This Week, I break down the internet's reaction to Harry Styles' new tour, why Off Campus has completely taken over social media, Olivia Rodrigo's upcoming single "The Cure," the Jonas Brothers launching a podcast, Summer House reunion drama, and all the pop culture stories everyone's talking about right now.

If you want to walk into your date, group chat, or work conversation actually knowing what's going on this week, this episode's for you.

Timestamps: 01:30 Harry Styles' tour backlash and fan reactions

04:35 Olivia Rodrigo announces "The Cure"

05:25 New music from Charli XCX, Bleachers, and more

06:25 Why Off Campus is taking over the internet

08:12 JLo's unexpected comeback era?

08:55 The Jonas Brothers launch a podcast

10:15 Ella Enchanted becoming a TV show

10:55 The Housemaid heading to Broadway

11:35 Summer House reunion drama explained

13:35 Off Campus vs The Summer I Turned Pretty debate 15:35 The Boys series finale reactions

Follow and subscribe for new episodes every Monday and Thursday.

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

Thanks for listening. Go have a good date!

Harry Styles is facing major backlash after the opening night of his new tour, Taylor Swift is reportedly inviting guests to her wedding by phone call, and Alex Cooper shocked the internet with her pregnancy announcement. In this episode of If You're Going On A Date This Week, I break down everything people are talking about right now, including Drake dropping three albums at once, Kendall and Kylie Jenner's double date with Timothée Chalamet and Jacob Elordi, Noah Kahan holding the No. 1 spot for a third week, and the internet reacting to James Charles' latest controversy.

If you want quick pop culture conversation starters before a date, work, dinner, or just to stay updated on entertainment news, this is everything you need to know this week.

Timestamps:

00:00 Intro

00:45 Alex Cooper announces her pregnancy

04:34 Harry Styles tour backlash explained

08:58 Taylor Swift wedding rumors and phone call invitations

10:02 Kendall & Kylie Jenner double date with Timothée Chalamet and Jacob Elordi

11:03 Noah Kahan stays No. 1 on Billboard

12:31 World Cup halftime show with Shakira, Madonna, and BTS

13:00 Drake drops three albums at once

13:36 Dylan Sprouse expecting a baby

13:48 Pete Davidson relationship update

14:10 James Charles controversy and internet backlash

15:03 Amazon Prime's Off Campus takes over the internet

15:48 Ariana Grande teases new song

16:22 Tom Brady walks the Gucci runway

17:14 Euphoria reactions and Sydney Sweeney discourse

Follow and subscribe for new episodes every Monday and Thursday.

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

Thanks for listening. Go have a good date!

Taylor Swift's massive crowds outside Via Carota in NYC, Kylie Jenner appeared on Jake Shane's podcast, and Netflix announced Alix Earle's new reality show Earle Meets World. I break down the biggest pop culture stories of the week, including celebrity news, reality TV, Noah Kahan's record streaming debut, Dancing With the Stars casting rumors, Summer House drama, and everything happening during the 2026 Upfronts.

In this episode:

Taylor Swift spotted in NYC

Kylie Jenner on Jake Shane's podcast

Alix Earle's Netflix reality show

What the Netflix NBC and Hulu Upfronts actually are

Noah Kahan's huge streaming debut numbers

Dancing With the Stars casting news

Summer House reunion drama

Benedict Cumberbatch's viral argument

Jonathan Bailey and Jurassic World

If You're Going on a Date This Week is a pop culture podcast covering entertainment news, celebrity stories, movies, TV shows, music, sports, dating conversations, and trending topics you can actually talk about in real life.

New episodes every Monday and Thursday!

Follow and subscribe for new episodes every Monday and Thursday.

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

The Kevin Hart Roast took over Netflix this weekend, Taylor Swift and Travis Kelce were spotted in London, Noah Kahan performed on SNL, Dua Lipa sued Samsung, the Knicks swept the Sixers, and new "mom movies" are quietly taking over pop culture. On this episode of If You're Going on a Date This Week, I break down everything happening across music, movies, celebrity news, sports, entertainment, and internet culture so you have something to talk about wherever you're headed this week.

Topics include:

The Kevin Hart Roast on Netflix Noah Kahan's SNL Performance Matt Damon Hosting Saturday Night Live Will Ferrell and Paul McCartney's SNL Finale Knicks vs. Sixers NBA Playoffs Charli XCX's New Song "Rock Music" Zara Larsson's Viral Today Show Rehearsal Taylor Swift & Travis Kelce Wedding Rumors Sadie Sink in Romeo and Juliet A Quiet Place 3 Begins Filming Remarkably Bright Creatures on Netflix The "Mom Movie" Category Dua Lipa Suing Samsung Taylor Swift Trademark Lawsuit Drama Stephen Colbert Ending The Late Show Jake Shane's Podcast Backlash James Charles Internet Drama Euphoria Season 3 Finale Runtime

New episodes of If You're Going on a Date This Week every Monday and Thursday. Listen to Guyset every Tuesday for conversations about dating, confidence, mindset, career, and figuring out your 20s.

Taylor Swift and Travis Kelce wedding rumors, Christopher Nolan's The Odyssey trailer reactions, and Billie Eilish backlash are dominating pop culture this week.

In this episode of If You're Going on a Date This Week, I break down the biggest entertainment news stories, including Met Gala drama, Blake Lively and Justin Baldoni settling their lawsuit, Noah Kahan performing on SNL, Timothée Chalamet and Kylie Jenner courtside at Knicks playoff games, and Olivia Rodrigo's tour ticket chaos. These are the biggest movies, celebrity, music, and internet stories everyone will be talking about this weekend.

Timestamps:

1:28 Met Gala Recap & Drama

2:49 Blake Lively & Justin Baldoni Lawsuit Ends

6:36 Taylor Swift & Travis Kelce Wedding Rumors

11:57 Christopher Nolan's The Odyssey Trailer Reactions

15:08 Noah Kahan on SNL & Olivia Rodrigo

17:23 Tony Nominations & The Lost Boys

18:07 Timothée Chalamet & Kylie Jenner at Knicks Games

18:33 Billie Eilish Backlash

20:25 Finn Wolfhard Met Gala Story

21:50 Olivia Rodrigo Tour Demand & Ticket Chaos

Follow and subscribe for new episodes every Monday and Thursday.

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

Thanks for listening. Go have a good date!

From the Met Gala 2026 to Olivia Rodrigo's SNL moment and The Devil Wears Prada 2, this episode breaks down the biggest pop culture stories so you never run out of things to say. These are the moments everyone is seeing, talking about, and reacting to right now.

Whether you're on a first date, at dinner with friends, or just trying to stay in the loop, this is your weekly update on what actually matters (and what's just fun to know).

New episodes every Monday and Thursday.

Timestamps:

Met Gala 2026 Explained (1:10)

Olivia Rodrigo on SNL and New Song Debut (4:29)

Kentucky Derby History Moment (9:03)

F1 Miami Weekend Recap (9:40)

The Devil Wears Prada 2 Review (10:00)

Spirit Airlines News (15:50)

Noah Kahan Hits #1 Album (16:10)

Taylor Swift Countdown Theory (18:30)

Britney Spears Update (20:50)

Anthony Bourdain Biopic News (21:00)

Follow and subscribe for new episodes every Monday and Thursday.

Watch full episodes on YouTube https://www.youtube.com/@Guyset

Follow along on Instagram https://www.instagram.com/ifyouregoingonadate/

Visit https://guyset.com/ for more dating advice!

Thanks for listening. Go have a good date!