How to Date Multiple People in 2025

Our first caller wants to know how to date two people at once. Our second thinks she may have blown up her picture-perfect life. And our third needs help getting over a guy she's crushing on… who might be gay.

"Have the guts to tell the people you're dating what you want."

Listen to Humble Brag with Cynthia Bailey and Crystal Kung Minkoff every Monday. Available wherever you get your podcasts and YouTube: https://www.youtube.com/@humblebragpod

https://podcasts.apple.com/us/podcast/humble-brag-with-crystal-and-cynthia/id1774286896

https://open.spotify.com/show/4NWA8LBk15l2u5tNQqDcOO?si=c03a23d537f94735

Start your 7 Day Free Trial of Viall Files + here: https://viallfiles.supportingcast.fm/

Please make sure to subscribe so you don't miss an episode and as always send in your relationship questions to asknick@theviallfiles.com to be a part of our Monday episodes.

We've partnered with Mint Mobile to open a hot takes hotline to hear your scorching hot opinions! Give us your hot takes, thoughts and theories and we'll read and react to the best ones on an upcoming Reality Recap episode! All you have to do is call 1-855-MINT-TLK or, if you prefer the numbers, that's 855-646-8855 and leave us a message.

To Order Nick's Book Go To: https://www.viallfiles.com

If you would like to get some texting advice, send an email to asknick@theviallfiles.com with "Texting Office Hours" in the subject line!

To advertise on this podcast please email: ad-sales@libsyn.com or go to: https://advertising.libsyn.com/theviallfiles

THANK YOU TO OUR SPONSORS:

Mint Mobile - Turn your expensive wireless present into a huge wireless savings future by switching to Mint. Shop Mint Unlimited Plans at https://mintmobile.com/viall

Quince - Get your wardrobe sorted and your gift list handled with Quince. Don't wait! Go to https://Quince.com/viall for free shipping on your order and 365-day returns.

Article Furniture - Article is offering our listeners $50 off your first purchase of $100 or more. To claim, visit https://article.com/viall and the discount will be automatically applied at checkout

Helix Sleep - Go to https://helixsleep.com/viall 20% off sitewide for their extended Cyber Monday Sale.

Aura Frames - For a limited time, save on the perfect gift by visiting https://AuraFrames.com to get $35 off Aura's best-selling Carver Mat frames by using promo code VIALL at checkout.

Nature's Sunshine - Get a daily detox with Chlorophyll Stick Packs. Nature's Sunshine is offering 20% off your first order plus free shipping. Go to https://naturessunshine.com and use the code VIALL at checkout.

Car Gurus - Buy or sell your next car today with Car Gurus at https://cargurus.com. Go to cargurus dot com to make sure your big deal is the best deal.

Figs - So if you work in healthcare, or love someone who does, FIGS are a must-have. Hands down. Go to https://wearFIGS.com and use code FIGSRX for 15% off your first order.

American Home Shield - It's one of the easiest ways to protect your budget and build confidence as a new homeowner. Visit https://ahs.com/viallfiles for 20% off any plan today and see promo details. See https://ahs.com/contracts for coverage details, including service fees, limitations, and exclusions.

Timestamps:

(00:00) - Intro

(01:45) - Caller One

(37:44) - Caller Two

(01:26:27) - Caller Three

Episode Socials: @viallfiles @nickviall @justinkaphillips @the_mare_bare @dereklanerussell