It's CALLER DAY! 📞 Today we're joined by TWO lovely callers! Our first caller, Emily, has just been dumped by the first guy in ages she's thought could be The One. After years of dating and actively putting herself out there, she's downright defeated. What happened? And more importantly, WHERE IS HE?! Our second caller, Ryan, has an unpopular choice for her bridal party. Should she overcome her family's judgment, or is it simply better to keep the peace? Listen on for the Shandy take! Interested in getting the Shandy take but don't want to appear on the podcast? Email dearshandy@gmail.com for information about Shandy's new Off The Record sessions! Thanks to our sponsors.... - Go to https://www.quince.com/shandy for free shipping on your order and 365-day returns! - Go to https://shopremi.com/SHANDY and use code SHANDY for 50% off your custom night guard! Time Stamps: 0:00 - Welcome To Caller Emily! 38:07 - Shandy Debrief 44:15 - Welcome To Caller Ryan! 1:00:15 - Shandy Debrief If you have a relationship question, write us at: dearshandy@gmail.com Subscribe - https://bit.ly/SubscribeDearShandy Listen on iTunes - https://bit.ly/DearShandyiTunes More Dear Shandy Instagram - https://www.instagram.com/dearshandy Facebook - https://fb.me/dearshandy More Sharleen Instagram - https://www.instagram.com/sharleenjoynt Blog - http://www.alltheprettypandas.com More Andy Instagram - https://www.instagram.com/machinelevine Produced by Gabrielle Galon - https://www.instagram.com/gabsamillion #relationshipadvice #couplegoals #relationships #datingadvice #dating #dearshandy #dating101 #married #heartbreak #heartbroken #healingheartbreak