It's Caller Day! Today we're joined by lovely caller Elizabeth who has quite the complicated high school sweetheart story that ended in her breaking the guy's heart. Fast forward to 5+ years later and he's still on her mind—but is she on his? And if so, is it worth closing the distance and potentially becoming the "other woman" to pursue, or are some things better left in the past? Listen on for the Shandy take! Time Stamps: 0:00 - Welcome To Caller Elizabeth! 48:00 - Shandy Debrief Sharleen is wearing: - jumpsuit: https://bit.ly/3DxVscZ If you have a relationship question, write us at: dearshandy@gmail.com Support Dear Shandy: https://redcircle.com/dear-shandy/donations 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