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 DebriefIf you have a relationship question, write us at: dearshandy@gmail.comSupport Dear Shandy: https://redcircle.com/dear-shandy/donationsSubscribe - https://bit.ly/SubscribeDearShandyListen on iTunes - https://bit.ly/DearShandyiTunesMore Dear ShandyInstagram - https://www.instagram.com/dearshandyFacebook - https://fb.me/dearshandyMore SharleenInstagram - https://www.instagram.com/sharleenjoyntBlog - http://www.alltheprettypandas.comMore AndyInstagram - https://www.instagram.com/machinelevineProduced by Gabrielle Galon - https://www.instagram.com/gabsamillionSupport this podcast at — https://redcircle.com/dear-shandy/donationsAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy