Love Is A Family Affair

Sydney helps mom Jennifer navigate the dating apps. Widower Herb offers daughter Jen tips for a successful long-term relationship, even as bad timing keeps him apart from his longtime love. Both stories prove that the ties that bind us need not be restrictive. They can provide just the right amount of support, at just the right t Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out BetterHelp : betterhelp.com/DATINGWHILEGRAY * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy