Remember when Dean lost a huge diamond engagement ring? Well… he got a replacement, and it doesn’t look like he learned from his mistakes.

Caelynn confronts Dean LIVE on the podcast about some of the challenges that might prevent them from actually becoming “newlyweds”.

Plus, we answer all your relationship emails!

Remember when Dean lost a huge diamond engagement ring? Well… he got a replacement, and it doesn’t look like he learned from his mistakes.   Caelynn confronts Dean LIVE on the podcast about some of the challenges that might prevent them from actually becoming “newlyweds”.   Plus, we answer all your relationship emails!

HELP! I Suck at Dating

Lord of the Rings: Return of the Dean

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/0ac177ea-2beb-4b5a-b6d4-afc7013a4a61/transcript