TitleDate
Feeling Tempted with Chad JohnsonJan 15, 2019 Listen
On Matters of SexJan 08, 2019 Listen
Dean's HomecomingDec 18, 2018 Listen
Trust Your GutDec 11, 2018 Listen
Surviving the Ultimate Sucky DateDec 03, 2018 Listen
Getting IntimateNov 26, 2018 Listen
Q & A DayNov 13, 2018 Listen
#55 We All Have Our FlawsNov 05, 2018 Listen
#54 Let's Get it Together!Oct 30, 2018 Listen
#53 Girl TalkOct 22, 2018 Listen
#52 Sometimes You Have to Disconnect to ConnectOct 15, 2018 Listen
#51 The BugaboosOct 08, 2018 Listen
#50 Sex EdOct 02, 2018 Listen
#49 Pool PartySep 22, 2018 Listen
#48 BrainspottingSep 18, 2018 Listen
#47 Like Apples and OnionsSep 11, 2018 Listen
#46 Stuck in a TranceSep 05, 2018 Listen
#45 I Ain't 'Fraid of No GhostsAug 27, 2018 Listen
#44 Leading On and Breaking Up with Taylor NolanAug 20, 2018 Listen
#43 Man with a (Wedding) PlanAug 14, 2018 Listen
#42 Welcome Back UnglertAug 07, 2018 Listen
#41 Make Do and MendJul 31, 2018 Listen
#40 Flipping the SwitchJul 25, 2018 Listen
#39 Return of the StangerJul 17, 2018 Listen
#38 Engagement Fast TrackJul 10, 2018 Listen
#37 Put a Ring on ItJun 26, 2018 Listen
#36 Fast Food SexJun 19, 2018 Listen
#35 Break Up Like a ProJun 12, 2018 Listen
#34 Exes & FriendsJun 05, 2018 Listen
#33 Dirty DancingMay 30, 2018 Listen
#32 Love ClubMay 23, 2018 Listen
#31 Camp CrushesMay 15, 2018 Listen
#30 Dating EtiquetteMay 09, 2018 Listen
#29 From Matchmaker to MarriageMay 01, 2018 Listen
#28 Sucking at Dating North of the BorderApr 24, 2018 Listen
#27 Group TherapyApr 17, 2018 Listen
#26 What's Inside My Head?Apr 10, 2018 Listen
#25 More or Les with DeanApr 03, 2018 Listen
#24 Kendall & JaredMar 28, 2018 Listen
#23 Big Time DatingMar 21, 2018 Listen
#22 Ask Dean AnythingMar 13, 2018 Listen
#21 Let's Hug it OutMar 06, 2018 Listen
#20 Viall to the RescueFeb 26, 2018 Listen
#19 Dean's Friends from CampFeb 20, 2018 Listen
#18 Dating Sucks at Any AgeFeb 14, 2018 Listen
#17 Pal-entine's DayFeb 07, 2018 Listen
#16 Help! Dating SucksFeb 02, 2018 Listen
#15 Float Like a Butterfly, Bumble Like a BeeJan 24, 2018 Listen
#14 Breaking Up is Hard to DoJan 17, 2018 Listen
#13 Maybe the World Sucks at DatingJan 10, 2018 Listen
#12 Sucking at Dating Year in ReviewDec 18, 2017 Listen
#11 What Would Dean Do?Dec 12, 2017 Listen
#10 Married PeopleDec 04, 2017 Listen
#9 Deeper into DatingNov 28, 2017 Listen
#8 We All Suck At DatingNov 14, 2017 Listen
#7 Long DistanceNov 07, 2017 Listen
#6 Ghosting StoriesOct 30, 2017 Listen
#5 Signs From AboveOct 24, 2017 Listen
#4 Sext and the CityOct 17, 2017 Listen
#3 Back to the FutureOct 10, 2017 Listen
#2 Determined DeanOct 03, 2017 Listen
Episode 1Sep 26, 2017 Listen
Teaser: Dean & KristinaSep 22, 2017 Listen
Teaser: Dean Explains Why He Sucks at DatingSep 21, 2017 Listen