All Episodes

1

Lump Sum

Feb 20, 2026

54:38

2

Body Count

Jan 23, 2026

33:37

3

Welcome to 2026

Jan 9, 2026

44:34

4

Happy 2025

Dec 27, 2025

30:15

5

Update - Did we make it or break it

Dec 12, 2025

56:03

6

Gratitude

Nov 28, 2025

28:27

7

Marriage Contract

Nov 14, 2025

36:51

8

Spooky Season

Oct 31, 2025

30:33

9

Sex Gone Bad

Oct 20, 2025

44:05

10

Wendy's Update

Oct 3, 2025

28:36

11

Friends with Exes

Sep 19, 2025

33:11

12

Newest Edition of Dating Updates

Sep 5, 2025

73:29

13

Body Image and Confidence

Aug 22, 2025

42:23

14

Sex Appeal

Aug 8, 2025

38:45

15

Keyboard Warriors

Jul 25, 2025

36:25

16

Hide And Seek

Jul 4, 2025

48:05

17

Expectations vs Reality

Jun 21, 2025

38:01

18

Dating Traps

Jun 6, 2025

50:59

19

Once Again... Dating not Dating

May 23, 2025

27:29

20

Lean on Me

May 10, 2025

35:03

21

Life Update 2

May 2, 2025

28:59

22

Booty Call

Apr 26, 2025

43:25

23

The Great Escape

Apr 19, 2025

42:07

24

Quality Time

Apr 11, 2025

39:57

25

How Many Dates Before Knocking Boots

Apr 4, 2025

35:08

26

Jaded

Mar 28, 2025

47:03

27

Life Update

Mar 21, 2025

42:15

28

Jealousy

Mar 14, 2025

45:51

29

Sex Drives

Feb 28, 2025

43:22

30

Girl's Trip

Feb 21, 2025

36:47

31

The Sexual Ick

Feb 14, 2025

51:15

32

The Ick

Feb 10, 2025

54:18

33

Dating Not Dating...Dating?

Feb 2, 2025

48:23

34

Welcome 2025

Jan 25, 2025

36:58

35

Christmas Traditions

Dec 21, 2024

34:16

36

Best and Worst Christmas gifts

Dec 14, 2024

43:47

37

Dating Not Dating

Dec 7, 2024

46:38

38

Turkey Day Traditions

Nov 22, 2024

32:48

39

Giving Thanks

Nov 19, 2024

30:52

40

Fantasies Then and Now

Nov 11, 2024

37:46

41

Halloween Apologies

Nov 2, 2024

32:23

42

Spooky Season

Oct 25, 2024

39:48

43

Soulmates

Oct 20, 2024

38:04

44

Missing in Action

Oct 12, 2024

26:36

45

Generation X nostalgia

Aug 25, 2024

61:54

46

The Single Scene

Aug 3, 2024

50:18

47

Emotional Connection

Jul 27, 2024

41:31

48

Kids Or no Kids

Jul 21, 2024

37:18

49

Does Size Matter

Jul 14, 2024

44:48

50

Sharing Your Past

Jul 5, 2024

43:38

51

Once Upon a Date Part 4

Jun 29, 2024

52:46

52

Role Play

Jun 21, 2024

34:32

53

Boundaries

Jun 15, 2024

57:18

54

Talk Dirty to Me

Jun 8, 2024

55:24

55

XXX

May 25, 2024

42:46

56

Milestones Before the Ring

May 11, 2024

42:29

57

Even Adults Have Toys

May 3, 2024

50:54

58

Oral Pleasure

Apr 19, 2024

39:55

59

Friendship Fight or Flight?

Apr 13, 2024

42:25

60

Will You Marry Me?

Apr 5, 2024

51:56

61

Friends With Benefits

Mar 22, 2024

46:56

62

Turning You On

Mar 15, 2024

49:03

63

Foregivness

Mar 9, 2024

37:54

64

Love Languages

Mar 2, 2024

48:59

65

Personal Space

Feb 23, 2024

38:22

66

For Love of Money

Feb 16, 2024

30:51

67

The big O

Feb 10, 2024

34:29

68

Once Upon a Date Part 3

Jan 26, 2024

31:41

69

First Love First Heartbreak

Jan 20, 2024

33:49

70

Sex Stories from the Vault Part 2

Jan 12, 2024

34:33

71

Welcome 2024

Jan 6, 2024

32:33

72

First Times

Dec 16, 2023

27:28

73

Once Upon a Date Part 2

Dec 9, 2023

27:10

74

Bromance

Dec 2, 2023

35:36

75

Sex Stories from the Vault Part 1

Nov 19, 2023

36:40

76

Siblings

Nov 10, 2023

32:27

77

Kinks Part 1

Nov 3, 2023

35:12

78

Dating App Part 2

Oct 27, 2023

38:18

79

Dating App Part 1

Oct 20, 2023

41:51

80

Once Upon a Date Part 1

Oct 13, 2023

29:54

81

The List

Oct 6, 2023

40:33

82

Who the F*ck is Leslie?!?

Sep 29, 2023

21:03

83

Generation X and Dating

Sep 22, 2023

33:14

84

Introduction

Sep 14, 2023

29:13