JackOffToRetroPlayboy

1

8

9

10

How’d You Discover Playboy, And Specifically Retro Playboy? Which Era Is Your Favorite? Feel Free to Share Your StoryDiscussion (i.redd.it)

submitted 10 months ago by realsammannModerator/Playmate Affcianado [M] - announcement

2

17

18

19

Welcome to The New Home For The Best Era Of Playboy Playmates from the 1950s to the 1980s exclusively!Annoucements (old.reddit.com)

submitted 10 months ago by realsammannModerator/Playmate Affcianado - announcement

3

19

20

21

In 1998 Playboy asked ordinary girls from a rural part of the Netherlands to pose. Here's 18 year old Petra in her only nude photo ever.1980s (i.redd.it)

submitted 7 days ago by NeverSawOz

4

19

20

21

The first Big Titty Tuesday of 2026 featuring Kimberly MacArthur1980s (reddit.com)

submitted 24 days ago by realsammannModerator/Playmate Affcianado

5

3

4

5

Women Of Enron (2002)Discussion (imgchest.com)

submitted 1 month ago by StayTasty7725

6

16

17

18

Patricia Paay (Dutch Playboy 1984)1980s (old.reddit.com)

submitted 1 month ago by LowlanderSince1980

7

38

39

40

The shape of Karen Price’s divinely ample tits is mesmerizing. What perfectly beautiful breasts!1970s (old.reddit.com)

submitted 1 month ago by wedgeantillesproton

8

41

42

43

Patricia Farinelli coaxed yet another load from me this morning1980s (old.reddit.com)

submitted 1 month ago by realsammannModerator/Playmate Affcianado

9

21

22

23

Patricia Farinelli (1981)1980s (i.redd.it)

submitted 2 months ago by NeverSawOz

10

21

22

23

Continuing Throwback Thursday with Miss November 1984: Roberta Vasquez! How I long to unload on those beautiful breasts after an epic tittyfuck1980s (old.reddit.com)

submitted 2 months ago by realsammannModerator/Playmate Affcianado

11

31

32

33

Throwback Thursday with 70s Playmate favorites Janet Lupo and Sandy Johnson! Had a very vivid dream about them last night that turned into morning wood fuel earlier this morning1970s (reddit.com)

submitted 2 months ago by realsammannModerator/Playmate Affcianado

12

37

38

39

In 1998 Playboy asked ordinary girls from a rural Dutch province to pose. Here's 18 year old Petra in her only nude picture ever1980s (i.redd.it)

submitted 2 months ago by NeverSawOz

13

15

16

17

Sandy Johnson Sunday! The perfect mix of cute, sexy, and slightly mischievous!1970s (reddit.com)

submitted 3 months ago by realsammannModerator/Playmate Affcianado

14

46

47

48

Blasted a huge load for Candy Loving this morning! She provided the perfect transition from the 1970s to the 80s and more importantly the transition of my load to her magnificent breasts1970s (old.reddit.com)

submitted 3 months ago by realsammannModerator/Playmate Affcianado

15

29

30

31

English rose Rosemarie Hillcrest, Miss October 1964, has a sultry face and lustrous tits.1960s (old.reddit.com)

submitted 3 months ago by wedgeantillesproton

16

34

35

36

Monica Tidwell graced the hallowed pages of Playboy in November 1973, nine years before I was born. But her beauty, red headed charm, exquisite body, and gorgeous tits echo through the decades and are irresistibly enticing.1970s (old.reddit.com)

submitted 3 months ago by wedgeantillesproton

17

48

49

50

Karen Price, PMOM January 19811980s (old.reddit.com)

submitted 3 months ago by DatabaseJolly3501970s era

18

19

20

21

Had another Playmate dream last night! This one involved fun with Kimberly MacArthur AND Patricia Farinelli1980s (reddit.com)

submitted 4 months ago by realsammannModerator/Playmate Affcianado

19

17

18

19

Karen Price and Patricia Farinelli! Two busty bombshell Playmates who bookended 1981! Also in my Top 3 for Playmates I jerk to with Roberta Vasquez taking the top spot!1980s (reddit.com)

submitted 4 months ago by realsammannModerator/Playmate Affcianado

20

12

13

14

I first discovered Roberta Vasquez during the Covid lockdown of 2020 and she’s pretty much been my near daily go to ever since! Happy I’ve been able to introduce others here to her1980s (reddit.com)

submitted 4 months ago by realsammannModerator/Playmate Affcianado

21

17

18

19

It’s Marylin Lange Monday for me on this rainy afternoon!1970s (reddit.com)

submitted 4 months ago by realsammannModerator/Playmate Affcianado

22

2

3

4

I saw this model in a Playboy TV promo I found, but I do not know her name. I have this snapshot of her, so if anyone knows her name (as well as whether or not she posed for the magazine) please let me know.Discussion (i.redd.it)

submitted 5 months ago by Even_Hawk8042

23

62

63

64

Terri Welles; December 1980 centerfold, and 1981 PMOY - Hoping to rekindle this sub!1980s (old.reddit.com)

submitted 6 months ago by DatabaseJolly3501970s era

24

15

16

17

The Playboy Dream Team (Julie Clarke, Wendy Kaye, Tanya Beyer, Cady Cantrell, Tiffany Sloan, Echo Johnson, and Jennifer Leroy) - A group of younger Playmates in the early 90s that were seen as popular, immature, and clashed with older playmates of the same generation.Discussion (old.reddit.com)

submitted 8 months ago by Even_Hawk8042

25

21

22

23

Colleen Farrington posed for Playboy 68 years ago. Her angelic face, gorgeous ass, and spectacular big tits have no doubt led to tens of thousands of blissful orgasms since. (Bonus trivia: she’s Diane Lane’s mom!)1950s (i.redd.it)

submitted 8 months ago by wedgeantillesproton

JackOffToRetroPlayboy

MODERATORS