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r/JackOffToPlayboy

52,290 subscribers
If you love jacking to Playboy babes, this is your group. Show us the girl that gets your dick hard. Talk about how hard she's making you. Keep it chill and respectful.

Moderators

Updated May 9, 2024
u/Firely2002JA Active
Added 4 years ago

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

New Top (24hr) Top (Week) Top (Month)
to r/JackOffToPlayboy by BJ-Stroker
2 weeks ago
Preview thumbnail for Nowadays, I prefer natural, but when I was 18 and saw Nadine Chanz’s perfect tits, I dropped my pants immediately image
Nowadays, I prefer natural, but when I was 18 and saw Nadine Chanz’s perfect tits, I dropped my pants immediately
to r/JackOffToPlayboy by BJ-Stroker
2 weeks ago
Preview thumbnail for If you had to choose one playmate whom you consider “Lube Worthy”, who would you choose? Janet Lupo, especially as a milf, is mine. image
If you had to choose one playmate whom you consider “Lube Worthy”, who would you choose? Janet Lupo, especially as a milf, is mine.
to r/JackOffToPlayboy by DanWhackersReturns
1 month ago
Preview thumbnail for I need a maid like SJU image
I need a maid like SJU
to r/JackOffToPlayboy by Logical-Sir-6471
1 month ago
Watching PB Vids With Other Fans
to r/JackOffToPlayboy by BJ-Stroker
1 month ago
Preview thumbnail for I’m not usually a fan of enhanced tits, but when I found my brother’s Playboy with Julianna Young, I jerked off to her over 10 times in 3 days image
I’m not usually a fan of enhanced tits, but when I found my brother’s Playboy with Julianna Young, I jerked off to her over 10 times in 3 days
to r/JackOffToPlayboy by BJ-Stroker
1 month ago
Preview thumbnail for Janet Lupo’s massive tits make me feel much more perverted when I wank image
Janet Lupo’s massive tits make me feel much more perverted when I wank
to r/JackOffToPlayboy by BJ-Stroker
1 month ago
Preview thumbnail for Nothing gets my juices flowing like vintage big tits like those of Elaine Reynolds image
Nothing gets my juices flowing like vintage big tits like those of Elaine Reynolds
to r/JackOffToPlayboy by BJ-Stroker
1 month ago
Preview thumbnail for Do Patricia Farinelli’s beautiful big tits make anyone else want to start stroking immediately? image
Do Patricia Farinelli’s beautiful big tits make anyone else want to start stroking immediately?
to r/JackOffToPlayboy by jeanlucverge
1 month ago
Preview thumbnail for Bush love. SO luxurious image
Bush love. SO luxurious
to r/JackOffToPlayboy by jeanlucverge
1 month ago
Preview thumbnail for Seeking Michigan JO partner to appreciate Carmen Berg. image
Seeking Michigan JO partner to appreciate Carmen Berg.
in Michigan
to r/JackOffToPlayboy by jeanlucverge
1 month ago
Preview thumbnail for Luann Lee has the prettiest bush and puffy nipples image
Luann Lee has the prettiest bush and puffy nipples
to r/JackOffToPlayboy by jeanlucverge
1 month ago
Luann Lee had the prettiest bush and puffy nipples. Stroke my cock to her still today.
to r/JackOffToPlayboy by jeanlucverge
2 months ago
Preview thumbnail for Is this the hottest playmate pic ever? image
Is this the hottest playmate pic ever?
to r/JackOffToPlayboy by BJ-Stroker
2 months ago
Preview thumbnail for Janet Lupo’s massive tits always make me want to break out the lube and have a sloppy jerk image
Janet Lupo’s massive tits always make me want to break out the lube and have a sloppy jerk
to r/JackOffToPlayboy by AnjaLittle
1 month ago
Preview thumbnail for Yes I copied Pam Anderson… so what??? 🤣 image
Yes I copied Pam Anderson… so what??? 🤣
to r/JackOffToPlayboy by Hentai_Zaibatsu
2 months ago
Preview thumbnail for Take a good look at Roberta Vasquez! What's your favorite pose of her? My cock can never get enough! image
Take a good look at Roberta Vasquez! What's your favorite pose of her? My cock can never get enough!
to r/JackOffToPlayboy by daviddeclerq
2 months ago
Preview thumbnail for Jennifer Walcott’s wet, round assets just look so great and huge here, I am obsessed image
Jennifer Walcott’s wet, round assets just look so great and huge here, I am obsessed
to r/JackOffToPlayboy by Both_Possibility_601
3 months ago
Who was your first playmate?
to r/JackOffToPlayboy by daviddeclerq
2 months ago
Preview thumbnail for Carmen Electra in her first Playboy photoshoot. Can’t decide which part is the hottest : eyes, mouths, tits, pussy image
Carmen Electra in her first Playboy photoshoot. Can’t decide which part is the hottest : eyes, mouths, tits, pussy
to r/JackOffToPlayboy by Both_Possibility_601
3 months ago
Preview thumbnail for Three cheers for Hiromi! image
Three cheers for Hiromi!
to r/JackOffToPlayboy by pleasure_wak42
1 month ago
Preview thumbnail for Julie McCullough’s acting career was threatened when Kirk Cameron was born again image
Julie McCullough’s acting career was threatened when Kirk Cameron was born again
to r/JackOffToPlayboy by pleasure_wak42
2 months ago
Preview thumbnail for Looking back at some girls who became Playmate of the Month. Anyone here make you wanna have a second look? I wonder if today’s era will ever eclipse yesteryear. Is the only way to have an hourglass shape to see the surgeon? Does Playboy Plus stand for plus sized? image
Looking back at some girls who became Playmate of the Month. Anyone here make you wanna have a second look? I wonder if today’s era will ever eclipse yesteryear. Is the only way to have an hourglass shape to see the surgeon? Does Playboy Plus stand for plus sized?
to r/JackOffToPlayboy by TailorSpecialist5938
2 months ago
Preview thumbnail for I realized that I've been using the term "ball drainer" whenever I jerk off so I told myself to use it less often. But damn it, Shanna Marie McLaughlin is a certified ball drainer. Every inch of her body just oozes pleasure image
I realized that I've been using the term "ball drainer" whenever I jerk off so I told myself to use it less often. But damn it, Shanna Marie McLaughlin is a certified ball drainer. Every inch of her body just oozes pleasure
to r/JackOffToPlayboy by Sf52016
2 months ago
Preview thumbnail for I still remember my jaw dropping when I saw this picture of the Torrie Wilson playboy issue. It was so hot to see her in this position fully nude. So much fun that night image
I still remember my jaw dropping when I saw this picture of the Torrie Wilson playboy issue. It was so hot to see her in this position fully nude. So much fun that night
to r/JackOffToPlayboy by CrazyMiguel119
2 months ago
Preview thumbnail for Another sexy lady from the year 2000, Shannon Stewart. She is crush worthy on many levels image
Another sexy lady from the year 2000, Shannon Stewart. She is crush worthy on many levels