Jizz

Ass of the year 2010! rules: (i) post your favorite ass pic from this year, (ii) whoever gets more upvotes wins. (I'll start...)

Sexy, nsfw

Playmate of the year 2002, Dalene Kurtis, ten years later and naked again

nsfw

My workout wear (f)or one of the last nice days of the year

GoneMild

This is one of the entries for Christmas picture of the year in the local newspaper. [NSFW]

funny

Allison Parks: Playboy Playmate of the Month, October 1965. Playmate of the Year, 1966

vgb, OldSchoolCoolNSFW, SaffronSubmissions

[Haley Reed, 21] Is June 2018's Starlet of the Month and our 6th Starlet of the Year Nominee!!!

PornStarletHQ, popass

[Daisy Stone, 21] Is August's Starlet of the Month & 8th Starlet of the Year Nominee!!!

PornStarletHQ

Patricia Barrett or Patricia Cherokee Barrett was Penthouse’s Pet of the Month for January 1972, and Pet of the Year in 1973 (shot by Bob Guccione.)

OldSchoolCoolNSFW

Although I suppose agreeing to be his fucktoy for the rest of the year might have been too big of a present

cuckoldcaptions

Elizabeth Ann Hilden (Penthouse Pet of the Year 1997) was one of my favorite girls to fap to in the late 90s.

NostalgiaFapping

Things you find on the patio of a dive bar after one of its busiest wekeends of the year, at first we thought it was a dead mouse

WTF

F/26/5'3" [175lbs > 146lbs = 29lbs] first photo is from February, second is from today. I haven't been this weight since I was 17 years old. Even if I don't hit my goal weight end of the year, I don't mind because I'm so happy with my body.

progresspics

Kathy Ann Shower Playboy`s Playmate of the Month May 1985 & Playmate of the Year 1986

VintageBabes

CyberGirl of the Month August 2008/CyberGirl of the Year 2009 - Sharae Spears Collection (AIC)

Playboy_Albums

Playmate of the Month March 1995/Playmate of the Year 1996 - Stacy Sanches (AIC)

Playboy_Albums

this went completely out of hands but could be the vid of the year

u_YummyCoupleCom, cumsluts, u_lgt2015, CumInTheAir, u_lord12_64, u_duke_dezmont

Playmate of the Month December 1984/Playmate of the Year 1985 - Karen Velez Collection (AIC)

Playboy_Albums, OldSchoolCoolNSFW, iluvnakedchicks, AltarOfVenus, u_ItsClyde96, Bubbles

Brenda Zambrano, Celeb of the year 2019! Happy New Year Guys! Y Viva México!

CelebsMX

(F) warming up before the last day of work of the year

workgonewild, With_Or_Without, LabiaGW, popolecken, Amateur

Playmate of the Month December 2018/Playmate of the Year 2019 - Jordan Emanuel Collection (AIC)

Playboy_Albums

Do you like Rear Views....Want more ...( End of the year album of my favorites in the comments)

GroupOfNudeGirls, u_Leafy_tide, u_lamebrowndude212, u_myfacebookforyou

Playmate of the Month September 1983/Playmate of the Year 1984 - Barbara Edwards Collection (AIC)

Playboy_Albums, u_ChiefCountingPills, playboy_playmates, OldSchoolCoolNSFW, u_SeymourButts_69, iluvnakedchicks, u_DarthArcher

Figure for my first post of the year I'd let it all out Happy New Year (oc)

milf

Happy New Year I figured I'll let it all out for my. Post of the year (OC)

slightlychubby

Playmate of the Month November 1986/Playmate of the Year 1987 - Donna Edmondson Collection (AIC)

Playboy_Albums, u_ChiefCountingPills

Rodilina "Lina" Sambrish is a Russian adult model. She was Playmate of the Year 2009 for the Russian edition of Playboy. (AIC)

Playboy

Playmate of the Month May 1974/Playmate of the Year 1975 - Marilyn Lange Collection (AIC)

Playboy_Albums, u_ChiefCountingPills, vgb, u_gushgooly, tanlines, OldSchoolCoolNSFW, u_DarthArcher, playboy_playmates, NostalgiaFapping

Playmate of the Month January 1998/Playmate of the Year 1999 - Heather Kozar Collection (AIC)

Playboy_Albums

Playmate of the Month November 1978/Playmate of the Year 1979 - Monique St. Pierre Collection (AIC)

Playboy_Albums

Heather Vandeven. Penthouse Pet of the Month in 2006 and later became the magazine's 2007 Pet of the Year.

CuratedByPDXanon

Playmate of the Month November 1976/Playmate of the Year 1977 - Patti McGuire Collection (AIC)

Playboy_Albums, PlayboyOnReddit, ClassySexyCool, u_DesertFalcon94

pics like this of 21-y-o Sara made it very easy for the readers to vote her for Playmate of the Year

SaraUnderwood, SaraJUnderwood, u_nzrocket, Pantiesdown

Elizabeth Ann Hilden is an American adult model. She made her debut as a model for Penthouse as their Pet of the Month in June 1995 and went on to be voted Penthouse Pet of the Year 1997 (AIC)

OldSchoolCoolNSFW

Cyber Girl of the Month June 2010/Cyber Girl of the Year 2011 - Bethanie Badertscher Collection (AIC)

Playboy_Albums, PlayboyOnReddit, BestotB

Playmate of the Month August 1975/Playmate of the Year 1976 - Lillian Müller Collection (AIC)

Playboy_Albums, PlayboyOnReddit

Playmate of the Month October 1965/Playmate of the Year 1966 - Allison Parks

OldSchoolCoolNSFW

Playmate of the Month October 1965/Playmate of the Year 1966 - Allison Parks Collection (AIC)

Playboy_Albums, PlayboyOnReddit

Patrizia Dinkel - German Playmate of the Month October 2017/Playmate of the Year 2018

playboy_playmates, nothingbutheels, Playboy_Albums, PlayboyOnReddit

Playmate of the Month May 1992/Playmate of the Year 1993 - Anna Nicole Smith Collection (AIC)

Playboy_Albums, PlayboyOnReddit, u_ChiefCountingPills, boltedontits

Anna Nicole Smith - Playmate of the Month May 1992/Playmate of the Year 1993

NostalgiaFapping, BOUS

Playmate of the Month January 1972/Playmate of the Year 1973 - Marilyn Cole Collection (AIC)

Playboy_Albums, OldSchoolCoolNSFW, PlayboyOnReddit

Playmate of the Month September 1977/Playmate of the Year 1978 - Debra Jo Fondren Collection (AIC)

Playboy_Albums, PlayboyOnReddit

In honor of the first snowfall of the year...wishing it were still summer ?

cleavage, downblouse

Playmate of the Month February 1994/Playmate of the Year 1995 - Julie Lynn Cialini Collection (AIC)

Playboy_Albums, PlayboyOnReddit

[Starlet of the Year] Vote For The Top Performer of 2020!?

PornStarletHQ

Throwback pic of me and LovingLexis:) She and I have 35 videos together that I’ll be retiring at the end of the year. Details in comments

AllysonBettie, u_allysonbettie

Starlet of the Year Vote For The Top Performer of 2020. I'm looking for a partner, follow the instructions on momentgirl.com to contact me!

PornStarletHQ

Playmate of the Month January 1968/Playmate of the Year 1969 - Connie Kreski Collection (AIC)

Playboy_Albums, PlayboyOnReddit, pronudes

[m]aking the most out of the last work day of the year

workgonewild, TexansGoneWild

Playmate of the Month May 1985/Playmate of the Year 1986 - Kathy Shower Collection (AIC)

Playboy_Albums, PlayboyOnReddit

Playmate of the Month February 1973/Playmate of the Year 1974 - Cyndi Wood Collection (AIC)

Playboy_Albums, OldSchoolCoolNSFW, PlayboyOnReddit, iluvnakedchicks, NSFWtraveler382, u_ChiefCountingPills, BusinessSocks, oldschoolhot

Heather Kozar (January 1998 Playmate of the Month and 1999 Playmate of the Year)

NostalgiaFapping

Playmate of the Month December 1964/Playmate of the Year 1965 - Jo Collins Collection (AIC)

Playboy_Albums, OldSchoolCoolNSFW, PlayboyOnReddit

Cyber Girl of the Month August 2004/Cyber Girl of the Year 2005 - Amy Sue Cooper Collection (AIC)

Playboy_Albums, PlayboyOnReddit, u_DarthArcher

Playmate of the Month November 1989/Playmate of the Year 1990 - Reneé Tenison Collection (AIC)

Playboy_Albums, OldSchoolCoolNSFW, NostalgiaFapping, BOUS, PlayboyOnReddit