Jizz

Tina Louise, best known as Ginger on "Gilligan's Island" - photographed in 1959 (via /r/VGB)

WtSSTaDaMiT

Ellen Stratton, Playboy's Miss December 1959

vgb

Betty Brosmer, photographed in 1959

curvy

Laurie Amberson • Photo by Bunny Yeager for Ace magazine; October 1959 [NSFW]

vgb

Yvette Vickers - Playboy's Miss July 1959

vgb

Virginia Gordon, January 1959

VintageBabes

Virginia Gordon, 1959

OldSchoolCoolNSFW

Donna Lynn, 1959

vgb

Virginia Gordon (January, 1959)

OldSchoolCoolNSFW

Glenda Graham - 1959

VintageBabes, vgb, mistyfront

Judy O’Day - Circa Mid 1959’s - Restored by NJDVintage

VintageBabes

Pamela Green & June Simpson (1959)

VintageBabes

Swedish stewardess Birgitta Lindman with the Swedish SAS airline examines a showgirls costume after rumors of shorter skirts for air hostesses. Jan. 12, 1959.

cameltoe

Grosz, George (1893-1959) - Drawings [945x763]

ArtPorn

Virginia Gordon (1959)

vgb

June Russell, 1959.

OldSchoolCoolNSFW, VintageBabes

From Kamera Klub we have Nancy Roberts posing on a beach with only a sun hat and beach towel for shade. From a photographic glass plate and was taken in September, 1959 at the beach near Sheplegh Court, Devon, England.

OldSchoolCoolNSFW, VintageBabes

Burlesque dancer Marcia Edgington on the cover of Sizzle Magazine, Volume 1, Issue 1, 1959

OldSchoolCoolNSFW

Illustration from a National States' Rights Party pamphlet, 1959. [600x661]

ArchivePorn, ArchiveFans, NoSillySuffix

Virginia Gordon, 1959 (Album)

VintageBabes

Virginia Gordon, 1959 (Album)

Playboy, PlayboyBunnies

Exotic, 1959

seethru

Nancy Crawford, 1959 (Album)

VintageBabes

Nice Hat, 1959 (Album)

OldSchoolCoolNSFW, SexyButNotPorn

Ellen Stratton, 1959 (Album)

Playboy, PlayboyBunnies

Donna Lynn, 1959

vgb

Jackie and John F. Kennedy 1959

ImGoingToHellForThis

The Bikini from "Playboy" Magazine illustrated by Alberto Vargas (c. 1959-75)

VintageSmut

Vicky Lingfield 1959

OldSchoolCoolNSFW

Gravity from "Playboy" Magazine illustrated by Alberto Vargas (c. 1959-75)

VintageSmut, SaffronSubmissions

Ama in the Sea - Japanese Pearl-Diver photographed by Iwase Yoshiyuki (c. 1959)

VintageBabes

Nude in Naples, Florida - photographed by Bunny Yeager (1959)

VintageBabes

Virginia Gordon - Miss January 1959

VintageBabes

Elaine Reynolds (Playboy's Miss October 1959)

JustHotWomen, u_bikecrazy14, OldSchoolCoolNSFW

Marianne Gaba, 1959

vgb

Donna Lynn, Miss November 1959

vgb

Cindy Fuller (1959)

VintageBabes

Diane Claire 1959

OldSchoolCoolNSFW, iluvnakedchicks

Judy Geeson 1959

OldSchoolCoolNSFW

Maria Hale and Jean Spaul 1959

OldSchoolCoolNSFW

Lorraine Burnette 1959

OldSchoolCoolNSFW, retroporn, u_alskalsk11

Yvette Vickers 1959

OldSchoolCoolNSFW, VintageBabes, AltarOfVenus

Audrey Datson 1959

VintageBabes

Lorraine Burnett 1959

OldSchoolCoolNSFW

Nancy Crawford 1959

VintageBabes

Lee Remick, 1959

20thCenturyFoxes

Donna Lynn 1959

VintageBabes

Marianne Gaba, 1959

vgb

Marie Deveraux 1959

OldSchoolCoolNSFW, Hugenaturalboobs

Marie Deveraux 1959

OldSchoolCoolNSFW, Hugenaturalboobs

Miss Dec 1959 Ellen Stratton (AIC)

Playboy_Albums, PlayboyOnReddit

Virginia Gordon, PMOM Jan, 1959

vgb

Virginia Gordon, PMOM Jan, 1959

vgb, 20thCenturyFoxes, BusinessSocks

Pat Davis, 1959

OldSchoolCoolNSFW

Marli Renfro 1959

AltarOfVenus, OldSchoolCoolNSFW, iluvnakedchicks

"Sovétsky Soyúz" (Soviet Union) magazine | Moscow, USSR, 1959 | ph. Nikolai Khorunzhiy

OldSchoolCoolNSFW

Pamela Green 1959

AltarOfVenus, OldSchoolCoolNSFW, BusinessSocks

Alice Denham 1959

AltarOfVenus

Dondi Penn, 1959, by Bunny Yeager

PornMuseum