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submitted 2018-09-21 15:38:41 by reddit in NSFW [!]
"Not That Hole!" illustrated by Suzanne Ballivet (c. 1943)
Easy Does It painted by Robert Auer (c. 1906)
Fetish-Wear through the Decades illustrated by John Willie from "Bizarre" Magazine (c. 1970's)
A Guiding Hand from "In the Time of the Judges" illustrated by André Collot (1933)
Gettin' A Leg-Up illustration by Robert Auer (c. 1906)
The Rocks of Scylla illustrated by Édouard-Henri Avril (1906)
Lina Romay and Andrea Rigano - Die Marquise von Sade (1976)
Spinning the Clit & Licking the Tip illustrated by Paul-Emile Becat (c. 1949)
The Great Bikini Off-Road Adventure (1994)
Tiger Lily from "Playboy" Magazine illustrated by Alberto Vargas (c. 1970's)
1970s slide
Round Two illustrated by Georg Emanuel Opitz (c. 1805)