zNSFW

Vintagesmut

Shapely Reclining Nude, early 1970s
A Sultry Young Thing - mid-1970s, from DeltaofVenus.com
3 Friends Posing for the Camera, 1856
This is the first time I've seen this position.
The Artiste Contemplates His Blowjob. Circa 1800s Paris, from DeltaofVenus.com
Larry Clark: Kiss The Past Hello
Tina Jordan and Lauren Hart in Earl Miller’s “The Spider and the Fly”, Penthouse,
Nude in grass, 1920s by Gerhard Riebicke
Lifting her petticoats. 1900s
Lina Romay
Curves
Nurse Strapon takes charge
That ain’t no way to treat a lady!
Linda Shockley, more in comments
June King
Another Comedic Illustration by Martin Van Maele -circa 1900
Face-Sitting and Flagellation by Gerda Wegener (c.1913)
"The First Joy of the Day" illustration from La Vie Parisienne (1918)
La Toilette by Marquis Franz von Bayros (Vienna, c. 1910)
Ostracon (broken ceramic used as writing surface) Depicting Rear Entry Intercourse
The Chamber maid
In the Opera Box - illustration from "Moi Poupée" by Johannes Gros (1930)
"Woman After Bath" illustration by Goyō Hashiguchi (1915)
The Festival of Priapus from "De Figuris Veneris" illustrated by Édouard-Henri
Sophie Musard
The Bacchanal illustration from "The Slave" by Erich von Götha de la Rosière
Justine - illustration from "Cinglants Châtiments" by Herric aka Chéri
Locking Legs illustrated by Paul-Emile Becat (c. 1948)
Blind-Man's Muff illustrated by Gerorg Emanuel Opitz (c. 1805)
Eros & Psyche illustrated by Heinrich Lossow (c. 1890)
"Muslims" illustrated by Achille Deveria (c. 1880)
The Portrait Painter by Robert Auer (c. 1906)
On the Left Bank illustrated by Paul-Emile Becat (c. 1848)
"Gamba's Viola" from "Tales at the Dressing Table" illustrated
The Best Man illustrated by Achille Deveria (c. 1880)
Knocking the 'Cock Around illustration by Frédillo (1880)
It's Mutual illustrated by Fameni-Leporini (c. 1910's)
The Dick Prince print by (s)Ex Libris Bookplate by Mark F. Severin (c. 1950's)
Vampire surprise
Comic from "Bizarre" Magazine by John Willie (c. 1950)
The Sheik illustrated by Eugène Reunier (c. 1925)
Sedia Stercoraria illustrated by Édouard-Henri Avril (c. 1906)
D.P. illustrated by Jean Traynier (c. 1949)
Easter pin-up, Holland c.1940s
A Little Leverage illustrated by Achille Deveria (c. 1840)
Disciplina scholae.
Puppy Love illustrated by André Collot (c. 1933)
The Arch illustrated by Peter Johann Nepomuk Geiger (1840)
The Wheelbarrow illustration by Borel, engraved by Elluin (c. 1787)
Angela Adams / Modern Man Magazine / 1970
A Startled Salute illustrated by Achille Deveria (c. 1840)
"Happy Hour" illustrated by Alberto Vargas (c. 1927)
By Candlelight illustrated by Achille Deveria (c. 1840)
Her Whipping Girl illustrated by John Willie (c. 1950's)
?Gil Elvgren?