
Albert Schröder, Germany
The Seductive Power of Renaldo’s Serenade Was Undermined By the Fact He Was in Need of a Mint, 1885
Oil on wood

Ángel Zárraga, Mexican
If Taylor Swift Was a Girls’ Gym Teacher, 1926
Oil on canvas

Bayard Taylor, American
While Some Women Liked To Play It Cool, You Could Usually Tell When Veronica Was Flirting With You, 1862
Illustration

Cecilia Beaux, American
Portrait of a Man and His Cat, Both of Whom Answer To “Whiskers,” 1898
Oil on canvas

Francesco Vinea, Italian
“I’m Going To Take That As a ‘No’ To My Suggestion of a Three-Way,” Date Unknown
Oil on canvas

Nicolai Abildgaard, Danish
“You’re Right, These Aren’t the Terms of Surrender. It’s My Screenplay. If You Have Any Suggestions For Trims, I’m Trying To Cut 15 Pages,” 1785
Oil on canvas

William Cogswell, American
“Ulysses, You’re Not Planning To Wear That Ugly Thing For Your $50 Bill Portrait Session, Are You? Why Don’t You Wear That Cute Peach Sweater I Got You For Your Birthday? Not the Blue One — That Makes You Look Fat. And I Assume You’re Going To Trim Your Nose Hair…,” Date Unknown
Oil on canvas

Giuseppe Agujari, Italian
Man Posing For Goatherds4Goatherds Dating Site, Maaaatch.com, 19th century
Watercolor on paper

Balthasar van den Bossche, Flemish
“Gentlemen, This Is My Artist’s Assistant, Brad. I Let Him Handle the Genitals. Oh, and He Also Does Some Sculpting,” 1709
Oil on canvas