Here's 1848-1854.1848 - ...into The FireOriginal: Papitu, Spanish humor magazine, "ANY XXIV", #1204
"Stone walls do not a prison make, nor iron bars a cage." So true for poor "Lupe".
1849 - Deadly RealityOriginal: Paperback book cover, "Tornado" by Juanita Osborne, Ace #D63
Dudley Do-Right in drag! Whether animated or real - Brenden Fraser - Dudley might be quite sexy enfemme! Or here's a thought: In the 1999 film, what if Sarah Jessica Parker played Dudley in drag rather than playing Nell? Would it be "Sex in the Yukon"?
1850 - Love ScoreOriginal: Cinderella Love comics, #29
Both because of the costumes and the language of the game, I've always thought of tennis as the perfect drag sport.
1851 - With Good ReasonOriginal: Victorian fashion plate, circa 1880
Of the five gurls on the cover, three have been tricked, forced, or (wo)manipulated into dresses. I've always thought that if one's goal was to feminize an unwilling male, late Victorian dress would be the best clothing to accomplish it. As in issue #1848, "Stone walls do not a prison make, nor iron bars a cage."
1852 - Party On, Dudette!Original: A Date With Judy comics, #17
Again, "Stone walls do not a prison make, nor iron bars a cage." except in this case the Iron is a suit of armor designed to protect the feminizer, not imprison the victim.
1853 - Do It NOW!Original: Love Romances comics, #71
Carpe Deim! You may never get another chance.
1854 - Gone For Gurlies, Every OneOriginal: Teen Confessions comics, #33
"Where have all the young men gone?
Long time passing
Where have all the young men gone?
Long time ago
Where have all the young men gone?
Gone for soldiers every one
When will they ever learn?
When will they ever learn?"
 ... Into The Fire
|  Deadly Reality
|  Love Score
|  With Good Reason
|
 Party On, Dudette!
|  Do It NOW!
|  Gone For Gurlies, Every One
|  |