





Madonna’s had a lot of much-publicized relationships during her time as the reigning Queen of Pop and, now, as a musical footnote intent on keeping herself in tabloids.
It’s telling that she is now arguably more famous for her relationships — and current divorce — than anything else. Madonna’s dating pool is quite diverse and has all sorts of interesting clumpbs of things floating about within it. So let’s take a trip down memory lane and look at all the suitors — the men, the women, the disgruntled oxen — that Madonna has boffed on her journey to the top:
Tony Ward
We had to look this person up. He is apparently a “model, actor, fashion designer, painter and photographer” from LA, which meant the poor thing was unemployed. He has, however, appeared in some films and videos over the years, include a few of Madonna’s and Bruce LaBruce’s Hustler White. He is currently married with three children: Tora Dali, Lilli Tatsu and Ruby Love.
Vanilla Ice
Perhaps she got frosted.
Mark Wahlberg
Did you know he has a tertiary nipple?
Tupac Shakur
For all we know, she’s probably still dating him.
Jenny Shimizu
This former Calvin Klein model also dated Angelina Jolie. She must have a thing for women with affected accents and penchants for adopting tiny children.
Henry Rollins
Dennis Rodman
At least they could borrow each other’s jock straps.
Sean Penn
These two were married. Which probably means Hugo Chavez got Madonna cooties last time he and Sean made out.
Esai Morales
Esai is a cool name. He was in La Bamba and Allstate insurance commercials. Jealous?
Lenny Kravitz
Later, Lenny would go on to allegedly dip his nuggets in Cynthia Rodriguez’s sweet & sour sauce.
Ingrid Casares
Cubans do do it better.
Carlos Leon
…See?
David Blaine
Sandra Bernhard
We’re developing fucking Carpal Tunnel Syndrome now. God. Seriously, fuck Madonna.
Alex Rodriguez
Our hand is totally numb.
Jose Canseco
Who wouldn’t want Jose’s baby batter all up in their business?
Madonna [LA Times]

The list would’ve been easier if you listed who she HADN’T fucked. HAYO!
Posted by Fredo | October 27, 2008
Olvidaste the ultimate numero uno lover of her life…
Madonna!
Posted by La Chilangabacha | October 28, 2008
Olvidaste the ultimate numero uno lover of her life…
Madonna!
Posted by La Chilangabacha | October 28, 2008
what no jellybean benitez???
Posted by bazooka joe | October 28, 2008
She’s a ball buster and enjoys being the spoke on a wheel.
Posted by sine144 | December 24, 2008