Once upon a time, heartthrob crooner Enrique Iglesias famously admitted to Esquire that because of his lack of endowment, “I can never find extra-small condoms.”
Fast forward a couple of years and now Lifestyles condoms is offering the Latin singer $1 million if he’ll “model” their line of condoms, saying “It takes a real man to admit his shortcomings…”
Needless to say, reps for Iglesias had no comment. As in, they were left completely speechless.

















14 Comments
One of the sexiest men ever.. and I’m sure what he lacks in “size” he can make up with su lengua!!!!
her body is insane……..but she’s a butterface, IMO.
Isn’t he the one who had his face birthmark removed after Jimmy Fallon made fun of it on the MTV music awards? You’d think he’d be too self concious to model for this.
LOL@herpes!
I’m sure he’s a cunning linguist. too
Who’s the girl in the picture ?????
Mike.. the girl is anna kournikova.. tennis pro.. his girlfriend (i think they are still together)
^^ Who knows with these two.
Ha!I forgot about the birthmark.Yes,didn’t someone from the clinic steal it and try to sell it on e-bay?
anna is one chunck of hot ass
Sadly for Enrique, penis size DOES MATTER. It’s not the only thing, but it’s a big thing (yeah, pun intended).
Sorry to break it to you boys out there, but all those women were lying when they told you it wasn’t important.
anna is no longer a tennis pro. she couldn’t win a singles title if all the other pros quit.
she has always had a great figure but i don’t think she’s aging well. her face still has the baby fat…
God, A.K. is so gorgeous. This is an old photo, no? The last time I saw a pic of her she was frighteningly skinney. I don’t know why people are talking negatively about her face…I give her a 10/10.
Maybe he wants girls to feel sorry for him? That is the ONLY reason I can think of for a guy going around and telling people that his dick is small. It’s really nothing to be boasting about I don’t think. Anna is a gorgeous girl though, she looks amazing here, and she could take her pick of guys so he must know how to use it!
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[...] a few years ago when hottie Enrique Iglesias told Esquire magazine that he was not well endowed and, “I can never find extra-small [...]