Derek Jeter vs John Mayer: Bastardly Luckiest Bastard Matchup

i wouldnt look at any of them twice

"Lucky" would imply that the dude has no business associating with those women. Out of the two, only Jeter gets mentioned by females as being "hot". Never heard that about Mayer. Therefore it's Mayer hands down.

By the way, has it actually been confirmed that Mayer and Aniston were an item?

I think Mayer is hot, I'm a total sucker for musicians.

Both these dudes get proops from me, because they get the poon but they are not flashy about it, and they keep it low-key. That the way to do it. I give Jeter the edge because the chicks he's banged have been hotter IMO. Mayer got Aniston way past her prime and Cameron Diaz was hot for like one month in the 90's and people still think she's good looking for some reason.

A lot of chicks are into John Mayer. But let's face it, if he weren't famous and hadn't banged a couple of celeb chicks, no women would be into the guy. He didn't really start getting crazy celeb poon until after he dated Jessica Simpson.

Derek Jeter plays for my all time favorite baseball team.No doubt he's living the dream. Those pencil neck musicians always get there share for some reason it's a girl thing.

@#3- Hey I used to play the piano Roxy, is that enough to get in your pants? :P

www.adrianalimafan.net/photos/2006-fox/fox_and_friends_december_05.JPG

Enough said.

I went to the same school as Mayer.

I'd let him tear me in two any day of the week.

Derek is hot john meyer looks like a bum

Jeter is punching some obsession worthy kitty. Meyer on the other hand did get JLH when she was in her prime and J.Simpson isn't something to sleep on. But fucking wit Jennifer Aniston? He lost with that one.

mayer is luckier all the way! minus JLH of course.
I feel bad for jeter... alba and mariah AND minello. yikes. i hope he had a lot ot tylenol on hand.

NO COMMENT!!!

^nice comment you crusty cum whore

Scarlett Johansson tips the odds in the first chumps favor easily.
however from these pics he looks like a total gimp next to mayer who is already a nob in the first place place

abomination has spoken

lol John Mayer can only get ugly chicks

Alba and Mariah!!!! Fuck, that's like owning a Bentley and a Rolls, plus Scarlett and vanessa too, shit this guy has got some serious game, it's not like he's a Director or record producer, so its not like they were fucking him for tracks or to be in a film,

Dude deserves a Star on the Hollywood Walk of Fame

Jeter for President

Wilmer Valderama shoulda been part of this match up.

+1 to jeter for plowing lima

-3 to mayer for doing aniston, diaz and that cow jennifer love hewitt

^^^^ Yes, I will have to agree with that

i don't think banging jennifer aniston is something to brag about.
i'd totally do john mayer anyway. he's a lot better looking than most men out there.

and didn't jeter, have abit of fun with jordana brewster too ???

There you go reading my mind again Glimmer!

j-sin, can you give us wilmer valderama's 'list' ???

bonecrusher 'perverted' minds think alike. ;)

Jeter loses 10 points for Gabbie cause who aint she been with the past couple years. A better match up would have been Jeter & Lenny Kravitz - of course prior his giving up the Na Na for the last 3 years.

jeter gave Alba herpes and rumor is Jeter plays for both teams. A former male Yankee employee said Jeter tried to get him to do the dirty deed with him in the showers. The dude said he was fired because he is gay and yankees tried to kill the story but he's writing a tell all book about jeter and posada with pictures supposedly. I think Jeter likes the hot girls and uses them as beards. They all dump him and end up married or very much in love and Jeter makes them sign agreements not to spill his secrets. I call them all beards who look good on Jeter's arm

I like how people voted on this pole who don't even understand the concept of someone being called "lucky" in this sense.

I'll help J-Sin out. These are some of the people Wilmer has dated:

Melyssa Ford, Jennifer Love, Mandy Moore, Rosario Dawson, Sofia Vergara, Jessica Alba, Ashley Olsen, Lindsay Lohan, Jaime Pressly, Patricia Velasquez, Scarlett Johansson

But date does not mean - Hit It... It's kinda like saying "Hook'd Up" which can mean a bunch of things

bonecrusher....give us lenny kravitz's list. *thank you* :)

Lenny has

Devon Aoki
Kylie Minogue
Naomi Campbell
Natalie Imbruglia
Lisa Bonet
Stella McCartney
Madonna
Vanessa Paradis
Adriana Lima
Nicole Kidman
Penelope Cruz

According to WhoDatedWho.com

Kravitz ftw!

wait a sec..isnt adriana lima a virgin....

The fact that John Mayer is awesome makes him win things like this by default (and by 'win' I mean: he is not the lucky one; he deserves it all).

Yeah Valderama had Lindsay before she got addicted to snow and took Mandy Moore's virginity. He is up there with the greats.

Lol@32!

Biteme - Maybe she's one of those Bill Clinton / Monica Lewinsky kind of virgins?

#32

hehe, I just read BoneCrusher's comment in which he listed the people Wilmer has dated. So I listed some of the ones Lenny has dated based Glimmer's request.

Oh and one other kat I would put up there would be Tommy Lee cause he has been all across the board with the different type of chics and he had Pam & Heather in their prime.

mayer was doing jennifer love hewitt BEFORE she was a cow, people. he definitely gets points for that. and jennifer aniston is HOT! diaz is the only one of his i disagree with...jeter, i don't care for mariah carey, gabrielle union, or vanessa minillo. john's girls are way hotter

Yea, Tommy Lee is a good one.

But the ultimate player crown goes to Hugh Hefner. And then there's really nothing left to be said on this matter.

true that pstroyer... I guess case closed...

i know his list isnt as long but marilyn manson is atrocious and he got rose mcgowan, dita von teese and evan rachel wood.
so since he is such a monstrosity i think each gal he banged is *10 points.

thanks bonecrusher and pstroyer !!! :)

pstroyer...hey hef for usre. but he's a little past his prime. so it's not really closed. ;)(but sure give hef his life time achievement award though...)

anyway considering mayer's music what sort of females are you expecting him to date/"Hook'd Up" with. (love that term bonecrusher !)

i don't know considering how much jeter is winning/was this suppoded to be graded on a curve ??

ok since j-sin mentioned wilmer/i think he is the real winner.

ok i have no chance of being a baseball guy at jeter's level.

and if i wrote music i really doubt i'd have much chance of getting the combo of name recognition/sales of either kravitz nor mayer...

but with wilmer valderama/i just say...if i could just get on tv i could have sex with 'hot' females with a media profule.

the winner..aka the luckiest is wilmer.

wilmer also the luckiest.. because even without media status/big money jeter/kravitz/mayer would do alot better than the 'average' guy.much better...

wilmer would have a harder/more unpredicatble path...

wilmer is the luckiest....

and biteme, thanks for putting manson on the table. :)

@ 28, BC, Wilmer dated Melyssa Ford???? i gotta give his props for that one, jeez

#43

There's no such thing as "past his prime" for Hugh Hefner. He's taking his harem of big-boobed blondes with him into the fucking grave.

http://img.dailymail.co.uk/i/pix/2007/03_02/hefnerG150307_468x544.jpg

I think we'll have to go back in time to the big Middle-Eastern Sultans or African pharaohs to find a bigger player than Hefner.

John Mayer's list is the sort of list you don't want people to know about. Cameron Diaz and Jennifer "My ass is the size of a small African country" Hewitt? Fuck no.

@ 45 yeah Wilmer has done damage on the low key creep. I never realized how deadly he was until he went on Howard Stern and bragged. But yeah put Brown Bunny Jess Rabbit on his greatest hit list.

oops i stand corrected/thanks pstroyer. :)

weenieroast that was too funny...

bonecrusher post bragging on stern. how has his list been ??? on the decline ???

i haven't dated melyssa ford/i don't own a honda accord either... ;)

I like him. He's hot. BTW, my friend saw his profile on a site with many nice photos. It seems called 'Ric h kis s. com'. Let me check it for you guys.

..could you post some pics from the rich kiss site. come on...

LOL Glimmer you aint got no sense. & come on everyone is on the rich kiss site - get wit it!

Wilmer got a new movie coming out where he plays an OG :

http://www.youtube.com/watch?v=Ehv9J_r4kqQ

This is where I think he met up with ford first.

Pretty impressive list, but I would have to give the crown to Dennis Rodman. For a man to be that ugly and hook up with Madonna in her prime (which is unbelievable!!!) is quite the accomplishment

i gotta agree with foxyRoxy.. he's not my usual type, but something about those eyes and his voice is SOO DAMN fuckable..

Dodgers Rock! But I have to give Jeter his props thats one impressive list. It's funny because it boils down to a preference choice for girls, which do you like Athletes or Musicians. A Rock and Roll Baseball Playing Male Model would get endless tail.

John Mayers music sucks,if I want to see a man get emotional on stage I'll go to a live sex show.

i would like to see'em both badly beaten with a blunt object.

Derek Jeter because he's Derek Jeter. John Mayer always looks stoned and he's all emotional, gross. And Mariah Carey, I mean come on, Mariah fucking Carey.

Well... John Mayer was close until he got with Cameron Diaz... the broad looks like Alfred E. Newman's little sister... you know, the guy from MAD Magazine!