Players against themselves

tennis_pro

Bionic Poster
Nadal vs Nadal - the longest match ever
Santoro vs Santoro - the weirdest match ever
Karlovic vs Karlovic / Murray vs Murray - the most boring match ever
Federer vs Federer - the most jaw dropping match ever
McEnroe vs McEnroe - the most tantrummed match ever

anything else worth mentioning?
 
Sharapova vs Sharapova = the loudest match ever.
Seles vs Seles = the loudest match ever.
Larcher de Brito vs Larcher de Brito = the loudest match ever.
Azarenka vs Azarenka = the loudest match ever.
Williams vs Williams = the loudest match ever.
 

tennis_pro

Bionic Poster
I can imagine Hewitt playing Hewitt, one shouting "COME ON!!!" in each other's face after every point, that would be hilarious
 
Borg vs Borg = The coolest match ever
Davydenko vs Davydenko = None of them would win.
Safin/Safin vs Safin/Safin = After the match there would only be one left standing.
Gilbert vs Gilbert = Chess where no one would move.
Chang vs Chang = The fastest match ever.
Krajicek/Krajicek vs Krajicek/Krajicek = This might actually be a longer match than Nadal vs Nadal.
 

billnepill

Hall of Fame
Verdasco vs Verdasco

will be possible soon when he is not top 10 anymore, because he is known to be unable to beat top 10 player.
 

Mainad

Bionic Poster
Monfils v Monfils - the most acrobatic match ever.
Djokovic v Djokovic - the most ball bouncing,most chest thumping and most racket smashing in a match ever.
Nadal v Nadal - the most bottom scratching match ever.
Verdasco v Verdasco - the most hair-oiled and the most error strewn match ever.
 
djoker vs djoker - most ball bounces/best impersonation of the opponent (er.... wait a minute....?)
nadal vs nadal - most impossible passing shots in a single match/craziest angles/best gets/most "vamos!!"es
federer vs federer - utter appreciation for the other players shots/longest discussion of how awesome they are
 

BigForehand

Semi-Pro
Nadal vs Nadal - the longest match ever
Santoro vs Santoro - the weirdest match ever
Karlovic vs Karlovic / Murray vs Murray - the most boring match ever
Federer vs Federer - the most jaw dropping match ever
McEnroe vs McEnroe - the most tantrummed match ever

anything else worth mentioning?

I'd **** my pants for the entire time watching that match...
 

Dilettante

Hall of Fame
Gaudio vs Gaudio: The only match in history where both players lose. Of course they were both desperate even before stepping on court.

Santoro vs Santoro: the linesmen have strokes and mental outbreaks during the match.

Connors vs Connors: III World War.

Verdasco vs Verdasco: Most neurotic behaviour registered on a tennis match ever.

Nalbandian vs Nalbandian: by players agreement, match decided by flipping a coin. Then go to post-match buffet.

Ivanovic vs Ivanovic: Oh god I'm a sicko.

Nadal vs Nadal - the longest match ever

That would be Muster vs Muster and it's not even a contest. Nadal actually does get tired.
 
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CCNM

Hall of Fame
Bartoli v. Bartoli-the most weirdest moves ever.
Sanchez-Vicario v. Sanchez-Vicario-most action-packed match ever.
McEnroe v. McEnroe, S. Williams v. S. Williams, and Henin v. Henin-the biggest arguments/catfights ever.
 
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PONG

Rookie
Wozniacki vs. Wozniacki = longest rallies ever
Safina vs. Safina = most break points ever
Hantuchova vs. Hantuchova = most crying ever
Mattek-Sands vs. Mattek-Sands = weirdest outfits ever
Kirilenko vs. Kirilenko = hottest match ever
 

PONG

Rookie
mens

Verdasco vs. Verdasco = the most "real" tennis ever
Roddick vs. Roddick = most defaults ever
Dolgopolov vs. Dolgopolov = as close mens tennis will ever be to womens tennis , ever
Gimelslob vs. Gimelslob = most shirt changes ever
Rochus bros vs. Rochus bros = best 12 year olds ever
 

stringertom

Bionic Poster
Roddick vs. Roddick; Stepanek vs. Stepanek

Roddick vs. Roddick: first match played with both players required to compete in swimming trunks due to court flooding caused by excess perspiration.

Stepanek vs. Stepanek: loser becomes ugliest man to date attractive Czech tennis star; winner becomes ugliest man to date and marry even more attractive Czech tennis star.
 

tennis_pro

Bionic Poster
Wozniacki vs. Wozniacki = longest rallies ever
Safina vs. Safina = most break points ever
Hantuchova vs. Hantuchova = most crying ever
Mattek-Sands vs. Mattek-Sands = weirdest outfits ever
Kirilenko vs. Kirilenko = hottest match ever

That would be Zvonareva x 2
 

CCNM

Hall of Fame
According to some folks on his website Federer v. Federer would be the most elegant tennis ever.
 

Hood_Man

G.O.A.T.
Surely Federer vs Federer depends on which versions of Federer turn up?

If ******** and ******** turn up I don't think I could take it.
 
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