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Tennis matches that never took place between two players you’d loved to have witnessed

Posted on 10/30/26 at 12:27 pm
Posted by Paul Allen
Montauk, NY
Member since Nov 2007
79401 posts
Posted on 10/30/26 at 12:27 pm
For me it’s Gustavo Kuerten vs Rafael Nadal.

They never faced each other in an ATP singles match.

I would have loved to have seen them both in their prime at Roland Garros. Would have been an epic clay court match.
Posted by GeauxPanthers2
Fort Lauderdale, FL
Member since Dec 2024
3585 posts
Posted on 10/30/26 at 12:31 pm to
Feel like tennis has changed so much in the last 20 years with the more homogenized courts and extended rallies. Makes it harder to think in my brain about these possible matchups.

I'd like to see 21 year old Rafa run around against Carlos maybe.

Maybe 2015 Novak vs. 2005 Federer on grass.
Posted by Cosmo
glassman's guest house
Member since Oct 2003
133848 posts
Posted on 10/30/26 at 12:41 pm to
Prime Serena vs prime no holding back Novak. Best of 5 sets. Just to confirm it would be 6-0 x 3
This post was edited on 10/30/26 at 12:43 pm
Posted by Tampa Ray
Member since Oct 2026
481 posts
Posted on 10/30/26 at 12:42 pm to
McEnroe vs Federer with both using 1980 wood racquet.
Posted by Paul Allen
Montauk, NY
Member since Nov 2007
79401 posts
Posted on 10/30/26 at 12:46 pm to
quote:

2015 Novak vs. 2005 Federer on grass.


That would be awesome.
Posted by 318Bruin
Member since Jan 2024
83 posts
Posted on 10/30/26 at 1:02 pm to
2000 Kournikova vs. 2022 Badosa
Posted by Gator5220
Member since Aug 2010
5588 posts
Posted on 10/30/26 at 1:15 pm to
Martina Navratilova vs Serena Williams
Posted by Vandergriff
Member since Nov 2020
1666 posts
Posted on 10/30/26 at 1:49 pm to
Prime Sampras vs prime Novak
This post was edited on 10/30/26 at 1:50 pm
Posted by Bunk Moreland
Member since Dec 2010
71725 posts
Posted on 10/30/26 at 1:59 pm to
I would like to have seen prime Pete against Novak or Rafa on the fast Wimbledon grass, then the slow Wimbledon grass (2002 and beyond).

Borg v Rafa on clay with wood racquets.
Posted by Bestbank Tiger
Premium Member
Member since Jan 2005
84154 posts
Posted on 10/30/26 at 2:00 pm to
Kournikova vs Sharapova
Posted by KCRoyalBlue
Member since Nov 2020
2420 posts
Posted on 10/30/26 at 2:02 pm to
Bobby Riggs
Posted by glassman
Next to the beer taps at Finn's
Member since Oct 2008
118811 posts
Posted on 10/30/26 at 2:03 pm to
quote:

Borg v Rafa on clay with wood racquets.


Posted by Fgiord
America
Member since Nov 2006
4931 posts
Posted on 10/30/26 at 3:25 pm to
Serena vs. Federer.

Serena vs. the worst ranked male pro.
Posted by Lou Loomis
A pond. Ponds good for you.
Member since Mar 2025
2421 posts
Posted on 10/30/26 at 5:49 pm to
I love tennis. But it has become boring. Everybody plays the same style and just bangs from the baseline. They try to hit winners on almost every shot. There’s no attempt to structure a point, no serve and volley, no returns of serve from inside the baseline, no taking the ball on the rise, no chip and charge, etc.. These players today can barely even volley. It’s boring. frick Nick Bollitieri. He ruined the game.


Posted by lsufan112001
sportsmans paradise
Member since Oct 2006
11316 posts
Posted on 10/30/26 at 6:02 pm to
McEnroe vs Federer with both using 1980 wood racquet
—-
What Mac could do at that the net with that shitty racquet was miraculous.

It’s hard to compare different eras and equipment and court mods.

I love serve and volleyers myself. Give me Borg and McEnroe

Posted by weagle1999
Member since May 2025
4445 posts
Posted on 10/30/26 at 6:32 pm to
Venus Williams vs. talented male high school player
Posted by OWLFAN86
Arrogant Dickweed
Member since Jun 2004
200224 posts
Posted on 10/30/26 at 6:44 pm to
BJK vs Riggs actually trying
Posted by Them
Viewing the lake
Member since Nov 2008
11431 posts
Posted on 10/30/26 at 7:48 pm to
Prime Coria vs prime Nadal

Theim vs prime Gonzo on a fast mid-2000s hard court, just for the blistering pace everywhere

Safin on his best day vs Nalbandian on his best day

2005 Roger vs 2017 Roger
Posted by Paul Allen
Montauk, NY
Member since Nov 2007
79401 posts
Posted on 10/30/26 at 9:56 pm to
Safin was so underrated
Posted by TejasHorn
High Plains Driftin'
Member since Mar 2007
12050 posts
Posted on 10/30/26 at 10:04 pm to
If we’re talking cross generational, Borg vs. Federer.
This post was edited on 10/30/26 at 10:05 pm
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