pistol pete had that killer instinct emma.
he also had ice water running through his veins. he was a born killer.
Yes, he would have killed Federer over and over and over again. It's Nadal where things would have been far more interesting. Nadal has obviously clay and he isn't too bad on grass either. Though fast courts would have been a problem but then again, Sampras probably would have suffered a bit on slow courts as well. Though Sampras always maintained that he didn't like it too fast but back then, things weren't going to change any time soon.
Anyway, the big battle between the two would have been the mental fight of course. Sampras does have more weapons though but Nadal wasn't going to give things easily either. The hardest part of Sampras' game was to get past his main weapon - his serves. And then he had the game to nicely follow it up with, so that would have been the main factor. I do think Murray would match him the best if I am to be honest.
I am not saying that Federer would have given things on a silver plate either and the first few meetings would have been tight as well, but Sampras had this tendency to figure things out eventually and before you know it, he would have had firm authority over you. Nadal is a bit like him in that regards.
A lot of the deluded Federer fans have no clue about Sampras and his mindset. Forget about how supremely aggressive he was. Not a hit or miss game but a very well designed killer all court game. He had too many options to do anything he wanted. You never ever want to underestimate a player like Sampras. He's not your ballerina. He's a born killer and yet very modest. He's like that cheetah, that cat, that doesn't make noise when it makes its move and kills you quietly. And sometimes, you don't even know that you are dead.
People forget or have no clue how many legends Sampras had to fight and until 1995 to come on top and stay on top until 1999. Even then tennis saw emerges like Guga, Federer, Roddick, Saifn, Hewitt etc. He had to deal with the previous generation that was known as the golden era of tennis and his current generation and the next generation. And who is to say he wasn't going to win 2/3 more if he hadn't retired at age 32. His back injury held him back in 1999 when he was in peak form. Didn't play AO twice. Didn't pay much attention on clay either since he was ever so in love with grass and Wimbledon. And the firce competition throughout his career didn't help much either.
I, in fact, rate his 6 years at No. 1 higher than his 14 Slams. It's the hardest thing to do in men's tennis.