To barefoot you need to be:
1) Farely crazy or brave.
2) Have good medical coverage.
3) Be going about 50 miles an hour behind a boat.
To succeed it is possible - but extremely difficult - to get up out of the water behind a boat with no skiis on and ultimately barefoot. The boat must be able to accelerate quickly or you will come close to drowning.
You can start out with one ski - slalom - and drop the ski once the boat gets up to speed. You can use two skiis and drop them both but this looks very girly and if you did decide to do it, you might ball yourself out - if you are a guy - with one of the skiis racking your jewels from being dropped improperly.
Scott: "Of course it can go fast enough dwanker it has a 500 hp inboard!"
Doug: "I'll call the ambulance."