On August 16, 1960, equipped with a pressurized suit, Joseph Kittinger rode a helium balloon to a height of 102,800 feet and jumped.
After two jumps from 76,400 feet and 74,700 feet, he made him final jump and was in free fall for four minutes and 36 seconds. He reached 614 mph (988 km/h or 274 m/s)... 9/10 the speed of sound.
To get an idea of the height, the temperature where he jumped was minus 94 degrees Fahrenheit (minus 70 degrees Celsius). He jumped from nearly twenty miles up and opened his parachute at 18,000 feet. Most skydivers jump from around 10,000 feet. The air was so thin that he had no sensation of falling. He had to look back at the receding balloon to tell he was descending.
This is a photo taken from approximately 100,000 feet.
While it's technically not "space", the sky is totally black and there's almost no air.
Lastly, here is the video taken from his jump. It's definitely worth watching
http://www.youtube.com/watch?v=5BOK1aMIhp4&feature=related
