The longest winning streak in sports history is held by the New York Yachting Club which held the Americas Cup trophy for 136 years from 1851 to 1987.
Penn State - 111 matches .gopsusports.com/sports/w-volley/recaps/091110aaa.html
Wartburg Wrestling in Division III has won 20 consecutive IIAC Titles and has not lost a IIAC dual meet since 1993.
Jan vennegoor of hesselink
the 2009 nets went 0-18 till finally winning one
Caltech beavers 207 games division 3 basketball
Test Match Cricket is the longest game, spanning several days for a single match.
The longest running sports show is Canada's Hockey Night in Canada which debuted in 1952 and remains on the air today (as of 08/2012)
Brandon High School wrestling (Florida) hasn't lost a match in 34 years.