The longest continuous (over multiple seasons) losing streak in NCAA Basketball belongs to California Institute of Technology (Caltech), with 207 continuous losses in Division III play and 245 continuous losses in conference play over 21 years. The conference play streak has not yet ended.
The worst single-season losing streak in NCAA basketball belongs to New Jersey Institute of Technology (NJIT), who lost all 29 games over the 2007-2008 season.
Currently, this dubious distinction belongs to the Southeast Missouri State Redhawks, who have a 19-game losing streak dating back to December 23rd, 2008. They haven't won a game since a 64-63 victory over Western Illinois on December 21st, 2008. They, along with Air Force and Depaul are the only teams in Division I not to win a single game in-conference during the regular season (Depaul snapped an 18-game losing streak on March 10th in the first round of the Big East Tournament). Air Force has the 2nd longest current losing streak at 17 games.
Kentucky.
towson university
The longest Division I Basketball road losing streak against one team now belongs to Clemson, which has lost 49 straight at North Carolina.
Falls City
28
UCLA's 88 game win streak is the longest in mens basketball
34 - Northwestern 1979-1982
Timberlane High School in Plaistow, NH. As of January 13th, 2013 they had lost 68 consecutive games dating back to 1/29/10
acradia high school. in arizona. they suck hella bad.
Lincoln Park -- 44 games
23
That would be his current losing streak of 104 races.