It is currently the Tampa Bay Buccaneers, who lost 26 straight games before finally winning.The Tampa Bay Buccaneers made their debut in the NFL in 1976 and promptly recorded their first loss. There were a lot of firsts for the Tampa Bay Buccaneers that season, but a first win was not among them, they went 0-14. 1977 didn't look much better for the Tampa Bay Buccaneers as they started off with another 12 straight loses bring their, and the NFL's longest losing streak up to 26 games. They did manage to win the last 2 games of the season and finish with a 2-12 record.