Osgood was born at 26 East Crescent, Clewer, Windsor, Berkshire to Leslie Frank Herbert and Ivy Lilian (née Comley).
[1] Osgood described himself as a tearaway and as not the brainiest kid at school (although he was captain at most sports) and was working as a bricklayer and playing football for Windsor when his uncle wrote to Chelsea on his behalf to secure a trial.
[2] Osgood was signed in February 1964 by Chelsea as a junior and made his debut as a 17-year-old in the League Cup, scoring both goals in a 2–0 win against Workington AFC on 16 December 1964.
Following an end-of-season tour of Australia during which Osgood scored 12 times in eight games, the centre-forward's next senior match was the 22 September 1965 4–1 victory over AS Roma in the Inter-City Fairs Cup (a violent encounter dubbed "the Battle of the Bridge").
He scored Chelsea's equaliser in the second game at Old Trafford with a diving header from Charlie Cooke's chipped pass twelve minutes from full-time; his side eventually won 2–1.
Chelsea declined as a major force thereafter, but Osgood continued to score regularly; his volley from outside the area against Arsenal in the FA Cup quarter-final was voted BBC goal of the season in 1972–73.
As a young player in the 1960s, Osgood enjoyed the trappings of fame, boozy nights out, gambling and owned a racing greyhound called Railroad Billy.
[2] Following a series of disagreements with manager Dave Sexton over his lifestyle (during which supporters picketed Stamford Bridge to demand he stay) Osgood, along with several of his teammates, was dropped from the squad and placed on the transfer list.
[3] He returned to Chelsea in December 1978 following a disappointing stint in the United States with the Fury where he scored only one goal in 23 matches for a team which also included Alan Ball and Johnny Giles.
Osgood was commonly called "Ossie" and also earned the nickname "The King of Stamford Bridge" due to his exceptional skills as a player as well as his personality and status.
In a memorial service on Sunday, 1 October 2006, Peter Osgood's ashes were buried under the penalty spot at the Shed End of Stamford Bridge.