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Jack the Lad
A confident, carefree young man. Primarily heard in UK. Jim's a bit of a Jack the Lad—he likes his job as a bicycle courier and doesn't care what anybody else thinks.
a Jack the Lad
(British informal, old-fashioned) a confident and not very serious young man who behaves as he wants to without thinking about other people Three children with three different women? Well, he always was a bit of a Jack the Lad.
See before can say Jack Robinsonone of the lads
(British & Australian informal) also one of the boys (American informal) someone who is accepted as part of a group of male friends who all have similar ideas and interests Greene, although not one of the lads, is popular with most of them.