Crossword Genius

That fun-loving fellow Winslow? (7)

Ross

I believe the answer is:

playboy

I'm a little stuck... Click here to teach me more about this clue!

'fellow winslow?' is the definition.
I can't judge whether this defines the answer.

'that fun-loving' is the wordplay.
'that fun' becomes 'play' (synonyms).
'loving' becomes 'boy' (I am not sure about this - if you are sure you should believe this answer much more).
'play'+'boy'='PLAYBOY'

Can you help me to learn more?

(Other definitions for playboy that I've seen before include "American men's lifestyle and entertainment magazine" , "Rich debauchee" , "Rich woman-chaser" , "Casanova" , "Wealthy pleasure-seeker" .)

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