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Answer for the clue "Masochist of a sort ", 11 letters:
horseplayer

Word definitions for horseplayer in dictionaries

Wiktionary Word definitions in Wiktionary
n. A person who bets on horse races

Usage examples of horseplayer.

I see Lance McGowan, and Dream Street Rose, and Bookie Bob, and Miss Missouri Martin, and Dave the Dude with Miss Billy Perry on his arm, and Regret the Horseplayer, and Nicely-Nicely Jones, and the Lemon Drop Kid, and Waldo Winchester the newspaper scribe, and all kinds of people.

He stopped reading pony journals—sad, something dies when an old horseplayer quits.

He stopped reading pony journals--sad, something dies when an old horseplayer quits.

The horseplayers wouldn't have anywhere to place their bets in that neighbourhood for a few days.