Dora the Explorer
A young girl named Dora goes on adventures with her red boot-wearing monkey named Boots.

Season 2 · Episode 10 ·
Pinto, the Pony Express
Dora and Boots are a cowboy and cowgirl who ride their trusty friend Pinto the Pony across the Wild West to deliver cowboy-shaped cookies to Benny.
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Episode 10 of season 2 of Dora the Explorer: “Pinto, the Pony Express”. Aired 2002-09-18. Watch it online free on ZapFlix.