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Ride Me to Sleepy Hollow

50 eps · ★ 9.5 · ReelShort

Story

Ivan Crane arrives in Sleepy Hollow pretending to be the perfect boyfriend for wealthy Katrina Von Dutch. What he actually wants is financial security. What he gets is a Headless Horseman hunting him through the woods—and August, Katrina’s viciously handsome brother, repeatedly dragging him out of its path. But every rescue leaves August more corrupted, and every near-death encounter forces the two men closer.

About Ride Me to Sleepy Hollow

Ride Me to Sleepy Hollow is an English short drama in 50 episodes, originally released on ReelShort in October 2026. It falls under Enemies to Lovers, Romance and Underdog Rise. Viewers on ReelShort rate it 9.5 out of 10. Every episode is free to watch on DramaDog, with no app or sign-up.

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FAQ

How many episodes does Ride Me to Sleepy Hollow have?
Ride Me to Sleepy Hollow has 50 episodes.
Where can I watch Ride Me to Sleepy Hollow for free?
Right here on DramaDog. All 50 episodes stream free in your browser, in order, with no app or sign-up.
What kind of drama is Ride Me to Sleepy Hollow?
Ride Me to Sleepy Hollow falls under Enemies to Lovers, Romance and Underdog Rise.
Is Ride Me to Sleepy Hollow on ReelShort?
Ride Me to Sleepy Hollow was originally released on ReelShort. On DramaDog you can watch all 50 episodes free without installing the ReelShort app.