Horseplay

Horseplay was a virtual representation of one of Ezio Auditore's genetic memories, relived by Desmond Miles in 2012 through the Animus.

Description
While searching for the boat to Venice, Ezio came across Amelia and two other men discussing the horse races.

Dialogue
Ezio approached the trio. Ezio raced around Romagna, and returned to Amelia.
 * Civilian: Certainly you were impressed this time. That was fast!
 * Amelia: I could do better. Anyone could!
 * Ezio: Scusate. (Excuse me.) I'm trying to find a boat to Venezia.
 * Amelia: You're nearly there, friend. Are you in a hurry?
 * Ezio: Perhaps not...
 * Amelia: You can help us settle a dispute. I bet my friend here the first stranger to come along can race the course faster than him.
 * Ezio: I suppose that would be me. And, if you're right? What do I win?
 * Amelia: Perhaps, a private riding lesson...?
 * Ezio: Lend me a horse.
 * Ezio: Where did the others go?
 * Amelia: Home with their tails between their legs. They couldn't stand to be beat. Nicely done, Messere...
 * Ezio: Call me Ezio. I still have some time for that private lesson.
 * Amelia: It would be my pleasure, Ezio. Call me Amelia...

Outcome
Ezio won the race, and was rewarded with a "private riding lesson" from Amelia.

Reference

 * Assassin's Creed II