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It's a kids/teen show not sure if it's the '90s or early 2000s.
It's either another world or the protagonist travelled through time to the Middle Ages and stayed with farmers.
There was this part I remember where he made his own farming shoes with a pole under them so that he could make holes in the ground as he walks in the field as his female friend spreads seeds and water them easily. And there was this wizard who sometimes give him suspicious looks and stalk him sometimes.
"A Kid in King Arthur's Court" (1995)
This could be the 1995 movie "A Kid in King Arthur's Court" which is a kid's movie take on the Connecticut Yankee Mark Twain book. It stars Thomas Ian Nicholas, a.k.a. 'The kid from Rookie of the Year' as a little league baseball player who is teleported back to the medieval days of Arthur. Ron Moody plays Merlin and could be the wizard character who you remember following him around.
After a search I could not find the direct scene you specified, but this movie fits the time frame and plot. Wikipedia has an extended plot line: https://en.wikipedia.org/wiki/A_Kid_in_King_Arthur%27s_Court
