@northern haste  
Yeah, and granted, that actually is how some kids are.

@Beau Skunky  
Isn’t it in old cliche for somebody to pick on someone they have a crush on?

@Smart Heart  
Some also just didn’t care, and just wrote for it to make a living. That was a common problem with ‘80s animation, (Despite how much I love it) which is what lead to inconsistencies.
 
I remember Perry Martin, a writer of the “Super Mario Super Show” admitted he never played a video game before, and knew squat about Mario before writing. (Aside from the writer’s bible & information they provided.)  
The only person (as far as we know) whom worked on that show that liked the video games, and wanted to stay true to them was producer Andy Heyward.

@IceKitsune  
I only wish the writers had better communication.

@Beau Skunky  
They were an “item” as much as two characters could be on a show like Tales. Blue Ribbon Blues (the episode this screen cap is from) and Happy Birthday Sweetheart IMO show that. Though yes it, like a lot of things on this show, seemed to more or less be depending on the writer.

Are you guys sure they were an “item?” He seemed to treat her as crappy as everyone else sometimes. (Might be a “depending on the writer” case.)
 

@Background Pony Number 17  
Tales also had quite a suprising bit of Continuity; in this relationship,Teddy’s Teddy Bear,and Starlight’s Sister. IIRC I think a few other things that turned up more than once as well.

DELETE

@canon shipping: + Slugger & Buttons in first G1 cartoon

Sweetheart and Teddy, the OTP of My Little Pony Tales. The one pony series that was unafraid to do canon shipping.