@AwkwardLuna  
To be honest, I ever ship my ponysona with canon character.
 
 

 
And judging from the score. Everyone is alright with that. Thought I never really take the ship seriously and now I shipped my ponysona with my best friend’s ponysona and she really love the shipping as I do.
 
Here’s an art that my best friend do for me.
 

 
And here’s my art for her.
 

 
And not only that recently an artwork featuring my ponysona with my best friend’s ponysona being featured in derpibooru.
 

 
The thing that’s bother me is that Ian’s ponysona color scheme. It’s not the best combination and not only that but also the mane and tail is quite lack of detail. Using more harmonic color and give the mane more detail, I am sure people will receive the oc well.

I’m pretty sure that if you both ship your self insert with a canon character and give them a ship name you go to Pony Hell.