Wow, you're making some cool artwork!
So, I was thinking of something like ask-grass-pony tumblr. We'd post it in a few places (e.g. Pony Town Reddit) and wait if there are people interested - I'd be happy roleplaying as one. If you'd wish, you could provide some sketches as 'graphic answers'.
I'm new to the tumblr thing but has done a few bit of rp. I'd set up the site and let you know tomorrow evening (is it evening for you now?) how it's going.
If it's possible, I'd set it up so that both me and you would be the 'administrators' of that tumblr.
Would you be interested in participating in something like this?
And will you come back to us on pony.town? We can practice some roleplay. And it's fun being a grass pone - people notice you for just the appearance.