Any tips for taking [M]y Chance deeper?

Chance in my Bum, Deeper than I've Ever Gone Before! [F] [OC]

I just wish I could take Chance deeper :/

Almost took my XL Ika half way 😳 excited to go deeper next

Slowly going deeper on XL Chance

When I say I’m into horse riding, this is what I mean 🤠

Riding my medium Chance, I managed to get deeper than I thought!

Taking the tip was the first challenge...now I'm working deeper

a bit of a slow start because my nylons got in the way, but i

Slowly taking XL Dana's Grip deeper. (Hankey's Toys)

Taking XL Ika deeper than I ever have before [BadDragon]

Pushing XL Chance in deeper and deeper [Bad Dragon]