They say that size doesn’t matter, but Pip didn’t have any idea of what he was doing, either. Luckily Cheerilee was a good and patient teacher when he first slipped between her teats, then rammed her clit quite painfully and poked her ponut several times before finally finding the right place to bury his eager member into. Of course the show didn’t last very long after that, but Cheerilee knew everypony had to start from somewhere and Pip was obviously very pent up by just how much he came. That wasn’t to say that Cheerilee hadn’t been doing her best to coat their crotches and the ground in her own mare juice, too.
 
He’d last a lot longer the second time around and Pip was such a perfect gentlecolt about it too. He’d be making a lot of mares happy for sure.
 
You wish you had had Cheerilee as your teacher. Cheeripip is such an under appreciated ship tbh.

imported from https://derpibooru.org/images/2286357