After some persuasion Jack finally came round to the idea of playing with a toy and once he had committed he really went for it and did a great job. Just started off nice and cautious, slow and steady and once he got used to the feeling he pumped it in and out real well. Jack did a really good job pumping his ass with the dildo and even managed to do a nice cum shot while still pumping away! Well done Jack I hope your adventure will continue!