First Time At The Rodeo

The funny thing about Jack is that I spoke with him just after his 18th birthday, but it took me almost two years to get him to fuck on camera for me. During our first encounter, he was fairly adamant about not wanting to do gay4pay work. Fortunately, he slowly came around to the idea as he struck out on his own and tried to make a living for himself. It's rough these days, but Jack is very proud of being able to make his own money and take care of himself. Being a Texan, and accustomed to working on ranches, it must be second nature for him to be fiercely independent. Also, during those years, he had time to stew about sex with men, and by the time I spoke with him again, he was A-OK with it. He told me that he had even played around with some toys in preparation for it. I paired Jack with Hugh, partially because Hugh is a gay4payer himself, and he always seems to get along with the 'straight' boys. Plus, Hugh is an excellent fucker. Hugh was quite happy to be working with a newbie, too. Not too long ago, Hugh had been going through the same situation himself, so he understood Jack's nerves, and he helped Jack to calm down a bit about the whole thing. Even so, once I turned the camera on, Jack did have somewhat of a "deer in headlights" look on his face. That is, until there was a dick in his ass. They did swap blowjobs but Jack wasn't as on point about it as an everyday cocksucker. While they were blowing each other, in fact, I was a bit worried about how Jack would take a cock. I was surprised - pleasantly, however - that Jack took to Hugh's dick like a calf to the teat. When Hugh began slam fucking him barely two minutes into the fucking, I realized that I must have underestimated the extent to which Jack had "prepared" himself with his small dildo collection. Hugh's cock was sliding into Jack's boy cunt like a hot knife through butter! And the show got better when Jack got on top of Hugh and rode him like a cowboy. Since Hugh was obviously enjoying the feeling of Jack's preemo asshole, I asked Hugh to breed him deep, and Hugh did just that. Pretty soon, Jack's hole was dripping with baby juice, and the smile that crossed his face told me that we had a real winner here. It might have been his first time at this rodeo, but I'm not sure about this being his first bull.