John is a 22-year-old straight boy who was recently honorably discharged from the Air . Before today, he had only had one experience with a man, and that was the spanking video he did for our other site (SpankingStraightBoys.com). Within a few days of that shoot, John asked Tom about doing another video. When a boy gets back in touch that quickly, Tom knows the boy needs or wants more money. So he told John this video would include him being jerked off while being fucked with a vibrator. That's a huge step for a young man like John who has never been with another guy and never been penetrated....

John is a 22-year-old straight boy who was recently honorably discharged from the Air . Before today, he had only had one experience with a man, and that was the spanking video he did for our other site (SpankingStraightBoys.com). Within a few days of that shoot, John asked Tom about doing another video. When a boy gets back in touch that quickly, Tom knows the boy needs or wants more money. So he told John this video would include him being jerked off while being fucked with a vibrator. That's a huge step for a young man like John who has never been with another guy and never been penetrated. John asked for some time to think about it. Within a day he accepted. John walked in to find a massage table set up and Tom ready to go. Within minutes he was down to his underwear and lying in the prone position on Tom's table, waiting nervously for an entirely new and different experience. Tom starts in slowly by massaging John's back, legs and butt. After a few minutes, Tom reaches between John's legs and starts working his cock. He then puts John up on all fours and starts working his asshole. The struggle is written all over John's face as Tom opens him up further and further, finally fucking him with the vibrator. Next, while still fucking him with the vibrator, Tom resumes stroking John's cock. Tom wants John to have the full experience. He wants him to know what it feels like to get fucked at the same time he's getting off. It works. John shoots a huge load and cannot suppress his physical and audible reactions to the experience. It all leaves John a bit self-conscious at the end of this video. (High Definition Version)