Sean, a 24-year-old straight military boy with a great ass, wanted a chance to earn more than a video would usually pay. However, he didn’t want to also do a sexual video for our other site (RedHotStraightBoys), so the only option Tom could give him was to do a much longer, harder spanking.
The negotiations for this spanking were complex, and you can read a more detailed description of them in the narrative for the first part of this spanking (Sean’s First Spanking). One interesting point of negotiation was that Sean wanted to remain clothed for the entire video! Of course, that was a non-starter for Tom and Sean had to give up on that goal.
In this video, you’ll see Sean go back over Tom’s knee for the second part of his spanking. What Sean didn’t know was that he had really already had what amounted to a full first spanking in part one. If Sean wanted the full amount he might earn this day, he was going to have to endure quite a spanking. When Tom tells Sean he isn’t even halfway through his spanking, Sean confidently states he won’t give up on it. That’s not a smart thing to say. It tells Tom that he should continue with a harsh spanking.
Sean has an increasingly tough time handling this spanking. He continues to bite/suck his thumb periodically and curses frequently under his breath. At one point, Tom stands him up for part of his spanking, and then orders him onto his knees for another. Sean obeys, though it’s clear he doesn’t want to.
Format: mp4
Duration: 18:20
Video: 1280×720, AVC (H.264), 4816kbps
Audio: 181kbps
File size: 671.7 MB
