When I saw that The Boy Jesse was on my appraisal schedule for today I couldn’t help but smile a little. I remember that pale innocent face looking up at me the first time he came onto the auction block and now here he is again. He belonged to Master Legrand so I felt confident that Jesse had received plenty of personal attention and proper slaveboy training.

Master Dixon was showing interest in buying Boy Jesse. Boys like him are something of a niche market with the alabaster white skin and a mix of blond on top and ginger below (when the Master allows them to grow out, of course). For the right buyer a boy like him can go for a very high price to begin with; that Master Legrand had broken him in makes him even more valuable to the right buyer.

I started with presenting Jesse wearing only the regulation black jockstrap. No fancy harnesses or briefs to get in the way of a fair appraisal. I get out my measuring tape to start taking his numbers down and I can already tell he’s been well-trained. My every touch – his nipples, his muscles, his treasure trail – all set off a tiny whimper. These aren’t the sounds of pain or fear, rather the gasps of a good slave boy whose is as into his Master as his Master is into him!

With the preliminaries out of the way I start the deep probe into his value. Sensitive nipple, check. Limited gag reflex, check. Dick that hardens in the presence of a Master, double-check. Jesse is showing signs of improvement, which means dollar signs on the block!

Guiding Jesse to his knees, I use my fingers to gently rub around the entrance to his hole. The passionate whimpers get even more loud. He’s a sensitive one! I insert my thumb just enough to get a read on how tender his sphincter is. He lets out a moan; definitely a good sign! I probe a little deeper. A sensitive prostate can send bidding skyrocketing. This kid’s got one and it’s a doozy! I reach around to feel his boy cock and it’s as hard as a rock. Whoever the next master is, he’s a lucky man!

I give Master Legrand a knowing look. He and Master Dixon are snapping pictures and I know what they need me to demonstrate next. I take my clothes off and grab a vessel of oil. Jesse immediately reaches down to his ass cheeks and spreads them wide. It’s not just that he’s knowledgeable, he’s also eager. I squirt oil along his crack and straight into his hole, saving some for me to rub around on my DILF cock. I don’t always get to fuck the boys during an appraisal but given the level of bidding this boy is going to generate we have to explore all avenues!

And I’m taking a deep dive up this particular alley! His hole opens wide to let me in, and I’m the happiest man in the room! I fuck him deep and hard. It may look like I’m simply getting off on this, but there’s a methodology I’m going through here to show the range this slave boy has when it comes to pleasing his Master. I can tell from the other mens’ looks, they, too, are impressed with what Jesse has to offer!

I can feel reason and duty starting to take a side step and my primal urge to cum sneaking in. I mustn’t forget my place; only a Master gets to come inside these boys. When I can’t hold back any longer I let out a guttural grunt, pull out of his hot hole and jerk myself to a creamy, cummy climax all over Jesse’s belly. Even through my head rush on cumming I notice that the jiz is barely noticeable against his smooth white skin.

The appraisal process is done. I’ve got to do a write-up on my findings and assign an opening bid. But first, I need a shower!