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“Nice and fresh,” the other man said.
“A little too fresh. Get me my strap,” Stuart told one of them as he grabbed and squeezed my ass cheeks repeatedly.
While I was looking forward to being on the receiving end of this man’s belt, warning bells went off in my head because we were supposed to talk about this stuff first.
At least I thought we were.
Right?
The man returned with Stuart’s leather strap. Stuart stopped slapping my dick, and the other man wrapped his hand around my shaft and cupped my balls firmly. As Stuart’s strap made contact with my ass, it took my body a moment or two before the sharp sting of it registered. It was so painful but felt incredible. Though this was what I came for, I also didn’t know how it would stop. Would Stuart just know when to stop?
“This boy just might be a masochist,” the man with his hands around my dick and balls said. Each kiss of the leather made my body shudder in a good way. Stuart really knew how to use that strap.
“Good. He’ll be much more tolerant of his evening, then,” Stuart said as he continued to whip me.
Another man had stepped closer and leaned with his back against the wall beside me with his shoulder touching my hand. He had a determined but dazed look on his face, and his shoulder moved slightly. My eyes roamed down his body only to discover he was stroking his dick.
The heat on my ass was starting to mount, and I finally spoke up.
“Should we have talked about this before starting?” I asked. Stuart stopped for a moment and then laughed with the other two men. I chuckled with them and then added, “You didn’t ask me for my safe word.”
“Safe word, Stuart,” the man jacking off said.
Stuart went to the table close by and picked up the clipboard.
“Is this your signature?” he asked.
“Yes.”
He held it against the wall in front of me and, with a fistful of my hair, pushed my head against the clipboard.
“That’s your consent, boy. There is no need for a safe word here,” Stuart said.
Oh.
“You trust us to let you know when you’ve had enough,” the man with his hand around my dick said. Just then Stuart began slapping my ass with his bare hand.
This went on until my breathing became labored from grimacing and concentrating on not moving my head. Otherwise, the clipboard would crash to the ground, and I didn’t think that would go well.
Stuart’s hands roughly grabbed my ass cheeks, tugged them apart, then spit on my hole. Was he going to…? Seconds later, Stuart pushed a finger inside me while the other two men encouraged him. The fucking motion of his finger set off a burning sensation at my entrance; however, when his finger moved deeper, the ecstasy was almost blinding. Being my first experience with this, my body and mind weren’t in sync as one said yes while the other said no. My only reaction was to squirm and wiggle some at the intrusion.
“What, boy? First finger?” Stuart asked.
“Yes.”
The men laughed, and as Stuart finger fucked my ass, the other man started to stroke my cock faster. My body felt like it was on fire from a mixture of pain and humiliation. I had broken out in a sweat and thought my forehead might be sticking to the paper on the clipboard.
I tried to keep the panting and heavy breathing down to a minimum as these men worked me over with this new experience. The longer I was stroked and finger fucked while others watched, the higher I got. I badly needed to come and couldn’t control it much longer with them teasing me like this. The combination of what they were doing had ignited the fire within.
“You going to come out of that tiny dick?” Stuart asked. “Huh?”
“Yes.” My voice sounded rushed, as if talking would prevent me from coming.
I tried to nod, but the clipboard against the wall started to slide. I strained my neck to press my head tighter against the clipboard to keep it from falling. After all, it was my consent.
The man who stroked me started to tease me more by pinching the head of my dick some and then pressing a finger under it.
“Then come with that little dick. Let’s see what you have, boy,” the man encouraged as he pumped my cock in his hand.
