Brad started with hand spanks, but these were not the soft playful ones from the office, he was putting his full body into it. I rapidly lost count but after only a short while my ass was glowing red with heat. Looking over my shoulder I could see the clear outline of Brad’s hard cock in the tight leather briefs. Next, he pulled out a flogger and started to hit my ass, the feel of the leather tassels hitting my already red flesh made my body jump against the pillar. Brad was struggling to find a rhythm with the unfamiliar tool when Chris approached stopping him.
Chis took the flogger from Brad, “I see what you meant in your message, you really don’t know how to use this properly, drop your briefs and stand behind my boy.” I watched as cocky arrogant bully Brad obeyed Sir Chris without hesitation, clearly something had happened between them over the last couple of nights. Brad’s body was hot as he pressed into me, I could feel the leather straps of his harness, his smooth flawless flesh, and the head of his hard throbbing cock as it rested on my ass crack threatening to enter me.
“Watch where you put that cock head, if you fuck my boy without permission this will change from a ‘how to’ lesson to real punishment!” To my amazement Brad’s only reply was a humble, “Yes Sir.” Little ginger twinky Chris was not as big or as strong as frat boy Brad who was more athletic, but unlike Brad, he knew how to wield the flogger with precision. I could feel Brad’s body jump and grind against me with each strike. “You see Brad, it not about strength, the power you wield through the flogger is about speed, precision, and attitude.”
Chris stood back handing Brad the flogger, I noticed Brad’s leather briefs stayed on the floor as he began a second round flogging my ass and back. They went back and forth, and I think over the long whipping Brad ended up getting as many hits as I did but I also noticed he was improving and by the end each strike caused me to tear up.
“Ok that’s enough for today I don’t want you damaging my boy before our date.” Looking at me, “Boy rotate on the pillar so you’re facing us.” Shuffling my feet and feeling my cock cage rub on the concrete pillar I was still handcuffed but now facing them. “No matter what you see here Brad is still your superior if he says you’re his office bitch you are and you will obey him understand me boy?” I replied with a yes sir as his attention turned to Brad.
“Just like with the flogger power is not about strength but control and dominance, grab your ankles, Brad.” I watched a dozen confused and fearful emotions pass across Brad’s face before he spoke up.
“um but … Sir you …um… you know I am a top.”
Chris stalked over to Brad, his face a mask of stone, his friendly professor-like voice that had been teaching Brad turned cold pausing between each word, “Grab your ankles NOW BOY!”
This time Brad did not resist and grabbed his ankles, his perky ass propped up at the perfect height. Brad was facing me as Chris approached him from behind and I could see him biting his lips, he was genuinely nervous. A spray of lube and Chris was massaging Brad’s firm buttocks, He looked at me knowing that I wished it were me, he wanted me to see him in total control and it was working.
“Are you going to try and tell me what I should and should not do Brad? Or have you learned you place?” Not waiting for a reply, he slid a single digit into Brad’s virgin ass. Brad bit his lip and shook his head afraid to reply with words. “Good boy,” Chris replied. Any illusions I had of the innocent cute twink I thought I was meeting the previous Friday were gone, I saw him now as he truly was. Chris the dominate master, Chris the twink god who made us mere mortals dance for his amusement.
My body already hot from the whipping went into overdrive when Chris opened the buttons on his tight black leather pants letting his erect cock emerge. The meat was disproportionately large for his small frame and must have been eight inches or more. His pubic area was hairless covered in freckles matching his face. He walked around Brad letting him see the big meat.
“Your hole is virgin ass, correct?”
“Yes sir”
“But even so you will stand there and let me impale you with this” he paused to slap Brad’s face with the heavy cock, “as your first time just because I commanded it?”
Gulp, “Yes Sir.” Brad replied I could see the beads of sweat oh his forehead.
“That Brad is power, you may stand.”
Walking over to me hugging the pillar with my naked red stripped ass hanging out he rubbed the fat cock head on my crack. “Unlike you Brad I bet this fag cannot wait for me to fuck him with this.” He rubbed the cock head up and down my crack a few more strokes before putting it away.
Looking at me, “Remember my rules boy, be clean and ready for our date at 7pm, just follow the instructions in the package and you will be fine.” After Chris left, Brad rapidly got dressed and we both wrapped up our day to head home. The unusually muted version of Brad was gone, it was the familiar cocky, arrogant Brad that finished his day as we headed home.
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