Oh my god I can't believe this is happening!" Kaylee said with great glee. "I know right!" Maddie replied. The three girls taunted him for what felt like eternity. He was utterly defeated and yet, incredibly turned on by the situation and began leaking more precum from his cage.
"Looks like someone's excited" Alyssa said as she watched the precum drip. "What a fucking freak!" Kaylee teased. She was always more cruel when teasing Brandon and now she had tons of ammunition to do so. "I always knew you were a good little submissive boy toy!" Maddie chimed in.
After a few more moments of teasing, Maddie remembered she had a class to teach. "Okie dokie we can tease my freak of a brother later! Now it's time for something much more fun!" She shouted as she pulled Brandon by his leash to the far end of the room.
She had him stand against the wall facing it, and then locked shackles around his wrists and ankles, holding him in place. The fear really started to kick in as she whispered in his ear "I'm going to enjoy this so fucking much"
She then restrained her cockless slave as well and Brandon got a closer look. "Like that little bro?" Maddie asked teasingly. "He was a really bad boy. Rather than taking his nuts, I personally decided he should lose his cock instead and have permanent blue balls!" She laughed as she said balls. And they were. They look full and swollen.
"Alright ladies!" Maddie composed herself. She walked to the other side of the room and from behind a curtain she pulled out a long bar on wheels. From it hung a huge assortment of whips and paddles. She picked through them and grabbed all of the floggers from it.
Floggers are whips with many leather straps or "tails" typically used in bdsm play. Less isolated and less likely to break skin than a single tail and better to get a larger area of skin red.
She passed them out to all of the girls, keeping one for herself. "Who's first?" She asked, knowing the answer full well. Kaylee and Alyssa's hands shot straight up. Maddie laughed as she called them forward. "Can I whip Brandon?" Kaylee asked, not caring at all that Brandon heard.
"Of course! I'll use my personal slave as my whipping boy and show you how it's done!" Said Maddie. She went in on her slave, masterfully wielding her flogger as snapping sounds filled the room. Her slave was taking it like a seasoned champ and the whole room watched in awe.
The girls were all very impressed while the boys were frightened. After his back was nice and red she moved down to his ass to make it match his back. Once it did she finally let up. "Let's see you give it a whirl!" She said to Kaylee as she seductively moved her hips about.
Kaylee stared at Brandon's back and ass with determination in her eyes. She wasted no time and started in on him full force. She lacked much of the technique that Maddie displayed, but she made up with it with force. She was completely wailing on him.
This shocked Brandon as he closed his eyes and bit his lip. This hurt. A lot. Maddie saw many coaching opportunities as she watched Kaylee, but she was enjoying Brandon's reaction so she let Kaylee continue until she tired and Brandon's rear was fire red.
"Whew!" Kaylee exclaimed. "That felt amazing" "You did great girl! We will work on your form, but you sure gave it to him!" The girls laughed together. "My turn" Alyssa said confidently and collectedly.
She stood at a sideways angle and lined up her shot. Brandon's mind was racing. His back and ass hurt like hell, but his high school crush and the girl who teased him just right, was about to whip him. He grew so excited as he literally fantasized about this many times over.
Alyssa began striking him. Slowly at first, adjusting her technique and making quick improvements. She quickened her pace and put more strength behind her flogger. A mix of pleasure and pain washed over Brandon as she continued her work.
His cock fought its hardest to become erect with each of her stinging strikes. Alyssa could feel herself getting more and more aroused watching him squirm and grunt. After a bit she let up and admired her handiwork.