Derek took Bailey up to his penthouse room. The room took up the whole floor. The front room, was a small foyer with a punishing stool. Derek had carefully hung three ‘toys’ from the hooks on the wall. A paddle with the word “slut” imprinted. A small rising crop. A flogger with triangles on the end.
“Undress.” Derek ordered. He swapped over a small hour glass on the shelf. Bailey went to work. He would only have one minute to get undressed. Bailey was nervous, his hands moved over his buttons as quickly as possible, stripping his button down. His jeans came off a little easier. He kicked them off along with his shoes. Derek smiled a little. He was learning. The minute was up before Bailey could rid himself of his boxers. He silently cursed wearing them.
“Present.” Derek ordered.
Bailey turned around, showing his piercings to Derek. His Prince Albert had a small silver bead with a hand panted heart on it.
Derek smiled. “Very nice.” Derek took a step to play with the piercing between his fingers.
Bailey blushed. “T-Thank you master.”
“Don’t think I’ve forgotten your insolence. Over!” Derek pointed to the stool.
Bailey scampered over the stool. He knew better than keep his master waiting. Derek pulled the paddle from the hook. He knew it was Bailey’s favorite toy. He his Bailey’s ass hard. Bailey suppressed his screams. He was a proud slave, and would not let the master get the better out of him. Derek just gently laughed. He hit Bailey’s ass, again and again. He spent a good five minutes on his work, leaving Bailey’s ass nice and red with the the world “Slut.” all over it.
“Present.” Derek commanded again. Bailey sat up, just on his knees and showed Derek his erect cock. Derek smiled. He took a cock from the top of the shelf and bent over to slowly place it on Bailey’s shaft.
“Thank you, Master.” Bailey purred. He immeaditly returned to his hands and knees.
“Good boy, you are learning.” Derek opened a small box, in it contained some fetish items. First Derek placed on him a small head band with a a set of black floppy ears. Second he placed on Bailey a black studded color. The third thing that Derek placed on Bailey, was a small “tail” that even wagged as it vibrated in his ass. “Clinch that ass tight.” he commanded. Bailey barked as a reply. “Good boy. Come on, heal.”
Bailey followed Derek on his hands and knees, into the next room. There was a boy swinging on a sex swing. He had short brown hair and pretty almost sepia eyes. Bailey recognized him at first glance. Here was the infamous Julian Larson.
“Puppy!” Julian called quite happily. Bailey started to move forward, slowly but carefully to keep the butt plug in. He gulped when he realized that Julian was completely nude, his slender cock was resting in between his legs. Bailey crawled all the way to Julian’s knees.
“Puppy want a treat?” Julian asked softly. He patted his lap with one hand, and took his cock in the other hand. Bailey placed his hands on Julian’s knees, and started to lick the offered cock. “Good boy.” Julian moaned. A tall blond appeared at the edge of Bailey’s vision and moved in back of Bailey. “Sorry I’m late? Did I miss something?”
When the man spoke, Bailey knew right away, that was the voice of Logan Wright.
“Just getting started.” Derek purred, and pulled Logan down with him.
“I bought the separator bar.” Logan replied, and slowly added the device onto Bailey’s legs. Logan teased Bailey’s entrance with his pointer finger, humming. “Looks tight Der.”
“My pet has been doing his exercising, like a good boy. Let’s open him up Lo?” Derek teased. Derek removed the butt plug, causing Bailey to whimper. From up in Julian’s lap, Julian pulled Bailey’s face up in his hands. “It’s okay, Puppy. Pretty soon there will be something better inside of there.” Julian let go of Bailey, pushing him off his lap. Julian pushed back the swing. He flipped himself on it so his ass was facing Bailey. ”Lick!” he demanded. Bailey inched forward. Julian’s ass smelled good. The puckered hole was nice and round. He could tell that Julian had a lot of lovers. There was a rumor around. A reason why people called him the ‘Princess’ of this castle. Julian Larson bottomed. Always. With that in mind, Bailey started to slowly lick Julian’s ass. Perhaps, he thought, if he was a very good boy, he could taste this ass in more ways than one.
Derek took out the hot oil. He poured it on Bailey’s entrance. He slapped Bailey’s ass when he winced. Logan inserted a single finger inside of Bailey. Derek massaged his cheeks, rather roughly considering they were still red from paddling, pulling them apart so Bailey’s hole would grow. Derek inserted one of his own fingers. It felt odd, having two independent fingers inside of Bailey, working their fingers in and out separately. It caused Bailey to moan, right into Julian’s ass. Julian yelped out. “Ah! Right there!” Bailey hummed and trust his tongue in again, trying to rediscover that same spot again. He was sure he could rediscover it, if he used his fingers. He gently pawed at Julian’s ass to ask permission. Julian chuckled. “Not yet, puppy. You have to earn that right. Perhaps once one of us has come over your pretty face, perhaps then.”
Bailey pouted but nodded in shame. He went back to work with his tongue. Derek and Logan both inserted two fingers into Bailey. They worked to spread Bailey’s butt cheeks apart. Bailey whimpered and moan, driving Julian closer to ecstasy. Bailey’s tongue swirled, deep inside of Julian. The diva whimpered and cried out out. The sounds from Julian and the feeling of the fingers invading his ass, spurred him on, causing him to hum and push in further. After several minutes of this, Julian’s moans turned into screams. Suddenly, without warning, Julian pushed the swing away, and easily flipped around again in midair.
Bailey was greeted, this time with Julian’s cock, being almost rammed down his throat. Bailey choked for just a moment before hollowing his cheeks, and breathing through his nose. He hummed around the cock that was offered him. Julian yanked on Bailey’s hair, forcing him to to look up at the diva.
“Swallow.” Julian ordered. Bailey nodded slightly, mostly with his eyes. Julian orgasmed into Bailey’s willing mouth. Bailey did his best to swallow every single last bit. Most of the warm salty goo poured down his throat.
Bailey left the smallest drop of seaman on the corner of his lips, as Julian pulled away. Julian pulled Bailey up in a slow kiss, and sneakily licked the sperm away. Julian pulled slowly away from Bailey, a Cheshire grin on his face. He pressed a finger to his lips, urging Bailey to keep their little secret. Bailey smiled up at the diva.
Julian pulled down the swing, all the way down to the floor. “Up!” he ordered. Bailey slowly climbed up into the swing. ”Good boy!” Julian soothed. Julian slowly tied Bailey to the swing, one hand to each side. Julian carefully hooked Bailey’s legs into the stirrups and tied them carefully in. “Good boy.” Julian purred. Julian released the swing, causing it to bounce off the floor. Bailey was suspended in mid air, he had no control of what happened to him.
“Ready for the special?” Julian purred.
“Yes sir!” Bailey answered happily. Julian steadied the swing.
“Lo’s first!” Julian ordered.
Logan gave a proud laugh. He approached the swing slowly and grabbed Bailey’s ass. Logan slowly pressed into Bailey. Bailey let out a long moan.
“Feel good?” Julian asked.
“Yes sir!” Bailey whimpered.
“Derek’s next!” Julian clapped with authority.
Just when Bailey thought he could not be filled up anymore, Derek Seirgerson pressed into Bailey’s ass along side Logan. Bailey screamed out. Half in pain, half in pleasure. He never before in his life had felt so filled up. The two boys behind him held him steady, as he adjusted, finally calming to the point of panting.
Julian kissed Bailey again. He put his hand on the cock ring. “You can stay hard for me, can’t you pet?” he asked.
“Yes sir!” Bailey answered.
Julian slowly removed the cock ring from Bailey’s cock. Julian pinched the base of Bailey’s cock, staving off the other boy’s orgasm.
“Ready for the special?” Julian purred.
Bailey gulped. ”Yes sir.”
Julian climbed slowly into Bailey’s lap. He hooked his legs behind Bailey as he had done the action a million times. Julian slowly lowered himself on Bailey’s cock. “Oh my!” Julian moaned. “You were right Der, this cock is glorious.”
Julian being the diva that he was, started rocking. When he he rocked up, Bailey got a second of sweet relief, right before Julian thrust down. When Julian thrust down, not only did his cock get thrust into Julian’s warm tightness, but the two cocks inside pressed deeper inside him, hitting his prostate. Bailey screamed. He could not take anymore, nor could he take the time to ask for permission. Instead, he found his vision whiting, starting the sweet release that had been pent up inside him. While Bailey came, the two cocks would move inside him. One would push forward, and hit his prostate, one would pull slightly back, causing his hips to shift. Then the process started all over again. Bailey whelped and whimpered. Most of what he said was nonsense. A mantra of prayers went up to heaven, both thanking whatever higher power had sent him to this place, and pleaded for its mercy.
Julian kissed Bailey. The diva’s sweet, but powerful mouth reinvigorated the boy. He slowly slipped off Bailey’s spent cock, and flipped over gracefully. “Logan!” Julian snapped. Logan slowly pulled out of Bailey. The loss of cock made Bailey whimper. None the less, he whispered a mostly gone “Thank you.”
Logan moved in front of Bailey. He held in his hand his enlarged cock. “Open!” Logan ordered.
Bailey opened his mouth. Logan shoved his cock into the willing hole. Baiely hollowed his cheeks and hummed as much as he could. Derek was still behind him, gently rocking in and out his ass. Suddenly, without warning, Derek rammed into Bailey. This caused Bailey to almost choke on Logan, deep throating the blond. The noises from Logan’s mouth, only encouraged Bailey. Bailey felt another hand on his body, and fuck if that wasn’t Julian Larson’s hand playing with his piercing like a curious cat. Bailey was helpless to do anything but whimper at this point, the sensations were over flowing him from every angle.
That whimper, caused an eruption, and before Bailey knew exactly what was happening, warm liquid poured down his throat. Bailey gasped. He did whatever he could to swallow it down, lap up every morsel. He knew what would happen if he failed.
Bailey finally pulled away from Logan. He had to gasp. He was amazed that he was not covered with sticky goodness. The cock inside him hit that spot. Bailey whelped. He was suddenly and painfully reminded of the state he was in. His cock was throbbing, closer to orgasm. His master, was still ramming him. Admist all of that, a pair of playful Sepia eyes, met his brown.
“Once more?” Julian asked playfully.
Bailey nodded. “Yes sir!”
This time, Logan stood behind Julian, and helped the brunet back up into Bailey’s lap. “Come on Bailey, I want to feel it.” Logan let Bailey’s legs slowly out of the stirrups, only causing him to somehow become more lodged into Julian’s tightness. Derek slowed down his thrusts and held on to Julian’s legs. Bailey slowly started to move his legs, to swing.
Swinging was like something of another world, he would arch his body up, into Julian’s tightness. Julian’s muscles would tighten around him, and he would gasp. He would relax his body down, being thrust onto Derek’s glorious cock, that would fill him up and hit that spot every time. Bailey started to moan with every movement. “Fuck me my masters! Have your way with me!” he called out. Derek reached up, and released Bailey’s hands from their restraints. That was a signal, for Bailey that his master was close.
Bailey reached back and stroked Derek’s face. “Fill me up, my master, please?” he practically begged.
Derek wrapped his arms around the two of them, and thrust up especially hard, finally reaching his climax. The movement caused Bailey to thrust into Julian, and with his new mobility he moved his hips up to thrust against Julian’s prostate, his piercing rubbing against it.
“Oh my fucking God!” Julian screamed. Bailey smiled and gently wrapped his hand around Julian’s shaft, and flicked the head lightly. “Come for me, sweet Julian?” he asked.
That is all it took to send Julian over the edge, to have him coming long and hard, hiss seed spilling all over Bailey and himself. Derek pulled away, gently. Julian collapsed backwards into Logan’s waiting arms. Logan laughed and spirited the Diva away. Derek helped Bailey out of the swing, and carried him to the bed.
“Did you enjoy it, Mr. Tipton?” he asked gently.
Bailey nodded mutely. “Next time we have a threesome though…I’m in control.”
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