Bondage Princess May: Boytoy Jay/Chapter 3

The last thing Jay knew before he fell asleep was being in the warm embrace of Mistress Jennifer, but when he woke up, he was alone in the queen-sized bed. He felt a pang of regret from falling asleep so quickly. He wanted to stay in her arms for as long as possible and feel her soft skin pressing against his own.

Jay heard someone entering the room, and he lifted his head up to see who entered. Kevin and Ben stood at the doorway, their hair wet. They probably just got out of the shower. As usual, the two were naked.

“You had sex with mom.” Kevin said, he and Ben climbing up onto the bed. Jay’s eyes widened and he tried to back away from the two.

“No! Don’t hurt me!” he cried out, struggling as the two held him down.

“Calm down, runt, we’re not going to hurt you.” Kevin said. He grabbed Jay by the head and pushed his dick into his mouth. “Mom spoiled you by having sex with you, and she gave us orders to retrain you.” Jay gently sucked on Kevin’s dick, his large eyes staring up at his Master.

“Hey, Ben! Plug this kid up!” He ordered to the eldest pet. Ben nodded silently and moved behind the two. Spreading Jay’s legs apart, Ben took the boy’s lower half into his lap and prodded his erecting cock against his tight asshole. Feeling the probe, Jay instinctively relaxed his muscles and let Ben slide deep into his ass.

Jay’s large eyes continued to gaze up at Kevin’s cold confident grin. He straddled the young boy’s head, his bare thighs rubbing against his cheeks. Ben’s hips moved back and forth against Jay’s ass. With each thrust, Ben started taking even longer and deeper thrusts. Jay could feel the cock throbbing against his sphincter muscle and prodding against his small prostate inside his body. As a result, his cock erected very quickly, and very painfully. He knew he couldn’t cum until Kevin and Ben first did the same, and to do otherwise would result in punishment.

Kevin slowly moved his hips back and forth the more Jay sucked him off. His legs trembled as his orgasm built up. Before Jay could take him over the edge, he pulled out, his hips convulsing as he tried to hold himself back.

“Ngh! Cream in his cute little ass, Ben!” he grunted. “I want to finish him off.”

Ben lifted Jay’s legs up further before continuing to fuck him. The weight of his body pressed Jay down into the mattress. His breathing quickened and he leaned over Jay’s young body, kissing him on the lips and squeezing the soft curves of his hips. His anal muscles grasped the cock inside him tightly when it felt the hot goo splash against the walls of his rectum. Once Ben finished injecting him with his seed, he pulled out and went to the bathroom to go clean off. Jay’s legs didn’t touch the bed for one second before Kevin took Ben’s place between his legs.

“Heh heh, you’re so cute in that position.” He said, planting a kiss on Jay’s lips before sliding his erect cock into his tight ass. Jay wrapped his arms around Kevin’s neck as he began thrusting into him. Kevin was normally very rough with Jay, with the events of yesterday being a good testament to that claim. Despite that, Jay really liked Kevin, if not more than he did Ben. He didn’t like it when he was rough, but the older boy did have a bit of a soft spot in him, and deep down he really only wants to have fun.

Kevin’s hand reached down and grabbed Jay’s cock and gently started to stroke him off. Jay’s legs twitched and jostled on either side of Kevin’s hips, and his ass tightened even more around the shaft. He was already on the verge of orgasm from just one boy, and he didn’t think he’d be able to last another session, especially when his own dick was being stimulated at the same time as his prostate. Kevin’s other free hand held Jay by his waist.

No words were spoken between the two as Kevin pounded his hips against his pet’s ass. He gazed down at the younger boy, admiring how cute and innocent he really was. Kevin was bisexual but dominantly preferred girls. Jay’s effeminate body was a real turn on for him. It was a shame he wasn’t a cuntboy, or he would be fucking him all day and night.

“OH! NNGHH daaaaammiiiit!” Kevin grunted. He suddenly came while fantasizing about Jay with a pussy. Jay’s eyes widened when he felt the load was a lot bigger than he had anticipated. This caused him to cum as well, shooting his seed into Kevin’s hot hand. Once he was done cumming, Kevin brought his sperm-soaked hand up to Jay’s mouth. He didn’t even have to say anything for Jay to lick the sperm off his fingers.

“Very good boy.” He said, laying down on top of the young boy. “It looks like you’re getting the gist of being a pet now.”

“Th-thank you, Kevin.” Jay said.

“Now come on, let’s go clean you up and make you nice for when mom comes back.”

* * *

After cleaning up himself and dressing up in a pair of shorts and a tanktop, Kevin left the house to walk around the private community. It was still quite early in the morning, so almost nobody was out. Only a few pets tending to the garden or running errands for their Mistresses and Masters seemed to liven up the neighborhood.

Several houses down, Kevin spotted a black-haired girl roughly as old as him watering the grass in front of her house with a garden hose. She wore a thin pink dress and a cute pink thong underneath; the hem of the dress barely went down past her thighs. He approached her casually, his hands in his pants pockets.

“Morning, Katie.” Kevin said, sitting down on the cool sidewalk. Katie turned around briefly to acknowledge his presence.

“Oh hi, Kevin.” She said before turning around to focus on the grass. The nozzle on the hose was set to a wide wedge so she could cover a large area without saturating the grass with too much water in one spot. “Where were you yesterday? You promised you were going to come down to the hideout.”

“Sorry about that.” Kevin apologized. “My mom punished me because I got a little too rough with Jay. She had Ben discipline me.”

“Why do you have to be so rough with Jay, Kevin?” Katie asked, stopping briefly to give him a disapproving look. “He’s still young and learning.”

“I know, I know. I got a little carried away is all. Don’t need to rub it in my face.”

“Anyways, it looks like we have a new pet in the neighborhood.” She said. “Beth apparently collared her. Rachel brought her to the hideout yesterday to be introduced.”

“A new girl?” Kevin asked, now very interested. “Dammit, why did I have to get in trouble? Is she hot? How old is –“ his blathering stopped when Katie gave him a death glare.

“Her name’s May, and she’s very pretty. Rachel had her eat her out, and then everyone had a shot with her until she was too exhausted to continue. You really missed out yesterday.”

“No shit.”

Katie finished watering the grass, then went over to the faucet and turned the water off and wrapped up the hose.

“There, I’m done with my chores for today.” She said.

“Good. Let’s go for a walk.” Kevin and Katie walked down the path together. Kevin tried to walk behind Katie so he could ogle at her young tight ass. She looked so cute in the thong, he couldn’t help but think about how he could abuse that ass.

“Hmm… I don’t suppose I could try to make it up to you for missing out yesterday?” Kevin asked.

“What do you have in mind, Kevin?” Katie asked. She turned around to look at him, but he wasn’t to her left like she originally thought. She turned around further to see where he went, then felt a warm hand slip underneath her dress and feel up her ass. Kevin was right behind her, his hand planted firmly on her rear.

“Keep walking.” He ordered, slapping her once on the other cheek. Katie yelped and leapt forward. Kevin led her down the path, guiding her by applying pressure to her ass in the direction he wanted her to go. He led her to a white wooden gazebo, where he pushed her down onto one of the stone tables underneath.

“Don’t move.” He pulled up her dress so it was bunched up around her chest. His hands gently massaged the girl’s fine young ass and slowly made his way into her crack. He moved his hand down and tapped against her pussy lips underneath the fabric, causing her to lurch forward and yelp. Kevin pulled down her thong down to her ankles and gazed at her tight asshole and pink slit. He stuck two fingers into his mouth and covered them in saliva, then prodded them against Katie’s asshole. Pressing her down on the table by her back with his free hand, Kevin pushed his fingers into her ass.

“AAaaah! NNGHH! HUH!” Katie grunted and moaned, feeling Kevin’s energetic fingers swirl around and thrust into her rectum. He was always very rough with her, no doubt he was vying for the title of Master.

“Wow, you’re getting wet really quickly.” He exclaimed when he saw her pussy lips starting to drip with sweet juices. “Does your Mistress train you to take it up the ass?”

Katie nodded her head on the table. Kevin continued to finger her butthole as his own cock tented in his shorts. He pulled his fingers out of her ass and pulled down his pants to reveal his cock.

“I can’t take this anymore.” He grunted. “Your hot bod has made me so hard.” He pressed his hips to hers and brought her hips down so his cock slid cleanly into her pussy. “And now you have to put it back down.” Katie gripped the edge of the table and yelped and moaned as she felt his thick shaft slide in and out of her cunt. Her young snatch didn’t receive a lot of attention during training from her Mistress, which made it extra sensitive. Kevin wasn’t playing around, either. He fucked her with incredible vigor, causing her to buck forward onto the table with each thrust. He was even causing the entire table to move with the force he used.

“UUHHHH! Katie moaned in frustration as she lost control and came. Her pussy lips clenched tightly around Kevin’s cock and she thrashed on the table. He didn’t let up once during her orgasm, and she rode the wave much longer than what she thought was possible.

“NGH! GAAAGHH!” Kevin shot his full load into Katie’s pussy after several more good thrusts. Katie’s eyes rolled in the back of her head as the sensation made her have another orgasm. Her previous one didn’t even get a chance to settle, and her body felt paralyzed from the pleasure. Kevin pulled out and slapped her lightly on the ass.

“Did anyone ever tell you you’re a good fuck, Katie?’ he asked, pulling his shorts back up. Katie rolled over and pulled off her clothes completely so they wouldn’t get stained by Kevin’s sperm.

“Ugh, yes. You did, last week.” She said, climbing off the table. Sperm dripped from her pussy onto the cement floor. Kevin whistled at the sight.

“Sexy. Come on, let’s go get you cleaned up.” He pulled her forward and clamped his hand on her ass again and led her down the pathway, heading towards the direction of the beach. They came at a fork in the road, and Kevin turned Katie to a stone building standing alone near a playground.