John the Houseboy By hermjohnson@comcast.net
This is my first story, I hope you enjoy it. It contains gay, bi, and hetero sex. If you're not old enough to read this type of material, please go away and come back when you're older. All rights reserved. Please don't repost without permission.
Chapter 4 - John's Big Night
After a few hours around the pool, John woke up feeling a bit hungry. He looked over and saw that Rachel was waking up, too. They smiled at one another, and stood up. John put on the little trunks, and Rachel covered her gorgeous body with her robe. They went inside.
The maid was finishing up in the kitchen, preparing to go home. Rachel introduced them. "Clara, this is the new boy, John. John, this is our maid Clara." John extended his arm, and shook Clara's hand. Clara was an older woman, matronly. John guessed her age to be around 60. She had a round body, enormous breasts that hung low, and silvery hair. She wore a light blue maid's uniform.
"Pleasure to meet you, John. I'm glad to have some extra help around the house!" Clara smiled and went back to her work.
"Let's go get the suntan lotion rinsed off," said Rachel. He followed her up the stairs. He took her robe and hung it up for her as she turned on the water in the shower - a cooler temperature, to help them recover from the sun. John stripped off his shorts, and followed Rachel into the shower. They both quickly rinsed off, and John helped Rachel dry off, then helped her get back into the clothes she wore to the salon that morning. John was happy to help her put on her bra and panties, savoring every moment.
They heard the front door open, so they both hurried downstairs, hoping to meet Randy at the door. As John came down the stairs, he saw Randy putting down his briefcase. "Looks like you got some sun today, my boy. You look handsome. Did Rachel take you to the salon?"
John smiled and nodded his head.
"Good. Take the shorts off and let me see." John did as he was told, smiled, and spun around so his boss could get a good look at his smooth as, and little hairless cock. "Beautiful. John, you look absolutely stunning!"
Just then, Clara walked in to excuse herself and head home. "Goodness - he looks just like a twelve year old boy! He looks so precious standing there in his birthday suit!" John blushed, and smiled at Clara.
"I'm glad you like him, Clara. Hopefully he'll be staying for a long time." Clara laughed, said her goodbyes, and left through the front door.
"Jesus, what a day. John, get dressed bring me a scotch to the living room." Randy walked into the living room." John pulled the tight shorts on, and when to fix Randy a drink. He brought it to the living room, where Randy was rifling through the evening paper. "Good. Thank you. Now, I need to take a leak. I hope you're thirsty."
Always eager to please, but not looking forward to this chore, John smiled and kneeled before Randy. He reached to unzip his pants, and pulled Randy's large member through the zipper.
"No, I want to get out of these clothes and relax. It's been a warm day. Help me undress." John helped Randy with his shirt, removed his shoes and socks, then helped Randy out of his pants and his red silk boxers. For no apparent reason, John took a deep whiff of Randy's shorts.
"Trying to learn my scent," Randy chuckled. "That's a good boy. Now, about my bladder."
John returned to his kneeling position, took hold of Randy's cock, and placed it in his mouth. Again, he looked up at Randy to let him know he was ready. Randy smiled, and began urinating. John gulped readily, and swallowed every drop of his boss's hot piss. When he was finished, John gave the large cock a couple quick sucks on the tip to make sure he had gotten it all.
"Still want more, eh. Good. I'm stressed out, and could use a quick blowjob." John smiled at his boss again, this time looking forward to the chore. John took the cock in his left hand, than began to lick the sides, from the base to the tip. Randy's member began to harden. John took each testicle into his mouth, then pulled up his boss's scrotum and licked the entire thing thoroughly. Next, he flipped the tip of the cock with his tongue, bringing his boss's prick to a full nine inch erection.
John then took the tip of Randy's big cock into his mouth, bobbing his head up and down over the first few inches of the massive thing. Randy sighed and picked up the newspaper, and began reading it while John serviced him. From time to time, he would push the paper aside, and smile down at John. "That's a good boy. Keep going."
After a few minutes, John began to try to take more of the massive cock into his mouth. Despite the soreness beginning to set in his jaw, he wanted to please Randy. He was able to take almost 5 inches of the cock before he began to gag a bit. "Easy, boy. There's plenty of time to practice that."
After 15 minutes of having his cock sucked, John could see Randy's big balls pulling close to his body. He knew that his boss would cum soon. He picked up the pace, bobbing his head frantically. Finally, Randy said, "here it comes, boy. Get ready." Just as he finished that sentence, John felt the first spurt of cum hit the back of his throat. He coughed a little, but continued to slowly suck on the massive cock, while spurt after spurt of hot cum filled his mouth. John swallowed as fast as he could, but a little still leaked out of the corner of his mouth. When the spurting stopped, John looked up at his boss and smiled. With one finger, he scooped the cum from his cheek and put it in his mouth, swallowing with a smile. Randy ruffled John's hair. "That's a good boy. Go set the table for dinner." As John walked away, Randy slapped him on the ass. John smiled and walked into the dining room with an extra spring in his step.
John set the table and served the food. This night he ate in the kitchen while Randy and Rachel dined at the main table. The called him once to refill their drinks. After dinner, John cleared the dishes, and served Randy and Rachel cocktails in the living room. The three of them watched the evening news in silence, when Randy finally announced that he was ready for some more fun. John followed Randy and Rachel upstairs. Randy had put his boxers back on, and Rachel was still clothed. When they entered the master bedroom, John began to help Rachel undress, his little dick hardening at the sight of Rachel's beautiful tits and her inviting pussy.
"Take your shorts off, boy. Tonight's going to be a special night. You see, I enjoy anal sex, but Rachel doesn't like taking my cock in her ass. That's why we like a boy like you - your little dick is perfect for her ass. But first, you're going to learn to please a man. Go in the bathroom closet, and get the KY Jelly."
John was nervous - he'd never had anything in his ass, much less a huge cock like Randy's. However, he was learning to love making Randy and Rachel happy, and did as he was told. He returned to find Randy sitting up in the bed, and Rachel was standing next to him with what appeared to be a small dildo. "Rachel's going to break you in while you get me hard again. Come here."
John handed the lube to Rachel, and climbed onto the bed. Kneeling on all fours, he began to gently lick his boss's large dick. Suddenly, he felt something cold on his ass. He paused for a moment, and saw that Rachel was rubbing the lubrication on his virgin hole. He gasped when she inserted her index finger. She slowly pushed her small finger all the way in, spinning it around a bit. Then, she began to insert her middle finger. The second finger stung a bit at first, but the pain quickly subsided, and John could feel his little hard-on begin to pulse as she rubbed his prostate. John felt a sudden emptiness when she removed her fingers, but they were quickly replaced by the small cold, dildo. The dildo was, of course, longer and thicker than John's own little cock, and John felt like he was in heaven, sucking on this big, handsome cock while being fucked in the ass with the little dildo.
Randy's cock was now hard as a rock. The skin was stretched to the maximum, making the huge cock shimmer. Randy pulled John's face from his cock, and said "It's time. I think you're going to like this." John stood up for a minute, and Randy climbed out of the bed. "Lay on your back, and put your feet up." John did as he was told.
Randy climbed on top of John, and Rachel walked to the other side of the bed and kneeled next to John. "It's okay honey. Just relax." She pet his face and smiled at him, while Randy grabbed his cock and began to rub the head around the outside of John's hole. Suddenly, Randy began to push against John's sphincter. It stung quite a bit, but John simply bit his lip and whimpered a bit. "Push back against him, honey. It makes it much easier." John push out against his sphincter, like he was taking a crap. Suddenly, there was a flash of pain as the massive cockhead entered his ass. Tears welled up in his eyes, but John looked up and smiled at Randy.
"That's good boy. We're almost there." Slowly, Randy began to push his massive cock into John. For the next couple minutes, Randy slowly pushed his cock inside, pausing from time to time to let John's tight ass adjust to the gigantic intrusion. John wasn't sure how much he could take. Before he knew it, though, he could feel Randy's low hanging sack against his skin - John had taken the whole thing! He smiled up at his boss, who smiled back, then leaned down and gave John a peck on the lips. "That's a good boy. How does it feel?"
"I've never felt so satisfied. Do you like my ass?" John asked.
"Of course, boy. This is the tightest fuck I've ever had." With that, Randy began to ever-so-slowly move his cock in and out, pulling the cock about halfway out, then slowly plunging it back in. He began to increase both the depth and the pace of his strokes. Soon, he was pulling the big cock almost all the way out of John's ass, then plunging it back in. John was in ecstasy. Each time the huge cockhead rubbed his prostrate, it sent a lightning bolt through his abdomen. "Are you ready to be fucked?" Randy asked, pausing to wait for John's answer.
"Please. Please fuck me, Daddy." Randy smiled at the new title, and began fucking John at a much faster pace. It still hurt a bit, but the sensations of pleasure were enormous. With each stroke, John could feel Randy's massive sack slap against him with a loud thud. As the large cockhead rubbed his prostate, John's little balls shrunk up inside him, and his little 4 and half inch erection looked harder than it ever had, pointing straight up. Suddenly, John convulsed, and covering himself with cum. The first shot landed on his chin, and he reached up to scoop it into his mouth. The rest landed on his chest, and Randy chuckled. "I thought you'd like this," increasing the pace of his fucking.
Having already came once that evening, Randy's stamina was amazing. He fucked the tight ass for over 30 minutes, he sweat dripping down onto John. Suddenly, John convulsed again with his second orgasm, without having once touched his little prick. He squeezed against the huge cock fucking his ass, and that was too much for Randy. With a roar, he pulled his cock out, and pointed it at John's face, unloading strand after strand of his hot cum. John caught about half of it in his mouth, and the rest covered his face. He reached up and took Randy's softening cock in his mouth, and gently milked the rest of the cum out of it. John was covered in his own and Randy's come.
"That's a good boy. You've made me very happy tonight." John just smiled at him, using his finger to scoop the cum in his mouth. Randy leaned down and gave John another kiss, this one full on the lips. John felt Randy's tongue probing his own, and moaned in pleasure. Finally, Randy leaned up, and Rachel leaned over and kissed John on the cheek, licking up a bit of her husband's cum.
"That was very good, John. You're such a good boy. Will you please eat my pussy?" John, though exhausted from the thorough fucking he had just received, grinned and kneeled between Rachel's parted knees. He licked her large labia, and began to circle her clit with his tongue. She moaned, and he picked up the pace. Rachel reached down and grabbed the back of his head, pulling his face into her now dripping pussy. He redoubled his efforts, and in no time was rewarded with a warm flow of juice from Rachel's pussy. Rachel cried out. She looked at him and said "John, I need you to fuck my ass. Stand up." He stood, and she got up and bent over the bed. "Fuck my from behind."
John reached for the lube, and, mimicking what she had done earlier, smeared some of the lube on her ass, and fucking her a bit with his finger. "Please John, fuck me now!" John's little cock was still hard, and he shoved it into her waiting ass. It entered with little resistance, not being much thicker than his finger. He began to thrust his little dick in and out, while Rachel howled with pleasure, her voice getting a little louder each time the base of his little cock slapped against her. She was fingering herself with one hand. "Faster, John! Faster!" He sped up his thrusting, and soon felt the familiar feeling of an impending orgasm.
After about two minutes of fucking, Rachel began to moan loudly, and shivered with her second orgasm. She worked John's little prick with her ass muscles, and he came, for the third time that night, right after she did, filling her ass with what little seed he had left. His little prick shrank quickly, and she turned around and gave him a hug. "That's my boy. You're the perfect little size for me." She smiled at him, and the three of them went to the bathroom to shower before bed.
John changed the sheets, and all soon fell soundly asleep, Randy and Rachel in the big bed, and John snuggled warmly in his own bed on the floor in the corner.
That's the end of chapter 4. If you enjoyed it, please email me and let me know.