Family Lessons Ch. 8

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Billy shares his busty stepmother with all his buddies
10.2k words
4.53
381.9k
135

Part 8 of the 9 part series

Updated 10/28/2022
Created 09/30/2001
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GeorgeTasker
GeorgeTasker
4,743 Followers

Still a little shell-shocked from her stepson’s friend Tommy’s visit, Sharon took a long swallow from her third glass of wine for the afternoon. She was already feeling a little tipsy and it was just past 3pm. Her earlier session with Tommy had left the voluptuous young woman feeling more than a little horny as well, and she eagerly looked forward to her stepson Billy arriving home. Her husband Howard was still away on business so they would have the whole house to themselves.

Sharon had finally got dressed, several hours after Tommy had left. She wore what her husband called her ‘young’ clothes, a pair of tight fitting black hipster pants that clung to the sleek curves of her ass and thighs and left the sides of her white g-string visible, and a tight fitting white baby t-shirt that showed off her big outthrust tits to great effect, aided by a sexy push up bra. The outfit let Sharon’s flat stomach and slim waist bare, it also accentuated her already youthful appearance, she’d even been asked for ID ordering a beer whilst dressed like this.

The sound of the front door opening caused Sharon to sit up.

“Hi Mom!” called out the sound of her young stepson’s voice. Billy was home!

Her loins tingling slightly in anticipation Sharon hurried to meet her stepson. She stepped through into the entrance hallway, ready to throw her arms around Billy, but froze in surprise when she saw he wasn’t alone.

“Hi Mrs Johnson,” said the shy voice of Billy’s best friend Tommy, the kid who had blackmailed her into sucking and fucking him earlier that very day. Sharon’s heart sank, it wasn’t just Tommy that was with Billy either, there was also two other young teenagers that the curvy blonde woman didn’t recognize, no doubt other friends from his high school.

“Hi Billy, Tommy,” Sharon said the surprise of the boys’ arrival evident in her expression.

“These are my mates from school,” Billy told her, gesturing to the two boys. “Dougie and Clint.”

Dougie was a tank lanky young man that dwarfed the rest of his friends, he had to be well over six feet tall. His companion Clint was about the same height as Billy and Tommy, but much stockier. He had a rough looking, brutish face and his eye gazed at Sharon’s sexy body with an undisguised lust that sent a shiver down Sharon’s spine.

“Hi Mrs Johnson,” the two boys greeted her as Billy headed for the lounge with his three friends in tow.

“Hi boys,” replied Sharon as they all walked past her, she blushed a little as Tommy winked at her on the way past.

The four eighteen years old sat down in the lounge and Billy flicked on the television, flicking through the stations till he found the football.

“Can I get you boys anything?” Sharon asked, feeling a little awkward with all four pairs of eyes on her.

“A beer would be great,” Clint suggested.

Sharon frowned, they’d let Billy drink beer on occasion, but he wasn’t twenty-one yet so she didn’t think she should be encouraging the teenagers to drink. “I don’t think that’s a good idea, how about Cokes?” she offered in reply.

Billy’s face darkened at her refusal and he stood up. He walked purposefully across the room, taking Sharon by the arm and leading her into the kitchen so he could talk to her privately.

“What the fuck was that about?” Billy demanded.

Sharon was really baffled now, “What are you talking about William?” she asked.

“The beer.”

“You’re not old enough..” Sharon started to reply.

Billy cut her off, “Listen here. Tonight you’re our slave, do you understand?”

“Billy I…” Sharon again started to protest.

“You’re going to do everything I command!” Billy insisted. “I heard what you did with Tommy and I’m not happy.”

Sharon paled, “It wasn’t my fault William, I..”

“I don’t want to hear it, and tonight you’ll call me ‘sir’”

“Yes,” Sharon hesitated, Billy sounded so assertive, so commanding, so sexy, “..sir,” she finished.

“That’s better. If you’re good tonight I’ll forgive you for what happened with Tommy,” Billy told her. He wrapped an arm around her slim waist and pulled her in against him, their bodies pressed together. His hand slid up her side from her hip, brushing across her full breasts and then reaching to her face where he softly stroked her cheek. “Do you understand Mom?”

Sharon nodded, his dominating behavior turning her on even though she tried to resist it. “Yes sir.”

Billy released her. “Excellent! Now go play good little waitress and get me and my friends a beer!”

“Right away sir!” Sharon said, warming up to the idea of trying to make things up to her stepson. As Billy headed back towards the football game, Sharon hurried to the fridge to grab four of her husband’s bottles of beers for the teenagers.

Doing her best waitress impersonation, Sharon served up the four beers to the guys. She had to bend low to hand the drinks to every boy, unconsciously giving the others a great view of her incredible ass as she bent forward to give each one their beer. The back of her sexy g-string was visible above her low-slung pants and the view excited the boys even more. When she bent over to give Billy the last of the beers, Tommy reached over and pinched her on the ass. She abruptly straightened up, yelping in surprise at the other teenager’s boldness. She couldn’t believe he just grabbed her ass in front of Billy and the others.

“Shhh!” hissed Billy impatiently at her outburst, before she could say anything to Tommy. “I’m watching the game.”

Sharon bit her tongue to stop from snapping angrily. “Sorry sir,” she said quietly and then headed for the door.

“How about some food?” suggested Clint, just as she reached the door. Sharon froze.

“Yeah, get us some chips or something,” ordered Billy.

“Okay sir,” said Sharon, heading back in the direction of the kitchen.

“She’s a good little waitress,” Sharon heard Clint say with a laugh as she left.

“Your Mom’s hot!” Dougie added, causing all four of them to laugh. Sharon couldn’t help but blush as she listened in to their conversation while she pulled out a packet of potato chips from the cupboard.

“Stepmom,” Billy corrected emphatically.

“Wish I had a sexy blonde waitress at my place,” continued Clint.

“With a big rack,” this was added by Tommy this time. Sharon couldn’t believe the way Billy’s best friend was acting today. He’d always been so shy in the past, maybe something to do with him losing his virginity at Sharon’s hand earlier on that morning.

All four boys laughed at Tommy’s observation.

“You guys ever been to Chevy’s Bar?” asked Dougie, who got no reply from the others. Due to his height he’d been able to get in bars while all the others wouldn’t have a hope of getting past the bouncers. “The waitress’s there are topless,” he told them, grinning broadly.

“That’s where we need to go!” Clint said excitedly, all four of them were only half watching the football game on TV at this stage.

“Topless Waitress huh?” repeated Billy thoughtfully.

“Yeah,” Dougie confirmed enthusiastically, “and if you tip them they sit in your lap for a bit.”

“Sweet!” said Tommy, just as Sharon returned to the room with the bowl of chips and put in on the coffee table in front of the couch that Dougie and Clint were seated on.

“Could you do us a favor Mom?” Billy asked her, his tone surprisingly soft compared to the tone he had used when they had spoken alone in the kitchen.

“Sure William,” replied Sharon automatically. She bit her lip as she realized she had not called him sir like she had been ordered to.

If he noticed he didn’t say anything. “Me and the guys wanna know what it’s like to have a topless waitress,” Billy told her, and she immediately paled. “Can you take your shirt off for us and get us another beer?”

Sharon opened her mouth in surprise, trying to say something in reply. She was literally speechless at his suggestion. Sharon couldn’t believe her stepson was trying to make her do something like that in front of all his friends.

“That’d be soo cool Mrs Johnson!” Tommy said eagerly.

“Yeah take your top off!” Clint said in excitement.

Sharon was still stunned, how could Billy do this? And how could these boys actually expect her do go through with it.

“Come on Mom, be our topless waitress.”

The firm tone of Billy’s voice was not lost of Sharon. She didn’t want to disappoint her stepson, and after all he and Tommy had already seen her naked before. Sharon stood frozen in the center of the room, all four boys eyes firmly on her, their expressions filled with lust. The thought of exposing herself in front of the boys made Sharon’s stomach churn.

“Please Mrs Johnson?” Tommy said in his familiar begging tone of voice.

She was wearing a bra beneath her t-shirt, Sharon thought to herself, it was pretty harmless really wasn’t it? Sharon wanted to keep Billy happy, she absolutely hated the idea of him being mad at her, and she did owe him for betraying him with Tommy didn’t she?

“I don’t know if that’s a good idea..” Sharon began, still not convinced, but her determination was wavering. It would give the boys a harmless little thrill. She glanced over at Billy and saw that he had a black look of anger on his face. “Okay why not?” she said with a shrug that caused her full breasts to jiggle slightly under her shirt.

“Cool!” exclaimed Tommy. Dougie and Clint’s eyes widened at her agreement, that hadn’t for a second expected Billy’s sexy stepmother to actually agree to something like that.

“For real?” gasped Dougie in astonishment, he couldn’t help but stare at Sharon’s ample chest, her t-shirt tightly clinging to the large orbs of her breasts.

Sharon smiled shyly, suddenly feeling very self-conscious . She reached down and grabbed the bottom of her small t-shirt and tugged it up over her head, exposing her ample chest and white satin push up bra. All four boys sighed in admiration at the sight of her full tits, pushed up and almost exposed in her sexy brassiere.

“So what can I get you gentlemen to drink?” Sharon asked with a smile and a blush, doing her best waitress impression.

Clint was about to order a beer when Billy held up his hand to stop him. “That’s not a topless waitress,” Billy said. “Take off the bra too Mom.”

Sharon’s heart leapt up to her throat as Billy’s command caught her by surprise. She hadn’t even considered that Billy would ask her such a thing. “O..okay sir,” she stammered slightly as she agreed to his command. It made sense, after all she had agreed to be a topless waitress and she didn’t want to even imagine how upset Billy would be if she reneged on her agreement now.

Sharon reached behind her back to unhook her bra, the action pushing her expansive chest out even further, her full tits jutting invitingly towards the four eighteen year olds.

“Holy shit,” breathed Dougie softly as Sharon released the white bra and the satin cups fell away from Sharon’s big melons, revealing her incredible tits in all their naked glory. Although they weren’t fake they were well rounded and high placed, not even a hint of sag. The large mounds of firm flesh were topped by small dark nipples that jutted mouthwateringly from the center of her large jugs.

“What a rack,” gasped Clint in admiration.

Sharon’s blush deepened as all four boys stared lecherously at her. She stood awkwardly in the center of the room in front of the Television, trying to resist the temptation to cover her breasts with her arms.

“Four more beers please waitress,” said Billy, snapping them all out of their daze.

“Yes sir,” Sharon said with a nod, her heart soared as she looked over at Billy and saw the wide grin and look of happiness on Billy’s face.

Sharon had an extra bounce in her step as she paraded topless out of the room, her heavy tits jiggling as she moved and entrancing the four teenagers.

“I can’t believe she did that!” exclaimed Dougie as soon as Sharon had disappeared from view.

“Your Mom is the coolest!” agreed Tommy.

“The night is early still my friends,” Billy replied with a mysterious grin as he turned back to the football game, his groin tingling excitedly. The evening was shaped up very well so far.

Sharon returned quite soon and gave each young man a new beer, they all eagerly eyed the way her large tits hung as she bent to serve their beers. When she reached Clint, who was last to receive a beer the stocky teen pulled a one dollar bill from his pocket, waving it at Billy’s stepmother.

“What’s that for?” asked Sharon with a frown.

Clint grinned wickedly. “Dougie said that if you tip topless waitresses they sit on your lap,” he explained, licking his lips in anticipation.

Sharon glanced over at Billy for guidance, things were fast getting out of hand and she didn’t at all want to take things any further. Billy merely nodded at her. Feeling like an animal caught in the headlights of an oncoming truck Sharon nodded slightly and then carefully sat herself down on the edge of Clint’s knees, feeling very uncomfortable with the way the whole night was shaping up.

Clint wasn’t completely sure how far Billy’s mother could be pushed, but he planned to take a risk and make the most of the situation. He reached out and pulled her by her bare waist further back onto his lap. Sharon gasped as she was jerked backwards, falling against Clint as she felt her ass pulled right onto his groin. She felt a definite bulge pressed against her firm ass.

With one hand resting on Sharon’s hip Clint took a long swallow from his new beer. He then put it back on the table and rested his cold hand back on Sharon’s other hip. The lovely older woman wasn’t quite sure how to act as she perched unnervingly on the eighteen years old lap.

“This is soo cool,” breathed Clint as he pushed things to the next level, running his hand up from her hip to slide it across her right tit, letting the large orb fill his palm. Sharon gasped his shock as Clint gave her ample boob a squeeze. “Your Mom has some real nice hooters,” Clint murmured to Billy as he groped his friend’s hot stepmother. The teenager gave Sharon’s rapidly hardening nipple a pinch, sending a shiver down the older woman’s spine. Sharon realized things were getting a little out of hand so she stood up, prying herself out of Clint’s grasp.

“Yoo hoo!” called out Dougie, waving a dollar bill of his own as he won the race between him and Tommy, who was also going for his wallet, to be next to have Sharon on his lap.

The voluptuous blonde could hardly refuse Dougie after she had sat on Clint’s lap so she made her way over to the tall teen and sat gently on his lap.

Dougie, having seen how much Clint had already got away with was not so cautious. He immediately pulled her right into his lap, pressing her ass to his crotch as one of his hands came up without any hesitation to fondle Sharon’s big bare boobs. The gangly teen let out a low moan of appreciation as his big hand roughly kneaded Sharon’s right breast, her now hard nipple jutting against his palm as he squeezed and massaged the huge melon.

“Oh wow!” he breathed as his free hand rose to her left breast and he squeezed one full jug in each hand, their weight and firmness amazing him. Sharon felt the hardness of his erection jutting against her ass as she shifted slightly on his lap, his fondling a little too vigorous for her comfort or pleasure. Dougie’s hands pinched at Sharon’s nipples, shaking her tits and watching, entranced as the ample flesh quivered and shook across her chest.

“This is much better than Chevy’s!” Dougie enthusiastically told the others as he rolled the tips of Sharon’s big boobs around with his fingers.

“My turn!” called out Tommy, waving a five dollar note above his head, which he had finally managed to extract from his wallet.

Sharon didn’t hesitate, and immediately extracted herself from Dougie’s groping hands and made her way over to where Tommy sat, the baby-faced eighteen year’s old face plainly exhibiting his excitement. As Sharon got close, Tommy impatiently reached out and dragged her onto his lap. She practically fell forwards, somehow ending up straddling his lap, face to face with the horny young man.

With the throbbing swell of his crotch pressing directly against Sharon’s pussy, Tommy’s hands reached around behind her, grabbing her by her nicely rounded ass and pulling her tight against him. Sharon gasped in surprise as Tommy buried his face between her bare breasts and squeezed her firm buttocks in his groping hands. The normally shy young man rubbed his face in Sharon’s cleavage, moaning heavily as her soft breasts pressed against his cheeks.

“Take it easy Tommy,” Sharon said softly. Ignoring her request, Tommy kneaded Sharon’s supple ass and ground his hips up off his seat, practically dry humping her as he began to lick her full breasts.

Dougie and Clint watched on wide eyed as Tommy enjoyed their friend’s stepmother. As much fun as they had with her, Tommy was pushing it to a new level.

“That’s enough Tommy!” snapped Sharon, struggling with the boy and trying to push his head away from her bosom as he started to suck one of her hard nipples into his mouth. As she wrestled free from the teenager, Sharon fell backwards off his lap, landing on the floor, her bare tits wobbling wildly over her chest and the air whooshing from her lungs.

Dougie had a slightly worried expression on his face, perhaps they had taken this game a bit too far? So far Sharon was playing along, but this was all too weird to be true.

Without a word of complaint, Sharon climbed to her feet, looking over at Billy, expecting to see him holding out a tip for her. Billy however kept his money in his pocket, happy to sit back and direct the action at this point in time, content in the knowledge he could have Sharon whenever he wanted to.

“Have you guys ever seen a real naked woman?” Billy asked the other guys.

Dougie and Clint both shook their heads. Sharon’s stomach flipped again, immediately knowing exactly where Billy was heading with this.

“Would you like to see Sharon here take off the rest of her clothes?” Billy asked them. Tommy sat quietly knowing his questions were directed at the other two.

They both nodded without a word, Clint’s eyes darting between Billy and his stepmother, trying to tell if she would suddenly snap and things would go back to reality.

Billy now addressed his stepmother. “Why don’t you take off those trousers?” he suggested. “Show the guys that cute ass of yours.”

“Billy..” began Sharon, trying to quickly think of an excuse not to go through with it.

“Go on Mrs Johnson,” urged Tommy. “You’ve got a great body, don’t be ashamed.”

“I think this has gone far enough,” Sharon said, one final protest before she gave herself completely over to her stepson and his friends.

“Take them off,” Billy firmly instructed her.

Her defenses gone, Sharon unfastened the front of her tight black hipsters and pushed them down over her sleek thighs, she was now almost naked in front of the four eighteen year olds, only a g-string to cover herself with.

“Holy shit,” gasped Dougie softly.

“Turn around,” this time the order came from Tommy instead of Billy, but Sharon did as she was told, turning to display her fantastic heart shaped ass, only the skimpy strap of the tiny g-string covering it.

“She looks like a stripper! What an ass!” exclaimed Clint, practically drooling at the sight of the incredibly sexy blonde.

“Bend over Mrs Johnson!” suggested Dougie. Sharon leant forward, resting her hands on her knees as she thrust her shapely ass out so the boys could get a better look at it. They could see the bulge of her pubic mound pressing against her white g-string between her ass-cheeks as she bent forward. Sharon’s ass looked so firm and smooth, every one of the four teens now had a throbbing erection.

“Okay, now lose the panties,” Billy commanded her.

GeorgeTasker
GeorgeTasker
4,743 Followers