Friday, October 13, 2023

Stepmom's Personal Squeeze Toy

 (Author’s note:  this is a work of fiction.  Any resemblance to any person(s) living or dead is purely coincidental.  All characters depicted in sexual situations in this story are at least 18 years of age.  This work is copyrighted and may not be distributed in any way by any person(s) without the express written consent of the author.  This is a sequel to “Stepmom’s Squeezing Seduction,” so if you haven’t read that story yet I strongly urge you to do so before reading this one.)

The hot water of the shower felt good running down Katerina’s body, washing away the remnants of suntan lotion left over from her sunbathing and the perspiration from the exertion of squeezing Alan’s head between her thighs.  She was a little achy on the insides of her thighs; it had been quite a while since she’d exercised her thigh muscles like that, so the soreness was to be expected.  The hot water helped loosen the muscles and ease the soreness she was feeling, and she smiled as she thought back to what had just taken place as she rubbed the achiness out of her thighs. 

She had forgotten just how much she enjoyed squeezing a man between her thighs and how much it turned her on.  It had been quite a while since her pussy had been that wet, and the orgasm she experienced when she sat on Alan’s mouth was something else entirely.  There was something about being in control and totally dominating a man, having him between her meaty thighs, squeezing hard, that just turned her on like nothing else!  She would never intentionally hurt a man, that’s for sure, but oh, how she loved squeezing them between her powerful thighs!  She could hardly wait for the chance to do it to her stepson again, smiling at the thought.  The experience had reawakened some long-dormant desires within her, and since she knew she was working with limited time she planned to make best use of the time she had.

Which meant her stepson was in for some serious squeezing.

When she went to bed that night, the last thing she thought about before she drifted off to sleep was how good it felt to have her stepson’s head between her thighs while his cock was exploding in her mouth.

Katerina woke up early the next morning, right after the sun came up, and she lay on her back listening to see if she could hear any noises coming from the rest of the house that would tell her that Alan was already up.  Hearing nothing, she correctly assumed that Alan was still in bed asleep, and with a smile on her face while wearing nothing but her see-through white babydoll nightie and a pair of panties, she got out of bed, padded quietly down the hall to his room, and slowly opened the door.  She peeked inside and saw Alan lying on his back in bed, covered by nothing but a cotton sheet.  She smiled when she saw the outline of his cock through the sheet; he was clearly sporting a case of ‘Morning Wood,’ and she had just the cure for that.

She tiptoed quietly into his room and walked over to his bed, then reached down and picked up one corner of the sheet.  She lifted it slowly from his body, uncovering him and revealing his hard cock to her.  She smiled when she got her first look at it, anxious to have it in her mouth again.  She pulled the covers from his body and piled them up at his feet, took a deep breath, then quickly got onto the bed with him, lying face down on his body facing his feet, spreading her thighs and placing them on either side of his head.

“OOF! What the fu-HRK!” Alan started to say, startled awake by Katerina’s sudden weight on his body but cut off in mid-sentence when she clamped her big thighs around his head and squeezed.  She couldn’t extend her legs all the way because the headboard was in the way, but she could still wrap her thighs around his head and lock her ankles to trap him in place.  Alan’s hands came up to her hips, slapping against them as she squeezed with her thighs, then moaning when he felt Katerina’s hand grab his hard cock and her warm, wet mouth slide down onto it.  She took his entire length in her mouth in one smooth motion, holding it there for a moment before she began bobbing her head up and down, sucking hard on the way up.

‘Holy shit, what a way to wake up!’ he thought to himself as Katerina sucked his cock, holding his head tightly between her thighs.  Then she tightened her grip on his head, flexing her strong muscles and squeezing harder, increasing the pressure as she did.

“HNNNGGHHH!” Alan moaned, gripping her hips hard as she wiggled her hips back and forth, tossing his head around with them. 

Katerina was eager to feel his cock throbbing in her mouth and to taste his cum again, so she wasted no time in bringing him to climax.  She bobbed her head up and down on his shaft quickly, running her tongue along the underside of his cock as she did, while flexing and relaxing her thigh muscles around Alan’s head.

“NGH! NGH! NGH! NGH!” Alan moaned in time with her flexing thigh muscles, feeling his orgasm quickly approaching.  He was always more sensitive and quicker to cum in the morning, and Katerina was only making it worse by what she was doing with her thighs.  He could also feel her huge, heavy tits pressing into his stomach, and that only added to his excitement.  He was less than a minute away from blasting his load into Katerina’s sucking mouth, and there was literally nothing he could do to stop it.

Not that he wanted to, that is.

Katerina felt his body tensing beneath her, and she knew he was getting ready to cum.  She redoubled her efforts at sucking on his cock, grabbing his balls with one hand, tugging and squeezing them as she sucked his cock.  She heard him moan and felt him tense up which told her he was about to cum, so she flexed her thighs muscles and straightened her legs out as much as she could, squeezing his head hard between her thighs.

“NNNNGGGGHHHHH!” Alan cried out as he came, his voice muffled by Katerina’s thighs clamped tightly around his head.  His back arched and his body tensed as his cock exploded, blasting stream after stream of hot cum into her eager mouth.

“MMMMMMMM!” Katerina moaned as his cock blasted his cum into her mouth.  She could feel it pumping and throbbing on her tongue as it shot stream after stream of cum into her mouth and down her throat.  She clamped her hand around the base and pumped it hard, coaxing the cum out of him, holding her mouth still and sucking on his cock like it was a soda straw as hard as she could.  She felt his hands gripping her hips hard as she maintained the pressure on his head, relaxing them only when she felt him tapping out in mid-orgasm.  She relaxed her thighs significantly but held them in place around his head, just snug enough to let him know they were there and who was in control as she drained the last of his cum from his cock.

When it was over and she had gotten every drop out of him she relaxed her thighs and uncrossed her legs, sliding her mouth from his cock with a soft ‘pop.’  She rolled his cum around over her tongue in her mouth for a few moments, then swallowed it with a satisfied gulp.  She could feel Alan’s chest heaving under her as he panted for breath, his hands now lying limp at his side on the bed.  She gave him one last quick squeeze with her thighs before she climbed off of him, turning around and sitting on the tops of his thighs, her huge tits hanging down in front of her, hands on his hips for support as she looked down at him smiling, her eyes sparkling in the morning light.

“Good morning, Alan!” she said brightly, giggling.

“Good morning, Katerina,” he replied, still trying to catch his breath.  “That’s some wake-up call you got going there!” he said, returning her smile.

“I thought you’d like that!” she replied, her smile broadening.  “Would you like some coffee?” she asked sweetly.

“I would yes, and some aspirin to go along with it,” he said, rubbing the top of his head.  “If I’m going to start the day off with a headache, I can’t think of a better way to start than this!” he said, grinning at her.

“Oh, I’m only getting started!” she said, her voice soft as she leaned over a little further, her smile turning into a grin.  “I wasn’t kidding yesterday when I said I was going to make you my personal squeeze toy, and this is just a small example of what you can expect until your father comes home next week,” she said.  Then the look on her face turned serious as she continued.

“Once that happens, once your father returns, all this must come to an end.  You understand that, don’t you, Alan?” she asked, her voice soft. 

“I understand, Katerina,” he replied, nodding his head.  “I understand completely, and I couldn’t agree more,” he said.

“Thank you, Alan,” she said, smiling.  She bent down and kissed him quickly on the lips, then got up from on top of him and padded out of the room, heading for the kitchen to make the coffee and then breakfast.  Alan sat up in his bed, rubbing the top of his head and smiling.

“I have a feeling this is gonna be one hell of a week!” he said out loud to himself.

The rest of the morning and early part of the day passed uneventfully – which meant that Alan didn’t find his head being squeezed between his stepmother’s powerful, meaty thighs – with the only thing of note that happened being that Katerina left her see-through babydoll nightie on during breakfast, giving him his first good look at her huge tits.  After breakfast when she showered and got dressed, she came out wearing a pair of very short, skin-tight light blue jogging shorts and a loose-fitting white tank top with no bra, treating Alan to the sight of her huge, unfettered boobs bobbing and swaying around every time she moved.

She was doing this on purpose, intentionally teasing him by letting him see as much of her as she could while puttering around the house.  She knew the time was soon coming where he’d see her totally naked, but she was going to tease the hell out of him in the meantime.

Mid-afternoon found Katerina out in the back yard, sunbathing on the terrace next to the pool as usual.  She was wearing another one of her skimpy bikinis, this one even smaller than the one she had worn the previous day, and much to her surprise Alan had decided to come out and join her.  He’d never done that before, and she was very pleased when he did.  She’d been laying out for about an hour when she decided it was time to take a dip in the pool and cool off a bit.  She sat up in her chaise lounge and looked over at Alan who was lying on his back with his eyes closed behind a pair of dark sunglasses.

“I’m going to take a dip in the pool; would you like to come with me?” she asked.

“Sure, that sounds like a great idea,” Alan said, sitting up and looking over at her.  Then they both took off their sunglasses and put them on the small table between the chaise lounges, got up and walked over to the pool, continuing until they got to the deep end.  Both of them dove in at just about the same time, the cool water feeling good on their hot skin.  They swam down towards the shallow end, stopping where the water was chest deep.  Alan stood up and wiped the water from his face while Katerina swam over to the side of the pool, turning her back to the wall and stretching her arms out along the edge, resting her head on the edge as she did.  Alan couldn’t help but notice her huge tits bobbing in the water, and he felt a stirring in his trunks as he did.

“This feels good!” Katerina said, a smile on her face.

“Yeah, it sure does,” Alan agreed, walking over to her.

“You know what I think you need right about now?” she asked, a sly grin on her face.

“What’s that?” he replied.

“I think you need a good squeezing,” she said, the sly smile blossoming into a grin.

“You think so, huh?” he replied, playing with her.

“Yes, I do,” she said, nodding her head, “so why don’t you come over here so I can wrap my legs around you and give you what you need?” she said, lifting her body up just below the water and stretching out, extending her legs out in front of her and spreading them open wide, inviting him in like a spider inviting a fly into its web.  Alan waded over to her, walking in between her outspread legs.  Katerina wrapped her legs around his waist and pulled him to her, pushing him forward with her heels on the top of his butt, pulling him in close to her and squeezing him firmly by pulling her heels in harder.

“Mmmmm, that feels good!” she moaned, looking at him and smiling, wiggling her hips and pressing her mound against him as she pulled him in even closer.  Both of them felt his cock beginning to respond, and it make Katerina smile even bigger.

“You like that, huh?” she said, grinning.

“What’s not to like?” he replied, returning her grin.

“Turn sideways,” she said, giving him one last tight hug with her legs.

“Sideways?  Why?” he asked, turning like she asked him to while keeping his head turned to look at her.

“Because I don’t want to break any of your ribs, that’s why,” she said as she closed her legs around his body, her left thigh crossing his stomach and her right thigh crossing his lower back, locking them in place by crossing her legs at the ankles.

“You can squeeze that hard?” he asked, already knowing the answer.

“Uh huh,” she said, looking at him with her bedroom eyes.  “Just like this!” 

With that she flexed her muscles and straightened her legs, clamping her thighs tight against his body and squeezing hard, much harder than Alan thought she could.

“UFFF!” he gasped as her thighs tightened on his body, forcing the air from his lungs and making it hard to breathe.  Katerina smiled as she squeezed him, feeling the first traces of wetness inside her pussy while Alan was feeling his cock beginning to get hard in his bathing suit.

“Holy shit, that’s tight!” he gasped, his hands on her thigh across his stomach, the muscles in her thigh rock-hard beneath his touch.  She relaxed for just a moment, then clamped down even harder, making Alan groan loudly.

“HNNNNGGHH!” he groaned through clenched teeth, his head thrown back and his eyes squeezed shut as she squeezed his body with her powerful legs, squeezing it harder than he thought possible.  He stood it for as long as he could, then slapped her thigh to tap out.  She immediately relaxed her legs but kept her grip on him, holding him snugly but not tightly.  Her pussy was well on the way to complete wetness by now; one or two more squeezes like that and she’d be ready to take his cock like she had been planning all along.  She had a feeling that he was very close to having a full-blown erection by now, if not already there.

“Are you okay?” she asked, half teasing and half serious.

“Yeah, I’m fine,” he gasped, panting for air.  “Holy shit, but you’re strong!” he said.

“And I’m just getting warmed up,” she said, grinning at him.

“Are you kidding me?” he asked, a surprised look on his face.

“No, I’m not.  See?” she said, snapping her legs out and clamping her thighs against his body, squeezing him hard and driving the air out of his body with the sudden, crushing onslaught of her thighs squeezing his body. 

“HNGH!” Alan grunted, clenching his teeth and grimacing.  The grunt turned into a moan as Katerina squeezed, slowly increasing the pressure.

Katerina’s pussy was really wet by now, her breath coming a little faster both from the exertion of what she was doing and her own growing sexual arousal.  She bore down and squeezed him hard, straightening her legs out and squeezing him as hard as she could, gritting her teeth and grunting with the effort.  Alan grunted as the pressure increased, determined to hang on for as long as possible.  Just when Katerina thought he was about to pass out from not being able to breathe Alan tapped out, frantically slapping her thigh with his hands.  She immediately relaxed her legs, keeping them loosely around him with her ankles still crossed, but not apply pressure of any kind to his body.

“Holy shit!” Alan gasped, panting for breath.

“Are you okay?” she asked, and Alan nodded, unable to speak due to being out of breath.  She kept her legs loosely wrapped around him for the next minute or so as he recovered, and when he lifted his head up and turned to look at her, she spoke again.

“Your cock is hard, isn’t it?” she asked, her voice low and seductive.  Alan nodded as he replied.

“Hard as a rock!” he said.

“Come fuck me with it,” she said, her eyes hooded as she spoke.  “I promise I won’t break any of your ribs!” she said, smiling. 

“It’s a deal!” Alan replied, returning her smile.  He turned in her legs to face her, and she opened her legs up to let him get into position, keeping her ankles locked behind him as he did.  She reached down and pulled her bikini bottoms to the side while he reached around her thighs and untied his bathing suit, pushing it down and setting his cock free.  She lowered her hips down until she felt the head of his cock brushing against her swollen outer lips, and gasped when she felt it slip between them.  Alan reached down and around her thigh and pushed the head of his cock down to her opening, and with a quick downward thrust of her hips Katerina took the head of his cock into her soaking wet pussy.

“Mmmmm!” she moaned, her eyes closed as she held the head of his cock inside her pussy.  Then she opened her eyes and pushed her hips down again, taking more of his cock inside her pussy, pulling him to her with her heels in the small of her back.  Her mouth fell open and she sighed as more of Alan’s hard cock slipped inside her, pushing again on his lower back with her heels.

‘Damn, that feels good!’ Alan thought to himself as Katerina slid her pussy down onto his cock.  She was very wet and very tight, and as she pushed on his lower back again to push him in deeper, he began stroking his cock in and out of her in time with her heels on his lower back, working more of his cock into her with each forward thrust.  He felt her pussy slowly swallowing him up as he moved, resting his hands on her thighs around his waist as he did.

“Oh, my God, your cock feels so good inside me!” she gasped, her mouth open, her eyes hooded as she drove him deeper with her heels on his back.  She was holding him just tight enough with her legs wrapped around his waist to let him know he wasn’t going anywhere, but not tight enough to hurt him.  She had to be careful as she sometimes got carried away, and she didn’t want to accidentally break one of his ribs like she had done to that poor model in Prague eight years ago.

Katerina moaned when she felt his abdomen pressing against her mound, telling her that she had all of his cock inside her.  She pulled him into her with her heels, holding him there as she gripped his cock with her inner muscles.  She bit her bottom lip as she looked him in the eyes, her pussy wrapped tightly around his cock.

“Fuck me, Alan,” she said, her voice low and throaty.

Alan began to move, thrusting his cock in and out of her in long, firm strokes, her heels on his lower back pulling him to her in time with his forward thrusts.  The contrast of the cool water around his body and her warm pussy wrapped around his cock was spectacular, something he’d never experienced before and would never forget.  Then, realizing that there was something he hadn’t done yet, Alan reached up and gripped Katerina’s big tits in his hands, pressing them together and squeezing them firmly.

“I was wondering how long it was going to take you to do that!” she said, smiling at him as she pulled him to her again.

“Better late than never, I guess,” Alan said, returning her smile.  He pulled the cups of her bikini aside, revealing her nipples and areola to him for the first time, then gripped her huge mounds in his hands again, pulling and tugging on her hard nipples as he did.  He fucked her like this for several very enjoyable minutes, thrusting his cock in and out of her pussy as he squeezed and massaged her big tits, her heels pressing him into her in time with his thrusts.

“I’m going to cum all over your cock!” Katerina finally said, her breathing noticeably faster now.

“Right there with you!” Alan replied, feeling his own orgasm beginning to build quickly.  He squeezed her huge tits harder and increased the tempo of his thrusts, and it only took a few moments more before they both came, almost at the same time.

Katerina bit her lips and squeezed her eyes shut as her orgasm hit; it wasn’t as intense as some she’d had, but it was intense enough to make her shiver as the waves of pleasure went crashing through her.  She moaned as she came, pulling Alan closer to her and bringing her knees up and together, squeezing his torso as she came.

Alan’s orgasm hit at that point; he groaned and thrust his hips forward to drive his cock into her as it exploded inside her wet pussy.  He gripped Katerina’s huge tits tightly as he came, his cock pumping inside her as it shot stream after stream of hot cum into her.  When she drove him into her with a big push on his lower back with her heels he pushed forward as well, holding his cock inside her as his orgasm ran its course.  When it was all over they were both left gasping for breath.  Katerina opened her eyes and looked at Alan, who was looking back at her.

“Holy crap, that was hot!” Alan said, smiling.

“I agree completely,” Katerina said, returning his smile.  “I’m sorry about squeezing you; I got carried away for a moment and lost control,” she said.

“It’s fine, don’t worry,” Alan said, his hands on her thighs.  “It just made me cum really hard, that’s all!” he said, smiling at her.

“If you think you came hard this time, just wait until later when we do this again but in a bed instead of in the pool,” she said, her eyes hooded, her voice sultry.

“I’ll be looking forward to it,” he said, a big smile on his face.

“I think we’d better put ourselves back together before someone sees us, don’t you agree?” she said, giving him one last squeeze with her powerful thighs.

“Good idea,” Alan said as Katerina dropped her legs from around his waist.  They both put their bathing suits back on the way they were supposed to be, then swam to the shallow end where they got out of the pool and walked over to their chaise lounges, both of them flopping down onto their backs to let the sun dry the water from their bodies.  They stayed that way for almost an hour before they both got up and went inside to shower and change clothes, both of them looking forward to the rest of the evening.

When dinner time rolled around they ordered Chinese food to be delivered to the house, and when the delivery boy showed up at the door and was greeted by Katerina wearing her skin-tight jogging shorts and baggy tank top, she thought his eyes were going to pop right out of his head.  She giggled as she closed the door, a smile on her face.

After dinner they were relaxing in the living room, sitting on the couch watching a movie on one of the streaming services they were subscribed to, when Katerina spoke.

“This is a good movie, but it’s missing something,” she said, not looking at Alan as she spoke.  She saw him turn his head with her peripheral vision as he spoke.

“What’s that?” he said.  She turned her head to look at him as she replied.

“A good squeezing,” she said, a wry smile on her face.  She opened her legs wide and reached down to pat the side of the couch between her legs, smiling as she spoke. 

“Right here, please,” she said.  Alan got up from the couch and sat down in front of her, his back against the side of the couch.  Katerina lifted her legs up and put them on his shoulders, crossing her ankles in front of him and immediately applying pressure, flexing her powerful thigh muscles and straightening her legs out a little.

“HNGH!” Alan grunted as her thighs closed tightly around his head, his hands coming up to grip the sides of her thighs.  He could feel that her muscles were rock-hard as she squeezed, and that never ceased to amaze him.  She held her grip on his head for a few moments and then relaxed her grip, bending her legs at the knees and resting her heels on his lap.  They sat like that for a minute or so, then Katerina lifted her feet and extended her legs again, flexing her thigh muscles and squeezing his head between them again.  Alan groaned once more under the pressure; she was applying enough pressure to make him feel it, but not enough to make it hurt or be unreasonably uncomfortable.  Katerina could feel her pussy beginning to get wet as she flexed her muscles around Alan’s head, and she smiled.  She held him like that for a few moments, then relaxed again.

Katerina did this for the next fifteen minutes, alternately squeezing his head between her thighs and then relaxing, letting him rest for a few moments before squeezing again.  It didn’t take long for Alan to develop a raging erection, and he could tell by the aroma of Katerina’s musk wafting in the air that she was excited as well.

And indeed she was.  Her pussy was wet, to be sure, but she wanted to get it wetter before she fucked him again.  She also wanted to tease him a little more and make him as hard as she possibly could, and she knew just how to do it.

“Well, my little squeeze toy, this has been fun but I think it’s time we got serious,” she said, squeezing his head harder than she had been as she spoke.  She held her grip for just a moment and then relaxed to let him reply.

“What…what do you have…in mind?” Alan asked, panting for breath with her thighs resting on his shoulders.

“I think we need to go into my bedroom where I can lay you down on that nice, big, king size bed and have my way with you, really squeeze you the way I want,” she said, giving his head another squeeze with her powerful thighs.  “And then I’m going to fuck you, of course,” she said, giggling as she released her grip.

“O-okay!” Alan gasped as her thighs fell away from his face.  Katerina slid her legs from his shoulders and put her feet on the floor, tapping him on the shoulder for him to stand up.  He did, and then she got up from the couch as well.  She turned to face him, standing close enough to him for her huge breasts to rub up against him, smiling as she looked down at him.

“This is going to be such fun!” she whispered, her eyes sparkling.  She took him by the hand and led him to her bedroom, Alan watching her big ass flexing and wiggling as she walked.

As soon as they walked into the room Katerina stripped out of her clothes, with Alan taking her cue and doing the same.  They were both only wearing shorts and tank tops so it didn’t take long for both of them to be naked.

“You know what to do,” Katerina said, smiling at him as she pointed to the bed.  Alan nodded as he climbed onto the bed and lay on his back, his hard cock pulsing slightly with the blood rushing through it.  Even though he knew it was going to hurt, Alan was really looking forward to the squeezing he knew Katerina was about to unleash on him, and that only made his cock harder.

As soon as he lay back Katerina climbed onto the bed, quickly getting on top of him facing his feet and putting her full weight on him.  She grabbed his hard cock in her hand as she wrapped her thighs around his head, gripping his cock tightly as she turned her head and spoke.

“Lift your head up,” she said; Alan did as he was told, lifting his head up and pointing his chin up as well.  Katerina slid back a little so that his neck was pressing against her mound and his chin resting in the crack of her butt.  Then she closed her thighs on his head, locked her legs in place by crossing her ankles and squeezed, flexing her thigh muscles and straightening her legs out.

“HNNGGHHH!” Alan grunted as her thighs closed tightly around his head.  He felt her warm, wet mouth slide down onto his cock, her tongue slathering around it as she swallowed it all, and he moaned as she began sliding her mouth up and down on his hard shaft.

Katerina’s pussy was already wet, but it only took a few moments of her squeezing Alan’s head between her thick thighs and sucking on his hard cock for her to become absolutely soaked.  She sucked on his cock hard, bobbing her head up and down on the hard shaft as she squeezed his balls with one hand and his head with her thighs.  She could feel Alan’s hands on her hips, gripping them tightly, and she was surprised that he hadn’t tapped out by now.  She decided to really let him have it and make him tap out, so she dove down onto his cock until her nose was buried in his balls and held it there as she flexed her thigh muscles even harder, straightening her legs out more, increasing the pressure to a degree she’d never done with him before.

“NNNNNNNNNNGGGHHHHHHH!” Alan cried out from between her powerful thighs, his head pounding and his ears ringing from the blood rushing through his head as Katerina clamped down on him.  He was vaguely aware of his cock buried in her mouth as she squeezed; he was intent on not tapping out, wanting to take everything she could throw at him, but when she increased the pressure yet again he reached his breaking point.  He slapped her hips frantically with his hand; Katerina immediately relaxed her grip, bending her legs at the knees and letting him breathe again.

“Holy shit!” he gasped, his ears ringing and head aching.

“Are you okay, Alan?” she asked, taking her mouth from his cock and looking back over her shoulder.

“Yeah, I’m good,” he gasped, panting for breath.

“Are you sure?” she asked, genuinely concerned.

“Yeah, I’m sure,” he said, starting to get his breath back.

“Good!  Then lift your head, please!” she said.

“Oh, boy,” Alan said, doing as she asked.  Katerina clamped her thighs around his head again and squeezed, straightening her legs out and applying just as much pressure as before.  She dove back down onto his cock as she squeezed his head between her thighs, sliding her mouth up and down the length as she wiggled her ass back and forth.  When he didn’t tap out she took a breath and squeezed harder than she ever had before, and Alan immediately tapped out.  She released her grip and let his head fall to the mattress again, still sucking on his cock.

“Wow!” he gasped from between her thighs, his ears really ringing now.  Katerina sucked on his cock for a few more moments, then slid her mouth from it and got up, turning around to face him and sitting on his hips, trapping the length of his cock between her wet, swollen outer lips as she sat down.  She put her hands on his stomach for support as she looked down at him, noticing how red his face was which was typical for someone who’d just had their head crushed between her meaty thighs.

“You did very well, my little squeeze toy, very well indeed!” she said, slowly sliding her pussy up and down the underside of his cock, pushing down firmly.  “Not many men are able to stand my thighs clamped down on their heads like you did.  You should be very proud of yourself!” she said, smiling down at him.

“Thanks,” he gasped, looking up at her and seeing the look of pure lust on her face.  Her pussy was sopping wet, and his cock was covered with her juices by now.

“And now it’s time for your reward,” she cooed, reaching down and lifting his cock up enough for it to slide into her soaking wet pussy.

“Ahhhhhhh!” she signed, her mouth open and her eyes closed as she slid down onto his cock, taking it all inside her in one smooth, fluid motion.  His cock was the perfect size for her, not too big and not too small, with just the right amount of girth to stretch her out and fill her up completely.  She was truly going to hate to see this all come to an end next week.  She moaned and smiled as she began riding his cock, sliding her pussy slowly up and down the length of his hard shaft, squeezing it with her inner muscles as she did.

Alan reached up and took her huge tits in his hands, squeezing them hard and making her moan again.  She increased the pace just a little at this, her hips twitching on his cock when he pinched and pulled on her nipples.  She opened her eyes and looked down at him, a smile on her face as she rode his cock with his hands gripping her tits.

“I love the way your cock feels inside me,” she said, her voice a husky whisper.  “I can’t wait to feel you cumming inside my pussy, filling me up with your cum!” she said, squeezing his cock hard.  “But I’m not going to make you cum too soon – oh, no, my pet, I’m going to enjoy this as long as possible before I take your cum inside me!”

“I was hoping you’d say that!” Alan replied, smiling as he looked up at her.

From that point on Katerina concentrated on what she was doing.  She clamped her legs tight against his hips as she rode his cock slowly and deliberately, her hands on his stomach for support as her hips rose and fell, her pussy gliding up and down his length over and over again.  Alan concentrated on her tits, gripping them tightly and squeezing them hard, pulling and tugging on the nipples as he did.  This made her shiver, and then she bent over and shoved her tits into his face.  She put her hand on the back of his head and pushed his head into one of her big breasts, and he immediately clamped his lips around the hard nipple and sucked, pulling it into his mouth and making her squeal with delight.

Katerina moaned softly as he sucked on her nipples, going from one breast to the other, giving each equal time.  She continued to ride his cock, increasing the pace as her own passions rose.  She was so wet that her juices were running down his cock and onto his balls, then dripping down on the mattress under him.  She gripped his cock hard with her pussy as he sucked on her nipples, finally sitting up again and pulling her tits away from his sucking mouth.  She drove her hips down hard, driving his cock as deep into her as she could, gripping it and grinding around on it for a few seconds before she started riding him again.

“MMMMMMMMMM!” she moaned as she slowly rotated her hips around, pushing her pussy down onto his cock as hard as she could.  Then she started riding him again, sliding up and down on his cock in long, deliberate, and very deep strokes.  She looked down at him, her eyes hooded, the desire burning brightly, as she reached up and grabbed her big tits in her hands.  She squeezed them hard, riding him faster, her mouth hanging open as she did.  Alan could feel her big ass hitting his balls every time she sat down, and the room was filled with the sounds and smells of intense sex.

Katerina rode him faster and faster until, after several long, enjoyable minutes, she felt her orgasm beginning to build inside her.  She squeezed her tits harder, riding him fast and deep, and Alan could tell by her actions and the look on her face that she was getting ready to cum.  He felt the same way, and had actually been holding back himself.  But now, seeing that she was about to cum, he let himself go.

“I’m gonna cum!” he gasped without warning, and a split second later he drove his hips up as his back arched, his cock exploding deep inside Katerina’s pussy.  She cried out as she felt his cock pumping inside her, clamping her legs against him harder as she rode him faster.  Three, four, five, six times his cock throbbing and pulsed inside her tunnel, pumping stream after stream of hot, thick cum deep inside her.

Then, almost without warning, Katerina’s orgasm hit.  She cried out again as her own orgasm exploded, slamming her hips down onto him and holding them there, grinding her hips down and around on his cock impaling her, gripping and squeezing the hard shaft with her inner muscles as wave after wave of sensual pleasure washed over her.  She came harder than she’d ever cum before, and it was nearly more than she could stand.  Just as she began to feel lightheaded her orgasm slowed, the sensations running through her fading away until they were gone, her orgasm over.  She sat down on his cock without moving, her hips still at last, panting and gasping for breath.  She released her tits from her grip and fell forward, bracing herself with her hands on the bed on either side of him, her tits hanging down from her chest as she fought to catch her breath.

Alan’s orgasm was ending just as hers was starting, and by the time she was finished cumming all over his cock he was spent, his balls empty and her pussy full.  He, too, was gasping for breath, looking up at her as he lay beneath her.  Neither one of them said anything for several long moments, and it was Katerina who finally lifted her head and spoke, her hair tousled, a “just fucked” look on her face.

“I think I hurt myself!” she quipped, grinning and chuckling at her own humor.  This made Alan laugh, and she laughed right along with him.  Then she lay down on top of him, cradling his head with her arms, holding him close as she waited for her breath to return to normal and feeling Alan’s cock starting to go soft inside her.  She lay on top of him until she felt his cock slip out of her, and then she sat up.

“That was fantastic!” she said, a big smile on her face.

“That’s the understatement of the year!” Alan replied, returning her smile.  “You came hard, huh?” he asked; she nodded as she replied.

“As did you, my pet,” she said,  “I’m going to feel you leaking out of me for the rest of the day, I think!”  Then she leaned over and kissed him, soft and deep, holding his head in her hands as she slipped her tongue into his mouth to find his own.  When she ended the kiss she lay down on top of him, sliding off to lay on the bed next to him, keeping one thigh draped over his legs right below his groin.  She put her arm over him and put her head on his chest, and he slipped his arm under her and held her close, enjoying the feeling of her body pressed against his.

It was a little after midnight when Alan woke up.  They were still in the same position as before, neither of them having moved.  Moving quietly so as not to awaken her, Alan slipped out from under Katerina’s arm and thigh, sliding off of the bed and padding quietly over to the door.  He turned off the light and closed the door quietly, then went through the house turning out all the lights and locking up before he went to bed himself.

For the rest of the short time they had left, Katerina took every opportunity to make good on her promise to treat him as her personal squeeze toy, clamping her legs around his body and head and squeezing hard every chance she got.  And those squeezing sessions always ended with either Katerina swallowing his cum or Alan filling her pussy with it.  The only change was that they used a different position for sex each night, with Katerina always being the one firmly in control.  Whenever Alan started to think otherwise, she’d put him back on the right track with her thick thighs clamped against his head, squeezing hard enough to almost make him black out.

They both enjoyed every minute of it.

Alan’s father returned from his business trip, and a few days later it was time for him to head back to college.  Katerina was sunbathing out on the terrace as Alan was loading his bags into the car, not wanting to see him getting ready to leave.  She was never very good at goodbyes, and avoided them whenever she could.  She heard the back door open and close behind her, and a moment later Alan was standing next to her chaise lounge, looking back at her.

“At least I get to see you in a bikini one more time before I go,” he said, smiling down at her.  She looked up and smiled at him, then got up from the lounge to stand in front of him.

“I can’t tell you how much I’ve enjoyed having you here for the summer, my pet,” she said, using the nickname for him she used only when they were alone. 

“Same here,” Alan replied, looking up into her eyes.  “Thank you for everything, Katerina, especially making my fantasies come true.”

“It was my pleasure, my pet,” she said, smiling.  “You’ll be coming home for the Thanksgiving and Christmas break, I presume?” she asked.

“Of course, I wouldn’t miss that for the world!” he replied.

“Maybe, just maybe if you’re a good little boy, Mrs. Claus will have a special gift for you, something that will make your head spin,” she said, teasing him, a slightly wicked half-smile on her face.

“I certainly hope so!” he replied, grinning.  She put her hands on his shoulders and leaned over, kissing him briefly on the cheek.

“Have a good trip, my pet, and I’ll see you in November,” she said, her voice soft.

“Looking forward to it!” Alan replied.  Then he turned and walked back towards the house, going inside to walk through the house and out to the car where his father was waiting for him.  Katerina watched him go, then lay down in her chaise lounge to resume her sunbathing.

She couldn’t wait for November to arrive, smiling at the thought of things – and squeezes – to come.

Fini.

 

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