Story Adult Keds Bondage, BDSM Paula and Randy's Anal Adventures (1 Viewer)

[Seeker]

This is a story about consensual adult roleplay and forced male anal sex.

This story just popped into my head from nowhere. I haven't written anything in a very long time and this took a couple weeks to finish. Part two is in the works if anyone cares😉

Paula and Randy's Anal Adventures

Paula had meticulously prepared the bedroom before leaving, ensuring everything was in place for their evening of roleplay. Randy, unaware of what awaited him, had gone to bed early. When Paula returned, she entered the house with the stealth of a cat, her movements silent so as not to disturb Randy's slumber.

She stood by the bedside, an image of control and seduction. Her attire was a striking ensemble consisting of a skin-tight black body stocking that clung to her like a second skin, accentuating her athletic figure, firm breasts, and prominent nipples that were clearly defined through the sheer fabric. Her bright red Keds sneakers added a playful yet defiant touch to her look, contrasting sharply with her black outfit. Her lips a vivid red, matching her sneakers, which popped against her jet-black, short-bobbed hair, framing her face perfectly. Over this provocative ensemble, she had draped an open trench coat, which she would shed at the right moment.

From her left pocket, Paula smoothly withdrew a set of shiny steel handcuffs. With practiced ease, she gently took Randy's left hand and secured it to the bedpost with a click that echoed in the quiet room. She then hopped onto Randy's back, her weight pinning him down with surprising strength. From her other pocket, she pulled out another set of cuffs as Randy stirred awake with a start. "What's going on?" he exclaimed in confusion. "Don't move, you fuck," she commanded with a firm, authoritative tone, and swiftly slid him off the side of the bed, securing his right wrist to the foot post, positioning him vulnerably on his knees at the bed's side. Randy's arms were taut, with little room for movement.

Paula reached for the bedside lamp, turning it on just enough to cast a soft glow, illuminating her provocative appearance as she discarded her coat. Randy's eyes widened, taking in the sight of Paula in her full glory.

Paula, not speaking, knelt and slid out a leg separator from under the bed. Attaching the cuff to his left ankle, she adjusted, then the right, forming a perfect V. Randy had been secured with no movement options.

Paula stood, admiring her work, and very pleased with how her plan was going, left the room. Randy, excited about this new surprise game, was impressed with how much trouble she had gone to make this happen.

Shortly, Randy heard Paula return to his side, lightly tossing some items on the bed. The first she brought quickly to Randy's face. "Open," she said as she popped a ball gag in his mouth. She secured it with its Velcro fasteners at the back of his head. "This is in case you cry like a little girl, and I don't want to hear it, bitch!"

"You've been such a bad boy, haven't you, you bitch?" Randy nodded his head. "You need to be punished," Paula whispered seductively, her red lips curling into a wicked grin. Randy played along, his voice muffled but with mock defiance.

Paula's fingers trailed soothingly through Randy's hair before descending down his back with purposeful intent. She tugged at his pajama bottoms, pulling them down and under one of his knees, exposing him.

"Now, I'm going to punish you, you bad boy," she said in a sultry tone. She slid off one of her sneakers, holding it by the heel, and began to spank him. The slaps were light at first, but they grew in intensity, the sound of the rubber against skin creating a rhythmic echo in the room. Each spank left his ass stinging and cheeks red, the heat radiating from his skin adding to the sensation. Paula continued the spanking longer than Randy expected or liked; his ass stung, making his skin sensitive and his breath quicken. His ass was now as red as her sneakers.

Her hand then ventured between his legs, teasing his cock and testicles with a light touch, pumping his shaft while massaging the head with her thumb, ensuring he was fully erect. With a smirk, she slid the sneaker onto his penis, snugly placing the head at the toe and his balls into the heel, the fit surprisingly well.

"There now, we're almost ready," she announced with a smirk. Paula then retrieved a latex glove, one of the other items from the bed. Randy now noticed a black harness and dildo on the bed. His mind now in full-blown wonderment, thinking, she wouldn't.

With her gloved hand, she spurted a generous amount of lube onto his exposed rectum; he contracted from the cold gel. Gently, Paula rimmed his anus, slowly circling the hole with a slick finger, gently easing it in a bit at a time, feeling him tense and then relax under her touch, then a second finger widening his hole. She could feel Randy uncontrollably clamping down. More lube was applied; she continued the finger penetration, in and out, his hole loosening, the muscles relaxing, ensuring he was slick and ready. Randy reacting to the stimulation, his pulse quickening and his breathing now deeper.

Paula reached for the final item, a black harness with a medium-sized, penis-shaped dildo from the bed. Randy tried to protest, "No, no," but was only able to make indistinguishable noises. Paula laughed, her voice dark and playful, "Quiet, bitch, you've been bad and must take your punishment."

Smiling, she stepped into the harness, tightening it for a secure fit. Paula carefully lubed the dildo, focusing extra on the tip. With precision, she worked the dildo into his body, Randy squirming at the intrusion.

"I'm going to fuck you now, bitch," she declared, her voice low and commanding. She started slow, all the way in and out. Paula's thrusts were becoming enthusiastic, each one deep, aimed to stimulate and show her control. "How does that feel, my little bitch?" she asked, not hearing his answer as she pushed in deeply, thrusting in and out, finally settling with it firmly against his prostate. Randy, completely helpless and relaxed, was consumed.

"Oh, you're going to notice something, bitch," she teased, activating the vibrator on the dildo. Starting slowly, she watched Randy's reaction, his muffled moans filling the room as the vibrations took hold. She adjusted her angle, seeking that perfect spot.

Paula took great care in moving and repositioning the dildo to find his spot. She knew she'd found it from his response and activated the dildo's motion function, which mimicked the gentle, teasing movement of a fingertip. Randy clenched his muscles and moaned deeply, the sensation intense. Waiting for the new sensation to abate, Paula turned the vibration setting up faster; she could hear the low buzz as she pressed it firmly against his prostate. The overwhelming feeling was building; Randy had no control over what was happening to his body. He felt hot, a sensation akin to needing to urinate overwhelming him. "I'm going to pee," he tried to say.

Paula, understanding his muffled words, said, "No, you won't, just let it happen," Paula whispered reassuringly, her voice a mix of command and seduction. She continued her expert manipulation, knowing that soon he would be consumed by an uncontrollable orgasm of a kind he'd never experienced before. The room filled with the soft hum of the vibrator mixing with Randy's breathy pants.

Randy was trembling, his body quivering with the intensity of the stimulation, had become acutely aware; his senses were in overdrive. He noticed the strong smell of canvas and rubber mixed with the sweet smell of Paula's perfume mixed with sweat from her sneaker inches below his face. It was strangely familiar and comforting.

Paula resumed her dirty talk, her words dripping with erotic promise, "You like that, don't you, my bad boy, you like being fucked in the ass like a little bitch? You're so close, let it take you," she cooed. The whole process had taken more than 20 minutes, each second building towards this peak.

Finally, Randy cried out in extreme pleasure, his voice hoarse from the intensity. His body shuddered with the force of his release, finishing with a full-body orgasm. His climax was prolonged, waves of pleasure rolling through him as his prostate contracted rhythmically. His extreme ejaculation pumped out in bursts, one, two, three. He had never experienced such force before. The cum was hot and slowly running down his shaft, wetting his balls.

Slowly, Paula removed the dildo from his ass, watching with fascination as his hole contracted uncontrollably, glistening from the lube. "There, there, you bad boy," she teased, her tone soft but laced with dominance. Randy lay exhausted, his limbs still cuffed tightly. "Now be careful not to poop, or you'll have a big mess to clean," Paula warned playfully, knowing that after such an intense experience, he might have little control; his ass muscles twitched. She left the room for a few minutes to give him time to come down from his high.

Upon returning, she gently released him from the restraints, the metallic click of the handcuffs echoing in the quiet room. The sneaker was still snugly on his cock, a testament to how little he had moved during the intense experience. She lifted the sneaker off Randy's cock, noting how the fabric had absorbed his sweat, and a plentiful amount of cum. "You'll be buying me new Keds," Paula teased with a grin.

Paula now had more power and felt comfortable in her new dominant role. Randy, humbled, knowing their relationship dynamic had shifted. For today he was her bitch, and she knew it.

Copyright owned by Sneaker-Forums.com, 2025

 

[Seeker]

Paula and Randy's Anal Adventures Part 2a

Two weeks had passed. It was Saturday morning when Paula announced that they were going shopping. Smiling slyly, she said, "You need to replace my sneakers, remember?" Randy was more than eager. Watching her try on Keds was a super thrill, one he used as a mental picture when he wanted to masturbate privately.

They decided on JC Penney's. They always had lots of stock and great displays. Moreover, Paula knew that it wasn't self-serve; a salesperson was always there to fit and put the shoes on and check the fit.

"Is there anything I can get for you today?" the sales lady asked. Paula turned and said, "Yes, I'll try these in red, size 7.5," pointing to the Keds. Moments later, returning with a shoe box, she was fitted with a brand-new pair of bright red Keds. The sales lady expertly fitted Paula, who stood and did a bit of a twirl, checking the feel. "Okay, I'll take these," she said. Repacking the sneakers, the sales lady asked, "Is there anything else?" Paula noticed a cute black pair of Keds adorned with delicate white and yellow daisies, which she picked up and inspected. Teasing, she turned to Randy and asked, "Do you like these?"

Noticing the spark in Randy's eyes and lack of verbal response, Paula turned back to the sales lady and said, "I think my boyfriend might like to try these on." "But they're women's," the sales lady remarked. Undaunted, Paula replied, "I believe he's a men's 8, but you should check." The sales lady, unable to say anything else, checked Randy's size and said, "Yes, he's an 8, so a 10 ladies should fit fine." She turned and went for stock.

Randy had been speechless throughout the exchange, his face blushed with embarrassment. Paula hummed playfully as they waited for the sales lady to return.

The clerk returned with a Keds box, opening the top, pulling out the paper, and revealing the sneakers. The dainty daisies, with their bright yellow centers and white petals embroidered on the soft black canvas, contrasted sharply with the traditional masculine footwear Randy usually wore. The sneakers had a low, feminine profile, with dainty white laces that added to their girlish charm. She must have thought that was the end of the sale, but Paula insisted, "Oh, he should try them on, right, hun?"

As with Paula, she expertly fitted the Keds on Randy, lacing them up firmly, checking the width and length with her thumb. "They seem fine," she said, looking at Paula, who seemed to be in charge. The fabric of the sneakers hugged his feet snugly, the floral pattern making them look almost too delicate for his size. Paula offered, "Come on, stand up, let's see how they look. They feel good, right?" she asked. Randy looked down at the dainty shoes, the embroidery catching the light, and up at Paula, sort of nodding.

"What do you think, do you like them?" Paula asked. Randy was frozen, not responding. "Well, I guess we'll take these as well, and he'll wear them home." His shoes were packed in the Keds box, and Randy paid for the purchases in a state of intense humiliation. Paula grabbed his hand tenderly and held it as they left the store and got into their car.

Not speaking, Randy started the car and began the drive home. "Oh sweetie, we have another stop to make; remember we're going to my sister's." Randy, in a fit of panic, looked at Paula. "I can't go wearing these." "Own it, baby, we'll only be there a couple of hours."

The drive was twenty minutes. Paula hummed; Randy drove, trying to think of a way out of this predicament. Upon arriving at Paula's sister's, Randy had a hard time finding a spot to park but eventually did a few houses down. "Come on, I don't want to be too late," Paula urged.

Randy couldn't walk any slower. A car door opened as they walked by; it was a couple they knew, going to Paula's sister's as well. The women chatted, and the guy looked at Randy's sneakers. "Some sneakers there, Randy," he chuckled, his eyes lingering on the floral design. Randy didn't respond, being too humiliated to speak.

They went in through the side gate where a backyard party was underway.

The backyard was buzzing with activity; children were playing near a swing set, and adults mingled around tables laden with snacks and drinks. The atmosphere was lively with the sound of laughter and the smell of barbecue wafting through the air. As they approached, Paula's sister, Lisa, spotted them and waved enthusiastically.

"Paula! Randy! You made it!" Lisa called out, her voice carrying over the chatter. She gave Paula a hug and then looked at Randy, then down to his feet, her eyes widening with surprise but quickly masking it with a friendly smile. Not saying anything, Lisa knew that was definitely a conversation for later.

Randy managed a weak smile, his cheeks still flushed with embarrassment. He could feel the curious glances from the other guests, some trying to hide their amusement, others openly staring at the floral-patterned, feminine sneakers on his feet.

Paula squeezed Randy's hand reassuringly, whispering, "Just own it, babe, you look cute in them." Her tone was clear, playful but asserting, and Randy's submission was evident in his acceptance of the situation.

They mingled among the guests, with Paula introducing Randy as if nothing was out of the ordinary. Randy, under Paula's control, tried to focus on the conversations, but his mind kept drifting to the sensation of the sneakers on his feet, the way the soft canvas hugged his ankles, and how the delicate floral embroidery made him feel both humiliated and excited.

At one point, Paula's sister pulled her aside, whispering something in her ear. Paula laughed and whispered something back. Lisa put her hand on Paula's arm and let out a sharp laugh. They both turned to Randy, smiling. Randy knew Paula had told her sister about the shopping trip, or worse, his fetish.

The ladies talked a few more minutes before saying, "Come on, Lisa says it's time for lawn darts; it's tradition at these parties."

Randy, feeling the pressure of Paula's dominance and the desire to please her, nodded and followed Lisa to the lawn where a group had gathered. As he walked, the sneakers made a soft padding sound on the grass, or so he imagined, the floral design catching the sunlight, adding to his self-consciousness. He tried to concentrate on the game, throwing the darts with as much normalcy as he could muster, but every time he moved, he was reminded of the sneakers.

Throughout the party, Paula remained close to Randy, her presence a comforting yet authoritative force. She participated in conversations with an air of control, occasionally glancing at Randy with a look that silently conveyed her control of the situation.

When they found a moment alone, she leaned in and whispered with a playful yet stern tone, "You know, this is fun; you'll learn to enjoy it." Randy, still under her spell, nodded affirmatively, feeling the weight of her command.

As the party began to wind down, Randy experienced a strange blend of liberation, humiliation, and perhaps arousal. Just as they prepared to leave, Lisa, with a mischievous grin and a bit too much wine in her system, called out, "I should buy my husband some cute sneakers like yours, Randy. Maybe he'll behave better!" She winked at Randy, her laughter drawing the attention of the remaining guests to his situation, amplifying his embarrassment.

Paula chuckled, her grip on Randy's hand tightening assertively. "That's a fantastic idea, Lisa. It's all about embracing new things, isn't it, Randy?" Her voice was playful yet authoritative, leaving Randy with no room to argue or comment, his submission clear in the way he accepted her statement without protest.

They left the party hand in hand, Randy wearing the sneakers he'd inadvertently ended up buying and wearing with a mixture of humiliation and acceptance, knowing that Paula owned him.

Arriving home, they locked the front door and went into the bedroom. Paula knew Randy wanted sex; the day had been filled with frustration and tension, but she was simply too tired. As Randy reached down to untie the sneakers, Paula said, "Oh, leave them on a bit." Randy thought they might make love with the sneakers on, but instead, she opened the dresser drawer and tossed him the lube and a box of tissues. "Here, don't wake me," she said as she undressed and flopped onto the bed, rolling over to dismiss him. Knowing after hours of Randy being horny, he'd need a release, she left him to masturbate, acknowledging his need while maintaining her control over the situation.

To be continued.

 

[Seeker]

Paula and Randy's Anal Adventures Part 2b
In the days and weeks that followed It seemed to Randy that Paula was going out of her way to titillate him. Her style had changed somewhat; she started wearing tights and short, tight yoga-style tops more often, and most days she picked a pair of Keds of contrasting color. He knew, she knew, that that would tease him.

Their sex life also had changed. It seemed now that it was on her terms and her schedule. It was also about how he could satisfy her. Handjobs and blowjobs were no longer on the menu; Randy was left to masturbate on his own when spending the day over aroused from her outfits.

Weekdays were filled with Randy going to work; Paula, being a blogger, worked from home and generally kept the house and cooked meals. She earned a good living with her over 2 million followers and a good subscriber base. Randy, being in IT, was able to help her get her platform running at a huge discount and it was extremely profitable.

Saturdays were together time. She relished getting up, showering, and directing Randy on chores and tidying the house. When he was done, he'd shower, and Paula would have the day planned.

Randy casually dressed and slipped on a pair of loafers. Paula looked and said, "Oh, come on, wear the Keds, you know you want to." He tried once to wear pants that covered much of the sneaker. Paula, not approving, said, "It's hot, wear shorts." It was extra humiliating that day when she dragged him to the mall, going from store to store. Hitting a shoe store, she asked him how he liked various sneakers, holding up the Nikes and Adidas, drawing more attention to him. The salespeople, in particular, were acutely aware of his footwear. Paula was fully aware she was teasing him mercilessly.

Today she dressed in a familiar outfit: the black body stocking paired with a tan wraparound skirt, white socks, and her red Keds. Randy had dressed quickly and in a manner that he thought Paula would approve, putting the Keds on without a prompt. Their first stop was a coffee shop for a latte. Next, a patio store to look at outdoor furniture, then lunch. Paula was extremely pleasant and did nothing to humiliate him. They had a lovely time and went back to purchase a set of patio furniture that would be delivered through the week.

Paula made a special dinner, and they cleaned up. "Randy, dear, go to the bedroom, undress, and get in position," she instructed. Randy's heart jumped, knowing she was going to fuck him again. He'd never experienced an orgasm like that before and had dreamed of another. All the gear was there: the cuffs and the spreader. Randy was unable to restrain himself but put all the items in the right places.

She entered and, without speaking, expertly clicked the cuffs onto him and the bedposts. She took her time, making sure the spreader had him positioned in the perfect V. Finishing, she left the room.

Randy waited. Finally hearing her return, he turned to see she had removed the wraparound skirt, exposing her gorgeous, feminine body in the black body stocking and red Keds, her lips with matching bright red lipstick, and the harness with the penis already strapped on, bouncing as she stepped.

Dangling the ball gag, she said, "You won't need this this time, will you? You'll be nice and quiet, right?" Randy nodded yes.

Much like the first time, she greased his rectum, rimming it with her slippery finger, widening his hole, rimming more firmly, and slipping her finger in and out until his anus was loose and relaxed, then with one, two, and three of her gloved fingers inserted, twisting her hand.

Realizing something was missing, she went to her dresser drawer and grabbed a sock. Dangling it in front of Randy, she said, "I'm not going to let you ruin any more sneakers. This will work," as she stretched it over his penis. It didn't cover his nuts, but his already hard cock was deep into the toe—a pretty good fit and easy to clean.

Returning her attention to his ass, she slipped her finger back in to test the tightness. "Oh Randy, you're not quite ready." More lube and several minutes of rimming and insertion, and he was ready. Slowly, carefully, she pushed the silicone penis in; it was finally all the way in. Holding his hips, she thrust in and out, at times pushing hard. Randy was grunting uncontrollably. Pleased, Paula now set to find his spot, that one place where the motion, finger, and vibrations would do the work.

It wasn't nearly as long as the first time when Randy exploded in orgasm, shuddering and moaning in pleasure, dropping his face to the bed, finished and exhausted.

Paula sat next to him, stroking his head. "Was that good, baby?" she asked softly.

A couple minutes passed and Randy was coming down from the high. "Randy, dear, can we be finished with this game?" Randy turned to look at her, a bit confused. "I'm tired of this, and I miss our sex life the way it was. It's been exhausting always being in charge." Randy, now thinking, "What, all this has been part of the game?"

Randy lay there, the cuffs still on, processing everything Paula just said. Randy pondered, his voice tinged with confusion, "So, the plan was just for the first night?"

Yes sweetie, it was my turn and I knew a few thing’s. I noticed a long time ago that you always got frisky when I wore Keds with workout clothes. I didn’t really put it all together though until bought the red pair, those really twinkled your interest. I also noticed when we had sex and I was finished if I slipped my finger in your ass it always made you pop. I figured it was a good bet you’d like the bondage and anal.

"Paula, I... I didn't realize. I thought you were really into controlling me with this. The shopping, the Keds, making me wear them was part of the game?" he asked. Paula chuckled, undoing the cuffs gently. "I was into it for the fun of it, Randy and well, honey, I never actually said you had to do any of that. I only asked you if you liked them. When I looked at your face in the store, I figured, why not play it out a bit? I never thought you'd actually buy them. You could have said no when I asked you if you wanted to try them on, or when it came time to buy them. You could have also just changed back to your shoes either at the store or later. Yes, I did push you to wear them to the party, and it was a blast."

Randy, now cluing in, said, "But you told your sister that you made me buy them. I figured you had told her of my fetish."

"Oh honey, I'd never betray your trust like that and I'd never tell anyone about your little quirk. It was all in your imagination. We were just talking, and I sensed you looking at me."

"But all the Saturdays, the shopping, the shoe store, dragging me around in public..." Randy trailed off. "Honey, I never once told you to wear the Keds, I just prompted a bit and I just suggested you dress for the weather; it's been hot."

You know I've been blogging about the whole thing, here's been hundreds of responses I think even from your brother and mother. My mom's certainly been interested.

You've been writing about this, about the game? Yes, would you like to read it? Paula took him into her office and opened her laptop open to the blog post titled: How to feminize your man readying him for anal: A social experiment.

The blog read:

"Ladies, are you looking for more control? Do you want your guy to submit? Here’s a little secret, many men have fetishes. Mine, for example, has a harmless but peculiar little fetish for Keds sneakers.

Find his little weakness and tease him with it. Use it to control ...

As Randy read, He could hear Paula's giggles escalating into laughter. Randy looked up, his face a mix of shock and concern, murmuring, "You didn't post this, did you? What are you laughing at, this is serious, I could lose my job. My brother and mom, your mom, read this?"

Paula, wiping tears from her eyes from laughing so hard, managed to catch her breath, "Oh honey, it’s a joke. I just typed it up before before I fucked you, relax. You should see your face! No one's going to read about us on the internet, especially not your family or your boss."

So it ended where it started.

The end

 

[iLiKeds]

Love the story. Created a few AI images based on my interpretation of the characters.

I

A.I. Keds  Thread 'Paula and Randy's Anal Adventures - Keds sneakers'

Jun 10, 2025

Based on Seeker's story. Created with Whisk AI

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• Replies: 4
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