Breaking In Miss Jen’s New Shoes
Miss Jen’s new shoes arrive.  She has a fun ritual for breaking them and John is the lucky boy selected to participate in the fun.

Jen was excited when her new shoes arrived.  She owned an exotic lingerie and novelty shop and had ordered a shipment of black patent leather spiked heels.  The new style had a 5 inch heel with a sexy ankle strap.  Whenever she ordered something new for the store she always ordered one extra for herself.  Her personal collection of sex toys, lingerie, and shoes had grown even larger than the varieties of items sold in her store.  The most exciting part of getting a new item was breaking it in.  Jen had a very special way of breaking in new shoes.  The question was, which one her slaves would she use to celebrate the arrival of her new shoes.

Jen had quite a few men at her beck and call.  Some knew exactly how she liked her shoes worshipped.  All she had to do was mention new shoes and their cocks would spring to attention and they’d be at her feet in a split second. Their reactions were almost comical.  Jen was thrilled with this power she had over men.  She loved to see them grovel at her feet, excited and aroused from her sexual energy and dominance.

Jen admired the shiny shoes in her hands.  She thought about whom she would want kneeling before her, kissing and worshipping her new shoes.  She was in a playful and seductive mood so she decided on her newest slave, John.  Jen enjoyed breaking in new slaves.  Their reactions were fresh and full of excitement.  John was new to the world of domination and so he still wasn’t fully aware of what he was getting into with Jen.  Jen was a young but skilled mistress who was rather quickly seducing John into being her sex toy.  It would only be a matter of time before she would have him fully dedicated to her, existing only for her pleasure and needs.  He was the perfect choice for breaking in her new shoes.

Jen called John and ordered him to come to the store at 7:00 pm sharp.  There was no reason for him to object. He arrived promptly at 7:00 and greeted Jen properly.

“Hello Miss Jen.  Thank you for inviting me over.”

“Right on time.  Good boy.”  Jen immediately ushered him to the back of the store.  “Wait at the bottom of the steps for me slave.  Be naked when I come down,” she ordered.

“Yes Miss Jen,” replied John.

John descended the steps, excited about the evening.  The apartment below the store was Miss Jen’s play area.  He had only been in it once before and it had been the most thrilling night of his life. After that night of intense domination by Miss Jen, John could not keep his thoughts off of her.  She had corrupted his mind in a wonderful erotic way.  

Standing at the bottom of the steps, he knew the evening would be filled with kinky surprises.  His cock was already hard from thinking about it.  He was feeling extremely horny because Miss Jen had asked him to hold back his orgasm the last time he was with her.  It was about a week ago when it happened.  

John remembered the night vividly.  Miss Jen had played with his cock off and on throughout the evening, bringing him so close to orgasm. Then she had him lie on his back and she straddled his face while he licked her pussy.   John loved the way she humped his tongue and face and ordered him to pleasure her.  He had never experienced a dominate and aggressive woman before and it was such a turn-on for him.  

Jen’s commands caused John to push his tongue deep into her wet pussy and lick as fast as he could.  He thought she looked hot and powerful, like a Goddess, sitting on his face.  He struggled to keep up with her fast pace and demands.  When her orgasm came, her thrusts became harder.  With each thrust her thighs locked around his face, smothering him in her pussy.  John fought to breathe while she fucked him. There was no doubt that Miss Jen was in control and John was merely there for her selfish pleasure.

The whole experience was mind blowing for John and he almost erupted in an orgasm just from the excitement of bringing her pleasure while being smothered by her pussy.  He was dying to feel his cock in her pussy.  However, Miss Jen had other plans. She threw in an unexpected twist by requesting him to not have an orgasm.

He remembered thinking it was a joke, but Miss Jen persisted, telling him that he needed to be strong and prove to her that wanted to obey her.  He was desperate for an orgasm, but Miss Jen was seductive and manipulative. Her dominate nature and sex appeal stripped away his defenses and easily seduced him into agreeing to be denied an orgasm.

Not only did he agree to being denied, but he also promised not to masturbate while he was away from her.  John thought this was all strange, but could not help but agree to it. He knew he had an incredible thing going with Miss Jen and he did not want to screw it up.  It was difficult for John to not masturbate after such an arousing experience, but he stayed true to his promise.

John snapped out of his daydream and undressed and kneeled at the bottom of the steps, waiting for his mistress.  His cock was hard and in need of attention.  Being denied an orgasm caused many kinky thoughts to run through his mind. He decided very quickly that he would do anything for Miss Jen in order to get an orgasm.  His thought process was exactly what Miss Jen had wanted.  John’s heart raced when he heard the sound of her heels on the steps.  

Miss Jen took her time going down the steps.  Her entrance from above was more than appropriate for the evening, since her new shoes would be the first thing John would see. She noticed his eyes lingering on her shiny shoes.  The ankle strap circled her ankle like a collar, setting the dominant mood for the evening.  Jen continued her descent allowing John to take in the sight of her black stockings and garters.  She wore a latex mini dress and no panties.  The lust in John’s eyes was enough for Miss Jen to know she already had him under her spell.  He was so easy.  ‘So weak’, she thought. 

John soon realized he was staring too long and his eyes darted down.  Miss Jen moved directly in front of him making sure the tips of her shoes were in his eye sight.  They would be the focus of his night.  Miss Jen laughed out loud at John’s sudden shift in his eyes.  She grabbed his chin and forced his gaze up to her eyes.

“Don’t worry slave.  I know it’s hard to keep your eyes off me.  Tell me slave, do you like my new shoes?”

“Yes mistress.  They are very sexy.  You look so hot in them.”

“I’m glad you like them because you’re going to get to know them very well tonight.”  Miss Jen snapped a black studded collar around his neck while she continued to explain, “Whenever I get a new pair of shoes I like to invite one of my slaves to come over and break them in.  You know....polish them up a bit....worship them...make them feel welcome.”

John was dizzy with excitement.  The collar around his neck was confining, making him feel less in control and more aroused.  All he could think to say was, “thank you Miss Jen.  I’m glad you invited me over.”

Miss Jen snapped a leash on his collar and tugged.  “Follow me slave.”

John crawled after her and kneeled in front of her when she sat in a deep plush chair.  Her legs were crossed blocking the view of her shaven pussy. One foot dangled in front of John’s eyes.

“Are you ready to worship my new shoes slave,” asked Miss Jen.

“Yes Mistress,” replied John eagerly.

“Kiss the tip.”

John lightly kissed the tip of her shoe, his cock twitched at the realization of the submissive gesture.

Miss Jen pouted dramatically, “Aw come on slave.  You can do better than that.  Worship them slave.  Linger a little bit....use that pretty little tongue of yours.”

John kissed the tip of her shoe again.  This time he did it slowly while sliding his tongue over the tip.

“Mmmm.  Good boy.  Now the other one.”

Miss Jen switched her legs, giving John a quick glimpse of her pussy.  She still held the leash in her hand and she held it taught, restricting John’s movements.  He slowly kissed her other shoe.

“Yes....that’s so good sweetie.  Now lie on your back for me.”

Joe lied back and Miss Jen walked around to his feet.  He enjoyed the view of her pussy and ass under the mini dress.  Miss Jen used her foot to part his legs.  She placed the bottom of her shoe along his hard shaft and slowly slid it upward.

“The soles of my shoes are so soft and smooth, aren’t they slave,” cooed Miss Jen.

“Yes, Miss Jen,” moaned John.

Miss Jen titled her foot at an angle causing her spike heel to slide under his cock and between his ass cheeks.  It felt incredible for John to have his cock and balls cradled in this manner.  Miss Jen applied a small amount of pressure on her heel causing it to tease his ass.  John moaned in delight.

“Feels good, doesn’t it slut?  You’re enjoying my new shoes aren’t you?”

“Yes.  This is soo hot.”

Miss Jen moved over to John’s head.  She lifted a foot up and placed it over the center of his face.  She rested the sole over his mouth and nose.  She felt powerful and extremely dominate with John beneath her foot.  She pulled on his leash, causing his face to press slightly into her shoe.  Her pussy quivered at the control. Her thighs were moist with excitement.  She did not hide her feelings from John.

“Mmmm.  I just love having you under my foot.  It’s so hot to see you so helpless at my feet.  Take a deep breath, inhale the scent of my shoes.”

John inhaled deeply, breathing in the new leathery smell.  The aroma filled his lungs and ignited a wild lust within.  He was weak and powerless.  He loved being at the mercy of a beautiful Goddess. His cock swelled at the control she had over him.

After he let out his breath Miss Jen ordered, “Again slut...worship my shoes....breathe them in.”

John’s cock twitched and swelled with each breath.

“Good boy.  Now lick them,” ordered Miss Jen.

Joe licked the entire length of the shoe.  Miss Jen repeated the process with her other shoe.  She was pleased with John’s obedience and rewarded him with a few strokes of his cock.  She easily brought him to the edge of orgasm, milking out a small amount of cum in the process.  When he begged to cum, she let go of his cock and sat back in her chair.

Miss Jen’s pussy was dripping with excitement.  It was always exhilarating to have a man desperate and in need of her attention.  “This is soo much fun slave.  You are being such a good sport.  I have something special for you. Come lie across my lap.”

John immediately obeyed.  It seemed silly to lie across her lap, but at the same time he was overcome with arousal.  He felt vulnerable and submissive in this position.  Miss Jen was younger than him, making the power exchange more exciting for John.  

Miss Jen’s hands caressed his ass.  “Ohhh.  Such a nice ass.  I just have to spank it.”

She playfully spanked his ass.  “Bad boy,” she scolded.

She spanked him a few more times.  Each slap sent a sexual charge through his body.  John had never been spanked before and was surprised at how exciting it was.  He was even disappointed when she stopped.  

“Time for your reward little boy.”
 
Miss Jen held up a small butt plug.  John was familiar with pleasure of a plug.  He relaxed and enjoyed the sensation of Miss Jen lubing up his ass.  He tensed with pleasure as she slowly pushed the plug into his ass.  The fullness felt incredible.  As it pushed in deeper into his ass, it touched dark pleasure zones that drove John wild.  He fought back the urge to cum.

“Ohh that feels incredible,” moaned John.

“I know darling.  I can feel you squirming like a little girl.  I think were going need something to hold this in.”  Miss Jen had John kneel down again.  The plug was sliding out of his ass.  John used his hand to hold it in while Miss Jen looked for something to keep the plug secured in his ass.

She returned rather quickly and exclaimed, “I thing this will do the job,” while holding up a pair of purple thong panties.  

Miss Jen did not give John a chance to protest.  She ordered him to stand up and then she slid the silk panties up his legs.  The panties were too small for John, which was perfect for Miss Jen.  The thong pressed tightly into his ass, providing the needed support to keep the plug pressed firmly in his ass.  Miss Jen admired how the panties clung tightly around his balls.  Her pussy throbbed with approval at the sight of his hard manly cock protruding from pretty delicate panties. 

Miss Jen was delighted with the look and she let John know it. She slowly rubbed her hands over her tits, while she admired his new look.  “Oohhh darling.  I think they look soo sexy on you.  I might have to put you in panties more often.”

John laughed nervously.  He was surprised at how much he was enjoying what Miss Jen was doing to him.  The panties were silky and tight and wearing them made him feel a little embarrassed, but Miss Jen’s compliment gave him comfort and excited him as well.   

Miss Jen stroked his cock and balls through the panties.  She wanted his first experience in panties to be exciting.  It took only a few strokes before he was close to cumming.  Miss Jen quickly backed away from John and giggled, “You need to calm down you little slut.”

John’s laugh was mixed with a bit of frustration.  He concentrated to keep himself from cumming.  Then Miss Jen ordered him to get a bottle of wine from the kitchen.  She had contemplated making him go to the store to buy a bottle.  She knew it would be fun to send him out in public wearing panties and a butt plug beneath his clothes. However, she was in no mood to wait.  Miss Jen decided that would be a task for another day.

John returned with an open bottle of wine and two glasses.  Miss Jen commented on his mistake immediately, “Two glasses?  Who said anything about you having wine?”

“Oh, Sorry Miss Jen.”  John’s eyes darted down at the ground.

Normally a presumptuous move like that would result in a punishment.  However, Miss Jen was in a playful and forgiving mood.  “I suppose one glass of wine will do you some good.  Go ahead and fill the glasses.”

John filled both glasses and kneeled in front of Miss Jen while he drank his wine.  For the next few minutes they had a normal conversation, which gave John a chance to relax.  Just when his cock was getting back to a normal size Miss Jen teasingly poked at it with her shoe.

“Finish your wine slave.  You have more worshipping to do.”

His cock instantly came to attention and John gulped down the rest of his wine.  Miss Jen had him refill her glass.  While he was standing she commanded him to help her out of the vinyl mini dress.  John peeled off her dress, revealing her firm tits and shaved pussy.  Her tits and pussy were swollen from all the excitement. Miss Jen resumed her position in the chair, wearing nothing but stockings and heels.  John took his place at her feet.  Miss Jen moved her right foot forward.

“Start by kissing the front,” she ordered.

John leaned down on his hands and kissed the tip of her shoe.  He slowly kissed around the front of her shoe, polishing it with his tongue.

Miss Jen encouraged him, “Mmm.  That’s a good boy. Worship them slut.....”  She began to rub her tits and play with her nipples.  “Yes....that’s good.  Kiss my shoe.  Mmm...you look so hot and sexy worshipping my shoes.”

Miss Jen’s encouragement excited John.  He wanted to please her.  She rested her heel on the ground and raised the front of her foot.  Miss Jen ordered, “Now the sides slave.  Worship the outside of my shoe with your tongue slut.”

John licked along the side of her shoe.  He was thrilled to be at her feet and eager to follow her instructive commands.  John enjoyed being controlled in this manner.  There was no pressure to perform.  He just did as he was told.

Miss Jen slid a hand down to her pussy and snaked a finger inside, teasing her wet clit.  John could not help but look up at her when she did this.  Jen’s pussy heated up at the sight of her slave kneeling at her feet, worshipping her shoe and staring up with lustful eyes.

Miss Jen let him stare for a brief moment.  Then she scolded him.  “Pay attention to what you’re doing slave.  Polish the other side of my shoe.”

John did as instructed and Miss Jen moaned, “oohhh.  That’s good slave.  Get it nice and shiny.”

When John was finished, Miss Jen crossed her legs so that the heel of her shoe was pointing at John.  

“Suck it,” she ordered.

Miss Jen was pleased at how well he complied.  He wrapped his lips around the spiked heel and sucked on it.  Miss Jen rocked her foot a few times causing the heel to fuck his mouth.  “Good girl.  Suck it nice and good.  Mmmm….yes…such a panty slut…..suck it nice and hard slut.”

John sucked harder trying to please Miss Jen.  The harder he sucked the more excited Miss Jen became.  Miss Jen’s excitement encouraged John, allowing him to release his inhibitions and be her panty slut.    Her reference to him as a girl and slut echoed in his mind.  It made him feel perverted and dirty.  It excited him.  He was a slut and he knew it.

When Miss Jen was satisfied that her heel was properly worshipped, she rested her foot on the ground and moved her other foot forward to be worshipped.  John repeated the same kissing, licking, and sucking ritual on her left foot.  Miss Jen continued playing with herself while giving instructions and encouragement to her slave.  By the time he was done, Miss Jen was on the verge of orgasm.  She ordered John to lie on his back again.

Miss Jen stood over his face, giving John a clear view of her wet swollen pussy lips.    Her aroused scent flooded his nostrils as she lowered herself onto his face.  She wrapped the leash around her hand so that only a few inches of leash were between her hand and his neck.  Miss Jen pulled the leash taught to reinforce her dominance over John.

John did not have to be told what to do.  His tongue slid into her wet folds, bringing out a delightful moan.  Miss Jen pressed her sex against his mouth and nose, wanting more pleasure.  John’s tongue pushed in deeper, brining her erotic thrills while savoring her feminine taste.  Miss Jen selfishly fucked his face for her own pleasure.  John was her slut, her pleasure toy to do with as she pleased.  Her orgasm came quickly but it was powerful and long lasting.  Waves of pleasure flooded her body as she fucked her slaves face.  She moaned loudly as she released all her sexual energy.  Then the waves slowly retreated leaving her feeling calm and satisfied.

Miss Jen complimented John on a job well done.  Then she sat back in her chair and sipped her wine.  “You may take my shoes off now slave.”

John was still reeling in arousal from being queened by Miss Jen. He almost came himself from the excitement.  He desperately wanted to cum, but he knew better than to ask.  His cock twitched and throbbed as he quietly kneeled before his mistress and removed her shoes.  Miss Jen slid her stocking covered foot over John’s sensitive cock.

“Aren’t my stockings so silky?  Feels good doesn’t it,” asked Miss Jen with a devilish grin.

“Yes, Miss Jen,” moaned John.  

Miss Jen continued to tease his cock with her feet.  Cum oozed out the tip, begging for release.  John’s animal instincts kicked in and he started to hump her feet.  Miss Jen giggled.  “Sooo weak.  I bet you could have an orgasm just from my feet rubbing over your cock, huh?”

“Yes, I could.  Can I cum,” begged John.

“No..no…no…slave.  Not yet,” scolded Miss Jen.  

Miss Jen raised her foot to his mouth.  Her body language easily conveyed the message.  Before John kissed her toes, he breathed in deeply, inhaling the wonderful scent of her perfect feet. Miss Jen was impressed.  “Good boy slave.  You are a fast learner.”

Miss Jen raised her other foot to his mouth and John pressed his nose against her sole and inhaled deeply.  His cock swelled from the scent of her beautiful foot.  Before he could kiss it Miss Jen pulled her foot back and ordered him to remove her stockings.  John slowly peeled off her stockings, uncovering her smooth shapely legs. Her feet were soft and perfectly manicured.  Her toe nails were painted a deep red.  Miss Jen pointed to a tube of lotion next to the chair.  “Massage my feet,” she ordered.

Miss Jen closed her eyes and relaxed while her feet were massaged.  She sipped her wine, enjoying the pampering.  The subtle floral smell of the lotion helped her relax.  She was impressed at how John took his time and was very attentative to her feet. John was kneeling and he rested each foot on his upper legs while he massaged them.  Miss Jen purposely shifted her foot a few times during the massage, brushing it against his swollen cock.  It was a fun way to tease him and keep him aroused.  

Towards the end of the massage her intentions were more obvious.  Her foot slid firmly over his cock.  Her foot was smooth and silky from the lotion.  It felt heavenly rubbing over his cock.  John closed his eyes and enjoyed the wonderful feeling.  Miss Jen’s other foot joined in on the fun.  She stroked his cock with both feet.  

“How does that feel,” she whispered seductively.

“Incredible Miss Jen.  Your feet are so silky from the lotion.”

“Good.   Pull the rest of your cock out of your pretty panties slut.  I want you to feel my sexy feet all over your cock.”

John pushed the panties aside, uncovering his swollen balls.  Miss Jen’s toes glided over them, soothing his balls and stirring up deep arousal within John.  Her feet stroked his cock.  John was amazed at how wonderful it felt.  The lotion on her feet proved to be an effective lubricant.  He began to thrust against her feet.

Miss Jen coaxed him on.  “That’s it baby.  Enjoy my feet.  Worship my feet with your cock.  My feet are so sexy aren’t they?  My feet want to make you cum don’t they?”

John’s breathing was heavy.  “Yes,” he moaned.

“Yes, what?” asked Miss Jen.

“Yes…your feet are incredible.  Yes I want to cum,” pleaded John.

“I just love to see you all hot like this slave.  I guess you deserve it.  You’ll need to clean up your mess when you’re done.”

“John was so excited that he would agree to anything.  “Yes.  I’ll clean it up Mistress. Please can I cum!”

“Go ahead slut.  Fuck my feet.  Cum for my feet slut.”

John’s thrusting became harder and Miss Jen’s feet squeezed around his cock.  As he rocked back in forth the butt plug fucked his ass, touching erotic nerves that multiplied his pleasure.  His cock swelled and his body shuddered as his orgasm surfaced.  Hot cum shot from his cock.  He humped her feet hard basking in the pleasure it brought.  John felt relieved and relaxed when his orgasm subsided.  

As promised he cleaned up his cum afterward.  John retrieved a wash cloth and kneeled before his mistress and washed her feet.  It was a fitting way to end his worship session.

While he cleaned her feet, John commented, “That was great Miss Jen.  I’ll never look at your shoes or feet the same way again.  I think you created a new fetish for me.”

Miss Jen laughed.  “I know slave.  You are so easy.”  Miss Jen thought to herself, mission accomplished.  

THE END

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