Photos of sneakers from chapter 5:
Jess’s tan brooks: https://imgur.com/a/Y3Ehh6K
Mr Smith’s ultraboosts: https://imgur.com/a/rxHNFbZ
Jess’s white and blue ONs: https://imgur.com/a/I9dDct3
Jess’s story - a rewrite
Moderators: Richie, Jess, minni, cumheels, Mrs.HB, redwedge, Heelexploder, german bootlover, heelbone, HighHeelFetish.org
-
americanguy
- Posts: 183
- Joined: Thu Sep 11, 2014 12:57 pm
- Location: United States
-
americanguy
- Posts: 183
- Joined: Thu Sep 11, 2014 12:57 pm
- Location: United States
Re: Jess’s story - a rewrite
Okay everyone, the time you’ve been waiting for is here - chapter 5! We see the return of Jess’s original white ON Cloudmonsters of course, and some new shoes of hers and Mr. Smiths. Photos linked in the post just above. Enjoy!
Chapter 5 - New Terms
Jess woke up and realized it was Saturday, which meant no class with Mr. Smith. This, she thought, would be the perfect time to make a little change in their arrangement, if she could. A change that would put Jess back in a position with a little bit of control.
Jess got up and walked to her closet, pulled out her phone, and snapped a picture of her massive sneaker collection. Over the last few days she had added multiple new pairs, all in her effort to please Mr. Smith. After her punishment she had no intentions of ending up on his bad side again, and she knew there was more she must do.
She dropped the picture of her collection into an email to Mr. Smith, and wrote:
“My sneakers are longing for your big cock and loads of hot cum, Mr. Smith. Want to come over and indulge them? I have a few ideas.”
She hit send, and waited to see his response. How he replied would guide her next steps, but regardless she knew that if she got him to come to her apartment today, she would be in a better position with their arrangement.
Jess set her phone down on her nightstand and walked into the bathroom. Last night she had showered for over an hour, with the water running cold by the end, just to get Mr. Smith’s cum off her body and out of her hair. She truly couldn’t believe how much there had been. But today was a new day, and she had to be ready for a new challenge, so she brushed her hair, washed her face, and walked to her closet to get dressed. She chose a pair of short black Nike running shorts, a black sports bra, and a brand new pair of Brooks - this time the recently released tan Glycerin 21 stealth fit that arrived to her door just the previous day.
As she walked out of her closet, she heard her phone ding. It was, of course, a reply from Mr. Smith.
“What were you thinking?” he replied.
“You’ll have to come over to find out. Otherwise you’ll have to wait until Monday to see, fuck, and cum in my hot sneakers again.” She hit send immediately. Mr. Smith’s response betrayed his interest, and she knew she had him on the hook. As she teased her ideas to him, it was only turning him on more and more, of that she was certain.
It was merely moments before he replied this time, saying “I’ll come over shortly, but know this - you must continue to honor the terms of our agreement, or you risk failing my class and having your little secret exposed to your classmates.”
She knew she had him now. He could have said no - and if he was truly in control, he would have. But he was thinking with his cock instead of his head - and he wanted to bust in her sneakers.
She began to prepare for his arrival right away - tidying up her small college apartment and getting ready the few items she would need to turn the tide of her relationship with Mr. Smith. She knew exactly what she was going to do - now she just needed him to get there so she could do it.
Just as she felt she had everything in place, she heard a knock on her door. It was time - Mr. Smith was here.
Jess walked gracefully to the door, buoyed by the confidence that her plan would work. She opened the door, and there was Mr smith, as chiseled and handsome as ever, wearing a well-fitting green hoodie, grey joggers, and a pair of loosely laced, clearly brand new, white Adidas Ultraboosts.
“Good morning, Mr. Smith - why don’t you come in,” Jess said, before stepping back and to the side, making room for him to pass by. As he did, she saw him glance at her feet and smile when he saw the new brooks she was wearing. She had known he was going to like them, and chose them for just that reason. Everything she did to get ready was part of the plan - the tease to get him vulnerable so she could make her move.
“How are you doing this morning, Mr. Smith? Did you enjoy taking your displeasure out on me and my Adidas yesterday? I see you don’t dislike ALL Adidas, since you’re wearing some today,” she said with an intentionally flirtatious wink.
“I’m doing well, Jess. And yes I very much did enjoy everything we did yesterday. Destroying your hideous little adidas was just the cherry on top. I did jack myself off onto them once before I lit them ablaze - figured it was the least I could do. And you’re right - I do love some adidas, just not hideous models like those ratty old superstars you brought me yesterday.”
“I’m glad you enjoyed it - I certainly learned a little bit of a lesson. But it gave me some ideas, which is why I invited you over here today,” Jess said.
“Is that so? And what are these ideas? Are you just trying to get out of our arrangement? Because if that’s the case, I can simply fail you in my class if that would be better for you.”
“No no, not at all, Mr. Smith. I’ve been thinking about what we can do to make our arrangement even better for both of us. You clearly want to keep fucking my sneakers, and me - and I have to admit I’ve been loving what we’ve been doing. I also want to pass your class, in fact I need to in order to graduate. So I thought, let’s find an even better arrangement that keeps us both happy. Why don’t you come over here, and I can show you what I’m talking about?” Jess said, in a voice that could only be described as seductive.
For once, it was Mr. Smith who did what he was told. He walked over and sat down on the couch where Jess had pointed.
Jess slowly followed, and as he sat down and refocused his attention on her, she pulled up a chair opposite him, and placed her feet right in his lap, daring him to start feeling up her brand new tan Brooks Glycerine.
Right on cue, his hands darted to the laces of her brooks, but she immediately pulled her feet away. “Ahh you see, we’re going to do things a little bit differently now - but I’m confident you’ll like it even more,” Jess said. “And if I’m right, you’re going to delete that video you took yesterday off your phone, you’re going to pass me in your class, and we’re both going to get to enjoy lots more of your cum going into my sneakers, my mouth, and maybe even my pussy. How’s that sounds, Mr. Smith?”
“Well, I guess we’ll see - won’t we?” he replied, unconvinced.
“Good. Then the next chapter of our little arrangement can start now,” Jess said,before pushing her foot against his chest, pressing him back into the couch. He was so caught off guard by Jess’s moment of authority that she had an opportunity - she reached into the drawer of her end table, grabbed the belt she had stashed there, and quickly bound Mr. Smith’s hands and pulled them up above and behind his head. Once again she had prepared every before he arrived - there was already a length of rod protruding from the top of the couch, which she quickly tied to the belt. The other end of the rope was around the baack feet of the couch - so there was no way Mr. Smith was getting out of this before she wanted him to.
“What do you think you’re doing, Jess!”
“Trust me, Mr. Smith. You’re going to like where this goes next,” Jess said as she reached down and slid her hand into Mr. Smith’s Joggers, gently gripping his cock, which was already standing at attention.
“Ohh, someone’s a little excited already, even if you’re also a bit angry with me,” Jess scoffed. “Now here’s what we’re going to do, Mr. Smith. I’m going to have all the fun I want with you - and I’m going to make sure that you have fun too. And if you do enjoy what we do today - then we’re going to come to a new agreement. How’s that sound?” she asked, as she continued to stroke his cock, which was growing in her hands by the second.
“That seems reasonable, but this has to be really good for me to replace our existing agreement,” Mr. Smith answered. But Jess knew she was already winning him over. His voice was weak, and his breathing was starting to get ragged as he enjoyed the feeling of Jess working his dick in his pants.
“Now we’re going to take these Joggers off to give me better access,” Jess said.
She let go of Mr. Smith’s cock, which caused him to sigh ever so quietly. Then she backed up, and slipped his white Adidas ultraboosts off his feet, before removing his socks, and finally his pants and underwear - a slight challenge with his hands tied behind his head, but they managed. Mr. Smith proved quite helpless at this point - his engorged cock urging him to do whatever it took to get her hands back where they were.
Once his pants were off, she slipped his Adidas back on his bare feet, and tossed his socks into the other room. “You won’t be needing those anymore, Mr. Smith. But I want to see your hot Adidas on your feet while we play.”
Once his sneakers where back on his feet, Jess sat in her chair once more, and again placed her new tan Brooks Glycerines in his lap, one on either side of his cock - his now rock-hard dick perfectly filling the gap between the arches of her hot new sneakers. She started sliding her feet up and down his shaft, jerking him off with her sneakers.
“What do you think of my new Brooks, Mr. Smith? They just arrived yesterday, and this is the first time I’m wearing them - which means I need you to fill them with your hot sticky load for me - okay?”
“Yessss Jess, I’d love to fuck your hot little brooks!” Mr. Smith replied.
“Good. Because you’re going to. At least once,” she said before slipping her right sneaker off her foot, sliding it over his massive cock, and starting to jerk him off into it.
“Ohhhh Jess, fuck. Yessss Jess. Yess. I’m gonna fuck your new little Brooks.” Mr smith moaned louder and louder as Jess bobbed the sneaker on his cock faster and faster.
He didn’t know it yet, but Jess was not about to let him cum in her brand new Brooks - not yet at least. She could tell he was getting closer now, so she slipped her sneaker off his cock and back on her foot, but before Mr. Smith could protest too much, she leaned forward and took his whole cock in her mouth and starting bobbing her head up and down, sucking every inch of his massive shaft - nearly choking herself to take every inch. As she went she reached down and cupped his balls in her hand, massaging them as she sucked his huge dick.
“Ohhhhh fuck yessss Jess. Yess. Fuck yes I’m gonna cum. I’m about to cum!” He exclaimed.
And with that Jess pulled her head back, reached down and took one of his band new pristine white Adidas Ultraboosts off his feet, and slipped it into his cock right as he exploded into orgasm, blasting his hot sticky load into his own new sneakers, just like he had done to her Pegasus just last week.
“Fuuuck Jess - why’d you do that?!?! those were brand new!”
“I could tell, professor, and I thought they deserved a little bit of your treatment. But now that you’re finished, let me help you out a little bit,” she said as she lifted his Adidas off his dick, wiped the leftover cum off him with the laces, and then slipped it back on his foot so he could feel his own cum between his toes.
“There you go, Mr. Smith. Now you get to enjoy it too. But I’m not done with you yet - not by a long shot. You talk a big game about how you fuck my little sneaker 10 times a night - let’s see if you can actually keep up.”
As Jess spoke she lifted her arms and removed her sports bra over her head, exposing her perky, 21-year old tits for him to admire. Then she grabbed his cock in her hands again, and started stroking it, hoping to bring it back to life.
“Come on, Mr. Smith. Not ready for round two yet? I think my sneakers and I deserve more from you. Do you have a favorite pair from my collection? I can go get them - I’ll leave them right here on the coffee table until I decide it’s time for you to fuck them for me,” she teased.
“You have a great pair of white and blue ON Cloud X - those may be my favorite,” he replied.
“Ohhhh, a good choice. I’ll go get them,” she said, and she disappeared into her closet to return moments later with her Cloud Xs, and her original white Cloudmonsters in hand.
She put them both down on the table, and immediately returned to stroking his cock, helping ensure he was ready for what she had planned next.
“Now Mr. Smith. I need you nice and hard for what I want to do next, can you do that for me?” she asked in a commanding tone. There was no denying that the tables had turned, and Jess was now in charge.
“Yes, I can do that. Bring your feet back up here and stroke me with those Brooks of yours again.”
“If you think that will help!” She laughed as she began rubbing her feet up and down his over 8 inche member. Even as she joked, he immediately perked up, a miniature flagpole materializing between his legs in only a few seconds.
“That’s much better, Mr. Smith. Now are you ready for round two?”
“Yesss Jess, let me fuck those new little Brooks on your feet, or those ONs on the table,” he moaned. Clearly he was more than ready.
“Not quite yet - you’ll see.” As she spoke she dropped her own shorts to the ground, exposing her tight, shaved pussy to Mr. Smith.
“First I need you to fuck me. It’s been a while since I’ve been on top,” she said as she straddled Mr. Smith on the couch, grabbed his dick and started rubbing the head of his penis against her clit, before slipping the whole thing inside of herself and starting to ride him.
“Yess Mr. Smith. You’re such a fucking hunk. Even before our agreement I always wanted to fuck you, you beautiful, chiseled man!”
“Ohhhh Jess yess, yessssss just like that. Yes fuck me jess - give me that tight little pussy of yours,” Mr. Smith moaned in return. “Fuck me good like this and I’ll give you a perfect grade, I’ll even delete the video from yesterday. Yesss Jess!” he howled. She could feel once again that he was about to cum, so this time she lifted herself off his cock, leaned back into her chair, put the soles of her Brooks together against his dick and returned to stroking his cock with her hands. As she did, he began to blow his massive, hot load straight into the air. It shot nearly a foot before falling down onto Jess’s hands and sneakers - covering them in his hot, sticky ooze.
As his orgasmic volcano came to and end, Jess wiped her hands off on Mr. Smith’s Adidas. She then sat back further in her chair, lifted her Brooks-clad feet to his face, and let Mr. Smith inhale the scent of his cum on her shoes.
“Now Mr. Smith. There’s one more thing you need to do for me before I’ll feel good about making a new arrangement. I want you to lick up all this cum of yours off my Brooks. Now if you do it, I’ll let you fuck both my pairs of ONs right here, and I’ll propose a new and improved arrangement for us. How’s that sound?”
Before he could answer, Jess moved her foot to merely an inch from Mr. Smith’s mouth. He locked eyes with Jess, as if to see if she was serious, before sticking out his tongue and slowly starting to lick his own load up. The more he ate, the faster he worked. It seems that Mr. Smith was acquiring an affinity for his own juice.
“Good work Mr. Smith. Now the other one too. We want to keep my shoes in pristine condition for you, now don’t we?”
He eagerly inhaled all the cum off her shoes, licking them clean to the point that you would never have known he had unleashed a torrent of semen onto them just moments ago.
“Good work, Mr. Smith. Now as promised, it’s time for you to fuck my ONs. So I need you to get yourself nice and hard for me. Can you do that?” Jess asked, a note of tease still in her voice.
“Yes Jess, absolutely. Just help me out. Either untie me so I can stroke myself off - or do it for me?” he asked, pleading for more.
She grabbed his cock in her hands, and began to stroke it for a third time.
“They say third time is the charm, Mr. Smith. will that be true today, too? Will you give me your biggest, hottest load in my white and blue Cloud Xs?”
“Yesss Jess. I just want to fuck all your hot little sneakers!”
“Good. Because here’s how our new deal is going to go. Firstly, you will not just pass me in stats - you’ll pass me with flying colors - a perfect score. Secondly, you will delete that video off your phone, and you will never treat me like that again. But thirdly - you will come over here every morning, and we will pick out a pair of my sneakers together for you to fuck. You will get to fuck them, and you will get to fuck me. Every day. Does that sound like a good deal to you, Mr. Smith?”
“Yess Jess, you have a deal. I think you’ve put forward a far superior proposition,” he said as she continued to stroke his growing cock.
“That’s what I was hoping you would say. Now it’s time - I want to see you fuck my ONs for me.” As she finished she reached above Mr. Smith’s head and untied his hands, before reaching over, grabbing her little white and blue Cloud Xs off the table, and placing them on his lap.
“Fuck these for me just like you did my Cloudmonsters the very first time. Fuck them good and hard and give them exactly what they deserve.”
He did as he was told, immediately slipping Jess’s cute little white and blue Cloud X onto his cock, and then proceeding to thrust his rock hard cock in and out, getting faster and faster as he went. There was no denying how hot it was - as she watched, Jess began to touch herself - sliding her fingers into her own dripping wet pussy.
She and Mr. Smith were finally on a level playing field, and she was getting to watch him dominate her shoes before blasting his hot load in them.
His breathing was becoming deeper, and more labored - it was clear he was already getting close. He slid down off the couch onto his knees, placing Jess’s sneaker on the edge of the coffee table as he continued to fuck it hard. Then finally he exploded into her shoe - blasting rope after rope of hot white cum into it. He pulled out and let the last few ropes shoot across the table onto her other cloud X and of course her original Cloudmonsters. They all deserved some attention.
“Very good, Mr. Smith. I’m glad we’ve come to a new understanding. I’ll take those now, thank you very much,” she said as she picked up her Cloud Xs, removed her brand new tan Brooks, and put on the freshly cum filled ONs. “That feels more like it.”
“Fuck Jess, that was incredible. You’ll absolutely pass my class if this continues.”
“You’re right, I will pass your class or that will be the last time your cock ever gets anywhere near my hot little sneakers again.”
Jess stood up, collected her various pairs of sneakers, and put them all on her bed.
“Now get up and get yourself dressed, but I want you sock less - I want you to feel your own cum between your toes for the rest of the day. Understood?” Jess asked.
“Yes of course - I can do that,” Mr. Smith said as he pulled his joggers up, and began to put his cum-filled Ultraboosts back on.
“Good. And I expect you to be back here the same time tomorrow morning for another round. I want more of my sneakers to feel the punishment of your cock, and I don’t want to have to go to the gym with dry feet.”
Mr. Smith stood, looked at Jess, and agreed that he would return in the morning. He gathered his things and made his way to the door.
As his hand rested on the doorhandle, Jess said “oh, and one more thing Mr. Smith.
If you tell anyone about our little arrangement, I can assure you that you won’t be a professor much longer. I filmed our entire encounter today, including you offering me a better grade in exchange for sexual favors - I can’t imagine the deans would like that very much. So I will delete my recording once I have proof you have deleted yours- then we can move forward with our new, more pleasant agreement.”
Mr. Smith immediately pulled his phone out of his pocket, and let Jess watch him delete the video from his phone and from his cloud backup - there was no more evidence of what he had done to her.
“Good, thank you. I’ll delete mine too, and I’ll look forward to having more of your cum in my shoes tomorrow, Mr. Smith,” jess said with a wink, before ushering him out into the hallway.
Once the door was closed Jess settled in on the couch with a smile. Just as she had planned, she was once again in control.
Chapter 5 - New Terms
Jess woke up and realized it was Saturday, which meant no class with Mr. Smith. This, she thought, would be the perfect time to make a little change in their arrangement, if she could. A change that would put Jess back in a position with a little bit of control.
Jess got up and walked to her closet, pulled out her phone, and snapped a picture of her massive sneaker collection. Over the last few days she had added multiple new pairs, all in her effort to please Mr. Smith. After her punishment she had no intentions of ending up on his bad side again, and she knew there was more she must do.
She dropped the picture of her collection into an email to Mr. Smith, and wrote:
“My sneakers are longing for your big cock and loads of hot cum, Mr. Smith. Want to come over and indulge them? I have a few ideas.”
She hit send, and waited to see his response. How he replied would guide her next steps, but regardless she knew that if she got him to come to her apartment today, she would be in a better position with their arrangement.
Jess set her phone down on her nightstand and walked into the bathroom. Last night she had showered for over an hour, with the water running cold by the end, just to get Mr. Smith’s cum off her body and out of her hair. She truly couldn’t believe how much there had been. But today was a new day, and she had to be ready for a new challenge, so she brushed her hair, washed her face, and walked to her closet to get dressed. She chose a pair of short black Nike running shorts, a black sports bra, and a brand new pair of Brooks - this time the recently released tan Glycerin 21 stealth fit that arrived to her door just the previous day.
As she walked out of her closet, she heard her phone ding. It was, of course, a reply from Mr. Smith.
“What were you thinking?” he replied.
“You’ll have to come over to find out. Otherwise you’ll have to wait until Monday to see, fuck, and cum in my hot sneakers again.” She hit send immediately. Mr. Smith’s response betrayed his interest, and she knew she had him on the hook. As she teased her ideas to him, it was only turning him on more and more, of that she was certain.
It was merely moments before he replied this time, saying “I’ll come over shortly, but know this - you must continue to honor the terms of our agreement, or you risk failing my class and having your little secret exposed to your classmates.”
She knew she had him now. He could have said no - and if he was truly in control, he would have. But he was thinking with his cock instead of his head - and he wanted to bust in her sneakers.
She began to prepare for his arrival right away - tidying up her small college apartment and getting ready the few items she would need to turn the tide of her relationship with Mr. Smith. She knew exactly what she was going to do - now she just needed him to get there so she could do it.
Just as she felt she had everything in place, she heard a knock on her door. It was time - Mr. Smith was here.
Jess walked gracefully to the door, buoyed by the confidence that her plan would work. She opened the door, and there was Mr smith, as chiseled and handsome as ever, wearing a well-fitting green hoodie, grey joggers, and a pair of loosely laced, clearly brand new, white Adidas Ultraboosts.
“Good morning, Mr. Smith - why don’t you come in,” Jess said, before stepping back and to the side, making room for him to pass by. As he did, she saw him glance at her feet and smile when he saw the new brooks she was wearing. She had known he was going to like them, and chose them for just that reason. Everything she did to get ready was part of the plan - the tease to get him vulnerable so she could make her move.
“How are you doing this morning, Mr. Smith? Did you enjoy taking your displeasure out on me and my Adidas yesterday? I see you don’t dislike ALL Adidas, since you’re wearing some today,” she said with an intentionally flirtatious wink.
“I’m doing well, Jess. And yes I very much did enjoy everything we did yesterday. Destroying your hideous little adidas was just the cherry on top. I did jack myself off onto them once before I lit them ablaze - figured it was the least I could do. And you’re right - I do love some adidas, just not hideous models like those ratty old superstars you brought me yesterday.”
“I’m glad you enjoyed it - I certainly learned a little bit of a lesson. But it gave me some ideas, which is why I invited you over here today,” Jess said.
“Is that so? And what are these ideas? Are you just trying to get out of our arrangement? Because if that’s the case, I can simply fail you in my class if that would be better for you.”
“No no, not at all, Mr. Smith. I’ve been thinking about what we can do to make our arrangement even better for both of us. You clearly want to keep fucking my sneakers, and me - and I have to admit I’ve been loving what we’ve been doing. I also want to pass your class, in fact I need to in order to graduate. So I thought, let’s find an even better arrangement that keeps us both happy. Why don’t you come over here, and I can show you what I’m talking about?” Jess said, in a voice that could only be described as seductive.
For once, it was Mr. Smith who did what he was told. He walked over and sat down on the couch where Jess had pointed.
Jess slowly followed, and as he sat down and refocused his attention on her, she pulled up a chair opposite him, and placed her feet right in his lap, daring him to start feeling up her brand new tan Brooks Glycerine.
Right on cue, his hands darted to the laces of her brooks, but she immediately pulled her feet away. “Ahh you see, we’re going to do things a little bit differently now - but I’m confident you’ll like it even more,” Jess said. “And if I’m right, you’re going to delete that video you took yesterday off your phone, you’re going to pass me in your class, and we’re both going to get to enjoy lots more of your cum going into my sneakers, my mouth, and maybe even my pussy. How’s that sounds, Mr. Smith?”
“Well, I guess we’ll see - won’t we?” he replied, unconvinced.
“Good. Then the next chapter of our little arrangement can start now,” Jess said,before pushing her foot against his chest, pressing him back into the couch. He was so caught off guard by Jess’s moment of authority that she had an opportunity - she reached into the drawer of her end table, grabbed the belt she had stashed there, and quickly bound Mr. Smith’s hands and pulled them up above and behind his head. Once again she had prepared every before he arrived - there was already a length of rod protruding from the top of the couch, which she quickly tied to the belt. The other end of the rope was around the baack feet of the couch - so there was no way Mr. Smith was getting out of this before she wanted him to.
“What do you think you’re doing, Jess!”
“Trust me, Mr. Smith. You’re going to like where this goes next,” Jess said as she reached down and slid her hand into Mr. Smith’s Joggers, gently gripping his cock, which was already standing at attention.
“Ohh, someone’s a little excited already, even if you’re also a bit angry with me,” Jess scoffed. “Now here’s what we’re going to do, Mr. Smith. I’m going to have all the fun I want with you - and I’m going to make sure that you have fun too. And if you do enjoy what we do today - then we’re going to come to a new agreement. How’s that sound?” she asked, as she continued to stroke his cock, which was growing in her hands by the second.
“That seems reasonable, but this has to be really good for me to replace our existing agreement,” Mr. Smith answered. But Jess knew she was already winning him over. His voice was weak, and his breathing was starting to get ragged as he enjoyed the feeling of Jess working his dick in his pants.
“Now we’re going to take these Joggers off to give me better access,” Jess said.
She let go of Mr. Smith’s cock, which caused him to sigh ever so quietly. Then she backed up, and slipped his white Adidas ultraboosts off his feet, before removing his socks, and finally his pants and underwear - a slight challenge with his hands tied behind his head, but they managed. Mr. Smith proved quite helpless at this point - his engorged cock urging him to do whatever it took to get her hands back where they were.
Once his pants were off, she slipped his Adidas back on his bare feet, and tossed his socks into the other room. “You won’t be needing those anymore, Mr. Smith. But I want to see your hot Adidas on your feet while we play.”
Once his sneakers where back on his feet, Jess sat in her chair once more, and again placed her new tan Brooks Glycerines in his lap, one on either side of his cock - his now rock-hard dick perfectly filling the gap between the arches of her hot new sneakers. She started sliding her feet up and down his shaft, jerking him off with her sneakers.
“What do you think of my new Brooks, Mr. Smith? They just arrived yesterday, and this is the first time I’m wearing them - which means I need you to fill them with your hot sticky load for me - okay?”
“Yessss Jess, I’d love to fuck your hot little brooks!” Mr. Smith replied.
“Good. Because you’re going to. At least once,” she said before slipping her right sneaker off her foot, sliding it over his massive cock, and starting to jerk him off into it.
“Ohhhh Jess, fuck. Yessss Jess. Yess. I’m gonna fuck your new little Brooks.” Mr smith moaned louder and louder as Jess bobbed the sneaker on his cock faster and faster.
He didn’t know it yet, but Jess was not about to let him cum in her brand new Brooks - not yet at least. She could tell he was getting closer now, so she slipped her sneaker off his cock and back on her foot, but before Mr. Smith could protest too much, she leaned forward and took his whole cock in her mouth and starting bobbing her head up and down, sucking every inch of his massive shaft - nearly choking herself to take every inch. As she went she reached down and cupped his balls in her hand, massaging them as she sucked his huge dick.
“Ohhhhh fuck yessss Jess. Yess. Fuck yes I’m gonna cum. I’m about to cum!” He exclaimed.
And with that Jess pulled her head back, reached down and took one of his band new pristine white Adidas Ultraboosts off his feet, and slipped it into his cock right as he exploded into orgasm, blasting his hot sticky load into his own new sneakers, just like he had done to her Pegasus just last week.
“Fuuuck Jess - why’d you do that?!?! those were brand new!”
“I could tell, professor, and I thought they deserved a little bit of your treatment. But now that you’re finished, let me help you out a little bit,” she said as she lifted his Adidas off his dick, wiped the leftover cum off him with the laces, and then slipped it back on his foot so he could feel his own cum between his toes.
“There you go, Mr. Smith. Now you get to enjoy it too. But I’m not done with you yet - not by a long shot. You talk a big game about how you fuck my little sneaker 10 times a night - let’s see if you can actually keep up.”
As Jess spoke she lifted her arms and removed her sports bra over her head, exposing her perky, 21-year old tits for him to admire. Then she grabbed his cock in her hands again, and started stroking it, hoping to bring it back to life.
“Come on, Mr. Smith. Not ready for round two yet? I think my sneakers and I deserve more from you. Do you have a favorite pair from my collection? I can go get them - I’ll leave them right here on the coffee table until I decide it’s time for you to fuck them for me,” she teased.
“You have a great pair of white and blue ON Cloud X - those may be my favorite,” he replied.
“Ohhhh, a good choice. I’ll go get them,” she said, and she disappeared into her closet to return moments later with her Cloud Xs, and her original white Cloudmonsters in hand.
She put them both down on the table, and immediately returned to stroking his cock, helping ensure he was ready for what she had planned next.
“Now Mr. Smith. I need you nice and hard for what I want to do next, can you do that for me?” she asked in a commanding tone. There was no denying that the tables had turned, and Jess was now in charge.
“Yes, I can do that. Bring your feet back up here and stroke me with those Brooks of yours again.”
“If you think that will help!” She laughed as she began rubbing her feet up and down his over 8 inche member. Even as she joked, he immediately perked up, a miniature flagpole materializing between his legs in only a few seconds.
“That’s much better, Mr. Smith. Now are you ready for round two?”
“Yesss Jess, let me fuck those new little Brooks on your feet, or those ONs on the table,” he moaned. Clearly he was more than ready.
“Not quite yet - you’ll see.” As she spoke she dropped her own shorts to the ground, exposing her tight, shaved pussy to Mr. Smith.
“First I need you to fuck me. It’s been a while since I’ve been on top,” she said as she straddled Mr. Smith on the couch, grabbed his dick and started rubbing the head of his penis against her clit, before slipping the whole thing inside of herself and starting to ride him.
“Yess Mr. Smith. You’re such a fucking hunk. Even before our agreement I always wanted to fuck you, you beautiful, chiseled man!”
“Ohhhh Jess yess, yessssss just like that. Yes fuck me jess - give me that tight little pussy of yours,” Mr. Smith moaned in return. “Fuck me good like this and I’ll give you a perfect grade, I’ll even delete the video from yesterday. Yesss Jess!” he howled. She could feel once again that he was about to cum, so this time she lifted herself off his cock, leaned back into her chair, put the soles of her Brooks together against his dick and returned to stroking his cock with her hands. As she did, he began to blow his massive, hot load straight into the air. It shot nearly a foot before falling down onto Jess’s hands and sneakers - covering them in his hot, sticky ooze.
As his orgasmic volcano came to and end, Jess wiped her hands off on Mr. Smith’s Adidas. She then sat back further in her chair, lifted her Brooks-clad feet to his face, and let Mr. Smith inhale the scent of his cum on her shoes.
“Now Mr. Smith. There’s one more thing you need to do for me before I’ll feel good about making a new arrangement. I want you to lick up all this cum of yours off my Brooks. Now if you do it, I’ll let you fuck both my pairs of ONs right here, and I’ll propose a new and improved arrangement for us. How’s that sound?”
Before he could answer, Jess moved her foot to merely an inch from Mr. Smith’s mouth. He locked eyes with Jess, as if to see if she was serious, before sticking out his tongue and slowly starting to lick his own load up. The more he ate, the faster he worked. It seems that Mr. Smith was acquiring an affinity for his own juice.
“Good work Mr. Smith. Now the other one too. We want to keep my shoes in pristine condition for you, now don’t we?”
He eagerly inhaled all the cum off her shoes, licking them clean to the point that you would never have known he had unleashed a torrent of semen onto them just moments ago.
“Good work, Mr. Smith. Now as promised, it’s time for you to fuck my ONs. So I need you to get yourself nice and hard for me. Can you do that?” Jess asked, a note of tease still in her voice.
“Yes Jess, absolutely. Just help me out. Either untie me so I can stroke myself off - or do it for me?” he asked, pleading for more.
She grabbed his cock in her hands, and began to stroke it for a third time.
“They say third time is the charm, Mr. Smith. will that be true today, too? Will you give me your biggest, hottest load in my white and blue Cloud Xs?”
“Yesss Jess. I just want to fuck all your hot little sneakers!”
“Good. Because here’s how our new deal is going to go. Firstly, you will not just pass me in stats - you’ll pass me with flying colors - a perfect score. Secondly, you will delete that video off your phone, and you will never treat me like that again. But thirdly - you will come over here every morning, and we will pick out a pair of my sneakers together for you to fuck. You will get to fuck them, and you will get to fuck me. Every day. Does that sound like a good deal to you, Mr. Smith?”
“Yess Jess, you have a deal. I think you’ve put forward a far superior proposition,” he said as she continued to stroke his growing cock.
“That’s what I was hoping you would say. Now it’s time - I want to see you fuck my ONs for me.” As she finished she reached above Mr. Smith’s head and untied his hands, before reaching over, grabbing her little white and blue Cloud Xs off the table, and placing them on his lap.
“Fuck these for me just like you did my Cloudmonsters the very first time. Fuck them good and hard and give them exactly what they deserve.”
He did as he was told, immediately slipping Jess’s cute little white and blue Cloud X onto his cock, and then proceeding to thrust his rock hard cock in and out, getting faster and faster as he went. There was no denying how hot it was - as she watched, Jess began to touch herself - sliding her fingers into her own dripping wet pussy.
She and Mr. Smith were finally on a level playing field, and she was getting to watch him dominate her shoes before blasting his hot load in them.
His breathing was becoming deeper, and more labored - it was clear he was already getting close. He slid down off the couch onto his knees, placing Jess’s sneaker on the edge of the coffee table as he continued to fuck it hard. Then finally he exploded into her shoe - blasting rope after rope of hot white cum into it. He pulled out and let the last few ropes shoot across the table onto her other cloud X and of course her original Cloudmonsters. They all deserved some attention.
“Very good, Mr. Smith. I’m glad we’ve come to a new understanding. I’ll take those now, thank you very much,” she said as she picked up her Cloud Xs, removed her brand new tan Brooks, and put on the freshly cum filled ONs. “That feels more like it.”
“Fuck Jess, that was incredible. You’ll absolutely pass my class if this continues.”
“You’re right, I will pass your class or that will be the last time your cock ever gets anywhere near my hot little sneakers again.”
Jess stood up, collected her various pairs of sneakers, and put them all on her bed.
“Now get up and get yourself dressed, but I want you sock less - I want you to feel your own cum between your toes for the rest of the day. Understood?” Jess asked.
“Yes of course - I can do that,” Mr. Smith said as he pulled his joggers up, and began to put his cum-filled Ultraboosts back on.
“Good. And I expect you to be back here the same time tomorrow morning for another round. I want more of my sneakers to feel the punishment of your cock, and I don’t want to have to go to the gym with dry feet.”
Mr. Smith stood, looked at Jess, and agreed that he would return in the morning. He gathered his things and made his way to the door.
As his hand rested on the doorhandle, Jess said “oh, and one more thing Mr. Smith.
If you tell anyone about our little arrangement, I can assure you that you won’t be a professor much longer. I filmed our entire encounter today, including you offering me a better grade in exchange for sexual favors - I can’t imagine the deans would like that very much. So I will delete my recording once I have proof you have deleted yours- then we can move forward with our new, more pleasant agreement.”
Mr. Smith immediately pulled his phone out of his pocket, and let Jess watch him delete the video from his phone and from his cloud backup - there was no more evidence of what he had done to her.
“Good, thank you. I’ll delete mine too, and I’ll look forward to having more of your cum in my shoes tomorrow, Mr. Smith,” jess said with a wink, before ushering him out into the hallway.
Once the door was closed Jess settled in on the couch with a smile. Just as she had planned, she was once again in control.
-
nikefan
- Posts: 301
- Joined: Wed Oct 27, 2010 9:35 am
Re: Jess’s story - a rewrite
Amazing write up!
-
heyheyhey55555
- Posts: 636
- Joined: Wed Feb 27, 2013 3:46 pm
Re: Jess’s story - a rewrite
Love to see some sambas og white with black stripes
-
mrkeyboardcommando
- Posts: 139
- Joined: Thu Aug 21, 2014 5:54 pm
Re: Jess’s story - a rewrite
Let him cum some birkenstocks or crocs ore something. Something more schoolshoeish
-
asicslover
- Posts: 301
- Joined: Sat Oct 20, 2012 6:47 pm
Re: Jess’s story - a rewrite
Update? New chapter?
-
americanguy
- Posts: 183
- Joined: Thu Sep 11, 2014 12:57 pm
- Location: United States
Re: Jess’s story - a rewrite
Hey all - sorry to disappear for a while - busy life. Would you all be interested in another chapter? What were your favorite parts so far? How about your favorite pairs that you want to see return?
Who is online
Users browsing this forum: presh and 14 guests