Hi guys, this is my first story. I have never written anything like this before. I was really surprised it ended up a fairly long story as I didn't think I could do that. This story is one of my personal fantasies and reflects my fetish for boots and shoes, corporal punishment, domination and humiliation. I would really appreciate any feedback on " bootboybe@gmail.com "
My name is Kurt Fleming. I am a 40 year old sexually frustrated gay white male. I have always craved being dominated and humiliated especially by younger, more confident, cocky, stronger men. Due to my chronic shyness I have never been able to fully live out my fantasies except with escorts.
My best friend Nick is a straight guy who have known since grade school and used to be my next door neighbour. When we were kids we messed around with each other and he knows everything about me including all my kinks and fetishes. Even though we haven't messed around since high school he is so cool with my perversions and I can talk to him about anything.
Unbeknownst to me Nick had decided to give me the most amazing birthday present I could have ever imagined. He is an accountant and one of his clients is Antonio Fiorelli one of the biggest scariest gangsters in the country. This guy is involved in drugs, prostitution, human trafficking you name it. Nick has got him out of so many jams with the authorities he owes Nick big time. Nick called in the favour and got me a free ultimate sexual fantasy set up by Fiorelli's "sex consultant". This "sex consultant" makes any fantasy happen for the rich and powerful, no matter how perverted or sick, anything is possible. This service usually costs at least one hundred thousand dollars minimum per session. I had no idea what I was in for.
On my 40th birthday Nick gave me a birthday card with a calling card inside for Jack West - Ultimate Fantasy Realiser, with just a cell number on it. I asked him what it was. "Dude, this guy is going to make your wildest fantasy a reality. Remember how you told me your biggest fantasy was to be hazed and humiliated by a college football team". "of course I remember" I said. "But how can this guy make that happen, it's impossible". "oh he can make it happen, trust me, call this guy".
I didn't think much of it. I thought it was all a prank so I just left the card on my counter for over 2 weeks. One night when I was particularly horny I saw the card and I thought what the fuck I might as well call the number who knows it might be real. The call was answered on the second ring by a deep voiced man who said "I've been expecting your call Mr Fleming. I was getting worried you weren't going to make use of my services after all". I agreed to meet him the next day.
We met in a hotel suite in town. Jack was a well-built tall man exuding confidence. I would have been happy to be his bitch but that wasn't what I was there for. "I have been briefed on the rough scenario you are looking for Mr. Fleming" he said. "I have taken the liberty of putting together a short list of candidates for your football team who I think will meet your requirements. All these young men have been thoroughly vetted and tested to ensure they are capable and suitable for the session you require. All of these young men are 18 or 19 years old, we want to make sure you are dominated by teenagers to maximise your humiliation experience". He chuckled as he said that and my face turned red but my cock stiffened in my pants. "All of them are college athletes and fraternity members, well-built and muscular but not overly so. They are basically your typical clean-cut all-American frat boy jock look". My cock got even stiffer when he said that. "oh and all of them have at least size 12 feet. Nick made it very clear you have a big boot, shoe and sock fetish. We will make sure you experience some real jock foot stink" At that my cock got so hard it hurt and I shifted in my chair. I had to concentrate on unsexy thoughts to keep myself from cumming.
"How can you be sure they will be into a rough abuse and humiliation session like I am looking for Jack" I have had many bad experiences with escorts who aren"t really into it and you can definitely tell especially with straight guys". I said.
"Well Mr. Fleming don"t worry on that score. We are very experienced with this kind of thing. All the boys are thoroughly vetted as I said. All have been disciplined in high school or college for bullying or hazing which is how we first select and approach them. They are then interviewed and thoroughly questioned about their experiences. We only want bullies who engage in shall we say "homo-erotic" bullying even though they of course insist they are 100% straight. I can assure you all these boys get a kick out of humiliating, abusing and hurting other men. We also test each of them with one of our submissive boys so we can see them in action. You also don't have to worry about safety the whole experience will be monitored and we will not allow any real harm to come to you. You will of course experience pain and be left with bruising. In your case with your penchant for boot inflicted CBT I can guarantee your cock will be so sore you wont be jerking off for weeks. We made sure to test every single boy on his skill in crushing a mans cock and balls under his football cleats as part of our testing procedure". At that I couldn't hold back any more and my cock exploded in my pants and I let out a long moan. Jack burst out laughing and said "I can see we are on the right track Mr. Fleming you had better go to the bathroom and clean yourself up before we continue".
I couldn't believe this was actually happening. Could this be real? I sat down on the toilet for a few minutes and collected my thoughts before going back out to Jack. He handed over an ipad and asked me to scroll through a list of candidates for my "football team" and exclude any I thought were not my type. He had done his work well and every single one was gorgeous. They were all in shiny football pants and big black cleats with bare chests. All with cocky grins or mean looking smirks. Some had been pictured from underneath as if stomping down with their big cleats others were holding a frat paddle looking mean. My cock was painfully hard again even though I had just shot probably the biggest load of my life. Jack noticed and said "I take it they are to your liking?". "Oh yes Jack definitely" I said.
"Finally I need you to go through this list of likes and dislikes Mr. Fleming. We have pre filled based on the information Nick has provided us but please go through the list and think very carefully. For each activity mark either No, Try, Yes or MUST and an intensity level from 1 to 5 with 1 being very soft and 5 being full force no holds barred. Be careful with any 5's they will be applied with no mercy. We try to avoid the need for safe words to be used during the session but in the rare event you need it you will be able to use the red, yellow green method or shake your head left to right repeatedly to indicate if you are gagged. The whole thing is carefully choreographed and monitored. The boys have earpieces and our experts monitor your reactions to guide them so it is very unlikely that you will ever need to use your safeword. Also mark fetishes and comment on them if needed on the form"
I went through the list and was shocked at how well Nick knew me. Almost everything was already exactly as I would have entered it. I made sure CP was marked as a MUST with a level 4 intensity noting that canes should not be used but that wouldn't suit the scenario anyway. My favourite fetish of boot, shoe and sock worship including licking mud off them was entered as was my desire to have my cock and balls tortured by the boys cleats, boots and shoes. I noted that I was interested in footwear and toxic smelling socks but not bare feet.
Once I had completed the list Jack carefully looked through it and I noticed his bulge growing and a sadistic grin on his face. I blushed again. "OK Mr. Fleming I think we have enough to go on. I will contact you when everything is set up".
Two weeks of eager waiting and a lot of jerking off passed when my phone rang and I saw it was Jake. My cock jumped and I couldn't answer it quickly enough. "Hello" I said, the sexual desperation obvious in my voice. "Mr. Fleming we have your session set up for next weekend at the local college. The college is on break and we have ensured we will have the place to ourselves. The session will take place in the college's football locker room. You are not to cum from now until then Mr. Fleming am I clear?". "Yes Sir" I replied my natural submissive nature kicking in at his firm instruction. "Good I will text the exact time and location. See you then" and he hung up.
On the day of the session I hadn't been able to sleep the whole night before. I was so excited. It was so hard to stop myself from jerking off but I was determined to maximise the experience. When I got to the college Jack was waiting for me. He led me into the building to the locker room. The room smelt strongly of young male sweat and clothes, shoes and boots were lying all over the place spilling out of lockers. There was no sign of the boys. I was already rock hard. Jack said I was to take a minute to calm down and then when I was ready pick up a sock and a boot. I was to press the stinking sock to my nose and rub the boot on my crotch. The session would start then.
My heart was pounding like I don't think it ever had before. I was so nervous but also so excited. I had to sit down for a minute before I was ready. I picked up a pair of particularly nasty (formerly) white tube socks that I could smell from 2 yards away. They were truly rank. My cock started throbbing at the smell. Then I spotted a massive pair of spit shined combat boots standing neatly by a locker with a cammo uniform in it. Oh fuck I thought. They built in my ROTC bully fantasy in this scenario too" Fuck this is going to be awesome. The combat boots were huge, had to be a size 15 for sure. I remember there was only one guy on the ipad with size 15 feet and he was the hottest one in the pack. Very muscular, smooth chest, over 7 feet tall with a clean cut boy next door face and crew cut blond hair. A voice came through the speakers in the locker room, it was Jack. "we thought you would gravitate to those boots Kurt. They belong to the team quarterback a ROTC cadet and a real sadist. Pick them up get on the floor, sniff those socks and grind that big boot on your dick FAGGOT".
I obeyed got on the floor and pressed those foul smelling socks to my face huffing in the smell. I picked up the huge shiny combat boot in my other hand and ground it down on my cock pressing the sole down as hard as I could. Immediately I heard a loud noise. The unmistakeable sound of a lot of cleats running on concrete. Getting closer and closer. My heart was beating faster and faster as they got closer. "Dude! What the fuck are you doing with my combat boot" You sick fucking faggot are you humping the sole of my boot? What kind of a perverted worthless piece of shit would hump a fucking boot?. You messed with the wrong man's boot you fag. You are in for a world of pain".
I lifted the stinking socks from my face and looked up at the hottest sight I had ever seen in my life. Standing above me in full football uniform and cleats just as big as the combat boot I had pressed to my crotch was a true alpha male stud. If it wasn't for his youthful face, albeit with a sadistic smirk plastered on it, I would never have believed that this ultimate specimen of pure masculinity was only 19 years old. "Dude, he was sniffing my fucking stinking socks too! I haven't washed those in over a week, what a fucking sick faggot". It was only then that I noticed the other 9 young men flanking my tall alpha male God. They were all incredibly hot young alpha males in their own right and I couldn't believe I was now completely at their mercy (or lack of).
"Chad, we need to teach this fucker a lesson. You can't just let this faggot mess with your boots like that". So his name was Chad I thought. Figures every hot sadistic frat boy is always called Chad"
"You can count on it bro. This faggot is going to wish he was never born by the time we are through with him. Brody, Tyler, grab this faggot, strip him naked and tie him down to the bench. Good thing I have my frat paddle in my locker its time to teach this fag a lesson".
Two big strong young men grabbed me and dragged me over to the bench in the middle of the locker room. They were not gentle and tore the clothes off my body. They threw me down on the bench and one of the others passed them duct tape. They secured my legs, arms and chest so I couldn't move an inch. Chad strolled back from his locker slapping a big thick fraternity paddle in his hand grinning sadistically. I saw the bulge in his tight football pants growing with every slap of the paddle in his hand. When he got closer I saw the paddle had holes all along its surface. Fuck I was really going to feel that paddle.
Chad picked up his discarded size 15 combat boot off the floor and dropped it onto the bench directly in front of my face making a loud bang on the wood from the sheer weight of the big boot. He positioned the toe directly in front of my mouth. "So faggot you like my combat boots do you?". I didn't know if I was supposed to respond so kept my mouth shut. He stepped behind me and in the convenient mirror on the wall of the locker room I saw him rear his big muscular arm back over his shoulder and twist his whole body smashing the paddle on to my pristine white ass with so much force I thought I would fly across the room if I wasn't duct taped down. As I was trying to process the hellfire he had just unleashed on my ass he got right in my face and shouted "I asked you a fucking question FAGGOT! Do you like my big size 15 combat boots?". I shouted "Yes SIR! I LOVE your big combat boots! I worship your combat boots SIR!". "Sick fuck" he said. "OK lets explore this further faggot" he said as he swung the paddle around menacingly. "Why were you grinding my boot sole on your cock? Do you like big strong young men stepping on your fag dick or something?".
He had hit the nail on the head but even though this was all set up I was still too ashamed to say it like that so I hesitated. He stepped back swung the paddle over his shoulder and smashed it into my ass again. I screamed. These were the hardest swats I had ever had in my life. This young man was STRONG and did not hesitate to dish out pain. I learnt my lesson I would respond to him immediately from now on I promised myself.
"well faggot?" Chad said. "Yes Sir I really like much younger men stepping on my worthless faggot dick and balls. I love to feel the hard soles crushing my pathetic excuse for manhood Sir". The whole locker room erupted in laughter. The boys found this hilarious.
"OK faggot and what about our muddy cleats, you like them too? Wanna lick them clean for us?". I immediately responded as loud as I could "Yes Sir I LOVE mens cleats Sir. Please let me eat the mud off all your cleats until they sparkle?. "I think we can help you out with that faggot" he said with a chuckle. All the boys were standing around with smirks now.
Chad took off his top and bared his chest and the rest of the young men followed suit. I took the opportunity to get a good look at them. They all had such boyish innocent faces. They really did look like teenage boys. But they were all tall and really well built. There was no doubt they were men too. Every single one of them had a smooth muscular broad chest with a six or eight pack and big bulging biceps.
"But before we have some fun with you faggot there is the small matter of your lack of respect for my combat boots. You need to pay for that fag". "Yes Sir" I responded. "Please punish me as you see fit for my gross disrespect of your big godly combat boots Sir?". "Good start faggot. Seems like we are teaching you your place already. OK I am going to give you 20 swats with this paddle fag. Count out each one and thank me. Then give the toe of my boot there in front of you a nice big wet sloppy kiss and apologise to it for your lack of respect".
In the mirror (which I knew Jack had put there on purpose so I would be able to see everything the boys do to me very clearly) I saw Chad line up behind me pull back his arm and swing the paddle. It was a hard swat but nowhere near as hard as the first ones. It still hurt like a motherfucker. I stifled a scream and shouted "One thank you Sir!", I kissed his boot and tongued the toe and shouted "Chad's powerful boot I apologise for disrespecting you". All the guys laughed. Chad swung again and so it went until I had taken 20 hard swats and my ass was throbbing with the extreme pain. I couldn't believe a hot tall young college athlete less than half my age was paddling the shit out of me and making me kiss his boots. My cock was rock hard and throbbing despite the pain from the sheer sexual rush of all this humiliation and abuse.
"I think Tyler should get to paddle you too fag. You disrespected his stinking socks too. Here Ty" and he tossed Tyler the paddle. Tyler stepped up and picked up his rank socks. The guys stepped back from him and said "dude those socks are fucking rank. I can't believe this fag gets off on this shit". Tyler shoved the socks into Chad's boot and pressed the opening to my nose. I could just barely see past the boot shaft into the mirror. "hold up" Chad said. He picked up his other boot and stepped behind me holding on the boot heel and lining the sole up with my ass. He had the sexiest smile on his face as he indicated to the other guys to be quiet clearly not realising I could still see him. I knew he was going to whack my ass with the boot sole. "So you really love boots do you fag?" His smile getting bigger. "Yes Sir! I really love boots Sir!" I shouted. "How much do you love boots faggot?" he said. "I really really love boots Sir!" knowing what was coming and true enough he held the boot as high above his head as he could and twisted his whole body back. I could see the muscles in his body flex as he twisted back around and smashed the boot sole into my ass. I screamed at the top of my lungs as the sole left its impression in my already sore ass. All the guys laughed finding this hilarious. "We will cure him of his sick fetishes won't we boys" said Chad. "You're up Ty".
"I am sick of his screams Tyler said" and took the boot off my face. He picked one sock out of the boot and shoved it in my mouth duct taping it in. I could taste his foul foot sweat making me super horny again. Then he pressed the boot and the other sock back over my nose. "Give him 10 good ones Ty" Chad said. Tyler methodically smashed the paddle into my ass 10 times leaving time between each swat for my sobs to subside and to maximise the pain. These guys know what they are doing I thought. Where does Jack find these guys?
My ass was throbbing and numb. I don't think I had ever been paddled so hard in my life. I was still rock hard but I didn't know how much more of this I could take. The guys cut the duct tape off and made me get on my knees as the "team" surrounded me. "so you said you wanted to lick our cleats clean didn't you fag?" Chad said. "Yes Sir. It would be an honour to eat the mud off your cleats Sirs" I said. "damn right it would be an honour faggot" several of the guys replied. "OK faggot crawl from man to man kiss his cleats and beg him to let you lick his cleats clean". I crawled over to the boy nearest to me bent down and kissed first his right cleat and then his left and looked up into his young innocent looking face with a smirk on it and said "Please Sir will you let this worthless fag lick your godly big cleats clean for you Sir?". He reared back his right foot and kicked me hard directly in my balls with his cleat. I collapsed grabbing my balls and moaning in pain. I couldn't believe this 18 year old with the innocent boy next door face just booted me in the balls. They hurt so bad. "all right fag since you asked so nicely" he said.
I dragged myself back to my knees and crawled back to the cleat he had just kicked my balls with. I lowered my face and kissed it again silently thanking the manly cleat for giving me the pain I deserved. I saw it was caked in dried mud and stuck out my tongue running it along the leather. I had to wet the mud and then lick it up with long hard licks until the shiny leather came through. Once I had swallowed all the muck and both cleat tops were shiny I got up on my knees again and said "I am done Sir". He reared his right foot back and kicked me in the balls again, harder this time. I fell back grabbing my balls. He pressed his cleat down on my face pressing his weight into it. I thought he would crush my skull under his cleat. He shouted "what about my cleat soles you worthless fucking fag! Am I supposed to go around with muddy cleat soles?". "No Sir I am sorry Sir. Please forgive me I will lick the soles clean please Sir". "Trent get me my belt" he said. "On all fours fag. Stick your butt out". The guy who must be Trent came back with a wide heavy looking jeans belt and handed it over. He slammed the belt into my ass and said "nothing like the sound of leather on a naked fag's ass hey boys". "One thank you Sir!" I shouted. "takes me back to high school when I used to have a faggot slave to clean my cleats for me. He got a lot of beltings. Fuck I missed this". And he smashed the belt into my brutalised ass again laughing. "Two thank you Sir!" I shouted. He ended up giving me 30 lashes before Chad stopped him or he would have carried on. This innocent looking 18 year old was a real sadist. "Now lick my fucking cleat soles clean faggot or you"re getting more" he shouted. I crawled to his feet as fast as I could, lay on my back and pressed my tongue into his cleat sole as hard as I could trying to dislodge the mud. I had to use my teeth to get between the cleats while the young sadist laughed above me reminiscing with his buddies about their high school bullying experiences.
I then licked every single other young man"s cleats clean one by one. They all followed the first guys example and kicked me in the balls after I begged for permission to clean their cleats. None of them had cause to discipline me for poor cleat licking though.
Once I had cleaned all the cleats I saw that Chad had got into his full ROTC cammo uniform and laced up his huge size 15 shiny combat boots. He was like my biggest wet dream come true. A perfect specimen of masculinity and authority in that uniform and those boots. My cock was throbbing and painfully hard again. He noticed and laughed. "what a fucking fag you are" he said. "All right guys it's time to cure this fag of his dick trampling fetish. All of you put on your favourite footwear to crush fag's pathetic excuse for a dick with. We are going to leave some fucking boot prints on this fag's dick. He is never going to forget us or our boots and shoes that's for sure".
I watched them change their shoes. Some of them kept their cleats on figuring they would hurt the most. One other guy got dressed in full cammo uniform and combat boots as well although he didn't look quite as hot in it as Chad but that is a really high bar. One guy got into a dirty pair of work boots, One into Nike Air Force 1 high tops. I was really in for it. Jack wasn't kidding when he said my dick would be so sore I wouldn't jerk off for weeks.
"OK guys. Tie his legs and arms spread eagled to benches and lockers. I don't want him to be able to move an inch" Chad said. They really stretched my legs painfully wide. My dick and balls were fully exposed and completely vulnerable to the boys footwear. Damn and all of them are at least size 12 this was going to be so awesome and also so painful I thought but I was on a sexual high like never before. I wanted the pain and I wanted the humiliation. I shouted "Please trample and torture my worthless faggot dick and balls with your powerful boots and shoes Sirs! A fag like me doesn't deserve to feel pleasure through its dick Sirs. It needs only pain Sirs. Please don"t have mercy!". The boys laughed and lined up.
Chad strutted over with that cocky dominant sadistic smirk stomping his heavy combat boots down hard with each step. "Men, step onto the fag's balls with your heel like this" he said pressing the heel of his right size 15 combat boot onto my already swollen balls from all the cleat kicks. "Then step forward on to his pathetic excuse for a dick". And he stepped forward stepping full weight with the lug sole of his combat boot onto my rock-hard cock. The pain was intense but it felt so good and so right to have my manhood completely and utterly submit to the superiority of this powerful tall young man and his boots which symbolise his power over me.
"Then present your other boot to his face and make him kiss it and thank you" and he shoved his left boot into my face while still standing on my dick with his right boot. I kissed it reverently and licked the sole then shouted "Thank you for trampling this faggots dick with your powerful combat boot Sir!".
Chad stepped off me and Tyler took his place wearing his size 13 football cleats. He didn't just press his heel into my balls before stepping onto my dick he stomped it into my balls and stepped onto my dick. I screamed but couldn't do anything to protect or comfort my swollen balls. He shoved his other cleat into my face and said "Lick fag!". I kissed it while breathing in the intense foot stink leaking from his cleat and licked and thanked him for stomping my balls and trampling my worthless dick. "You"re welcome fag and he stomped his cleat onto my dick again"
Next was the guy wearing dirty work boots who followed Chad's example and stomped my balls. His boot sole had some kind of oil residue on it which I tasted as I licked it before thanking him for also trampling my dick.
Next were the Air Force 1 high tops also oozing foot stink. They were also big probably size 14s. He didn't stomp on my balls and even rubbed my dick a bit under his sneaker sole nearly causing me to cum before he stepped off after I thanked him.
Last was the other guy in combat boots. He gently nudged my swollen balls bouncing them on his shiny combat boot toe which in my horned up state and with my combat boot fetish felt amazing. Until he reared his foot back and kicked my balls hard with his combat boot. I screamed in pain while he laughed at the pain he had caused. He stomped his boot heel down before I had recovered from the kick eliciting another scream as he stepped forward onto my dick bouncing up and down to maximise the pain he was causing my dick with his beautiful masculine boot. He pressed the other boot into my face commanding me to kiss and lick which I did with gusto. He stayed on my dick for about 5 minutes making me lick his whole boot sole and switching boots before he got off. I relaxed thinking it was over while my dick throbbed from the pain, undoubtedly bruised with boot prints.
Chad stomped over again stomping his boots with every step until with his final step he stomped my dick causing another scream. "OK fag lets see if your pathetic dick still works. Guys everyone put a shoe on his chest". They all put a boot, cleat or sneaker on my chest. I couldn't believe I had 10 incredibly hot college boys with their shoes on my naked body. I immediately horned up again.
Chad started to gently rub my dick under the sole of his combat boot. "Show us how much you love my combat boots fag. I want to see some fag cum". I got closer and closer to cumming. Chad felt my dick pumping cum and gave a final hard rub and as I shot squirt after squirt after squirt of cum all over all these boys boots and shoes and even flying all the way to my face he booted my balls over and over three times as I kept shooting cum. I had never experienced such an intense orgasm. The combination of the pain of his boot, feeling the lugs pressing into my hard dick and then the kicks of his powerful boot to my balls and these ten hot sadistic innocent looking college boys standing over me with bare chests looking down on me naked and shooting my cum over their footwear with smirks on their faces was the most incredible high I have ever experienced.
As I came to from the biggest cum shot of my life they were untying me. I thought it was over but no. "Lick up all your cum off our shoes you fucking fag" Chad said. "Yes Sir thank you Sir" I replied crawling from young man to young man licking up every drop of cum off their beautiful smelly boots and shoes. Until I finally got to Chad's size 15 combat boots. I licked every inch of that shiny leather as he stood over me. "fuck off out of our locker room fag and don"t forget to show respect to mens footwear from now on bitch". He then booted my bruised ass over and over as I crawled out of the locker room until he literally kicked me out of the room and he slammed the door behind me.
Jake was waiting outside for me with a towel and some water. "Did you enjoy that Mr. Fleming. Was it everything you were hoping for?" he said. "That and so much more" I said. "I could never have imagined how intense that would be".
"Excellent. We aim to please Mr. Fleming. The whole session was recorded from multiple angles and will be made available to you via a download link sent to your email".
"Please let us know if we can assist you with any other fantasies Mr. Fleming" Jake said. "Well now that you ask, could you find a sadistic squad of young soldiers?" I said and instantly screamed as my bruised cock tried to get hard at the thought. "I think you might need some recovery time first Mr. Fleming" Jake said.