Leather Road Trip – Part 03

By rts

Sitting wearing this chastity belt was not too comfortable. My cock was forced toward my crotch by the tight steel strap holding the access hole firmly around my butt hole then up my back to the belt. My piss-soaked leathers were squeaking as I squirmed around on the saddle trying to find a rideable position. The vibrations the road and the motor transferred to my caged cock, pressing down on the seat and constantly stimulating it. This was going to be a long, uncomfortable ride. I now realized that with my cock in this position I would have to drop my leathers and squat whenever I needed to piss or just let it go and continue to soak my leathers, adding to the rankness. With 2 days ride to my place, 2 days there and 2 days back to Smitty’s, I would remain locked in these miserable hides for another week, so continuing to piss in them would be impossible to endure.

As I rode the miles, slowly my discomfort increased, each bump agonizing to my poor balls held down tight toward my crotch by the chastity belt, and the strap through my ass didn’t feel too great either. It would be a long 6 days locked in it until I returned to my Sir’s shop.

I could make 200 or so miles before I needed to refuel, maybe 4 hours ride if I don’t stop. To remain on schedule I have to get to my place in 2 days, and I’ve been riding maybe 2 hours. The ride is getting more uncomfortable as my cock is responding to the vibrations, getting painfully tight in its metal tube. I need to piss. I hold out looking for a place to pull off the road so I can find some bush I could duck behind to be out of sight when I drop my leathers enough to squat.

I can feel I’m starting to dribble when I reach a wide gravel shoulder and get my bike off the road and parked. I hustle myself into some bushes, struggle a bit trying to undo and drop my britches and finally relieving myself, finally the first time in days not pissing myself in my leathers.

I could hear the sound of an approaching Harley, gearing down and stopping on the shoulder. As I now struggle to pull up my leathers, a voice shouts, “Are you ok boy?” Fuck! the voice is the Boss’s. I stumble out of the bushes, “OK here Boss I just needed to piss, what are you doing here?”

“Well, boy, I’m here to keep your trip interesting, just like on our road trip.” I climb on my bike. I’m pretty tired from lack of sleep, and very hungry. I need something to eat. Suck it up, boy, we stop when we get gas and that’s only a few more hours ride.”

When we finally reached a gas station I was hurting riding wearing this chastity belt was rough. I felt self-conscious walking into the station, the locks on my visible boot and wrist cuffs rattling as I entered, the male clerk giving me a smirky look, and Boss only permitting me to buy an energy drink. “No solid food for you today, must keep your A-hole clean for service tonight.” I drank it and then plenty of water, causing Boss to smile at me. “You know we are not stopping for a piss break until the next station.” I think it is smart to visit the rest room, so I went in and did my best to piss.

We had covered just over 200 miles in a little over 4 hours and had to go another 200 for today. “We will camp after the next gas stop. I’ve brought my handcuffs to help you set up the tent, I recall you seemed to enjoy that.”

Well after a grueling 4 hours and at the second gas stop I got a milkshake to ease my hunger, (still no solid food) and a chance to make use of the rest room. Boss managed to scarf down a couple of burgers while I watched. It’s been a long hot day and I am sweating. My butt is saddle sore, balls are hurting and I am exhausted. “Get moving, boy, we just covered 400 miles today with only 300 more to your place. We will find a spot to camp in the next few miles.”

We start the bikes, Boss leading as usual and after a few miles he slows down, turns off the main road onto what looks like an unused old dirt road. In a few hundred yards he turns into a small clearing surrounded by thick forest. We park the bikes and unload our bedrolls and the tent. “Come here, boy, and hold out your hands. You remember what’s coming.” I reluctantly submit as he takes the cuffs which he still wore on his belt when we first met and snaps them on my wrists just below my existing fetters. My arms now bound together in front of me, he gives me a shove. “Get busy, boy, and put up the tent. You remember how and the cuffs stay on all night.”

The small tent was a bitch to manage wearing cuffs. I was crawling around in the dirt, and it took a sweaty time to get it up. “Those leathers sure have had some pretty hard use, and looks like you’re in misery and enjoying it, you have only been in them for what 11 or 12 days and still have at least another week to enjoy them if you are lucky,” Boss says with a smirk. He walks over to me, looking hot in dusty tall biker boots and leathers. He unzips his fly pulls out his cock, ordering me to kneel in front of him. Placing his hands on the sides of my head, he forces it into my mouth. “Get busy, boy.” I work hard as his thrusting increases with each pump of his hips. He is grunting in rhythm and shouts out as he explodes. I keep working as his shouts become frantic and he pushes me away. “Good boy, now get the fuck up and find some firewood and move your ass now.”

“Yes, Boss,” I say as I head into the surrounding bushes searching the ground, picking up pieces of deadfall awkwardly hampered with my wrists cuffed, my chastity belt feeling confining as I stoop to pick them up. It takes a few trips, but I soon have a nice pile for a fire. I sit down now. I’ve worked up a sweat. It’s now late afternoon, the sun is close to setting. “Get off your ass and start on that fire boy, and get enough wood to keep it burning.” It sucks trying to do anything with these cuffs on and in this hot heavy gear. I get it going after the sun sets as the air cools down. Boss comes over and sits next to me, putting his arm over my shoulder pulling me close. “You’re in for an interesting future, boy. I’ve enjoyed the time we spent on that road trip, except for the moment you were an asshole and thought you were getting away topping me, but I had plenty of fun paying you back and setting you up to meet up with Smitty, and now you are his slave in training. I really enjoy seeing you locked day after day in your boots and leathers, the shine of newness worn away by dirt sweat and piss, knowing that you might never get out of them until you wear them out, a true ‘Leather Man-24/7,’ a boy’s wished-for dream.”

Boss hugs me tighter, reaching down, and unfastens my belt and opens my fly, rolling me over and pulling my leathers down, my bare butt now fully exposed. He unzips his fly, pulls out his fully erect cock, lubing it with his spit, mounting me and slowly presses it into my waiting butt hole. Grabbing hold of my metal collar, he pounds away slowly again and again while my confined cock painfully reacts in its chastity tube, then increasing the pace he roughly keeps humping till climax, remaining inside me then slowly pulling out. He rolls off and turns me on my back. Pre cum leaking from my locked cock, he slaps it hard and laughs. “Can’t get off in that thing. Cover up, boy.” He stands and helps me up, grabbing the back of my leathers, he yanks them up while I struggle to pull my open fly closed with my cuffed hands.

We sit together for an hour feeding the fire in the darkness. The air begins to smell of dampness as the first sprinkle of a light rain begins to dampen our leathers. “Time to hit the sack, boy, you need to get some sleep. There’s still a 300-mile ride ahead of us.” I throw the remaining wood on the fire. “Boss, please would you uncuff me now? It’s difficult to sleep with them on.” We stand and walk to the tent. Boss takes out his keys, and grabbing one arm he unlocks it quickly, pulling it behind my back and with his other hand he pulls my other arm behind me, cuffing both behind my back. “Remember when on our road trip you did this to me boy, well here’s your chance to know how it feels to spend a night this way. Enjoy it.”

Oh fuck, now I will be spending the night face down. “Please Boss I’m sorry for what I did to you then, I need to get some sleep. I haven’t slept in 2 days.”

“Tough shit, boy. If I hear another word form you, you will be hogtied for the night.”

The rain increases. We head to the tent. Boss stops by his cycle and removes a rain jacket from the saddle bags then enters the tent. I have to drop to my knees and awkwardly shuffle to enter. We lay down side-by-side on our bedrolls, in our leathers, both of us still booted, he on his back, me facedown. Boss lays his hand on my butt and falls asleep. I am not comfortable with my arms behind my back, but I manage to get some fitful sleep, enjoying the feel of his hand each time I wake.

It is still raining in the morning. I need to piss but with my hands bound and the rain falling there is no way I could leave the tent and drop my leathers to squat out there. Resigned, I just let it go, the warm fluid soaking my crotch.

Boss is now awake. He sits up gives me a strong slap on the butt, lifts my arms and unlocks the cuffs. “Well, boy, it’s going to be a wet ride today, wetter for you.” He laughs as he puts on the rain jacket over his leathers. “Let’s get packing, get this tent down and load the bikes.”

Out of the tent now and splashing in the puddles, I hustle to get the soggy mess down, folded and strapped to his bike. We mount up, me wet and muddy now, Boss looking a lot dryer in his rain jacket. Starting the bikes, we splash our way down the dirt road to head out on the main one. Our pace is slower in the rain, and it’s a longer ride to the next gas stop, another 200 miles. After about an hour, the rain lets up and the sky is clear ahead of us. The sun heats things up and we are picking up the pace. Boss pulls over and stops to take off his rain gear. The day is getting hotter and we need to get some food in us. We put on some more miles, the hot sun now drying our leathers and eventually pull in to a fast-food place. We ride up to the drive-in window, get our orders and park our cycles by the outdoor tables. I am grateful to avoid eating inside, self-conscious in the way I look and probably smell. Boss laughs, “You are embarrassed now but which of these three identities would you choose to have painted on the back of your jacket: OWNED, PRISONER, or ‘SLAVE? Smitty and I talked about this.”

This is an unexpected and disturbing surprise. My cock responds, but I don’t reply. I have to go inside to use the bathroom. It is just near the front door, so only a couple people give me a funny stare. Glad to be out of there and on the road, after the next gas stop we will push on to my place, completing these last 300 miles on schedule.

Finally arriving at the dingy trailer park where I rent a furnished older unit, Boss follows me inside. “What a hole, it matches the way you are looking now.” The first thing I want to do is get out of these leathers and boots, but locked in the gear that’s impossible for me, so I am resigned and frustrated as I watch Boss remove his boots and leathers and have a long shower. He comes out naked. “Boy, get your grotty self down on your knees and suck this dick, your beaten pathetic look turns me on.” I quickly obey, my filthy and sweaty leathers squeaking as I oblige him as he holds my head and pumps away for some time until he cums.

The next 2 days are spent shipping my personal gear, closing accounts and transferring things to Smitty’s place. Giving notice to the landlord (rent still paid for the month). Boss helping me out, while self-conscious me I hid my leathers under cargo pants and oversized hoodie. I’ve been in this gear so long I am used to it ,but still barely can tolerate it. I wish the hell I could at least take my boots off sometime or get out of the hides for a much-needed shower.

I have the next 2 days to get back to Smitty’s without penalty. I must only call him Sir from now on. Boss has been a great traveling buddy. I’m proud he uses me and lets me service him. He gets off seeing me trapped in my gear.

“Boy, get your faggot butt over here, on your knees and drop your leathers, you need another fucking.” I comply. Cock out and lubed in his full leathers, he walks over and begins to explore my ass with his fingers then gently pushes his cock in me and, with a slow rhythm, pumps away as he speaks. “Boy, you know I set you up for Smitty and you are now his slave. We have an agreement to occasionally share you for our mutual enjoyment, and we plan to take some bike trips together. We both get a kick out of keeping you in various forms of bondage, and you can look forward to it. In 2 days, you will be back with him in his service. If you are late arriving you will be disciplined.” Pumping away faster, his arms wrapped tight around me, he finally explodes and slows the rhythm and slowly pulls out.

“Well, boy, which of the three identities would you want painted on the back of your jacket?”

“Only my Sir is entitled to decide that at his pleasure,” I replied.

We left together the next morning. The weather was good and the 2-day ride uneventful, my chastity belt unbearable, my leathers rank with my sweat and piss. I was so happy again to see Sir and to get unlocked from my boots and leathers. Sir greeted me, hugging me tightly as we kissed and leading me into his shop, past that awful steel-doored confinement chamber to the opened front of a new metal cage.

“Get down on your knees, slave. Don’t speak, just crawl in.”

I dropped down as he shoved me forward, closing the barred door behind me and locking it. “Just the way I want you to spend your first night home.”

I lay there beaten in despair, tears filled my eyes, thinking is this my future.

Metal would like to thank the author, rts, for this story!

Click for previous part

Click to start at Part 1

See all the KinkMen male BDSM content here

One thought on “Leather Road Trip – Part 03”

  1. Finally, he’s been put in his place. No matter what’s painted on the back of his leather jacket, he is and will always be a slave. Perhaps the same word will soon be tattooed on his skin, why not on his forehead?

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.