Bondage on a Plane (M/M)(1-3)

[jboot820]

M/M

First Flight…
We were friends although we'd never met in person. Friends as assigned by Webster's dictionary as: a person whom one knows and with whom one has a bond of mutual affection. Friends who talked. Friends who shared things about ourselves. Friends who had some laughs and some fun, but also gaps of time when we didn't talk that often. Friends before COVID, during COVID and after...whenever that happens! Friends who had seen each other's face, but only in a picture or on a computer. Friends who lived on opposite sides of the country and led very different lives, but somehow found things in common. We were 2 people who had made a connection.

We were friends...and now it was time to meet...in person. We had long talked about it, fantasized about it. But now it was real. The plane ticket was purchased, the suitcase was packed, this was happening. There were definitely some nerves, what if being together in person wasn't the same? What if we didn't have anything to talk about? To say the drive to the airport wasn't creating a knot in the pit of my stomach would be a lie. By the time I parked the car and got out to unload my suitcase I thought I might puke. But, why? This was a person with whom I'd shared many details of my life, and he shared of his. Personal details. He knew things about me not many others did. And he was kind. That mattered to me at my place in life. As I stood there in long term parking with my hand on the suitcase, I decided that this was going to be an amazing trip. We were going to have a great time. Confidence!

I started walking toward the building. I had been on many flights before and so it was nothing new to check in at the counter, go through the metal detector and find a comfy chair at the gate to wait for my flight to be called. My last text with my friend said he had a HUGE surprise for me so that only helped my attitude and confidence! After taking off my belt, jewelry, boots, coat, keys, etc... and putting them all back on, I proceeded down to the gate. As I rounded the corner, I immediately saw my surprise. He was there, standing behind the check in counter looking official and handsome. He was a flight attendant and my surprise was that he was working the flight to the west coast. I grinned from ear to ear, although you couldn't see it under my mask. Yep, COVID still had us wearing masks everywhere. I started walking toward the desk, but he caught my eye and shook his head left to right...no. I stopped. He was working with a passenger and there were other flight attendants nearby so maybe this wasn't the time for a "hey old friend I've never met" moment.

I found a seat near a corner because I like to observe humans. We are actually fascinating and amazing, and a little weird sometimes. More passengers came filing down the ramp toward the gate. Some were couples in love and sadly some were couples not in love. There were older & younger ones and even a few families with small children. I saw just about every different skin color you could imagine and all of them beautiful in their own way!

It was about 30 minutes before boarding and I was reading a book I'd grabbed on my way out the door. Nothing I was particularly interested in, but something to pass the time. From the corner of my eye, I registered another person coming down the ramp, but this had been happening for the last hour so I stopped looking up after a while. Something made me look up at this one.

Now, I do feel the need to pause here and explain why this guy caught my eye: I kind of have a thing for cowboys and their boots. Not a "they look cool" thing, more of a "HE's HOT & I LOVE HIS BOOTS & I WANT TO GET TO KNOW HIM BETTER" kinda thing! It started when I was young. I loved the feel of pulling on a pair of boots, it turned me on in a different way than other foot wear. I was a shy, introverted kid and they gave me a confidence & toughness that I needed. And when I saw other guys wearing them it made them 10X hotter in my opinion. The other big draw was the old Westerns where cowboys (always in boots) got tied up and bandana gagged...that sends me over the edge! I have had a few experiences with bondage in my life and in ALL of them I was wearing my boots!!

So, where was I, oh yes, the guy who caught my eye. He was older, maybe 10 years my senior. He had been in better shape, but still held that same confidence in his walk of a younger, more athletic guy. He was tall, over six feet. He was dressed in dark denim with tan cowboy boots. He had on a blazer that had pinstripes that I swear matched the boots exactly. Looked expensive. He wore a cowboy hat and carried a leather satchel. To top it all off there was a bandana like the old west cowboys wore sticking out of his breast pocket. Thankfully my mask caught all the drool. Since I was sitting in a corner, he didn't notice me so I got to enjoy him walk all the way to the counter, then find a seat a few rows away from me. At this point I had my ankle crossed over my knee so that my own boot shaft was showing (yes, I was wearing cowboy boots...keep up). He saw. His eyes smiled and he nodded. I nodded and smiled back. Then turned back to my book pretending to read again. I could sense that he turned to look at me at least 2-3 more times, which made me smile again.

A few minutes before boarding time an announcement was made for a passenger (ME) to come to the check in counter. Finally, I was going to get to meet my long-lost friend face to face. I walked confidently past the cowboy's seat toward the counter, maybe I added a little more swagger, maybe not. I walked up to the counter and said, "I'm (ME)". My new/old friend said, "sir, we have over booked coach and there is not a seat available for you at this time. I would like to offer you a seat in first class if that is acceptable?" Of course, I said yes. I've never flown first class. I asked if I was getting special treatment because of who I knew on the plane, to which he smiled and shrugged his shoulders. He handed me my new boarding pass and I returned to my seat.

Time to board. I had time to grab my bag & book, run to the restroom and give the big cowboy one more chance to look at me before they started calling rows to board the plane. I was beyond excited now, my nervous stomach long gone. This was going to be a great adventure AND I was starting it off in first class! By the time I got back from the restroom, cowboy was gone. No matter, I'd see him again when we deplaned on the west coast. I walked past my friend and didn't try to hide my excitement. I whispered, "thanks for my surprise". His eyes grinned and he said, "you're welcome, but that wasn't the only one"! As I walked up the jetway I was filled with curiosity. What could he have meant? Maybe there was more excitement in first class than I realized. As I turned onto the plane and headed into the first-class seating area, the first thing I noticed was that the seats were much more private. There were little frosted sliding doors that you could close and only see the silhouette of the people behind it. The aisle appeared wider too and the lighting was sedate, but bright enough to see the cabin. Why hadn't I flown first class before? The second thing I noticed was that Big Cowboy (BC from now on) was about 2 rows behind me on the opposite side of the aisle and he noticed my arrival with a wave. I did the head nod and found my seat. Thankfully I wasn't sharing with anyone so I took the window seat and put my bag and book on the seat beside me. Moments later, the cabin door was sealed and flight attendants were hurrying up and down the aisle preparing for takeoff. I didn't dare disrupt my friend while he worked, but I was curious about my other surprise.

[jboot820]

M/M

The Flight part 2
We had been in the air for about 2 hours. I had gotten a drink and a snack from my friend, but no chit chat. BC had walked by to the bathroom and smiled at me. I had learned that the lady in the seat one row up and across the aisle was going to the west coast to get a dog from some famous breeder. A bit too much information loudly shared with the flight-attendants OR a bit too much wine? The rest of the conversations in first class were pretty muted which made me happy. When and if my friend stopped by for a visit, I wouldn't want others overhearing what was said. I was casually staring out the window when BC went by again, but this time he stopped. "Howdy" he said. I responded a little less cowboy with a hello. He motioned toward my crossed, booted ankles and said "great looking boots, Lucchese?" They were, I noted surprisingly. How'd he know? He slightly pulled up one pant leg showing the gorgeous green and tan inlayed shaft of a beautiful boot and said, "mine too. Been wearing them my whole life!" "There's something powerful and sexy about a man who can wear boots", he said softly. I know I blushed under my mask as I nodded in agreement. We chatted for a bit longer about our love for boots and how many pair we owned (he beat me with 14 pair) until someone else needed to pass down the aisle. He said, "nice meeting you" and went back to his seat. I didn't even get his name!

After he left, I realized that there was no way I could concentrate on my book. We had several hours left in our flight so I decided to close my eyes and fantasize about being alone with my new friend and/or BC and what possibilities could arise! I drifted off with a huge grin. After a while I became aware of movement beside me and opened my eyes to see my favorite flight attendant grinning at me with his eyes! I couldn't help myself, I hugged him. "I'm so glad to finally meet you in person" I said. He squeezed me back and added, "it took forever, but definitely worth it!" I thanked him for my upgrade and how much I was enjoying the trip. He winked and noted, "I see you're making new friends!" I blushed for the second time. "I can't stay long", he said, "but I wanted to give you the rest of your surprise." "Knowing how much you enjoy being bound and gagged, I'm going to help you experience it in the air." I was confused. He continued, "in your seat pocket in front of you are several zip ties and 2 bandanas. Use the largest zip tie to bind your booted ankles together. Place one bandana balled up in your mouth, then tie the other around your head to keep it in. When you replace your mask no one will be able to see it." My eyes were bugging out, was he serious? He kept going. "Use one of the smaller zip ties to anchor your hand to the arm rest, then partially cover yourself with the blanket under the seat. That will be a signal to me to return and add the other zip tie securing your hand to the other armrest." "I'll close the partition so nobody will see or bother you." He patted my hand and gave me a 'trust me' wink. "When we get closer to landing, I have nail clippers to release you quickly before we disembark." "It will be such a rush...and prelude to what you'll get after we land!" He got up and left before I could protest.

I sat there for a few minutes asking myself, could I really do this? I did say this was going to be an amazing adventure! And with that, I began following his directions. Everything was where he said it would be. I started with the biggest zip tie around my ankles, pulling it snuggly, but leaving a little wiggle room (love the sound of squeaking leather). I removed my mask and balled up the first bandana, stuffing it fully into my mouth. Then I knotted the remaining one and tied it securely around my head, quickly replacing my mask in case anyone walked by and peaked over the divider. Finally, I removed the blanket from under my seat and spread it across the front of me, careful to cover my bound feet. I worked beneath the blanket to secure my right arm to the arm rest. I meant to leave it loose in case I got nervous and wanted to slip my hand out, but we hit turbulence at the most inopportune moment and it zipped tight! The other zip tie lay casually on top of my book in the seat beside me. Needless to say, in spite of being very nervous during this whole process, I was also VERY excited...as evidenced by the bulge in my jeans! It didn't take long for my friend to stop by, he leaned in and asked, "can I get you anything sir." I shook my head no as he slipped the other zip tie around my left wrist and secured it to the arm rest. He pulled the blanket over my shoulder and winked at me saying, "enjoy the rest of your flight ". Then promptly shut the screen leaving me completely bound and gagged!!

How exhilarating! To be securely tied with no possibility of escape, plus the rush of being accidentally caught. Then a moment of panic. Would they throw me off the plane? Arrest me? I couldn't let those thoughts in, I pushed that out of my mind and tried to enjoy my predicament. I wiggled my feet, nope, no escape there. Tried the wrists, nope, no release there either. The wadded-up bandana was soggy, but held securely by the knotted one...mmph was about all I could say. The only down side I found was the inability to rub my increasing hard on against anything or touch it myself. I'd just have to settle in and wait for the flight to end. Ahhh!

As I sat there reveling in my joyful situation, BC poked his head over the divider. "Looks like you might be trying to rest, apologies," he said. "I realize I never introduced myself, I'm Thomas Cabot the third". He slid the divider open and held out his hand. I looked back and forth between his eyes and his hand several time and tried to smile with my eyes. "Ooops", he started, "forgot that some folks don't shake hands because of this virus thing". "Sorry about that." I felt a sense of relief, until he asked another question. "So, what's your name cowboy?" What was I supposed to do...panic took over and I looked down at the blanket. When I looked back up at him, he was squinting his eyes at me. "You alright there?" He tilted his head and was looking at my neck, then he swiveled his head checking up and down the aisle. Satisfied nobody was coming he slipped into the seat next to mine, pushing my bag and book to the floor. Then he slid the divider closed and turned to face me with a huge grin in his face.

[jboot820]

M/M

The Flight part 3
He reached over and pulled the edge of my mask down a little to get a better look at the gag, then he replaced it. Next he lifted the edge of the blanket and saw my hands and bulge. Finally, he reached down and lifted the blanket covering my bound, booted feet. When he sat back up, he said, "looks like you've gotten yourself in a predicament, cowboy." "I didn't know they offered this kind of inflight services?" "Or maybe it's who you know?" I looked at him with pleading eyes, not sure if I was more scared that I'd been found out or worried he'd get me in trouble? He smiled and patted my bound wrist saying, "don't worry cowboy, I won't let your secret out". "I actually like my cowboy's roped and tied, makes for some fun times!" That was a relief. "So, since you aren't going anywhere and I'm not going anywhere, why don't we get better acquainted?" With that, he leaned in closer and slipped his arm under the blanket. He began rubbing my erection. "Mmmm, that's nice," he said in my ear. I could see that he was also sporting a hefty bulge...made me even more excited! "Let me tell you what I like to do with cowboys when they're all tied up and at my mercy..."

He began whispering in my ear, talking about roping cowboys on his ranch. Tying them to posts or fences or chairs, then working on making them scream with ecstasy. The whole time he’s rubbing and rubbing, but then suddenly he stops. I open my eyes and look at him. If possible, the grin has grown. “Let’s make this interesting,” he says. Then I feel him working the zipper of my jeans down. He removes my manhood. “Relax cowboy, I promise your gonna enjoy this!” He pulls his hand out from beneath the blanket and spits on it, generously. My eyes get as big as saucers when I realize what he's about to do! I grunt into my gag, I pull at the wrist and ankle restraints, but to no avail. He pushes his hand back under the blanket and wraps his giant fingers around my meat. He slowly begins to move it up and down. Applying slight pressure at first, but becoming more aggressive as he goes on. He whispers, "you can struggle, cowboy. It makes it more entertaining for me when you struggle". My fear of being caught came back, but it was overpowered by the thrill of living out this amazing fantasy. Fantasy won, I gave in and relaxed my muscles. I softly mmmph-ed into the gag while wiggling my arms and legs in mock struggle. He kept stroking, breathing into my ear, telling me how sexy I was, his tied-up cowboy. "You're not going to escape, your all mine. I'm gonna make you jump with joy hot stuff." I moaned softly. "That's right, enjoy it. Feel it. My strong hand going up and down. My muscular arm moving across your body and you can't get away. I'm going to finish this cowboy." He kept his hot breath right there on my neck, occasionally tickling me with his tongue. He slid his booted foot under the blanket and rubbed against my bound feet, making a soft, squeaky sound. All the while his grip getting tight, then loose, tight then loose. Sliding all the way down to my balls, then quickly back up to the very sensitive tip, before rushing back down again. The tongue. The boots. The grip. The gag & zip ties holding me tightly. And then, in a rush it happened, without warning I shot straight up into that blanket! Straining against my bonds, clamping my jaw tightly around the bandana. Inhaling and exhaling deeply as he stroked and stroked. It went from a mad rush of pleasure, to an exhaustive sigh of release, to a whimpering beg for mercy!

I'm not sure how long we sat there, but at some point, he began talking again. I didn't register it at first, but eventually heard him saying, "good cowboy, that was exhilarating". I turned and grinned at him. He wiped his hand on the underside of the blanket, then removed it. He sat up straighter and sighed. "Thank you, handsome," was all he said before getting up and leaving me alone. At this point I could've spent the rest of the flight reveling in my bondage afterglow...but I registered a change in the sounds the plane was making. Oh no, we're getting ready to land! Thankfully at that exact moment my friend stuck his head in and loudly asked if I could stow the blanket under my seat and return my chair to its upright position, all while quickly snipping the 3 zip ties to release me. As he turned to leave, he whispered, "I'm sorry I couldn't get here sooner, that cowboy stayed forever. You'll have to tell me all about that conversation later!" I nodded and mmmph-ed in agreement, although, I thought to myself, there wasn't much conversing going on! I removed the bandanas and wadded them up along with the zip ties in the very messy blanket and pushed it quickly under my seat. Landing was smooth and once we all clapped for the captain and flight crew, we began to deplane. My friend zipped by and whispered, "meet me at baggage claim on the lower level"...then he was gone toward the back of the plane. I stood up and looked directly at BC's empty seat. How had he gotten past me, and why didn't he say goodbye? I gathered my things, trusting that my friend would dispose of the evidence and moved into the line of ants marching down the gangway.

I followed the signs and found baggage claim pretty easily. Since I had my bag in hand, all I could do is watch the other passengers as their eyes danced along the belt searching for the one piece of luggage that belonged to them. At some point I became aware of a presence behind me and turned to find BC admiring my ass. "Young fella", he drawled, "you do know how to wear a pair of jeans!" I replied, "thank you Thomas. I'm (ME) by the way". "Pleasure to...ahem, get acquainted", he said. Then his eyes went to the floor and he shifted in his boots uncomfortably. I waited. "Cowboy, he began, "I want to thank you for making this a most memorable flight. And for reminding me how fun life can be if we all just live it like an adventure". He continued, "I had forgotten that and today you helped me reclaim it. You also got a rise in my Levi's which no one else has done in quite a while!" Then he placed his hand on my shoulder, looked right into my eyes and said, "thanks". I blushed and said he was welcome, I told him about how nervous I was coming here to meet a new friend and what an amazing adventure the trip had been for me. He pulled out a business card and handed it to me. "In case you, and your friend, want to have more adventures. Just give me a holler!" Then he turned and walked away.

It wasn't long before my friend arrived and we started walking toward his car. "We are going to have so much fun", he exclaimed! "I have plans for you cowboy." I grinned and put my arm on his shoulder. "I'm ready for anything", I said. This was already one of the biggest adventures of my life, and it was just getting started!

[Bootmark]

I am loving this. I always love a bound and booted cowboy! Great story.

[WhereAmI]

Sounds like a great Cumcation, every thing you ever dreamed of.

[Camguy2050]

@jboot820 this story is great so far and i am excited to read more

[Camguy2050]

@jboot820 just found the second part of the story it getting very exciting now

on another note you could have posted the second and 3rd posts as replies to your first chapter that way they would all stay together and be easier for us to read
if you need help to do this PM me and i will guide you through it

[Camguy2050]

@jboot820 fantastic story would love to read what the 2 friends get up to and if they take up BC's offer

[jboot820]

Sounds like a great Cumcation, every thing you ever dreamed of.

[jboot820]

Thanks Bootmark! Big fan of your stories as well - LOVE a booted and bound cowboy!

I am loving this. I always love a bound and booted cowboy! Great story.

[CowboyStud]

Will you continue? Please