Airborne Tease

We enter the airplane and move towards the back, slowly finding our seats. My boyfriend Jax booked these seats, tucked away in the back corner. We're on our way to the Cayman Islands for our first vacation together. Our relationship is still fairly new, seeing each other for the last 6 months has been incredible. He makes me feel free to be my true self.

We get ourselves situated, and when I sit down I immediately feel my plug dive deeper inside. Jax had me put it in after going through security. They did stop us and open up our bag to make sure it wasnt anything bad, and Jax explained that its my butt plug that I wear every day. How I just can't go without it but thanked them for their diligence in keeping us safe.

Thankfully now we're sitting alone, but there is a young man across the aisle, probably a business type. I look at my boyfriend with need and he only smiles at me and laces his fingers through mine. It's time to take off. He caresses my hand while the rumble of the plane hits me like a truck. "Please baby?" I whisper in his ear and he looks at me, effectively silencing my pleas. Once we level out, he wraps his arm around behind me, kissing the side of my head and snaking his hand behind my back, and down my pants. I'm not wearing my briefs today, so there's not much in the way. First he grips my ass, moving his hand closer to my hole. My asshole twitched and the plug moves with it. He puts more pressure on my plug, and just keeps his hand there, gently pumping it in and out of my hole. Every time he moves it, I feel my hole expanding and stretching out, and then it sits inside me reminding me how much more full I want to be.

Fuck, it's getting so hard to stay like this. "Is your little penis getting hard in there baby? I think you like it when I fuck you like this." He whispers to me. "I wish I could take it out and show everyone your little dick". I look down and all I see is the smallest little tent. It is visible, but only enough to see how small I am. "Or maybe you wish they could see? I think you might need some help" he says to me, while I look down at his shorts where he's starting to thicken.

I can't keep my eyes off it and that makes him grow even faster. It's strong and thick, so long the head is coming out of his shorts. He moves his arm from my ass, grabs his cock so it's across his leg, pushed forward by his thick thighs. The way it drapes across his leg is so hot and I just want to take it deep down my throat. It's too big, it would be too obvious to take it out now.

"He wants you too baby, but it's time to focus on you."

He pulls his tray down, effectively covering himself to anybody looking overhead, while my little hard on remains exposed. After sitting in this tension, eventually a flight attendant walks by, looking down at my little bulge. Her eyes are focused on my lap, shifting back to him and then sneaking glances while he explains. "I'm sorry ma'am but I kept my boyfriend up late last night and he really needs to get some sleep. Do you have a spare pillow and blanket?" She looks shocked but nods her head and brings back a new pillow and a light blue blanket. He drapes it around my waist and tells me to get some rest. I opted for his shoulder instead of the pillow, and he puts his hand instead on my leg, caressing the inside of my leg while my penis throbs inside. I'm covered now, and with each movement he pulls my shorts up until I'm free, but under the blanket. He carefully rides the side of my short up so it's between my butt cheeks, effectively giving me a partial wedgie. keeping the plug held firmly inside and my little dick out. The blanket is soft as it rubs against my penis, while the pressure on my hole stretches me out.

After that he holds my shaft and balls together, everything fitting very easily in his hand. He squeezes me every so often, but over time I drift off to sleep.

In my dreams I see him jerking me off, fast but short pumps. The young business man from across the aisle is there, and he loosens a navy blue tie, unzips his trousers fishing out a massive cock. While he strokes himself, Jax starts talking to him. He describes my little penis and how it feels to stroke something so small, how much bigger he is and that bottoming is the only option for me. The man stands and walks over to me, using his free hand to brush his dark hair from his face and scratch his stubble. "Do you like my big cock baby boy?" I nod my head and he shoves his cock so far down my throat that the room starts spinning. He keeps me pinned there, forced to breath through my nose while his cock is balls deep down my throat. He takes out his phone and starts recording my penis being pumped by Jax, I shoot my load while he catches it in his hand and rubs it all over Jax's hairy pecs, saving one last drop to tussle into my hair. "I'm gonna show this to all my friends, such a cute little penis deserves some attention". I feel like such a slut, wanting everyone to see my penis getting worked on.

I wake to feel a tickle on my asshole while my body warms up, and my eyes jolt open to see Jax putting his phone away. Inside the plug I'm wearing, there is a vibrator that he can set up a program for on his phone. My dick is raging hard at this point, and there's a damp spot on my blanket where the tip of my dick peeked out from under his hand. He dips his finger to the head of my penis, using my precum to tease me all around my head. With my little dick unsheathed from his hand, I'm sticking straight up. Without the weight of a large cock that's the only direction I can go. He reminds me to control myself, or I'll make a mess.. more of a mess anyways. I nuzzle further into him while he teases me with the tips of his fingers. It's driving me wild, making my penis drip and get smeared with my precum.

My arm is interlocked with his, holding tight to his bicep while he brings me right to the edge before stopping. I swear my penis was crying from the loss of heat, I felt a huge pressure as I felt myself about to bust, but I wasn't able to. My plug is still running, going on high settings and then stopping completely, making me desperate for more, but never enough to push me over. He let me calm down a little before getting out some menthol activated stimulation salve, he only needed a small amount and rubbed that on my head and shaft. It felt so good, until the burn of the cool menthol took effect. He took out some mesh shorts, asked well as a pretty bulky cock cage and asked me to change into them. "If I stand everyone will see". "I don't think they'll mind", he replied. "But if you're worried then you could always change here."

Fuck. Neither option was good, but I decided to change in my seat since a had a large man next to me. As I took my little hard dick out, the business man nearby glanced over, down at my penis and then winked at me while Jax distracted me with a deep kiss. "I'll be right back, gotta piss" he said and got up to go into the bathroom right behind us. What?? Now I'm totally exposed with a stranger watching me. I strained to get the cage on after all of that, but eventually I got it to fit. My bulge was really obvious now, the cage making it bigger with the plastic bars across it. When he got back he air dropped a video, of him stroking his thick cock in the bathroom while pissing. My penis strained inside the cage while I imagined dropping to my knees and sucking every leftover drop. "I want you to watch that for the rest of the flight, that's what I'm going to give you in the airport bathroom when our plane lands." I squirmed in my seat the rest of the flight while I watched that video over ans over, hypnotized by its sway.

On our way out the door, I walked down the aisle as my caged bulge was out for everyone to see. Jax had removed the inner lining, so you could see every part of me without being criminally indecent. The man pulled us aside, letting us know he enjoyed the show. My face turned bright red as he looked in my eyes and then down at my bulge sticking out. He slipped his hands down my pants, squeezed my balls and then handed his phone number to Jax, saying he would love to see my little cock on display anytime.