I joined the mile high club on my way back from college… [M/F]

Tonight I’m flying from New York City to Dallas, Texas on the red eye. My flight leaves at 1 am and won’t arrive until 5 am… yay. I’m flying home for the break to meet my family. When I enrolled in college they told me that they would pay for all of my flights to come home and visit them. Though, they had conveniently left out the fact that all of my flights would take place while the sun wasn’t out. However, this time I’m glad they decided to be cheap…

I’m planning to sleep on this flight, just like I do on most others. At the moment, I’m sitting in the terminal, waiting for the flight to begin boarding, and people watching as I often do. I sit straight up in one of the seats with my earbuds in and just stare out into the crowds.

I see plenty of different people walking by, some old, some young, some tall, some short, some ugly, some pretty. A family walks by with their two young sons. The dad drags one along in each hand. The mom has an oversized purse, and I swear she’s carrying a live chihuahua in there. I wonder how she snuck it past security…

As I’m thinking that, a girl catches my eye. She’s far away, but my vision sinks into her as she moves forward. I can see that she is short, at least a head shorter than most of the other people around her. She is blonde with hair that runs in waves down to her chest. She’s wearing a gray cotton t-shirt that pulls against her as she walks, outlining her accented round breasts which firmly beat up and down with each step. She’s wearing some red athletic tights that make it obvious that she works out. The outline of her legs shine through the material, and her defined quads run up and form a perfect V shape at her crotch. This girl is hot. Her face is round and pudgy but still cute. I realize I’m staring and start looking at other people around.

More families walk by. Some in perfect order and some in complete chaos. Eventually my eyes scour the crowd again for this mysterious girl. By now, she could have walked by. Perhaps I can watch her leave. I glance around for the red leggings though and can’t find them in the crowd. I guess I missed her. That’s a shame, I think. I watch for some more people before dozing into a slight slumber.

I wake up to the flight lady calling for all remaining passengers to board. I realize that I’ve fallen asleep so I grab my things and rush into the tube that carries you to the plane. As I board, it doesn’t take me too long to see her. She’s sitting there on the plane with her small nose buried in her phone. She’s sitting in the middle of a row of three with an old man to one side of her. The other side holds an empty seat. I glance down and catch sight of the outline of her bra underneath the t-shirt. It’s cupped up, holding her breasts. I look back up, and she is looking at me. Uh oh. I look away. Now, I’m going to have to sit next to her this whole time. It’s going to be awkward no doubt. As I get to her row, with my eyes hovering away from her, I realize that my ticket isn’t actually for her row. It’s for the one behind her. I feel initial relief, but then I realize that I won’t get to sit next to the beautiful girl and my gut drops a little. I shuffle past her row and take my seat directly behind her. It’ll be alright. I can still see her red leggings and parts of her hair from between the gaps in the seats.

I fall asleep again, I know, bad habit. When I wake up this time I think I’m dreaming. I see her ass, in my face. The red leggings are pressed tight against her huge butt. The stretching of the material lends a little light to see the vague outline underneath of white panties that are stretched tight up into her crack. I can smell a slight hint of a mixture of musk and perfume. It smells like earthy vanilla. I rub my eyes. I feel her push against my knees.

A slight falsetto voice cuts through, “Excuse me.” Wait, I’m not dreaming. That’s actually her. Her ass is in my face. Oh wait, she’s trying to get by. I’m being an asshole right now. She’s trying to get by, and I’m blocking her way.

“I’m so sorry.” I stand up. It does not help. Her giant ass gets crammed against my front as I practically knock her knees out from under her. What did I just do? I can’t help but notice the soft mass against my crotch. She almost falls over but manages to stay standing by grabbing onto the seat in front of us. Now she’s bent over. This is so bad. My face turns red. So red. As red as her leggings. I start to stammer something, but instead just sit back down. She composes herself and edges past me. I’m looking the other way. I’m trying to think of what to say to make up for what just happened. To make things worse, I’m definitely getting a hard on right now. “Uhhh… that was my bad… I’m… uhh…sorry.” I’m not actually looking at her, just near her.

As she sits down, I hear a giggle and swear I hear her say under her breath, “All good it’s been a while since I’ve felt that.”

I look up at her. She’s smiling. “What’d you say?”

“I said you’re all good. It was my bad for walking by you without waking you up. I’m sorry, but I really needed a new seat.” She leans in close, and I catch the full force of the vanilla scent. She whispers into my ear. “That old guy up there really stinks.” She starts quietly laughing, causing her big breasts to bounce lightly.

“Ohh… haha… yeah I guess that would spoil it. Glad you found a new place I guess.” I’m still very conscientious about my growing problem down below and can’t really think of anything to say. “Uhhh… my name’s Chris.”

She sticks out her hand, “Jillian”. I shake it. Her hand is super soft, like weirdly soft. She must use extensive lotion or something. She’s still smiling and looks very cute. Her face bunches up and reveals the top row of her glistening white teeth. I also notice that she is wearing a thin golden chain around her neck.

“Huhhh… nice to meet you.”, I say. I am not good at talking to girls. I’ve only ever had one girlfriend. We dated for a few years in high school. We broke up when she cheated on me with some football player. Ever since then, I’ve sort of avoided the whole dating scene. I look away from her and relax into my seat. I don’t want to seem creepy or anything. I can just sleep away my awkwardness.

She cuts back in, “God, I hate airrrrplanes.” She draws out the “R” in her high voice with a slight southern accent that I hadn’t picked up on before. I look over, and she has her arms reached straight back above her head, stretching her back. Her back is arched causing her breasts to push out against the shirt even further. I swear I can see the outline of her nipples against her bra. Her shirt is pulled up too, revealing her toned tan belly. Her belly button looks painted onto the flat landscape. The arms on her t-shirt have fallen down and expose her shaved armpits. The scent of vanilla hits me in the face. She’s still looking forward but talking to me, “Don’t you just hate them? I mean they’re just so boring”

I can feel my face getting pink at the sight of the lovely girl beside me. Luckily there’s nobody in the seat besides me. I had the middle seat, in a row all to myself, before she sat down. I realize that she didn’t actually have to cross over me. She could have just sat in the aisle seat. Maybe, she just likes the window seat. My mind goes somewhere else though: maybe the accident wasn’t really an accident. There’s no way though. This girl is a straight ten out of ten. I’m not too shabby myself, curly brown hair, pretty tan. I’m pretty tall too. I work out sometimes, but I’m no bodybuilder. I mean I’ve been told I’m pretty good looking from time to time, but that’s about it. Girls don’t typically swoon over me. And God, she’s gorgeous. She’s muscular too. Her shoulders are visible right now, pulled back and defined as they run down into her thinner arms. There’s no way, right? I say, “Yeah, I don’t know. I usually just sleep on planes.”.

She finishes stretching and looks at me. “Ohhh that’s fun.” Then she winks at me. She just winked at me, that girl, the same girl that quite literally caught my eye from across an entire airport. My penis is as hard as rock right now. I can’t help it. She says, “Maybe I’ll sleep some too then if you don’t mind.” She bends down and pulls a small pillow out of her bag, exposing her ass as she does so, the very same one that was in my face mere seconds ago. It looks big and firm. The red tights do it justice too. I imagine touching it.

She comes up with a small pink portable pillow and pulls up the arm rest between us. She scrunches up her face and yawns before placing the pillow in my lap and laying the back of her head on my lap. “I hope this is okay. I have a hard time sleeping while sitting upright.” She is looking straight up at me from my lap.

The weight of her head on my cock feels amazing but doesn’t help lessen my boner, and I’m scared she might feel it if she moves around at all. She looks very comfortable where she is. From my angle, her gray t-shirt is pulled down slightly, and I can see the top of her smooth cleavage. I try to keep looking at her in the eyes. I stamor something, “Yeah, that’s good. I mean uhh you’re good. I mean yeah you can sleep there…”

“Okay, night night.” She closes her eyes, then takes her hands and places them underneath the pillow. One hand is facing up towards the pillow, holding her head. The other hand is facing down, towards me, towards my penis. It sort of cups it right now. I look down and her face hasn’t changed. Her eyes are closed and her breathing is regular as if she’s sleeping. I let out a soft breath. She tightens her hand, and I breathe harder. She slowly wraps her hand around the athletic fabric between her and my cock. I inhale. She begins to sway her hand up and down, and I almost leap from my seat at the pleasure. The warmth of her soft hand follows the line of my dick. Trying to be discreet, I start to press up into her hand. I move a few times before she stops rubbing.

Her eyes flutter open and stare straight up at me. She taunts me. “You woke me up silly.”

“Ohhh uhhh, I was uhh trying to make your flight less boring.” I attempt a smile. She laughs and her head bobs up and down. It feels amazing.

“Well, if that’s what you’re doing then you’re going to have to try a little harder. I’m still bored…” She closes her eyes again, and once again feigns sleep. This time my heart is racing as her hand falls under her pillow. She moves her small fingers underneath the fabric of my boxers. They inch forward, through the hairy mess down there. I feel the skin of her fingers meet my penis. The warmth radiates through my body, and I shiver.

I decide it’s time to make her flight less boring. That’s what she wanted anyways. I move my arm underneath the arch of her back and move my hand under the back of her shirt. Her skin is toasty and smooth. I scratch her back and see the corners of her mouth pull up into a smile. She grips my cock and gyrates her hand around. I try to stay restrained by tensing all the muscles in my body. It barely works. I move my hand towards her butt. I feel the static-like feel of the athletic leggings. I watch from above her. Her breasts are flowing up and down with her inhalations. My eyes move down to the V at the bottom of her torso. Her tights are riding up and creating a beautiful outline of the full features underneath. I feel her shift in my lap. She shifts towards me and I grab her ass. I pull one cheek away from the other and this time it’s her turn to let out a soft whimper. I imagine the cotton white panties pulling up and into her full lips. I look down and her eyes are open.

“Yesss.” That’s all she says before closing her eyes again, going back to “sleep”. I creep my hand into her pants and under her ass. She is still working my cock, back and forth, up and down. Her smooth hands might make me cum right here. I try to keep it under control as I reach my arm underneath her and pull down the tight red leggings. I reach inside her pants. She lifts up her ass and from inside her panties I rub the side of her leg. It is covered in fluids. I inch my fingers up until I can feel a radiating heat. She still pumps her hand underneath the pillow, but it has slowed in anticipation. I tease her. I ever so slightly touch the entrance to her hole. She whimpers and shudders simultaneously like a little doll. As soon as she stills, I thrust my finger into the gaping, warm, wet crevice and move my finger around in violent circles. Her eyes shoot open and she looks like she’s going to scream. Her boobs stretch against the t-shirt, and her nipples start to stick out through two layers of clothing. I’m fingering this beautiful girl from behind. I must be dreaming, but her grip on my penis reminds me that this is real.

She shoots up and my hand falls from her. “Bathroom time!” she says as she glances down to her torso. I look and see the smallest inklings of a stain forming at her crotch. God, she must be soaking. I did that. My penis arches at the release of pressure, forming a tent. “You’re welcome to join me in a minute if you need help with that.” She smiles and gestures towards my shorts. “When I swapped seats I saw that the flight attendant in the back of the plane was asleep. Give me two minutes and I’ll unlock the door. If you want to join me that is.”

I’m stunned. There’s no way she’s serious. I’ve heard of the “Mile High Club”, but I’ve never really believed it could happen. It always just seemed impossible to me, but this girl seems to have it figured out. Who am I to tell her no. “Uhhh yeah that sounds good. Really good. It sounds really good.” She stands up. This time when she creeps past me and bends over I can tell she is flaunting on purpose. I can clearly see her soaked panties through the stretched fabric as they sink into the crevice of her ass.

The next few minutes are some of the longest in my life. I glance back a few times just to make sure that the flight attendant is still asleep and to check if the “locked door” light is still on. On, what has to be the fifth time I check, I watch as it flickers from red to green. I guess that is my sign. It’s go-time. I stand and walk back to the restroom like a man on the way to his wedding. My heart is flitting and fluttering and skipping beats. This can’t be real. This can’t be real. I imagine her, naked, wet, sputtering, all for me. My cock arches up. I reach the door and knock with one knuckle. In her falsetto voice, I hear a very faint, “Come in.” I open the door a few inches and sneak in.

She is standing. From this perspective I’m at least a foot and a half taller than her. I forgot how short she is. Her huge boobs and ass stick out from her pudgy figure though. I look down past her golden necklace to her shirt. She’s fully dressed in her shirt and athletic leggings, but behind her I notice a pair of panties and a bra sat up on the tiny counter. The panties are inside out and a clear shine coats them. Her blonde hair shines in the artificial light and she looks up at me like a goddess. That’s the last I get to look at her before she shoves me against the door and locks it. She grabs me and pulls me towards her. The seat on the toilet is down and she sits. She pulls me down, and I kneel in front of her. Her perky nipples poke out through the t-shirt like a person standing on top of a hill. I look down and her leggings are doused. The drenched material lends a transparency that hints at the shaven pink lips below. I smell the stench of vanilla covering up the smell of the bathroom. I lean in for a kiss and her mouth rushes towards me with a ferocity. She embraces my mouth and our tongues dance. She tastes like a mixture of mint and strawberry ice cream. I bite her lip and she lets out a purr. I push my fingers against her hair and scalp and then pull back and forth. I’ve never felt a passion like this. I had sex a few times with my old girlfriend, but it usually went poorly. I’m ready for this.

I lift her shirt and expose her tits. They are as big as expected, circular and round, not droopy. They are pure white with small pink-brown caps that hold onto her overarching nipples. I tear her shirt off over her head and move down. I embrace her nipple with my tongue and a wave ripples through her body. I hear her say a name, not mine, out loud. I bat back and forth at the protruding nipple with my tongue. I imagine the electricity running through her body as I stimulate her. She must be ready to burst. I know I am. I look up at her face and her eyes are pathetically aimed down. Her face, once so innocent, now looks desperate for release as it flushes pink. She stares down at me and then bunches her eyes closed in pleasure as I press into her breast with my mouth. I give her nipple one last flick before backing away.

I stand. She still sits on the toilet seat and smiles up at me. Her breasts shine with my spit. Her thin necklace lingers around her bare neck. Her hair golden hair trickles down from her head as she looks up. She arches her eyebrows and makes a mock expression of surprise. I look down and her red tights are dark with moisture near her pussy.

She makes eye contact with me and then traces down my body with her eyes before stopping at my protruding bulge. Her eyes glaze over. She reaches forward with mania and rips down my shorts and boxers in one motion. They fall to my ankles. My dick is exposed to the damp air. It rises out pompously. It’s slightly above average, six inches or so. The size does not seem to bother her though as she grips the base with a hand and then opens her mouth and swallows it. She tightens her lips around my shaft and a warmth explodes throughout my body. Her mouth is moist and warm. I grab her blonde hair in my hands and pull against it for leverage. With her short figure, she suctions my dick with her mouth as I start to thrust back and forth. She moans, but the sound is swallowed by the task at hand. She bobs back and forth across the length of my manhood. Then, she looks straight up at me with her big round eyes. Fire runs through my veins at the sight of this innocent angelic woman sucking me. I almost cum right then and there but I manage to keep it together as I fuck her in the face. In long motions, she licks my cock while it is in her mouth and the slimy stimulation excites me further. Slowly, she withdraws, and a slick line of her saliva falls from between us.

The realization hits me. I’m about to have the best sex I’ve ever had. And it’s going to be on an airplane. I don’t ponder on this too long though. Instead, I grab her and pull her up to me. She lets me take control of her, like clay in my hands. The bathroom is designed for one person and is not very large. There’s barely enough room for the both of us. I drag her in close to me so that our feet our almost on top of each other. I flip her around so that her back is to me. I whisper, “I hope this isn’t too boring for you.” The only response I get is an incoherent soprano moan. Then, I push her over so that she is bending over, grabbing onto the top of the toilet where her panties and bra lay. I can clearly see the outline of everything beneath her thin tights. Her ass gets pushed up against my throbbing mass, and I have flashbacks to when I first did this in the seats, on accident. I had been ashamed then. Now I’m going to show her what happens next.

I tear down the leggings and expose her huge bouncy ass. I look forward and see her tits hanging down from her figure. From this perspective her giant butt splits and runs down, exposing a small tight hole. Below that, her pussy is shiny and pink. The hole is clearly visible. I reach my hand around her legs and below her waist and search for her clitoris. It’s bulging out so I find it with ease among her clean-shaven front. I run my finger over it and hear her utter a sound of approval. I start slow. And then faster, and faster. I flick up and down into the tight crevice of her opening until it sounds like she’s approaching climax. Her breath is quick and tight, causing her hanging boobs to bounce up and down. The earthly smell of vanilla mixed with must rushes into my nose. I stop all of my movements.

She says something very quietly, begging me. That’s all it takes. I shove my throbbing dick into her. A sharp squeal breaks from her lips. Her pussy is tight, and my cock is clamped from all sides by her pulsating vagina. Pleasure rushes into me from all sides and takes over. I start to thrust in and out of this beautiful girl. The friction spreads from my shaft like electricity and makes its way up my shimmering body. I’m so hard, and she is so soft. Her hole absorbs me while I continue to press in and out of her. She pushes her ass up and down against me. I hear her trying not to make loud noises, mostly unsuccessfully. She accelerates her motions and her ass cheeks start to bounce up and down as they clap against my crouch. My dick is going deep inside of her. When it momentarily withdraws it comes out slimy with her fluids before being engulfed again by the chasm of pleasure, over and over again. Her boobs dangle and flow back and forth with her movements. I grab one of her ass cheeks and squeeze tightly. She pushes against me forcefully and I’m quickly blinded by the desire to cum. I flex everything in me and try to hold back my load. I slap her ass, leaving a faint red hand mark. She goes wild. Gyrating against my shaft and leaving me defenseless. She twerks up and down against me and my heart skips a beat as my cock is overwhelmed by the pulsing warmth. I respond by thrusting quickly into her tight pink pussy. Back and forth, back and forth. Each thrust is a new wave of adrenaline that sinks into my system.

I hear her say something in a tight voice, “Fuck, I’m going to cum.” I shove myself deep inside of her. All of her muscles contract around my hard dick and completely envelop it. They pulse between tight and slow as I am hit with a blinding sensation. She lets out a loud, high-pitched, “Fuckkk” and I reach and press the toilet flush button to hide the sound. As the overwhelming noise of the vacuum release fills the tiny room I violently press myself into her twice more. I imagine her pitiful face, pressed together in orgasmic symphony. She is so small and innocent. But now she’s mine to take. As her plump ass sinks into my manhood again, this time, I don’t hold back. My seed drives through my long shaft and pumps itself into the deep recesses of her moist vagina. The lubricant from her pussy mixes with the sticky cum as I deliver load after load. I keep fucking her vigorously while I drop my hot semen into her moist pussy. I feel explosion after explosion of pure joy as I fuck this beautiful young woman. When I finally run out, I look down and see that she is completely collapsed against the toilet. I exit her and put my shorts back on. Just like that, it’s over. She doesn’t move, and I see a drop of my cum seep out of her.

Suddenly, I find myself reverting back to my socially awkward self. That didn’t take long. “Well, I uhh hope that made your flight a little less boring.” She sort of just lays there, so I don’t wait for a response. Instead, I crack open the door and creep out. I walk past the sleeping flight attendant and back to my seat. It’s time for a nap.

*If you enjoyed this story please consider supporting me at my Patreon (link in bio) where I post bi-weekly erotic short stories like this. With enough support I will be publishing a sequel exclusively for subscribers. I appreciate each and everyone of you and have an amazing rest of your day. Peace…*

Source: reddit.com/r/eroticliterature/comments/twamdu/i_joined_the_mile_high_club_on_my_way_back_from