Miles High
Jeffrey clutched his ticket in sweaty palms. He didn’t like flying. Whenever he had a choice, he took a train, or a bus. This was a transcontinental flight on a DC-10 from Los Angeles to New York. He could choose between three days of solid discomfort or six hours of terror…each way. But the meeting was tomorrow, so he really had no choice.
Jeffrey ducked into the restroom for a quick pee before the boarding began. He groaned when he saw the urinal, a single trough. He hated other men looking at his depressingly tiny penis. He scanned the stalls to see if a private toilet was available; all full. His short pause caused a gentleman to bump into him.
“Ey, are you going or not”?
Jeffrey turned to face his antagonist, and almost wet himself on the spot. It was Ashe D’Estende, the straight porn star. The star saw the flash of recognition in Jeffrey’s eyes and grinned.
Jeffrey turned red. He stepped forward to the trough and removed his tiny wiener. Ashe appeared beside him. He saw the tiny manhood and whistled.
“That sucks, man.”
Jeffrey couldn’t believe this blockhead. He also couldn’t stop staring as the oaf peeled his skin tight polyester pants from his thighs in order to extract his legendary dong. It flopped like a dead snake out of his trousers. It was so long, the head crash landed in the river of urine below. Ashe cursed and lifted the monster out of the trough.
Jeffrey whistled.
“That sucks, man.”
Ashe chuckled as the stream of urine trickling from his urethra became a rushing rapids. Jeffrey was so piss shy, he started to put it away.
“Where you going? Let’s cross swords.”
Ashe had an easy comfort with his body; it was contagious. Jeff relaxed and let the stream of urine flow from his little penis. Ashe swatted his stream of urine so it collided with Jeffrey’s. Jeffrey swatted back, causing droplets to splatter the wall above the trough.
“Nice! You win.”
“I win? That’s a first.”
Jeffrey’s self-loathing colored his speech.
The loudspeaker announced the boarding of flight 1480 from Los Angeles to New York.
Both men put away their respective manhoods and left the restroom.
Jeffrey was not a virgin, but he had a hard time connecting with men. His small penis shame was a constant drum in his ears while he talked to guys. They sensed his fear and avoided him. It landed him on an analyst’s couch for years.
Jeffrey gained most of his sexual gratification in erotic cinemas like the Pussycat on Western Avenue. He would sit on an empty row and masturbate to adult movies. It was not sex, but it was easier than dealing with potential humiliation in the bedroom.
Jeffrey’s surrogate sex life was the reason he recognized Ashe D’Estende. He was a French Canadian who came to Los Angeles seeking stardom, and his dick made him famous. It was far and away the biggest hard cock Jeffrey had ever seen. Soft, it was enormous. Rumors surrounding his legendary member were whispered in soft tones at the theaters. Several stars refused to work with him because he preferred anal. The women didn’t have the guts to take the legend.
Thinking about Ashe took his mind off the upcoming flight. The gate agent took his ticket and sent him down the long covered walkway to the jumbo jet. Jeffrey liked the covered walkway. The last time he had flown, he was forced to walk on a noisy tarmac as planes roared down the runway nearby. This quiet, climate-controlled hallway was a great improvement. When he stepped into the plane, he was astonished by its size. How could such a massive object ever get airborne? He had requested an aisle seat, hoping it would keep him from seeing the plane leave the ground. When he found his seat, it was occupied. By Ashe.
“Uh, I think this is my seat.”
Ashe grinned. He took his ticket stub out and compared.
“Nope. Lucky, you got the window.”
“Damn. Do you want to switch”?
“Hell yeah.”
Ashe undid the seatbelt and adjusted his huge soft cock so he wouldn’t sit on it when sliding across. It snaked its way down his trouser leg towards his knee. While scooting, Ashe held the monstrosity with both hands to keep it from slipping under his thigh.
Jeffrey watched in envy and fascination. His mouth hung open. He felt faint. Seeing Ashe pissing was not even as interesting as watching him struggle with simple movement.
“Fucking huge, right”? Ashe grabbed a portion of his long meat and shook it for Jeffrey’s benefit.
“Y-yes, sir.” Jeffrey didn’t know why he said that. Ashe made him want to submit.
Ashe’s eyes sparkled. “Sir? Quel surprise.” The Québécois revealed his origins with his accent.
Jeffrey sat beside him. He leaned forward to put his knapsack under the seat, and caught Ashe staring at his ass.
Ashe sucked air through his teeth. “Bel cul, mon frere.”
A rush of erotic pleasure surged through him. The biggest cock in porn was complimenting his ass.
The stewardess was demonstrating the seatbelt and the flotation device. Jeffrey looked at the placard studiously, prepared for the inevitable crash landing over water. Ashe watched as thin beads of sweat rolled down Jeffrey’s face and splashed on the card.
“Eh, mon ami, are you frightened”?
Jeffrey nodded.
“I will help you. You must be distracted.”
As the plane backed out of the gate, Ashe put his big meaty hand down the back of Jeffrey’s pants and fingered his asshole. He leaned in and whispered, “Once we are in the sky, I will take you to heaven.”
The plane gathered speed on the runway. Jeffrey cried out as Ashe put one, then two fingers in his ass. The plane lifted off; Ashe slipped a third huge finger into Jeffrey’s hole.
Ashe stretched and fingered him until the no smoking sign turned off. By the time the stewardess walked past, Ashe was sniffing his fingers and smiling at his astonished seat mate.
“No smoking sign is off. Meet me in the back.” He pulled a joint out of his shirt pocket and winked. He climbed over Jeffrey, making sure to rub his crotch in the man’s face.
Jeffrey couldn’t process everything that was happening to him. He was airborne flying over some shitty suburb and the hottest man in porn was waiting to get stoned with him. And he was too turned on to be scared.
Jeffrey undid his buckle and walked through the smoke cloud at the back of the plane until he reached the restrooms. All the stewardesses were busy preparing food at the front of the plane. Ashe stood just inside a restroom, beckoning him. He stepped in and Ashe locked them in.
Ashe fired up the joint and passed it to Jeffrey.
Jeffrey coughed and laughed as they finished the joint together. Ashe flushed the toilet to change the air in the tiny room. He smiled at Jeffrey.
“You have a beautiful tiny penis.”
Jeffrey reddened.
“No, no mon ami, it is a compliment.”
“In what world is that a compliment”?
“I like to fuck handsome men but only if they have itty bitty penises.”
“I would have thought you preferred big guys, like the ones you work with.”
“I am not a narcissist. My huge cock is beautiful, eh, but it needs not see its reflection, yes”?
His French Canadian accent was unattractive but sexy nonetheless.
“I don’t understand.”
“Let me show you.” Ashe planted his lips on Jeffrey’s and filled his mouth with thick tongue. The passion, fueled by weed and high altitude, drove the men wild. Jeffrey tore at the pearl snaps of Ashe’s cowboy shirt. Ashe removed the young man’s trousers in one swift motion. He unzipped and extracted his rapidly growing member from his double-knit trousers. He applied airline lotion liberally to his cock and Jeffrey’s asshole. The three fingers found their way in. Ashe had been fucking ass on camera for five years. He was an expert. Jeffrey moaned as his rectum loosened under the digital assault. He had never been with a masculine man. His dates were usually very feminine, and always disappointed in Jeffrey’s little unit. Ashe used his free hand to wiggle Jeffrey’s scrotum and penis like it was a pussy. He felt like a woman; it was a huge relief. He didn’t want to be a man with Ashe; he wanted to be a lady under his command. He knew he was about to be anally massacred, but he welcomed it.
The tiny restroom could not accommodate Ashe’s manhood. He had to point it skyward to allow it to grow to its full length. Jeffrey felt the head slither up his back as it grew to its full length. He gasped when Ashe lifted him aloft as if he were a piece of carry on luggage.
The lotion-slick head found its way easily into the finger-stretched hole. Ashe was tapered; his cock grew thicker towards the base. Jeffrey could handle the first few inches, but the last few were going to be murder. Ashe knew his body well, having stretched hundreds of asses on film. He nibbled on Jeffrey’s earlobe to distract him from the blinding pain to come.
Jeffrey was confused. Ashe is supposedly straight, yet he wanted to fuck Jeffrey because he has a teeny weenie peenie. He wanted to spend more time analyzing the strange psychology, but his ass was screaming. Ashe was halfway in, and he was already at the end of the rectum. But then Ashe did something magic. He turned a corner and continued up Jeffrey’s poop chute. It was blissful and intensely painful in equal measure. He whimpered.
“Sh-shh-shhh. Mon ami, you will soon feel only pleasure.” Ashe caressed Jeffrey’s small genitals. He rubbed the little head until clear juice dribbled from the tip. Ashe licked the nectar from his fingers. “Ohh, man, you taste sweeter than pussy.”
Jeffrey could not hear the compliment. His anus was a flood of searing hot pain. Ashe was now two-thirds of the way into Jeffrey. His massive cock was moving deeper into the sigmoid colon.
Ashe was big around as a summer sausage near the tip, but he was thick as a wine bottle at the base. As he continued to lower Jeffrey onto his meat, the young man’s rectum stretched beyond the limits of his imagination. Ashe was careful to lift Jeffrey up at intervals, to give his tight hole a chance to relax and recover. Then he would lower him further than before. All the while, Ashe peppered him with kisses and whispered encouragement in his ear.
“Yes, you are doing it. You feel so good on my cock. You are a beautiful man.”
Jeffrey winced and groaned. “You’re going to split me in two.”
“Relax, I am an expert. There will be no blood. Only deep satisfaction.”
Jeffrey grew faint as the full realization of his conquest washed over him. Ashe had fully made a woman out of him. The gentle stroking on his genitals felt like he had grown a pussy and Ashe was fingering him. Three-fourths of the way in, Ashe was forcing juice from Jeffrey’s prostate.
The porn star cupped his meaty paw and caught the clear ejaculate. He sampled it, then held it to Jeffrey’s mouth. He slurped his own pre-cum. It was delicious.
Ashe used the momentary distraction as a cover for his final thrust. He was balls deep in his seat mate.
Jeffrey’s feet were back on the ground. He stood yoked ass-to-hip with the huge dick wedged fully inside his anal canal. He was invaded, conquered by this heterosexual porn star. He was a woman, with a drippy clit.
“Are you ready for it”?
Jeffrey nodded, unsure what ‘it’ might be.
Ashe pulled back as far as he could and rammed his meat hard into Jeffrey’s ass. He quickly withdrew as far as the tiny cabin allowed, and pounded again, faster. In seconds, he was fucking like a jackrabbit.
“Oh fuck! Oh god!”
Ashe smiled, “It’s good, n’est-ce pas”?
“Oh Jesus. Oh Lord. It’s…unhhh.” Jeffrey lost his faculties of speech. He could only respond in moans, groans and squeals of pleasure.
Ashe rutted his prey, dominating him, emptying and filling him with his huge porn star dick. He loved nothing more than making a woman out of a man. He wanted this man ever since he saw his small perfect cock at the urinal. He was straight on camera, but men with little dicks were his weakness.
Despite the confines of the cramped cabin, Ashe lifted Jeffrey and rotated him, so his ass was on the counter, facing his anal invader. Jeffrey wrapped his legs around his intruder’s waist. Ashe put Jeffrey’s little cock in his mouth. He sucked and swallowed the pussy juice that oozed out with each violent thrust.
Jeffrey discovered Ashe’s short circuit; he twisted his nipples.
“No, you will make me cum.”
Jeffrey let his hands explore the round globes that formed Ashe’s dimpled buttocks. They were lightly furry. Each thrust caused them to tighten. He put a finger between them, feeling the squeeze. He let the finger wander down to the puckered hole.
Ashe grabbed his wrist.
“The last thing that went in there was cut off. I am the man, you are my woman.”
Jeffrey nodded. Ashe kissed him to ease the tension. “You may rub my butt, that feels good.”
Jeffrey concentrated on Ashe’s butt cheeks and powerful hamstrings whose strength drove his massive member so hard into him. The unbearable pain had completely vanished. Each violent thrust of Ashe’s elephantine dick brought only intense orgasmic trembling. Jeffrey’s legs were shaking involuntarily. Ashe kissed his inner thighs and held his knees to calm him. Jeffrey saw stars. Pleasure washed over him in wave after wave. He had never felt this before. What was it?
“I made your ass have orgasms, eh”? Ashe wore a triumphant smile. “I can make it happen again and again.”
He was right. Over the next five minutes, Jeffrey was reduced to a trembling heap of flesh. He melted into a warm buttery sea of anal orgasms. Ashe didn’t stop. He lived to see that look of unrestrained ecstasy on his sex partner’s face. Women were so easy. Only a few men could have multiple anal orgasms; Ashe had found one. He pounded and pounded until Jeffrey slipped into a trance. He lost control of his bladder, and piss poured out. Luckily, it ran into the sink.
“I fucked the piss out of you.”
Jeffrey’s head lolled. He looked like a junkie after a fix. The giant member in his anus was going to make him faint. The room turned red, and he blacked out. When he came to, Ashe was still fucking him deep and hard. He never wanted anything like he wanted this man’s dick in him, but it was going to make him pass out again. In a gesture of self-preservation, he pinched Ashe’s nipples.
“Are you ready for my cum, woman”?
Jeffrey nodded, focusing intensely on the porn star’s leathery nipples.
“I am ready for yours, too.” Ashe covered Jeffrey’s tiny cock with his mouth and licked it like a clitoris. Jeffrey felt sperm building in his balls. The closer he got to cumming, the harder he twisted Ashe’s nipples.
“Oh, fuck! You are making me cum! Ow!” Ashe bucked and thrusted, grinding his hips into Jeffrey’s tight butt.
Ashe was first. Deep in the sigmoid colon, he let fly his first little spurt. Jeffrey felt it, and it sent him over the edge. He ejaculated his first squirt into the porn star’s mouth. Ashe’s second spurt was a flood. It felt like a sperm enema deep inside Jeffrey’s bowels. Jeffrey, like Ashe, was a strong second shot. He was small, but he carried a huge load of cum. He squirted so much so hard, sperm came out of Ashe’s nose.
Ashe pulled back in astonishment just in time to catch a big wad of sperm in his eye. He opened his mouth and caught the successive squirts as best he could. Sperm got on his shirt, pants, and in his hair. Jeffrey was a lawn sprinkler.
Buried to the balls, Ashe kept shooting load after load up the small-dicked man’s colon and anus. His legs buckled. He was half blinded by Jeffrey’s sperm. He looked like a glazed donut. Jeffrey stopped twisting his nipples. He leaned in and licked his own sperm off of Ashe’s face.
Ashe grew soft. Peristalsis, so violently repressed by the gigantic anal assault, returned with a vengeance. Jeffrey ejected the porn star’s huge flaccid member, releasing a torrent of baby batter in its wake. Ashe’s gargantuan flaccid cock smacked hard onto the toilet lid on its way down. The rivulet of sperm puddled in Ashe’s hand. He offered it to Jeffrey, who obediently lapped up the potent dick juice.
The two men breathed hard, looking into one another’s eyes. Ashe took command, kissing Jeffrey as he lifted him off the counter. They cleaned one another with rough brown paper towels and warm airplane water.
“Wait a couple minutes.”
Ashe opened the door, adjusted his crotch for maximum exposure, and walked past two stewardesses, winking. They both stared at his massive crotch; they didn’t notice Jeffrey locking the bathroom behind him.
A few minutes later, Jeffrey limped back to his seat. Ashe gave him that winning smile and patted the spot beside him.
“Did I cure your fear of flying, mon ami”?
“That’s putting it lightly.”
He grimaced as he sat next to the best fuck of his life. Ashe offered him a cigarette.
“You will not walk normal for a few days. But it will feel good. You will remember me with every step.”
“It hurts, but you’re right; it feels great.”
The two men smoked in silence. Ashe spoke.
“Do you want to do it again”?
“Hell yes.”
###
