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DISCLAIMER: This is a work of fiction. Any similarity between reality and the characters in this story, any air carrier or private corporation described by this story, or actual behavior of individuals is entirely coincidental.
The Pilot part 12
The Challenger touched down at Chicago O'Hare airport only four minutes behind schedule. They were able to make up time thanks to an Air Traffic controller who shortened their route on the standard arrival. The aircraft would spend the night at Signature Flight Services. Once the plane was secured on the ramp, the ground crew connect an external power source and assisted in getting the passenger's luggage from the rear of the plane.
Leo stood in the doorway to the cockpit as Rob helped the passengers from the bottom of the airstair. A van was waiting outside the Signature terminal to take the lawyers directly to their downtown hotel. It was approaching 1:00PM local time.
Nate and Jordan were the last to exit the plane, and Rob grabbed Nate by the arm when he reached the bottom of the stairs. "Hey, you busy tonight?" said Rob into Nate's ear. The noise on the tarmac was pretty loud.
"We have a deposition that should wrap up around 6:00, then everyone wants to go to dinner. I should be back our hotel by 10:00. We're at the Hilton downtown."
"Okay. Text me when you're free and I'll introduce you to the new guy," said Rob and he nodded his head toward Leo. Nate just gave him a big wide smile and a wink, then climbed into the van with the other attorneys.
Rob headed back into the Challenger. The shut down procedure was pretty quick. There would be power available to the aircraft so that the could run the galley's refrigeration overnight. That way, they could preserve the perishable provisions they had onboard and only have to stop for a few things the next day.
Leo was already tidying the main cabin and putting everything in place for tomorrow. He made a quick inventory of galley items that had been used and already had trash wrapped up in plastic bags for disposal.
"Man, you are fast! I usually let all that wait until the next day, but I like that we don't have much to do before we head back tomorrow," said Rob. He stood in front of Leo in the middle of the cabin. "Now we just have to kill about 30 hours. Hmmm.. what could we possible do to pass the time?" Rob smirked and said in an innocent voice. He put his hands on Leo's hips. "I know what I've been wanting to do all morning" Rob pulled Leo into his body so that their hips met. Robs hands moved behind Leo and squeezed Leo's ass as he leaned in and locked his lips onto Leo's.
Rob seemed starved as his mouth devoured Leo's tongue and the wet passionate kiss made Leo's knees feel soft and unsteady. Rob held Leo's body firmly at the waist as Leo began to respond and return Rob's kiss. Leo raised his arms and wrapped them around Rob's neck and shoulders as their tongues battled. Rob was a wet kisser and was all over Leo's mouth. Then, Rob was mouthing Leo's chin and kissing his neck to his earlobes. "Fuck man, you are so hot. I've been waiting for this for months! Hold on a second," Rob said as he released Leo from his arms.
Rob went to the front of the plane and closed the main door to the cabin. Then he moved quickly down the port side of the plane closing all of the window shade on that side. Then to the starboard side of the plane to do the same thing.
"What? Right here? You want to have sex here in the plane?" Leo asked. His question wasn't really serious since he had already sucked Gene off in one of the forward passenger seats.
"Absolutely! I love fucking in the plane!" Rob said. He pulled on the divan seat and it folded flat like a futon. "My favorite feature of this bird," he said. Rob pulled his shirt off over his head and unfastened his pants. Leo smiled when he saw that Rob was wearing a very shear thong and a cockring.
"Looks like you were expecting this," Leo said as he began to undress.
"Hell yeah. I remember what a great cocksucker you are. I've thought about that wet mouth of yours lots of times while I play with this." Rob was stroking his thick cock inside the shear thong and Leo could see a glistening drop of precum.
"Then let me refresh your memory," Leo said as he pushed Rob down onto the divan-turned-bed. He rubbed his hand over Rob's covered cock and felt the slick precum seep through the shear fabric. Leo pressed his nose under Rob's balls and used his face to massage Rob's crotch, mashing Rob's cock and balls into his cheeks and nose. Then, Leo used his mouth to begin to pull the meshlike fabric down and release Rob's hard thick dick. His hands pawed at Rob's ass and hips as he nearly tore the little thong down past Rob's legs.
Rob let out a deep moan as his cock sprang free from the mesh thong. Leo's mouth caressed the base of Rob's dick and he started to lick lower; his tongue bathing Rob's balls with thick saliva. Leo used his hands to rub the spit down into Rob's crack as his mouth licked the shaft of Rob's cock. Then, he took the head into his mouth and used his tongue to massage the stiff cock.
"Holy fuck.. that's so good," said Rob. He was spreading his legs as far as possible and lifting them up over his head. Leo dove down into Rob's crack and began to tongue Rob's hole while stroking Rob's wet dick.
"Oh my god.. you gotta fuck me. I need cock in my ass. Please, fuck me," moaned Rob. Leo hadn't even undressed. He undid his trousers and let them fall to the floor. He pushed his underwear down to his ankles and lifted Rob's legs. He didn't even tease Rob's hole as it opened and closed, gaping at Leo's cock. In one slow move, Leo sank into Rob's ass.
"Oh jeeeezzzz....," shouted Rob. Leo started to slow fuck him while gripping Rob's dripping cock. "Yes, fuck me!" Rob yelled.
Leo's pace quickened and each stroke pushed deeper into Rob's ass. Leo could feel Rob's ass begin to pulse and clamp down on to Leo's cock and with only a dozen more strokes, Rob began to shoot his load all over his own face and into his mouth.
As Leo pulled his cock from Rob's ass, Rob leaned forward and took Leo's dick into his mouth. He took it into his mouth and sucked hard. His head bobbed up and down on Leo's cock as quickly as he could. Leo couldn't hold back and shot his load into Rob's mouth.
When Leo stopped cumming, Rob just smiled up at Leo and started to laugh. "Man, that was even better than I thought it would be. I haven't been fucked like that in weeks!"
"Weeks? Hell, for a married guy.. well, you're a bit of a slut, you know that?" Leo laughed.
"Oh dude.. you have no idea. You'll see." Rob and Leo laughed as they folded the divan back up into the upright configuration. Rob found a little bit of cum that had shot over his head onto the soft leather and he bent to lick it up. Leo could see his puffy, well-fucked ass lips. He couldn't help but touch it and slide two fingers inside. "Oh yeah... I want you back in there tonight!"
The Challenger was all buttoned up as the two pilots left the plane and walked toward the FBO. They had to wait about 20 minutes for the courtesy van to arrive and take them to the hotel. They were also booked for a single room at the Hilton. As they settled into the van for the ride into downtown Chicago, Rob's phone beeped with an incoming text. It was from Nate.
"Room 310 at the Hilton. Stop by around 10:30 tonight."
Rob showed Leo the text and said, "Nice, this is gonna be a fun trip!"
Leo and Rob arrived at Room 310 a little bit early. They had each spent most of the day doing their own thing. Rob had gone shopping on Michigan Avenue. He had met a friend who worked for one of the major air carriers for dinner and got back to the hotel around 9:00. Leo had taken an Uber and spent the afternoon checking out the Museum of Science and Industry. He returned to the hotel around 5:00 and decided not to eat anything. Since he had been up early to prepare for the flight from Miami, he decided a nap would be a good idea.
Rob knocked on the door to Room 310. He and Leo could hear movement inside and Nate call out, "Be right there."
Nate opened the door and stood behind it so that they could only see his face. "Oh, hi guys. Come on in," Nate said. He opened the door all the way. Leo's eyes widened. Nate was standing in front of them in a leather jockstrap. The two pilots walked into the room and stopped short when they had a view of the bed.
Sprawled out face down, with restraints on his wrists and ankles, was a slim fully naked man. His face was turned toward the window and his legs were spread so that they could see his pink hole exposed to them.
"Fuck! Looks like you found a friend," Rob said. He moved closer to the bed and walked around it so that he could see the face of the prostrate man. "No shit!" he whispered.
The man on the bed turned his face toward Leo. It was Jordan. He clearly wasn't struggling and seemed to be very excited when he saw Leo. "You didn't tell me it was going to be him!" Jordan cried.
"Do you really care, bitch?" snarled Nate. "If you're a good boy, maybe we'll all give you what you need."
Jordan squirmed on the bed, wiggling his exposed ass. Leo just stood with his mouth open at the sight of the young paralegal restrained on the bed.
"Make yourselves comfortable, guys. Can I fix you a drink?" asked Nate. He walked to a mini-fridge, opened it, and bent down to check the contents. "Looks like we have all the clear alchohol. There's some Jack Daniels and Cutty, too. I'm gonna have a G & T. Leo?" Leo was still standing near the doorway in shock. "Hmm.. maybe Leo would like to just skip to the main event?"
Nate walked over to Leo and put his hand on the front of Leo's jeans. He massaged Leo's growing bulge. "Let see what you're hiding in here. Feels nice!" said Nate.
Rob fixed himself a Jack and Ginger and stood next to the bed removing his clothes. He took a gulp of the strong cocktail and set it on the table. His cock was hard as a rock and he knelt next to Jordan and ran his hands down his back and across his ass. "Man, I've thought about this ass several times." Jordan didn't seem to have a hair on his body other than that on his head. Rob spread Jordan's ass cheeks and ran his fingers over his quivering hole. Jordan's asshole looked quite large. The opening was long and very puckered. The skin color around the hole was much darker than the rest of Jordan's body. He moaned quietly as Rob ran his finger up and down the hole. Almost by reflex, it winked and opened to Rob's touch.
"You can fuck him, if you want," said Nate. "You don't even need lube. He likes it raw. Besides, I already shoved my cock in that pussy about 30 minutes ago." Nate was leering down at Jordan. He took his chin in his hand and pulled his face up. "You like a good raw fuck, don't you boy?" Jordan just nodded.
Rob couldn't help himself. He moved between Jordan's spread legs and lowered his mouth to taste the beautiful ass in front of him. He let out a muffled moan as he started to work his tongue all over Jordan's ass.
Leo watched as Nate positioned himself in front of Jordan's face. He was still wearing the leather jock, but he was pushing his bulge against Jordan's mouth. Leo pulled off his t-shirt and unzipped his jeans. He kicked off his shoes and pulled off his pants. Leo's cock strained the fabric of his boxerbriefs as he watched Rob eat Jordan's ass and Nate mash his crotch against Jordan's mouth.
"Get over here man. Let the bitch suck your dick," Nate commanded.
Nate moved out of the way and Leo took off his boxers. Leo's cock jutted out in front of him as he moved onto the bed and placed his stiff cock into Jordan's open mouth. Jordan looked up at Leo in a lustful haze and took Leo's entire cock down his throat.
"That's it, bitch. Suck that cock," snarled Nate. He put his hand on the back of Jordan's head and held it down on Leo's cock. Jordan had no choice. His hands were held away from Leo by the restraints, so he could only use his mouth to work Leo's cock.
Rob looked up and over Jordan's body to see a wave of pleasure sweep over Leo's face. "Yeah, I need to fuck this ass," he said and he moved his body up to nearly cover Jordan's back. Rob rubbed his cock along the hairless as trench and poked at Jordans open hole. It slid in easily and Rob moaned, "Damn, that's a loose pussy. Even my wife's cunt isn't this used."
Nate pulled off the jock and his huge cock flopped out and slapped against his thigh. He moved over next to Leo and pressed his hips against him. Nate had released Jordan's head and was now holding the back of Leo's neck. He pulled Leo's head toward him and began a savage assault on Leo's mouth with his lips.
Leo was beginning to feel the rise of his orgasm as his cock was being expertly sucked. He didn't want to cum so early in the evening, so he pulled out of Jordan's mouth. As soon as Leo's cock was free, Jordan moved his mouth on to Nate's stiffening member. Rob was pounding into Jordan's ass. With each thrust he pulled his cock completely out of Jordan's gaping hole, then shoved it fully in on the next stroke. Jordan was grunting each time he took the length of Rob's dick, all the while slobbering on Nate's hardon.
Rob was trying to last, but Jordan's man pussy was too good. Rob let out a deep moan and said, "Shit, I'm gonna bust. I'm gonna bust inside this boy's pussy... uhh...fuck... I'm cumming" Rob pushed all the way to the hilt and held his cock deep inside of Jordan's ass as he released his load.
Nate had a grip on Jordan's head and was fucking his mouth almost in the same rhythm that Rob had been fucking his ass.
Rob said to Leo, "Man, you gotta try this ass. Incredible."
Leo could see a small drop of Rob's cum dripping down along Jordan's smooth balls. Jordan's ass was fully open. Leo got on his knees between Jordan's splayed legs and fingered the wet hole. He used one finger, then two. But even two fingers didn't stretch the opening. Leo used three, then four. It was wet and sloppy. He could feel the ooze of Rob's cum inside. Finally, Leo went for it and began to insert his hand inside of Jordan's ass. Jordan moaned with pleasure as Leo's fist slid inside the gaping hole. He pushed in until the back of his hand disappeared. Then, he pulled it out again. It was covered in cum and ass slime. He pushed it in again.
Nate watched Leo work his hand into Jordan's ass and let out laugh. "Oh yeah, work that pussy. He loves it." This was the first time Leo had ever done this and he was mesmerized by the sight of his hand moving so easily in and out of Jordan's ass. Both Rob and Nate were so turned on watching this. Rob's cock was already getting hard again and Nate was getting more excited as he thrust is dick in and out of Jordan's mouth.
"Yeah boy, take my load. Open that throat! I'm gonna cum in your hungry mouth. Eat it, boy," Nate sneared through clenched teeth. "Fuck, here it comes... yeah, take my load!" Jordan began to choke as his mouth was filling with cum. Nate continued to thrust the full length of his big cock into Jordan's mouth.
Leo, too, felt like he was ready to explode. Jordan's ass was a sloppy hole that needed cock. Leo positioned himself above Jordan's ass and began to fuck him with all the strength he had. He slammed his hips down onto the mounds of Jordan's ass as he drilled his hole. "Fuck! Yes!" Leo cried as he erupted into the squishing hole. "Oh my god.. Yes!"
As Leo began to recover his senses, he was aware that Jordan was still writhing under his weight. After taking a solid hour of getting fucked, Jordan still wanted more. He squirmed under Leo trying to get those last moments of pleasure before Leo's cock fell out of the dripping ass.
Leo looked to the side of the room and saw Nate and Rob watching and smiling. They were sipping their drinks with one hand while they massaged their cocks with the other. "Wow, that's quite the ass," said Leo as he found his drink.
Nate pulled at Leo's arm and drew him close. He grabbed Leo's cum covered cock and said, "I hope you have another load in you, cause I really want to feel this piece of man fuck my ass, too."
"What about him?" nodded Leo toward the still prone Jordan.
"Yeah, I guess we should let the bitch up," said Nate.
They released the straps that held Jordan's arms and legs. Jordan slowly rolled over on to his side; his back was to the three men. Then he stood from the bed and turned toward them. Leo was shocked to see that Jordan was still fully hard... and that he had a fat 10 inch cock that swung from his hairless body. In the middle of the bed that they all had been playing on, there was a large wet spot. Jordan had cum at least once while being fucked.
Jordan kept his eyes down as he knelt on the floor next to the bed. He seemed to be waiting for further instructions.
Leo took Jordan's limp arm and pulled him to his feet. He leaned into his ear and said, "Why don't you go into the bathroom and clean yourself up."
"Yes, sir. Thank you, sir" whispered Jordan.
Nate was pulling the two pilots toward the bed. "Come on, I need to get fucked."
Rob said into Leo's ear, "I told you.. total power bottom."
...to be continued.
Other stories by me on Nifty:
https://www.nifty.org/nifty/gay/highschool/the-neighbor/