This is a story about characters from the television show Gossip Girl. Itis a work of fiction and the author does not claim any knowledge about theprivate lives of the actors and this story implies nothing about theirsexuality. I do not own these characters, adapted for television by Josh Schwartz and Stephanie Savage and produced by CSB Paramount NetworkTelevision, Warner Bros. Television, College Hill Productions, and AlloyEntertainment. This story takes place after episode 04x11 "The Townie "Spotted: S and B are being Effing B's, so three of New York's most eligible guys are single. But just because C, D, and N aren't currently linked to their former female flames, don't worry. Boys will be boys.xoxo-Gossip Gay
Nate thought he loved Serena. He even risked his friendship with Dan over it. But he knew that he loved this. He was in his apartment at the Empire, and his roommate Chuck Bass was in him. Both boys were now single, and that meant they could fuck the shit out of each other again without any nagging guilt. Not that Chuck ever really felt guilt.
This was simple, uncomplicated, and fun, unlike so much of the rest of their lives. Chuck knew just how to hit that spot inside Nate, and Nate knew how to take a dick. Especially Chuck's. Nate's strong legs straddled Chuck's lean waist, and he used his athletic muscles to bob up and down on Chuck's long, thin cock. Nate wrapped his brawny arms around Chuck's slight frame, pulling him in for a deep kiss. It's true, Nate loved Serena and Chuck loved Blair. But they also loved each other. Perhaps, even probably, more than the Upper East Side drama queens they waisted so much time on.
Chuck knew just how to fuck him. Sharp, piercing thrusts mixed with slow, methodical probes. Just as Nate would adjust to Chuck's tempo, Chuck would mix it up and assault Nate's prostate at a new speed. For his part, Nate bounced happily and skillfully on Chuck's meat. Chuck grabbed a handful of Nate's perfectly tousled hair and turned Nate's head, biting his exposed neck. Nate gasped at the exquisite pain and sank down appreciatively further on Chuck's dick. As Nate moaned, Chuck took advantage of his open mouth and forced his tongue into Nate's mouth. Both boys were dangerously close to cumming, and Chuck wanted them to cum together, tongues dancing. But Nate was doing everything his power to hold off his orgasm.
He was waiting. Waiting for a surprise. Dan Humphrey walked into the apartment. Nate had invited him over. He figured it was so they could work on their friendship after fighting over and being rejected by Serena. He hoped it was so they could fuck each otehr's brains out and forget about her. He heard moans coming from Nate's bedroom and walked in. He was shocked to see Chuck with his dick up Nate. All three boys knew that they had all fucked each other, Dan had never seen Nate with Chuck. Nate turned his head around towards the door and bit his lip. Just in time, Humphrey. Chuck looked a little annoyed to be interupted, especially by Humphrey, but when all three boys exchanged looks, he remembered his two hook ups with Dan and knew three was company. Nate had planned this threeway out, knowing the three boys were single. He also knew that Dana and Chuck would never agree to a prearranged threeway with each other, but he also knew neither could resist his ass. Chuck was impressed with Nate's planning, and pumped harder into him.
Without saying anything (which was truly rare for him), Dan stripped to his green boxer briefs and walked over to the bed. He pulled the elastic band down and reveled his beautiful, fat cock. Chuck was moaning, and Dan took the opportunity to shove his cock down Chucks throat. Normally Chuck would take issue with being dominated, especially by a pauper. But he knew he was partially responsible for Dan's sexual self-assuredness, so he happily sucked on the tool's tool. Plus, Dan's cock tasted and felt amazing.
Dan bent down and kissed Nate on the lips. Nate enthusiastically kissed back as he rode Chuck's dick. Dan broke the kiss and directed Nate towards his dick, wanting him to use his enthusiastic mouth to its full potential. Chuck and Nate made out with Dan's dick between them. They ran their tongues up and down it's length. Chuck pulled down Dan's underwear and licked under and around his balls while Nate deepthroated the cock. Chuck, a spoiled only child, hated sharing. But this, this he enjoyed. He loved being buried deep in Nate's hole while lapping his tongue up around Dan's. Dan looked down at the two city boys going to town on his body. Having both boys he'd had sex with using his body at the same time was way better than any threeway with Olivia and crunchy Vanessa.
Dan was disappointed when Nate pulled off his cock. His disappointment was short lived. "Dan, now that you're all lubed up, I want you to fuck me," said Nate.
Dan was confused as he watched Chuck piston in and out of Nate's already-full hole. Then it dawned on him. "You mean, you want me to..." he started.
"He wants us to double team him Humphrey," interrupted Chuck. "Now do it before I realize I'm too good to share a hole with you."
Dan had a comeback, but he was too eager to get inside Nate. He got behind Nate who was still rocking on Chuck's cock. Nate snorted some poppers as Dan lined his dick up with Nate's entrance. Slowly, Dan pushed in. He had to push in slowly, because it felt like there was no room. He'd never been in such a tight space. He felt Nate's insides hug him tightly as the lower part of his dick slid up against the top of Chuck's. Chuck's continual thrusts massaged Dan in deeper. The friction was insane as the two bare tools rubbed up against each other in Nate's steamy hole.
Nate had never felt so full, but the joint he had smoked beforehand helped him relax and soon he was rocking to and fro on two pricks. He was in a bottom's heaven, having the hard teen cocks of his two best friends, mortal enemies, fighting for dominance in his smutty pit. He kissed Chuck, before turning his head over his shoulder to kiss Dan. He was then really surprised (and turned on) when Dan leaned over him and made out with Chuck. If it worked for the Upper East Side, perhaps the Middle East should have a steamy threeway to work out their problems.
Nate twisted his hips, resting one of his strapping arms over Chuck's shoulder and the other over Dan's for balance. He kept pistoning his hips back and forth on their two pricks and the three boys started to triple kiss. Nate loved feeling both tongues entering his mouth, as the two dicks dug deeper into him.
By now, Chuck had been fucking Nae for over an hour. With the added resistance of Dan's pole rubbing against his in the already tight hole, Chuck felt himself loosing control. He hated to blow his load before Dan, but Nate's ass muscles had been milking his pole just right for long. He dug his hands into Dan's bubble butt cheeks, pulling him closer, which forced his own dick deeper into Nate and he fired off shot after shot of hot boy milk. Nate shuddered at the feeling of warm spunk coating his insides, and Dan fucked harder into Nate, using Chuck's cum to lube up his dick.
Chuck almost passed out with exhaustion, and his spent cock slid out of Nate. As Chuck was lost in the afterglow of his own marvelous orgasm, Nate decided to switch things up. Chuck was surprised (and more than a bit turned on), when Nate pulled off of Dan and sat on Chuck's face. Chuck went to work, licking Nate's dripping hole clean of his own cum. Chuck was a narcissist and thought nothing tasted better than his own cum. He was right of course; one of the side effects of good breeding. He hungrily worked his tongue into Nate as Nate jerked off his own member. Chuck's dick quickly grew back to full-staff, ready for round two.
Dan loved the show: Narcissus Chuck lost in eating his own cum out of his conquest. Chuck debasing himself, ravenously eating out the teen god sitting on his face. Dan stroked his cock, spreading Chuck's cum around it. Dan drew his attention between Chuck's narrow legs. Chuck's empty asshole seemed to be staring at him. Dan crawled on the bed between Chuck's legs. Chuck wanted to protest, but it would have been a hollow display. He wanted this. Dan lined his dick up with Chuck's slit and pushed forward. Chuck's own cum eased the way in for Dan. Chuck hated himself for doing it, but he wrapped his leg's around Humphrey's waist and pulled him in deeper. Dan began fucking away like the horny teenager he is, but Chuck liked being used, his own cum being pushed further up into him.
Nate felt almost empty by now and pulled off of Chuck's mouth. Looking at Dan plowing away at Chuck, he said "I've gotta get in on that." Nate got behind Dan on the bed and shoved his bare cock into Dan. Dan had never been taken on both sides at once before. He loved fucking furiously into his enemy while his best friend filled up his own entrance. He would totally write a short story about this. Dan put Chuck's ankles over his shoulder so he could more effectively plow Chuck while giving Nate optimal access to his ass. Chuck bit his own hand to keep from moaning too loud at Humphrey working himself into him.
Dan found himself surrendering to the duel forces of Nate probing his prostate and himself sticking Chuck's. Nate kept thrusting deeper into him, and he was already driven as deep as he could be into Chuck, who was buried deep into the mattress. Dan had to unleash soon, or he would pop. He grabbed Chuck's ankles and spread the young mogul's wide, thrusting harder and faster into his vulnerable opening. As Nate nipped and licked at Dan's neck and shoulders from behind, Dan leaned in and gave Chuck a passionate kiss. He then felt himself explode. He was buried as deep as he could be in Chuck, and he shot torrents of scalding cum into Chuck. Combined with Chuck's own cum that Dan had forced in with his dick, Chuck's hole was full, and hot cum dribbled out.
Dan's orgasm tensed up his ass around Nate's dick, and the vice-like grip sent him past the point of no return. He pulled out of Dan and his cock shot cum wildly over himself, Dan's bubble butt and lower back, and the bed. Still cumming, he shoved his dick back into Dan and let the rest of his milk flow into Dan.
The two larger boys collapsed on top of Chuck. He wiggled his way out from under them. Just because Chuck Bass had cum first didn't mean that Chuck Bass wouldn't cum last. He got on his knees on the bed, holding his still-hard dick between the two teen hunks' faces. Nate, ever eager to please even moments after a huge load, quickly took it in his mouth, deepthroating the long, hard dick. Dan was exhausted, but tempted by the balls dangling in his face. He lazily lapped at them. Chuck looked down (literally and figuratively in Dan's case) at the two sexy young men servicing his tool. He pulled his dick out of Nate's greedy, hungry mouth and without warning he started spraying all over the two teens's faces. He painted both studs' faces with his second creamy load before collapsing into the pile of teen limbs on the bed.
As Dan was recovering from the hottest sex he had ever had, he thought maybe he had turned a corner. Maybe things would be better without Serena. Maybe he and Nate would be fine. Maybe he and Chuck could actually get along. His pleasant thoughts were stopped by Chuck throwing Dan's clothes at him. "Get out," said Chuck coldly. Dan didn't even have time to wipe the cum off of his face. Maybe this wouldn't be the start of a beautiful friendship.
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