This is a story about characters from the television show Gossip Girl. It is a work of fiction and the author does not claim any knowledge about the private lives of actors Ed Westwick and Connor Paolo, and this story implies nothing about their sexuality. I do not own these characters, adapted for television by Josh Schwartz and Stephanie Savage and produced by CSB Paramount Network Television, Warner Bros. Television, College Hill Productions, and Alloy Entertainment. This chapter contains spoilers for episode 1.16 "All About My Brother."
Check out these pics if you need some visual aid...
http://www.tv.com/photos/viewer.html?type=21&ref_id=68744&ref_type_id=101&expand=1&picnum=335
http://www.tv.com/photos/viewer.html?type=21&ref_id=68744&ref_type_id=101&expand=1&picnum=334
Spotted- Party girl S's little brother E coming out. That's right gentlemen, the Upper East Side's closet is officially open. Wonder who else we'll find in there...
Erik Van der Woodson didn't understand why his sister Serena hated Chuck Bass so much. Yeah he had his flaws, but ever since their mother became engaged to Chuck's dad, Chuck acted like he really was Erik's brother. Erik felt that he could share everything with his stepbrother-to-be. Everything but his one secret he had never told anyone.
Erik is gay. Chuck always knew it. What surprised Chuck was that no one else ha picked up on it. Erik was beautiful. He had dirty blonde hair and a boyish, beautiful face. Chuck wanted to take full advantage of the gorgeous 14 year-old's innocence. The last time Chuck had been with another man was when Nate Archibald went on vacation with him over winter break. And then Nate found out that Chuck had taken the virginity of Nate's girlfriend Blair Waldorf and they haven't spoken since. Nate needed a new project, a new pretty Upper East Side boy to sully. The fact that Erik was soon going to be his stepbrother only added another taboo to Chuck's collection. This might not even be classified as a project; taking virginity from a pre-teen is like taking candy from a baby.
Erik was in his room in the Palace. His mother and sister were out, and he was doing what all 14 year old boys do when left alone: jerking off online. He was so wrapped up in beating off, he didn't hear Chuck enter the suite with his key. Chuck was once a 14 year old too, not too long ago. Of course, he was fucking maids and Nate Archibald when home alone, not jerking on the net, but he knew roughly what Erik would be up to. Chuck peaked in Erik's room and wasn't surprised to see Erik on his Mac, back to the door, seated in his Henry Miller chair with his chinos around his ankles. Ah, youth. Chuck watched from his vantage point for a minute. The porn Erik was watching was about an older brother teaching a younger brother how to masturbate. Chuck smiled and realized a) Erik might be in love with him and b) that would make this all the easier.
Chuck cleared his throat and Erik, startled, fumbled trying to pull up his underwear and close his laptop. Erik's normally porcelain skin was burning red with embarrassment. "What's up Chuck?" he asked, trying to act nonchalant with his pants still at his feet. Chuck decided to not drag this out and go for a mercy kill. "Nice movie." Erik was mortified. He pathetically tried to cover, "What are you talking about?" "Oh come on Erik. You can be honest with me," Chuck walked into Erik's room, taking long, methodic strides. "Older brother teaches his younger brother the tricks. It's a classic." Chuck squatted in front of Erik, placing his palm on Erik's cheek. Erik's heart raced. "It's what I've been doing all along. Teaching you. Bro." Erik's eyes grew wide, and Chuck leaned in and kissed Erik. Presented with no argument, Chuck drove his tongue into Erik's mouth. Erik almost fell backwards out of his chair, but did an admirable job at regaining his composure. Erik's tongue danced with Chuck's in his mouth. Chuck pulled away, and Erik had longing in his eyes. "There's still a lot I can teach you," Chuck promised. Erik had a tent in his briefs, admitting, "I've wanted this." Duh, Chuck thought. Erik was obviously obsessed with Chuck, and Chuck got off on the desperation more than usual, after being rejected by Nate. Chuck was going to be needed again.
In a fluid motion, Chuck pulled Erik's briefs down while Erik remained seated. Chuck looked into Erik's longing eyes. With all of his clothes on, Chuck got on his knees and began bobbing his head on Erik's young prick. Erik gasped at the feeling. He ha never gotten head before, let alone from a master like Chuck. Chuck worked his tongue along the length of Erik's shaft, spending extra time to swirl it around the head. With his hands, Chuck jerked Erik's cock and pulled on the boy's hairless balls. Erik spread his legs wide for Chuck. Chuck slid a hand under Erik's balls and started to push hi fingers against Erik's virgin asshole. Erik was overwhelmed by all of these sensations, and was thrusting his hips, feeding Chuck his dick and then pushing his ass against Chuck's fingers. Chuck pressed a finger into Erik. Erik was going wild at this new sensation. Chuck took his mouth off of Erik's member and started licking his balls, jerking his cock with one hand and fingering him with the other. Chuck lapped at Erik's smooth balls, increasing the speed of his tongue and his hands. He felt Erik's balls contract and he knew that the boy wouldn't last long. Soon enough, Erik started whimpering and his dick fire stream after stream of boy juice all over his body. His hairless young body was covered with his own cum.
As Erik breathed heavily, recovering, Chuck stood up and took off his clothes. When he opened his eyes, Chuck stood naked except for dark knee high socks in front of Erik. Chuck's dick was at eye level with the seated boy. Erik's dick instantly grew rock hard again. Chuck looked down at the beautiful boy drenched in cum in front of him. "Ready for your next lesson, bro?" Chuck asked, cocking an eyebrow. Without waiting for a response, he picked Erik up from the chair and placed him on the bed. Climbing on top of Erik, he kissed him hard. Chuck was ravenous, biting Erik's lower lip and moving down and nibbling on his neck. He licked at Erik's nipples, chest, and stomach, lapping up Erik's cum off of his body. At the same time, Chuck reached over to Eric's desk and grabbed the lotion Erik had been jerking off with. Chuck poured some on his own dick and on his fingers. His one hand was a blur, stroking his hard cock and slathering it with lube. With his other hand, he fingered Erik, loosing up his whole. Erik was again lost in pleasure. He bit his bottom lip and worked his own cock and tweaked one of his nipples while Chuck kneeled between his legs and fingered him. To Chuck, Erik looked like an erotic angel.
"Do you trust me?" asked Chuck. Erik nodded. Stupid, Chuck thought to himself. He flipped Erik over so he was on his stomach on the bed. Erik had the most adorable bubble butt, and Chuck now had to have it. Erik looked back over his shoulder at Chuck and watched as Chuck forced more fingers into his exposed ass while Chuck's other hand was a blur on his own cock. It felt incredible having Chuck's fingers deep in him, and Erik really did trust Chuck. He wanted more.
Erik bit his bottom lip and looked over his shoulder at Chuck. "Fuck me," he said. He almost whispered it, he was so choked up with intensity. Chuck spread Erik's legs and lined his slick cock up against Erik's tight hole. He looked down at his angelic, soon-to-be stepbrother. And he pushed his dick in. Erik gasped as his body braced against the penetration. Chuck slowly but deliberately eased his cock in the pert butt. Erik clenched fists on the sheets and buried his face in the pillow to stifle a scream. Chuck paused, letting Erik adjust to the fullness. As he felt Erik's hole relax he drove his dick in hard.
Now that he had adjusted to it, Erik was loving getting his ass plowed. Sure it hurt like hell, but Erik had once slit his wrists. He wasn't exactly one to take the painless way out. He had been in love with Chuck since he'd moved in, and now they were sharing something new and special. Luckily for Erik, he didn't know how new and special this wasn't for Chuck. Erik was too lost in the euphoria to consider that. Plus, he was lost in Chuck drilling into his prostate. As Chuck fucked him, Erik's dick grinded into the firm mattress below him. Chuck intertwined his fingers with Erik's, holding his hands down on the bed while chewing on the boy's ear. Erik bucked his hips back, and began meeting Chuck's cock as it thrust in and out. For a virgin, the boy sure could take it.
Their bodies became blurs, ass Chuck pounded Erik into the bed and Erik writhed underneath him. Chuck pushing into him and forcing his own cock to be ground into the mattress was euphoria that little Erik had never experienced. Erik felt a new sense of fullness as Chuck finally worked the whole of his member into him. Holding it in Erik he grabbed the boy's hips and erupted inside him. Hot cum jetted out of Chuck and filled Erik. Feeling the hot jets against his insides hit the right button inside Erik, and with a whimper he emptied his cum all over the mattress. The boys lays there for a minute, with Chuck collapsed on Erik and Erik laying contentedly in a sticky, warm puddle of his own jizz. Chuck pulled out after a minute, and kissed Erik. "That was great, bro," he whispered into Erik's ear. He picked his clothes up off the floor and headed out of the room, turning to say "I'll call room service come up and change those sheets." Erik watched Chuck's cute butt walk out his door.
"I love you," smiled Erik.