Son of an American Housewife
Oliver and Cooper
Usual disclaimers apply. This is entirely fictional. I don't own any of the characters in American Housewife. I welcome your comments. chubbyboyinbama@yahoo.com
No one was happier than Cooper that he was going to get to stay in Westport. Oliver was his best (only really) friend and the Otto's had become the family Cooper didn't really have with his own parents. While they were off living their lives as tax refugees, Cooper was now going to be living with the Otto's. He didn't even mind giving up his series of butlers and maids for chores cleaning the Otto's house. And he really didn't mind trading his series of vast rooms in his mansion for the bottom bunk bed in Oliver's room.
Truth be told, he was most looking forward to rooming with Oliver. Cooper had never had to share a space with anyone before. On the rare occasion that they were home, his family stayed sequestered in their respective corners of the mansion. The Otto's spent all their time together.
And when it came to Oliver, Cooper had a special bond. He had even come to think of Oliver in other ways. Sexual ways that confused Cooper. He tried to catch a glimpse of Oliver changing and noticed how good Oliver looked in his tight fit khakis. Cooper didn't know what to do with these feelings so he just stole the occasional glance and tried not to think about what it meant.
Cooper had spent the night many times at the Otto's but this was the first night where it was his home too. He settled in with a smile into the bottom bunk as Oliver bounded into the top bunk in his silk pajamas (a gift from Cooper himself) and turned off the light. Cooper was excited and couldn't sleep. He thought about reaching for his phone to scroll through Instagram when he heard Oliver's bed shuffle above him. He wondered if Oliver was about to jerk off.
Most nights that Cooper had stayed over, he would listen as Oliver softly beat his meat in the bunk above him. Sometimes Cooper would join in, quietly stroking his cock while his best buddy did the same just a few feet above him. They never spoke about it, but Cooper secretly hoped for it every night. Imagining his buddy doing this made his own dick hard.
But rather than the usually soft rustling that accompanied their semi-private jerk off sessions, Oliver's weight shifted and he swung his feet out over the side of the bed. Cooper quickly pushed his blanket over to cover his now obvious erection and pretended to be asleep. He closed his eyes and listened to a soft thud as Oliver gently jumped down from the top bunk. A shadow, a rustle, Cooper pretended to be asleep, assuming that Oliver was going to pee or something.
Instead, there was silence. Cooper could feel Oliver's presence standing over him, but he didn't want to open his eyes. Cooper's heart left when he felt the bed move gently as Oliver sat on the bed next to him. Cooper wanted to open his eyes, but something in him told him not to open them. For some reason, Cooper's brain told him he must pretend to be asleep.
Cooper held his breath as he felt a hand touch the covers and slowly creep toward his crotch. He didn't know what was happening, but he knew exactly what was happening. He wanted to open his eyes and ask Oliver what he was doing. But he also knew what he was doing and wanted him to do it more than anything. Cooper breathed deeply, but kept his eyes shut tight as Oliver's hand found his bulge and gently grasped his erection through his sweatpants.
Oliver gently tugged Cooper's hard six inches a few times before moving his hand away. Cooper, wanted to beg Oliver not to stop, but he remained quiet. Then Cooper felt one of Oliver's hand at each of his hips, pealing down the elastic band of his pants. As he pulled down, Cooper, not sure whether to react or not, gently lifted his ass of the bed to facilitate his undressing. If Oliver had any thought that Cooper was actually asleep this whole time, this movement proved that was false and that Cooper was awake and conscience of it all. But Oliver also made no sound or movement to let on. They were sharing this pretense.
Oliver pulled Cooper's pants down to his knees. Cooper felt the cool air on his hard cock and smooth balls. Cooper was almost hairless, with only peach fuzz on his nuts. His dick stood straight up. Still without either speaking, Cooper felt Oliver's long, skinny fingers wrap around his dick and slowly move up and down. The feeling was intense. Cooper was a virgin and had never had anyone (man or woman) touch him there. Cooper felt Oliver's other hand gently touching his nut sac. The feeling was so intense. Just when Cooper thought he couldn't feel any better, his cock was suddenly covered in a hot wetness. Cooper could not believe that Oliver was sucking his cock. That this was what getting your cock sucked felt like. Being so young, so horny, so inexperienced, Cooper was surprised when after only few seconds of Oliver's mouth on his cock, he felt a sudden and familiar pressure build at the base of his cock. Cooper realized too late that he was cumming and opened his mouth to cry out in ecstasy (and a little shock), but only the beginning of a moan escaped before he felt Oliver's hand clasp firmly over his mouth. Cooper finally opened his eyes as his cum exploded out of his dick and into Oliver's mouth, all while his own cries of pleasure were muffled by Oliver's hand. Oliver kept moving his head up and down on Cooper's shaft as Cooper shot three, then four, then five shots down his throat. Oliver swallowed effortlessly until Cooper's orgasm subsided and didn't pull his head off of Cooper's dick until he was sure there was no more cum to be swallowed.
Only after Oliver finished swallowing and sat up did he finally remove his hand from over Cooper's mouth. Cooper, shocked, but now quiet, stared at Oliver in awe. Oliver looked at Cooper, his hair hanging down in his face with a shit-eating grin, smiling at his accomplishment. Oliver leaned over and gently kissed Cooper on the mouth. This shocked Cooper perhaps more than Oliver sucking his dick. Oliver gently probed Cooper's mouth with his tongue. Cooper tasted his own cum for the first time in his life, sweet and bitter on Oliver's lips. Cooper managed enough power to gently probe his own tongue back just a little. Oliver withdrew and smiled again before leaning into to whisper into Cooper's ear, "Roll over."