1. The Ball Boy Experiment: Chapter 1: Try-Outs


    Date: 1/22/2024, Categories: Fantasy Anal Boy / Boy, Cheating Cum Swallowing First Time Gay Job/Place-of-work Oral Sex School Teen Male / Teen Male, Threesome Virginity Young Author: Sam_Clayborn, Source: sexstories.com

    ... How would Derren perform duties as ball boy if he had this much trouble with Coach's dick. Not long after, however, his member did make it through the entrance, and Derren slid all the way down Coach's rock hard shaft.
    
    "OOOOOOooooohhh..." Derren let out a long moan. Ryan wanted to join him. He felt he was in heaven. He knew he wasn't going to last long. Derren didn't seem to be making an effort to prolong the experience. He began to bounce up and down. At first, only Coach's foreskin would be pulled along with Derren's movements, but after a few pumps, it broke loose, and his cock slid in and out of the tight hole.
    
    Coach Ryan could feel his orgasm building. "Derren..." he warned. Then, Derren did something Coach never expected. Cock still in ass, Derren lifted one of his legs, and spun around, so he was facing the Coach. He brought his other leg up, and stuck both between the arms of the chair, as if he were trying to hug Coach with his legs. This allowed for him to fall deeper onto Coach's dick, resulting in him filling Derren balls deep.
    
    Derren was clearly enjoying this as much as he was. He reached down and began furiously pounding away at his own cock. He seemed to want to cum at the same time as the Coach. He'd have to hurry, because Ryan was boiling over. He'd crossed the point of no return, and now was clenching as hard as he could, to prolong his eruption.
    
    Both men climaxed together. Coach Ryan emptied his balls deep into Derren's rectum, while Derren's ...
    ... load fell over Ryan's abs. Neither of them moved for a while, except for the trembling force of their combined orgasm. After a minute or two, Derren pulled his legs out, and stood up. The cock popped out as he did so, slick with semen and lube. Derren seemed to hesitate for a second, before leaning down, and lapping up his cum from the Coach's stomach.
    
    "Derren, you don't have to...", but Derren wasn't listening. He seemed on a mission, and wouldn't be stopped until the Coach was clean. After finishing with his stomach, Derren moved down, licking all along Coach's still-semi-hard cock. '
    
    Like it's a lollipop, or something
    
    ', Coach mused. He spent so long working along the shaft, that Coach began to return to being hard again. He'd never been ready to go again so fast, at least, not since his college days.
    
    Derren stood up, licking his lips. "Thank you, Coach. That was... nice. We should do it again, sometime." He winked, and then turned and bent over to grab his clothes. Derren caught a good view of the boy's asshole, winking at him. A small trickle of cum was running down his leg. '
    
    My cum, filling him up inside
    
    ', thought Coach, and the idea made him want to grab Derren's ass and plow into him again. He was lost in thought, and a post-ejaculate haze, as Derren pulled on his pants and hoodie.
    
    "Yes, thank you, um, Derren. I'll let you know once I've made my decision. You should here back from me before the week's out."
    
    Derren smiled, and picked up his ...
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