Dean stared at the reflection in the mirror as he strove to knot his tie. Stupid debutante ball. That was so not his thing but he had just gotten back with Rory and... didn't want any trouble. She cared so much that her father, Christopher, had come to escort her. He had to do it. A deep breath and he tried to still his shaky hands. It was just a night, after all. His girlfriend and her mother were talking about something in the kitchen, puddles he thought. Lost in his mind, Dean didn't even notice that Christopher had entered the room until he was up behind him.
"You pull the left side through the back loop and tug a little bit on both sides" Christopher explained softly, replacing the kid's hands and tying that blessed bow tie.
"T-Thank you" Dean replied with a gulp, a bit embarrassed. His personal space had been invaded and he had some unpleasant history with that. He attempted to move away but the older man didn't let him by grabbing his shoulders.
"You look a little tense. You alright?" Christopher asked, gently massaging them. Dean was a really good-looking guy, his daughter had his same taste in men... He could tell the kid was kinda uneasy in that situation but the fact that he hadn't still put up a fight or punched him in the face boded well.
"I'm fine, just nervous about the ball. You know, it means a lot to Rory" Dean stated with particular emphasis on the girl's name. He hoped that was enough to interrupt whatever was going on with the older man but that wasn't the case.
"Well, guess I can help with that..." Christopher said, playfully slipping his hand inside the kid's pants and jockeys. Dean opened his eyes wide as his butt was fondled. He broke into a cold sweat.
"C-Chris, what are you doing?" Dean inquired with a gasp, the hand in his underwear spreading and groping his cheeks. They were so tender... Christopher had to bite his lips and, fitting his face in Dean's neck, he breathed in. Mmh, smell of underage boy. How he had missed it.
"Sssh... You don't want Rory to find out, do you?" Christopher remarked as he dropped his free hand to the kid's belt, undoing it and taking off some of the pressure. Dean felt like he wanted to die. He struggled to oppose but found himself paralyzed. He couldn't even protest by how much his mouth was dry. And of course, Christopher took advantage of it.
The older man began to kiss him on the neck, slowly licking his way up to his earlobe and nibbled it. Dean's silence was an unequivocal assent to keep going. So he squeezed the round ass in his hand and slid his middle finger into the crack, rubbing the puckered hole. A devilish grin appeared upon his face as he realized the kid was a virgin no more. What a dirty boy... Dean, meanwhile, was reliving that terrible day in the alley where Luke had abused him. It was like he was there but at the same time, he wasn't. However, he did feel it when Christopher pressed the tip of his finger against the wrinkled skin of his opening and forced it in. Not a sound came out of him, only a flinch.
Promptly, Christopher put his arm around him for both holding him up and keeping him in place and proceeded to push his finger in to the knuckle. Shit, perhaps the kid was no longer a virgin but he hadn't taken many dicks... His insides were still so warm but most of all tight. He wasted no time and moved his digit in and out, relishing every muffled groan that escaped from Dean's lips. Yep, that was a butt he had to bang indeed. In the heat of the moment, he drew his finger back only to shove it in once more with a second one. Tears prickled at the corners of his eyes as his ass was being breached. It hurt, so bad, like it was on fire. Then, the two fingers started scissoring to stretch him and it got even worse because he knew they were just paving the way for something else...
Soon as Christopher was satisfied with the kid's preparation, he unwrapped his arm from him and reached down to unfasten his belt. Dean had to cling to the mirror in front of him to get a hold of himself. The noise of the zipper coming undone had become his worst nightmare. Within a second the older man's cock popped free, hard and leaking precum in its 7 inches glory. Next, it was the kid's pants and boxers turn to go. Christopher yanked 'em down roughly, exposing his bare butt to the cold air, and propped the swollen head of his junk against the tight opening to-
"Please... Don't..." Dean begged, sobbing out of control. It caused a pang of conscience to the older man. Had he misread the signs? Did Dean not want it?
Christopher looked down at his throbbing cock pressed at the kid's hole, clenched with all his might to hinder him, and it hit. He wavered for a second, ready to let go of him and apologize when his cock twitched in response. He hadn't come in a while plus he had already gone too far. At war with himself, the older man bent his knees slightly and drooled a glob of spit from his mouth onto his junk. Dean shut his eyes, his breathing shorter and shorter as the lubed shaft slipped between his buttocks. It didn't push in though, only sliding along his crack and over his hole. It took him some time to realize that the other man wasn't going to fuck him but once he did, he somehow felt better.
Every now and then the tip of Christopher's cock nudged the rim of his hole and he stiffened but that stopped right there. The older man was burning to drill that butt however his moral sense had knocked it out of him. In the end, even the feeling of rubbing his junk up and down between the soft globes of the kid's ass was good, nearly as fucking him. Building up a fast rhythm, he grabbed hold of Dean's cheeks and squeezed 'em together around his shaft to get more friction. Jeez, he wouldn't have lasted much longer... Faster and faster he rocked and rocked his hips, rutting against the kid like an animal in heat. A familiar tingling in his groin warned him that his time was short and, with one final thrust, he came. "Oh, shit!" Christopher exulted softly as he erupted 8 ropes of hot, sticky jizz that covered his lover's bottom. Dean only opened his eyes when the cock between his ass had stopped jerking and breathed a sigh of relief. It was over, at last. After his orgasm had ridden out, the older man let go of the kid's buttocks and just patted him on the back. "You did good... This stays between us, understood?"
Dean nodded without too much effort as Christopher walked away and headed to the bathroom. Left alone with himself, he looked up at the mirror and felt disgusted by his own reflection.