New story (my stupid sister got me back into Pokémon the other side and this happened), this is gonna be really dirty (I hope y'all don't mind) Enjoy.
Prologue
Brock, Dawn and Ash slowly walked down the street in a fairly run down old town that didn't even have a name; people had just taken to calling it the 'black town' and said that kids shouldn't wander around here. Dawn continuously tried to make her skirt longer every time some creep would look at her funny, the sudden urge to pee hit Ash and he handed Pikachu to Dawn
"I'll be right back,"
He chuckled before running off to find a bathroom. It's not that he had any issues with having Pikachu with him while he went to the bathroom, it was just that this town had a bad reputation for beating people up and stealing their Pokémon; and when Ash said beat up, he didn't mean just a little fist fight, he meant these guys usually had knives and stuff. Ash ran into a rundown café to use their bathroom, the frightened looking lady behind the table smiled wearily and gave him the key. Ash smiled kindly at her to which she sighed in relief and he ran to the bathroom. After relieving himself and came out to give the key back, she smiled at him and handed him a small coffee and donut
"Don't hang around this town for too long, or you'll wind up hurt,"
She warned before scurrying off to the backroom. Ash sighed and headed out; munching on the donut she was kind enough to give him. He sighed again and looked around; where was he again? Ash shook his head and just started walking; it was a while of long, tedious walking before he was ready to admit that he was lost. Ash sighed and contemplated asking for directions…. That was probably a bad idea; he turned down an alley and hid when he heard talking
"If you're good I won't have to hurt you,"
A gruff voice chuckled. Ash peeked out of his hiding spot to see a huge, muscle man pin a much smaller boy to a wall….. Wait a minute; Ash knew that boy!
"Paul?"
He whispered to himself.
"Or you could do us both a favor and leave me alone!"
Paul snapped. Ash bit his lip; was he crazy!?
"You might wanna bite that tongue of yours; or better yet, I'll do it for ya,"
The man purred before pushing his lips against Paul's, Paul struggled and beat his fists against the much larger man's chest as he turned he head to the side
"Get o-,"
He choked as the man shoved a hand in his pants; Paul's knees shook and he grabbed the man's biceps to keep from falling
"I do love me a little boy,"
He chuckled darkly. Ash tried to will himself to move, but couldn't; he was to scared, this guy could easily punch Ash's skull in if he wanted to, but his conscience wouldn't let him just walk away and leave Paul there. Paul whimpered submissively as the man roughly stroked his hand in his pants
"These are very in the way,"
He growled while pulling Paul's jeans open then pulling them down. Paul yelped then snarled and tried to move away, the man grabbed him and slammed him into the wall again
"Don't be stupid now, pretty boy,"
He purred while licking up Paul's neck, said boy whimpered and his knees shook again
"L-Let me go,"
He panted. The older man chuckled and roughly bit Paul's earlobe, he yelped and tried to pull away again; but the fight was weaker, he was slowly giving in.
"If you just submit, this'll be way easier for both of us,"
The man purred. Paul scoffed and looked away, the man chuckled and nibbled on Paul's exposed neck. Paul whimpered and shook violently; probably due to inner turmoil. The man unzipped Paul's jacket then lifted his shirt up before leaning down and sucking on a nipple; a cry tore its way from Paul's throat and he thrusted his hips towards the man. The larger man chuckled and lifted Paul's legs; wrapping them around his waist
"Good boy,"
He purred while pulling Paul's briefs down away from his butt, Paul bit the man's neck, he chuckled
"That's feels nice, pretty boy,"
He praised. Paul just whimpered and ground his hips against him, the taller man opened his pants and pulled out his massive manhood
"This is gonna hurt a bit,"
He purred as he prodded against Paul's ass. The smaller boy whimpered and wrapped his arms around the larger male; his jacket falling off his shoulders and covering his hands more. The man slowly pushed himself into Paul; Paul clenched his teeth and whimpered in pain
"S-So big,"
He whimpered pitifully. The man chuckled and started thrusting. Paul yelped and tightened his grip on the man as he was brutally pounded. The man let out a grunt as he lowered Paul's legs to the ground and pulled out before flipping him, bending him over and entering him again. Paul choked off a scream and the man grabbed a fistful of Paul's hair and pulled the boys head back
"Beg for it, bitch, beg for my cock!"
He bellowed while slapping Paul's ass. The smaller boy yelped and looked back at the larger man with tear filled eyes
"F-Fuck me harder, please, fuck me harder~!"
He begged. A jolt of arousal shot down Ash's spine and straight to his crotch, the man laughed and pulled Paul's hair harder as he pounded faster
"Who do you belong to, bitch!"
He growled while slipping his thumb into Paul alongside his massive cock. Paul yelped at the extra stretching but otherwise kept the tempo as he pressed his forehead into the grimy wall
"You, I belong to you,"
He panted heavily; the man pulled his hair back again, pulling Paul's head away from the wall in the process. The smaller boy whimpered and brought his knees together
"I-I'm close~,"
He mewled. The man laughed and slapped his ass again
"You are such a dirty fucking slut!"
He chuckled while bringing his hand up to twist on of Paul's nipples. Said boy arched and let out a choked sob, the man released Paul's hair and nipple to grip his hips and fuck him harder. Paul was very vocal now; like he no longer cared who heard. He clawed at the wall and met the man's every thrust, the man tensed and let out a loud moan; Paul tensed as well and looked over his shoulder as the man pulled out. He dropped to his knees behind Paul and tenderly kissed the bruise on his butt from where he kept spanking
"Don't worry, pretty boy; I'll still get you off, I mean you moan so pretty it would be a crime not too,"
He purred before leaning forward and delving his tongue into Paul's abused hole. He shivered and whimpered as the man sucked, licked and slurped his entrance; Paul panted quickly and unevenly as the man rimmed him. Paul's knees began to shake and it was obvious that he was going to cum soon, he looked over his shoulder again at the taller man as he drank his own cum from Paul's ass
"I-I can't hold it anymore,"
He whimpered. The man chuckled against him and slapped his ass again before pulling away; a trail of saliva mixed with cum hanging between his mouth and Paul's hole.
"So cum, slut,"
He purred harshly. Paul shivered at the cruel words and his knees gave out as he rubbed his thighs together; desperate for any kind of friction, but too embarrassed to actually touch himself. The man chuckled again
"Do you want me to touch you?"
He purred while teasing a finger up Paul's thigh, the younger boy nodded and bit his lip
"Yes, please touch me,"
He pleaded. The man chuckled and pulled Paul into his lap; their size difference a bit ridiculous. The man leaned forward and started sucking on Paul's nipple again as he toyed the other one between his thumb and index finger, Paul mewled pathetically as he rubbed his shaft against the guys stomach, the man brought his hand between them and wrapped it around Paul's straining boyhood; that sent him over the edge. Paul arched and let out a loud cry as he came before slumping forward; resting his head against the man's chest. It was then that Ash found his will to turn and run; he'd had just witnessed someone get raped, no matter how much they liked it, it had been rape… And Ash had liked it. Paul was probably scarred for life now and Ash had never been more turned on in his life.