Babysitting (Asuma/ Jiraiya)

My half of a fic-trade with Roalli on y gallery. Set back when Asuma was 18 (Jiraiya is about 40 in this)

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Jiraiya ascended the stairs to his apartment with an overfull bag of groceries in his arms. He was buying for two now that he was babysitting for the third. He didn’t really mind watching Asuma while his father was away on business, but the kid was such a pain it was unreal. He knew for a fact that when he was eighteen he was nowhere near as annoying as him.

He fumbled with his key and opened the door. The lights were out, so he stumbled through the dark room nearly spilling the heavy contents of the bag in the process. He set it down and turned on the kitchen light.

‘Now where is that kid’ The older man thought to himself as he walked back through the livingroom.

He noticed his laundry left in a basked by the couch. He picked it up and headed for his bedroom, where he was shocked to Asuma, sitting naked on his bed, cock in hand and one of his gay porno’s playing on the television.

They both screamed in surprise.

“What are you doing here?” Asuma cried out in embarrassment. He covered himself with the pillow and shut the television off.

“I live here. Remember? I thought I told you not to go in my room.”

“I know you did, but...”

There was an awkward silence. Asuma was to embarrassed to speak. Jiraiya was angry his privacy had been invaded, but he couldn’t help but laugh.

“Stop laughing.” Asuma cried, his face still blood red.

Jiraiya stopped but still kept a smirk on his face, “So, you’re into guys huh?”

Asuma nodded. “Please don’t tell my dad. He’d kill me if he found out I liked guys.”

Jiraiya chuckled and sat down next to the younger man. “Your dad isn’t going to kill you kid. Hell back in the day he and I used to fool around after training..” He laughed again.

“You and dad?” Asuma cried out in surprise.

“Yep. Here give me that remote and move over, this porn is one of my favorites.”

Jiraiya took the remote and turned the television back on, just as a guy was blowing a load on his partners face. He began rubbing the bulge in his pants to the immense surprise of the younger man beside him.

“What are you doing?” Asuma cried out in surprise.

“What does it look like?” Jiraiya replied bluntly. He now had his semi-erect cock fished from his pants and was stroking it lightly. “Now here, lets see what you’ve got.” He said pulling the pillow out of Asuma’s grip.

“Ha. You definitely are your fathers son.” He said taking hold of Asuma’s nine inch endowment. “Damn kid you’re bigger than me. Fuck I gotta get a taste of this.”

Jiraiya stripped down to nothing in a matter of seconds and wrapped his lips around the teen’s cock. Asuma groaned with wild abandon. He dug his fingers into the sheets and his whole body shook with pleasure.

“You like that?”

“Oh god yea.”

“Is this your first time?”

“Yea.”

“Good, then you’ll get a proper lesson on how to fuck.”

Jiraiya rolled over and got on all fours over Asuma. He planted a deep passionate kiss on the younger man’s lips. His hands roamed over his toned muscled and hairy chest. Asuma returned the favor, letting his hands explore the older man’s muscular body. Their large throbbing endowments rubbing against one another.

“God damn you’re so fucking hot kid. I’ve wanted to do this ever since you got here.”

“Me too.” Asuma moaned softly in reply as Jiraiya licked and kissed his way down his smooth neck.

There was not an inch of space between the as their muscular bodies pressed together. Jiraiya continued down, teasing Asuma’s nipples and licking every muscle of the younger man’s body. He hungrily wrapped his mouth around that beautiful cock once more, running his tongue down the shaft and taking the hairy balls into his mouth one at a time.

Asuma continued to shake and moan with pleasure. His wildest fantasies about his fathers student had finally come true.

“Now its time for the good stuff kid.”

Asuma opened his eyes to see Jiraiya take a bottle of lube from the counter. He expected Jiraiya to flip him over like in his fantasies, but he was amazed when his cock had been slicked up with lube and Jiraiya was preparing to squat down on it. The head sank in and both of them groaned. Jiraiya’s ass was hot and incredibly tight. Every inch that sank into Jiraiya was another inch into pure bliss.

“Damn that feels good.” Jiraiya groaned as his ass pressed firmly into Asuma’s lap.

“S-so tight.” Asuma gasped. His body was slick with sweat and he looked like he might blow any second.

“Now, Thrust up into me.” He instructed, lifting his ass up a bit.

Asuma thrust once, twice, three times and fired his load deep inside Jiraiya’s insides, experiencing an orgasm unlike any he had, had with his hand alone.

“That was quick.” The older man teased.

“Sorry. I got too excited.”

“Don’t worry about it, Is your first time.” He reassured him.

“Fuck that was amazing.” Asuma sighed laying back on the pillow panting softly. Jiraiya stood up, letting Asuma’s softening cock slide out of him. “So, do you want to try taking it?”

Asuma thought about if for a second and then nodded. “Alright then, get on your stomach.”

He rolled over, with Jiraiya still over him. He heard the stopper of the bottle of lube open again, and a few seconds later, he felt a cold wet finger press against his hole. His body tensed up slightly as the thick finger penetrated. He groaned into the pillow as the finger pushed deeper, burning slightly.

The invading digit retreated slightly and pushed back in. The pain was less this time. Jiraiya continued to finger the younger man until he felt like he was ready. He generously cover his cock with lube and applied extra to Asuma, before placing the tip of his cock at his entrance.

“This is going to hurt a bit, but bear with it, okay?”

Asuma nodded and tried to relax, while at the same time, bracing himself for what was about to happen. The first few inches of Jiraiya slid inside and Asuma cried out in unbearable pain.

“Fuck, fuck, fuck, it hurts. Take it out.” Asuma yelled.

“Relax.” He cooed. “The pain wont last long.”

Asuma bit the pillow and tried his best to relax. His hole clenched tightly on Jiraiya’s member, trying to force him out, but Jiraiya would not let it. The minuets seemed like hours as the pain slowly faded, leaving Asuma breathing heavily under Jiraiya’s weight.

“Are you okay?”

“Yea. It doesn’t hurt as much now.”

“Okay, I’m going a little deeper.”

Jiraiya slowly sank his final inches and waited for his young partner to get used to it before he pulled out and slid back in. Asuma cried out softly. Jiraiya gave him another thrust, taking his time with the virgin.

Soon he had worked up to a steady pace. Asuma moaned softly with each thrust; his white-knuckled fingers gripped the pillow tightly. His pace quickened, his thrusts went deeper and harder. The sound of skin slapping skin filled the room. Asuma moaned wildly, and Jiraiya grunted with every thrust. His grunting soon became a deep growling, then he roared with pleasure as he blew his load deep in Asuma’s freshly deflowered ass. He collapsed onto his young lover, breathing heavily, his fat, throbbing member still gushing more seed into his hole.

“Ohhhhh gods. That was amazing.” Asuma moaned with his face half-buried in the pillow.

“Yea, it was.” Jiraiya said as he pulled out and rolled off his young partner.

“I’ve seen porn and... that was so much...ohh fuck that was so much better. And you and dad did stuff like this all the time?”

“That and more kid.” He said as he lit a cigarette (Asuma had one too.) “You’ve got a long way to go yet.”

Jiraiya lay back on the pillow and inhaled deeply on the cigarette. He was really beginning to like this kid.