Disclaimer: I have zero ownership of Naruto and TDI.

Chapter 1. Courtney

Naruto Uzumaki led his first conquest away from the other contestants. She had dark skin, brown hair, black eyes, and DD-cup size breasts. She was dressed in calf-length olive green side split pants revealing her curvy buttocks with grey/dark taupe ankle strap wedge sandals and has a few freckles on her face. This is Courtney.

As they made their way to her cabin, Courtney said in a stern tone "Don't get the wrong idea. I'm only doing this because I'm stressed out from all the challenges Chris had us do."

"I know. I know. And I'm only doing this to get into your pants. So how about we get to it?" Naruto said while grabbing a handful of Courtney's ass.

Making her jump and let out an eeep from the act. Restraining herself from hitting the blonde pervert, Courtney entered her cabin as he made sure to check if anyone saw them. Once he was sure the coast was clear, he went inside and locked it. Unknown to him, someone came from behind the corner and went up to the door.

(Lemon)

Naruto and Courtney both were out of their clothes and into their underwear while sitting on his bed making out. The former held the latter close while fondling her green bra clad breasts while also caressing her legs.

'Mmm, he kisses far better than Duncan.' Courtney thought while tongue wrestling him.

As the two separated with only a string of saliva connecting them, Naruto had Courtney lie down as he got between her legs and pulled her panties off.

All she had was a small tuff of hair. Feeling embarrassed she tried to close her legs, but Naruto kept that from happening.

Licking his lips, he said "Mmm, looks good enough to eat."

"Just get it over with already!" Courtney said feeling embarrassed and impatient. She soon started letting out moans of pleasure when Naruto started feasting on her virgin quim.

The blonde quite enjoyed the taste of Courtney's pussy. Especially since she hasn't slept with anyone. Not even Duncan.

'What the hell is Duncan thinking not hitting this hot piece of ass? No matter. If he isn't claiming his girlfriend's virginity than I will.' Naruto mentally said knowing that the two were dating.

Courtney knew that this was simply to reduce her stress, but she didn't expect for this to feel amazing. Nor did she think Naruto would be this good.

She tried to keep her voice down so as to not draw any attention, but a certain blonde was making that difficult with his amazing and experienced tongue.

She then wrapped one of her legs around his head and pushed him further into her cunt. Her muffled moans got higher when she felt him scrape her G-spot.

'Ah, how is he so good?! How many girls did he sleep with?!' Courtney mentally exclaimed trying extra hard to keep her voice down.

Naruto reached up her body and fondled her boobs after pushing her bra up. He could also tell she was close to reaching her peak.

Wanting to taste her virgin juices, Naruto sped up on his licking. He also stimulated her clit. He kept a good grip on her hips as she started thrashing around.

Unable to hold it in any longer, she let out a moan that filled the cabin. All the while spraying her love nectar all over his face and into his mouth.

Naruto guzzled down the little minx's pussy water with little to no hesitation. It had a sweet taste to it. No doubt because of her virginity.

When she was done, Courtney couldn't wait any longer. She surprised Naruto when she reached down and pulled him up to her.

"Get inside me already! I can't take it anymore! Just fuck me already, please!" Courtney begged before pulling the blonde into a kiss. She didn't care if she tasted herself.

While at first shocked by her bold act, Naruto decided to just let her have it. After pulling his boxers off, he aimed at her opening and rubbed as much as he could to lube it up. He wasn't upset about Courtney not sucking him off. It was her first time so he decided to let it be her night.

After getting his meat log covered in her release, he began pushing it into her. Courtney moaned from the intrusion. But when she felt him hit her hymen, she got scared. She knew that it would hurt once he punctured it.

Naruto gave her a reassuring look before sealing her lips with his. Pulling his hips back, he surged forward and took her virginity.

"MMMMMMMM!" Courtney let out a muffled moan of pain from having her cherry popped.

Naruto let her scream into his mouth as he knew that it would be painful for her. Soon she managed to calm down, but tears flowed from her eyes.

Courtney gave him a nod as the pain started to subside. Not wanting to hurt her, Naruto started slow.

The pain flared for a bit with every thrust, but soon it was replaced with pleasure. Courtney began to moan from having her former virgin snatch stretched and pounded.

Naruto really wanted to go faster, but he didn't want to hurt Courtney. So he had to be patient for her to get use to it.

Unable to keep her voice down, she said "Ah, ah, ah, ah! Yes! Yes! Fuck me! Fuck me, baby!"

"Ugh, you're so tight, Courtney! I can't understand why you and Duncan haven't done this yet!" Naruto grunted while thrusting his meat into her tunnel.

Managing to sum up a few words, Courtney wrapped her arms around his back while saying "Just shut up and fuck me harder, you blonde pervert!"

Not needing any encouragement, Naruto increased his pace and the impact of his thrusting. Making the CIT girl scream louder.

(Lemon Pause)

The person outside Courtney's room leaned against the door and listened to the girl's pleasure filled moans. All the while sticking her hand into her pants and rubbing her pussy as well as groping her B-cup tits.

Thankfully, no one was in the hallway except for her.

(Lemon Resume)

During their love making, Naruto had Courtney's right leg up and over his shoulder while her other was wrapped around his waist. Naruto showed affection to her neck by leaving a few hickey's.

Courtney felt like her brain was turning into mush from the fucking she was receiving. She never knew sex could feel this good. Nor did she expect for Naruto to be a God in the bedroom.

'He has to have slept with other girls before me! That's the only explanation! Why didn't I do this in the first place?! Oh, he has to fuck me again!' Courtney thought as he kept hitting her G-spot over and over again.

There was no way her cries went unnoticed. Her cabin was filled with the sounds of his pelvis slamming into hers as well as her moaning and him grunting from every thrust.

Much later, Naruto had Courtney in the doggy style position. He pounded her twat while nibbling on her ear. Almost like a dog on a bitch.

This didn't go unnoticed by her. Which would explain why her pussy was tightening around the mighty shlong currently plundering her depths.

~SLAP~

"AAAAAAH!"

Courtney let out a shout of shock and pain as she felt her lower cheeks getting smacked. Naruto had raised his hand and brought it down hard on her supple rear.

Looking behind her, she was about to give Naruto a piece of her mind. But she never got the chance.

~SLAP~

"AAAH! Will you give the ass slaps a rest?!" Courtney cried out loud.

"Not a chance! This ass needs a nice spanking! And you're gonna love it!" Naruto says with a growl as he continues slapping her ass while still thrusting into her.

The busty CIT girl wailed as her pastier was being assaulted. And yet she was beginning to love it. The pain and the pleasure began to mix like a cocktail.

Naruto leaned in and put much of his weight on her back while he continued to pump into her vagina. Courtney soon began to hear him grunting extra hard.

She found out why when she felt his mating limb begin to pulse. She tried to sum up some words to tell him to pull out, but she wasn't having any luck.

Naruto felt Courtney was reaching her peak. The way she was squeezing his dick was proof of it.

As Naruto was feeling his end was upon him, Courtney turned to him after managing to clear her mind a bit. But just as she was about to tell him to pull out, it was too late.

Her climax hit her hard. Causing her to let out a loud scream while squirting her release on his fleshy rod and squeeze it.

Which in turn triggered his release. Naruto blasted his cock chowder right into Duncan's girlfriend. Courtney let out a silent scream as she felt his creamy warmth fill up her womb.

Inside Courtney's Womb

Naruto's sperm cells surrounded Courtney's egg and tried to puncture it. Only one broke through.

[Courtney Fertilized]

(Lemon End)

The person outside heard the two were finally done. She could only imagine what Courtney must be feeling. Having a boy finish inside her and knocking her up.

The person also reached their end before getting up and went back to their cabin. Leaving a puddle of their excitement behind.

End

Next Chapter: Beth and Gwen