Isaiah’s Sophomore Year 3

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Isaiah’s Sophomore Year 3

By Dragon333 and Kojain

Celebs: Serena Williams, Keyshia Cole

Codes: mF, MF, cons, ebovry

Disclaimer: This story is completely fictional. It is for entertainment purposes only. It is not meant to offend any celebrity involved, or anyone at all for that matter.

Chapter One: Private Workout

“Umm… Ms Williams, are you okay? Isaiah asked, peeking his head through the door.

Serena Williams suddenly looked up at Isaiah, “Yes. Umm… Come on in.”

Isaiah opened the door and watched in, closing
the door behind him and sat in front of Serena’s desk. She wiped the tears from her eyes and smiled at him.

“Isaiah, do you find me attractive?” she asked.

Isaiah had a strange feeling of deja vu, but it passed. “Yes. Why do you ask?” he answered.

“Nothing really. I guess some guys are a little scared of me. They act like they never seen a woman who has some muscle on them.” Serena explains.

“I think having some muscle is very attractive. It lets the girl know that she’s not going to take any crap from any guy.” Isaiah stated.

“Oh you think so?” Serena asked.

“Yes. I really like girls who have muscle. Girls who are too bony are so annoying.” Isaiah said.

“Oooh… So do I have enough meat on me for you to find me attactive?” Serena asked, as she got up and did a model-like spin to show off to Isaiah.

“Very.” Isaiah said simply.

“Oooh… You’re so sweet Isaiah. I’m glad you have an open mind for these type of things.” Serena smiled as she walked over to him and gave him a big hug.

Isaiah took a moment to embrace Serena’s lovely body. She was very well-built and her strong arms holding made him feel so good. She released him and smiled.

“It’s strange.” Serena said.

“What is?” Isaiah asked, looking at her curiously.

“Well… You don’t seem to have a normal body of a 14 year old.” Serena explained.

“Oohh… Umm…” Isaiah studdered, trying to feign hurt feelings.

“No! It’s nothing bad. It’s almost as if you’re an adult in that little body of yours. You have some muscle there.” Serena said.

“Well, I do work out.” Isaiah smiled, feeling much better.

Isaiah felt relieved, he thought she might think he was talking drugs to enhance his body. Thankfully for him that wasn’t the case.

“Well, I have to go now Ms Williams.” Isaiah said, as he got up.

“Leaving so soon?” Serena asked, walking towards him as he went to the door.

Isaiah turned around, “Yes. School has been over for 15 minutes already. I gotta get home.”

“Well… Seeing how no one else is here. Maybe we can have some fun.” Serena grinned.

“Umm… What kind of ‘fun’?” Isaiah asked, but he probably already knew what it was.

“Do I have to spell it out for you? I’ve been rather lonely and I want you to fuck me.” Serena stated.

“Here?! In this office?” Isaiah asked, backing up slightly.

“On the desk. On the floor. On the chair. Pick one.” Serena said.

“Well, you see…” Isaiah was going to say, before he was cut off.

“You’re not going to give me the same ‘adult’ speech you gave Meagan, are you?” Serena asked.

“I was going to say something like that. I think you are very attractive, but I just don’t want to…” Isaiah was once again cut off as he was backed against the door. Serena walked over and locked the door behind him.

“Listen, little man. You are going to fuck me. Understand?” Serena asked, looking at him.

Before Isaiah could move, Serena lifted him up and sat him on the chair. She then knelt down and started to unhook his belt and unzip his fly.

“You don’t want to make this gym teacher pissed, so just fuck me.” Serena said, before pulling out his dick and started to suck him off.

Isaiah gasped as his cock was engulfed in Serena’s warm mouth. He looked down and saw her head bobbing up and down on his dick. Isaiah reached and took a handful of her hair as she treated his manhood like a lollipop.

Isaiah felt himself about to reach climax, he signaled Serena to stop. She did so, and got up and began to take off her sweat pants. She then took Isaiah to her desk, got her torso on top, and bent over.

“Fuck me from behind Isaiah!” she commanded.

Isaiah took his well-lubed dick and pushes it into Serena’s pussy. She let out a loud gasp as she intruded into her love nest. He started to ram her from behind.

“I’m a big girl Isaiah, you better fuck me harder!” Serena commanded.

Isaiah then thrusted harder into Serena’s backside. With each pound his felt her moistness surrounding his dick, making him even more hot. Her moans of pleasure added to the excitement, as if she hasn’t had a good fuck in a long time.

“Damn! This is some good pussy!” Isaiah moaned.

Serena held on to the desk tighter as she enjoyed getting fucked by her student. Isaiah was equally enjoying it as well as he held on to her ass and pounded her more. However, pretty soon it was about to end as he felt his climax approach.

“Do it Isaiah. I want you to cum all over my ass!” Serena ordered.

Isaiah pulled out and coated Serena’s lovely black ass with his cum. He groaned as milked out every last bit of his cum on her rear end. He backed up a little to catch his breath.

“Wow Isaiah. That was the best I’ve had in a long time.” Serena said, trying to calm down.

“Are you serious?” Isaiah asked, checking to see if she was just saying that.

“Very. And it felt like you’ve had experience before with an older woman.” Serena said.

Isaiah didn’t want to give out that the last woman he fucked doggy style was his goddess Esther.

“Well, I guess I’m just talented.” he grinned.

Serena laughed, “I bet. Listen, go ahead and use the Boy’s Locker room shower to clean up then I’ll give you a ride home, ok?”

“Are you sure?” Isaiah questioned.

“Yes. It’s the least I can do. After all you cheered me up.” Serena grinned.

Chapter Two: Isaiah Wants a Girlfriend

Isaiah was at school and noticed something. He saw pretty much everyone holding hands with someone else. He ran into Miley again and they started talking.

“Hey, Isaiah, basketball tryouts are tomorrow. You’re coming right?” Albert went up to Isaiah while he was talking to Miley.

“This is an A and B conversation, so you can C yourself out of it!” Miley told Albert.

“I’ll talk to you in a few minutes alright, Albert?”

“OK.” Albert said as he walked off. Isaiah was very flattered that Miley tried so hard to spend one on one time with him. Isaiah couldn’t remember exactly what they talked about, but it was pretty much nothing. He was just happy to get to talk to her so long.

Isaiah got to Reagan’s house. As soon as he got there Reagan kissed him on the cheek and told him she cooked him some chicken and left it in the oven. He laid down in the bed in the guest room that Reagan allowed him to stay in and started to just relax. After a few minutes he began to feel a presence.

“OK, who’s here?” Isaiah asked. He then felt a hand touch his arm. “That feels like… Keyshia is that you?” he asked.

“Yeah, it’s me, baby!” Keyshia said as she revealed herself from the side of his bed. “How was school today?”

“It was fine, but I noticed something.”


“Everyone at school was paired off. Everyone had a boyfriend or girlfriend. It makes me want to get an actual girlfriend this time. You know, instead of just friends with benefits.”

“Do you have anyone in mind?”

“Miley Cyrus. She’s this girl in my class, she’s so beautiful.”

“So you want to have a monogamous relationship with her?”


“How about one last fuck with me before you go completely faithful? If you can’t fuck me anymore, then let’s make this one really count.”

Keyshia undressed to a dark blue shiny bra and panties. Isaiah and Keyshia kissed twice on the lips first before they started making out. During the time Isaiah was making out with his goddess, he grabbed, squeezed, and held Keyshia’s left breast in his hand and rubbed it while he sucked her tongue. Isaiah took all of his clothes off and took Keyshia’s right nipple in his mouth and began to suck. Keyshia caressed his hair and the right side of his face while he feasted on her big black tit. Keyshia gave Isaiah a short blowjob to lubricate his erect penis.

“Keyshia, your tits are so big! They need to get titty fucked!” Isaiah told her.

“Come here then, and give them what they need.” Keyshia encouraged as she laid down on the floor and squeezed her tits together. Keyshia then felt her worshipper rub his dick and balls on the side of her tits, while she felt his balls rub up and down against her chest. He felt the great softness of Keyshia’s tits while he kept humping and feeling the friction on his balls from her chest until he let out a loud grunt right when he shot a huge load that landed over Keyshia’s orange hair, and along the way back Isaiah’s cum hit Keyshia’s left eye, the bottom of her nose, her mouth, and the top of her chest. Isaiah wiped the cum from Keyshia’s eye and put it to Keyshia’s lips, as Keyshia happily accepted his cum into her mouth. Then Isaiah wiped the cum from her chest and stuck two of his fingers into her pussy so that the cum would enter her love hole. He rotated his two fingers side to side, and then put his two fingers inside Keyshia’s mouth and had her taste the combination flavor of his cum and her pussy.

“Isaiah, no matter how many girlfriends you get, I’ll always love you and be there for you. Don’t forget me.” Keyshia told him.

“Of course. I can never forget you.”

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