Chapter 1: Ravi and Jessie
Ravi was sitting in his room doing his homework when he heard noises coming from outside. He was 16, and had grown taller from him middle school size. He also didn't have his bowl cut, and now had short hair.
He was curious as to what was distracting him from his work, and he opened his door and peeked around, and the source of the noises became obvious; it was coming from Jessie's room.
Emma was out with some friends for a sleepover and Luke was also at a sleepover. When he had learned of this, he bragged about a Mathletes Party he was invited to and that he was going, but there was no party. Zuri and Bertram were asleep and both of them were nearly impossible to wake up so it was him, Zuri, Bertram and Jessie in the penthouse.
He slowly walked toward Jessie's room, and the noises were more clearer. It sounded like moans, and Ravi could hear Jessie saying muffled things; "Oh my god! god! god! god!", "Yes yes yes yes yes yes." and "I'm gonna cuumm!".
He turned the knob on the door and he opened it slightly and peeked through and what he saw froze him. It was Jessie, on her bed, with her shirt on the floor, and one hand through her skirt, and Ravi could see the hand was spasming between her legs. Her other hand was massaging her breasts, pinching her nipples.
Ravi stood there peeking, and he felt his pants tighten. He stared down and he saw his pants were sticking out in a tent formation.
When his dick became erect for the first time after seeing Emma in a two piece bikini; he had learned all there is to know about the penis as well as women parts. After all, he looked up things to learn.
His penis was normally 4 inches when he was flaccid (not erect), but when he had become erect, he measured to be 6 inches. He had only become erect twice, first from Emma, and now from Jessie.
He then remembered the steps to relieve an erection, which he hadn't attempted before but he was going attempt it when Emma had given him an erection, but by the time he had learned everything, he became flaccid.
Ravi unzipped his pants and he let them fall, as well as his dinosaur underwear. His dick was sticking straight out.
Jessie was to much into playing with herself to notice Ravi peeking in the room. Ravi started to feel his testicles swell and he groaned as he had never experienced this before.
His groan had caught Jessie's attention and she stopped and looked around.
"Who's there?" She asked, and Ravi made a move to hide but tripped because his pants were around his legs. She spotted Ravi falling and ran to the door, swinging it open.
"Ravi! What are you doing?" She said to the boy on the floor, nearly yelling but not loud enough to wake Zuri up.
"Oh nothing. Absolutely nothing at all." Ravi said.
"Wait, were you watching me playing with myself?" She said.
"I heard noises and I thought Ms. Kipling had gotten into your room again. So I came and then I saw you playing with yourself." He replied as he stood up, pulled his pants back up and faced Jessie. It was obvious that he had a bulge in his pants.
"Did…Did you like it?" Jessie asked as she saw Ravi's bulge.
"Umm... Yes I guess I did." Ravi said.
Ravi stared at her gorgeous body and her tits, captivated by her beauty.
"Do you want some help with that?" She said still staring at his bulge.
"YES!" Ravi blurted out maybe too loud.
Jessie led Ravi to her bed and she pushed him back on the bed gently. She then unbuttoned and removed his pants and underwear. Ravi was losing his erection, and he was disappointed.
"Oh, I know what we can do to get you back to being that big." She said as she leaned on Ravi and they started making out.
Jessie's hand started exploring Ravi's body. Their tongues clashed against each other. Jessie took off Ravi's shirt, revealing his six-pack. She kissed his chest and her fingers explored his abs. Ravi groaned as his penis grew to 6 inches again.
Jessie stopped kissing Ravi when she felt the head of his dick rub against her smooth stomach. She grabbed it and rubbed it around.
Jessie got off of Ravi and onto her knees smiled at Ravi. She leaned forward and kissed the tip slowly. Her soft and luscious lips wrapped tightly around Ravi's sensitive head, and her tongue shot out and teased the head.
Her lips made a 'Pop' noise when Jessie's lips slipped the head out. He knew all about teasing, as well as the act of Fellatio (blowjobs). Ravi then moved his hand and forced her head towards his dick again.
She opened her mouth and shoved it in. He pushed her head down until he was rubbing the back of her throat and the pretty Texas girl began to slobber on his dick. He released her head and Jessie pulled back and she took deep breaths until she caught it.
"Damn, that brings me back to junior high. It's a shame that Tony isn't that big." She said, as she began to jerk off Ravi's saliva-covered dick. Ravi felt the same feeling of his testicles swelling and Jessie could feel the large cock pulse in her hands.
"Looks like someone's close to blowing their first load." Jessie said as she moved between Ravi's legs.
She then positioned the head of Ravi's dick to her face and began to jerk him off with both hands.
"Lets blowing it in my mouth and all over my face and titties, how bout that?" she said as she kissed the head again and sped up her hands.
"Ungggh Jessie. I'm gonna... Yes. Yes. Here it comes!" Ravi moaned as he blew his load all over his babysitter's face and tits and her stomach and in her stomach. Thick long ropes shot out of Ravi's dick and went into Jessie's waiting mouth, and when her mouth was filled she moved back and the warm ropes of cum splattered onto her.
"Oh wow that was a lot. I guess that's what happens when you don't cum for 2 years." Ravi said as he looked at Jessie. She closed her eyes and smiled as Ravi's jizz traveled down her throat.
"Damn, it's spicy." She said as it traveled through the rest of her body. She cleaned Ravi's tip, and then began to clean the jizz off of her. She dragged fingers along her body and would drip it into her mouth.
When Jessie thought that she had cleaned everything up, she leaned onto Ravi again and began making out with him again (she has some on her throat.)
Jessie's phone began to buzz and she saw it was Luke calling.
She answered the call and she and Luke talked for a few minutes, meanwhile Jessie was rubbing Ravi's cock. She ended the call and said that Luke's friends made fun of Kenny the Koala and that he needed a ride home so she had to get him.
"I'm sorry to go and leave you like this Ravi. Maybe we can finish all this properly another time." She said as she began reclothing herself. She gave Ravi a kiss before she left.
"Well that was fun." Ravi said as he got up and pulled his pants back up and walked to his room. He sat down and then removed his pants and started to jerk off.
He then heard Ms. Kipling groans that meant she had just pooped.
"Great." he said as he grabbed the special bags to dispose of the reptilian waste.
He cleaned it up and disposed of it properly before he got an idea.
I grabbed another bag and he resumed jerking off. He kept going until he blew a load into the bag. Then he crept into Jessie's room and he placed it under her pillow, and then left. She was gonna have a present until they finished what they started.