I'M PRETTY SURE THIS IS THE LAST CHAPTER. I MIGHT REVISIT IT AT SOME POINT BUT NOT SURE WHAT MORE I CAN SQUEEZE OUT OF IT.
A few days had gone by since Jake had spent the night with his grandmother Claire. During that time he went out on dates with both Marisa and Lizzy. With Marisa, he took her out to dinner at a new hamburger joint. Both being athletes and honor roll students, they had a ton in coming and got along great. After the date they had a long make out session with some heavy petting, but Marisa made it clear that she never goes all the way on a first date. However, she also made it clear that on date number two he was probably going to get very lucky.
For his date with Lizzy, it was her who took him out. She picked him up in her car and took them to a secluded spot. She had packed a picnic and they spread out a blanket and had dinner under the stars. Once they were done eating she attacked him. For the rest of the night on that blanket they fucked. They had sex all through the night. Every time Jake finished, Lizzy would go down on him and get him hard again. And then away they would go again. Jake couldn't believe how insatiable she was, but he loved it.
When she dropped him off it was two in the morning. Jake tried to quietly sneak into the house and not wake his mother, but she was waiting for him, just standing there in her nightgown.
"Jake, I heard her car pull up. It's really late sweetie. I'm guessing that was a really good date huh slugger," she teased him.
"I'm sorry you woke up mom. Yeah, we had a really good time. I'm exhausted."
Sherry walked up to him and into his arms.
"Jesus Jake. You reek of sex!"
"Like I said mom, we had a really good time," Jake said as he squeezed her tight and roamed his hands down to her ass as she nuzzled against his neck.
"Mmmmm...you got anything left for your old mom?"
Jake kissed her and said, "Always for you mom. Always."
She broke their hug and led him to her bedroom. She helped him get out of his clothes and into bed. She got between his legs and took him into her mouth.
"Mmmm, I can taste her on you," she said and put her mouth back on his cock.
When he was fully hard again she crawled up his body and put him inside of her.
"My poor baby. That little minx made you fuck her all night long. You must be exhausted. Don't worry sweetie. Mommy's going to do all of the work. Mommy's going to rock you to sleep baby."
Sherry started to ride up and down on his dick and leaned down to kiss him. Jake had come so many times that he was able to last for as long as she needed. After she orgasmed twice she sped up her thrusts and started to softly speak to him to encourage him to cum.
"Come on Jake baby. Give me your cum sweetie. Mommy wants you to fill her pussy baby. Think about mommy's wet pussy going up and down on your cock. Up and down and up and down."
Jake grabbed her hips and humped up into her.
"AAAAHHhhh...shit that's it! I'm cumming," he gasped as he started to spurt into her.
"That's it baby. Fill me up Jake. Give me that cum baby!"
When they were done she fell to the side, with her one arm and leg draped over him, and they both fell into a deep sleep.
The next day was Sunday and Sherry spent the morning helping Jake work off his morning wood. She then made them breakfast and Jake got a text from Marisa as they were eating.
"Marisa wants me to come over at three today. Says her parents will be in church."
Sherry felt a pang of jealousy, but quickly remembered that this was the whole point of why she seduced him in the first place.
"That's great baby! Sounds like today's the day. But this means we can't play anymore today ok? You can't go over there with an empty pistol," she said while smiling at him.
"I know. And that sucks. I really wanted to spend all day with you."
Sherry's heart beamed at his words.
"There's always tonight sweetie. Church will only give you and her an hour and half, two at most. And I'll be here waiting for you."
"Mom, you're the best you know that?"
They finished breakfast and Jake spent the rest of the day in nervous anticipation. When it got close to time for him to leave, Sherry handed him a pill.
"What's this?"
"It's a morning after pill sweetie. Just in case Marisa isn't on any sort of birth control. This way you won't need to wear a condom and it will be a lot more fun."
"I have to say it again mom. You are the best."
Jake gave her a long, deep kiss and then headed out the door.
When he got to Marisa's house she answered the front door before he even got a chance to knock. She was wearing her cheerleading uniform and reached out and took a hold of his shirt and yanked him inside. She closed the door and threw him against it and then pressed her mouth against his. They made out for a minute and then he finally broke the kiss.
"Why are you in your cheerleading outfit?"
"I thought it would be sexy. Today you get to fuck the captain of the cheerleaders! Are you excited?"
She stepped back and did a school cheer while kicking up her legs, showing Jake that she wasn't wearing any panties. Her beautiful pussy was completely waxed bare.
"Oh my god this is gonna be so awesome," Jake said, as he stared at all of her beautiful dark skin on display.
Marisa laughed and then grabbed his arm and dragged him through the house to her room.
"Ok Jake, we have about two hours so let's get right to it."
She pulled them both into her room and closed the door.
"Take your close off Jake!"
She then went back to doing cheers, but improvising them so that instead of cheering the school she was cheering Jake. He looked at her kicking and moving to the cheers while he removed his clothes. She looked incredibly sexy in her outfit, cheering him on before they were about to have sex. He had the biggest smile on his face. They both started to laugh. He felt zero pressure, just extreme nervous anticipation.
When he started to pull his shorts down he tripped and fell over, crashing into her desk. They both started to laugh hysterically and she ran over to help him up. They started to make out and run their hands all over each other's bodies. Marisa then started to take her top off but Jake stopped her.
"Don't you want me naked?"
"Of course but not yet. I want you to keep the cheerleading outfit on. At least for this first round ok?"
Marisa gave him the widest smile.
"I just knew you were going to be so much fun Jake," she said as she pushed him on the bed and jumped on top of him. They made out and rolled around on the bed. Jake still had his boxer briefs on and Marisa pulled them off of him and then just stared wide eyed at his erect dick for a second.
"Holy shit Jake! Have you ever fucked anyone that lived?"
"What?"
"Jake, that's a really big, fat dick! I mean, I want to do this but I also don't want to possibley spend the rest of my life in a fucking wheelchair!"
They both laughed and Jake pulled her down on top of him. They made out and rolled around again. Soon Jake had her maneuver so that they were in a sixtynine. He at first just stared at her beautiful smooth pussy before pulling it down onto his face. Her cheerleader skit was completely covering his head. He used his training and focused all of his attention on eating her extremely wet box so as to take his mind away from the wonderful things she was doing to his dick with her mouth. She was good, but not as good as Sherry and Claire, but that was all right.
Soon she was orgasming all over his face. He was in heaven and couldn't think of anywhere he'd rather be than in Marisa's bed, with the hottest girl in school grinding her pussy into his mouth.
Jake then tossed her over and climbed on top of her, getting between her legs. He took hold of his hammer and lined it up with her pussy.
"Oh shit! Oh shit! Jake, please go easy! I'm not lying when I say that thing is big as hell!"
"I'll be gentle," Jake said as he slowly started to slide himself into her. He paused when he was halfway in and kissed her.
"Don't be scared Marisa. You're gonna love it."
"I'm sure I will dumbass. Just go slow ok," she said as she ran her hands up and down both sides of his jawline. "Jesus Christ Jake, why do you have to be so fucking fine!?"
Jake smiled down at her and then leaned down and kissed her while he pushed the rest of his cock into her, causing her to gasp into his mouth. He then started to slowly move in and out, causing her to break the kiss.
"Jake! Jake! Oh fuck I'm taking it Jake," she yelled while wrapping her arms and legs around him and squeezing him tight to her as almost a self defense move against his thrusts. His cock was stretching her pussy like never before and the discomfort soon turned into mind blowing ecstasy.
Marisa's eyes rolled into the back of her head and Jake mouthed her beautiful, long neck as he thrust into her. He concentrated his thoughts on anything that took away the focus of how great her tight, teenage pussy was making his cock feel. He tried to focus on her toned, teenage body and flawless ebony skin, but that was a huge mistake as well. So instead he just focused on her body language and the grunts and curses coming out of her mouth, and aimed his thrusts at helping to guide her through orgasm after orgasm.
"AH! Oh shit! Jake you dumb motherfucker! Goddamn Jake you beautiful son of a bitch!"
"Marisa! I'm gonna... I can't hold out Marisa!"
She was just coming down from her third orgasm when she grabbed his face in her hands and opened her eyes and looked at him.
"Do it baby! Cum inside me Jake! You beautiful dumbass! Does it feel good baby! Does my pussy make you feel good?"
