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.
