106 Another anal cherry

Jake had a normal day as he enjoyed having tormented Kayla, but now it was the time to switch targets as he looked at the naked sexy school teacher in front of him, her cute butt hole already lubed up and ready to go, as it was now Jennifer's turn to receive her first anal sex.

Just like he had done with Kayla, to calm her down, he enjoyed some normal sex with Jennifer, groping her big firm breasts as he kissed her juicy lips, enjoying every part of her hot body.

Only after Jennifer was completely in the mood and horny as hell, after all these last few days she hadn't gotten to be fucked that many times, so right now she was raring to.

She obediently turned her big ass towards Jake, as he prepared her for anal insertion, using his finger to delve deep inside her tight butt.

Not long after he pointed his erect meat pole at her tight hole and forced it inside, causing Jennifer to grunt heavily feeling Jake's dick, force its way inside her.

"Kii, guuhh," Jennifer moaned and groaned as she felt it enter deeper and deeper into a place nothing had ever gone before.

Jake took it easy as he entered her asshole, loving the fact he was fucking the beautiful and popular teacher in the ass.

Grabbing her waist he entered her hole fully, feeling the amazing tightness around his dick. After getting her used to the fact that his dick now resided fully inside her anal cavity.

Jennifer was on all fours and Jake had penetrated her from behind. As he had entered her fully he bent over her body to grab hold of her tits, just like he did the day before with Kayla.

"I'm gonna move in and out now, you just enjoy."

"Y-yessh, m-masshterr," Jennifer said huffing and puffing trying to get used to her asshole being filled up.

Jake did as he said and began moving backwards, before going back in again, slowly increasing his pace so Jennifer could get used to it.

It took some time, but it seemed Jennifer was starting to enjoy it as well, after quite some minutes had passed.

Jake then licked his lips as he couldn't resist anymore. He raised his hand flatly, before he had it come down on Jennifer's meaty ass cheek.

*Pats*

Jennifer raised her head as she let out a cute scream, "Kyiiihhh."

Jake smiled as he did the same with the other ass cheek.

*Pats*

"Kyaahhnn. M-master?" Jennifer said looking at Jake a bit tear-eyed.

"It's your ass's fault it's being spanked. It's just too enticing."

Jennifer pouted hearing Jake say it's her fault. Still she loved the compliment in his words.

Jake then stopped the spanking as she tightened up way too hard as he hit her bubbly ass cheek, and began fucking her asshole once again, going deep inside her before pulling out and pounding it back in again.

"I'm going to fill you up soon, prepare to have the first load of the evening."

Jennifer felt the pace go up even more as he mercilessly smashed into her only recently penetrated anus, before she felt plenty of hot stuff enter her rectum.

After Jake finished cumming he smiled and said: "Now prepare yourself, we're not gonna stop until your belly is at least as big as Kayla's was."

Jennifer gulped seeing Jake's evil smile, realizing he wasn't done with her just yet and would enjoy her ass for the rest of the evening.

And thus her evening of anal sex truly began as Jake moved her in plenty of different positions, from lying on their sides, to her on top of him, to doggy style once more, in which he went super deep inside her.

Whatever position she was put in, Jake made sure to fuck her hard and ended it all with a fresh load of warm semen enter her belly, filling her up more with every climax.

Then finally as the clock struck twelve and they had been going at it for hours, with only small breaks in between, Jake took his dick out for the final time.

Just before the humongous semen pumped inside her rectum could leak out, the buttplug was placed back inside her, keeping the semen in.

Jake chuckled looking at Jennifer's messed up face, having gone crazy from all the anal sex, which didn't hurt her at all anymore. She even came quite some times at the end, having gone accustomed to the feeling of his dick inside her tight asshole and actually starting to like the feeling as well.

Just like Kayla had the night before, Jennifer's belly had swollen quite a big. Jake lied down behind his teacher who lied on her side, and one of his arms was used to have Jennifer rest her head on, while he held her swollen belly with his other.

Then whispering softly in her ear, "in the future, it won't be semen that swells your belly and it will grow far bigger than this."

Jennifer licked her lips knowing exactly what he meant. She smiled and pressed her ass backwards, making sure it touched Jake's body, while she put her hand on top of Jake's that was on her belly.

Then with words she meant with all her heart, "Yes master, I'll accept it whenever master wants to and bear as many as he wants to."

Thinking of the future, where she lived happily as Jake's slave, giving him plenty of children she smiled and fell asleep, exhausted from the anal sex.

Jake too closed his eyes, indulging himself in feeling Jennifer's body clenched against him.

The next day when he arrived at the school he frowned as he looked at a blonde somewhat handsome, slimy looking guy talking with his slave in front of her locker.

Stefanie didn't seem comfortable as she stood in front of her locker, after she had shrieked suddenly seeing Dave appear in front of her.

"Come on cuty, why date that useless guy. It's much better if you date a handsome guy like me."

"N-no thank you, I'm happy dating Jake, s-see you now," Stefanie said wanting to get rid of him.

Dave though didn't let Stefanie off easy as he moved in front of her not allowing her to get away. "Oh come on you're Siera's little sister right? I'm on the council too, if you date me we can all hang out."

"N-no thank you, p-please stay away from me."

Stefanie turned around to walk away.

Dave had an ugly look on his face, after all he had courted Stefanie's older sister Siera first, but she had made it painfully clear she held no interest in him at all, which had already annoyed him greatly as he wasn't used to not getting what he wanted and now her little sister was doing the same.

"Don't walk away from me," Dave said as he grabbed Stefanie's shoulder.

Stefanie gulped feeling the strong hand grab her shoulder. Then suddenly the pressure lessened.

"Take your puny hands away from her, she belongs to me."

Stefanie smiled a bit seeing her master appear next to her having grabbed Dave's wrist.

"A-aah, you're hurting me," Dave said hurtfully not knowing how someone like Jake could have that much power in his hands.

He let go of Stefanie's shoulder, after which Jake gave his wrist a firm squeeze hurting him even more, before he lightly threw his arm away.

Immediately Dave clutched his painful wrist looking angry at Jake.

Meanwhile Jake stared back without fear as he said: "Touch my woman again and you'll regret it."

Jake then took Stefanie's tight waist and walked away with her, as he did he smiled and lowered his hands to grab her tight ass.

Dave who saw this glared angrily as he thought out loud, "Just you wait."

Stefanie blushed as Jake was squeezing her ass in the open, but she felt happy as well being saved by him.

A bit later, Jake was sitting casually in the classroom, Stefanie right beside him. He didn't have much eyes for Stefanie right now as he looked at the hot teacher in front of the classroom.

Unlike every other person in the classroom he could see she wasn't acting entirely normal, which had everything to do with the huge amount of semen he had deposited inside her ass last night.

Looking at her awkward moving and her slightly inflated belly Jake smiled as he started to get a bit hard.

Just like Kayla, Jennifer had to keep in the semen all day and luckily for him, apart from this short time of homeroom they had every morning, she had to teach them English, her main class, later in the day.

Jennifer looked at Jake as she felt the huge amount of semen packed in her belly move around. It felt really uncomfortable, especially after the amount of anal sex she had experienced last night.

She finished up homeroom in time and send the students on their way. Jake smiled as he gave Jennifer a hot look as he too left with Stefanie, going on with the remainder of the school day.