99 Sex battle

"Haah? A slave?"

Jake chuckled, "yes for one entire day you'll have to do what I say, you'll have to go along with every sexual fantasy I want."

Diana thought a bit about it and felt it could be quite fun. She guessed Jake just wanted her to wear some sexy stuff and things like that.

"Fine, but I'll throw that right back at ya."

Jake wasn't the only one with a rich sexual fantasy, she too had some things she wanted to try. So thinking it was more than a joke than really serious she happily agreed to it. Never had she expected that that one day would become her entire life.

Jake naturally had no way he would lose this. He had been having sex with his slaves for quite some time already and even multiple women serving him at the same time couldn't handle the might of his dick.

He grabbed both breasts as he said: "Then get ready to have a whole lot of fun, I'll be sure to pound that pussy of yours straight up to heaven."

Diana was already fully in the mood for sex and pulled Jake in close for a deep long kiss after which she said: "I won't go down so easily, now put it in, or are you scared you're gonna lose already."

Jake was quite happy with her cheeky attitude, but in the end, he would show her who was boss. "Don't even think about walking tomorrow," Jake said lining his dick up against her pussy.

"Hmpf, a kid like you won't handle a woman like me, I'll squeeze you dry within minutes."

Both kept trying to undermine the other, not giving up at all, so Jake decided to stop with the words and let actions speak for him instead.

With the movement of his hips, he pushed his dick inside her pussy, all the way up to her womb.

Diana let out a long sweet moan, feeling her pussy filled up completely with Jake's amazing dick.

With just one thrust of his hips, Diana's confidence was shaken. After all how in the world was she going to go up against a dick like this. This thing would ravage her completely, but she didn't care about the bet anymore, she just wanted Jake to fuck her hard.

After the time in her office, when she had let go of her resistance to going out with Jake, her mind had let it all go.

Previously she tried her best to keep her feelings for Jake inside, but having just felt once the pleasure of having sex with him, there was no way she could resist any more. She was already his woman and right now she wanted nothing more than to get fucked by him.

Meanwhile Jake didn't stop moving his body as he lied on top of Diana, his dick slamming deep inside her pussy with every thrust, which in turn made a lewd moan come out of her mouth.

While his dick slammed into her pussy, one of his hands had cupped her breast, while he sucked on the nipple of her other breast with his mouth.

Diana feeling him sucking on her nipple on pulled him closer in with her hands, not wanting him to let go of her tits, not that Jake had any plans to.

The two indulged themselves in each other's body, kissing, sucking, and fucking. They kept intertwined.

Diana had climaxed lightly once or twice already and she could feel Jake's dick throb even more inside her pussy, so she knew he was close as well.

After kissing her once again he said: "I'm gonna let it all out soon, you better took some contraceptives already cause I ain't pulling out again."

Diana didn't want him to pull out either, already starting to get addicted to his semen.

"Pour it all inside me, it's safe."

This was the final push as Jake began to release his hot semen inside her womb, causing Diana to cum hard as well.

Feeling the semen fill her up, Diana moaned out loud, feeling incredibly good. Jake too felt amazing feel her tight pussy squirm all around his dick, like it wanted to squeeze out everything.

Naturally, he let it do as it pleased and made sure her womb was filled to max capacity, only then did he stop cumming and did he pull out his dick, falling down beside Diana, embracing her with one arm, while cupping a breast of her's.

After both caught their breaths for a bit Jake turned to Diana, who was still feeling bliss as he said: "Want to give up already?"

Diana turned to him with a smile, "don't even think about it, I'm not done just yet."

Jake chuckled, "very well, let's see how long you hold out, now this guy wants to go again, how about you get on top this time."

Diana looked down at Jake's dick and saw it was still completely erect as nothing had happened. She knew a long hard battle was up ahead for her, but there was no way she would give up so easily.

While getting on top of Jake she said: "Let's see you handle this."

Then sitting on him cowgirl, she lowered her hips having Jake's dick enter her honey pot once again.

"Aahnn," a long sweet moan came out of Diana's mouth as she felt Jake's dick enter her once more.

Still, she lowered her hips fully so Jake's dick entered her completely. Feeling his big bulging dick inside her Diana, stopped moving and just enjoyed it.

Jake grabbed her breasts, with both hands as he said: "Come on, nothing will happen like this you know."

Diana pouted as she said: "I know, just let me get accustomed to this size of yours, it's huge you know."

Jake smiled as he wiggled his hips, "Thank you very much." Naturally, he felt happy being called huge.

Pinching her nipples he said: "Come, on shake that body of yours, or do you want me to take over."

Diana didn't want to lose to him and began to move her body up and down so Jake's dick would go in and out of her. Within a couple of movements though she was already moaning like crazy.

She moaned especially hard when Jake decided to slightly move his hips up when Diana's were coming down, to slam it inside her even harder.

"Sooo gooood," Diana moaned as she kept rocking her hips up and down.

Jake let go of her nipples as he put his hands on her small tight waist, holding her steady as they kept doing it cowgirl style.

In the end, Diana climaxed hard feeling her womb fill up with fresh semen once more, after which she fell forward her body resting on top of Jake, who in turn grabbed her honed ass and began squeezing it.

"Don't tell me this is all you have? I thought you'd be able to hang on some more."

Diana's competitive side didn't allow her to back down now as she said: "I can go on all night."

"Oh let's see if you can," Jake said as he moved his hips so his still erect dick entered her again, seconds after her orgasm finished.

"W-wait, let me rest up for a bit first, I'm still super sensitive."

Jake lightly slapped her ass as he said: "Nope, from now on we'll be doing it until you say, you win Jake I'll be your slave."

"I-I'll never say it, you'll say it first."

Jake smiled, "let's see about that," he then began moving fiercely once again, his dick reaching deep inside Diana.

Diana was still tired from the previous session and could do nothing but lie on top of him as his dick entered her.

Jake's hands were still on her ass as he kept doing her. Jake was no stranger to going multiple rounds one after the other and he knew Diana wouldn't be able to hold on for long.

Doing her hard Diana started to cum again and again, until her womb was filled up with semen once again.

"Want to admit defeat yet?" Jake asked her.

"N-neevverrrr," Diana said barely hanging on. Jake's dick just felt too insane and once his semen would enter her womb she would cum like crazy.

"I see, let's continue then.

Jake threw Diana beside him on the bed, her ass pointing up at the ceiling. He then quickly got on top of her and inserted his dick inside once again, which made Diana cum a little. Her pussy was extremely sensitive right now, but Jake pressed his dick deep down inside her in one go.

Which caused her eyes to rise into the back of her head and her tongue to dangle outside her mouth, while she moaned loudly.

Jake began to pound her from behind once more, going as hard and deep inside her as he could. He knew this woman wouldn't be able to hang on for long.

According to when he hypnotized her she hadn't had sex for an entire year, yet now Jake was drilling her again and again. No woman would stay sane from his repeated poundings.

Diana's consciousness was flipping on and off as Jake kept hitting her womb. She could do nothing but take his dick deep down her pussy and when he came for the umpteenth time, she had a huge climax once again.

Diana was full of sweat, just barely conscious of the amazing sex, yet Jake was just a bit out of breath.

He lied down beside Diana as he sat, "So you want to go again?"

Diana turned her head at Jake who was lightly smiling. She knew if she said yes he would start pounding her again immediately and there was no way she could handle that. She didn't like this, but it was a complete and utter defeat.

"Y-you win, please let me rest for a bit."

Jake smiled as he groped her ass, "anything you have to tell me then?"

Diana knew if she answered wrong he would put it in without a doubt. Pouting that he was teasing her she said: "F-fine, I'll be your slave for a day, but nothing too extreme okay?"

Jake smiled at her cute expression. "Don't worry, we'll have lots and lots of fun, but don't think about that for now. Rest up and I'll order some food, after eating we're going at it once again."

"Yess," Diana said closing her eyes to rest for a bit. Never having expected a boy nine years younger to destroy her in bed, she couldn't even move a muscle.

Jake looked at her cute sleeping face as he ordered some food from his phone. Diana would never have known that once she became a slave for a day, she would be one forever.