104 Kayla's anal cherry (2)

Jake had a full view of Kayla's cute little asshole, which due to the buttplug stayed a bit open, pulsating as it seemed ready to receive his dick inside it.

Kayla blushed fiercely as she turned her head around seeing Jake's stare at her anus, "D-don't stare so much master, it's embarrassing."

Jake didn't reply as he enjoyed seeing Kayla so embarrassed. He grabbed her nice tight ass and said while raising it up a bit, "Keep it up here, arch your back and keep it as high as possible. I'm going to put on some lube first."

Even though Kayla was incredibly embarrassed, that didn't stop her from obeying Jake's orders, as she raised her ass as much as possible.

Jake then having gotten the lube began applying it to Kayla's asshole, making her shriek feeling something slimy be applied to her ass.

Jake smiled as he didn't let her escape, holding her small waist with one hand, so she couldn't move her ass too much he poked with his finger into her asshole.

"Kiii," Kayla shrieked as she felt Jake's finger enter her butt, before it began to wiggle all around, applying the lube everywhere.

Jake had fun as he looked at Kayla wiggling her ass, while he lubed her up, having plenty fun with her tight hole as he moved his finger inside her.

After the lubing was done, he took the anal beads once more, entering them into her tight asshole, trying to loosen her up a bit before he would stick his dick inside.

Kayla had to endure more than fifteen minutes of Jake entering the anal beads inside her, before pulling them out again. Still at first it felt weird and uncomfortable, after a bit she started to get used to it.

Having had a buttplug inside her ass for the past few days had already made her get used to something foreign and now that feeling was enhanced.

Jake enjoyed Kayla's cute reactions to him playing with her butt, he was fingering her pussy at the same time which in turn made her moan from pleasure as both her holes were being used.

After some time he finally decided to end the foreplay and get to the real stuff. Applying some more lube in and around her ass, and on his dick, he pointed it at her asshole.

Holding her waist he was behind her in doggy position as he said: "Relax as much as possible, that way it'll feel the best for you, now Kayla are you ready to give you anal virginity to me?"

Kayla gulped as she turned her head to Jake nervously, "Y-yes master, u-use my asshole lots."

Jake smiled as he put some power in his hips pushing them forward as his dick entered Kayla's extremely tight hole. It was tight and constricted tight around his dick, but he could still enter her deeper and it didn't seem Kayla was in pain.

Meanwhile Kayla's eyes went into the back of her head, feeling something big and foreign force its way into her ass. For some reason though she felt very little pain, which she had expected and instead felt a bit of pleasure, which caused her to relax a bit.

Jake didn't hold back feeling the tightness get a bit less due to Kayla relaxing and slowly but surely shoved his entire dick inside Kayla's super tight hole.

Bending over her body as Kayla was huffing and puffing from the big insertion into her tight hole, he grabbed her hanging breasts as he said: "Good girl, I'm fully inside you. Now prepare we're gonna start doing it."

"Y-yessh, m-masshterr," Kayla said as she felt Jake's dick leave her ass before it was inserted once more, only a bit faster this time.

Jake feeling amazing from the amazing hot hole, began to truly fuck her ass, moving and in out of her faster with every thrust.

At the same time the faster he moved the weirder Kayla felt as she felt little to no pain and while it still felt extremely weird, she also started to feel good and moan louder.

As Jake noticed more cute and sexy moans escape her lips he began pounding her even harder.

As the minutes passed by and his dick started to pound her ass in a nice good pace, he felt an orgasm coming fast, after all it was way tighter than her pussy and thus it felt like his cum was gonna get squeezed out of him every second.

Jake smiled as he didn't hold back, knowing even if he came lots, his dick would be up in no-time again.

So grabbing hold of her waist he said: "I'm gonna fill you up soon, accept it al."

Kayla had grown more and more used to it over time and it seemed like just like her mother, she quite enjoyed the anal sex and thus she said lewdly, "Yesss, mastterr, filll me uppp."

Jake enjoyed her lewd words and after thrusting in deep he let out his semen, filling Kayla's belly with plenty of semen.

Jake didn't stop until he had spurted out a huge load inside Kayla.

After he came he heard Kayla breathing raggedly and while keeping his still erect dick inside her, he had her lie down on her side, with him behind her.

Squeezing a breast with one hand, he said: "You didn't cum yet did you?"

While she had achieved an orgasm from their previous normal sex, while doing anal Kayla hadn't cummed.

"N-no master, I'm sorry."

Chuckling he said while playing around with her breast, "Don't apologize, I'll just have to try harder now, after all we're not gonna stop until your belly is packed with semen."

"Y-yes master," Kayla said a bit looking forward to it, as she now had lost her nervousness, realizing it really didn't hurt that much for her, and while she hadn't climaxed, she did feel quite some pleasure.

Then whispering in her cute ear he said: "Good, then prepare, we won't stop until you feel absolutely bloated.

Kayla gulped as she felt Jake move his dick inside her ass once more, only now doing her from behind while they both lied on their sides on the bed.

While starting to fuck her ass once more, he moved his hand down from her breast, to start finger her wet pussy, after all he would make sure this time Kayla would cum with him.

So he attacked her ass with his dick and her pussy with his fingers making her moan even harder than before, he also enjoyed the fact their entire bodies were clenched together and he could hear her moans from up close.

As he was fucking her he licked her cute ear and said: "Turn your head and kiss me."

Kayla obeyed almost immediately turning her head while still moaning and pursing her lips before Jake planted his on top of hers, enjoying a deep sensual kiss while his dick delved deep inside her asshole.

Only after they shared an intense deep kiss, while his pounding didn't stop did he say while looking at her lewd moanig face, "I'm gonna cum inside you again."

Kayla already couldn't hear him anymore as she felt far too much pleasure and when she felt Jake's hot stuff enter her once again, filling her up even more her pussy came hard as well, squirting as she made Jake's hand wet with her juices.

Jake didn't relent after this as he moved her on top of her, before he began pounding her ass again, grabbing hold of both tits he moved his dick deep inside her anal cavity, as Kayla could do nothing but moan as she felt Jake's dick move deep inside her rectum, while the big amount of semen he had already deposited inside was gushing around deep inside her.

Not long after Jake came for the third time, increasing the amount of semen inside her even more. Her belly even started to swell up a bit accomodating the huge amount of semen pumped inside her from just three loads.

Jake wasn't even surprised anymore that not only his dick's stamina, but his amount of semen was far, far from average and didn't seem to dry up at all, producing huge amounts which were all pumped inside his women.

While he enjoyed himself having climaxed three times in Kayla's ass, Kayla had her tongue dangling outside her mouth, showing her eye-white, having gone mad from Jake's dick delving deep into her ass.

Jake noticed Kayla was already out and took his still half erect dick out her asshole, which had been forced open for a long amount of time. Before his semen which had build up greatly inside her, could leak out, he inserted, a bigger than before, buttplug inside her plugging her up again.

"I-I, lovvedddd, ittt masshteerr," Kayla said half unconscious.

Jake chuckled seeing three times of anal sex quickly after one another was the limit for her now, so he had her head rest on his chest, and hugged her body close against him as he said: "I loved it to Kayla, now rest up a bit, we'll start again in a bit."

Kayla gulped hearing even after all that she wasn't even done, but she smiled happily as she nestled herself in Jake's embrace, loving the fact her master only had eyes for her at this moment and not one of his other beautiful slaves.

She made sure her entire body was in contact with his as she closed her eyes for a bit, knowing she needed to rest as Jake was far from done playing with her body. She could especially feel the semen he pumped inside her.