jessajess99

Mason - Chapter 27

“No, that sounds boring. And stupid.” Mason shook his head and got up, walking to the edge of the bed so he could head back to his room. He didn’t really expect Mikayla to let him go, and was unsurprised when she side-stepped in front of him, but since he only had a pair of boxers on, he was scared of accidentally getting an erection if some of the clothes she tried on got too revealing.<...

Childhood Friends

When Stephanie Kennedy and Jason McClintock were born, their lives started out as near replicas of each other. They both were born on the same day (December 22) into average, middle class families. They both grew up in Chicago living on the same street, attending the same school, with the same group of neighborhood friends. And though they started out as equally cute babies, it only took a few ...

Mason - Chapter 26

On the journey towards Mikayla’s bedroom, Mason passed by the laundry room, and remembered that he had a load of clothes he had to move from his mini washer to his mini dryer. A pile of someone’s clothes was on the floor—Mason couldn’t tell if they were dirty or clean—and unfortunately, seemed to be blocking the platform where his tiny laundry machines were. That was exactly why Nicol...

Mason - Chapter 25

Sleep didn’t come easy for Mason on Monday night. All he’d been able to think about as he went to bed that evening was how miserable he felt. He was obviously sad, or at least sadness was emotionally the right category, but the word “sad” on its own was so short and sounded so shallow. What he felt was an arresting and all-encompassing intensity that came with an emotion like hatred—b...

Small-Sitting Summer's Sequel Story - Part 6

That night, Devon was lucky enough to get some sleep, although it was hard to differentiate from when he was awake since his new “living quarters” were already a literal nightmare. Coupled with the fact that everything around him was pitch black, he waded in and out of slumber seemingly at random.

The truth was that it was well into the morning by the time Suzanne finally pulled him f...

Truth or Dare - Chapter 3

glad to have something new to post :) it's not a ton but i hope everyone enjoys!

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Abby made her way down to the dining hall, the whole time making no outward making indication that Ted was plastered beneath her foot. To a passerby, maybe it was less humiliating on his part, since nobody knew about him; but the tradeoff was the ever-present reminder that he was small enough to be hi...

regarding my recent absence

ok i just typed all this out and realized it's kinda rambling so i'm gonna put a quick summary, which is that i'm obviously very sorry for how long it's been since a chapter, i wasn't quitting it was just some mental health stuff but nothing super serious, and even tho i'm gonna keep writing i encourage anyone to unsubscribe if they feel they can't afford it. i mean that's always been true lol,...

Small-Sitting Summer's Sequel Story - Part 5

Another warning for cruel content. As for my recent absence, plz refer to the post I'm about to post after this.

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Covered in Suzanne’s juices, Devon’s body was haphazardly gripped by the lusting behemoth, who readied herself to stick him in her greasy asshole. He was readily lubricated, so she couldn’t pass up the opportunity—not that she probably would’ve anyways. But ev...

Small-Sitting Summer's Sequel Story - Part 4

(WARNING: this chapter is the opposite of gentle, Suzanne's a pretty cruel giant)

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There was a fear within Devon, more than just unspoken but almost to the point of being unthought of. Something he didn’t want to admit was a worry he had, but a concern that was perhaps the most important aspect of his tenure spent with Bethany’s coach. Suzanne’s treatment of him, and really h...

Small-Sitting Summer's Sequel Story - Part 3

Suzanne had an appointment with one of her players’ parents shortly after Bethany handed over possession of Devon, so his first few hours with her coach was spent inside of the older woman’s underwear, positioned halfway against her clit, and halfway in the hairy bush above it. It was obviously a torturous ordeal for him to be relegated to such a cramped and compromising position; Bethany h...

Training with Twins

It was late on a Friday night as a short and scrawny man walked up to the front door of the local gym. Standing at barely more than five feet tall and only weighing a measly 100 pounds, Jackson had responded to an ad he’d seen on Instagram from a personal trainer promising people that if they signed up for his program and didn’t show any progress after a month, they could get their money ba...

Breed of Babysitter Plans

So in the interest of having a third main series that will allow me to explore more characters (and in the interest of foot stuff getting me more views and subscribers than any other niche and wanting to cater to that audience a little bit), I'm turning The Gamer babysitter story into the first part of an anthology that'll hopefully give a taste of a myriad of archetypes and personalities, all ...

Small-Sitting Summer's Sequel Story - Part 2

Minor forewarning, the language in this chapter might trigger anyone who's sensitive about their body image or age. Nothing too bad but just thought I'd mention :)

Also in a similar vein, this story definitely might not mesh well towards those who are more into my gentler or friendlier stories. But if you've been looking for something more cruel, then voila

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The next day, aft...

Truth or Dare - Chapter 2

While sitting in her seat outside the school library, with her new roommate tucked away beneath her leg, Abby leaned forward to itch at her calf and heard the subtle sound of a snap under her shirt. One of the wires on the underside of her bra had snapped, and was now poking against one of her boobs, an annoying feeling that was impossible to ignore. “How does this keep happening?” she mutt...

HTTYD - Day 9, Part 2

Once Marcus signed Jessie out at the front office, they waited in the parking lot for an Uber to come pick them up. Between Marcus falling into her backpack, her trip to school, and the hour or so she’d spent between her first two periods before finding him, they were running so far behind that there wasn’t even time for her to bike home first and pack a suitcase. Luckily she always kept a ...

This month's monthly exclusive

I'm sure you've noticed my output's been lower than usual the past few weeks 😬 I feel like I'm always writing these apology posts lol.

but anyways, one of my perscriptions ran out a few weeks ago and i guess i kinda didn't realize how much it was helping keep my life on track? anyways i'll hopefully be able to get a new perscription written soon but that's why i've kinda let my product...

Mason - Chapter 24

Mason was frozen for a second as his brain processed what she’d just done, and then he scrambled towards his sister with so much haste that he tripped over his own legs several times in his charge towards her ankles. He let out a scream that was so high-pitched and guttural that it sounded like it came from a kid, and then crashed into her ankle and began punching it, scratching at it, kickin...

Mason - Chapter 23

Hearing Skye’s threats against Mason had been so surreal that he wasn’t even sure at first if she was being serious; her raspy, overly throaty voice sounded like she was trying to be funny. But considering the pain he’d just put her through, it instantly clicked for him as soon as she lurched forward that she was, of course, not just joking around when she said she wanted to kill...

Mason - Chapter 22

The following afternoon was the source of one of Skye’s most brutal soccer practices she’d ever gone through with her team. There was some kind of bug going around at school, which had not only put their coach out of commission, but several of Skye’s teammates too. This resulted in not only having a substitute coach who seemed to get a kick out of making the girls miserable, but since the...

The Small-Sitting Summer's Sequel Story: Part 1

A sequel to this story from earlier this year.

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Several months had passed since Bethany had taken ownership over Devon. Officially, they both used the term “guardian” around the few others...

Monthly exclusive tomorrow + Patreon's latest update

I'm almost done with the monthly exclusive for September, aiming to finish with somewhere between 12k and 14k words. But after I'm done I'll still need to proofread, which can take a few hours, so my ETA is Wednesday night (spoiler, expect lots of facesitting, face-riding, plus secretive footjobs & handjobs & blowjobs)

I made a poll earlier this month on what I should write for it...

(Fixed) Patron Poll

Made a mistake on the last one but I already got like 40 submissions so I just decided to reset the poll so the data wouldn't be ruined. If you already answered, please try again!

https://docs.google.com/forms/d/e/1FAIpQLSfMUVDjH7V4iBCoBxgju6-...

Patron Preferences Poll

This is an anonymous poll (but you have to sign into Google to prevent people polling infinite times) to gauge what my audience likes and doesn't like. Shouldn't take more than a couple minutes, thanks!

EDIT: ok there was a mistake with the last one, here's a new version!  2022-09-23 17:38:00 +0000 UTC View Post

Truth or Dare

Today was Ted’s first day of college.

After 19 years of living with his parents, cooped up and sheltered from the world because of his size, his family finally relented and allowed him to attend a university a few hours from home. It wasn’t ideal; he would’ve rather gotten into a closer school, so that he could still live at home while attending classes. But his home-school educatio...

HTTYB - Day 19, Part 10

Adam and Jon left shortly thereafter, so Olivia and Elle returned to where Reese was laying. He had fallen asleep, and Olivia was about to tap his ankle to wake him up, but a better idea took ahold of her imagination and she looked at Elle with a grin. “Hey, I wanna pull a prank on Reese,” she told her friend, quietly kneeling down onto the sand next to him. “He had a loooong night last n...

Alright. Possibly the most important poll I've ever made.

i was talking with a commission client who's been subbed since the start of the patreon and we talked about how insertion is the only major kink i haven't done for httyB, which is ofc my most popular story, as im sure you all know.

and i was mentioning how with v3 of that story, i wanted to make Olivia kinda brattier (but not too sadistic), in contrast with httyD being the gentle alternat...

Mason - Chapter 21

“I think I kinda need to pee now.” Some time had passed since everyone had gotten their meals, and Mason was already full, while the rest of his family finished up. He got up from his chair, frustrated that his bladder had been triggered by his brief splash in Nicole's glass of water, and looked at Nicole and Mikayla expectantly.

“Too bad you didn’t tell us sooner,” Mikayla said...

Mason - Chapter 20

Most of the time when Mason rode in the car, he would sit in the front cup holder (as long as it was clean, of course). But for occasions when there were more than just a couple people driving somewhere, he sat in a specially designed booster seat that was kept on the right side of the back seat. That was where he was sitting now, smiling out the window and feeling glad to be getting out of the...

HTTYD - Day 9, Part 1

Marcus needed a vacation, and with the stress of having to care for Marcus, Jessie was in need of one too. A vacation had been on his mind for several weeks, and though he didn’t have a lot of money to spend, the relief he’d been sent by the government had given him enough leeway to consider a trip to visit some of his family.

Originally, Marcus was from a small town in the central Ro...

What should I write for September's exclusive?

So after 3 months in a row of Teenage Succubus, are people enjoying the story and excited for the next few chapters, or do you want me to take a break and write a standalone story instead?

Haven't decided 100% what the story would be, but probably something transformation related since I've barely written about that before and there seemed to be some interest for it.

EDIT: ok since ...