jessajess99

The Ogre

Another small one-off commission, this one super super gross, toejam focused pretty much.\

Also, check out this recent post of mine if you haven't yet.

~

I was curled up on the bottom of a small box. I had been kidnapped and sold on the slave market. I was scared, worrying I'd be sold to a mining planet or a pit fighting organization, something painful. If only I'd known I'd be suffering in a whol...

Finals

I have finals next week, and had a class project I was focusing on the last few weeks (in addition to studying), so just wanted to let people know why my activity's been a little less than normal lately. I'm hoping to still publish the monthly exclusive by April, but even if I can't finish in time, I'll make sure everyone at the $15 tier and above will get a copy in their DM's when it is eventually finished. I just wasn't able to have it ready at the beginning of the month like I usu...

Mason - Chapter 10

Witnessing someone else his size get assaulted was a hard memory for Mason to shake. But at the same time, Mason had loved getting out of the house. He always loved it; venturing into the world, as big and daunting as it was, provided such a powerful boost to his psyche that it overrode the worst aspects of the day. So after watching a YouTube video on their local Tinytown, he decided he wanted to broach the subject with his family.

Tinytowns were the colloquial name people had given to...

Mason - Chapter 9

The client who's commissioning this story wanted to add some stuff to the mall chapter, so chapter 8 is all new, some mouthplay stuff when they eat lunch, if you haven't read that yet.

~

They spent a bit of time window shopping next; Mikayla didn’t have anywhere in particular she wanted to go, and various stores would grab Mason’s attention, but they rarely walked around for more than a few minutes before he realized it wasn’t super fun when he couldn’t interact with the m...

Fate of the Foolish

Similar vibe as No Longer Useless, this one's got some FM/m cuck stuff towards the end again.

~

For the last few months, Evan had been messaging with a domme online, whose name was Violet. He quickly fell head over heels for her, and while she didn’t feel the same way towards him (obviously), she took advantage of his infatuation by letting him buy her things in exchange for continuing their relationship. Everything from Chipotle gift cards to latex clo...

HTTYB - Day 19, Part 5

Two chapters in one weekend! Woo!

Originally this and the last chapter were going to be one, but I got carried away with seeing how descriptive I could make Reese's plight and realized I should post them as two separate chapters, and lucky for you guys I finished up the last couple thousand words this morning :)

Beware, cuz this chapter's got some pretty smelly socks!

~

The smell hit Reese just seconds before Elle's feet made touchdown, and he...

Mason - Chapter 8

Mikayla decided to take him to the Microsoft store next, since she’d seen them showing off a VR headset the last time she was there, and thought he might find it interesting. Which turned out to be a great decision on her part; even though he couldn’t try it out for himself, there was a small crowd of people gathered, and he got a kick out of watching the others. There was one demo where the user had to pretend to walk a pirate’s plank, and the store had an actual plank of wood on the g...

HTTYB - Day 19, Part 4

“Hey bud, ready to lick my toes clean?”

Jordan cackled at the surprising aggressiveness of her statement as she proudly walked into Olivia’s bedroom, slowly closing the door behind her as if wanting to maximize the suspense. “Man I am so excited, and I didn’t even know this is something a person could be excited for,” she giggled, hopping onto Olivia’s bed next to her friend.

“It feels pretty weird actually,” his sister told Jordan. “Honestly I...

"The Valley of Socks" Promo

No Longer Useless - Part 2

Guess this story got a sequel 🤷🏽‍♀️ 

If you're not into cuck stuff or guys, the second half won't be for you. HTTYB chapter coming next!

~

Evan got to keep his dick intact, but his little sister wanted to make sure he’d never get any kind of gross boners around her again. So after his little feat of climaxing without even touching his dick, she went out and got him a tiny chastity cage. But this cage was special, unlike one Evan h...

Voreplay

As I finish up this month's exclusive (a mother/son sock story), here's a slightly modified transcript of a commissioned roleplay I did last month, about a 1-inch tall guy and his two regular sized roommates

~

I’m sitting on the coffee table in front of the couch, watching the New Year’s Eve celebrations on TV.

My roommate Abby comes home. “Ugh, I can’t wait for summer to get here,” she pouts. “We’re not even halfway through the school yea...

Mason - Chapter 7

Mikayla was still a bit standoffish by the time they left about an hour later. She still felt weirdly exposed, even with all her clothes on (which she’d made sure were extra modest), and didn’t think she’d be able to purge that feeling for the rest of the day—but unfortunately, the rest of the day was pretty much an entire day. Already she had soured her Saturday, and it wasn’t even close to noon yet.

But Mikayla made a promise to her brother, and even if she hadn’t, it had ...

Valentine's with Jackie - Part 5

Denver thought that his sister rescuing him from Aliyah’s vaginal clutches would signal the end to his short but horrific ordeal, but it seemed that there was still one play left in the bully’s book. “I’m gonna go get something from my room real quick,” she told them, and emerged a few seconds later with an odd looking contraption. “I had Darah 3D print this for me a few days ago,” she said, showing it off to Jackie, but Denver was able to get a good look too. It looked like a b...

Valentine's with Jackie - Part 4

“You ready?”

Denver was positioned at the entrance to Jackie’s vagina, his legs firmly in Aliyah’s grasp as she teasingly traced the top of his head around Jackie’s labia. She was grinning down at him as she asked the question, but the smile was the furthest look from friendly that it could be. Denver, with his heart beating so much that he was nearly shaking, had his mouth and eyes clamped shut; he wasn’t bothering with a response, and Aliyah wasn’t really waiting around ...

Valentine's with Jackie - Part 3

Within minutes, Jackie had let loose several sets of farts right up her brother’s nose—so freshly hot and pungent that their presence alone was practically tickling his nostrils—and she stood up so that her friend could have a look.

“Oh my God,” Aliyah laughed, kneeling down and regarding Denver with amazement. He was a little more than two feet tall now, mostly buried inside his shirt, and he recoiled reflexively as the giant bully reached out to touch him. But he couldn’t ...

Valentine's with Jackie - Part 2

“Hey, thanks for coming!” Jackie exclaimed, getting up from her friend’s couch to give her brother a hug hello. “Aliyah’s boyfriend broke up with her this morning,” she explained, looking at her friend sympathetically.

“On fucking Valentine’s Day too,” Aliyah muttered, crashing back onto the couch.

“Yeah, like he couldn’t even wait a week?” Jackie chimed in, before turning back to her brother. “They were together for like, 3 years or something.” Then, q...

Valentine's with Jackie - Part 1

After Denver’s week of trials and tribulations, set within the last week of the year, he wasted no time in heading back to his place once he regrew on New Year’s Day. It had been such a relief to snuggle within the blankets of his bed, within the comfort of his room, within the safety of his apartment. But it was only for a few minutes; he realized that after spending a week (counting both pre-Christmas and the week thereafter) confined or trapped or tied up—in his very own sister’s p...

No Longer Useless

this one's moderately gross if you're not into foot stuff. but primary focus is working on Valentine's Day with Jackie for the most part and it should be done in a few days :)

==========

Evan had been living with his parents for years now. He never had a job for more than a few months, his most intimate relationships only had the romantic depth of a few dates, and he didn’t even seem to have any passions or things he really cared about. His parents had dreamt of raising a succes...

Mason - Chapter 6

There often was no need for an alarm with Mason’s life and schedule. It wasn’t very often that he needed to wake up at a specific time since he never attended a traditional school and didn’t have a job. But today was the day that Mikayla had agreed to take him out to the mall, which did mean waking up so they could leave at a certain time. And if his excitement for the rare treat of heading out into the world wasn’t enough to wake him up naturally, he would’ve been shaken a...

da flu

might have a mild flu, might have mild covid. i was fine enough yesterday to finish another chapter of mason that's scheduled to come out soon, but ive slowly been feeling worse so i might take a writing break for the weekend. but i've put out a solid amount of stuff lately :) assuming i am not sick for very long, the rest of the month will hopefully see a second exclusive coming out (might have to be shortened tho), chapter 7 of Mason, a new batch of Jackie chapters, and a second chapter of ...

HTTYB - Day 19, Part 3

After they dried themselves off, Olivia led Reese back to her room. She never actually told him to follow her, but he had a sense that it was what she wanted him to do anyways. After all, he was pretty much gonna be hanging with her for the rest of the day. But before they entered, Reese paused, looking down at himself. He was still just wearing a pair of underwear, but even though he’d mostly dried himself off from the shower, his boxers were still damp and uncomfortable from the water he ...

HTTYD - Day 7, Part 3

Fourth new chapter/story in the past week, feels good to be productive again! and im liking the last few gentle chapters of this story 🥰 but another dose of exciting chapters is coming around the corner!

~

Camila went home not long after dinner, but Paris stuck around since Jessie hadn’t had her over in awhile. But since it was still a school night, Marcus figured he should ask what Paris’ plan to get home was. He was about to knock on Jessie’s door and ask if her mom was...

Mason - Chapter 5

One of Mason’s favorite ways to spend time, especially with his family, was playing video games. It was one of the only things they could do where someone’s size wouldn’t put them at an advantage or disadvantage; as long as you could operate a controller, you were on even ground with everyone else. So when Skye got home from soccer practice one day and saw Mason on the couch playing Mario Kart, the first thing she thought was that she wanted in.

“Hey, can I join after this cup?�...

"A Purpose for Life" Promo

I posted the first image on DeviantArt and the excerpts are from the Gumroad version, but I realized that not everyone follows me on those sites so I'm including it here too. 

Normally when I post chapters of my regular stories publicly, those are what work as a kind of promo/preview into what the unreleased Patreon chapters are about. But since these are exclusives I figured some kind of promo like this would be useful for those who are undecided and want to know what they're abou...

HTTYB - Day 19, Part 2

“Lead the way, pipsqueak!”

As Reese nervously headed towards the bathroom, he could hear Olivia following closely behind him. “I want you to join me” echoed in his head, a proclamation from his own sister that the two of them should shower together. If he was lucky, she’d put on a bikini so they wouldn’t have to see each other naked. But with how she’d been acting lately, it wouldn’t even be that much of a reach for her to announce that she didn’t think there ...

JessaJess Presents

One of my longtime fans had the idea of having me rewrite already existing stories with my own spin on things, and a couple others were into the idea too. So, let me know if you like this idea, or would rather have me stick to writing originals, along with offering your own suggestions here:

https://docs.google.com/forms/d/e/1FAIpQLSdWxKiB9p...

Potential Exclusive Stories

I already have January's exclusive planned, so this is potentially for February.

Some people were, lets just say, really into the "cuck" aspect of some stuff I've published recently, so I'm throwing out the option for more of those because apparently bullies and babysitters are a big trend for that community. These are very general ideas and I haven't developed them further than these few sentences. 

Story 1 - A college freshman in need of money responds to an ad for a babysi...

Mason - (Postponed Chapter - Part 3)

EDIT: the client and i have decided this chapter would fit better in the future of the story, so it's being taken off the public release table atm (this was previously chapter 7) but will stay up for patrons

~

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 he didn’t even bother using the door, clambering out of the window instead before sprint right at her. He let out a scream that was so h...

Mason - (Postponed Chapter - Part 2)

EDIT: the client and i have decided this chapter would fit better in the future of the story, so it's being taken off the public release table atm (this was previously chapter 6) but will stay up for patrons

~

For the next half hour, Skye slathered her mouth with every cold dairy product they had in their fridge, and ended up vomiting so much of her stomach’s contents that she was dry heaving by the time her mouth started to recover enough that she felt safe talking again. Mason...

Mason - (Postponed Chapter - Part 1)

EDIT: the client and i have decided this chapter would fit better in the future of the story, so it's being taken off the public release table atm (this was previously chapter 5) but will stay up for patrons

~

One of Mason’s favorite ways to spend time, especially with other people, was playing video games. It was one of the only things they could do where someone’s size wouldn’t put them at an advantage or disadvantage; as long as you could operate a controller, you were on...