HTTYB - Day 15, Part 2b (Patreon)

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Sunday, May 30 (cont.)

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Later that evening, Olivia was sitting at her desk in her room, working on a slew of homework for Reese that he had to turn in tomorrow. Jordan had gone home, and Reese was laying around in his room, watching YouTube videos on his phone while his sister did his work for him. “Reeeeeese,” she called from her room down the hall, “come here.” Her brother paused his video and climbed out of bed, trudging down to Olivia’s room to see what she wanted.

“What’s up?” he asked, leaning against her doorframe.

She exhaled and leaned back in her chair, spinning around to face him. “This stuff has really been taking awhile you know.” She crossed her arms, an upset look on her face; she felt good about helping her brother, but dedicating so much time to him hadn’t been an easy task.

There was a moment of silence between the two of them, as Reese felt unsure of how to respond. “Um… yeah, sorry about that, I guess. I’m like, really appreciative of your help though, I hope you know that.” He felt like he had made his thankfulness pretty clear though, especially after she’d asked him the other day to go so far as kissing her feet, which he did without hesitation. “Is there something I can do to make it up to you though?”

She sighed, turning again and gazing out of her window in thought. “Well, I did wanna take a break. But yeah, I should have you do something in return before I start again…” Great, so she doesn’t have anything she wants me to do right away but is trying to think of something anyways. “Actually I’m thinking, since doing your homework kinda stinks, the thing you do for me should stink too…”

“What, like you mean actually smell bad or something?” he asked, crinkling his nose at the thought. “Do you want me to lay under your feet again like I did this morning? Cuz that stunk pretty bad.”

She turned to him, and he could tell a lightbulb had gone off in her head. “I didn’t mean like physically, actually stink, no. But you did give me an idea.” Great. I don’t know how I haven’t learned by now not to keep my mouth shut. Olivia stood up, slowly sauntering over to her little brother. “It’s another way you can show your appreciation. It’s not really anything I need like the massages or the occasional help with laundry; this one’s just cuz I think it’d be funny.” He gulped nervously as she stopped right in front of him, her athletic body towering over him. “Since you thought it should be something that actually stinks, like literally smells bad, I think the most fitting thing...“ She turned around, so that her butt, clad in gray yoga pants, was right in front of his face “…would be to make you kiss my ass.” Then she giggled and slapped her left cheek, causing it to wobble all about right in front of his eyes.

Reese didn’t think she was serious at first, but considering all the things he’d done for her lately, this one actually seemed pretty par for the course. He looked up from her butt, and saw that she was looking behind her, gazing down at him with an amused but still serious expression on her face. “Um… OK,” he mumbled, looking back down at her butt. Even at his normal size, a single one of her buns would’ve been bigger than his entire head. But now, at barely 3’3, her cheeks looked like they were each a foot and a half wide from his reduced point of view. He gingerly leaned forward, puckering his lips in anticipation, before pressing them against the soft fabric that accentuated her imposing curves.

“Mmm, you didn’t pussy out and just do a quick peck like I was sorta expecting,” she said, validating his decision. Sensing that she was satisfied with his kiss, he leaned away from her butt and looked up into her eyes for approval. “That was good, now the other one.” He shuffled over a few inches, a whole new beast looming in front of him now. He once more leaned forward with pursed lips and gave the other one a kiss too.

“There, I’ve officially kissed your ass,” he sighed, thinking the whole thing was ridiculous to begin with. “Twice.”

“Yep! And you did a good job too. Now…” she trailed off, pondering additional possibilities. “Now I think you should give it a hug.” His stomach dropped as he realized what ‘hugging her butt’ would entail. But at least she was wearing clothes while he had to do it, even if her yoga pants were pretty thin. And she’d taken a shower earlier, so even though the stuff she wanted him to do was supposed to “stink,” he hoped it wouldn’t actually smell that bad.

He opened up his arms, readying for an embrace, and then took a nervous step forward, turning his head so he wouldn’t have to go in face first. With arms wide open, he then grabbed ahold of her enormous glutes, pressing the side of his face up against her crack and cuddling right up against her bubbly cheeks. Her hips were so wide, the length from his left elbow to his right couldn’t even compare, and his hands were just barely able to reach her sides despite how deep his arms seemed to sink into her fat. Her butt was warm from having sat down for so long, and it quickly heated up his face through her soft yoga pants. “There you go!” Olivia remarked, and suddenly grabbed ahold of his wrists, completely engulfing his tiny wrists within her strong grasp, and pulled them forward. He gasped in surprise as his body got pressed up so deeply into her thick rump, that his neck got tilted backwards a bit as his torso molded with the downward slope from her butt to her thighs. “Now give my booty a nice thank youuuuu,” she cooed, and alternated between pulling on both of his arms, effectively rubbing his face back and forth on his sister’s ass as she jerked him around.

“Th-thank you,” he stuttered, as Olivia pulled him into her butt with so much force that his feet left the ground.

“My butt says you’re welcome,” she laughed, and let go of his wrists, dropping him back to the floor as he breathed a sigh of relief. “Here, it’ll give you a hug back,” she said, and her suddenly hands reached around behind her, into the canyon between her meaty asscheeks, pulling them apart before quickly stepping backwards. Reese didn’t have time to react as his sister’s butt suddenly engulfed his head, cramming his face deep into her crack, and she let go with her hands, allowing her gigantic quads to slam into the sides of his head, returning the ‘hug.’ He held his breath out of fear for how badly his sister’s crack might smell, as she pressed in on the sides of her cheeks, squeezing his little head between them.

And then suddenly, it was all over, and she stopped pressing against them, letting him go free. Except her muscular butt was so giant in comparison to his tiny head, that Reese was technically stuck. Only after she grabbed some of his hair and pulled his head back to unwedge him was he actually free, and he gasped for breath, grateful to be able to suck in clean air. “There, that felt like it probably stunk,” she snickered, walking back over to her desk to continue working on his homework. “Break time over, you can go now.” Sighing with relief, he quickly turned and scurried back to his room, collapsing on his bed so he could have a moment to process what had just happened.