HTTYB - Day 11, Part 2

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Wednesday, May 26 (cont.)

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Reese had been massaging Olivia’s feet for a while in her room when they suddenly heard a knock at the door. “Oh, that’s probably Jordan,” she said, perking up. She whisked her big feet right out of Reese’s hands and hopped off her bed, and ran downstairs to throw open the door and greet her friend. “Come on downstairs, Reese,” she yelled up a minute later, “we have a guest!” Reese slumped over sideways, collapsing momentarily on her bed like a stubborn child who didn’t want to get up. Unlike the last time Jordan came over to visit, he didn’t quite feel as giddy as he was expecting. Mostly in part due to how long his 6 hours of school felt, as if he had been there for twice that amount of time. And then coming home and immediately going on a workout with his sister and her friend. He wasn’t angry about having gone; the exercise was good and he admitted to himself that he was glad he went. But he was still hoping he could simply wind down for the rest of the day. But now with Jordan here, he assumed it was unlikely Olivia would just let him hide away in his room for the rest of the evening.

“Hey Jordan,” he said, greeting his sister’s friend as he entered the kitchen. She smiled faintly and waved back to him. “I feel like we, like, caught up pretty well last week,” Reese told his sister, glancing towards Jordan to gauge her reaction. “And I’m kinda tired, cuz of like, school all day, and then coming home and going out on a run. So did you need me for something, or can I head back to my room?”

“You’re tired?” Jordan chimed in. She didn’t believe Reese either, even though this time he was telling the truth, he was tired. “You’re in your last couple days of high school. Ever. It should be the easiest week you’ve had since you were in elementary.”

“We went out for a run after he came home to get some exercise in,” Olivia explained, defending her brother.

“Plus I had a final this morning,” he pouted. “So I’m worn out physically and mentally.”

“Well anyway, I’m kinda tired too, which is why we were just gonna hang out by the pool and soak up some warmth while there’s still a couple hours of sun left. Maybe make margaritas too,” she winked.

I guess it doesn’t sound that bad. Actually, it doesn’t really sound bad at all, it sounds nice. He had fallen asleep—or at least taken incredibly relaxing naps—hundreds of times over the years, just by laying out on their patio next to the pool. I’d still rather be upstairs though, it’s a bit more private. “Why do you wanna hang out with me so much?” he asked.

“Because you’re almost done with high school, and then you’ll probably be off to college and I won’t be able to see my little brother very much anymore,” she replied, frowning at the thought. Which was her honest answer too; she really was upset inside that he might be going away soon. Unlike her desire to always be close to home, Reese talked a lot about traveling when he was younger, and she wouldn’t be surprised if he chose a college thousands of miles away. She kneeled on the ground and opened her arms up wide to beckon him in for a hug that almost seemed matronly with how emotional she was being. As he stepped forward with a chuckle at his sister’s persistent affection, she wrapped her arms around his head and pulled him in so close to her that her arms were able to wrap all the way around his head and touch her body again. He struggled to breathe and almost regretted accepting the hug as his sister forced him into her bosom. Even with her shirt between them, he felt uncomfortable, and she giggled as his head squirmed and tried to pull away from her, jostling her giant boobs against the sides of his face. Jordan laughed at his childish squeamishness, and for a moment she almost wished she had a brother as small as Reese so that she could push him around and tease him like Olivia seemed to do with hers. If anything, Olivia was too nice; if Jordan’s siblings were literally half her height, she’d make sure they knew it every damn day. “You know I love you, right?” Olivia asked. “You don’t have to say it back, but if you do I’ll let you go,” she giggled, squeezing his head again.

“Love you too,” he mumbled into the fabric against the side of her breast, and Olivia smiled as she let him go. “Now, I bought the margarita mix myself, so you only get some if you’re gonna be joining us. So do you want some?” He nodded, and she smiled and stood back up. “Good, then go get your shorts on,” she said, nudging him towards the stairs, “unless you wanna get tan lines on your arms and ankles.” He turned to head back upstairs and do as he was told, while Jordan and Olivia laughed to themselves and started pouring some tequila into a blender.

* * * * * *

Olivia and Jordan were already outside, laying on their stomachs on the lounge chairs when Reese came downstairs. There was a small table between them, with two small mason jars on each side that were filled to the top with blended cocktails and straws poking out. They were each wearing a two-piece bikini; Jordan’s was red and Olivia’s was blue. The girls turned their heads toward the house as they heard the screen door slide open, and Reese came walking out wearing nothing but basketball shorts. He couldn’t notice it from how far away he was, but Jordan’s eyes looked him up and down, getting her first good look at his body since he grew up in the last 4 years. As a recent college grad, she would never go for an 18 year old, not to mention he was one of her best friend’s brothers. But she was still curious. And… he wasn’t too bad looking.

“There should still be some margarita left in the blender,” Olivia said with a grin. She hadn’t even really thought he would actually join them, but she was happy that he did. Upon hearing where the alcohol would be, Reese swiveled back around without missing a beat to head back inside. He didn’t know where his parents were at right now, but he wasn’t gonna pass up this offer while it stood. And as he walked back inside, Jordan checked him out again. He had a nice back, or at least he would if he wasn’t the size of a kid. And his butt looked pretty good too, given his size at least.

When he got back inside, he was disappointed to see how much drink was left in the blender. He poured it into a small mason jar, that normally was used for jams but functioned as a mini version of what Jordan and Olivia had. And even given it’s size, it only halfway filled the thing up. Maybe they figured I’d only need a few shots’ worth because I’m so much smaller than them, he thought. But better than nothing. Might still be enough to get me tipsy. Then he remembered how small he was compared to his old size, and how quickly he had gotten drunk at the party last night. Definitely enough.

He returned to the patio with his drink in hand, and took the chair next to his sister. “Hey Reeeese,” Jordan called out, “can you put lotion on our backs?”

Reese raised his eyebrows, “Why are you guys wearing sunscreen? Doesn’t that like, negate the point of tanning?”

“Nope,” Jordan said matter-of-factly.

“It’s healthier for your skin,” his sister explained, being a bit more helpful than her friend. “It takes a little longer to tan, but it helps you from getting burned.”

“Oh. Well, can I have some then?” he asked.

Jordan simply held out her lotion in her hand, looking to him expectantly. “I’ll put some on you first, and then you can do me,” she offered. Reese agreed and he went over to her while she sat up, and he took a seat on the edge of her chair. She took another sip of her drink, then squirted some lotion into her hand and rubbed it around on his back. Even though Jordan wasn’t quite the Amazon his sister was, her hands were still big, and he almost felt intimidated as she rubbed them on his back. It took barely a few seconds to coat his little body’s backside, considering her hands alone with almost as large as it. “Turn around,” she instructed as she finished up his back. He turned to face her, but his body was still positioned away from hers, so his chest was half twisted away from her. “Just stand up,” she sighed, “you’re not that tall. You’re kinda like the literal definition of short, bud.” He blushed and did as he was told, standing up next to her chair and realizing she was right, she’d still be easily able to reach him. She didn’t need to word it like that though. Or call him ‘bud’ like he was a kid.

Squirting more lotion on her hands, she reached out towards his arms and began rubbing the sunscreen into his shoulders and biceps. By the time she reached his forearms, she was easily able to encapsulate the entirety of his arms within her enclosed fist, stroking it downwards to properly coat him with the lotion. She chuckled as he blushed again, feeling emasculated by her. “Why are you even doing my arms, I can do those,” he protested, but didn’t pull back.

“Well I already started, might as well finish the job,” she said, moving on to his frontside. He gulped and averted his gaze as he felt her long, slender fingers rub themselves around his stomach, moving up to his chest. As her fingers ran along his pecs, her thumbs rubbed his nipples for just a few seconds, before she smirked and took her hands off him. He quickly inhaled as he felt her rub him there, but it had been so quick that he couldn’t tell if it was intentional or not. “Here, you can do the rest, I don’t wanna touch your hairy legs,” she said, tossing the bottle towards him, and he almost dropped it as he rushed to catch it in time. She took another drink from her margarita, then turned back onto her stomach, kicking her feet up behind her with giddy anticipation. “Me next!” As she laid on her stomach again, he noticed her ass sticking up in his peripheral vision. She’s definitely thicker than Olivia, he noticed, glancing quickly at Jordan’s thighs before scolding himself for comparing his ex-childhood crush to his own sister.

Trying his best to handle the oversized bottle, Reese squirted some of the lotion into his own hands, and returned the favor to Jordan, spreading the cream across her back. Compared to how big her hands had felt on his body, his own hands felt so small and ineffective on hers, and it took him a bit more time to rub the sunscreen into her soft, already-pretty-tan back. She doesn’t really need a tan, he thought, almost bitterly, with how clear and dark her skin was compared to his and Olivia’s, but he didn’t say anything. She probably doesn’t even need sunscreen. “Looks good,” he said, stepping back to make sure he got everywhere.

“Yeah I do,” Jordan joked, winking at Reese as she took another sip from her drink. He rolled his eyes and turned to head back to his own chair.

“Don’t forget about me,” Olivia said, wiggling her back. He backpedaled to where she was laying down, and squeezed out the bottle over her back, rubbing the ointment on his sister. Like Jordan, her skin was soft, but not quite as dark.

“Have you ever tanned nude before?” Jordan asked while Reese continued to rub the lotion on his sister’s back.

“No, but I’ve always kinda wanted to,” Olivia said, suppressing a giggle.

Taking another sip of margarita, Jordan called out to Reese, “Hey, why don’t you untie your sister’s bikini?” she asked, and the two siblings blushed at the notion, although it caused another round of embarrassed laughter out of Olivia as she grabbed her drink too. “What? You said you always wanted to,” Jordan said, feigning ignorance.

“I’m not taking my bikini off when Reese is around,” Olivia whispered, but they could all clearly hear her.

Jordan rolled her eyes, “Oh c’mon, he’s 18, right?” Reese’s face was completely red, and he withdrew his hands from Olivia’s back, deciding to be done.

“He’s my brother,” Olivia sneered, but with a smile, and Reese hurried back to his own lounge chair. With each footstep, his bare feet slapped the pavement, which he felt was a hundred times louder than it really was. He did not want to be a part of this conversation.

“Fine, fine,” Jordan said, turning her head away from the two of them and giving it a rest. Olivia’s head was facing the same way, but she felt fidgety now, itching her leg with her toes as she tried to rid Jordan’s playful remarks from her memory. With both of the girls’ heads facing away from his chair, Reese took a good look at Olivia’s body: her hair, tied up in a bun, her slender legs and ample butt, her long, muscular legs, fit from years of sports, down to her feet that he rubbed every day. He was glad she wasn’t nude, since he didn’t like to think about her like that, and he hated that Jordan was able to both emasculate him while constantly bringing up his sister’s sexuality whenever he was around. He whisked his head around to make sure his parents weren’t suddenly behind him, watching him watch Olivia, and he bit his lip as he turned back around, settling into the lounge chair. Olivia was right, you just need to relax, he told himself, finishing off his share of the margarita, and tried to just relax and lighten up.

“Mmmm, juuuuust one more thing?” Olivia asked, turning back to face him and propping her head up on her hand while she rested on her elbow. Reese sighed but opened his eyes and turned to her. “I’ll give you some more of my margarita since I see yours is almost empty, if you uh… head inside and get some scissors?” He squinted at her and cocked his head in confusion. “The uh, chairs we have? Don’t exactly feel super great when I’m lying down, cuz my uh…” she trailed off and cupped her other hand under her breasts, then wobbled them a bit. “Let’s just say these things are gettin’ in the way; they don’t feel super great to lie down on.

“Oh.” Girl troubles, he thought, glad he never had to worry about laying on his boobs when he lied down on his stomach. That was his favorite way to sleep, but Olivia had never really had the ability to do so comfortably ever since she hit puberty almost a decade ago. “Wait, so you want me to like, cut some of the straps off the chair?” The lounge chairs they were laying on were the kind with thick plastic bands, almost like straps, that were about two inches wide, and half an inch of space in between each layer. So unlike some kind of wooden or woven chair, technically she would be able to cut some of the straps off.

“Yeah, don’t worry, I got you guys these for Christmas years ago, remember? And mom and dad almost never use them anyways, they won’t mind if this one’s a little ‘broken,’” she smirked. “But if they do, I’ll just tell them I did it.”

“Um, for some more of your margarita?” She nodded with a smile, showing how much she had left. Only a small portion of it would be enough to fill his cup of halfway again. His thirst for more booze made the decision for him. “Yeah, sure,” he said, and hopped up to run inside and grab the scissors.

He jogged back out, the pair of scissors seeming oversized in his little hands, and came to rest by his sister. “OK, so, instead of me getting up and laying down and getting up and laying down to check how it feels each time, how about you just crawl underneath the chair and can kinda just see which ones need to be cut for me. Yeah?”

“Um… OK, I guess that makes sense,” he replied, scratching his head but getting on his hands and knees nonetheless. Olivia smiled and laid back down on her stomach as her brother crawled under her chair and turned over onto his back. Already, as he stared up at his sister between the cracks of the chair, he noticed the plastic straps sagged slightly beneath her weight. Right above his head was where her chest was positioned, so he took the scissors and positioned them against the edge of the chair so the blades wouldn’t cut her body.

SNAP! The first strap got cut, and the tension from being laid on caused it to quickly fly downwards and hit his arm. SNAP! The second strap was cut, and now Olivia’s boobs started to bulge against the open section of the chair’s bed. Jordan turned her head to face the other direction so she could watch the two of them. SNAP! “Oooh, I can feel it, you’re almost there,” Olivia encouraged. “Just one more I think!”

Right as Reese was about to finish cutting through the fourth strap, the three of them heard a familiar voice calling out to them from inside. The final piece was almost entirely severed, but stayed intact by just the corner, which was now even more strained as it threatened to snap open. But Reese had heard his mother’s voice, and immediately frozen his body. “Did you guys make margaritas?” Tracy yelled out. From out the window in the kitchen, she was able to see the two girls out by the pool, but Jordan’s chair was in front of Olivia’s, so it covered her from being able to notice Reese under his sister’s chair. “Seriously, on a weekday?” Reese’s eyes widened, She already hates when Olivia drinks during the week, even though she’s out of college and over 21. And I’ve been punished before for having drank my parents’ alcohol. So if Mom catches me and finds out I was drinking along with them, as someone under 21, AND who has school tomorrow? She’ll lecture me for the rest of the night.

“She can’t find me, she’ll kill me if she sees me with you guys and knows I had some too,” he hoarsely whispered out, and Olivia glanced down to her brother beneath her tanning chair and uncurled her towel so that it draped off the sides of her chair, essentially creating a wall around Reese and blocking him out from being seen if anyone walked by. Which had been quick and smart timing, as Tracy walked outside to address the girls. But right as she settled back down on the chair, the sudden shift of weight finally snapped off the last needed strap, and suddenly her boobs came flying out from underneath her, flopping into Reese’s face. He grunted in surprise, knowing his mom’s nearby presence meant he couldn’t yell. And he couldn’t crawl out from under the chair, or else his mom would see him. He didn’t even feel like he could be mad at his sister; it was just dumb luck that caused the fourth piece to snap at the imperfect moment when he was unable to escape. Now that Olivia had finally gotten what she wanted, she hummed contentedly at being able to lie down flat on her stomach without her boobs getting in the way. She could feel his head under her sagging breasts, but she was powerless to move out of the way, since getting off the chair would reveal him to their mother.

“Yeah, I forgot you don’t like me drinking on weekdays, even though I bought it with my own money and I’m over 21 and I don’t have anywhere to go tomorrow,” she answered to their mom, some clearly evident sass layered in her reply.

Tracy sighed and rolled her eyes, not in the mood to argue with their daughter today. “Well no more, OK? Then she saw Reese’s miniature mason jar and held it up, “Hold on, did you give some to Reese too?” she asked, noticeably more irritated.

“No, I haven’t seen him for a while, but that was my first cup before I decided I wanted a lot more than I made,” she told their mom, not skipping a beat on the bold-faced lie.

“Hey, Mrs. Smith, why don’t you join us for a little bit,” Jordan piped in, a devilish smile on her face. She knew that Reese was trapped under Olivia’s chair, and figured he was probably stuck with his big sister’s boobs in his face, so she wanted to try and stall their mom to keep him there as long as possible. She might not be able to see him, but just knowing that he’d be trapped there was a deviously satisfying idea in itself. “You don’t have to like, actually tan with us or anything, but you should lay down and rest your feet for a little while!” she said, sounding genuinely encouraging to the woman who was tired after a day filled with errands and chores.

Tracy sighed, but decided the idea sounded nice, so she gingerly took a seat in one of the other patio chairs nearby to Jordan. “Well alright, maybe for a little bit,” she said, kicking off her shoes and crossing her feet on the end of the lounge chair. “But no more drinking for you two, we haven’t even had dinner yet.” With a deep breath, she eased into the chair and took a load off while she watched the sunset. Jordan turned back to Olivia, stifling a giggle as she glanced down to the draped towel on Olivia’s chair, knowing what was hidden behind it. And Olivia looked at her incredulously, before scoffing and laughing along with her friend, still a bit tipsy. “What’s so funny?” Tracy asked, eying over at them.

“Oh, nothing,” Olivia said. “It’s an inside joke… with a friend of ours,” she explained. She readjusted herself in the chair, and Reese squirmed against the cold, hard concrete on his back as his sister’s bikini-glad tits jostled against his face. “Sorry,” Olivia whispered down to him, before laying her head on its side and smiling at how coincidental the odds of him getting stuck at the worst timing were.

With his mom now relaxing along with them, and blocking his chances of sneaking back in the house without being seen, Reese had no choice but to lay dormant beneath the cold shadow of his big sister, while her soft, warm tits caressed his face and reminded him that he wasn’t going anywhere.