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helladirections · 2 years

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BBF5: Jump Off The Roof

Author: @helladirections Pairing: Harry x Y/N Status: Part 5 Word Count: 7k

Summary: Harry is YN’s brother’s best friend and YN isn’t a little kid anymore. Featuring yachtrry, punishments, facing fears, and semi-public smut

MASTERLIST - PATREON - BBF TAG - PART 4 - PART 6

Preview

“What am I gonna do with you, hm?” he asked condescendingly, but he didn’t wait for an answer. “Didn’t use words, didn’t get up when I asked you multiple times… someone isn’t being very good today. Someone is being a bit of a brat.” The last word hung in the air. YN hadn’t intended to break any rules, she didn’t mean to be a brat. She was just a little wine sleepy and cozy from the rocking of the boat, honestly. But if being a brat meant he might choke her while they looked out at the ocean, then maybe it wasn’t the worst outcome after all. “Still no words for me? Darling, you aren’t helping yourself right now. Was already gonna punish you but the more rules you break the worse off your punishment is gonna be.”

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YN had never been so disappointed to brush her own hair.

It had just felt so nice when Harry was doing it for her. He was so gentle, saying sweet words and filling her insides up with gooey warmth, directly contrasting the way he had teased her ruthlessly with her toys moments earlier. And he had to jump up and walk away from it all so quickly, leaving her alone to finish brushing her hair herself. In an empty room. On an empty bed. Filled with the memories of what had just taken place.

She finished getting herself ready for bed, realizing that in no way did she have the energy to do anything else for the night after doing that with Harry. YN even went as far as making up the bed and was about to get into it when Harry finished up helping her brother get ready for his date and knocked on the door again.

“Oh darling, you aren’t going to sleep in that messy bed. Come on, come spend the night with me.”

And who was she to disagree?

Harry held her close as they ate dinner and went to sleep early. Too early, maybe. But they were both pretty wiped out after the day in the sun and all the playing they had done. Maybe it was all for the best, though, because YN was able to sneak back into her room early in the morning before anyone was the wiser.

The only real downside was that she was left with time by herself to think and wonder and worry over what she was doing with Harry. The last few days had been so much fun, and she wouldn’t take them back for the world. In fact, she wanted to live in this fantasy they were building together for as long as she possibly could. She reveled in the way he spoke to her, the way he touched her, the way he treated her. He could go from being so gentle to so harsh in the blink of an eye, and she loved living on the edge for it.

But what did it all mean? Who was she now that she knew she liked to be treated this way? Was she really getting into a secret relationship with her brother’s best friend? Was it really a relationship at all?

She didn’t know. And she was too afraid to ask.

So instead she continued on with the day as normal, meeting the rest of the family downstairs for breakfast (and eating a yogurt, a fruit, and and egg, because Harry’s brows raised every time she tried to get up and clear her plate) before collecting their things and hopping aboard the yacht that her parents had chartered for the day.

YN had only dreamt of something like this - to be on a chartered yacht off the Italian coast on a warm day. Dressed in her favorite blue bikini and a silk cover up, a hat adorning her head as she continued to read her book she was taking it all in, she was grateful to have learned that Harry had some sort of in with the owner of the boat, and got a good deal on it for the family that day. The whole day felt like one big breath of fresh air.

They snacked on a charcuterie board for lunch, indulging in a few glasses of wine each and talking about their favorite parts of the trip now that it was nearing the end. YN of course had several favorite moments which she would be unable to tell the family, but she and Harry shared a knowing look when it came around to her turn. She lied, of course, and said she just loved the sound of the water on the beach and getting a chance to really read her book.

Harry said he enjoyed playing games, especially in the water, and YN almost choked on her sip of wine.

By mid afternoon, they were all pleasantly tipsy, and Harry was clearly having a hard time keeping his eyes off of YN. Her brother even noticed it at one point, groaning and shoving Harry when he was distracted by her. “Come on man, I swear to god if I find out you’re fucking my sister I’m gonna punch you in the face.”

He didn’t seem to be too bothered by it, though, because within about thirty seconds he was back to recounting his night on his date with the girl from the pool. They had gone to a small cafe for dinner, talked a lot, apparently she was on a girls’ trip but they had all decided to try and find separate dates for the night that night. YN tried desperately not to listen to him, but with the wine in his blood he was talking louder than he should have been and she was unfortunately privy to all the details about how she was such a great kisser and he didn’t get home until 3am and…

YN walked away after that, unable to keep hearing the lewd story she wished to never know. She went to one of the bedrooms on the inside of the boat, a nicely made bed with fluffy pillows calling her name. At first she was planning to continue reading her book (it had just gotten to the good part where he offered to share his hotel room with her). But soon, the gentle rocking of the boat was easing her into a sleepy state.

By the time Harry followed her downstairs, her eyes were drifting closed. She wasn’t even entirely sure if she heard him come in, or if she was already dreaming. He looked so pretty the way he was standing there, shirt off and short shorts hanging low on his waist. His skin had tanned quite a bit on this trip, looking warm and comforting. His thick thighs were on display, a soft sprinkling of hair showing that he wasn’t a little kid anymore either. Her mouth was practically watering at the way his muscles contracted as he moved.

Sitting down on the edge of the bed next to her, he gently moved a piece of hair out of her face and around her ear before stroking the back of her head lightly.

“Hi baby,” he whispered. “Look so pretty like this.”

YN sighed, eyes squeezing closed.

“Did the wine make you a little bit sleepy?” he cooed.

She responded with a noncommittal hum.

Harry let out a breath before continuing. “Need you to wake up, darling. Gonna waste all your time on the boat. Don’t you want to come play in the water with me?”

Her ears perked up at the word ‘play’, but instead of making a move to get up she just snuggled into her pillow further.

“Come on, sweet girl. Don’t leave me all by myself. Be good for me.”

But still, she didn’t move.

“I’ll ask nicely one more time. Please get up and come swim with me, honey.”

“But I’m sleepy,” she finally responded, words fumbled under her breath.

Harry stood up then, and YN opened her eyes when she felt the bed move beneath her and the loss of his hand resting on top of her head.

“Oh, so now you’re willing to speak to me?” he replied, brows high on his head.

She just shrugged.

His mood shifted quickly, from trying to gently coerce her into waking up to instead harshly directing her to allow him to play. “Roll onto your back and spread your legs,” he commanded as he walked towards the door and turned the lock.

Obeying, she rolled over and stretched her arms high above her head as she let out a yawn. Eyes squeezed shut as she did so, she noticed Harry walking back over to her, jumping a bit upon feeling his weight on the end of the bed.

Harry stroked his hands up and down her lower legs for a moment, head tilted to the side.

The last word hung in the air. YN hadn’t intended to break any rules, she didn’t mean to be a brat. She was just a little wine sleepy and cozy from the rocking of the boat, honestly. But if being a brat meant he might choke her while they looked out at the ocean, then maybe it wasn’t the worst outcome after all.

“Still no words for me? Darling, you aren’t helping yourself right now. Was already gonna punish you but the more rules you break the worse off your punishment is gonna be.”

YN just responded with a whine, a frown standing out on her lips.

“Well if that’s how you’re going to be today, then fine. I’ll treat you like the little brat you clearly are. Take off your clothes.” When she didn’t move right away, his tone got even harsher. “I said, take off your clothes.”

And if he was going to play this game with her, she might as well play along. It couldn’t be too hard to pick up the part, could it? All she had to do was disobey him, even when her natural instinct was telling her to be agreeable to whatever he said. But she’d be lying if she claimed to not want to know what kind of punishments he might inflict on her, especially after the way he was talking in the ocean the other day. Would he edge her some more? Tie her up? Spit in her mouth again? She didn’t know, but she was desperate to find out.

“If you want them off so bad, then you do it,” she spat back at him.

His eyes got wide for a moment before he took a deep breath.

“Babe, I need you to tell me your color. Do you actually not want to play right now or… are you just really playing?”

“I’m green, Harry,” she assured him.

“Ok then.” He took another breath, refocusing his energy.

After a moment, he leaned forward, crawling up her body until he was face to face with her, lips just barely touching. She wanted so badly to lean up the fraction of an inch and close the space between them, to feel his plush, sun-warmed lips on her own. But she knew waiting and feeding into this role would make it even better.

His tongue dragged over his lips slowly, wetting them before he spoke. “When I ask you to do something,” he whispered, voice deeper than she had ever heard it. “I expect you to do it. Is that clear?”

Silence.

“I said, is that clear?”

Again, silence.

Harry grunted, crawling back down her body, taking her little silk wraparound coverup with him as he goes so she’s left just in the bikini she was tanning in earlier. She can feel the way he drinks her up as he eyes her exposed skin - her most intimate parts still covered but that doesn’t change the way his attitude makes her feel exposed to him.

“Harry,” she whines softly, under her breath. She almost wasn’t sure he heard it, until his eyes met hers again and his frown turned into a slight smirk.

“Oh now you’re talking, hm? And not even calling me sir… tsk tsk, what am I going to do with you?”

She felt goosebumps rise up on her skin, but she stayed quiet, desperate to know what he was thinking but trusting that whatever it was, was going to be amazing. He promised to always take care of her, always make her feel good, and even when they were playing like this she knew he would fulfill that promise.

At first, he just teased her, as if wanting to see how much each of them could really take. He let the tip of his finger curl beneath the waistband of her bottoms, running back and forth along her lower tummy. She could feel her own muscles quivering beneath his touch. Then he moved his attention back to her bikini top, snapping one of the strings like a middle school boy might do to an exposed bra strap. It didn’t hurt, but the sudden movement shocked YN enough to let out a little gasp.

Finally, he started taking action. First dragging her bottoms down her legs and throwing them to the side. Rather than entirely remove her top, he pulled at the triangles, exposing her breasts to him. She could see the desire in his eyes when her nipples perked up from the cold of the room around her.

“Where are they right now?” she asked quietly, trying to gauge if she had the privacy and space to make the noises that were getting caught up in her throat.

“Getting dinner ready, I think,” Harry responded absentmindedly.

That meant they would be on an upper deck, surrounded by pots and pans and dishes and the stove and the oven and all kinds of things making noises that would easily drown out whatever might come from this bedroom in the coming moments.

“How much time do we have?” she asked again, as Harry’s hands started to graze up her legs and reach her tummy.

He shrugged. “Enough.”

His hands continued their journey, up to brush lightly over her nipples, a fire in his eyes the whole time. She gasped lightly at the feeling, his eyes shooting to hers at the sound.

With one hand still on her chest, he brought the other one up to her neck, wrapping around it with no warning, bringing back memories of their first time together out on the balcony at the hotel. It was poetic, really, thinking back to how he kept telling her to look out at the open ocean, and now they were floating on top of it just days later.

YN gulped, or she tried to at least. The weight of his hand against her throat felt nice, and the slight airway constriction was sending her head into spirals. Looking up at him, she couldn’t help but feel completely safe. His other hand was still playing with her sensitive nipples, making it difficult for her to focus on anything other than his name.

She didn’t even realize that she had been saying it outloud until he removed his hand from her chest and used it to lightly slap at her cheek. It was more like a pat, but the sound was enough to make an impact.

“Don’t call me that. You know not to call me that when we’re playing. Such a fucking brat…” he mumbled the last part under his breath as he removed his hand, wiping it on his shorts.

“I’ll call you whatever I want,” she spit back at him.

“The fuck you will. Spread your legs.”

No matter how hard she wanted to play the part and be a brat, she couldn’t help but follow his instructions this time. It was hard not to want to spread her legs for him every time she saw him. It was hard before he had touched her, all those years of pining after him, believing he was the one thing she could never have. But especially now that she knew what he could, how he could make her feel. She would never give up an opportunity to feel him there.

“Such a slut,” he said, hand still around her neck. “Acting like a brat and the only thing you listen about is opening your legs. My little whore.”

She whined in response.

“Now I’m going to move my hand, but you don’t make a sound unless I tell you to, ok? And if you want to say my name, I want to hear ‘sir’.”

She nodded, but there was clear mischief in her eyes.

With a deep breath, Harry refocused himself between her thighs, a place that she was finding him in more often than not these d ays.With one finger, he dragged her wetness from her weeping hole up to her clit, rubbing it around in a few tight circles. But it was clear he wasn’t going to be doing that for long, his attention elsewhere.

A hand on each of her ankles, he tugged her legs harshly to adjust her so her knees were bent, exposing herself even more to him as her hips were canted upwards.

“There we go,” he said under his breath.

YN didn’t really have time to wonder what he was thinking, because what came next happened so suddenly, she wasn’t entirely sure that it had happened at all. One moment, his hands were on her ankles, and the next, her core was stinging in pain and pleasure and his hand was rubbing at her folds to calm her down.

“What was that?!” she gasped.

Harry chuckled darkly before responding. “That, my darling, was your punishment for not listening to me when I asked you to get up, multiple times. And I think we’re going to do a few more of them too…” he trailed off for a moment before looking back at her. “You remember your colors?”

“Yes,” she breathed out.

He hummed, not giving her the usual “good girl” or even “good” as a response but just accepting it and moving on.

Harry continued then, spanking her hard over her pussy, directly over her clit this time before rubbing lightly at the area, his other hand resting comfortingly on the inside of her thigh. YN swallowed her own gasp at the impact.

“Why are you so mean to me?” she whined.

“M’not mean,” he responded. “M’punishing you. ‘S what you earned.”

Another slap came down hard on her center.

“I don’t like when you’re mean,” she whined again.

Harry laughed under his breath then, taking his time and stroking her folds up and down, spreading her wetness all around the area to bring home his point.

“Sweetheart, you can say you don’t like it but your pussy’s dripping, so what am I supposed to believe?”

“Harry.”

Another slap, this one harder than the previous ones.

“I said call me sir.”

YN nodded, her entire bratty facade officially up as she felt her blood pressure rising, heart beating loudly in her ears as she could only breathe through short pants.

“Say you’re sorry.”

“Sorry,” she whispered. Her eyes were starting to water but she was trying desperately not to let them overflow, not yet.

Another slap.

“Sorry what?” he demanded.

“I’m sorry sir!” she cried out, voice just on the other edge of watery.

Harry let out a breath, looking her up and down and giving her body a moment to recover. His eyes still sparkled with something, but YN was too far gone to put much thought into it.

“Good girl,” he praised, dropping a hand down to graze circles over her tummy. “Now then… I’m hard as a fucking rock. Can’t go back to your family looking like this, can I?”

“No sir.”

“That’s right, so keep your legs open for me. I also need to punish you for talking like a brat. Gonna keep being a bit mean… So remember you can tell me your colors even when I don’t ask for them.”

Harry waited for her response before pulling his tiny shorts down just low enough for his cock to bounce up against his own abs. And he was right, he was rock hard. Even from her bad angle, YN could see every vein and ridge on his thick length, ruddy head leaking out a bead of precum without even being touched.

“Think you can take me without having my fingers first?” he asked, lining himself up with her hole.

“Yes sir,” she whimpered.

“When I first get inside of you, I want you to tell me your color, ok?”

“Yes sir.”

“Ok.”

Harry didn’t wait another moment, thrusting his hips hard into hers, her knees bent and resting around his waist as she called out green through a shaky breath.

“Thank fuck,” he mumbled in response to her color.

And before she could think about anything else, he was fucking her. Not just having sex with her, but fucking her with the brute force she always knew he possessed but never dreamed to be able to see or experience. Looking up to his face, she saw him biting down hard on his lower lip, surprised that he wasn’t drawing blood as he slammed into her again and again. The sound of his hips hitting her ass rang out in the room around them, YN’s moans and groans of pleasure mixing in as well. The chorus around them sang loudly, harshly, intensely.

“Fucking dammit,” he grunted after a particularly deep thrust. “You feel so fucking good, shit. So tight. Oh my god…” he groaned at the end of his thought.

“Harry! Please!” she called out.

“Love it when you beg for me, beg for my cock.”

“Yes!”

“Not gonna last much longer,” he admitted. “Tell me you want my cum. Tell me you deserve it.”

“Want it… want it so bad… I need it,” she begged.

“Yeah? Want me to fill you up? Fill up that pretty pussy?”

“Yes sir!”

“Wanna feel it here,” he said, pushing down on her lower stomach. “All the way in your tummy?”

“Yes sir!”

He was balancing on his hands above her, but soon fell down to his forearms, head hanging low between his shoulders. And if YN had the clarity of mind, she would have thought the sight was one of the most beautiful things she had ever seen. The line of sweat at the top of his forehead and soaking his chest hairs making him shine like the sun above her. His mouth wide open, like he was trying to say something but couldn’t find the words.

Even after only being with him a handful of times, she could tell already that he was close, a thought that was soon confirmed when he sat back on his knees, dragging her by her ass so he could continue fucking into her.

“Harry, please, please sir,” she begged again.

But all her begging and pleading was to no avail, as right when his brow scrunched close and his breath got caught in his throat, he was pulling out of her. His ropes of cum landed directly on the outside of her pussy, across her mound, and a few drips on the inside of her thighs. Harry kept his hand around himself for longer than he needed to, trying to get it all out or due to the post-cum stupor, YN couldn’t know.

When he opened his eyes, he was smiling, looking down at where he had covered her.

YN whined, frustrated that even after begging he decided not to cum inside of her like she liked.

“Oh,” he said, smile quickly turning into a frown. “Did you want my cum inside of you?”

“Yes sir,” she whimpered.

“Well then you have to be a bit more specific when you’re begging, hm? Besides… not sure you really deserve it after the way you spoke to me.”

Subconsciously, YN started to pout - she had never been told she didn’t deserve cum before like this. But Harry leaned up, pushing her lower lip back into her mouth with his thumb.

“No, you don’t get to be upset about this. You knew you weren’t gonna like your punishment when you spoke to me that way.”

Nevertheless, she whined in response.

He only groaned, sitting back on his knees again and taking in the sight in front of him. The whole picture was lewd, practically pronographic. Her pussy was puffy and pink and wet, covered in both of their fluids. There were no bruises - but YN had a feeling it was only because she was wearing a bathing suit and he didn’t want their escapades to be exposed that way.

His warm cum was growing cold on her skin, the mess in dire need of cleaning up. Based on previous times together, YN was expecting that Harry would find a washcloth in a closet somewhere, run it under warm water, and gently remove the evidence that he had claimed his territory.

Harry had other plans, however. Instead, he kneeled down at the end of the bed, dragging her by her hips and bringing her spread center up to his mouth as he took his first lick.

“Fucking love this little pussy,” he whispered to himself.

He used his tongue and his fingers to mix together his cum with her wetness before swallowing it all down. With his first two fingers, Harry massaged YN from the inside while his tongue continued working on the outside. YN knew it was messy because she could feel how wet she was, how easily his fingers and tongue were sliding over her skin, and the sounds he was making as he was eating as if he had been starved for days.

It wasn’t long before her fingers were gripping the sheets below her, her teeth biting down hard on her tongue to try to keep herself from making too much noise.

“Fuck, Harry…”

“Not yet, brats don’t get to cum whenever they want to” he grumbled, without lifting his face from her fully.

She took a deep breath, willing her pleasure to fade even just a little bit so she could remain in control of herself, but it was getting more and more difficult by the second. He was just so good at what he was doing, sucking hard on her clit and rubbing her in all the right places, his mouth devouring her like he was born to do it. YN’s eyes had been squeezed shut for a while now before she started truly squirming, desperate to get a little space from Harry and breathe on her own.

“Hey, stop it,” he said, bringing his other arm around to hold her still for him.

“Feels so good… I can’t…”

“You can and you will. Now stay still. You don’t get to cum until I say you do. Is that clear?”

YN nodded.

“I said, is that clear?”

“Yes sir.”

He responded by spitting directly onto her clit, as if the area needed any more moisture at all. But the sight of it was just too much for YN as she let her head fall back onto the pillow. She tried her best to stay in control, but the truth was she had never tried to hold back an orgasm before, because she never needed to. With other guys, she was desperately trying to get there at all, and by herself, well she was happy to just let it happen as often as she could. This was different, and it was difficult, but she trusted Harry and wanted to follow his orders.

Still, she couldn’t help but keep wiggling within his hold, her toes curling and uncurling over and over again, hips rocking back and forth.

Harry backed away from her, removing his fingers as well, and she finally had a moment to take a breath. But the break didn’t last long as his hand came down hard on her wet lips, just as it had five times earlier.

“I said, stay still. Do you want me to tie you up?” he threatened.

YN’s eyes got wide.

“That’s what I thought. Now do what I say or you won't like the consequences.”

“I’m trying H, but I-”

She was cut off with another spank, causing her to cry out in response.

“Trying isn’t enough,” he told her. “You hold it back, or I stop all together, do you understand?”

“Yes sir,” she whimpered.

He went back to work, but it wasn’t long before she was squirming once again. She didn’t mean to, she wasn’t trying to, she just couldn’t help it. It felt so good and she was trying so hard and she didn’t know any other way to hold back her own pleasure. She could already feel it tightening up into a ball in lower stomach, ready to explode at a moment's notice.

“Harry,” she gasped out again. “Not sure… I can’t…”

She was so close. Her head was rocking back and forth on the pillow in a desperate attempt to distract herself, but it wasn’t working. One more second of this and she was going to pop, she just knew it. Her muscles were tight, her pussy was throbbing, and Harry was hitting every spot exactly right.

And then, it was over.

Harry stopped. He just stopped. He released her body back down onto the bed, where her chest was rising and falling rapidly. She opened her eyes to look at him and saw as his entire lower face was glistening with their combined fluids. It was lewd the way he wiped it off with the back of his hand, licking his fingers at the end to savor the taste.

“Harry,” she whined, questioning why he had stopped.

“Told you, if you kept squirming you weren’t gonna like the consequences. So now, you don’t get to cum yet. Not until I decide you’ve earned it. Three punishments in one afternoon, that’s a new record, I think,” he teased.

Before she could respond, Harry got off the bed and found a washcloth in the closet, just like YN had expected he would earlier. She watched as he wiped his own face and hands with it before throwing it in the hamper. He washed his hands and rinsed out his mouth before coming back to sit on the edge of the bed.

YN looked up at him with a scrunched brow. He always cleaned her up after they were done. No other guy had ever done that for her before, but he always had. She was confused as to why he got rid of the cloth already.

As if reading her mind, Harry spoke up. “Not gonna clean you up this time either. Gonna let the ocean do that, I think,” he explained.

“Oh.”

“This is what happens when you aren’t a good girl for me,” he said with a shrug. “You did this to yourself, baby.”

Before she could think to respond, they heard loud cheering coming from the upper deck, both their heads looking in that direction as if the ceiling would be able to tell them anything about what was going on upstairs. YN tried to not to think about if the boat was really as soundproofed as she had hoped.

“Come on then, better see what all the fuss is about,” he said, grabbing her bathing suit and helping her carefully get back into it. He slipped his cock back into his shorts, although the limited material was doing little to create any modesty for him, and YN couldn’t help but stare a little bit. He smiled when he caught her looking, but didn’t say anything, instead leading her to the door.

When they got back onto the deck, they saw that dinner was almost ready and YN’s parents were cheering at her brother, who was inside a floating tube in the water. YN was still a bit shaky on her legs, easily feeling the wetness left between them but desperately trying to flip that switch in her mind and remember her surroundings.

“He jumped from the roof and made it into the middle of the floaty on the first try!” her mother eagerly informed them.

Harry was instantly excited, asking for all the details of how he had gotten up onto the roof of the boat in the first place, obvious that he was trying to replicate the trick.

“I’ll do a flip into the water!” he told them all. “Come on, YN!”

He grabbed her hand, leading in the direction of the ladder that her mom had pointed out, but YN’s feet didn’t move. She was stuck in her spot as she looked up at how high up the roof above the captain’s quarters was, knowing that the boat itself was tall. The jump would easily be 50, maybe even 75 feet from the roof to the water.

“What’s wrong?”

“I.. um…”

YN’s mother cut her off. “Oh honey I thought you weren’t afraid of heights anymore? Come on now, you aren’t a little kid. Have some fun! Do something exciting!” she pushed her.

Of course she wanted to do something fun. It sounded exciting. In the past she hadn’t been one to take many risks, but maybe that was changing anyway. Admitting to Harry out on the balcony that she had a crush on him was a risk. Continuing to hook up with him in secret was a risk. Who was she really to claim that she wasn’t a risk taker anymore?

“Come on,” Harry said softly, bringing her attention back to him. He was looking directly in her eyes, and for a moment she almost felt like no one else in the world existed. “I’ve got you. I’ll keep you safe, I promise.”

And YN just couldn’t say no to a promise like that from Harry. She agreed, following him to the base of the ladder.

“Why don’t you go up first,” he suggested. “That way if you fall, I’ll be right here to catch you.”

“Yeah… ok,” she agreed hesitantly.

As she stepped in front of him, Harry whispered into her ear, “also gives me a great view of that ass.”

All YN could do was smile in response as she climbed up the ladder. Towards the top her foot missed a rung, and Harry’s hand immediately went to grab at her ankle, keeping her steady and directing her to the next step.

They made it to the top, but still, YN was chewing on her lip and fidgeting her fingers as she looked down at the ocean.

“Do you want me to go first? Or do you want to hold hands while we jump?”

YN thought it over. She desperately wanted to hold his hand, knowing it would make her feel safe and protected as she took the plunge. But she also knew that the whole family, including her brother, was watching them. And rule number one was to never let him find out so… she might just have to conquer this fear on her own.

“You go first,” she said. “Wanna see that flip you said you could do. Then if I go too deep into the water you can save me again.”

He looked at her softly, tilting his head. She noticed as he started to reach out with one hand before pulling it back quickly.

“Right then…” he said, trailing off.

His body looked so pretty as did a somersault into the gentle waves below. The splash was big, but he came back up for air quickly, smiling and laughing as he waded next to her brother. He made it look so simple, so easy, so inconsequential. It wasn’t fair.

“Come on!” Harry called from down below. “Just jump, it’ll be ok! I promise!”

“Yeah, scaredy-cat!” her brother teased from next to him. “Just get it over with!”

She took a deep breath. She could do this. It was easy enough for both of them. Harry had jumped pretty far out away from the boat, which was probably a good strategy to make sure he didn’t land on the deck or hit the side of the hull. And YN knew she could do that because there was just enough space to take a little bit of a running start. But both of the boys had done tricks, and YN didn’t have any tricks.

Looking down again, she saw Harry’s face. He was looking up to her with a soft smile, but his brows were crinkled just a bit with concern.

He would be there. Harry would be there at the bottom and everything would be ok. He had saved her from the water once before, and he could save her again if she did something stupid like hit her head or get tangled in seaweed or-

“YN!” Harry called up again.

Another deep breath. She closed her eyes for a moment as she took a step back. Then, with two steps of a running start, she leaped out away from the boat, screaming as she flew through the air.

At first the scream was out of fear, but within a short moment it turned to a scream of fun, of excitement, of adventure. A smile spread across her face. She did it! She actually did it!

And then she hit the water, sinking deep below the surface. Her eyes were closed, but arms were flailing enough to feel around her. There was no seaweed, and it was only a moment until she felt a familiar hand wrap around her wrist, helping to pull her to the surface.

YN giggled when she got her first breath of air, proud of herself for what she had done. When she opened her eyes, the first thing she saw was Harry, his eyes wide as he looked at her proudly. For a moment she could have sworn he was leaning in to kiss her, only to back away when her brother swam closer.

“I knew you had it in you, kiddo!” he congratulated, a pat on her back from where he was comfortably floating in his tube.

She turned around to see her smiling older brother beside her.

The three of them swam in the warm, clear water together as her parents set the table for dinner. The sun was going to be setting soon, and the sky looked so pretty through the few clouds drifting overhead. Harry’s laughter was ringing in the back of her head, and she couldn’t stop herself from smiling.

She smiled to herself while they were in the water, and then all through dinner (especially when Harry accidentally took an entire plateful of peas). And she smiled when they sat around the table talking about their plans for the next day, and she smiled when she volunteered to clear the table for everybody.

And she smiled even more when they realized there were three showers on board, and it was decided that her parents and brother would get the first turn, leaving YN and Harry to themselves as the boat began floating back to harbor.

They sat down together near the back of the boat, watching the wake behind them as the sun was setting. The sky was an array of pinks and oranges and a little bit of leftover blue. Her feet dangling off the edge, YN sat close beside Harry, tentatively resting her head on his shoulder.

“You know,” he broke the silence. “I think I still owe you an orgasm, don’t I?”

YN perked up at that.

“I earned it?”

Harry laughed lightly. “My girl conquered a fear today, she definitely deserves to cum.”

“I’m your girl?”

Harry hummed in agreement. “You’re mine now, didn’t you know?”

YN didn’t respond, except to lean forward and kiss him lightly through a smile. Their lips only touched a bit, but his were soft and plush, warm from the sun and wet from his own tongue. If they had more time, she would fully indulge, crawl on top of him and make out with him for as long as he would let her. She loved the way he held her face, or rubbed at her lower back, or grasped her ribs, or rubbed her sideboob.

But before she could get too far into it, Harry separated them. “Come on now, don’t have much time, do we?”

YN looked around. “Here? Now?”

“Yeah, baby. Why not.”

“Think we only have five minutes at most before they come back up,” she reasoned.

Harry looked down at his watch, then back to YN.

“That’s plenty of time, come on now, lay down.”

He guided her body so she was lying on her back with her feet planted on the ground, knees in the air. Spreading her legs with his hips, he used his own body to cover her and try to keep some semblance of modesty, just in case the captain happened to look that way in the next five minutes. Harry supported his weight on his forearm next to her head, leaning down to place another gentle peck on her lips before allowing his hand to travel under her bikini bottoms.

YN was going to protest, having never done something like this so publicly. But the only thing that came out of her mouth was a slight gasp when his fingers expertly started playing with her clit.

“Is that good, sweetheart?” he cooed.

“Yes sir,” she breathed out.

His arm worked a little harder, fingers sliding themselves inside of her while the heel of his hand still worked against her clit. They were in a rush, so she could feel that he was pulling out all the stops right away, not teasing like he usually did to her. But she wouldn’t complain. His fingers were like magic, probably gained some strength from his time in front of a piano or holding a guitar. The reason didn’t matter, though, just the way he was making her feel.

It wasn’t long before she felt her orgasm building in her lower belly.

“Harry I… I’m gonna…”

She looked around them, worry on her face. If even one of them was out of the shower already, they could hear her when she finally popped around his fingers. And she knew she didn’t have the self control to stay quiet enough.

“I’m loud… I can’t…”

Harry shushed her, adjusting the way he was holding his weight so he could cover her mouth with the hand that wasn’t occupied.

“Come on now, darling. Let go for me. That’s it… right there…”

And she did, following his instructions exactly and biting down on his finger when she couldn’t get to her own lip to keep herself quiet. A muffled moan sounded lightly, but YN couldn’t find it in herself to care anymore. Harry was there, and he was all she was thinking about. His fingers, his hand, his face, his…

“YN, where are you?” she heard her mother call out from the other end of the boat just as she was coming down from her high.

She was panting, unable to put any words together, looking desperately at Harry instead.

“We’re just watching the sunset!”

Yeah… something like that.

MASTERLIST - PATREON - BBF TAG - PART 4 - PART 6

#writing #bbf #yo

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letomills · 6 months

Text

Download all: SFS / Mega

A parenthesis in our October program ~

Here is a chunky set of underwear, sleepwear and swimwear for Androgyny TF, AF and EF. Everything is on a single full-body mesh per age group, available with blockfeet or sexyfeet, with fat morphs for everyone and preg morphs for adults & teens.

Be aware that if you want the topless outfits from this post to look as intended, you should use them on sims who have skins made for trans sims. The sims on my previews have skins from the "AndroF-AMTr" set from here (or these would work too).

Full swatches, credits and details under the cut.

For each age group, don't forget to choose between blockfeet and sexyfeet. Polycount: blockfeet: 1,780 // sexyfeet: 6,358.

The swatches below (also included in the download) only depict AF sims but rest assured TF and EF are getting the exact same outfits. All TF and EF recolors are available either standalone or repo'd to AF (choose either version). All recolors are BSOK'd.

1. Azaya Andro Undies Sets

Categorized as underwear and sleepwear.

Textures by Azaya / @skulldilocks, from these lovely AM androgyny undies. The "_alt" recolors are edits I made to remove English text or transliterate it into Simlish (you may remember them from the Momma Lisa Chestbound version I did a while ago).

2. Liana Lacy Briefs

Categorized as underwear.

Textures from Liana's set 282.

3. Petwonia Binders Lunacress Boxers

Categorized as underwear.

A combo I initially put together for Momma Lisa Chestbound. Binder texture originally by Petwonia / @simstralia, boxers by Lunacress.

4. Silk Boxers Lifa Binders

Categorized as underwear.

As above, you can find the Momma Lisa Chestbound version of these here. Binder texture by Lifa / @withlovefromsimtown, boxers are @rented-space's 3t2 Luxe Loungewear Silk Boxer Briefs.

5. Rented-space 3t2 BG Briefs