Chapter 1 - Lending a Hand

DISCLAIMER: Nothing in this story is real or should be considered as such. This story is a little unusual and is based on a strange fantasy I concocted that brings together some fetishes I'm into. This first chapter introduces the characters, sets up a little bit of where the story will be going, and yes, features sexual acts between consenting adults. I welcome any feedback and I'm always excited to discuss the story and characters, and chatting/bouncing around ideas for future stories. I hope you enjoy delving into my insane mind.
  
NOTE: This story features characters that appear in my other stories. They do not take place in the same continuity. Each series can be considered its own universe of sorts, with different events, relationships, and couplings.
 


THE OTHER SISTER PART 1
 
Tiffany gagged lightly as Eric’s cock pushed at the entrance to her throat. The contracting muscle tightened around his tip and made him involuntarily moan out loud above her. She shot him a warning glance, deep brown eyes glaring up at him from behind her glasses, and he mouthed an apology before she went back to bobbing her head back and forth onto his dick. She really wished he was either just a little bit smaller so as to comfortably fit the length of her mouth or a just a bit bigger so she could take him into her throat. Instead, he was the exact right size that every time she made it to his base, her petite nose pressing into his abdomen, the head of his cock just barely shoved its way past the back of her throat, making her gag. As much as he seemed to like it, it annoyed her to no end.

“Are you close?” Tiffany whispered, popping her mouth off his cock to give her jaw a rest. He rapidly nodded his head as she jerked her fist onto his spit-slick member, beating him off with hard fast strokes for a little while before diving back onto his pole. “Let me know when you’re about to cum.”
 
Keeping her fist at the base of Eric’s dick to act as a barrier, Tiffany was able to freely piston her face all the way down and back with ease, practically jerking his cock off with her mouth. The sloppy slurps of her blowjob were the only sounds in the room following Eric’s outburst, and the wet noises made him want to cry out again, but he restrained himself as best he could. Tiffany enjoyed watching as he squirmed and twisted, tightly gripping the sink behind him in an attempt to hold off his orgasm, desperately wanting to prolong the sensations of her hot mouth enveloping his cock, the feeling of the tight suction running the length of his shaft over and over again. 
 
“Eric? Are you ready yet?”
 
The voice of Tiffany’s sister Maddie calling out to him set him off. He quickly tapped Tiffany on the head and she rolled her eyes in response, halting her momentum to hold the tip of his cock just past her lips. Eric’s body rolled and rocked as he came, shooting streams of gooey jizz into Tiffany’s mouth, filling up the hot wet hole until his tank was empty.
 
“Ung unghon my way!” he called back, hastily stuffing himself back into his pants and running out the bathroom door to join Tiffany’s sister for their date. “Sorry about that. I just really needed to get something out. Uh, a stain out from my pants.”
 
As Eric’s voice trailed off, Maddie and him heading out the front door, Tiffany stood up from the bathroom mat and spit her sister’s boyfriend’s cum into the sink. She ran the water, washing it down before reaching over to grab her sister’s toothbrush and start scrubbing the taste from her mouth. She told herself that she wasn’t doing it to be malicious. She just didn’t want to have the taste lingering on her own toothbrush. Besides, she thought to herself, Eric was Maddie’s boyfriend and it wasn’t like her sister was going to taste his cum any other way.
 
Tiffany was two years younger than Maddie and the two had always been very close, if competitive. Although, competitive might have been the wrong word for it. In almost all instances of their lives, Maddie came out on top: in popularity and social standing, in academics and extracurriculars, and much to Tiffany’s long-held secret ire, in the looks department as well. 
 
By any measure, Tiffany was attractive, and without Maddie around it’d be easy to call her cute: with wavy brown hair that hung just past her shoulders, small perky breasts, and long shapely legs. However, when compared to Maddie, for anyone that had seen both sisters, Maddie’s lighter hair, running down to her mid-back, seemed much more voluminous; her lack of glasses made her honey-colored eyes stand out more; her larger breasts made Tiffany’s appear that much smaller; her thicker thighs and wider hips emphasized her sister’s lankier build; and even her face, despite her awkwardly shaped nose, just looked a little more innocent and sweeter.
 
All throughout high school, Maddie’s effortless beauty had sparked a touch jealousy inside of Tiffany and made her feel the slightest bit inferior. Tiffany was good. Maddie was better.
 
Her older sister had always gotten way more attention than she did, to the point that Tiffany had even stopped dating regularly because of it. The moment a guy she was seeing met her sister, she could tell he’d be jerking off to her later that night. And with her and Maddie living together, whenever she brought a guy over, she had to endure their blatantly obvious attempts at flirting with her. It was maddening. And the most frustrating part of it all for her was that if they knew how prudish Maddie was, they might not have even bothered wasting their time with her. 
 
Unlike Tiffany, who considered herself more sexually liberated — or rather, she would have been more sexually liberated if guys actually gave her a chance at it — Maddie was selectively chaste. At first it was because she wanted to concentrate on school and decided not to go out with anyone. But now that they were in college, she had finally started dating... but none of them seemed to last for very long. It wasn’t until a few months ago that Tiffany finally found out why. That day, everything changed for her, and she found a way to finally get the type of attention her sister always had... the same type of attention Maddie always stole from her boyfriends.
 
She was in her room, having retreated there after growing tired of playing third wheel to Maddie and her current boyfriend Dan. They’d only been seeing each other for about two weeks, but his infatuation with Maddie was obvious, and Tiffany got tired of guys basically ignoring her while showering Maddie with attention. So, Tiffany had locked herself away to concentrate on her English assignment. Over an hour later, she emerged needing to use the printer and walked next door to Maddie’s room, assuming Dan had left a while ago.
 
“Hey, Maddie,” Tiffany said, grabbing the doorknob and pushing the door open, “Can I use your prin — holy fuck!”
 
“Shit!” Dan exclaimed, scrambling to cover himself up. He stood alone in her sister’s room, in the space between her bed and dresser, stiff cock in his hand, along with a pair of Maddie’s panties that he was clearly using to jerk himself off with. “I can explain!”
 
Tiffany took in the sight before her, eyes concentrated on Dan’s still exposed prick. It wasn’t the first one she’d seen. She had given a few handjobs in the past, before her dates met her sister, but seeing this one was different. Maybe it was because it was her sister’s boyfriend’s. Maybe it was because he was using her sister’s panties to jerk himself off. Or maybe it was because the semi-flaccid member started to grow hard and stiff again under her interested gaze. Whatever the reason, Tiffany felt herself grow moist because of it.
 
“Okay. Let’s hear it. Explain why you’re standing in my sister’s room beating your dick off into a pair of her panties.”
 
At first Dan said nothing, seemingly relieved that Tiffany didn’t scream bloody murder, kick him out, or call the cops. Then he noticed her eyes looking directly at his cock, something Maddie had never experienced or shown any interest in wanting to experience despite his numerous attempts. Having Tiffany staring at his hard member, her legs quivering ever so slightly over what she was witnessing... it suddenly made Maddie’s less attractive sister appear much more sexually appealing.
 
A wild energy cycled between them, an ouroboros of lust feeding off itself. Dan aroused over Tiffany staring at his cock, Tiffany aroused by Dan’s lust... lust he clearly felt for her. It was a new sensation for Tiffany, having a guy look at her in the way they normally looked at her sister, with a primal desire to toss her on top of the nearby dresser and shove their dick into her, and it turned her on greatly. She stepped further into the room, pulling the door shut behind her.
 
“I know how this looks, and it’s pretty bad, but... fuck, your sister is just such a prude and... I thought I had some time while she was at class and just needed to... relieve some tension. I didn’t think you’d...”
 
“Didn’t think I’d what?” The entire time Dan offered his, Tiffany guess she could call it an explanation, she walked closer and closer to him, an unconscious sway to what little hips she had. She was wearing a pair of shorts that left bare the entire length of her legs and much to her delight, Dan’s eyes traveled all the way down and back up their pale expanse. “Catch you jerking your perverted dick off until you soaked Maddie’s panties with your cum?”
 
 
“Fuck,” he gasped. She was right in front of him now and as her eyes lowered to watch as a small stream of precum dripped off his tip onto Maddie’s floor, Dan’s gaze lingered on her facial features. The lust behind her eyes made them shine ever so brightly. Her nose really was noticeably so much prettier than Maddie’s. And her mouth, while possessing them same plump lips as he sister’s, was smaller and poutier. “Maddie never talks like that. I’m starting to think I’m with the wrong sister.”
 
Tiffany nearly gushed her panties. She let out a little moan. The idea of a guy saying something like that, much less a guy currently dating her sister, it was unheard of to her... and god did she want more.
 
“I didn’t know my sister was so pure and innocent. Won’t talk dirty, won’t jerk her boyfriend’s poor cock. I guess that explains why her relationships never last.” Tiffany reached down, her fingers briefly grasping Dan’s erect dick, the fleshy member twitching in excitement at her touch, as she slipped Maddie’s panties out of his hand. She unfurled the bunched-up material, revealing a green lacy pair with frills around the waist. “Pretty racy panties for someone so virtuous though.”
 
“They’re much better suited for someone as sexy as you.”
 
Tiffany smiled. He was so full of shit, but even still, she was enjoying the attention regardless. Keeping on her fake smile, she lowered Maddie’s panties to her own hips, holding them against herself like she was modeling them. They were at least a size too big. “Mmm... curse those wide, womanly hips of hers. Too bad her ass is kind of flat.”
 
Tiffany didn’t purposefully mean to put her sister down so much, but Dan’s comments had really set something off inside of her, and the act of mocking her sister while turning on her boyfriend was working her up in ways she never imagined, her own panties damp against her lower lips. Besides, it wasn’t like she was lying, she thought to herself. It was true. Tiffany’s butt was pert and small while Maddie’s ass was wider but overall flatter. 
 
“Another way I’m different from my sister,” Tiffany said while laying out Maddie’s panties on the bed beside them, “I won’t leave you... high and dry.” She reached toward Dan’s erect cock, which rose a little higher in response to her advancing fingers, but she stopped right before her fingertips touched his skin. “That is if you’re okay with the less attractive sister doing it instead of her.”
 
“Fuck yes.”
 
Tiffany grinned and wrapped her hand around him. She hummed in delight from the contact, giving the stiff member a gentle squeeze, taking a moment to savor the warm feeling of it, the weight of its thickness, before she began to stroke it back and forth in fast, steady beats. Dan groaned, gaze drifting down to enjoy the sight of his cock in Tiffany’s hand before shifting back up to look at her cute face twisted into one of mischievous joy. She turned her head toward the bed, and he followed the motion to Maddie’s panties laying on top of the sheets.
 
“Were you imagining Maddie in those while you were doing this on your own?” Tiffany asked breathily. She pumped her hand faster, working the entire shaft in her clasped fist. “Were you picturing how she’d look in front of you, her virgin pussy just barely visible under the lace? I bet she has a hairy bush. A virtuous girl like her doesn’t shave. Is that what you were thinking about while you stroked your dick like this?”
 
“Yes,” Dan hissed, his hips jerking automatically as his orgasm built up, Tiffany priming his pump with her piston-like pace on his cock. “But now I’m thinking about what kind of panties you’re wearing.”
 
Tiffany inhaled a sharp intake of breath, her lips parting from a jolt of passion running down her body and culminating between her legs. She sped up her pumping even more, her hand a near blur on Dan’s cock, slick sounds emanating from the rapid action. “Mine are also lace but so much skimpier than hers. Higher cut to show my sexier butt... and more sheer...” she leaned closer to him, both of them eyeing Maddie’s panties on the bed, “so you can better see my hot... trimmed... snatch.” 
 
“Unnghhhuugghh!” Dan closed his eyes and gritted his teeth as he came, ropes of his cum shooting out from his tip. Tiffany experienced a small orgasm of her own, shivering and rubbing her thighs together not just from the feeling of Dan’s thick shaft expanding in her hand but from witnessing stream after stream of cum arc into the air and rain down onto Maddie’s panties and all over her bedsheets in soft, extended patters. Dan must have been rather pent up – blue-balled from Maddie’s lack of tension release – and fired off 8 to 10 shots before he was finished. When it was over, damp lines ran across the white sheets and green panties. Panting, Dan finally came to his senses and his eyes went wide over the mess they made. “Shit. She’ll be back any minute. We gotta—”
 
“Relax,” Tiffany said almost nonchalantly. She wiped her sticky cum covered hand onto the sheets, figuring she needed to clean her hand, her sister’s bed was there, and what was a little more to the already wet mess. “Go wait for her in the living room. I’ll take care of this.”
 
Dan tidied himself up and left the room, pausing before exiting to say, “That was... incredible. You’re incredible.”
 
“Thanks,” Tiffany said, picking up Maddie’s panties. “Any time.”
 
Using the garment, Tiffany went to work wiping up as much jizz from the sheets as possible, mopping up any sticky excess so the rest could dry quickly. Once she was done, Maddie’s panties were nearly soaked in cum. Tiffany thought for a moment. She could throw them into the wash, maybe do a load of laundry that night and take care of her sister’s as well hers to “be nice.” Instead, she rolled the panties around in her hand, rubbing and scrubbing quickly in between her palms, making sure to spread everything all over evenly and letting it all dry into the material and her own palms. Satisfied, she placed the panties back into her sister’s drawer. 
 
The front door opened and closed, and she heard Maddie greeting Dan in the living room, her bright, happy, and oblivious voice making Tiffany’s heartbeat speed up. Tiffany’s own hands were coated in a layer of dried cum. Not having a lot of time, she quickly spit into her palms a few times to remoisten them and then used Maddie’s pillow to wipe them clean. Outside the door, coming down the hall, she heard Dan saying that he was hungry, and they should head out to dinner now. Tiffany quickly darted over to Maddie’s desk and turned on the printer. A confused Maddie opened the door just as the printer kicked in and caught her attention.
 
“Hey!” Tiffany said brightly. “Sorry, I needed to print something for class.”
 
“No problem,” Maddie said, the conversation keeping her eyes on Tiffany and nowhere near the bed. She reached into her closet and pulled out a cardigan. “I just wanted to grab something since it was getting a little chilly out there. Dan and I are going out to dinner. Want me to bring you back anything?”
 
“No thanks. I’m pretty satisfied,” Tiffany said, grabbing the printouts and following them out the room. She gave a wink at Dan who glanced back at her as he and Maddie headed back toward the living room and out the door. “Have fun!”
 
Later that night, while Maddie slept in the bed that Tiffany had jerked her boyfriend off onto, her perfect pale skin unknowingly pressed against cum-dried sheets, Tiffany was lying awake on her own mattress, hand down underneath her sleeping shorts and playing between the slick, wet lips of her pussy. She stifled a groan, biting her bottom lip as her fingers slipped rapidly between her folds, her palm rubbing and massaging her clit. She was turned on beyond all comprehension, to the point that she couldn’t formulate single thoughts in her mind, just a rush of ideas and feelings. 
 
Maddie’s boyfriend complimenting her, cumming to the thought of her over her sister. Dan cumming all over Maddie’s panties and sheets, Tiffany defiling her sister’s things with her boyfriend’s cum. Tiffany’s digs at Maddie, the fact that it turned her on somehow turning her on as well. For once, Tiffany dominated her sister, got the attention over her, and from Maddie’s own boyfriend at that. Grabbing her pillow, Tiffany smothered her face to muffle her cries as she came, hips bucking off the bed, body tensing and releasing, her walls spasming around her fingers.
 
Laying there, breathing into her pillow in a post-orgasmic bliss, Tiffany knew two things: she had never, ever in her life experienced an orgasm quite like that, and she need more. 
 
Three days later, she got her chance. 
 
Over the last few days, Tiffany had masturbated herself to sleep every night and on at least two occasions during her morning showers. The memory of her forbidden and taboo encounter with her sister’s boyfriend brought her to a powerful orgasm every time, but it wasn’t even about him. She barely thought about his cock or his face as she came. Instead, it was always about the twistedness of the events, of the act of pulling attention away from her sister and toward herself, and deep down inside, in a place she would have never willfully uncovered, of degrading her prude of a sister, her sister that always came in first... except for now.
 
So, when Dan approached her while Maddie was in the bathroom one night and said he’d been thinking about what they did and that he wanted to do it again, Tiffany was more than ready and made plans for another night of debauchery. They waited until the next day. Dan was going to see Maddie for a date later that night and came by beforehand to meet up with Tiffany while Maddie was still in class.
 
“Come on, let’s raid my sister’s panty drawer,” she said. The sneakiness of the situation already had her dripping and after she let him in, she tugged him toward the hallway leading to her and Maddie’s rooms, barely able to contain her excitement. “I want to see what other naughty pairs she has in there.”
 
“Actually,” Dan started, a slight note of hesitation in his voice worrying Tiffany that he might have changed his mind. “I was hoping this time we might do it with one of your panties.”
 
Tiffany let go of the doorknob to Maddie’s bedroom and turned to face him with wide, lust-crazed eyes. Her sister’s boyfriend was actively choosing her over her sister in that moment. He didn’t want to bother with her sister’s panties. He wanted hers. He’d rather blow his load all over her panties than Maddie’s, the one he was actually dating. Tiffany let out a heated breath and said, “Yes.”
 
She watched as Dan rifled through her open panty drawer. She was braced against the side of her bed, arms supporting her lanky body, hips thrust outward. She resisted the urge to slip a hand down between her legs from how turned on she was as her sister’s boyfriend touched and explored her various underwear, occasionally pulling one out to get a better look before returning it and continuing his search. 
 
“Are they better than the ones she has?” Tiffany asked, voice heavy with arousal.
 
“So much better... skimpier, sexier...” Dan held up a black thong Tiffany had bought some time ago but had only worn on two occasions previously, having only rarely gotten a reason to. He turned toward her, his choice in hand. “Like this one. Maddie would never wear something like this.”
 
Tiffany grinned. She pushed herself off the bed and went at his pants, rubbing her palm against his length and making him moan. Her eyes burned with intensity behind her glasses, indulging in every detail of Dan’s face twisted in pleasure, all because of her. His eyes screwed shut, his jaw clenched, and his nostrils flared as she cupped the bulge of his cock and massaged her hand up and down. Ready for more, she popped open his button on an upward stroke, unzipped him going down, and then dove her hand inside to grip his warm shaft and tug him out of his pants.
 
Beating him off with one hand, she led him over to the bed and grabbed her panties with the other, skillfully laying out the risqué garment without missing a beat on his cock. Dan gasped and moaned, Tiffany’s hand jerking him intensely. “Are you enjoying this? Are you enjoying me pumping your dick instead of my sister? Jerking you until you spill your load all over my slutty little panties?”
 
“Oh god, yes. Fuck, you’re so hot,” Dan groaned, making Tiffany squirm from the heat building between her legs. Once again, the depravity of hearing her sister’s boyfriend talk about her like that drove her wild. It nearly gave her a mini-orgasm when he added, “I jerked myself off so many times over the past few days thinking about you in a pair of panties just like these.”
 
“Ooohhh, that’s so hot,” Tiffany hissed into his ear, the steady rhythm of her jacking picking up in pace, the fapping of her fist against him like the beat of a perverse drum. “Did you really jerk yourself off to me that much? You didn’t jerk off to Maddie at all?”
 
“Just, ungh, once,” Dan admitted. He opened his eyes to stare at Tiffany’s hand pumping across his shaft, the tip sticking out beyond her fist and pointed at the skimpy pair of black fabric on the bed. “I tried to think of her in a sexy pair of panties but, ah, after last time, I couldn’t help checking and, ohhhh fuck, you were right. Her ass is kind of flat. Big, wide, and flat. Fuck! Not like yours. Your ass would look so much better in a thong than, shit shit shit!”
 
Dan could barely finish his thought. Tiffany was in a frenzy, feverishly jerking him off at that point, almost flooding the panties she was wearing with her own cum after hearing Dan talk about Maddie’s butt and saying he preferred Tiffany’s. Before she could reach her own climax, she felt the first pulse of Dan’s cum rocketing up his shaft. She quickly snatched her panties off the bed, bunched them up, and held them against his tip, allowing him to spew his thick load directly into her thong. “That’s it. Soak my panties.”
 
After he finished coating her underwear and hand in sticky jizz, Dan put himself away and checked the time. Realizing the late hour, he quickly ran off to meet Tiffany’s sister for their date, apologizing for having to dump and dash. Tiffany didn’t mind. She needed to clean up and then get off herself. Unlike last time, Tiffany did decide to do a load of laundry and made her way to her sister’s room to grab her dirty clothes as well, her messy panties still in hand. She pushed open Maddie’s door and walked toward the closet. Opening Maddie’s clothes basket, she dropped her cum-covered panties on top of her sister’s dirty laundry... and then froze in her tracks.
 
There, right near her deposited thong, was the green pair of Maddie’s panties Dan had cum on days previously. Tiffany flushed, the desire emanating from her sex hitting a boiling point. Short, fast breaths rushing past her lips, she was about to lower her hand into her tights when she remembered their sticky state. Darting her head around, she saw a slinky dress hanging nearby, a revealing number Maddie had purchased under Tiffany’s encouragement but never worn. Using the inside of the dress like a rag, Tiffany wiped her herself clean. 
 
Satisfied, she licked her lips and slipped her hand down to her wet and waiting lower lips. She gasped as she frantically slid her increasingly slick fingers across her cunt and over her clit, eyes concentrated on her sister’s panties. 
 
The knowledge that Maddie had worn them, the very pair Tiffany had jacked her boyfriend off onto, that her sister had unknowingly had Dan’s dried cum against her, cum that Tiffany had coaxed out of him while he thought about her and not Maddie, that very pair itself right next to Tiffany’s cum-soaked ones, also drenched from Maddie’s boyfriend getting off to Tiffany and not her. All of it swirled and mixed together in Tiffany’s mind, driving right to her flooded cunt until less than two minutes later she was screaming in orgasm, legs quivering and shaking, inside of her sister’s room. 
 
By the time Maddie returned home later that night, she had frigged herself to two more orgasms. Once while sitting on the vibrating washer and then again while folding their clothes, the now clean green panties sitting at the top the pile.
 
Tiffany began formulating plans for future fun, but her and Dan never got another chance at their masturbation play. Maddie broke up with him a few days later, much to Tiffany’s surprise. Usually it was the other way around, with the guy breaking up with her, likely as Tiffany surmised because of Maddie’s reluctance to do anything sexual. Even more surprising to Tiffany was Dan messaging her online shortly after the breakup and asking her out. Naturally, she declined, feeling that it would be inappropriate to go out with her sister’s ex. Plus, truth be told, she wasn’t even interested in him. What really turned her on from their time together wasn’t him, it was what they were doing, and how it related to her sister. 
 
“So, what happened with Dan?” Tiffany asked a few days after the breakup while she and Maddie sat reading on the couch. She wondered how Maddie would react. Tiffany almost never talked to her about her boyfriends or dating life, but she was genuinely curious and was admittedly a little worried about what Dan might have told her. “Sorry if I’m prying. You don’t have to talk about it if you don’t want to.”
 
“Oh, it’s okay,” Maddie said laying her book in her lap, her eyes brightening up just the slightest bit. “I don’t know. It sounds silly but I just got the feeling he wasn’t that into me anymore. Whenever we were together, like the last time we went out to dinner, he just seemed distracted. Like his mind was elsewhere.”
 
Tiffany tried to stay as still as possible and not to react in a way that would give away her pounding heart and quivering sex, a rush of both guilt and excitement hitting her all at once. While her sister might not have known why Dan’s interest in her suddenly waned, Tiffany was certainly aware. Never in a million years did she imagine someone would lose interest in her sister because they were busy thinking about her. To steal that sort of attention away from Maddie, from her sister who always ranked above her, it made her nearly drunk with arousal. At the same time, she felt guilty over what she did. Maddie used to do it to her all the time, but never consciously. Everything Tiffany did, she did on purpose. 
 
Worse than the guilt though, was how much the shame she was feeling was actually turning her on as well.
 
“I’m sorry,” Tiffany told her sister. “But I’m sure you’ll find someone else.”
 
“Thanks. It’s fine. Honestly, I wasn’t that into him. I just get so surprised and excited whenever a guy likes me. I never expect it.”
 
“Are you kidding me?” Tiffany said, with just a touch too much of irritation. She quickly corrected course, not wanting to betray the anger she was feeling over Maddie claiming to be oblivious to her own attractiveness. “Maddie, you’re hot. You just need to dress to show off a little more. Like with that dress we bought together and I’ve never once seen you wear.” A twisted image flashed into Tiffany’s mind. Her innocent sister, seemingly unaware of her own beauty, wearing the silky dress, the fabric hugging her curves as she slowly sunk to her knees in front of a date. The idea of it slammed into her and her breath strangled in her throat. Degrading her innocent sister like that by imagining her doing something so dirty gave Tiffany an unexpected thrill.
 
“I’m getting kind of tired,” Maddie said, too busy blushing to notice Tiffany’s flushed state. She got up from the couch to head toward her room, leaving a frustrated Tiffany behind, too annoyed at her sister cutting off their conversation just when it was getting good to register Maddie adding before heading in for the night, “Thanks for asking though.”
 
Instead, Tiffany sat there, stewing in her displeasure. She wished Dan and Maddie were still together because with the irrational anger she was feeling, she would have called him over and jerked him off right outside her sleeping sister’s door. Standing behind him, her body pressed against his, she’d pump her fist onto his cock, one hand on his shaft, the other fondling his balls. He’d moan her name, getting louder and louder, until just as he was about to blow, Maddie would open the door and he’d blast cum all over—
 
Tiffany gasped and arched her back off the couch, her hips rocking into the fingers hidden under the blanket she was using to cover herself. Quick hitches of breath entered her lungs, her orgasm barreling through her hard and fast, until she flopped back into the cushions, spent and satisfied. She really hoped her sister didn’t stay single for long.
 
After that night, Tiffany and Maddie’s relationship changed forever. On the surface, they talked about the latter’s dating life a lot more. Tiffany asked more often about how things were going with her and the guy she happened to be seeing at the time, she was always there to talk whenever they broke up with Maddie or she broke up with them, and Tiffany gave her sister advice as best she could, always pushing for Maddie to open up more but rarely succeeding. Maddie seemed to appreciate all of it, happy over her and her younger sister talking more about things they never had before, even though Tiffany got frustrated whenever Maddie’s shyness stopped her from venturing too far into the topic of sex.
 
Below the surface, Tiffany’s sex life was better than it had ever been, propelled forward by numerous encounters with Maddie’s boyfriends. She usually waited until they’d had a few dates before making her move, knowing full well that Maddie’s purity left them pent up, wanting, and sexually unfulfilled. At first, it took a little work, with her dressing a little more provocatively or “innocently” bending over while in a baggy scooped-neck top. Eventually though, she was able to tell which guys she could be a little more direct with, the ones she could simply walk over to when her sister wasn’t paying attention and run her hand along their dick. One way or another, however, she’d sooner or later have them moaning and groaning while giving them what her sister wouldn’t.
 
After a while, there wasn’t a single guy Maddie had dated that Tiffany hadn’t brought to climax, almost exclusively in the most fun and twisted ways possible. Like with Dan, Tiffany’s source of pleasure was never just the guys themselves, although under any other circumstances, she would have readily acknowledged how attractive they were. After all, her pretty sister wasn’t going to reel in schlubs. Their attractiveness helped but it only served as an additional bonus to Tiffany’s true thrill of taking away the attention and sexual excitement that belonged to her sister and redirecting it toward herself. She got off on Maddie’s boyfriends getting off because of her — and on multiple occasions there was an extra added layer that rapidly brought Tiffany to her own series of thunderous climaxes.
 
Most of the time, Tiffany would simply give Maddie’s boyfriend a handjob, beating them off as they panted and moaned and twisted in her pistoning grasp until they came fat, heavy ropes of spunk. By a certain point, she managed to get one of them off in every room of the apartment: her and Maddie’s shared bathroom, her sister’s towel “accidentally” receiving the brunt of many multiple cumshots as Tiffany moved out of the way to avoid their blasts when they started firing off; the living room, where cum often splattered the coffee table; even the kitchen, where sticky jizz blended right in with the dirty dishes in the sink. Those nights, Tiffany usually ended up convincing Maddie to do the cleaning.
 
However, Tiffany’s favorite place was her sister’s bedroom. She tried her own room twice more following that time with Dan, but when one guy managed to get a single shot of cum onto her dresser, she placed her room off-limits. Tiffany didn’t want their cum all over the place. They weren’t her boyfriends, after all. Since it was also always risky to do it in the living room or kitchen, Tiffany convinced herself that Maddie’s room was the best possible option by default. It also helped that every time she jerked off one of Maddie’s boyfriends and their cum defiled her sister’s stuff — numerous loads having painted her bedsheets, panty drawer, carpet, and even desk chair — her orgasms that night were coincidentally extremely powerful.
 
Two occasions especially stuck out in her mind, prime examples of the other added layer that often enhanced her experience.
 
The first was with Edward, a somewhat dorky and lecherous guy that very obviously had a thing for breasts. Tiffany constantly caught him staring at Maddie’s rack, and she was overjoyed when after a bit of convincing she actually got her sister to wear a somewhat revealing top around him, the neckline showing off some of her modest, but impressive when compared to Tiffany’s, cleavage. When Tiffany got him into Maddie’s bedroom the next day, she knew exactly what she wanted to do.
 
“You like Maddie’s tits, don’t you?” Tiffany said, her fingers barely managing to encircle Edward’s fat shaft as she pumped her hand up and down. He was surprisingly thick for someone of his build. He nodded in response, gasping out a “yes” that made Tiffany bite her lip and pump faster. “I get it. They’re bigger than mine, but I wonder how much bigger.”
 
Tiffany let go of Edward’s cock. He let out a whine of disappointment but quickly replaced her hand with his own while she made her way over to one of Maddie’s dresser drawers. Pulling it open, she rifled around before grabbing something and bringing it back over. Edward’s eyes went wide when she held up one of Maddie’s bras.
 
“Hmm,” Tiffany said, posing with the garment in front of her own chest. “Still a little hard to tell. Guess there’s really only one way to truly see the difference.”
 
Dropping the bra down onto Maddie’s bed, Tiffany yanked her shirt over her head, exposing her smaller breasts to Edward’s eyes. Her light pink nipples were already hard from arousal. It was only for a brief moment, but Edward let out a “fuck” of passion, the precum leaking out from his tip lubricating his increasingly rapid strokes. Tiffany could tell he was close. She snatched the bra off the bed and put it on, the bigger cups completely enveloping her boobs, momentarily hiding them from view.
 
“Yeah, her tits are definitely a cup size bigger,” Tiffany said with a frown, looking down at her chest covered with her sister’s bra. She turned her eyes back up toward Edward, a wicked glint sparkling past her glasses. “I don’t know though. Hers might be bigger but I bet they’re saggier. Mine are much more perky. No sag at all, don’t you think? I mean, I didn’t even need a bra.”
 
Tugging the straps off her shoulders, Tiffany pulled the cups of her sister’s bra outward, forming two small bowls and re-exposing her tits to Edward’s gaze. Teeth gritted, he stared at the small, pale cones, drinking in every inch of them. 
 
“Ungh, yes,” he said, his hand a blur. “They’re... fucking... perfect. So perky and perfect.”
 
Tiffany dropped to her knees. With one hand she held the bra down and with the other, she returned to stroking Edward’s cock. “Fill my sister’s bra in a way these perfect, perky tits never could. Empty your load into the bra she needs for those fat tits of hers.”
 
She had erupted in orgasm as the first ropes of Edward’s cum landed inside of Maddie’s bra.
 
Tiffany’s second favorite incident during this time was with Matt. Maddie ended up dating him for a while and Tiffany thoroughly enjoyed her sessions with the sweet but very clearly horny honor student. Prior this particular night, Tiffany had jerked him off twice before and discovered that not only did he have an impressively sized cock, he also produced the biggest, heaviest loads out of all of Maddie’s boyfriends thus far. He had completely drenched Maddie’s pillow on their first occasion and on the second he had left her sister’s hair-ties swimming in sperm.
 
But Tiffany had found out that what Matt most often thought about was cumming on Maddie’s face. With the amount of cum he tended to produce, she imagined he would absolutely be able to cover every sweet, innocent inch of her sister’s features. However, knowing that something like that sadly wouldn’t be happening anytime soon, she decided to indulge him in the best way possible while still getting her own pleasure in.
 
“She does have a really cute face,” Tiffany said. She was kneeling on the floor of Maddie’s bedroom and jacking Matt off, his lengthy member extending out from her fist and pointed at the iPad she held in her other hand. On the screen was a picture of Maddie, zoomed in on her face. She looked especially pretty in that image, the wind blowing at her long hair, eyes crinkled from her smile. The only thing, as always, was... “Except for her nose. It’s kind of big. I was always proud of my nose compared to hers.”
 
Tiffany zoomed in a little further on the picture, focusing on her sister’s nose, the uniquely shaped feature taking up most of the screen. She adjusted her grip and jerked Matt faster, the thrill of calling attention to her sister’s imperfection making her hot between the legs. Yet, even with Maddie’s nose big on the screen, she still looked fucking cute.
 
“She’s really self-conscious about it,” Tiffany continued. She turned her gaze away from the image of her sister and toward Matt above her. His eyes were near slits concentrating on the picture of Maddie, his breath coming out in ragged grunts. She heard him gasping under his breath, “oh fuck, Maddie,” over and over again, his hips beginning to rock toward Tiffany’s fist, humping himself into her hand. “It actually kind of works for her though, you know? That big, awkward nose on that cute girl-next-door face. You would still do it, right? You’d still cum all over her pretty face and her awkwardly shaped nose.”
 
Matt let out a strangled cry and Tiffany quickly angled his cock away, wanting to keep her iPad safe from the onslaught. Instead, she pointed his erupting tip at the nearest place she could, which just “happened” to be Maddie’s open clothes basket. Nearly 12 thick, gooey, heavy streams of cum fired out and landed all over her sister’s dirty laundry. If it had been Maddie’s face, she would have been absolutely drenched from Matt’s load. By the time Matt was finished, it was like a branching river of cum was running across her sister’s clothes. 
 
After he left, Tiffany ended up masturbating herself to orgasm on her sister’s floor, her eyes on Maddie’s cum-drenched wardrobe. She was originally going to do the laundry afterward but told herself she was too tired from working through two incredibly powerful climaxes and decided to just do it tomorrow. She did mix all of Maddie’s dirty laundry together to spread the cum out and then tossed everything into the washer to sit until the next day. She also ended up masturbating again before bed that night.
 
Things continued like that for a while between Tiffany, Maddie, and Maddie’s boyfriends. Maddie would date someone new and Tiffany would secretly have her way with them, jerking them off, wallowing in the attention they gave her, and getting herself off on the debauchery. It wasn’t until Jamal that things finally escalated and Tiffany first sucked off one of her sister’s boyfriends.


