Better as Riley Ch. 04

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Riley finally gets to sleep with her sister.
13.9k words
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Part 4 of the 4 part series

Updated 06/09/2023
Created 05/21/2019
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Riley finally gets her sister

Themes: Feminization, trap, anal, incest, promiscuity, free use, exhibitionism, creampie, lesbian, cheating

*****

Riley woke hours later, curled under a thin blanket on bare mattress next to Kate and Becky, all three naked with cum oozing out of them. They were in a dimly lit room and she could hear the thump of the party going on below them. Riley groaned and stretched, feeling her ass hole gape and twitch after the rough treatment from Chris. She reached back and ran her finger across it, shuddering in pleasure at the sensation and surprised she was ready and eager for more so soon. She slipped a finger in, then another and played with herself until her cock was hard and oozing.

Riley must have moaned or moved because suddenly a hand wrapped itself around her cock. "HHmmm, still horny?" Becky whispered into her ear. Riley nodded up and down and Becky broke into a grin and shot her eyes over to Kate, who lay naked on her side and stomach, her ass pushed back and a thick trail of cum trailing out of her pussy and down her leg. "Go on, I'll watch." Riley's eyes widened and she briefly wondered if Kate would be okay with it, but the temptation of fucking her own sister was too much.

She carefully moved behind Kate, who sighed and opened her legs at the first touch, apparently conditioned to offer herself up in her sleep. Riley's cock throbbed at the site of her sister's wet and messy pussy, her labia open and swollen from the recent sex. Riley could smell her sweet scent mixed with the biting aroma of semen left by unknown partners. The tip of her cock made contact and she slid it along her sister's sloppy slit, pausing when near the entrance and glancing at Becky, who was sitting up and slowing rubbing her own pussy.

"Go on," she said encouragingly, her phone out and videoing. "Chris left us here alone for this, he knows the first time the two of you are together is going to be special." Riley smiled, warmed by his thoughtful gesture, and then turned back to watch her cock slide into her sleeping sister.

"Ohhh," she moaned softly, gasping at the warm and gentle feeling of Kate's pussy. It wasn't nearly as tight as Becky's or the blonde she had had earlier, but then judging from the amount of cum flowing from her Kate had taken on more than a few willing men not long ago. Riley dipped a finger down and scooped up some juices to sample.

She sucked her fingers clean and reached for more when she saw Kate looking back smiling at her. "You feel really good sis," Kate whispered.

"So do you." Riley kept up the slow gentle pace, just enjoying the silky sensation of Kate's pussy without rushing towards an orgasm. Riley trailed her hands across her sister's skin, lightly exploring the curves of her tight body and causing Kate to sigh in pleasure.

Kate gently entwined her fingers with Riley's and drew her down to kiss. Riley eager reached for her lips, but felt her cock slip out and Kate giggled. "Sorry, most of my partners are taller. Here, let's try this." Kate rolled onto her back and spread her legs, drawing Riley between them and inside of her.

"Hhhmmm," Riley let out as her lips met Kate's. The two kissed gently at first, mirroring the slow pace of Riley's fucking, and simply enjoying their physical union. "Oh, oh god!" Riley let out as she felt Kate's pussy tighten around her. "I can feel that!"

"Haha, yeah!" Kate laughed and flexed her kegels again. "Sorry I'm so loose right now. Chris finally let us have some fun after he was done with you and I kind of got carried away. I hope you don't mind..."

"No, I love it actually. It's-" Riley admitted and then cut herself off and blushed.

"What?" Kate asked, eyes wide and eager. When Riley shook her head Kate rolled her hips. "Come on, you can tell me. Can't be any worse than fucking your own sister and we both LOVE that.."

Riley giggled. "Fine. You've always been so popular with boys and I knew sometimes you would hook up with them."

"Sometimes," Kate said while making air quotes causing them both to laugh.

"Okay so all the time. Pictures went around and stuff and friends would tease me about you. The first times it made me angry, but then right before we left for college I came home early and you were just bent over the couch with one of Zach's friends behind you and cum dripping off your face. I couldn't stop thinking about it..." Riley trailed off and blushed again.

"And..." Kate was panting now and rocking her hips against her sister.

"And I snapped a picture and snuck away. When I came back everyone was cleaned up and Zach was back too. We all hung out. At one point I caught Zach's friend check out your ass and when he saw me looking he just winked and grinned. I had to sneak off and jerk off to the picture," Riley admitted.

"Fuck that's hot. Was it me or him? He was pretty!"

"I think both... I just - I really like seeing you be slutty. Having it rubbed in my face. People would always send pictures of you to me, just to tease me and I always got off to them."

"Oh fuck yes!"

Riley and Kate were now passionately mating and Kate pulled her sister down to resume their kiss, both stoked by Riley's admission. Kate wrapped her legs around her sister, encouraging her to fuck her harder. The previous orgasms gave Riley some additional staying power, but she felt her balls begin to tighten and groaned in both pleasure and frustration.

"It's okay Riley, just cum in me. Cum in your sister," Kate encouraged, feeling her own orgasm rising. Kate gasped in pleasure, shocked that the incestuous sex was so pleasurable considering Riley's inexperienced thrusting and cock that, while not small, wasn't as thick as she typically liked. "Oh yes, you're gonna make me cum Riley. Oh fuck yes, YES!"

The passion of Kate's orgasm set off Riley, who immediately began cumming, unleashing a torrent of cum into her sister's bare pussy. The two ground against each other, gasping and writhing. Kate began giggling as Riley kept cumming, but eventually her cock stopped twitching, although it remained hard.

"What?" Riley asked, starting to laugh herself.

"Just so good," Kate said. "Also I think you came as much as the four guys I had earlier all together."

The two laughed and Riley pushed herself up. Kate's pussy was a mess, cum streaming out around Riley's cock and when Riley pulled out it was like a dam had failed, a torrent of thick white semen pouring out. "Oh wow," Riley said.

"Yeah fuck! You came a lot! How did you do that after cumming so much earlier?" Kate asked, dipping a finger down to taste some. "HHHmmmm, still so tasty!"

"Must be the drugs," Riley said, beaming with pride at the load she had left in her sister.

From the side of the bed there was a soft gasping and grunting and the two sisters looked over to see Becky cumming, her eyes hooded in desire as her orgasm crashed into her. "Fuck! You two," Becky said, crawling forward and pushing Riley onto her back.

Riley gasped as Becky mounted her and immediately began grinding against her cock. "Come here you slut," Becky said, pulling Kate by the head until she was licking and sucking Becky's clit. The spectacle of her best friend and new girlfriend having sex had clearly pushed her arousal to new heights, because in only a minute Becky was screaming out another powerful orgasm before collapsing to the side. The girls caught their breath when the door burst open.

"Everything okay?" Chris stuck his head in then laughed as he took in Riley's hard and wet cock, Becky's satisfied look, and Kate's absolutely dripping pussy.

"Yes, everything is perfect," Kate managed to answer, raising her head to look at her boyfriend who just grinned at her. "So perfect..."

"Ha, well okay, looks like you three are done for the night. Let's get you back so you can get some sleep."

"Yes Daddy," Becky managed to agree, but she made no move to stand. Chris had to help the three girls up and they realized they had no clothes with them other than the heels strapped to their feet. Rather than go find them himself, Chris proudly led the three girls back down the remnants of the party, all three dripping cum from their pussy or ass, and Riley's slick cock still erect.

The girls were tasked with finding their own clothes as Chris said goodbye to some very thankful friends. Riley headed back to the couch she had been fucked over and saw her dress sitting sticking out underneath a frat brother.

"Excuse me, could I please have my dress?" she asked sweetly then jumped as she recognized Kyle, a close friend of her older brother Zach.

"Hi. It's Riley now right?" he asked with a disarming grin. Riley felt her heart race as the pretty senior smiled at her. She knew he was a senior, but he had a boyish look like a boy band singer that made him very popular with the ladies. "Yeah, here let me help you. Don't know if you remember me but I know your brother Zach well! Gotta look after my friend's sisters when they need it."

"I remember you," Riley squeaked. Kyle's eyes were boring into her and she knew if he made a move she wouldn't be able to say no. "Th-thanks," she said as Kyle helped her into the thin dress.

"No problem. Here, let me get you number so we can have lunch sometime." Kyle pulled out his phone and held it out. Riley obediently typed in her number then gasped as Kyle pulled her dress up, springing her cock free. "Smile." Riley managed a smile as he took a picture of standing there in the middle of the frat house looking well fucked with her cock out.

"Riley, you ready?" she heard Kate Chris call from the room door. Riley quickly tucked her cock away.

"Yes Daddy!" she answered then winked at Chris. "Um, I'd love to catch up some time. Call me?"

"Yeah maybe, wouldn't want to step in on Chris."

"Oh trust me, he would want you to," Riley said with a wink before turning and walking away, swaying her hips to keep his interest.

*******

"Huh, a real life harem?" Chris asked, leaning back as Becky nursed his cock back to life, licking the juices from his recent encounter with Kate. Riley was similarly between her sister's leg, cleaning up Chris's cum while also keeping Kate right on the edge of another orgasm. It was weeks after the frat party and the foursome was enjoying a lazy Sunday evening.

"Yeah," Kate gasped out. "Stop teasing!"

"Keep teasing," Chris countered and Kate groaned while Riley grinned. "What would this mean?"

"Ugh. Well we'd be yours. You can fuck us whenever you want, use us how you want," Kate explained.

"I already do that," Chris chuckled.

"Yeah but this is official. We would get tattooed or pierced to mark us as yours. You can sell or loan us, or even forbid us from having sex with others or each other."

Chris considered this. "I don't think I would do that. Not really. I like how disgustingly trashy you three are."

"Hey, we're not trashy!" Becky said.

"Yeah I haven't even fucked anyone else!" Riley agreed.

"Um, you fucked that girl at the frat party, and besides how many dicks have you sucked in the last few weeks?" Kate asked laughing.

"Um, a few," Riley admitted.

"Yeah a few different ones each week!" The group laughed but Riley didn't dispute her sister's accounting.

"I could be convinced," Chris finally said. "I already have the tattoo in mind. The rule about keeping each other clean still stands," Chris pushed Becky off and pulled Riley to him. Riley eagerly positioned her roommate's cock and sat, easily taking the thick cock. Chris had been fucking her almost every day, sometimes more than once and she had no problem taking him now.

"Ugh, that feels good," Riley moaned, earning a sharp spank from Chris. Becky leaned in and took her girlfriend's cock into her mouth, enjoying the copious fountain of precum that she released.

"You three don't say no," Chris said after a few minutes of enjoying Riley's tight ass. "I don't want you getting hurt or abducted or anything, but within reason I want you putting out. Just no dating anyone else."

"Yes Daddy," Kate said before leaning over and sucking her sister's nipple into her mouth. Riley's tits and continued to grow slowly and Kate knew that in another month the two would look like twins. Well except for the whole cock thing.

"I know an artist. He did some work for Jessica, he's local. I'll get you three set up with him." Chris grabbed Riley by her trim waist and began manhandling her, roughly fucking her up and down so roughly that Becky and Kate could no longer keep their mouths on her. Riley gasped and moaned, eventually shooting a stream of cum out as Chris filled her ass.

The pair collapsed back onto the futon, Kate and Becky staring with need at Riley's still hard cock.

"Um Daddy, can we use her now?" Becky finally asked. Chris laughed and pushed her up, his cock popping free.

"Sure, I was gonna hit the gym anyways. See you sluts later." By the time he dressed and left Kate was riding her sister's cock while Becky roughly ground her pussy onto Riley's face. The trio didn't pause when Chris opened the door and didn't even notice as passersby took in the view.

"Wow, they look nice!" Kate exclaimed. The three girls were standing naked in front of a floor length mirror in the back of the tattoo parlor. Each was sporting a colorful red and blue dragon that had been adopted from Chris's old family crest. The dragon wound its way from near the pubic region, across the hip and up the side, curling just under their small breasts. The girls had spent basically every free minute the past week in the shop being worked on, enduring multiple hour long sessions.

"Glad you're happy," Steele said from behind them. "Mind if I take some pictures. For my portfolio."

The girls glanced at each other then smiled. "Sure," Becky said. "How do you want us?"

The tattoo artist smiled with glee, not believing his luck. When Chris had reached out about the project he couldn't believe his luck. Three sexy girls, three matching tattoos, and triple his usual rate if he could get them in this week. He had made more money this week than he usually did in a month, and he would have done the girls for free if asked! Oh, and Chris had been very clear that they must stay naked the whole time. Riley's cock had been a surprise, but oddly Steele found the thought of fucking her the most intriguing.

"Right here is good to start." He pulled out a camera and began snapping photos, starting with shots he could actually use in his portfolio, the girls turned hiding their nipples and crotches.

Kate soon grew bored with the tame posing. "Don't you want some bolder ones?" she asked innocently.

"What did you have in mind?"

"Oh I don't know, how about something like this?" Kate turned and popped a leg up on the tattoo table, her pussy and ass on display.

"Yeah that could work," Steele said in disbelief. He had been hoping to get some nipple and now it looked like she wanted to be mounted. The others joined in and he quickly resumed taking photos. The girls posed and laughed, eventually progressing to making out as they teased Steele. After they spotted the erection in his short Becky approached him.

"Well I think that's probably enough. Are you ready for your tip?"

"Oh don't worry about that. Really. Chris took care of everything," he said. Becky didn't answer as she slowly sank to her knees.

"We had a different sort of tip in mind." She pulled out his cock as the other two joined her. It was disappointingly small and the girls gave each other a quick glance, silently agreeing to keep this at just a blow job.

It turned out to be a moot point, Steele spraying his cum across their faces as soon Riley wrapped her delicate hand around his stubby cock. "Oh fuck!"

The girls giggled and licked his cum off each other as he filmed, apologizing profusely and begging for more.

"HHmm, next time?" Becky promised as they stood and gathered their clothes. "I really like your work so if Daddy is okay with it I will be back!"

Steele sighed in frustration. "Of course, glad you like it. Just let me know, maybe we can work something out." He eyed Riley's tight ass, wishing he had had a chance to fuck it.

"Oh my god," Riley laughed after they spilled into the street. "He came so fast!"

"Hey, I remember a certain someone losing their load almost as quick," Kate teased.

"Yeah, but I'm a girl. It's sexy when girls cum so quickly. And besides, his dick was tiny!"

"Oh yeah, no way he's ever going to fuck me," Becky agreed. The girls continued to laugh as they walked back to the dorm, eager to get there and show Chris their new tattoos. When they go there they quickly stripped down, arranging themselves so Chris would be greeted by their naked, marked bodies.

The wait ended up being longer than expected, and by the time Chris opened the door Riley was busy fucking Becky in the ass while Kate masturbated and watched. Becky moaned a welcome.

"Hey Daddy, sorry we couldn't wait." Her eyes were hooded with lust and Chris couldn't help but smile.

"No need to apologize. Love the tattoos!" He pulled Kate against his sweaty frame, kissing her deeply. "Didn't want to join in?"

"I wanted to watch! It's Riley's first time fucking someone butt!" Kate giggled. Chris raised an eyebrow.

"You like it?"

"Oh yes, so good and tight," Riley said, struggling to talk. Becky's ass was much tighter than anything she had experienced before, and the taboo nature of anal was an added bonus. Chris moved closer and pulled Riley's face to his, kissing her deeply.

"Cum in her ass Riley, cum in your slut girlfriend's ass. I'm gonna fuck her ass next so you'd better get her ready for me," Chris ordered looking into her eyes.

Riley couldn't help but obey, her cock releasing a stream of cum. Becky grinned as Riley collapsed on her. "HHmmm, you came too quick! I guess I'll have to let Chris finish me off..." Riley gasped at the wicked look on Becky's face and her cock twitched.

"I can still go," Riley said eager to please her girlfriend, but Chris pulled her off.

"Let me show you what a real cock can do in her ass," he said. Any humiliation Riley might have felt was overwhelmed by a deep and primal need to see his crush pleasured by her masculine roommate.

"Oh Daddy!" Becky cried as Chris roughly shoved his cock into her. Becky moaned, glad that Riley had warmed her up.

Chris worked his full length in, causing Becky to cum before he even really started. He spanked her ass and grinned at Kate and Riley. "Now that's how you fuck a slut's ass." Chris began fucking her with steady, deep strokes and glanced at Kate, who had resumed playing with herself. He noticed her tight rosebud twitching as she occasionally rubbed a finger along it. "Riley, fuck your sister's ass."

"Yes Daddy!" she cried, her cock still hard and slick with a combination of lube, precum, and cum. Riley eagerly positioned herself between Kate's legs as Kate protested.

"Um, Daddy?" she said. "I don't know..."

It was the first time Riley had ever seen her hesitate about anything related to sex and she paused, worry for her sister overriding her lust. "It's okay, we don't have to."

"No she needs to learn. She's just scared because she's an anal virgin. Don't you want to be her first?" Chris said, reaching out to tweak Kate's nipple.

Riley licked her lips then glanced at Kate, who nodded slightly and positioned her sisters cock at her backdoor. Riley went slowly, worried she would heard Kate. Kate looked deeply into her sisters eye and saw the deep love. Reach out she drew Riley's lips to hers. "I love you Riley."

"I love you too," Riley gasped out, feeling Kate relax as their lips met, allowing her cock to slide deep into her ass. The two moaned and gasped, lost in one another. If Becky's ass had felt tight, Kate's felt like a vice at first, but did loosen as Riley began fucking her harder.