The Saint and The Sinner?

[The_J0k3R]

Jimmy was more than happy to accept her invitation, as she slid his hand across her dripping cunt, he stopped when his fingers found her clit, and pushed firmly against her there, before starting to work it back and forth with firm pressure.

His other hand crawled down her body, still dragging the cummy panties, groping at her huge tits, getting more of his thick juicy cum on her skin. He worked it down between her tits to her belly and then even lower.

His mouth lowered onto her clit as his finger started pushing the panties up inside her pussy…

This was definitely a great way to spend a first night with a new roommate, he thought as his tongue went to town licking her clit back and forth side to side up and down and pressed full on and lapping her up. All the while he stuffed more and more of her tossed panties up into her. He was going to have to find a way to get pictures of this kind of stuff if this was how she really was!

 

[YourDreamGirl]

Piper took a deep breath and held it in as he felt her up. She had not expected this but his mouth felt so good that she didn't want to say no. Piper felt her ass starting to tighten as first inches of fabric made it's way inside of her. She wanted words but what came out were sounds, sounds saying she liked what he was doing to her. Her hips rose more and more as he tasted her.

The first time she's ever had oral done to her and it's her brother's friend. Piper closed her eyes feeling her body start to writhe with that familiar ache. "You're gonna make me cum if you keep this up" She squealed as her fingers locked into his hair. Your voice dripped with nervousness and anticipation.

"I expected you to....." She couldn't even finished her sentence before her hands gripped the soft bedding beneath her and held on tight. She expected him to, well, not this. This was not was what she had in mind. Now he was close to making her spill herself all over her bed.

"I can't let you...." Piper held his hair even tighter as she got closer. "Make me cum". This was true, he'd probably hold it over her head forever.

 

[The_J0k3R]

Jimmy stopped his licking and lapping at her as he slid the panties fully within her, and then withdrew his fingers and fingered her firmly again, shoving those cum-covered panties as deep inside her as he could.

He looked up at her quivering form, naked before him on a fucking silver platter.

“I can,” he said. “And I will.” I smirked and licked at her again, eliciting several full-body writhing motions out of her but not quite tipping her over the brink.

“But only after you suck my cock,” he said to her, standing up then and unzipping his jeans, exposing his full length to her… He was pushing her, he knew. He had the upper hand, though. Her body betrayed her by easily responding to my touch. Perhaps it was the mix of alcohol and pot bringing this on. He didn’t know, but he was determined to see what she was willing to endure...

 

[YourDreamGirl]

She winced a little in need when he finally did pull away. Part of her was relieved but more of her wanted him to continue. Piper closed her eyes and nibbled her bottom lip as she heard every last inch of his zipper. "Fuck" Piper growled. She wanted to cum but more evident was her curiosity about his cock. Piper tried to keep her attention on his face but her eyes always fell to the large and thick rod between his legs.

"You're such a Jerk!" Piper smiled while somewhat reluctantly taking his length into her hands. She licked her lips as if her mouth was watering. "Are you sure?" Piper asked one last time before taking the monster sized phallus into both her hands. Not really wanting to hear his answer either way Piper took him into her mouth. Slowly she got him wet, taking him as far she could down her throat. What her mouth couldn't handle her hands were at the ready for. Jimmy was big but not anything she couldn't handle.

As her jaw started to relax she started to swivel her head a bit. It caused her tongue to flick across the tip of his cock. Piper felt comfortable enough to pull his pants the rest of the way down. Gosh he was hot and had always been to her. The cum soaked panties inside her were even more wet now.

 

[The_J0k3R]

Jimmy grunted in victory as she started working his cock like a fucking porn star. The girls he typically screwed were often eager but none of them had Piper’s style, the lust-crazed look in their eyes, like Piper did right then.

Jimmy groaned now, his fingers finding her long red hair, crawling up her shoulders as she sucked his dick, pressing up the base of her skull to the back of her head.

His other hand was above her, turning on his smartphone camera, and filming the epic blowjob he was receiving. She seemed so into it, he wasn’t even sure that she would notice him shooting her!

“Oh fuck yeah, work it, I just came all in your panties a little bit ago so you better work that dick real good if you want me to bust my load on those tits.”

His fingers in her hair found a grip. “Why don’t you give me a tittyfucking with those amazing knockers.”

 

[YourDreamGirl]

In any other case Piper would have noticed the light on his phone. But what's one more light in a decently lit room. Not to mention he'd found one of her weaknesses. Dirty talk. Boy oh boy did have the voice for it. She wonderd if he could feel her smile as she sucked him off. His talk of cumming made her hands travel to breasts instinctively. Piper wanted that cum on her titts. Craved it as the sweet salty taste of him made its way down her throat.

"I want you to cover me" she said with an innocent but eager look for in her eyes. By now she had noticed his phone but that was something she could worry about later. Her hand stroked him softly once last time before pressing her ample cleavage together. Piper flashed him one more smirk as her eyes locked with his. She held it there before wiping her chin free of spittle. Bj's were usually a little messy if done right. Piper didn't mind that. She used the left over juices to lube up her tits for him.

 

[The_J0k3R]

Jimmy groaned his approval as those massive titties enveloped his massive rod, and his hips immediately got into the game, thrusting his cock up between her tits, making sure to smack her chin with the head a few times.

“Yeah that’s it, hump that cock with those huge fucking tits you showed the world tonight. You know how many guys snapped pictures of you?” he asked her, egging her on.

“Do you know how many guys are home alone right now, jerking off and thinking about your fucking tits?”

 

[YourDreamGirl]

"Many men" she said with confidence. Which caught even Piper offhand. Those were things she thought about as she touched herself. Not things she'd say aloud. She held her boobs together with so much euthasim, even sticking her tongue out when ever his cock would graze her chin. Piper winked into the camera soon helping him stroke his cock however she could.

"You taste so damn good". Piper wanted more of him but that would touchy situation and if she decided not to follow through. She could feel her pussy aching between her legs though. The panties filling her weren't enough to keep her satisfied. The hard dick in front of her had lit her body up like a match. Then of course there was a matter that of the possible video he's taping. Did she really want to be seen fucking? It was a lot to think about but not that important. Jimmy felt great sliding between her slicked up and now shiny titts and cleavage.

 

[The_J0k3R]

Jimmy fucked Piper’s luscious tits until he felt himself getting close to cumming, and then pulled away. He had seen her stash her toy in the bedside drawer, and reached over to open it up and grabbed one, grabbing the biggest, longest toy he could find.

He had a grip in her hair, and he was quite firm as he repositioned her on the bed to be right where he wanted her: lying on her back, head just hanging off the edge, him standing right in front of her, his thick meat standing right in front of her. He grasped his member and smacked her chin with it before leaning forward over her body. He kissed down from her tits to her lower belly, and spread her legs wide.

He took the toy and pressed the tip up to her lips; finding a welcoming entrance, he easily slid the toy up into her and turned on the vibrations. He held it deep inside her with one hand, and with the other he guided his cock back to her lips…

 

[YourDreamGirl]

Piper had wanted to ask him how he knew she had more than one toy. She watched as he picked his choice, almost certain that there was something else other than her small pink friend. Even as he positioned her, her gaze never left him.

"You don't know what you've just done? Do you?" Piper smirked to herself as a sense of confidence covered her. This was her element. She could suck cock and suck it well. Now she had the perfect angle for the dangle as some would say.

When his hand went to torturing her cunt with pleasure again she had to rely on that good girl focus to keep her eyes up. The challenge was building. The Game On! Piper squealed arching her lower back in small pulses as he met her lips again. She poked her tongue out to meet him, watching as Jimmy's hand continued to guide him closer to her mouth.

"You don't need this anymore..." Piper whispered to him. Her eyes filled with lust as she replaced the hand he'd use to guide himself with her own. She gripped the base of his shaft and stroked it softly. Piper artfully teased the rest of his length with her soft full pout. Teasingly dipping him in and out of her mouth, running the tip of his cock against her cheek until he made an obvious bulge there.

Eventually he was going to fuck her mouth, but she wanted a little fun first. "What if I licked here?" She asked innocently and softly dragging her tongue across the soft area just behind his balls.

"And here?....What happens now?" Piper asked her tongue now flirting with his balls brazenly. Her smile was infectious as she sucked on one weighted orb and then the other.

 

[The_J0k3R]

Jimmy growled in pleasure as she took over, removing his hand from his cock and wrapping her own small hand around it, barely getting her fingers all the way around his thick throbbing member.

This freed him to pick his phone back up and resume filming her, first getting shots of her lower body as he plunged that vibrating dildo in and out of her, and then moving up her naked body until he was getting some very up close shots of her licking, kissing, and suckling his cock and balls.

“Fuck yes that feels good,” he groaned, his cock jumping with spasms as she suckled his balls in her mouth one after the other. He stuffed that dildo all the way into her juicy cunt, and then released it, grabbing her free hand and lowering it down there. “Hold it in as deep as it will go,” he ordered her, his voice domineering, his free hand now moving to her head, his fingers running through her long red hair. He continued filming, absolutely loving the way she worshipped his cock from below, her mouth a perfect instrument of pleasure.

He was getting some top-notch footage as well. She sucked dick like she was born for the job, an all-natural porn starlet in disguise.

 

[YourDreamGirl]

One more wink for the camera and Piper did as she was asked. "Fuck" she gasped taking hold of the pulsing toy between her legs. That extra little push he gave it may have been the farthest shes taken anything. The pressure caused her to press her ass firmly into the sheets. Her breathing sped up and became slightly erratic. It was too hard to hide the pleasure her body had been feeling. Piper couldn't help but moan as her mouth pleasure him, releasing short bursts of warm air on the wet mess she made all over him.

Piper looked directly at Jimmy's camera with a taunting look. "You ready for this?" She licked his tip one last time before opening her mouth as wide as it could have possibly been.

The one free hand she had gently cradled his balls moving him closer and further down her throat. Piper wasn't going to stop before she was able to take swallow him. She wanted that cock as far as she could take it and when felt him grazing the back of throat she held back. Bobbed her head for a moment, circling his member for a moment. She wanted him fucking some part of her that night. If he hadn't gotten the hint yet, it was more than obvious now as got more into sucking him off.

Piper was showing him another side of her. This is HOW she really excelled in college. Books aren't cheap not to mention she was never going to settle for any grade below A+.

 

[The_J0k3R]

“Damn girl, yeah, open that throat up for my cock,” Jimmy told her, the camera fixated on her face, her lips stretched around his thick, throbbing member, with plenty of shaft left to go before he would bottom out down her throat.

He gave her cheek a gentle, playful slap, and then his hand gripped her hair, and he used his hips to work his big dick in and out of her face, bringing the head back to her lips before working it back in, until he would hit the back of her throat; and then he would give her another inch or two and hold it for a moment before pulling back.

It wasn’t long before his motions gained a bit of earnest speed, pleasure coursing through him as she sucked on that cock with every thrust.

It was really the bit of gagging and spit and drool that really did it for him, and made sure to capture that all as best he could on camera!

“Think you can take it all?” he asked her, pulling his cock all the way out of her mouth and rubbing her slobber across her face with it.

 

[YourDreamGirl]

"Mmmhm" Piper eagerly shook her head yes. "Spank me with your hard cock!".

Little did he know she had been pining after him for last five years. Usually, with Jimmy though, there was always some other hot piece of ass he was into. Now his attention was all hers. If he only new how naughty she'd been with other guys till this point. That saintly image of her would be destroyed. No, no, she's still a virgin now. There's only one cock she's wanted and it was striking her across the cheek right now.

Piper still had the Dildo between legs but had now began matching his movements as best she could. Every time he thrusted into her mouth, she'd thrust the dildo into her tight, wet pussy. Every time he spanked her face with his shaft she would do the same to her swollen little clit.

"Fuck!" Piper moaned and but screamed out. She was slow close to cumming herself. "Should I cum hard for you?" She asked playfully before adding "keep ramming that cock down my throat and I will. I love the way you taste".
She gave him a long, hard suck as free hand played with her hard nipples.

Piper wanted that hot, cum down her throat, on her face, wherever he wanted to paint his cum all over. Then, once they were done Piper had planned on sending him back to his room. Hopefully a little lightheaded and curious as to what else the little closet slut had been holding out on.

 

[The_J0k3R]

“You can cum when I tell you to,” Jimmy replied, smacking his cockhead hard against her cheek before grabbing her face by her cheeks and forcing his cock into her mouth again. He plunged it into her, hard, and held it in deep. “I’m not even close to done with you.”

That’s when he grasped the braided leather belt hanging off his jeans and pulled it out of the belt loops. He kept his cock buried in her face, making her drool and spittle even more around him, the fluid dripping up her face, coating her nose and eyes and cheeks and forehead.

He leaned forward then, forcing his cock even further down her throat, and took a hold of the vibrating dildo she held deep in her cunt, and pulled it out of her. He slid his own cock out of her mouth, with a very satisfying “plop” sound, before bringing that dildo to her mouth.

“Suck your fuck juices,” he told her, pressing the head of the toy to her lips.

 

[YourDreamGirl]

She reluctantly agreed. Growling under her breath "But I want that one.." Piper gazed up at the shiny rod she just got done mouth fucking and gave a not so sad frown before tasting the dildo. Low moans escaped her lips as sucked the dildo coated in her juices. As her tongue lapped and sucked at the dildo she couldn't help but get into it. Piper really covered that thing in her juices good. Her body was trembling, she was ready and wanting but there was still something was missing.

She stopped sucking midway down, while her eyes searched for his phone. "You're my camera guy right?" She asked taking the toy from his hand and running her tongue alongside it. He might as well continue filming. The feeling of showing off for him was intoxicating.

Piper rose to her knees parting her legs wide for his view. Her long red hair fell perfectly between her cleavage. She gently stroked his cock in her hand and looking him in the dead eyes. "I like being your little porn star!" Piper stated stroking his cock with both her hands now. "But I want to cum..." she paused grabbing the dildo and giving it another taste.

She blew him a kiss then let go of his cock. He was control and keeping her body on the edge of cumming and she wanted to cum bad. Her pussy had now began to drip with arousal.

 

[The_J0k3R]

He watched as she performed for him. She really was a natural. The fact that the camera seemed to be turning her on (or, even better, the fact that it was him doing the filming) made him wonder if she was a camgirl. He regularly perused camgirl sites, and had even paid for a handful of private shows just for kicks. If she wasn't a camgirl, she would be a perfect one! He started cooking up a devious idea... He knew it was wrong, and he was well aware that he shouldn't be doing any of this with his best friend's little sister but... there seemed to be a lot about Piper that Tom was completely unaware of.

Jimmy ran his fingers through Piper’s long red hair, leaning back a bit to get a full-body shot of her as she kneeled on the bed before him. Then he set his phone down on the bedside table, just above where she kept her toys, laying it on its side and facing them, obviously still filming.

He made her look up at her, his fingers running under her chin. He could smell her arousal; he knew her panties, covered in his own cum, were still stuffed up inside her.

“Open up,” he said, holding the dildo up. “You talk too much.” In his other hand he was holding the belt he’d removed. “Be a good girl and I’ll make you cum all over my face.”

 

[YourDreamGirl]

Piper grinned. No words, okay. She could do that. The belt made her nervous though. She nibbled her bottom lip in an attempt not to ask what he planned to do with it. His hand on her chin kept her focused on him. Her lower body was a little more hard to control. She wanted to touch herself. Her legs even started to close slightly. Each little movement caused a different sensation as the panties inside her grazed the walls of her pussy.

 

[The_J0k3R]

The grin she gave him was infectious. He smiled back at her mischievously and pressed the dildo’s tip to her lips, his cock throbbing as her lips parted to accept the toy. Jimmy worked it in and out of her mouth, fucking her face with it in much the same way he had with his own cock; the toy just wasn’t nearly as big.

Finally, he had it pushed all the way into her mouth and pressing at the back of her throat, and that’s when he took the belt and started to wrap it around her head, fastened the clasp through the braided belt, the leather straight across the dildo’s base, securing it in place in her mouth.

He smirked and stepped back, looking at her, and a moment later he grabbed her and pushed her down on the bed, rolled her onto her side and then her front, and pulled her ass up into the air. He dove in face first, his tongue seeking out her lips and clit, his nose nestled in just below her asshole, and as soon as he tasted her juices, he was unrelenting in his assault on her pussy and clit, his fingers joining the action and slipping into her, two of them fucking her cunt in and out, quickly…

 

[YourDreamGirl]

Good thing he had gagged her. Once his tongue went to work Piper began to purr for him. She wanted to be a good girl though so Piper sucked the dildo tied to mouth. It hadn't killed every moan of pleasure just stifled them a bit. She could feel herself nearing a climax. Can I cum? She thought to herself. He hadn't said not too. Piper took deep breaths as she clenched her wet sex tighter.

Her hips rocked slightly agreeing to what his tongue was doing. She knew he couldn't make out her last sound. Piper through in the towel. She was cumming. Then it happened leaked even more.

Piper closed her legs trying to hide just how hard she cumming. She could the panties inside her inching closer to freedom with each spasm of her pussy. Piper sucked down on the dildo hard making an even bigger mess on her face. Her fingers danced in the sheets looking for something to hold on to. Finally, gripping her own ass brought some relief. She knew her butt would be bright red once she'd let go of it.

 

[The_J0k3R]

Jimmy knelt before her, sucking her cum juices out of her as her body spasmed wildly in pleasure. He held on tight for the ride, wrapping his arms around her thighs, savoring and slurping at her juicy cunt, his tongue finding the panties.

He yanked them a bit, with his tongue, exposing them to his view, just inching out of her cunt. He grabbed the phone and zoomed in on it for a moment before setting it back down and then clenching the red frilly fabric in his teeth and slowly, agonizingly pulling it out of her.

He stood up, and grabbed the panties with his hand. He grabbed her then, by her wrists, and wrapped them up with a simple tying in the panties, behind her back. He knew she could easily rip them apart if she tried, or wanted to. “I’m tying you up with those filthy, cum-soaked panties you just came all over,” I told her.

She was bent over before him. He grasped his huge cock and stepped forward, pressing the head to her soaked pussy lips…

 

[YourDreamGirl]

Every inch of fabric he pulled free caused more and more erotic sensitivity. To say that Piper was relieved when those panties were finally free would be an understatement. But now what? He was tying her up with those rapidly cooling panties. She could feel them tighten around her wrists. Not too tight. Just enough to let her know he wanted her hands there.

Piper squealed when she felt him teasing her with his tip. The dildo still served as a great muffler for her sounds. It also filled her nose with the smell of sex. This is what she wanted. She wanted his body ravaging hers but she was still a virgin. Piper was still a little hesitant as her mind said "No, if he fucks you you'll loose control and he'll take it". Her body though, craved it. Her body was saying "yes" to everything. Yes to taking that monster of rod he had even though it might rip her in half. Yes to being his play thing. Yes to the shame of being filmed for his pleasure.

Piper was changing. She moaned even louder feeling the anticipation of what was to come next. Her fingers curling into a vice that gripped her ass. Piper couldn't really hold on to much else with the way he had her displayed for him. It was balancing act trying not to let her face fall forward into her sheets. She wanted to see what he was doing. The fear of the unknown was causing her tremble as she peered through her legs at him.

 

[The_J0k3R]

Jimmy stood behind her, enjoying the view of her bound in this way, the dildo filling her face, gagging and muffling her, and he squeezed his massive prick in his hand before rubbing it along her dripping slit. Her juices were all over her thighs and ass, and he happily rubbed his dick around all over her.

He wasn’t in any kind of hurry. He had her right where he wanted her. Finally. He had been lusting after her since high school. Masturbated frequently to thoughts of her.

And he had no idea if he would ever get this chance again. He was determined to savor every moment. And with the film going, he knew he would be able to enjoy this night again and again!

His grip on his cock loosened a bit, and he got himself lubed up with her juices, teasing her hungry hole, spreading the juices around. He pressed the head into her lips, spreading them out and around him, and groaned as he felt that copious wet heat surround his cockhead.

“I am gonna cum in this tight little cunt,” he told her, and with the head lodged inside her, he started jerking his cock with his hand...

 

[YourDreamGirl]

Those words caused a little fear in Piper. Cumming inside her? She hadn't taken her pill today and had been lazy about the week prior. She wanted to tell him but thanks to the dildo in her mouth the words weren't understandable. The night was spinning more out of control than she had expected it too. She winced her eyes a little when he managed to fit his cockhead inside of her. Gosh, he made her feel full. Piper basked in it for a few seconds then felt him jerking.

Every stroke he made caused the tip of his cock to press up against her G-spot. She wondered if he could feel her spasms around him. She wanted him to feel her pussy clench tighter around him and release rapidly. The slight danger of him knocking her up was still on her mind. It made her heart race and something even weirder, aroused. Being irresponsible was turn on to her. Piper hadn't an idea of how crazy he actually made her.

She started pushing lightly with her hips trying to get just a bit more of him inside her. Piper could feel herself edging at the brink of climaxing. Thoughts of his cum filling her up, leaking out of her, fuck it was all hot.

 

[The_J0k3R]

Jimmy smirked as he felt her hips pushing back against him, her pussy quaking for more of his cock. He screwed a lot of girls, regularly, but this was far and away the kinkiest, hottest fuck he had ever had. It boggled his mind that it was with Piper; she had always seemed so standoff-ish, a prude even.

Turned out she had a crazy kinky side to her, and Jimmy was determined to bring it all out of her.

With a grunt, he shoved a couple more inches of his cock into her, grasping her hip as he did, holding her in place as he started working the head in and out.