Sabrina's Anal Wreckage

Sabrina's Anal Wreckage by Alexa Chamberlain

I am back after a long hiatus. I deleted previous stories because I felt my writing could be better. PLEASE leave me feedback so I can write more of what you want! Thank you for reading this story - most of my stories are fictional accounts of personal or shared experiences.

ALL characters in this story are over 18 and have CONSENTED to all things in the story. All sexual activity occurs between consenting adults 18 or over.

Jack knew Sabrina had been acting on her bisexuality with Jill. He wasn't jealous, he actually encouraged it. He wanted Sabrina to be happy, and he certainly saw no harm. He was secure in his heart with Sabrina. He had met Jill on a couple occasions, and liked her immensely. Young and pretty, he enjoyed the thought of Sabrina being intimate with her.

Tonight, it was just he and Sabrina. Sabrina told Jack how she and Jill pleasured each other the previous weekend. She enjoyed seeing Jack's cock grow hard when she talked about girl on girl sex.

"That's awesome. You two paint quite the sexy picture. I can picture you going down on her," Jack laughed as he smiled. Sabrina smiled back up at him as she held his cock down between her breasts as he straddled her.

"But I'm glad you still like this."

Sabrina brought the head of his cock to her lips and kissed it. "She doesn't have this, so you're safe."

As much as Sabrina enjoyed Jill, she still loved cock. Especially Jack's, as it always responded to her, and filled her in ways Jill simply could not.

Jack leaned forward on his knees as Sabrina pulled his cock into her mouth. His slowly slid into her mouth, watching it disappear inch by inch past her pretty, red, wet lips. If there was one thing Sabrina could do well, it was suck cock. And at almost 7 inches, Jack was the perfect mouthful for her. The circumference of his swollen cock made it a challenge for her mouth, but the way it would stretch open her mouth, pussy, or ass was just to die for in Sabrina's mind. And God he knew how to fuck her.

Sabrina grabbed his ass with both hands, pulling him into her deeply. Jack kept himself cleanly shaved, and Sabrina loved how his balls would feel against her chin. He slowly pulled himself back, until the head of his cock was just inside her lips, and then pushed in again. He loved fucking her mouth slowly like this. It was already getting dark in the late afternoon of a December day. With open curtains Jack could still see the open fields of snow and the hedge of trees in the distance.

He looked down, enjoying the sight of Sabrina sucking his cock. In and out, slowly, it shone wet in the soft light. Resting her hands on his hips now, she circled Jack's cock with her fingers as he slid out of her mouth. She rubbed it over her left nipple, squeezing pre-cum out to lubricate her breast.

Retuning to the soft skin between her breasts, Sabrina held his cock there as she pushed her breasts together, and joined her fingers together to trap it in as he began to stroke forward and back.

"Don't wait, baby. Cum all over me now." Sabrina practically whispered it as she licked her lips in anticipation.

Without a word, a few clear droplets landed on Sabrina's face just before a thicker, heavy white-ish line of cum shot from Jack's cock as it appeared at the top of Sabrina's breasts. "Oh!!" Sabrina exclaimed. It still surprised her after all this time. She closed her eyes just as it landed on the side of her face. She felt the wetness slide down the curve of her face and onto her neck.

"Oh yesss," Sabrina could always count on at least three powerful surges from Jack, and she loved being "painted," as she liked to call it. The second stream shot straight up the center, hitting just under her chin, with another line splashing over her lips and just onto her nose. Sabrina instinctively opened her mouth to let any cum to drip inside to taste.

Jack continued, he never had anyone make him cum like Sabrina. It's as if she knew his body like he did. She knew how to time every movement, whether jerking him off, sucking him, or clenching her pussy or ass at exactly the right moment.

His cock continued to spasm as Sabrina finally fisted his cock and jerked him hard as he gasped and released more cum onto Sabrina's skin. He finally looked down to watch as she stroked him, her face and neck wet, and leaning forward quickly pushed his cock into her open mouth.

Sabrina wrapped her lips around him and drained him of the last small spurts of cum left in his cock.

Grabbing his cock again she rubbed it over her lips and wet cheek. Sitting back a little, Jack massaged Sabrina's tits, rubbing his cum over her nipples. His wetness had dripped from the hollow of her throat down the sides of her neck. Wet hair and sheets were nothing new to them. Sabrina could soak the sheets alone when she came.

"It's not quite dark yet, we're not finished. I still need more," Sabrina teased.

"Understood. Give me a few moments at least." Jack smiled.

"What are your needs tonight?"

Sabrina thought about it. "Well, last time I rode your cock cowgirl style like a horny housewife. Been a while since you fucked me from behind. Doggy style is always a good go to. We haven't 69'd in a while, too."

They were only half kidding as they really did consider the options. They liked being playful with each other, and they liked trying new things. But classics were classics for a reason.

"The last time we did anal, you wrecked my ass. I couldn't sit comfortably for a week."

Jack considered that a compliment.

"So you're ready for another ass fucking, is that it?"

Sabrina smiled at the thought.

"Depends if I wear you down with just my pussy."

Jack still straddled Sabrina. His cock relaxed against Sabrina's chest as she ran her hands over Jack's strong legs. She took one hand and gently rubbed his cock across her chest, as the cum on her skin began to dry.

"I've got to replenish first," Jack said as he got off of Sabrina and headed for the kitchen. Sabrina decided to freshen up a little in the bathroom.

"Meet me back here? Bring me some wine, maybe crackers?"

Jack replied that he would.

After a few minutes Jack returned with wine, crackers, and some cheese. Sabrina was back on the bed, propped up on her elbows, and both were still naked. Jack poured some wine and sat next to her. They sipped wine as Jack rubbed Sabrina's back and ass. He marveled at how pretty she was, her breasts hanging down fully, resting on the bed as she propped herself up, sipping wine and nibbling on Ritz crackers.

After their second glasses of wine, Jack told Sabrina to roll over. Jack just looked at her and smiled as she crossed her arms over her tummy, her legs together and tucked up to her body so her knees were in the air.

Darker now, Jack lit some candles on both tables by the bed. He sat back down, and rubbed his hand over Sabrina's breasts. Her nipples hardened and protruded in response. Jack loved how large her nipples were, bigger than silver dollars on her large, heavy tits.

He leaned over and began to suck them. One, and then the other. He took both hands and cupped one, drawing it upright, so he could suck it deeper. Sabrina moaned her approval as she reached over for Jack's cock. She loved to feel it swell in her hands, and oftentimes in her mouth. She loved getting him hard. She caressed his balls as he moved a little more astride her.

Jack moved his kisses down Sabrina's body. Kissing her tummy he ran his fingers through the soft blonde hair just above her pussy. He looked up to see her knees begin to part, inviting him between her legs. He moved his kisses to the front of her hips, then the insides of each leg.

Sabrina opened her knees wide now, spreading her legs open hoping and knowing Jack would start eating her pussy soon. She thought of Jill, eagerly devouring her wetness. She loved it, but Jack was a little more patient, mature, and well... a man and a woman just do pussy eating differently. She smiled to herself at her good fortune of having two lovers of both sexes willing to pleasure her.

She felt Jack wrap one arm around her leg, and felt the fingers on his other hand spread her outer pussy lips apart. And then she felt it. She let out a loud moan when Jack ran his tongue inside her lips and down the length if her pussy. She immediately responded with wetness that glistened in the light of the candles.

Sabrina reached over and pulled Jack's leg over her head so that he was filly straddling her on his knees and elbows. Arms still hooked under her upper legs, he used his hands to spread open both her pussy and her ass. Sabrina meanwhile wrapped her own arms around Jack's legs. She ran them around and over his legs and back. She looked up and admired Jack's erect cock swaying as he moved himself over her. His balls were sexy as fuck, she felt, hanging loosely in the warm bedroom. As she kissed his inner legs she watched a large drop of pre-cum form, and then as it got larger it slowly dropped and stretched down, like a long trail of saliva. She watched the clear liquid reach her chest. Connected now, cock to her breast, a line of wetness as slippery as any lube. She reached up and tugged gently on Jack's balls, until finally she raised her head up under him and began licking them. She liked to feel them with her tongue, each one, running her tongue between them and then pulling them into her mouth with her tongue, she sucked.

Jack paused only to moan and breathe, enjoying the feel of his balls in Sabrina's mouth. It was both pleasing and a little painful, but in an erotic way.

Fully connected in a full circle of sorts, Jack ate Sabrina out as she swirled his balls in her mouth.

She watched them bounce softly as she released them. Then she reached forward and squeezed Jack's cock hard, and forward, producing another huge droplet of clear pre-cum. What had already fallen to her breast she caressed over her nipples. Slick and wet, she loved squeezing more out of him in his super excited state.

Raising her head up as she pulled his cock back towards her mouth, she squeezed hard and rubbed the clear drop all over her lips and mouth just before opening her mouth and latching onto the soft part of the head to suck and taste the fluid leaking from him.

"Mmmm," she purred and then released him. "Oh baby, you taste so good. Eat me while I suck your cock." She pulled his cock back to her mouth and in a faster motion she sucked him harder and deeper.

Jack backed up a little to give Sabrina a better angle and make it more comfortable for her. Now with her head down on the bed, Jack basically fucked her mouth as he continued using his own mouth and hands on her.

Jack concentrated on Sabrina's clit as he felt her nearing an orgasm. "Cum for me, cum baby," he urged her. As he tasted a flood from her pussy, he lifted himself out of her mouth just as she screamed. A large splash of saliva and pre-cum escaped as his cock swung forward from her mouth.

"Uuuugh! Holy fuck! I'm cumming, I'm cumming so much! Ohhhh, ohhhh, ohhhh!!" Sabrina's voice pitched higher as she came. Her legs quivered as Jack relentlessly sucked her clit. Sabrina felt her wetness run down to her ass, where Jack skillfully used it to finger both her pussy and ass at the same time. This drove Sabrina crazy. She just couldn't get enough.

Satisfied that Sabrina was drained from her orgasm, Jack paused to look under himself to see his cock disappear into Sabrina's mouth. With her arms guiding him up and down, her breasts still wet with erect nipples, it was a pretty picture as he gently fucked her mouth and watched her take his cock fully into it. Her lips stretched open with his cock driving into her mouth as she deep throated him. With every thrust Sabrina moaned. "Mmm, mmm, mmm..."

Jack had wanted to wait, but he was so close to orgasm now he just couldn't turn back.

"Suck it! Suck that cock, take it! Oh baby, oh yeah..." Jack trailed off as he pumped a little faster. Sabrina wasn't taking any breaks, she breathed heavier through her nose now, and saliva was leaking out of both corners of her mouth. She couldn't keep it up much longer. She dug her nails into Jack's ass, urging him to cum in her mouth.

Jack went weak in the knees as his orgasm edged closer. Sabrina felt a sudden surge of warmth as her mouth filled with cum. Some just slid down her throat, she also managed a couple of swallows as well.

"Oh baby, oh yes. Suck it, I love fucking that mouth. Oh Sabrina..."

Sabrina felt Jack's cock continue to spasm and shoot stream after stream of cum into her mouth.

She swallowed yet again, determined to get everything she could from his cock into her mouth. She loved the control of oral sex, of having a cock in her mouth and forcing it to cum. She loved the taste and consistency of it.

When Jack was finally exhausted, he slowly raised himself up and watched the entire length of his cock slide out of and past Sabrina's lips to freedom. He collapsed next to her, and wrapped an arm around her leg.

Sabrina turned her head and admired Jack's cock, watching it relax from its super-hard state. She was breathing heavily, having gasped a few breaths once his cock was finally out if her mouth. Her own lips were red and swollen. Besides a mouthful of cock, Jack's balls and lower tummy banged into her face pretty hard, too.

"Wow, oh man. Oh fuck, Jack, you came so much, holy fucking shit, baby."

A few moments of recovery passed, and Sabrina smiled. "We're not done though, right?"

Jack scooted around to see her.

"Right."

Sabrina and Jack drank more wine, and downed a couple of snacks. It was another intermission before the final act.

Now it was nighttime and dark. Long lasting candles continued to provide soft, warm lighting. It was a golden glow, illuminating skin and wetness in the sexiest way.

"Touch yourself." Sabrina was on her back, still naked and a little drunk. She did as Jack instructed, starting with her breasts. Her knees were bent and her feet were about a foot from her ass.

Jack knelt next to her and watched Sabrina's nipples harden. Sabrina parted her knees and ran one hand down to her pussy. Jack smiled when she circled her clit, closed her eyes, and moaned softly. Jack rested his hand on hers as he watched her middle and ring finger disappear into her pussy.

Sabrina turned her head to her left as Jack moved himself closer. Though not fully erect, he brought his cock to her lips. Instinctively she parted her lips as he slid his cock into her mouth.

When she closed her mouth around him, she groaned. Jack loved how her mouth vibrated, and Sabrina could feel him swelling to hardness once again. Her ultimate thrill was cocksucking a guy to hardness after he had already fucked her. And she knew Jack needed to be hard to penetrate her asshole.

With only a few full strokes, Jack pulled out and had Sabrina roll over. When she did, he straddled her so he could massage her back and neck. Sabrina thrilled at his touch as he ran his hands up her back. She felt his cock slide along the hollow of her ass, and she spread her legs in anticipation and invitation.

After a few minutes, Jack leaned back, and Sabrina instinctively got on her hands and knees. With one hand spreading her ass cheeks, he guided his cock to her pussy with the other. Sabrina was already wet, and in one slow, long stroke, Jack watched his cock disappear into her. Sabrina could feel her pussy dilating as he went, accommodating and squeezing Jack's cock as he filled her.

When the front of his hips met her ass, Jack fisted a length of Sabrina's blonde hair in one hand, and held his other hand alongside her hip. He gently pushed her away, and then yanked her back hard, until her ass slammed into him.

"I love being fucked like this." Sabrina breathed the words out. As much as she had enjoyed Jill lately, Jill couldn't fuck her like this.

"Oh my God. Unn, unn, oh." Sabrina repeated her moans of ecstasy as Jack fucked her doggy-style. Jack could feel her pussy constrict with each orgasm. Her wetness ran down both her thighs as Jack pumped in and out of her. He loved how she would cum all over his cock and balls.

Their fucking now produced an audible, wet, slapping sound each time Jack banged into her. Sabrina had a firm, wide ass that Jack watched shake and jiggle with every collision.

As her breathing slowed, Jack eased his pace, giving Sabrina time to recover a little.

He had released her hair and gently pulled her hips towards him as he slowed the rhythm of fucking.

Sabrina felt her breasts swaying forward and back as she looked back at Jack.

"Finish me off, baby. Fuck me in the ass. I want your cock in my ass, baby."

Jack reached to the small nightstand by the bed, pumped a few streams of anal lube into his palm, and with his cock still inside Sabrina's pussy, began fingering lube into her ass. He circled her ass with his index finger, and then slid the point of it in. He dripped some lube down just above her asshole, letting it run down. He gently stretched her open a little to let it run inside. He repeated this as he gently probed with his finger, being careful to get plenty of lubricant inside her.

Satisfied Sabrina's ass was filled as much as it could be, he fucked her pussy a couple more times, watching lube drip out her ass just a little. Pulling out, he made sure to coat his cock with lubricant as well, stroking the full length of himself.

Drying his hands on a towel, he held Sabrina's ass as he ran his cock over her asshole, sliding along and over the skin from her pussy to above her anal opening.

Sabrina felt him pause, and then felt a slight pressure against her closed ass. She took a breath just as she felt herself opening. It always surprised her, how big it felt, and how stretched she felt.

Her mouth dropped open, and Jack inched forward, watching his lubed cock shine in the candlelight as it slowly disappeared into Sabrina's ass. He too, was always surprised how wide her ass could open from such a tiny, closed hole. He swore his cock grew larger when he ass fucked her. Maybe it was just relative, considering how tight she felt.

Jack knew Sabrina could take the length of him in one stroke. The very first time was slow and unsure. But by now her ass was at least used to being dilated to such a circumference.

"Oh baby, it's sooo beautiful. What a sight. So fucking erotic. I love watching my cock disappear into your beautiful ass."

Sabrina looked under herself, in the dim light. Her breasts were heavy and swollen. She could see the wetness on her legs from her own cum. She reached back and between her breasts to circle her clit and finger her pussy.

The fullness of a cock in her ass was almost too much. It didn't hurt, not really. But it felt deeper in the ass, it just did.

"Oh yes, Jack. Jesus that feels good. Oh Jack, fuck my ass. Fuck it, fuck it, fuck it..."

Controlling his own orgasm, Jack was determined to give Sabrina all the ass fucking she wanted. He knew she liked it rough. Picking up the pace and ferocity of slamming into her, he fucked Sabrina hard.

He backed almost all the way out, then slammed to the hilt, spreading her ass with his hands to make sure every last inch of cock was inside her.

Sabrina felt Jack's balls slamming into her pussy as he fucked her in the ass.

"Take it, Sabrina. Take it hard, take that cock in your ass. You like being ass fucked, don't you, dirty girl?"

"Yes! Yes! Fuck me!! Sabrina was screaming now. "I'm fucking cummming! Holy fuck! Unn!! Oooh baby! Fuck that ass! Fuck me!" Jack loved that Sabrina could cum from fucking her anally.

If it was possible, Sabrina's ass tightened when she came. Jack felt numb it was so tight. He watched his cock go into that pretty ass many times, but it never tired of the sight. So dirty, so taboo, so exciting!

Jack continued to fuck Sabrina, her hair now pitching forward and back, her breasts swinging wildly and colliding together. Her ass red from being slammed into, harder than any spanking.

Sabrina could tell by Jack's breathing that he was close to cumming.

"You gonna cum for me, baby? I wanna see it!" Sabrina loved making Jack cum, and she loved seeing it, tasting it, feeling it on her.

"Give it to me." Sabrina urged softer now. In a breathless whisper she urged, "Cum on my face. Paint my face, baby. I want your cum all over me..."

Jack began to slow his pace. His hands still spreading her ass, he slowly backed out. Sabrina's ass clenched him to the end, though, as if not wanting to let go.

Jack watched her asshole stretch a little more open as the head of his cock began pulling out. Her ass usually closed up quickly as he exited, but this time it stayed open for a few seconds. With that, he poked back inside, just a couple inches as Sabrina squealed delight. Pulling out again he watched as her asshole slowly closed, but not completely. Dripping with lube and God knows how much pre-cum, Sabrina's ass looked sexy as fuck. Jack thought it looked, well... ass fucked.

When Jack released her, Sabrina rolled over onto her back. Jack straddled her, and slid his cock between her breasts. It felt amazing, still slick with lube. Sabrina just smiled up at Jack. They both desired to please the other.

"Help me jerk you off?" Sabrina loved doing this-her hand fisting his cock, and his hand closed over hers.

Jack kneeled over Sabrina's chest so his cock was above her breasts. Sabrina wrapped her hand around him, and began to stroke him.

"More, harder," Jack instructed.

"Cum on, yes, cum on, Jack."

Jack took his hand and closed it over Sabrina's as she jerked him off. This was such a thrill for Sabrina. Both causing it to happen, timing it perfectly!

With a sudden sharp exhale from Jack, Sabrina screamed as a large stream of cum suddenly slapped across her cheek and into her hair.

"Oh!! Oh fuck, baby!" Cum on me!!"

They both continued jerking Jack's cock as again another wave of cum splashed over Sabrina's chin, cheek, and left eye. She closed it just in time as more shot across her eyebrow and forehead. Both eyes closed now, she felt what she thought was more cum than ever across her face, as it continued to rain down. She felt it hit her lips. She opened her mouth to taste some, and swallow whatever landed inside and on her lips.

Jack could only watch as he let go of Sabrina's hand to brace himself. He loved how sexy Sabrina looked with cum on her. Her face was pretty, and to be honest he liked that best, although he loved to cum on her ass and chest, too. She looked so beautiful wet, such an intimate sharing and joy of love and pleasure.

Sabrina continued to squeeze and jerk, as smaller streams of cum splashed onto and between her tits.

"Mmmmm, ohhhhhh..." Sabrina cooed her satisfaction.

"Stay like that, my love. Let me look at you." Jack admired Sabrina for a few moments more before finally leaning down to kiss her. A mixture of cum and saliva mixed as they kissed, satisfied they gave each other all they had.

As they began to drift into dreamland, Sabrina's mind drifted back to Jill. Sex with her was so different from what she shared with Jack. She loved Jill, though, and was anxious to share their time alone again. Sabrina also wondered if she could find a way to combine the best of both worlds. She wondered to herself why she was always pushing for and wanting more. Maybe she's just a dirty slut, she laughed to herself. At least Jill admitted that she was one. But right now she enjoyed the numbness radiating from her ass.

"My God, you love destroying my ass, don't you?"

Sabrina was smiling as she drifted off....