Kate’s Anal Instructions [str8][les]

“Mom, can I talk to you about something kind of personal? Like…sexual?” Lily shyly asked from the door of the den. Kate turned to look at her daughter. The long dark hair that was so like her mother’s cascaded down her shoulders and over her perky chest. Her purple v-neck sweater hugged her petite frame and complimented her pale skin. The fitted jeans she wore were ripped at the knees and a white belt wrapped around her narrow hips. She was barefoot and her toes nervously poked at the carpet as she stood in the doorway. She picked at the door frame with her chipped fingernails and she couldn’t bare to make eye contact with her mother.

The Beckinsale women were beautiful. Their hair and eyes so perfectly matched and their smiles radiant.

Kate looked across the room at her anxious daughter. An understanding smile spread across her face and she turned in her desk chair to face the room, and her child. Kate leaned back in the rolling chair and tented her fingers, her elbows resting on the cool leather arms of the chair. She wore a white button-up dress shirt covered with a teal jacket. Her black dress pants were skin tight and her round backside was noticeable even as she sat. Her long legs ended in a pair of business casual black high heels which dangled from her foot as she crossed her left leg over her right. Her hair, though long and wavy like her daughters, was pinned up into a messy bun, a few playful whisps dancing downward over her tanned face. Her cheeks were slightly pink and her lips were painted in a pale rose colour. Her eyes were natural but for the long thick lashes that fanned outward. She smiled again and featured for Lily to sit next to her on the couch.

Lily stepped cautiously into the room and made her way to the brown leather couch on the far wall. Kate turned again in her chair and sat with her hand resting caringly on Lily’s knee. Lily was also very natural, her lips plump and pink and her eyes as deep and earthy as her mother’s.

Lily looked up from the floor at her mother’s kind and loving face.

“So, I wanted to ask you about something. Something that I have kind of wanted to try lately, but it’s so awkward to talk about…” Lily’s cheeks darkened and she became immediately embarrassed. Kate giggled, knowingly.

“Lily, sweetheart. It’s totally fine. You know that you can tell me anything.” Her warm smile calmed her nervous daughter and she continued.

“Well…Brian and I have kind of wanted to try something. Something sexual. I know he has always really liked anal sex and it is just so new for me. I want to make him happy, more than anything! But I just need some advice. Some help maybe?” Lily’s cheeks were growing brighter and redder as she spoke. She picked at the arm of the couch nervously and her eyes darted up to her mother’s eyes ever couple of seconds to gauge her reaction. Kate rubbed her girls knee with one hand and stroked her hair back behind her ear with the other in a matronly manner.

“Lily, honey.” Her voice was soft and calming. “This is a big step. If you think you’re ready for that then you definitely need to start slow and do it right. I know that Brian is a great guy, and I think he will really take care of you. But I do think you need some extra help to learn how to enjoy something like this properly. Do you want me to help you?” Their eyes met and Lily’s lips parted but she didn’t speak. She nodded as she watched her mother’s lips curl into a seductive smile. “Tonight, sweetie. I will come over around nine o’clock and we will get you nice and loosened up.”

The evening came and Brian entered through the front door. He tossed his jacket on the arm chair to the right of the entrance and kicked his shoes off. A night of beer and catching up with some old friends had him nice and relaxed. He looked up at the clock on the far wall. 9:15. He hoped Lily would be home because he had a tingle in his groin that needed to be satisfied. He made his way down the hall, unbuttoning his pants as he walked.

“Lily!” He shouted, his voice echoing through the hall and into each room he passed. No answer came. He checked the kitchen, the den, the bathroom, and finally he reached the end of the hall and stepped through the bedroom door.

The room was dimly lit but he immediately saw Lily sitting on the edge of the bed. She wore a turquoise nighty, the lace halter tied around her neck and lifting her chest into noticeable cleavage. The sheer fabric draped over her body and folded delicately on her lap as she crossed her legs in front of her. Her legs were smooth and pale, her milky skin inviting him to touch her. Her toes were painted white with tiny blue flower decals and she wiggled them at him playful as he looked her up and down. She leaned back on the bed, propped up on her elbows and stared across the room at Brian. Her hair was down, chocolate curls draped over her shoulders and hanging around her face. She wore natural make-up, her lips a rosey pink colour and her eyes a soft teal with thick, luscious eyelashes.

She smiled sweetly at Brian and sat up on the edge of the bed as he entered. She was almost too excited to be seductive. Brian smiled and looked around the room at the romantic set-up that Lily had worked so tirelessly on. The candles, music playing from a phone in the corner, and an arrayof toys and supplies laid out nicely on the nightstand. There was one thing he didn’t see yet, however. He was making his way to the bed to embrace his gorgeous woman when he heard a faint clicking sound coming from the ensuite bathroom. His hands were on Lily’s face, his fingers running through her long brown hair when he turned to see a welcome surprise.

“Welcome home.” Kate smirked, her voice soft and seductive. She stood in the doorway of the bathroom and leaned against the door frame. Her hair was pinned back with black hair clips on either side of her face, long brunette waves falling down her back. Her lips were bright red and her eyes were dark and smokey. Black lashes fluttered over her eyes and they were painted to a daring point in the corners. Her skin was flawless and radiant, her eyes beckoning him to her. Her long neck drew his eyes down to her chest. Her ample rack was accentuated by the black lace lingerie that pushed her breasts together. The lace hugged her ribcage and then flowed down her body gracefully and ended just above her knee. He could just barely see through the lace that she was wearing nothing underneath. Her smooth mound was bare and inviting. Her long legs ended in a pair of tall, red stilettos, the source of the clicking sound.

“Woah. Um, Kate?” Brian questioned, not knowing what could be going on that his girlfriends mother was almost naked in their bedroom. “What, what is this?” He stuttered, his pants now hanging around his hips and his erection pointing outward.

“Lily asked me for help with something that the two of you had been wanting to try for a while now. I thought a little bit of practical instruction might do you both some good.” Kate grinned and made her way over to the bed. She stood in front of Brian and looked down at his throbbing boner. She dragged her long fingernail up his shaft over his thn boxer briefs and he twitched at her touch. She giggled at his nervousness and helped him with his pants. She pulled his trousers down around his ankles, his cock directly in front of her face as he stepped out of his pants. She shot him a playful glance and stood back up. She knelt on the bed and put her hands on Lily’s shoulders, massaging her gently.

Brian stood in front of the women, slowly unbuttoning his shirt and staring at the two of them. He was still unsure of what was happening but he wasn’t going to complain. Two gorgeous ladies scantily clad in his bedroom, the mother daughter fantasy was coming true.

“Let’s show Brian first what he needs to do. Get on your hands and knees for me, sweetheart.” Kate guided Lily onto the center of the bed and bent her over. Brian noticed now that Lily, too, was wearing no panties. Lily looked over at Brian and bit her lower lip as her mother lifted the sheer lingerie over her daughters ass. Brian’s shorts grew even tighter as Lily’s ass was exposed. Kate groped her daughters firm round cheeks and spread her ass to give Brian a perfect view. Lily moaned softly as Kates finger found its way to her puckered rim. She teased and tickled, smirking at Brian and licking her lips. Kate leaned forward and pressed her mouth to Lily’s hole.

“Mom, are you sure…Oh!” Lily started hesitantly. The sensation of her mother’s mouth on her ass hole made her shiver and groan long and slow. Kates tongue grazed the smooth pink rim and she chuckled at Lily’s shivers.

“Oh, fuck.” Brian reached into his shorts and pulled his erection out into his hand. His shorts dropped to the floor and his hand gripped his shaft. “Oh Jesus. Kate, lick her good.” His voice was quiet and skittish. Kate looked over at him and her tongue explored further. She licked all the way around Lily’s sphincter and then slid her tongue slightly inside her hole until Lily moaned more loudly. Kate put her lips around her daughters rim and began to suck on her while tonguing her eager hole.

“Mom, oh my God…that feels so-oh!-so good!” Lily’s eyes were closed now and her knuckles white as she gripped the comforter on the bed.

“Brian,” Kate gestured for him to join them. “I think it’s time you give it a try yourself, Now. Come help me give her tight little ass a good rim job.”

Brian approached the bed, dick still in hand. He knelt on the bed and leaned in to his girlfriends spread ass. Kate hand one hand on each cheek, presenting Lily’s sphincter to him. He looked at Kate and hesitated, staring at her moist lips and then at Lily’s taught backside. Kate sensed his hesitation and put her left hand onto the back of his head. She gently pushed his face into Lily’s rear and his lips met the wrinkled hole that he had always wanted to taste. His tongue licked and lapped at her ass and he finally knew what it was like to rim a beautiful girl. Kate’s fingers grasped his hair and he kissed Lily’s cheeks and ass hole seductively.

“Wow, you really are a natural aren’t you?” Kate whispered in his ear. “I think you need to feel this good yourself, sweetie.” Brian lifted his head and Kate moved everyone around on the bed. She had Brian kneel at the head of the bed and Kate was on her hands and knees behind him. She spread his muscular cheeks and expertly rimmed his puckered backside while Lily knelt on the floor and licked at her mother’s ass. The three moaned and licked and sucked as at each other until Brians cock leaked onto the comforter and the girls pussies were slick with juice.

“Jesus, Kate!” Brian grunted, pushing his ass up against her mouth.

“Mmm, I think it’s time for us to take the next step.” Kate broke the chain and guided Brian onto his knees facing the foot of the bed. Kate laid in front of him on her back and spread her legs, her fingers playing with her own wetness. “There is lube on the nightstand, I want you to lube yourself up nice and thick and then get started! I want you to try it on me first since I am, shall we say, experienced.” She smirked at him and spread her ass for him. He licked his lips while staring at her waiting hole and reached blindly for the lube. He pumped a good amount into his hand and began to lube up his pulsating shaft. “Excellent, let’s start by sliding your slippery fingers into my tight little hole and stretching me out for that nice big cock, Baby.” She lifted her ass and wrapped her arms around her legs. Brian let out a long breath and pressed his finger to her sphincter.

“Holy shit Kate, this is really happening.” Brian was smiling uncontrollably as his finger penetrated his girlfriends mothers ready hole. She grunted as the pressure built and his finger slid further into her all the way up to his last knuckle. She moaned and pleasure and urged him to finger her harder. He slid his finger in and out and in and out and finally decided to add a second. His two fingers filled her stretched ass and she knew she was ready for more.

“Fuck me, Brian! Let me show you what it feels like to fuck the woman in the ass for the first time.” Kate lifted her legs higher and he began to rub the tip of his cock on her puckering gap. “ that’s right baby nice and slow. Slide that cock into my asshole and feel how fucking tight it is.” She urged. Her eyes were eager and her lipstick smudged as she bit her lower lip. Brian took a deep breath and pushed against her rim. His cock pressed hard against the fleshy sphincter that tried to fight him off, but soon he broke through. His head penetrated her and she moaned loudly. He started slow and pushed his entire shaft into her aching hole as he groaned over her. His eyes were wide as the sensation of her tightness squeezed around his throbbing pole.

“Ooh shit! Oh my God you are so fucking tight!” He panted.

“Fuck that’s right baby. How does this ass feel around that thick cock?” She smiled and pushed her head back into the mattress as the pressure inside her built. “Lily, baby! Sit on Mommy’s face!” She took Lily’s hand and pulled her on top of her. She sat down on her mother’s face, Kates tongue sliding between her round cheeks and her fingertips digging into her daughter’s hips. Lily looked into Brian’s eyes as her mother ate her sweet ass and Brian fucked her mothers taught hole.

Lily moaned, the sensation of her ass being rimmed was intense and fascinating. A new feeling that she knew she wanted again. Brian felt the same. There was something different about having his cock inside such a tight, taboo hole. And his girlfriends mother, it was all so forbidden and dirty. He leaned forward and took Lily‘s face in his hands, he kissed her hard and deep without breaking his rhythm. His strong hands gripped onto Kate’s thighs and his tongue explore Lily’s mouth. Being inside both of them at once was an incredible feeling. Kate, too, was feeling an amazing sensation. Her daughters boyfriend filling her asshole so deep she could practically taste it, and her daughters moist hole pressed firmly against her lips. The three of them continue their passionate triangle until Brian was close to releasing.

“Oh shit! I-I think I’m gonna cum!” He grunted and quickened his pace. Kate gently pushed Lilly off of her face and onto the bed beside her. She put her palms against Brian‘s chest and pushed him away slightly to slow him.

“Oh no no no honey. Not yet. We still have so much fun left! Slow that body down and let me take control.” She pressed her hands into his stomach, feeling his warmth and easing him into a slow and steady pace. Brian grinned and bit his lip, grinding against Kate’s round ass and penetrating her in a circular motion. “Fuck! This feel amazing! I think Lily needs to feel that cock so fucking deep inside her!” Lily and Brian smile excitedly at each other and Brian very slowly pulled his cock from Kates gaping hole. Kate crawled across the bed and Brian lay down in her place. Kate took Lily‘s hand again and guided her on top of her man.

“I’m nervous mom, does it hurt?” Lily asked. Kate smiled knowingly and stroked her daughter’s face. She planted to her lips onto Lily’s and kissed her softly.

“Don’t worry sweetheart, Mommy will make it feel so good.” Kate moved Lily into position over Brian, bending her over and spreading her ass. She pumped a generous helping of lubricant into her hand and begin to warm up her daughters virgin hole. Lily moaned and Brian brought her face down and kissed her. Kates fingers began to circle Lily’s slick rim and she slid one single digit into her prepared hole. Lily gasped at the pressure and the feeling of her unused ass being penetrated was a new and exciting experience. She began fingering her daughters ass and loosening up her sphincter for Brian‘s big cock. The moans and size coming from Lily’s mouth told Kate that she was ready. Kate lubed up Brian‘s dick and put her hand on Lily’s shoulder, lowering her down onto the thick shaft that so badly needed to be inside her.

“Oh my God! It’s so big!” Lily cried out, her fingernails digging into Brian‘s chest as his rod opened up her sweet asshole. The connection was immediate. Brian was fucking Lily’s ass and they were both loving it. Kate watch closely of her baby girls ass opened up and allowed a long hard dick to fill it completely. Kate rubbed her clit while she watched and she knew it was time to join in again. Her daughter was being stretched and her anal cherry popped and she knew she had to be a part of it. She reached over to the nightstand and grabbed the strap on that she had laid out. She wrapped it around her hips and fastened the strap around her thighs.

“Fuck girl your little ass is perfect around my cock!” Brian hollered, his cock throbbing deep inside his girlfriends anus. He held her hip still and she wrapped her arms around his neck while he thrust upward into her over and over and over. His thrusting became faster and harder each time he entered her. Their moans grew louder and became pleasured yelps and they both neared orgasm. Kate, once again, slowed the pace.

“Mmm time for a little more inside you baby girl.” She suggested, standing beside the bed and stroking her long, purple, lubed strapon. Lily’s eyes widened and she looked up at her mother in surprise. Kate knelt behind Lily, pressing her strapon against her daughters already filled hole. The dildo rubbed against Brian’s dick and she carefully pushed into her. The toy slipped into Lily’s hole along with Brians cock. Lily screamed in both pleasure and pain and clawed at Brian’s chest. Kate laughed and grabbed onto Lily’s shoulders, pushing in deeper and harder and Lily began to get used to the increase in pressure. She moaned so loud the neighbours could have heard and Brian grunted at the feeling of the soft toy massaging against his shaft.

The two of them continued to thrust into the now gaping hole that Lily wanted filled so badly. It finally was. The two poles crammed inside her taught asshole and hit every pleasure spot that she had inside her. Her clip rubbed against Brian‘s mound and she came so close to orgasm that she clawed his chest to the point of leaving scars.

“I’m gonna cum! Oh God dont stop!” Lily yelped and began to shake. Her body filled with an intense pleasure that she had never experienced before. A wave of endorphins overflowed in her loins and her body convulse as her filled hole sent her over the edge. She orgasms long and loud, screaming Brian‘s name and reaching back to touch her mother’s soft hand on her hip. At the moment of her orgasm, Kate pulled her strapon from Lily’s aching hole and she was left filled with only Brian‘s pulsating cock inside her. She caught her breath and then sat up on her knees, Brian‘s dick flopping out of her ass and allowing her pained hole to contract back to its original size. She groaned as he exited her and she collapsed and laid helpless on the bed next to him, ass throbbing and body shaking.

“Holy shit.” Brian whispered. Kate knew he needed to release, his cock still standing straight up and leaking down his tip. Kate crawled on top of Brian and ripped the strap on from around her waist, tossing it to the floor. She immediately sat down on his ready cock and to his surprise it slid right in. She began to ride him hard and fast, popping her ass up and down on his cock and grinding her pussy into his pelvis. Her tits waived in his face and she licked her lips while he looked up at her. He was close, she could tell. She wanted nothing more than to have her ass filled with his sweet juices.

“Mmm, that’s right Brian, cum inside me and let your cream drip out of my loose asshole!” Kate wailed and teased. Brian’s moans turned into puttering grunts and his grip on her hips tightened. She leaned back, showing off her stupendous body and letting her tits bounce up-and-down as he finished. He let out a long cry as his balls released inside her. He shot string after string of warm juice into her open asshole and he could feel it gushing out around his shaft as she bounced up and down on his pole. The site of Kate Beckinsale sitting on top of him as he came inside her warm ass was more than he could take, his cum shot so deep inside her and wasn’t stopping. He came more than he ever had in his life and he couldn’t wait to see what she look like with his semen seeping out of her wide hole.

They both slowed their thrusting, cooling down and calming themselves. She giggled and then sat up, letting Brian’s cock slide out of her dripping hole. She threw herself back on the bed and laid with her legs spread across his. The three of them laid there exhausted and satisfied until Lily sat up. She looked over at her mother’s cum covered crotch and the wet pool building on the bed under her ass. She crawled over and spread Kate’s legs, opening her cheeks and lapping up the cum and gushed from her stretched out sphincter. She licked up every drop of cream that dripped from her mother’s anus, while Kate moaned with pleasure and Brian watched. Lily lifted her face from her mothers wet ass and leaned forward to give Kate a sloppy kiss. Their tongues collided and they shared the delicious cream pie that Brian had left in Kates eager cave.

When they have finished swallowing their shared treat, Lily leaned over and licked up the creamy residue on Brian’s cock. She tasted her mother’s warm ass on her boyfriends cock and enjoyed every second of it. Brian leaked a little into Lily’s mouth and she swallowed his extra cum happily. The three laid on the bed after their night of experimentation and a smile spread across each of their faces.

“Mom,” Lily sighed. “That was amazing. I had no idea anal was so fun, I had always wanted to try it but that was the most intense orgasm I have felt in my entire life. Thank you for helping us.” She closed her eyes and let the satisfaction envelope her.

“God yes. I had no idea it was so tight, there is nothing like coming in a nice tight ass. We are definitely doing that again!” Brian chuckled, also closing his eyes and drifting into a satisfied trance. Kate laid with them, their legs a tangled mess on the bed. She said nothing, knowing that she had done what any mother would do when her daughter needed sex advice. And she would do it again. Anything for her little girl.

Source: reddit.com/r/sexystories/comments/9benh1/kates_anal_instructions_str8les

2 comments on “Kate’s Anal Instructions [str8][les]

  1. Wow! A well described scene, a very taboo subject, excellent use of imagery. Maybe more realism about the nitty gritty pain of anal penetration, and the corresponding passion between partners. Nice read, I enjoyed it (with dick in hand).

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