Sinful Sheila Collection

by Olivia Jane Sapphire

  “Who could be calling in this early?” Sheila asked herself as she donned her satin, salmon-colored robe and then opened the door.

  “Hello, sister-in-law.” Alex and Jamie greeted. Sheila was immediately filled with happiness upon seeing her stepbrothers. Tommy had loved his brothers for they are very cool and supportive of the doomed marriage. Alex had become a supermodel for Armani and Jamie had become a race driver for Ferrari.

  Sheila had admired these guys even from before, and when they became two of the hottest bachelors in town, Sheila was even prouder.

  Who knows that she is this lucky girl whom Alex and Jamie are bedding regularly since she was eighteen?

  “Hello, sister-in-law.” Alex greeted as Sheila closed the door. He immediately grabbed her small waist and pinned her behind the door, kissing her so hard that the door rattled. Sheila greeted him in equal enthusiasm, fondling his big cock through his sexy, low denim pants. Alex let go of her after sensing that she is so willing to be fucked right there and then.

  “Hello, Sheila.” Jamie greeted next and then he carried Sheila in his arms and dropped her on the couch, where they exchanged wet kisses. Jamie was pleased to know that Sheila was not wearing a bra, and that her taut nipples were showing through the soft layer of satin.

  “You should at least put on something decent when opening doors. Who knows who it can be?” Alex scolded when she and Jamie stopped their overheated greeting. The three faced each other in the living room.

  “It’s so early; no one even calls in at this time.” Sheila said in her defense. She then stood up.

  “Do you want coffee?” Sheila asked.

  “Yes, please.” Her brothers-in-law answered.

  Sheila prepared hot coffee for the two and three pieces of loaves for them to eat. She did not even need to ask why they’re here; Alex and Jamie always drop by when Tommy is out of town.

  “How’s married life going?” Alex asked.

  “Dull. Extremely dull.” Sheila answered. Jamie laughed.

  “I don’t think I’m suited to married life, after all.” Sheila said. Alex got serious.

  “Maybe you just don’t know how to be a wife material, or maybe Tommy is the one with problems. Either way, as the homemaker, you need to be the one to initiate solving this issue, especially since Tommy is sure to not do anything to fix your marriage.” Alex said. Jamie nodded. At times, even the two of them can be serious, especially with issues regarding their sweet sister-in-law.

  “He doesn’t even know that there is a problem.” Sheila answered. Jamie rolled his eyes.

  “Let’s say that if you can learn how to be a wife material, then Tommy will do anything you say – including fixing whatever is wrong with your marriage.” Jamie suggested. Alex looked at him, then to Sheila.

  “Know how to get to his good books. Use your beauty and body – your characteristics that made him marry you – and let him fall under your spell. Make sure that he sees you as the wife material. We can test it, sister-in-law.” Jamie said. Sheila cocked a brow.

  “How?”

  “Play the wife material to us, and we’ll let you know if you pass our standards. It will surely be a ‘passing grade’ to that filthy Tommy if we already find your performance adequate.” Alex said. Sheila smiled. Her brothers are going to help her, and they’ll both enjoy.

  “What do you want me to do?” Sheila asked.

  ɷ

  The three of them went to the master’s bedroom. Alex placed two chairs at the foot of the bed and he and Jamie sat on each chair. Sheila stood in front of them.

  “Striptease.” Alex said. Jamie looked excited.

  “I don’t know how.” Sheila honestly answered.

  “Imagine that you’re dancing for the man you love. Close your eyes and feel his touch in your skin.” Alex ordered. Jamie watched intently as Sheila started to dance.

  She closed her eyes, swaying in the beat of imagined music, until all of them felt hot. Sheila put her arms up and let her body sway, the satin robe hugging her lithe, sexy body. Alex knew that not an inch has changed in sweet Sheila’s body since the first time he and Jamie tasted her, and it gave him the hots that she is dancing for them. Jamie felt the same way, and in just a few moments, both of them had already pitched a tent in their pants.

  Sheila felt more powerful and satisfied as she opens her eyes a bit and see the lust flooding her brothers’ face. She closed her eyes again as she touched herself as she stripped off her satin robe, weighing her breasts like melons, and out from the blue, at the deepest point of her imagination, she saw Alex.

  ɷ

  In her imagination, she was standing outside the bathroom, peeping at Alex. He was naked and under the shower, the hard and flat planes of his body getting hit by the cool water. He was brushing his hair using his fingers, and Sheila can see how his big, hard cock was getting aroused by the jet of water. Alex’s eyes was closed, and Sheila was keeping hers opened.

  Alex started to rub soap against his skin, and he looked glorious. Sheila started to put a finger under her short skirt, reaching inside her panties and fingering herself. Suddenly, Alex looked at the door and caught her pleasuring herself as she watched him bathe. Sheila did not stop touching herself, though, and Alex did not tell her to go away. Instead, he pretended to not even seeing her as he faced the bathroom door and masturbated.

  “Oh my God…” Sheila whimpered. It was obvious to her that Alex was playing exhibitionist, but whatever his game of ignoring her was, Sheila wanted it to go on. She pretended that Alex never caught her, and Alex pretended to not even seeing her.

  ɷ

  “Oh Alex…” Sheila murmured as her panties fell off during her striptease. That was her last piece of clothing, and when she started to fondle her clit, she murmured her brother’s name.

  “I knew it. She likes you more.” Jamie commented, but he did not look hurt. Sheila was lost in her imagination that she did not stop to tease them, nor heard what Jamie said. Alex ignored Jamie as he walked to Sheila and hugged her seductively. Sheila’s eyes flew open.

  “Sweet, sweet sister-in-law. Don’t imagine me. I’m already here.” Alex whispered. Sheila almost cried in pleasure as Alex removed her fingers from her pussy and then fingered her himself. Jamie was watching like an outsider, marveling at how slutty Sheila can be. Jamie removed his clothes and lay on the bed, pumping his cock up and down as he watched how Alex fondled their sister-in-law.

  “Ahhhh…oh Alex…” Sheila moaned. Alex kissed her to mute her moans, but Sheila did not care. Alex then carried the now naked Sheila to the bed, and then had her crouch on his face.

  Alex ate Sheila’s pussy, flicking his tongue on her wet folds and putting it inside and out like a cock. Sheila whimpered as she reached Alex’s throbbing cock, but before she could do that, Jamie quickly sat in front of her and had her deep throat him. Sloppy sounds from Sheila’s pussy, coupled with their ragged groans, culuminated into a hot orgy in Tommy and Sheila’s bedroom.

  “Stop.” Jamie said as he felt his sac full and heavy, but he did not want to spill his seed yet. Signaling to Alex, the guys then fucked Sheila’s ass alternately.

  “OH. MY. GOD!!!” Sheila yelled in pleasure when she did not even know whose cock is fucking her butt. The men were groaning and moaning while Sheila was flicking her clit so hard it was already swollen.

  “Fuck you! Fuck you!” Alex said as he slammed his cock inside Sheila’s ass. They anal sex was so rough Sheila felt as if they were tearing her ass apart, but the pleasure was so strong it mulled the pain. Jamie was slapping her ass cheeks as hard as he can, and Sheila was sure it would bruise, but the onslaught was perfect for her needy body.

  “Good…so good!” Sheila moaned. Alex then withdrew from her tight ass and had her lay on her back.

  “Here comes the excellent muff diver.” Jamie chuckled as he watched Alex go for Sheila’s pussy. Alex liked how wet and sweet Sheila’s cunt was, and when he concentrated on tonguing and arousing her swoll
en clit, Sheila was beyond herself.

  “Please,”Sheila moaned, “Fuck me”. At that moment, the phone beside the bed rang and the sadistic Jamie answered it.

  “Hello?” Jamie greeted as his hand held the phone and the other was pumping his cock.

  “Who’s this?” the man on the other line asked. It was Tommy.

  “It’s Jamie, Tommy. We just stopped by your house.” Jamie answered, not caring to have his sibling stop fucking his sister in law. Sheila’s screams can be clearly heard, and so were Alex’s deep groans. Jamie smiled.

  “What are those sounds? What are you doing?” Tommy asked. The line was a bit choppy.

  “It’s the TV, Tommy.” Jamie answered. At that moment, Sheila screamed.

  “I like that – fuck!”

  “Was that Sheila?!” Tommy asked, already alarmed. Alex then shouted.

  “Your pussy tastes so good! HMMMM…”

  “It’s the TV, Tommy, the TV. Why are you calling?” Jamie asked.

  “I just want to check on Sheila. Where is she?” Tommy asked.

  “She’s busy. Hello? Hello? Tommy, I think the line is-” Jamie said and then cut the call. He pretended to have a bad connection and then removed the telephone cord. Alex was looking at him.

  “Sadistic idiot.” Alex murmured. Jamie shrugged and then muff dived at Sheila too, before they fucked her pussy and spilled their seeds inside her.

  “Ahh!” Sheila shouted in pleasure as her brothers alternately orgasmed inside her, no one caring that they were not wearing any protection.

  ɷ

  It was one of the best days for Sheila at home, when her brothers drop by and her fucking husband is not around. When it was time to go, Alex kissed her so hard at the door until Alex got another hard-on. Sheila wanted to satisfy Alex, but he refused.

  “I’m so tired now, sister-in-law.” He joked. Sheila cringed.

  “Come back soon.” Sheila said, looking at Alex and at Jamie.

  “Sure.” Alex said, but then spoke again.

  “You’ve passed the wife material test, sister-in-law.” Alex said. Jamie pretended to be curious.

  “As Tommy’s wife or as Alex’s wife?”

  Alex laughed as he slapped Jamie’s back hard, and when the two men drove away, Sheila felt happiness bloom inside her. She passed the wife material test, that’s all that matters.

  Sheila’s Stepfather and Her Father-in-Law Get a Shot at Her

  Sheila's step father and her father-in-law have a secret meeting with Sheila. They want to help her have a more active sex life.

  Months went by and Sheila was already missing her stepbrothers more than she can ever miss her prick of a husband. Tommy was rarely home, and when he is, all he does is fuck her until Sheila felt like she was a stay-in whore. She liked it better when it was her brothers who pleasure her; at least, she can feel a bit of care and love from them compared to her horny, lust and money driven husband.

  Matt was in Italy for a cover for Armani, and Dan was racing in Brazil. The two of them sends her messages, but it was still different from a personal meeting. Dan was always sending her naked pictures of his, while Matt just says, ‘hi’ once in a while.

  Sheila was busy trying on her newest couture clothes that Tommy sent her from abroad when the doorbell rang. Her heart jumped, expecting it to be her brothers, but she was surprised to see Chuck, her stepdad, and Samuel, her father-in-law.

  “Good morning, come in!” Sheila greeted. She fumbled in the kitchen until she found something nice for her visitors to eat. She brought salad and tea to the living room.

  “What brought you here, dad?” Sheila asked Chuck. Chuck coughed.

  “Erm…well, we’re just checking on you. Samuel here is worried that you might be lonely in this big house. He knows that Tommy is rarely around, so...” Chuck trailed off. Samuel smiled.

  “No worries, I’m fine. I’m adjusting quite well.” Sheila answered.

  “So, about Matt and Dan-” Chuck began. Sheila paled.

  “What about them?” Sheila asked. The first thing that came to her mind is that something might have happened to them. Second is that Chuck may already have discovered their secret – an incest going on since she was eighteen.

  “You look worried, dear.” Samuel noticed. Sheila took a deep breath.

  “No…I’m just…I’m fine. Sorry for my reaction. What now, dad?” Sheila asked. Chuck then held her stepdaughter’s hand.

  “No need to be worried, Sheila. It’s just that Samuel reviewed the CCTV footage in this house, and-”.

  “What footage?! Are you filming me in my own house?!” Sheila blurted out, standing up angrily. In her mind, she was screaming: They already know! They already know!

  “It’s supposed to be for burglars, but the cameras caught someone else. I am worried that without Tommy around, you may feel bored, so your stepbrothers came here. I saw them coming many times, just not these recent months.” Samuel said, dropping all pretenses. He wanted to let her daughter-in-law know that he discovered her mischief already.

  “They’re busy.” Sheila said flatly. Chuck coughed.

  “We assumed so, that is why we are here.” Chuck said. Samuel nodded.

  “What do you mean?” Sheila asked incredulously.

  “We just want to ensure that your life –your sex life to be precise – is still active and going on well. As your father figures, it is our role to ensure that you are always happy, right? I trust that you don’t have any trouble fucking families.” Samuel said brutally. Sheila was crushed. She tried to ask for Chuck’s help, but her stepfather was already pitching a tent inside his shorts.

  “Don’t worry, nobody, even Tommy and your brothers, will ever know.” Samuel cajoled.

  ɷ

  Sheila found herself in bed with the older men, Samuel and Chuck. She can’t believe that these men will take advantage of her secret, but fucking them is better than exposing Matt and Dan to Tommy. Tommy is temperamental and highly competitive – he can kill her sweet brothers if he wanted to.

  “What do you want me to do?” Sheila asked. Samuel sniggered as both men removed their clothes.

  “Get naked and kneel on your fours on the bed.” Chuck commanded. Sheila cringed to think that these old men watched her do this for Matt and Dan.

  Sheila obeyed.

  “Great body. I don’t doubt why your brothers are all for you.” Chuck said and Samuel agreed.

  The men then kneeled in front of Sheila, and then shoved their penis alternately at Sheila’s wet mouth.

  “Hmmm!” Sheila groaned.

  “Great sucker, your daughter is.” Samuel moaned as Sheila was pleasuring her cock. Chuck beamed proudly. Sheila then moved to Chuck’s cock and deep throated him.

  “Ahh…I’d say…you’re far better than your mother!” Chuck exclaimed as he held Sheila’s head firmly and then fucked her mouth roughly. Sheila almost gagged. Now she knew to whom Matt and Dan inherited their ginormous cocks.

  The men’s moans permeated in the room as Sheila gave them mind-breaking blowjobs, and when their cocks are wet enough, Samuel continued fucking Sheila’s mouth while Chuck went to attack Sheila’s rear.

  Chuck always loved women’s asses, and Sheila’s is the prettiest he’d ever seen. He took his belt and lightly spanked Sheila’s ass cheeks.

  “AH!” Sheila groaned. Chuck hit her again, ensuring that the force is just teasing her and not hurting her.

  “D-dad…” Sheila moaned at Samuel’s cock. When Chuck crouched to lick Sheila’s asshole, hell broke loose.

  “D-D-DAAAAAD!!” Sheila screamed, the pleasure burning her. Samuel then took his ropes from his bag and with the help of Chuck, they tied Sheila’s arms and legs in the four bedposts, face down, ensuring that she is not hurt but rendering her immobile. Chuck resumed licking her asshole while Samuel trailed wet kisses along her nape and down to her back. Sheila was shaken at the pleasure overpowering her.

  “Dad, dad…” was all she could moan.
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br />   Samuel then put his hands under Sheila’s arms and put little clamps on her nipples. He then got a remote and controlled the vibration of the clamps, sending Sheila to the brink of orgasm. Samuel sadistically turned the vibrations on and off, just enough for Sheila to breathe before the sweet onslaught on her nipples resumes.

  “Put some more of that on her sweet ass.” Chuck asked Samuel. Samuel pulled more vibrating clamps and clamped them on Sheila’s ass cheeks. Sheila yelled in ecstasy as the vibrations coursed through her sex zones, added to the fact that her stepfather is worshipping her asshole like a god.

  “P-please…Oh – my – AHHH!!!” Sheila screamed at the top of her voice when Samuel replaced Chuck and then sheathed his cock inside her tight ass. Samuel pumped in and out, while Chuck spanked her many more times. Sheila felt like a mule, but the pleasures are so intense that she can’t even form coherent words.

  “OH MY - OH YEAH – AHH AHH AHH!!!” Sheila yelled. Chuck then put the belt down and started to pull tighter on the ropes on Sheila’s feet, forcing her to spread her legs even wider.

  “Does it hurt, sweetie?” Chuck asked.

  “No! Ahh!” Sheila replied. Chuck then secured the ropes at their new length, and then squeezed beneath Sheila’s perspiring body. He removed the clamps on her nipples and began loving her body from beneath, while Samuel was pumping on her ass like a crazy jackhammer.

  “Dad…” Sheila moaned helplessly, unable to move an arm or leg. She was widespread open to the men’s enjoyment, and it did not take long for Chuck to insert his cock on Sheila’s dripping slit.

  “AHH heavens, you’re pussy feels so good!” Chuck exclaimed as he fucked her so rough and so hard. Sheila felt as if she will be cut in halves with the force Chuck exerts and the roughness Samuel was giving her. The two men fucked the two holes between her legs, sending her to a spiraling orgasm.

  “I’m going to come!” Sheila screamed. Chuck ignored her and continued fucking her, even when her vaginal muscles contracted repeatedly. Chuck’s cock loved the feeling so much, but he wasn’t ready to come just yet.