Sometimes Love Hurts

EVERY ONE IN THIS STORY ENGAGING IN SEX IS AT LEAST EIGHTEEN YEARS OLD OR OLDER.

Margret Henderson was a fashionable woman in her late 40s. She’s 5′ 9″, slender physique, long auburn hair, and a fit yoga body. Margret was a very dominating woman who enjoyed being in control. She has two children; a teenage son, Felix who is thin build, 5′ 6″ and a timid personality. He looked exactly like his father, except his father is a stocky 6′ 1″ and a power-hungry industrialist with a strong character. Her daughter, Chloe, is a twenty-one-year-old statuesque blond who is very outgoing and energetic. She had always enjoyed dozens of guys bidding for her favors. She learned at an early age that she could control most boys and some girls by using sexual favors to reward those who allowed her to dominate them.

Felix was the only submissive in the family and was often described as being a nerd. He spent most of his time in his bedroom reading or playing video games. He couldn’t understand why his mother totally ignored him. His older sister Chloe felt sorry for Felix and was the only one who interacted with him. She made sure he received proper attention. She did all the things his mother should’ve been doing for him.

Margret is a sexually frustrated mother and wife because her husband spends most of his time at work. They hadn’t had sex with one another for the last two years. It infuriated Margret when her husband announced he was taking a business trip that weekend, leaving Friday morning and not returning until Monday afternoon. She felt intense anger when he told her he was taking his young sexy assistant with him. She couldn’t control her husband, so she began to take her frustration out on poor Felix. She transferred her anger and frustration onto Felix because he was weak and looked so much like his father.

Friday Morning

Oscar packed his bags and left for work, telling Margret he would be away until Monday afternoon. She pretended it didn’t matter to her how long he would be gone. She concealed the fact she was at her boiling point. When Felix came down for breakfast, he was shocked to see his mother wearing skin-tight black leather trousers and a see-through blouse. It was apparent she wasn’t wearing a bra. Margret began teasing Felix and making him turn red with embarrassment. He couldn’t help it, but he became aroused when she straddled him at the breakfast table and began grinding her crotch against his rapidly growing erection. Felix felt guilty that his cock was reacting that way toward his mother. He tried to push her off of him, but she was stronger than him.

All day, she kept rubbing against Felix, sitting in his lap and laying on top of him at every opportunity. She made his cock hard but never took it any further during the day. He needed to get away from her long enough to relieve himself manually. He was so turned on by his mother’s actions; it sickens him. She loved the thrill of seducing him. The rest of the day, she wore the sexy skin-tight black leather trousers and took every opportunity to rub up against him and flirt. She used every opportunity to make him hard and loved the pained expressions on his face when she wouldn’t allow him to cum.

Chloe saw what her mother was doing to Felix and wanted to comfort him but was afraid to interfere with her overbearing mother. She decided to monitor her mother’s actions and step in only if it looked like she was actually harming her brother.

Friday Night

Around 11 PM, Felix was sleeping when his mother went to his room, still wearing her tight leather trousers but was now topless. She had taken off her soaking wet black satin panties before entering his bedroom. His mother laid them on Felix’s pillow very near his nose. She pulled the covers back and found her son sleeps naked. She climbed into his bed, and the movement of his bed woke him up. He was confused and told her to get out, but she got on top of him and sat on his chest, pinning his arms with her legs, pressing her weight down as he tried to throw her off.

She put her hand over his mouth to muffle his cries. With her other hand, she reached behind and squeezed his balls. He struggled with her until he lost all of his strength. She quickly stuffed her soaked satin panties in his mouth to stop his cries. Using both her hands to pin his arms down, she moved down and sat on his erection. She started dry fucking his erection with her leather-covered buttocks. After a while, she laid down fully on top of him, keeping his wrists pinned with her hands and using her weight to stop him from moving. She continued to rub her leather-covered pussy along his erection.

He didn’t want to, but her dry humping caused him to cum. While still laying on top of him, she moved slightly higher up his body, so her knee was above his crotch. She slammed her knee into his balls multiple times as he tried to free himself from the pain, but he stood no chance. She laughed and then sat astride his chest, using her legs to pin his arms down again.

She cackled as she told him she was going to smother him. She grabbed his pillow and pressed it down over his face. He panicked and violently rolled about, trying to buck her off. He clutched at her leather buttocks and her firm thighs with his hands, but she had his arms pinned. He couldn’t leverage any strength to get her off his chest as she pressed her ass and pillow down hard. She laughed as she smothered him under the pillow until she felt his frantic clawing of her leather-covered ass and thighs stop, and his body ceased movement. She lifted the pillow confirming he was out cold, and then took her panties from his mouth. She leaned forward and kissed him on the lips before climbing off of him. As soon as his mother left his bedroom, Chloe rushed to check on her brother.

Chloe checked for a pulse and was happy to find one. She examined his bruised and swollen cock, went to the kitchen, and prepared a cold compress to ease the pain and swelling. Felix’s eyes popped open the minute Chloe pressed the cold compress to his crotch.

Chloe embraced him and said, “It’s okay, Felix. I’m here now, and I won’t let her hurt you anymore tonight.”

“Why did she do that to me, Chloe,” he sighed?

“I don’t know, but I will stay here with you until morning.

Chloe woke up when the first rays of sunlight flowed through the bedroom window. Felix was resting peacefully. She wiggled free of her embrace and tenderly kissed her sleeping brother on the lips. Chloe examined his cock and found the swelling had gone down, but the bruising was still evident. She gently kissed the head of his cock and then slipped away to her bedroom.

Saturday Morning

Felix went down for breakfast and vaguely remembered their encounter from the night before. He thought he’d had a nightmare. He took a seat at the breakfast table. His mother acted the same as Friday morning, but she wore a tight black shiny leather pencil skirt and a t-shirt that emphasized her ample breast. When she straddled Felix’s lap, she pulled her dress up and rubbed her panty-covered pussy a long his rock-hard cock. He tried to ignore her, but her pussy felt good rubbing the length of his sore cock. She teased Felix all day, sitting on his lap and laying on top of him throughout the day. Chloe was at a loss to find a way to stop the abuse. She was also puzzled when Felix offered no resistance to his mother’s torment.

Saturday Night

Around nine o’clock that night, Chloe sneaked into Felix’s room and consoled him while their mother showered.

“What can I do for you, Felix,” she asked? “I don’t know how to stop her from abusing you.”

“Don’t do anything, Chloe. I think this will all stop when Dad gets home on Monday.”

“What if she hurts you before Dad gets home?”

“I don’t want to alarm you, Chloe, but I think I am beginning to like the attention she is giving me. She’s never paid any attention to me in the past. Every time she comes near me, I get hard, and I usually have an orgasm each time she hurts me. Do you think I’m weird?”

“I don’t know if I would call it weird. In one of my psychology classes, I learned that some people get pleasure from a certain amount of pain. It may be your way of coping with the pain. Can I examine you down there and make sure she hasn’t done anything to injure you permanently,” She blushed and meekly asked?

Felix thought for a minute and then gave his older sister permission to examine his genitals. She pulled back the covers and was shocked to find that her not so little brother was rock hard with an eight-inch cock. It didn’t look that large the previous night. She blushed when she couldn’t stop the image of his big cock sliding into her now flooded pussy. She was swept with guilt because of a desire to have sex with her little brother. She wanted to touch his cock and take it into her mouth. Without explaining, she fled to her room and masturbated at the thought of fucking her little brother.

After her shower, Margret put on a bright red shiny lipstick and enough makeup to make her look hot. She was topless but still wearing her tight shiny black leather pencil skirt and blue satin bikini panties. Chloe felt helpless as she watched from her bedroom as Margret entered her son’s room around 11 PM again. He was sleeping, and Margret tied her son’s wrists to the bedposts.

She climbed up from the bottom of the bed. The movement of the bed caused Felix to awaken and panic when he realized he was tied up. She crawled up the bed, her eyes seductively locked on his eyes as and laid on top of his bare chest. He could feel her hard nipples against his chest. She kissed him passionately as he tried to resist and screamed at her to get out of his room. She slapped his face hard and then reached below her body and squeezed his balls and massaged them until he was hard. She continued kissing him while fondling his genitals.

She then stood up in bed with a foot on each side of his head and stood astride his face as she pulled her leather skirt up, showing her blue satin panties. He was concerned about what she had planned and tried to reason with her, but she ignored him. She lowered her blue satin panty-covered ass onto his face to muffle his cries. He thrashed about but had no chance as she pressed her weight down on his face. He breathed in the aroma of her sexual arousal. She felt him relax and start to run his tongue over her clit through her panties.

She was surprised that he stopped resisting and slid down his chest and stomach slowly to his balls while running her nails up and down his bare chest. She stopped long enough to tease each nipple with her tongue and fingernails before hoovering her face above his crotch. She grabbed his balls, and he felt her long auburn hair tickling his groin as she took each of his balls into her mouth, sucking and licking them both. She quickly shifted into the 69 position and then put his erection into her mouth and sucked him as he groaned loudly and submitted to the pleasure she was giving him. He used his teeth to pull her satin panties to one side, shoving his tongue into her pussy and let her juices trickle in his mouth. He loved her taste and alternated between licking her pussy and licking her crinkled ass hole.

She loved what he was doing to her pussy and rectum and went back to tickling and massaging his balls while sucking hard until he ejaculated into her mouth and then softened. She continued to suck and play with his balls as his cock returned to its hardened status. She repeated that many times, making him hard and bringing him off again and again. Once he was fully drained but still in the 69 position, she laughed and told him she would smother him with her pussy. Margret sat up straight, pressing her satin-covered buttock down fully on his face. He tried to shake his wrists free of the ties and thrashed his lower body about as he tried to breathe, but she smothered him with her blue satin-covered ass until she felt him stop moving beneath her. She checked for a pulse and then returned to her bedroom.

Chloe sneaked back into her brother’s room to make sure he was okay. He was unconscious. She cut the ties from his hands and held him in her arms, and stroked his face until she too fell asleep. Chloe woke up Sunday morning when a ray of sunshine burst through Felix’s bedroom window hit her face. She checked on him again and tenderly kissed him on the lips before slipping away to her room.

Sunday morning

Felix slept until noon and then got dressed and tipped toed out of the house, making his way to the local park. He spent most of the afternoon watching some teenage boys playing football. Felix was thrilled when they invited him to play. He liked interacting with the boys but disliked getting so muddy and dirty.

Felix returned home in the early evening and found that his mother and sister were not home. He laid on the sofa in the family room, watching television. Felix had mixed emotions about what his mother was doing to him. He hated the way she abused him but loved the way he felt after each orgasm. His mother had planned to tease him all day Sunday, then fuck him and dominate him again that night. She got angry when she observed him lying on the sofa in muddy clothes but didn’t say anything.

Sunday night

After dinner, Margret took a shower, applied her sexy bright red lipstick, and put on a black satin bra but no panties. She slipped into skin-tight black latex pants that covered her from waist to her ankles. It clung to her curvaceous body, and she completed the look with 5″ black high heels.

She ran a bath for Felix and then went downstairs to find her dirty son still sitting on the sofa. She walked over and slapped his face and ordered him to strip off his filthy clothes and lay face-up on the couch. Without warning, she dropped her total weight sideways on the middle of his stomach, forcing all the air out of him. She squeezed his balls hard with her left hand and pinched one of his nipples with her right hand. He cried out, trying to push her off. She then turned and laid on top of him, placed his hands on her latex-covered buttocks, and kissed him hungrily.

He groped her buttocks as she ground into his crotch and kissed him passionately. She remembered the bath was running and climbed off, dragging him to the bathroom. Once inside, she turned off the water, closed the door, and pushed Felix against the door. She pinned his naked body against the door and looked at him seductively as she pressed her body against his. She took his hands and placed them on her bra-covered breasts. He massaged them until she moved his hands down to her latex-covered ass. She reached up and held his face with her hands as she kissed him passionately and rubbed her latex-covered thigh into his groin. He was on the verge of an orgasm when she stopped.

Later she moved her hands down and played with his balls as she masturbated him while he rubbed his hands all over her latex-covered ass. He soon ejaculated. She ordered him into the warm bath and then climbed in with him and sat astride his groin, kissing him passionately. She removed her bra, placed one of his hands on her naked breast, and thrust a nipple into his mouth. She made him sucked her nipple as she unfastened the zipper of her latex pants and removed them. She played with his balls as he sucked harder on her nipple. Once he was rock hard, she lowered herself onto his erection and began to ride him slowly as he ran his hands all over her naked body, from her butt along her thighs to her clit. She grabbed at his balls with one hand as she lightly scratched her nails down his chest. She rode him harder, kissing him and grinding down on him while digging her nails in his chest as she climaxed multiple times. She continued to ride him while kissing him and reached behind to massage his balls as he held her thighs.

She felt he was close and squeezed his balls until he came. She turned around and sat back on his groin with her back to him. He grabbed her tits as she played with his balls until he was hard again. She again rode him in reverse cowgirl style so she could play with his balls until he came, and she orgasmed again.

After he orgasmed the third time, he was drained and assumed bath time was over, but she had other plans. She stood up between his legs, turned, and dropped her knee to his balls. He cried out and grabbed his balls in pain. She took the opportunity to sit on his stomach, pinning his arms under her thighs. His face was inches above the water. He was helpless as she laughed and told him she was going to drown him. He swore at her and begged her to get off of him, but she slapped his face several times.

He panicked and tried to buck her off, but she used her weight to keep him pinned and then pushed his face underwater. She held him under for a while as he frantically clutched at her thighs, using only his hands to try to move her off enough to get air, but with his arms pinned and her whole weight on his stomach, he couldn’t move. She allowed him up for air and kissed him hungrily, then pushed him back underwater. He thrashed about helplessly becoming weaker as she pushed him back under one last time and kept him pinned as he grabbed at her thighs and ass desperately to get her off of him but stood no chance as she held him under until she felt him stop moving and then went limp beneath her. She pulled the plug in the tub and let the water drain. She made sure he had a pulse, then wrapped a towel around herself and strolled to her bedroom.

Chloe rushed to her brother. He was barely conscious when she helped him to his room. She slipped off her nightgown and held him in her arms, stroking his hair as he slept. She began to massage his swollen balls. He moaned in his sleep as she tenderly stroked his eight-inch cock. She didn’t want to abuse him as their mother had, but she needed to feel her brother’s large cock inside her. She straddled his waist cowgirl style and slowly lowered herself onto her brother’s cock. She had a powerful orgasm as soon as his big cock filled her cunt. She slowly rubbed her clit against his pubic bone for at least ten minutes before she felt another orgasm boiling in her stomach. She wanted it to last forever. She closed her eyes and continued her methodical motion. It startled her when she felt her brother’s hands tenderly squeezing her breast. She opened her eyes and saw him smiling at her. They both orgasmed together.

They held each other until the effects of their orgasms passed. Chloe looked into her brother’s eyes and said, “We have to do something to stop her abuse. I am afraid she may go too far and permanently injure you or even possibly kill you.”

“I don’t think she will go that far,” Felix sighed. “Dad will be home tomorrow afternoon, and all this will stop.”

“What about the next time he goes away for a weekend? We need to do something to stop her from ever treating you like that again,” Chloe said with a sinister smile.

“What do you have in mind, Chloe?”

“I have a box of toys in my room. I will get them, and the two of us can overpower Mother and do to her what she has been doing to you.”

Felix smiled and said, “I’m game if you are.”

Chloe retrieved her box of toys, and the two of them slipped into their mother’s room. She was asleep and didn’t hear them enter her bedroom. Felix pulled the bed covers down and found her sleeping in the nude. Felix slipped handcuffs on her right wrist as Chloe cuffed her left wrist. Margret awoke just as they attached the cuffs to the bedpost, leaving her spread-eagle on the bed.

Margret panicked and began screaming, but Chloe straddled her stomach and slapped her several times across the face. Chloe’s actions shocked both Felix and their mother. As shocking as that was, it wasn’t nearly as stunning as Chloe’s next surprise. Chloe leaned forward and kissed her mother on the mouth, driving her tongue deep into Margret’s open mouth. Within seconds their tongues were engaged in an erotic dance. Chloe pulled away from the kiss and pinched her mother’s nipples really hard until tears formed in her mother’s eyes, followed by a fabulous orgasm. Margret was shaking and screaming at the top of her lungs.