Starting Over

[BeachBum25]

He watched her as she succumbed. Michael saw it in her eyes. Then, he watched as she crawled to him; her tits hanging beneath her as she did so. She was a sight on her hands and knees. This was something he had never thought of before, but was excited to see now.

As she knelt down at his feet, he cupped her cheek, lovingly, in his hand and looked down into her puppy dog eyes. “You are MINE and only MINE. I will sleep in your bed and you will sleep with me when I tell you to. If not, you will sleep in my room. We will establish all the rules later, but now we are going to consummate your submission to your son.”

Michael removed his hand from her cheek and took her hand in his; helping her to her feet. He took her in his arms and kissed her softly as his hands explored her body. Then, leading her to her bed, he pushed her onto her bed. “Get on your hands and knees slut.”

Once she obeyed, he grabbed her hips and slid his cock between her legs. Moving his hips slowly, his cock moved over her needy cunt. After teasing her with his big, young cock for a minute, he pushed his cock into her and buried it in her pussy in one, long, slow thrust of his hips.

His cock remained buried in her tight cunt for several minutes as he taunted her. “Have you ever been filled like this before slut? Did your piece of shit husband fill you like this? Did your former boy toy fill you this good?”

Then Michael began to move his hips, fucking his mother in long, deep strokes. He fucked her harder and deeper with each stroke; stretching her pussy so good. As he thrust into her harder and deeper, their bodies crashed together.... his balls slapped against her clit. “Tell me who you belong to slut.”

 

[wickedpen]

Michael acceptance of her submission took a weight off her shoulders as she had looked into the abyss of loneliness but was able to come back.

"Thank you Michael, thank you" she purred holding his hand.

“Get on your hands and knees slut.” was his next commend as they stood at the foot of her bed. She smiled meekly up at her grown son then moved onto the bed letting her knees rest just on the edge with her feet far enough apart for his legs. She did not look back as she felt his hard cock against her thigh.

"Finally" she thought as she struggled to relax. Then suddenly he moved into her. Nearly blacking out as she had not felt anything like it in a long long time. She cried out as he began long slow deep strokes. The house echoed and she was soon able to concentrate again.

"Oh God Michael be gentle" she begged, secretly wanting more and more. "Please Mikey, please" she panted using his childhood nickname. Her orgasm came on so suddenly she nearly collapsed under him but managed to hold herself with the help of his hands on her hips.

 

[BeachBum25]

He felt her body shaking and he fucked her harder still. “You like that, don’t you slut. You like having your son’s big cock fucking you. You have never had anything this big or this good. Tall me you belong to me.” He smacked her ass hard.

He loved hearing his mother moan as he assaulted her pussy with his big cock. This was not something he had dreamed of as a younger man or boy but it was something he was enjoying the hell out of right now.

After all of the sex he had with Carol and cumming so many times, Michael was able to go for a long time without orgasm. He fucked his mother in long, deep thrusts that he knew were giving her pleasure she never experienced before. He pulled out of her pussy and teased her ass with his cock.

 

[wickedpen]

Amy's mind was as ravaged as her body. She had never had sex like this. The physicality and the obscene roles, the dominant and submissiveness all worked into a frenzy of arousal she could hardly contain. She was usually quiet if not silent during sex but tonight was howling like a wolf. She could not help it, it was the only release she was capable of as the explosion within was growing.

"I do like it god damn it!" she hissed as he relentlessly pounded into her. "it is better than anything.." her words cut off as she felt her body tighten like a knot being pulled from both ends. Finally she was able to exhale as she felt herself strangle Michael's cock.

"I am so yours" she gasped as endorphins filled her, like a blast of opioids sending her into bliss.
"Never stop" she whispered as her head hung down feeling him again and again fucking her.

"Jesus Michael how long can you go?" she gasped shocked at his longevity. "Does it feel good? Do you not want to cum with momma?" she asked as even saying it sent her into another rush of orgasm.

 

[BeachBum25]

Long, deep, hard. That was how he was thrusting his hips. That was how he was filling her with his cock. That was how he was fucking his mother. Her tight cunt gripped him so good and when he felt her body tighten in orgasm, her pussy almost strangled his giant shaft.

“Yes slut I am going to cum with you. I am going to fill your needy cunt with cum. I am going to give you what you need so badly.” He smacked her ass again and then reached up and grabbed a handful of her hair. He pulled her head back to him and whispered into her ear. “MY slut.”

Releasing her hair, he placed his hand around her throat and fucked her harder still. His hips crashed into her ass violently as he gripped his mother’s throat tightly; giving her just enough air to not pass out. He could feel her body tighten again. “That’s it slut, cum on my cock again. Cum all over your son’ big cock as he cums deep in your slutty little cunt.”

 

[wickedpen]

She felt weightless in his hands as her mind was lost. She had lived her whole life with a fantasy of being forced, taken by force and used. She never quire was comfortable enough to ask someone to play it with her but if she saw a movie or something where a woman was forced to accept a man it always excited her. And now she was living it.

His slaps on her ass stung but a pain she had never known. A pain she wanted more of. Her body came so easily over and over tightening around him, around Michael. Even the thought of his name, the thought that her son was fucking her better than anyone before flooded her.

Arching her back as he pulled her hair gave a new sensation of his cock against regions not yet touched by his illicit cock.

"I need it bad!" she gasped as his hands circled her throat. She had never felt so used or so alive as she began to feel his hands tighten. If she died in his hands she would die happy. She accepted his everything slap, thrust and squeeze.

His words sent her into a blackness of pure numb bliss. "Cum all over your son’ big cock as he cums deep in your slutty little cunt.” he grunted as his own orgasm was swelling within him.

"Cum in my slutty cunt baby" she gasped as her hands clutched at his on her throat, barely able to breath. Suddenly her body seized into a tongue to toe cramp of intensity. All she could feel was him inside her and his body banging into her from behind. Time stopped as she was not breathing. Constricting around his throbbing cock she saw stars.

 

[BeachBum25]

He could not believe how good a fuck his mother was. Michael loves how his mother was submitting to him. She was truly his and she was going to be the one responsible for managing her friends and when they got to fuck him.

“That’s it. Cum on my cock. Good little slut.” He exploded inside her... filling her with his seed. Shooting it deep in her ... flooding her with his cum. “Take all of my cum, slut. Feel all of your son’s cum splashing in your tight cunt.”

After dumping his cum into her, Michael pulled his cock out of his mother’s pussy. “Turn around and clean my cock with your mouth, slut. Lick and suck our mixed cum off my cock.” Yes, he certainly was going to enjoy his mother and her friends.

 

[wickedpen]

Never had Amy felt an orgasm the way she experience Michael's. She moved back into him as he thrust and then she tightened around him and pulled herself forward milking his cum Then relaxing as he had to force himself in again only to have her tighten her grip and pull forward down his length.

He finished and she trembled until he told her to "clean." She became calm and a smile crept over her face as she turned and sat on the end of the bed feeling wetter than every before soaking into the bed as she leaned forward and took his musky wet meat into her mouth. It was positively obscene as she could taste his seed and her juices fill her head as his semi hard cock was licked and cleaned by her lips.

"Thank you Michael" she moaned between breathes, :thank you for giving me such pleasure and letting me be there for you," she said looking up "thank you for letting me be your whore" the words were like gasoline as his cock jumped in her hand as she guided it back to her mouth.

 

[BeachBum25]

He smiled at his mother as he looked down at her sitting on her bed. He found pleasure in her submission to him. Michael reaches down and played with his mother’s tits as she acknowledged that she belonged to him.

“Something tells me that you will not be able to get enough of this big cock mom. I think your biggest problem is going to be the jealousy you will feel when I am fucking one of your friends. It will be okay though. You will be well taken care of for every encounter you arrange.”

His cock grew in his mother’s mouth. He was amazed that he was getting hard again. He had fucked Carol for hours and now his mother and he was still aroused and ready for more. He was energized by his new found love of mature women and the taboo nature of said encounters.

“You are a good cocksucker mom. Do you like sucking your son’s cock? Does it make your pussy wet thinking of all the naughty, taboo things your son is going to do to you? I know you love the idea of submitting to your big-cocked son.”

 

[wickedpen]

Amy smiled as she pulled his clean wet and hard cock from her mouth.

"Michael I have been jealous since the doctor cut the cord between us" Amy said with a weak smile. "I have always and will always be here for you."

She stroked his cock lovingly thinking of how things have changed yet remained the same. She looked up into his handsome eyes.

"I will be jealous when you lay with another, and over joyed if you come back to me, for a moment or a night. I love you Michael, there is nothing I wouldn't do for you."

"Now how can your filthy slut of a mother give you pleasure Michael?" she said with a devilish grin that let him know, she got off on it as hard as he ever would.

 

[BeachBum25]

He caresses her face lovingly as she looked up and professed her love for him. He hooked his thumb in her cheek as she called herself a slut and asked how she could pleasure him. He had a wicked idea... one of many he had in mind for his mother.

“Lay on your back with your head off the edge of the bed, my slutty mother. I am going to end tonight with a good fuck of your throat. I am going to shoot my cum into your throat and onto your tits.”

He watched her as she quickly obeyed him. He grabbed her head and positioned it perfectly on the edge of the bed and then, without hesitation, pushed the swollen head of his cock into her mouth. Slowly he pushed deeper into her until he could see her throat bulge. One hand gripped her throat so he could feel his cock while the other hand grabbed her tits and pinched her nipples possessively.

Michael started pumping his hips.... fucking his mother’s throat. “I love feeling my cock fuck your throat slut. I love how you take it so willingly.... just like a whore.... MY mom whore.” He pumped his hips faster and faster while gripping her throat tighter..... owning his slutty mother.

 

[wickedpen]

As Amy moved as Michael wanted the idea of taking his cock orally was almost more than she could imagine. She laid on her back as requested and accepted his cock into her mouth. She looked up at him as he looked like a kid finally getting that toy they have always wanted.

She put her hands on his legs just to touch him, feel his warm skin, she knew if she were to say "no" to him, he would be gone forever.

His thrust caught her off guard as she gagged but he relented and she caught her breath then pulled him in. She felt him in her throat, then moan with pleasure at he sensation. They soon fell into a rhythm which gave her a minimum of air as he greatly enjoyed her throat. His hands were again around her throat but this time to feel her accept his bulbous head.

The pinch of her nipples sent a shock of pleasure through her as her legs opened instinctively. His hands were rough on her breasts as he steadily rocked in and out of her mouth. She sucked the head and swirled her tongue only to then have him move into her swelling her throat as his balls met her face. Her mind raced as she tried to imagine his orgasm so deep.

 

[BeachBum25]

Michael loved how accepting his mother was of being his slut. The feel of his cock in her mouth and throat was exquisite. When she could she used her tongue to add to the pleasure she was giving her son.

“You are doing so well mom. I am happy to call you my slut. I will tell you now that nobody will know if this outside of us. You are my slut at home but my mother in public. “

He couldn’t hold back any longer and erupted once again. The first couple of ropes shot into her mouth and throat. He then pulled out and shot his cum over her face and tits. Marking her as his.

 

[wickedpen]

Michael's ground rules for them were fair. It might be complicated is he demands oral in a public place, from his mother.

As she thought about this she felt his tense and begin to throb in her mouth. She was amazed at his endless amounts of cum pulling himself from the mouth. She took him as he coated her face with another stream and pumped him, wanting to fully drain him for the night. She wanted him to sleep so soundly he would awaken refreshed and she could offer him to her friends.

Emma was dying for a visit as Peter refused when asked. Peter was a bit of a putz as Carol put it. Amy was pretty sure Michael would have no problem, just as he was having no problem with her.

She pumped him onto herself and then worked the fountain of youth into her skin as he watched. She smiled up at her son and began planning tomorrows adventures.

 

[BeachBum25]

He rubbed his cock over his mother’s lips making sure she got every last drop of her son’s cum. Grabbing his cock he smacked her face with it and dismissed her. “Go to my room. That is your room from now on. I will tell you when you can sleep in here with me.

He then climbed into bed and fell fast asleep. He dreamed of his escapees from the night and how much he had enjoyed Carol and his mother. It had been one incredible night and he was looking forward to what the future held.

When he woke up in the morning, he showered and went into his room. His mother was not there. He dressed and went downstairs where he saw his mother in her robe. “When we are alone at home, you are to be naked. No exceptions.” He went to the refrigerator and got some juice. “What time is Emma expecting me?” He wondered what her fantasy was.

 

[wickedpen]

Amy was happy to see Michael in the morning, although the night left her sore.
His immediate demand that she be naked when they were alone in the house seemed awkward and she instinctively wanted to protest, but did not. She untied the robe and took it off, folding it over the chair at the kitchen table.
"Yes Michael" she said.
She liked feeling his eyes on her, as her nipples reacted to either him or the air conditioning.
"Emma is a widow. She has a grandson who is nerdy, at college out west. Her daughter is his mother and tells her he is a virgin. She fantasizes of Richard coming for Spring break and making him a man." Amy explains as though she is telling a story from a friend.
"It may be a stretch for you to play that kind of role, Michael. Should I cancel?" she asks as though his secretary.
"She expects you in an hour, so if you don't want to go, I will let her know?" she asked.

 

[BeachBum25]

He listened to his mother and smiled. This would be much different than the night he spent with his mother and Carol, but he was not opposed to it. In fact, he thought, it could be rather fun. He nodded his head as he looked at his mother and allowed his eyes to wander over her naked body.... approving of what he saw.

"No, there is no need to cancel the appointment mom. I think you need to make sure she has enough time to play out her fantasy. I am not going to just jump at the first opportunity that she throws at me. She is going to have to work at it."

He walked over and cupped his mother's face in both hands and leaned down and kissed her deeply on the lips. He moved his hands to her breasts and caressed them lightly. "You are going to be very good at this mom." He kissed the tip of her nose. "I am going to head over, but first tell me why she wouldn't do anything with Carol's son."

 

[wickedpen]

Amy savored her son's kind touch and passionate kiss. Her hand slid to his hip and felt his warm strong body. She had not felt desire like this in thirty or forty years.

Amy smiled as he complimented her on how good she would be at setting up fantasy roles for her son with her friends. Then he asked why Peter would not do it.

Amy's mood changed, "because he's a fucking pussy!" she hissed angrily. Seeing Michael's face look so surprised her face grew red and she looked away.

"Well Michael you know how I enjoyed being submissive to you? I wanted Peter to do that too. I wanted to call him Michael, you" she said smiling embarrassed at her life long desire, "and take me and be the man of the house. Just like you did so wonderfully" she continued as she ran her hand to his soft cock. "I guess I tried to shame him into being a man and he left in tears. Carol said he packed and left that night. I am just glad you are the man I knew you would be, for both of us." she said as he hand was now around a stiffening member. She released him.

"I will call Emma and let her know Richard is on his way over." Amy smiled up at her son.

 

[BeachBum25]

Michael watched as his mother became angry and called Carol’s son a pussy. He smiled at her when she acknowledged that he gave her what she wanted.... what she needed. While she caressed his cock through his shorts, he ran his fingers through her hair.

“Tell Emma that her grandson will be by soon and that he is looking forward to spending some time with her. I know she has missed her grandson and he will be happy to stop by and have a nice day with her.”

He was happy that his mother was taking so well to her role as his harem manager. There was no doubt in his mind that these women were going to enjoy him and that they would want to spend more time with him.

Knocking on Emma's Door, Michael immediately got into the role that had been identified that she wanted to play. “Hello Grandma, how are you? Mom told me that you wanted to spend some time with me, so, I just had to stop by.” He gave her a little hug and a soft kiss on the cheek.

 

[wickedpen]

"Oh Richard!" Emma said with her worn English accent wearing a big knowing smile, "come in." Emma was short, maybe five four, with had big maternal breasts and a trim waist and golden curls that came down to her shoulders which must be dyed as her face showed her age. She has big blue eyes and beams at him.

"Oh my dear Richard" she sighs and pulled him tight against her. "How are you? How is school? I want to hear all about it" she says as the play begins. " Would you like something to eat, drink? Anything?" like a good grandmother. Her hand on his ass is not like a good grandmother but Michael's' lack of acknowledgement or disturbance by it lets Emma know the game is afoot.

"Come, sit next to your poor grandmother and tell her exciting stories of young people and what goes on with a strapping young man like yourself. Any girls I should meet?"

 

[BeachBum25]

Michael walked in and smiled to himself as Emma places her hand on his ass as she asked questions of her quasi- grandson. “I would like a drink grandmom if you don’t mind. Maybe a glass of water, please. “

He sat next to Emma on the sofa and he listened to her as she spoke to him like she was her grandson. She was totally in character and she seemed to be enjoying herself. He looked her over as he sat there; thinking about how much he would enjoy this new mature woman.

“No Grandma, there is no special girl for you to know about. There isn’t anyone for you to meet yet. I have been so busy with all of my schoolwork that I haven’t really had time to do any socializing. You met the last girl I dated at the family picnic, but we broke up right after that.”

 

[wickedpen]

"no one?" Emma said sounding surprised. "A young virile man like you, my grandson? Doesn't have a special girl?" she said with a disapproving look on her face.

"Too much studying can be harmful to a man your age, you need to go out, socialize, release those wild oats I am sure you are full of" she said putting her hand on Michael's thigh.

"Your mother cannot be pleased with this situation I imagine?" she says leaning back on the couch with her hand still on his thigh.

"Any other special friends? boys perhaps?" she asks with that nosy grandmother way. "It's OK Richard if you are.." she said uncomfortably looking away.

 

[BeachBum25]

“Grandma! Stop that. I am not like that. I am just working hard at studying. I don’t have time to be in a relationship. That would take time away from my ability to do well in class. Girls always want you to spend time with them and do things with them.”

Michael looked down at Emma’s hand on his thigh. It was very obvious to him that she was anxious to move the role play forward. He decided that he was going to make her work for it. She wanted to be the one to take the lead on her virgin grandson.

“Grandma, can I get that drink of water. My mouth and throat are very dry and some moisture would definitely help. He smiled almost wickedly at her and waited for her to return with his water. He sat on the sofa with his legs spread and watched his “grandmother” sit back down next to him.

“So what can we do together during my time with you on spring break. I have no plans and I am willing to do whatever you need me to do,” he said innocently to her before taking another sip of water.

 

[wickedpen]

Emma smiled a knowing smile as he offered to do anything she needed.

"I need you to appreciate that life is not all work and academics. Girls may want to spent time with you because there are things better than ... well frankly better than anything" she said with a big smile returning her hand to his thigh and now rubbing him. She could not help but notice the size of the bulge in Michael's pants.

"I mean really, what is it you want in life Richard? To make money? Why? To buy a house? To have a fancy car? and what will those things do for you? Make you attractive to potential mates?" she said in the driest way possible. She leaned over and breathed in his ear, "you want those things so women will give you the most primal thing, the thing you seek out more than anything, the thing you get late at night rubbing that cock of yours. Do you know what that is?" she said, her hand now nearly to his hip.

 

[BeachBum25]

He could tell that Emma needed it bad. She was escalating the scene quickly. Michael was committed to dragging it out and to making sure that he whipped Emma into an uncontrollable frenzy.

“Grandma. What are you doing? Stop that. You are my grandmother. You shouldn’t be talking like that. I don’t think you should be touching me like that either Grandma. It isn’t right.” He slid away from her on the couch.

Michael looked over at Emma with a shy, innocent, virginal look. He was going to play this scene out and he wanted Emma to enjoy it. Based on what his mother had told him about Richard being a virgin, Michael assumed he would resist his grandmother’s advances. He wondered how far Wmma would push to get what she wanted.