Starting Over

[BeachBum25]

Michael leaned into Carol; pushing her magnificent tits harder against the glass. He saw her reach out and brace herself as he thrust into her harder. “You like this, don’t you Carol. You like getting fucked and watching your neighbors drive by on their golf carts.”

He had never experienced anything like this before. She was amazing and it appeared that she was open to anything. “Has hubby ever fucked you in the window Carol? I bet you have wanted this. I am going to make you my hot little slut. You are going to want my number on speed dial.”

Pounding into her, Michael thrust harder and harder. Their bodies crashed together... his hips bashing into her hot ass.... his balls slapping against her.... his cock filling her hot pussy... stretching her so good.

“I want you to cum all over my big cock Carol. I know you want it too. You have never had it so good. You know it and I know it. Tell me how bad you want me to fulfill all of your fantasies. Tell me that you will never be able to get enough of me.”

 

[wickedpen]

The woman arched her back against the young man's assault, not in defiance but in acceptance.

"Yes!" she roared "Fuck me right fucking here!" her words bellowed through the room and possibly beyond. His hands tightened on her hips "OH god yes made that cradle robbing bitch jealous, give it all to me, give it to momma Carol" she partially demanded and partially begged.

Her head was down now as she accepted him. She accepted what it took to give him release. She only hoped she could take it.

 

[BeachBum25]

He enjoyed the way they moved in almost perfect rhythm. Michael alternated between fucking her hard and fast and slow and steady. Each one of his thrusts, however, was deep. He filled her pussy with his thick, hard cock... and with each thrust he paused.... buried him inside her mature pussy.

He gripped her hips firmly... possessively.. his fingers digging into her. He was fucking his mother's friend in the large windows of her bedroom that looked out onto the golf course. This was the first time he was with a mature woman, but it was certainly not going to be his last.

"Carol, your pussy is so fucking good. I love how you move your body with mine. I think you like having this young cock fucking you. I think you want me to fill you with my cum, and if you keep moving your hot fucking body like that, I am going to flood your hot cunt."

It wasn't long before he was right on the edge. he gripped her harder and thrust into her HARD... almost violently... pushing her against the glass. "Fuck yes... you better be ready for it Carol. Fuuuuuuuuck" He exploded.... shooting giant ropes of thick cum deep inside her. He continued to pump into her..... wanting to make sure she got every drop of his cum.

 

[wickedpen]

Carol's face was against the glass when she was able to think of anything but his cock throbbing deep inside her. He had released her and his cum was starting down her leg before she pushed herself up and turned. He stood like a satiated gladiator looking at his bloodied victim.

"Jesus Michael. I did not expect that much after hearing you jerked off this afternoon" she said regretting it as the words, she had sworn to to secrecy shot out of her mouth. She stammered " i mean.. uhh. go that was good, I am dizzy...: as she feigned falling towards him and letting his catch her. He fell back onto her bed as she feel over him.

His face told her volumes as she apologized, "oh shit Michael, please don't tell you mother, she just.... you know, wants you to be happy" Carol said as she felt his semi hard young cock still throbbing under her. "Please Michael, I will do anything..." she said unsure that that was much fo an offer as she would do anything anyway, but she was desperate. "Maybe I could come up with a niece for you?" she said nervously.

 

[BeachBum25]

He was shocked by what Carol said to him. He thought back and remembered that he had left his door opened so he could hear when the women left. His mother must have walked in on him then. He was pissed at his mother but he was not mad at Carol. He could tell, however, that she was genuinely upset at betraying his mother’s confidence.

“I don’t want a niece. I have recently discovered that mature women are much more enjoyable. They know what they want and they don’t play games. There is this particular mature woman that I enjoyed, and she is amazing.” He smiled at Carol.

“I believe she mentioned about getting fucked in her son’s bed, and that hasn’t happened..... yet. She did get to enjoy an amazing view when I did fuck her, though.” He reached out and pinched her nipples with his fingers as he looked into her eyes.

“I am sure you have a busy day tomorrow and you probably want me to get out of here.” He sat up on the bed still looking at her. “Sorry we didn’t get into your so ‘s Bed. Of course, we didn’t even get to christen your bed. “

 

[wickedpen]

Carol laughed, "busy tomorrow? Son I am as retired as they get and with my husband on his 'business trip' feel free to come home to you room, I mean my son's and we can keep you from dirtying your mother's sheets." Her words were downright obscene as she wanted to role play Michael as her own son and reference his mother's sheets.

"Michael you are learning a little secret about Florida. Older women don't want much more than to have all the sex the put off while being good housewives and mothers. Years or obscene fantasies to play out." she explained laying naked on the bed next to him.

She reached over and squeezed his cock sticky with their fluids. She looked up at him and said "you sure you want to go?"

 

[BeachBum25]

Michael listened to Carol talk about her fantasies, and he believed that he was going to be helping her live out all of her fantasies that she had kept repressed while being the good wife and mother for all of those years. He had no problem with helping this hot MILF live them out.

She reached and grabbed his cock. He smiled to himself. He never wanted to leave, but he wanted to see if she was up for more. "I don't need to go, nor do I want to go mommy. I want to help a certain sexy woman live out all those pent up desires that she has. I want to give her anything and everything she wants.... whenever and wherever she wants."

Rolling onto his side, Michael looked at Carol. "What is your pleasure, Beautiful?" His hand moved to her breast and he caressed it firmly. He leaned over and sucked a nipple into his mouth and allowed his teeth to graze over it. He kept his eyes on hers as he awaited her response.

 

[wickedpen]

"OH god" she sighed laying back as Michael moved and took her breast into his mouth.

"God I have dreamed of such a moment. Most men shy away from playing this" she said ruffling his hair as he fed on her big thick brown nipple.

"I want you to be eighteen and laying on your bed naked, stroking and I walk in on you. You don't let me leave and have to have me. Telling me all the dirty thoughts an eighteen year old might have about the only woman in the house." she said as though reliving the experience. "OK?" she said looking at Michael, half expecting him to say "that's crazy, I never thought of my mother and you are sick," or something similar.

 

[BeachBum25]

Michael bit lightly and playfully on her nipple; pulling it with his teeth. He reached for her other breast and caressed it firmly; pilling hard on her nipple. His eyes remained on hers. Then he released the nipple.

Leaning up, he smiled at her. “Which room is my room mom?” He said teasingly. After she told him which room was her son’s, Michael got up off the bed and winked at her. “Good night mom. I hope you sleep well.”

Walking out of Carol’s room, Michael headed to the room that she had identified as her som’s He walked in and closed the door partially behind him. He looked around the room for a minute and then moved to the bed and laid down on it. Staring up at the ceiling, he couldn’t believe what he was doing, but the thought of it had him aroused. He closed his eyes and began to stroke his big shaft; thinking of Carol as he did so.

 

[wickedpen]

Carol was so excited she could hardly think. She quickly through on a pair of shorts and a shirt and went downstairs and retrieved a laundry basket. She paused as she caught her breath and thought back to the days having Peter home and his "disappearances" into the bathroom or his room.

She went to the kitchen and had a quick swig of wine and then headed upstairs.

She was sure to loudly step up the stairs so Michael would know she was coming. The sex and the wine had lightened her head as she topped the stairs and turned towards Peter's room.

She bumped the door open with the basket and clicked on the light without a word. There on the bed was Michael stroking his magnificent cock.

"Peter!" Carol gasped dropping the basket. "What are you doing? In my house? with that thing?" she played the exasperated mom perfectly, clearly having imagined this scene a hundred times.

 

[BeachBum25]

Michael laid on the bed thinking about Carol and how much he had enjoyed her so far. Without even touching his big cock, it was growing harder. He was amazed at how much pleasure had already been derived from his time with Carol. She had opened up a whole new world to him.

Hearing Carol coming up the steps, Michael began to stroke his cock. He moved his hand over his shaft in a slow, steady pace. Hearing her push the door open, he turned to her. He heard her call him Peter and he went along with her play. “Mom.... don’t you know how to knock? Why are you just barging into my room? Can’t I get a little privacy here?”

He continued to stroke his young, thick cock as he looked over at her. He noticed that she did not move, but stared at his cock. “You like what you see mom? I bet you have never had anything like this... have you?”

He got out of the bed and moved toward Carol. “You want some of this mom?” He held his shaft in his hand as he moved closer to her. Once there, he pressed her against his dresser and took the laundry basket from her and dropped it to the floor. “You want my cock mom, I can tell “

Michael grabbed her tits and started to caress them through her shirt. “Take my cock in your hands. Feel it. Stroke it. Tell me that you want your son to fill you with it.” He then lifted her up and sat her on his dresser. “If you wanted my cock mom, you should have come to me long ago. I am going to make it so that you can never get enough of your son’s big dick. I am going to make mommy MINE.”

 

[wickedpen]

:"Peter Stop it!" she said unconvincingly. The site of the cock and the man who had given her such pleasure coupled with the long term unfulfilled fantasy was hard to handle.

"Stop it Peter" was all she could say as he came at her and lifted her to the dresser. She tried to get off as the fantasy grew more real and knew it was wrong but ....

She pushed her way off the dress and said "I am your mother!" as she watched the magnificent cock hang and bounce between them. "Just go back to jerking off Peter"s he said turning for the door. "You were probably thinking of Mrs Hillard (Michael's mom) anyway." trying to be provocative.

 

[BeachBum25]

As she tried to make her way to the door, even though it was an act, he reached out and grabbed a handful of her hair. Pulling her back to him, he whispered into her ear, “maybe I was thinking of her, and maybe I will have you set me up with her, but you are here right now, and I know that you want to fuck me. You want your son’s cock, mommy and you are going to get it filling every hole.”

He dragged her to the bed and threw her down on it. Spreading her legs, he knelt between the and looked down at her. Smiling, Michael gripped her shirt at the neck and tore it from her body. “You can try to fight me mom, but I am going to win.”

Grabbing her tits, he caresses them hard; pinching and pulling her nipples with his fingers. “Your son is going to fuck you so good. He is going to fill you and cover you in his seed. Mommy, you are going to be my slut.” With that he moved up and laid his hard cock between her tits. “Wrap your tits around my cock mom.” He reached back and slid a hand inside her shorts and began to finger her cunt as he fucked her tits.

 

[wickedpen]

Carol was overcome by the scene and MIchael's portrayal of Peter. Peter was a big boy too and played football. This was exactly what Carol fantasized of.

"OH Peter, OK just don't hurt me" she coward as she pushed her tits up around his cock. She watched it disappear into her cleavage then reappear as he ...

"OH sweet Jesus" she cried as Michael's fingers drove into her folds.

She opened her legs and began moving with his fingers, well opposing his fingers I should say.

"Oh Peter..." she sighed as the old bed creaked under their weight and Michael's rocking.

"Peter? Do you want to cum in mommy's face?" she asked lifting her head and trying to lick his cock head until Michael's thumb began grinding on her clit.

She fell back and savored the sensations.

 

[BeachBum25]

"You like that, don't you mom? You like my fingers buried in your tight pussy and my big, young cock between your tits. Your pussy is so tight because you have never had anything the size of your son's cock to stretch it out. I know you want me to do that mom. I know you want my cock to pleasure you again and again."

Michael rubbed Carol's clit harder as he continued to move his cock between her tits. He teased her with his big cock; moving the swollen head of his shaft so close to her tongue, but not letting her get a taste of it. He smiled wickedly at her. She was a naughty little thing and he was going to let her live out every one of her fantasies.

"I know you want me to cum on your face mom. I know you want to have your son's seed covering your face. I also know that you want my cum deep in your needy pussy. I have another place I know you want it. You want me to flood your ass with it to. I am sure you have never had anything this size in your ass mom... if you have had anything at all, but before I am through with you.... I AM going to cum in your hot ass."

 

[wickedpen]

"Oh Peter" Carol cried as Michael was perfect. Exactly what he dreamed of.

"Daddy is small and can hardly get it up baby, momma needs a man" she told him straining for his cock.

".. you want me to cum on your face mom" he said and she moaned "oh please give me a facial."

Carol was delirious with sex as she heard her son say "you want my cum deep in your needy pussy."

"OH fuck yeah Peter cum in momma" she begged aching for more than his fingers.

Her eyes grew wide when he told her "I AM going to cum in your hot ass."

"No Peter, you are too big, please, anything, anything but that!" she begged halfheartedly sensing that a little resistance was exciting Michael as well.

 

[BeachBum25]

Michael pulled his cock from between Carol’s tits. He smacked her face with his shaft and pulled his fingers from her pussy. “So, you don’t think you can handle me in your ass.... well, that is too fucking bad, because you are going to get it.”

He climbed off the bed and flipped Carol over; Pulling her shorts down to expose her round ass. He smacked her ass hard as he continued to lower her shorts; finally pulling them off and tossing them aside. He grabbed both cheeks with his hands and caressed her ass firmly.

“Don’t act like you don’t want it mom. You know you do. You want me to fill your hot ass with cock and with cum.” He smacked her ass for emphasis and then began to tease her right rosebud with his fingertips.

“Get the fuck it on your knees. I am going to fuck your tight mommy ass and you will love it. Don’t resist mom, because it will not be worth it. I am going to have that ass no matter what you say or do.”

Spreading her ass wide, he slipped his cock between her cheeks. Moving his hips, Michael slid his cock over her ass; the friction making him harder still. “Here it comes mom.” He presses the head of his cock to her ass and pushed in a long, steady thrust..... his clock head invading her tight ass.

 

[wickedpen]

Carol's concern was easily overcome as her lust was ignited. She spread her arms and arched hr back pushing her ass up in the air for Peter.

"If it pleases you" she groaned as she felt his finger tight against her precious hole. She took a deep breath to try and relax as she felt his spit land on her ass. His cock felt enormous as he rubbed it in his spit and then down her crack.

"Oh be gentle" she sighed fighting the urge to resist. Her hands pulled fist fulls of his sheets as she anticipated him. She wanted to give him all she could, be the object of his desire, the pleasure he would always compare others to.

 

[BeachBum25]

He took his time. There was no reason to rush it. He wanted Carol to enjoy it as much as he was going to enjoy it. He ran his fingertips up her spine as he slowly pushed his cock deeper into her tight ass. “Fuck mom, your ass squeezes my young cock so good.”

Slowly he pushed his cock into her; filling her..... stretching her hot ass. It was his intention to give Carol pleasure like she had never experienced before. He wanted to make sure that he was the thought she woke up to and he was the thought she went to sleep to at night. She was not going to want anyone else, and she would be jealous if he was with anyone but her.

Michael moved his hips slowly. “Do you like that mom? Do you like having your son’s hard cock in your ass? “. He pushed deeper and buried his hard shaft in her ass. He hesitated there for a moment before pumping his hips again... still moving slowly..... gauging her reaction to being fucked in her ass by his big cock.

 

[wickedpen]

"Peter you are a pig!" she hissed chiding the young man. "You are using your mother like one of your young whores!" she went on annoyed with his loving tender manner. "I come up here and you are, you are, masturbating, a grown man jerking off in his mother's... oh god" she is interrupted as Michael leans into her. Carol collects herself and continues "and now your fucking your mother in the ass! Jesus Peter!" she cries unable to free herself.

 

[BeachBum25]

“That is right mom; I am fucking you in the ass and I know you love it. All these years you have been denied real pleasure when it was right down the hall from you. You just wish you had walked into my room sooner. Think of all the years that I could have been pleasing you. Think of all the times I could have fucked you. Instead, you had to deal with just having dad and not your son’s big cock.”

Michael was enjoying playing out Carol’s fantasy. He loved how bad she was and he loved how she was willing to try things. His cock moved in and out of her ass in long, deep thrusts that got harder and harder.

“Play with your cunt mom. Rub your clit as your son fucks your ass. Show me that you truly belong to ME. Show me that you are MY nasty little white who will never be able to get enough of her son’s cock filling her and pleasing her .”

 

[wickedpen]

"Peter you are obscene!" Carol protested as Michael's' role play and nasty suggestions were pushing her closer and closer to cumming.

"...wish you had walked into my room sooner..." sent a wave of pleasure through her as years of fantasies were flashing in her head and Michael was working them perfectly.

"Oh god Peter! You have thought of this? Were you planning for me to come in? When you... heard the laundry....?" she gasps as it becomes almost too much, but he didn't stop.

"..****b your clit as your son fucks your ass. Show me that you truly belong to ME...." he commanded. Oh she wanted to, but she couldn't, she couldn't encourage this.

"...never be able to get enough of her son’s cock..." he said and she could deny it no longer. Her hand snaked under her as she felt his balls bounced against her fingers as she pleasured herself.

"Oh fuck me Peter! It's so good!" she groaned as her body raced to orgasm.

 

[BeachBum25]

“That’s it mommy. I knew you couldn’t deny it. I knew you couldn’t deny ME. You have been craving this for years. You have wanted your son to pleasure you for so long and now that it is happening you are going to want it to continue..... again and again and again. “

He talked to her through his grunts and moans. He had never had such an intense experience. He had never had a woman that was as good as Carol. He was amazed at this. He could not believe that a mature woman could bring such pleasure.

“I want you to cum for me mom. Cum for your son. Cum for me as I fuck your tight ass.” Michael could feel Carol begin to shake with orgasm and it pushed him closer to his. He fucked her harder and harder...... his balls slapping against her hand which played with her cunt. “Oh, fuck yes mom. That’s it. Cum for me. I am going to fill your ass with.....”. He exploded..... filling her as.... splashing his cum in her.

 

[wickedpen]

Carol grunted as her body seized like nothing she had felt in a very long time, if ever. She felt herself constrict around the massive cock inside her, but he somehow managed to cum anyway. She worked herself fully off as he came again and again. His filthy words trailed off and she wondered if he was fantasizing of his own mother. Is that what he has always wanted to do to Amy and she had just unleashed the beast. She laid on her side as he pulled back and collapsed on the bed where he had been jerking off.

"Peter that was magnificent" she purred still playing along.

She reached back and stroked his softening cock.

 

[BeachBum25]

He decided to keep playing along with her fantasy. After collapsing on the bed behind her, he reached around and caressed her wonderful tits. “You liked that, didn’t you mom? It is true, isn’t that you have wanted me for a long time?” He tweaked her nipples as he taunted her.

He leaned in and kissed and nibbles her neck and shoulders. At the base of her neck, he bit and sucked.... leaving a mark. HIS mark. A mark she would be able to see and remember him by. A mark that would make her call him back for more.

“I think we need a shower mom. We should go to the shower in your room and clean each other off and see where it leads us.” He did not wait for her response. She had him wanting more of her. He grabbed her hand and led her back to her room. He turned on the shower and while he waited for the temperature to become right, he turned and kissed Carol passionately.

After breaking the kiss, he whispered, “you are fucking amazing Carol,” before stepping into the shower to continue what she had started. “Get in here mom.”