Man Enough Ch. 05

This is a work of fiction. Names, characters, places and incidents either are products of the author's imagination or are used fictitiously. All characters are over the age of eighteen.

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The rest of the year and summer were full of many more sessions like the one they shared on prom night. Zack and Veronica were an inseparable couple.

Zack was relieved when he received a letter in the mail one day that told him he was awarded a full ride scholarship to a prestigious college upstate. He was ecstatic. He no longer had to worry about finding a way to pay for his tuition, and he could finally be free from his parents too. Even more of a surprise was when he found out Veronica had been accepted to the same university. It felt as if the two were destined to be together.

The summer eventually came to an end and the couple loaded up their belongings for their move in to an apartment that Veronica's mother had so generously promised to pay rent for. She even helped them load their stuff into her car and the trio made the long trip across state.

Veronica sat in the back and intended to sleep for most of the trip while Zack and her mother sat up front. The two shared conversation on the long drive as well as talked about the planned future. Eventually the two began to talk about his and Veronica's relationship.

Mary was very open about her and her daughter's sexuality. She loved to watch Zack blush whenever she asked him about the two's love life.

"There is nothing to be ashamed about, Zack. It's a perfectly natural part of life. Veronica and I have always shared everything about our relationships." She smiled with a hint of mischief in her eyes as she leaned over to Zack. "She tells me a lot about the things you two do. She is very lucky to have found a gentleman such as yourself who is so open minded and willing to do whatever is needed for her woman."

Zack could feel his face turn bright red. It was also then that he noticed a bulge growing beneath the skirt Mary was wearing.

"Veronica and I always shared. It's what healthy mother and daughter relationships are like."

She reached with one free hand across the seats and put her hand on the back of Zack's neck. He stared at the growing bulge that was quickly pulling her skirt up her thick thighs. With a little bit of pressure to the back of his neck, he began to bend over across the seat until his face was pressed firmly against the warm bulge.

"That's it. Prove to me you can be a good boyfriend for my sweet daughter."

Months with Veronica had made him a perfectly trained slut. Without much more direction, he began to pull her skirt up and freed the massive rod. Unconsciously, he began to salivate and opened his mouth eager to taste his girlfriend's mother's monster cock.

Zack stretched his lips and took as much of the monstrous rod as he could into his mouth. Mary sighed, content to once again have another little slut working on her rod. She ran her fingers through his hair, encouraging him to take more and more of her into his slutty mouth.

He was too eager and soon began to gag on the massive cock. He coughed and spit a load of saliva onto her swollen rod.

"What the hell, mom!?"

Zack heard Veronica and tried to sit up, but felt resistance when Mary put her hand firmly over his head.

"It's just a blowjob, sweetie. Plus, you know how horny I get on these long drives with a cute boy in the passenger seat."

Mary began to guide Zack's head back down and up her shaft as she also began to pull the car to the side of the highway. The car came to a stop and Zack could hear the back door open followed by his own.

"Since you both got started without me I guess I am just going to have to jump right in."

Zack felt his pants being pulled roughly down around his ankles and heard Veronica prepare a huge glob of spit before feeling it splat against his ass hole. Without warning, his sexy girlfriend started pushing her cock against his hole, slowly stretching it.

Mary unbuckled her belt and pulled her cock from his eager mouth just long enough to get better positioned in front of his face. She slid her cock back into Zack's salivating mouth and in seconds the mother daughter duo were eagerly sawing back and forth inside of him.

The car rocked and swayed as passersby honked at the display the horny trio were putting on. Mary and Veronica looked at each other as Zack bounced back and forth between them. It was an oddly sentimental moment as the two shared one last bonding moment before sending Veronica off to college.

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Summer heat had lingered up to the early days of autumn. Another late summer heatwave had struck one weekend late in September, and Mary had taken the opportunity to enjoy her swimming pool one last time before having it cleaned and covered for the coming cold seasons. The pool waves gently lapped against the edges of her pool as she reclined in a chair and bathed in the rays of the afternoon sun. She was the very definition of every young man's fantasies: an overly curvaceous milf, sunbathing in a bikini a size too small, all alone with her only daughter recently moved away for college, and no man...or woman...as her steady other. She was a vision of beauty and lust.

On the outside her life seemed perfect, but recently she had started to feel a pang of emptiness. With her daughter and her delightfully adorable boyfriend gone she found herself feeling very much alone. She could easily lure any man or woman to an evening of fun and hard fucking, but with her daughter gone she felt as if she was in a funk. The house was quiet, and Mary was alone with only her thoughts and memories.

*Ding dong*

Mary sat up, surprised at hearing the doorbell ring. She grabbed the sheer see-through robe (a mere courtesy to pretend she was trying to be modest for any guest), put it on, and made her way through the quiet empty house towards her front door.

"Hello...um Ms..."

"Call me Mary."

It was a short young man standing at her door wearing a tight fitting T-shirt and short trunks. Mary quickly looked him over and felt a surge in her loins. The boy was quite handsome. He had bright blonde hair, dark green eyes, and appeared to be quite the athlete. He was the kind of boy Mary typically found herself luring into her bedroom. He was the type that would put up a fight when she revealed her secret. He was the type she loved to put in their place.

"Ok, Mary. My name is Cal and I am with the pool cleaning company you contacted a couple weeks ago. I'm here to clean and prep your pool for winter."

Mary had completely forgotten. The weather being so unseasonably warm for so long had thrown her off.

"Oh, yes! I forgot that they were sending someone here today. I was just having myself a swim and tan out back today, too."

She let her silky robe fall open, giving the young man a full view of her massive tits held tightly by her too small bikini top.

"Um...oh...well if you want to swim a little longer that's fine. I don't have to be at the next house for a couple hours, so I can wait and come back in a bit."

"No! Don't be silly! Grab whatever you need to clean and bring it out back and you can hang out with me. I'll only be in the pool for a little while longer."

She smiled warmly and led the boy with his bag of supplies through the house and back to the pool.

"Wow. Your house is very big! And your pool is quite massive too."

She guided the boy over to the check next to the one she had been reclining in, and made him sit down.

"Yes, everything I have is quite massive in size."

She removed the robe and sat in her chair once more. Her massive chest strained against the thin strands of her bikini as she faced the sun and basked in the warm rays.

"So, Cal, have you been cleaning pools for a while?"

"I just did it as a summer job. I just graduated from Diggler High School and started my first semester at the university downtown a couple weeks ago."

"You just graduated high school! You must have been in my daughter's class. Her name was Veronica. Did you know her?"

Cal's face turned bright red as he became flustered.

"You...You're Veronica's mom?! I can see the resemblance now..."

Mary smiled and turned to the visibly uncomfortable boy.

"What's the matter, Cal?"

"No! It's nothing!"

She saw him sneaking glances down at her groin.

"My eyes are up here, Cal."

She didn't think he could turn any redder as he tried to spit out an apology.

"It's alright. I'm sure you have heard...rumors...about my daughter and me."

She stood up and walked up to the seated boy. His face was eye-level with her crotch, which didn't hide a massive bulging cock as far as he could tell. She stood over him and smiled.

"Do you want to know the truth?"

Cal didn't speak, but only nodded.

Mary reached down and pulled her bikini bottom to the side with one hand while the other then reached between her legs. She spread her legs apart as her fingers reached for something long and thick that snaked between her thighs towards her ass. She tugged on the fleshy tube that slipped free with a soft pop from between her ass cheeks and revealed her now long dangling cock to the startled boy.

"Well? Is it what you expected to find?"

Cal simply stared at the massive thick cock that dangled between her legs. She began to slowly stroke it causing it to swell and grow. He was frozen in his seat and was entranced as her hand slowly and steadily pumped the unfathomably long prick.

Mary stepped closer and brought the tip of her cock to the stunned boy's lips. She was delighted when he immediately started to lick and suckle her swollen glans and began coaxing droplets of precum from her slit.

It was the perfect surprise to finally lift Mary from her funk. The young handsome boy eagerly worked his mouth around the head of her shaft while she ran her fingers through his shiny blonde hair. It was rare for her to find a new plaything so willing and able to try to please her. Normally at first she had to force feed her cock to the unwilling.

He popped the cock from his mouth, but immediately set to kissing and licking under and along the sides of her nearly fully erect cock. His hands slipped between her thighs and found her two aching balls dangling fat and full. He squeezed and pulled on her fat sack as his mouth continued to worship her pole. Mary moaned in pleasure with each kiss, tug, and suckle.

Once Cal had teased her cock to its full length and girth, she stepped back. His mouth followed the slowly retreating cock, eager to feel it fill his mouth once more. She reached down and took his hand before pulling him to his feet.

She leaned down slightly and forced him to stand up on his toes as the two began to kiss each other passionately. Her tongue was larger and more aggressive, but he was filled with a passion he had never experienced before in his life. Their tongues pushed against each other as they both kissed and explored one another's mouth. Several long seconds passed before they broke their kiss, and Mary began to eagerly pull the boy's shirt over his head as he struggled to pull his trunks and underwear off.

The boy stood naked before Mary who finally undid the straps of her bikini top and bottom. She pulled his face forward into her breasts which he eagerly mauled with his mouth and hands. He groped and squeezed her massive tits while she reached down and with her strong fingers grabbed two handfuls of his young supple ass cheeks. They both were lost to their arousal and groped, squeezed, sucked and kissed each other's body.

Mary's cock was painfully ready by the time she brought the young man to her reclining chair. She guided him to lie face down while she sat down on the back of his legs. He heard the pop of the bottle cap and felt the warm oil slowly be poured out on his lower back and between his ass cheeks. Tossing the bottle of suntan oil aside, Mary dug her fingers into the soft muscles of Cal's ass. She spread the oil over his young smooth flesh and gently probed her oil slick fingers along his puckering hole.

She pulled his ass cheeks apart and stared at her prize. It looked so tight and virginal and its sight made her cock swell to even greater length. She had to have it.

Using the excess oil on her hands, she gently stroked her own cock until it was bronzed and slick. She then moved back and positioned herself. With her long cock pointed at the young man's ass, she leaned down and kissed him on the cheek.

"I'm about to fuck you, Cal."

His body shivered involuntarily at her words.

"Please be gentle. It's my first time."

Mary groaned as her cock twitched upon hearing those words. She wanted to promise him it would be alright, that she would take it slow, but she knew it would be a lie.

The head of her cock poked his tightly sealed hole. She pushed steadily, but still it resisted. Cal groaned and tried to relax, but his body naturally sealed itself to the foreign intruder. Mary kissed his back while her monstrous cock continued to try to drill past his virgin opening.

It was a long minute before his sphincter muscle began to grow tired. The thick bulbous head of her cock slowly and steadily began to breach his hole while the poor boy grunted in pain. She didn't stop though. Inch my long veiny inch of her monstrous rod dug deep into the boy's rectum.

Cal fought back tears of pain and tried to focus on his breathing or the soft tits that rubbed against his back. His ass was being defiled by the tall hung Amazonian MILF of his dreams, and he did not want to disappoint her. No matter how much it hurt, he didn't tell her to stop.

Another minute passed until finally Mary's hips slapped against the jiggling flesh of Cal's ass. She held her cock there inside of him, occasionally pushing harder into him as if she could will herself deeper. Cal on the other hand had started to adjust to his invader. The pain was slowly fading, and in its place was a sense of fullness and pleasure. Each time she tried to thrust deeper into him he could feel her cock tease something inside him that made him feel as if he would cum instantly.

Mary slowly pulled back until only a quarter of her cock was still in him. Cal moaned as his asshole felt every bump and vein of her cock leave his hole. She hovered over him with her hips and ass high in the air before descending hard and fast back inside. Cal yelped and moaned effeminately as Mary repeated her long slow thrusting. She would pull out slowly and then slam down hard and fast causing his ass to make an appealing slapping noise while the reclining chair would bounce beneath them.

Over and over for several long minutes Mary sawed her meat in and out of the no longer virgin opening. Cal was lost in the stimulation her cock filled him with, and hadn't realized that he had sprayed his first load between the reclining chair and his belly. His orgasm was a slow building one that was drawn out as the massive MILF defiled his ass.

Mary's balls were burning for relief. She changed her tempo and began to perform short rapid thrusts over and over into the boy's ass. Cal screamed with each impact while his cock grew hard once more. Mary was panting and her balls were bouncing and slapping Cal's ass cheeks and thighs with each thrust.

The wet slapping noise of the lovers' bodies colliding echoed through Mary's backyard. If her neighbors heard or bothered to look out back they would have seen the incredibly arousing show she was putting on. Her massive curvy body smothered the smaller boy's. Her tits swung back and forth with each thrust and both her and his ass bounced and jiggled with each eager thrust.

Her balls were nearly ready to burst her weeks' worth of pent up sexual tension into the boys ass. Her orgasm was approaching. Her cock was swelling even more, stretching the limits of Cal's ass hole. She fell upon him one last time and began to simply grind her hips into him. She pushed his hard into the reclining chair and rotated her hips side to side while thrusting in short bursts.

She was laying completely upon his smaller frame and burying her cock as deep as she could. Reaching one arm around his neck, she pushed her fingers into his mouth forcing his head to the side with his jaw open. His eyes had rolled to the back of his head. He was lost to the waves of pleasure that wracked his body. He was nothing now but a mindless cock sleeve for the amazon woman.

She put her larger mouth over his and kissed him deeply as the first wave of her orgasm overwhelmed her. A geyser of cum quickly filled Cal's rectum as Mary moaned and kissed the submissive boy. The first load was soon followed by the second and third as his stomach and ass began to ache and swell with the impossible load she gave him. She pulled back slightly as the fourth jettisoned out of her. Her brief retreat gave his aching hole some relief as some of her cum was able to squirt from between the tight seal of her cock and his hole. White puddles covered the cement beneath the reclining chair the lovers shared as more of her juices leaked from his hole.

Four or five more additional loads split from her cock into his rectum before she gave one more final moan and collapsed upon the boy. Cal painted with closed eyes as he drifted through the electrical surges of pleasure that still coursed through his body. Mary was nearly out of breath, but still she continued to gently kiss the face and neck of her smaller lover.

"That...was...intense."

Cal barely could get the words out which made Mary giggle.

"It was very lovely, my sweet little man."

Mary kissed him on the lips once more, making Cal's head light as he still tried to catch his breath. The two rested on the chair hot, wet, and sticky before Mary slowly climbed off. Her now soft cock slowly withdrew from his ass as she stood up and when the head finally popped out a tiny geyser of white creamy jizz squirted from his wrecked hole.

Mary sauntered to the edge of the pool before dropping in. She let the cool water rinse her clean and relax her. She floated in the water for a while before Cal joined her.

The two stood in the shallow water and Mary lifted the small man up as she once again kissed him deeply. They broke their kiss and both smiled and helped one another to rinse off.

"Where do you live, Cal?"

"I'm still with my parents. This job doesn't pay well enough for me to get my own place yet."

Mary grabbed his ass cheeks and lifted him up before guiding his legs around her hips.

"I have plenty of room available here if you would be interested in moving out."

Mary's cock had begun to grow and swell. The head still hung low in the pool water, but not for long.

"Really!? I would pay you rent if you want."

Mary's cock slipped between Cal's bubbly cheeks and she began to slide the boy up and down along the length of her shaft.

"I don't need your money. We can work out another way for you to earn your keep here instead."

Mary kissed him once more and slowly guided the tip of her cock to his still tight ass.