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Darren had just returned home from university to spend the extended Christmas break with his mom and dad at their family home.
As both of his parents worked, the weekdays were spent sleeping, playing on his game console or wanking off over internet porn.
He did however spend a couple of hours each evening watching TV with his parents, just to be social.
The weekends were a little better, but an hour at a time was enough with his dad as he would start talking about golf or politics, of which Darren hated both. His mom was easier to get along with and they would happily chat away for hours.
One Saturday, just after lunch Darren was sat at the kitchen table with his mom, waiting for his dad to come home from work so they could go into town for Christmas shopping. They had already chatted about how his studies were progressing, what friends he had made or what social groups he was part of in their previous conversations. This time however, his mom was specifically asking about girls and if he had a girlfriend.
"Why are you interested if I have a girlfriend?" Darren replied to his mom.
"Well, I just wanted to know if you're like I was at university, or more like your dad was?" she replied.
"Basically, are you getting taken care of?" she asked.
"Erm... I haven't hooked up with anyone since I have been there if that's what you mean?" he asked.
"So... do you let out the pressure yourself?" his mom probed.
"You're asking me if I masturbate aren't you?" he said in response to her question.
"Men need to empty don't they?" she asked.
"Well, I am still a sad fucking virgin who jerks off twice a day!" he snapped back, annoyed at her questions. He then promptly stood up from the table and stormed off to his room, slamming his door.
He stayed in his room all day sulking, with his dad occasionally popping in with a coffee or to give him one of the pizzas they had ordered that evening, being completely oblivious to any issues.
As nighttime came around, he wasn't annoyed with his mom anymore, but was still miserable about being a virgin. He got into bed and thought about having a wank, but he knew it was time to actually do something about his sexual frustration.
Darren picked up his phone but instead of accessing his favourite porn website, he searched for local prostitutes. He looked through a few websites until he found one that actually listed profiles of women by area, prices and services offered, under the pretense of being erotic massage providers.
Scrolling through the listings for a local lady who he liked the look of, his cock was responding to the explicit photos on their profiles. Without warning, his bedroom door opened and his mom walked in completely unannounced. Darren quickly hid the phone under his bedsheet as she walked over to him and sat on the end of his bed.
She immediately began apologising for asking such personal questions earlier in the day and enquired if there was anything she could do make it up to him.
"I think I'm ok mom, and I'm sorry for overreacting, I'm just a little, you know..." he politely replied, just wanting to resume his online search for a girl to take his overdue cherry away.
His mom gestured a little closer toward him, sliding up the bed, so Darren moved over give his mom more room. With all that moving around, the phone dropped off the side of his bed.
"I'll get it darling," his mom said as the phoned had landed just by her feet. Before Darren could reach down and grab it first, his mom picked it up and noticed there were pictures of naked women on the screen, with services and fees listed too.
He promptly tried to explain that he just wanted to know what it was like to have sex, to which his mom said "I'm not bothered about you looking at pictures son, it's normal to want sex, but there are easier ways".
She put her hand on his leg as she held the phone in the other hand so both of them could see the screen. As they looked at the ladies on the phone, his mom asked Darren what he liked about each one.
She wondered if it was their face, hair, breasts, pussy, ass or maybe what they wore, such as stockings or leather boots.
"Mom, I didn't know you used words like that and this feels really weird that you're asking me what turns me on," he replied.
"Just trying to help my son," she said.
As his mom had come to apologise before going for a shower she was just wearing a long towelling bathrobe. Darren wasn't trying to look at his own mom's body, but could just about see a glimpse of cleavage from how her robe crossed over her body.
The talk about how these girls appealed to him, combined with the real life cleavage he could see made his cock twitch and swell. He looked again at her partly exposed breasts, mesmerized by their shape and how soft and full they looked.
As they continued to talking, his mom noticed his bedsheet twitching more wildly and his eyes looking at her chest instead of her face.
"Hey, my face is up here big boy," she said to attract his attention.
"Oh fuck, I'm so sorry mom, I didn't mean...," he said, stuttering an apology.
"It's nice to know I can still cause a response in a man," she replied, taking the cock twitch as a compliment. She leaned forward and guided her hand up his thigh coming to rest on his upright cock.
"Mom, what the hell?" he exclaimed at what she was doing. He then realised just how relieving it was to have his cock touched by someone other than himself.
"Would you like me to take my hand away?" she politely asked.
"No," he embarrassingly admitted.
She then opened her robe a little more to expose her full left breast and medium sized erect oval nipple.
"If you want me to help you out, I can make you feel better?" she offered.
"Yes, please," he acknowledged whilst being unsure about letting his mom relax him in this way. She pulled back the bedsheet to uncover his body to find his seven inch cock standing proud. She spat in her hand and returned it onto his shaft using the spit to help her hand glide smoothly up and down it.
"That's it son, just let mommy's hand wank that big nasty cock for you, let out all of that tension," she said to encouraged him.
"It does feel good mom, thank you," Darren acknowledged.
"Mommy can take all of that cum away," she offered, opening her robe fully.
Darren relaxed a little and allowed his mom to continue slowly jerk him, occasionally rubbing her hand around his ball bag.
"I want a baby!" she announced.
"What the fuck mom, how the fuck does that involve you jerking me off?" he asked, shocked at such a bizarre statement, but at the same time hoping that that she didn't stop wanking him.
"Earlier, when I asked if you were more like your dad or me at university, I wanted to say what a square guy he was and what a broody slut I was," his mom admitted.
"So dad's boring, is that it?" he quizzed.
"I watched you in the shower jerking off a few days ago and I realised that your cock looked just like your fathers, not that 3" dick loser asleep in the lounge, but your real father, who I fucked the week I finished university," she explained.
"I rubbed myself off watching you but imagining you were him," she added.
"Fucking hell mom!" he exclaimed.
"I loved milking and fucking some of those guys, and the one I chose to impregnate me was my favourite... your real dad." she continued.
"So why not ask dad, I mean the man I thought was my dad, to make to pregnant?" Darren asked still enjoying the slow wank.
"Your pretend dad doesn't fuck me very often, and when he does, he pulls out and cums on my tits in sad tiny spurts, so I need to get pregnant while I still have the eggs," she said, sad at the state of her sex life.
"Too much information mom," Darren joked.
"I loved being pregnant and really want to be a mommy again, so all I need is some fresh cum, your cum," she boldly stated.
"You want me to fuck you?" he asked, eager to lose his virginity but overwhelmed by the taboo situation.
"If you like how mommy's hand feels on that big hard cock, you'll sure love how mommy's hot wet pussy feels," she said rather seductively.
He really didn't care that he had just found out that who he thought was his dad actually wasn't, as they didn't get along that well anyway, His mom's handjob was making his cock and balls feel loved. Darren just knew he needed to cum, and soon.
"I can take that nasty cherry away," she said.
"This is fucked up mom", Darren said, having the time of his life.
"You can pretend I'm one of those prostitutes you're looking at, or a hot girl at uni if that helps," she offered.
"Or as I know you like these tits of mine you can just know it's mom and son making each other happy," she suggested.
" I do need to cum mom" he said shyly.
"So if you could give your mommy the best Christmas present ever and cum deep inside her, she will be a very happy mommy," she pleaded.
Darren's conscience had been kicked aside by his hormones and he agreed to allow his mom to take his virginity and his load.
"All you have to do is close your eyes and let it happen" she instructed.
Darren did as instructed and closed his eyes in anticipation of actually having sex for the first time in his life. He felt his mom get up from where she sat, straddle over him and lower her body so his cock was close to her labia. She parted the lips with her fingers and let her son's cock touch her moist private hole. With his eyes still closed, Darren reached his hands up to cup her full breasts to which she said "That's it son, feel mommy's titties,".
Darren knew this was it, he was losing his virginity! The cum was building up as the guilt and lust conflicted him, but in the heat of the moment he just wanted to empty his balls.
She slowly lowered herself down his shaft, quietly moaning in delight at the biggest cock she had felt since Darren's real dad all those years ago as it began to fill her pussy.
"Feel mommy's hot cunt on your cock, now squeeze mommy's titties hard," she said as she reached the bottom of his shaft and her wet pussy lips kissed against his groin.
Darren couldn't believe how amazing it felt to be inside his mom's pussy, but the sensation was just too much and he came, flooding his hot youthful cum straight into the same womb he had grown inside of.
"That's it, mommy loves her son, now keep pumping that lovely fresh cum," she instructed as she reached around herself and grabbed her son's balls to squeeze every last drop out of them. Time stood still for a while as he reflected on the intense pleasure of cumming inside a woman instead of over porn.
As his mom slowly got off him she said "Now son, while you're here in this house for the holidays, I want every last drop of your spunk in my pussy, and my pussy alone until a pregnancy test shows positive,".
"I just thought this was a one-off to pop my cherry and to get you pregnant?" he said, confused at her demands.
"I need to make sure one of your sperm latches on, so tomorrow, I'll be sucking and wanking you a few times throughout the day, without letting you cum, just to get those beautiful balls full up again," she said
With the clarity of mind that emptying your balls brings, he began to realise that he was about to get plenty of action over these couple of weeks, so started coming around to the idea of just doing what his mom told him.
"Yes, I'll do anything to help you mommy," Darren replied.
"So don't you dare go jerking off and wasting that valuable cum because tomorrow night you're gonna fuck me deeply from behind,".
"Stockings,". Darren said.
"I liked the look of stockings on those ladies," he added.
"I'll wear some tomorrow for you," his mom said as she gave him a motherly kiss on the forehead and placed his bedsheet neatly back over him. Darren smiled back at his mom as she exited the room, turned off his light and said "Goodnight son,".
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