Drunk Son, Opportunistic Mom Pt. 01

Disclaimer: please note the following story, people and scenarios are fictional. All characters are also over 18 years old. This is just meant for fun.

START

Jacqueline Madison lived with her son, Jackson, in a small Midwest farming town. Most people just called them Jack & Jill, like the nursery rhyme. They hated it at first, but it eventually grew on them.

Jill was a second-grade teacher at the local school and at the age of 48, she's seen many kids in the community grow up in front of her eyes and eventually leave town for better opportunities in the big city. That's what her husband, James, also did. We'll that was his justification to them. In reality he was just going through the typical midlife crisis and was longing for his younger playboy life without the burdens of a wife and child. Shortly after her 44th birthday he broke the news to her that he was moving to Los Angeles and he wanted a divorce. He moved out of their home and lives within the week. She was furious that her husband of almost 25 years could just abandon his family overnight. To speed up the divorce proceedings, he gave her the house, a fairly large sum of money in the bank and a promise to pay for Jackson's college education. A promise which he kept. He was a successful online trader for a hedge fund, so he had the money to spare.

So, there she was, single with a 19-year-old son in a blink of an eye. She didn't take the divorce well, and Jack took it much, much worse! He was a boy abandoned by his father, who almost never phoned him in the coming years. Once in a while when he remembered Jack's birthday, but for all intents and purposes he was basically dead to them both.

Jack had unfortunately developed some serious commitment issues during those formative years of his life. He had trouble meeting girls and just being in relationships in general. The constant fear of being rejected by someone he loved hanged over him like a dark cloud. Jill had also kind of given up on finding love again. Who would date a 48-year-old divorced women with a young adult son? And the men in her small town she wanted nothing to do with anyway.

Things did start to improve for Jack when he finished high school and went to college. It was only about 20 minutes' drive from home so he stayed at home while going to class in the day, and having football practice afterwards. He always loved football and Jill suspected he also used it to get rid of some of his anger issues. He met a bunch of new people during that time and it seemed he was finally letting go of the past. He even casually started dating a girl, Becky Anders. She was a cheerleader for their team, as real cutie too!

Jill nearly burst out in tears the night Jack brought her home the first time. It was not to "meet the parents" scenario, Jack just forgot something at home, but she didn't care, she could finally meet the girl who broke down his walls. And she could see why. Becky had long blonde hair, an athletic build with the perkiest B cup breasts she had ever seen. And her legs, it seemed they never ended, but they did eventually and was capped off by a tight little ass. A body any man, and some women, would surely lust after.

"Hi mom, this is Becky. We're just picking something up then we're going out again." Jack said nonchalantly.

"Becky Anders!!!" Jill exclaimed excitedly.

Jill wrapped her arms around Becky and gave her the biggest welcoming hug in the world, pressing her own C cup breasts into Becky's.

"I'm so happy to finally meet the girl I have heard so precious little about." she continued.

"Oh hi Mrs. Madison, I'm happy to meet you too." Becky said and giggled a little when she wrapped her arms around Jill as well.

The two women embraced for about 20 seconds when Jack eventually spoke up.

"Jeez mom, don't act like I've never had a girl around at the house. There's been plenty here before Becky!" he added jokingly.

The women released from their hug and Becky hit back with, "Sure you have buddy, I can always ask your mother if that's true. She's literally standing just here."

"Uhm no need for that, we're running late anyway."

Jill and Becky looked at each other and burst out laughing.

"I like you already!", Jill told Becky, "I can see he has met his match in you!"

"Yeah Mrs. Madison, I'm not going to be one of his many, maaaaaaany girlfriends he brings around the house as he claims."

"I would very much like that Becky, and please, call me Jill. Only my students call me Mrs. Madison!"

They both giggled again.

Jack quickly grabbed what he needed and pulled Becky out the door again.

"See you later mom, don't wait up for me, okay?" he yelled as he was going down the stairs towards his truck.

"Bye Jill, it was nice to meet you." Becky yelled over her shoulder.

"You too Becky, come round again soon!"

She looked on as the two darted towards his truck.

"Young love!" she thought to herself and for that brief moment missed being young again herself.

"You two must be careful tonight!" she yelled out at them, but by then the doors were closed and the truck started up. Jack revved the V8 motor a few times, and then they drove off.

Jill closed the front door and leaned back against it. Relief washed over her, her son was happy again and he found someone that could heal the scars of his heart.

*****

Jack and Becky had been dating for almost six months when Jack burst into the front door one evening, just before 11pm. He slammed the door behind him and the tears were streaming down his cheeks. Jill knew something was seriously wrong.

"What's wrong honey?" Jill asked.

"It's over, we're done!"

"What's over, who's done?" she asked again, not knowing what he meant.

"Becky! That's who! We're over! She fucking dumped me tonight!" he burst out crying.

Jill tried to get more information out of him, but it was useless. He was not in a state to communicate with her further.

In the following days she learned that Becky had dumped him because as she claimed, he was "distant" and had "commitment" issues, and lashed out whenever she talked about their future. The issue that Jill thought was a thing of the past had raised its ugly head again. Her fucking ex-husband somehow still had a way of messing up their lives!

The next two weeks were rough, on both of them. Jack went out every night with his friends and tried to drink the memories of Becky away. She was seriously worried that he was going to get into an accident and kill himself or another innocent person.

She tried to talk to him about it, but he wasn't interested in talking to his mother about relationship issues and would get in his truck and drive off again.

She let him be, hopefully he could get over it soon. Pain, as they say, is only temporary! He needed to deal with this his own way.

*****

Jill was woken up by Jack's truck as he parked in front of the house and revved the engine a few times. She heard him walk up the stairs of the porch and struggle to unlock the front door in his drunken state. She looked over at the clock on her bedside table. It was 3:15am. He eventually got the front door open and it slammed close behind him again. He almost knocked over the small entrance table next to the front door with nik naks she collected over the years. He stumbled down the hallway to his room, put the light on and the radio. By now she was wide awake and happy at least he made it home safe.

She lay in bed for about 15 minutes and was about to drift off into sleep again when her phone on the bedside table next to her vibrated. She ignored it at first. It vibrated again. Who was messaging her at this time of day? She picked up her phone to see what was going on.

Both messages were from her son. She opened them.

She immediately noticed they were not intended for her, but was meant for Becky.

In his drunkenness he did not realize he clicked on her name instead of Becky's in the recent chat section of his messaging app.

She continued to read the lengthy messages.

He pleaded with Becky to take him back, that he had learned from his mistakes and was ready to fully commit to her and their future. She felt bad for her son as she read the words.

She was still busy reading the second message when as third arrived.

It was a blurry photo with the caption, "I miss Becky, and I know she misses me too :)"

Jill clicked on the small download button.

Her phone fell out of her hands and onto her chest.

She was shocked. Did she just see what she thought she saw?

She waited a few moments, then nervously picked up her phone again and brought it closer to her face. Her heart was racing.

"Oh my!" she said out loud.

She quickly put her phone back down onto her chest, face down. It was what she thought it was.

Her eyes were big as saucers and it felt like the room was spinning around her as she looked up at the ceiling.

She eventually got the courage to pick her phone back up again, almost expecting the photo to be gone, but it wasn't!

Her tired eyes focused on the image on the screen again.

It was Jack's cock and he was fully erect!

Her eyes traced the outline all around it and then again from the tip to the bottom.

Somehow, she could no longer look away. She was entranced by his manhood. He had shaved his balls, and what seemed like a good 7 inches, were sticking straight up in the air through the opening in his jeans when he unzipped himself for more room.

Jill caught herself instinctively licking her dry lips when she looked at the pink circumcised mushroom shaped head of his member.

"You shouldn't be looking at this Jill!" she told herself out loud, then preceded to use the fingers of her left hand to zoom in on the small screen to get a better look.

She licked her lips again.

Her brain went blank as she continued to stare at her son's cock and before she could react on the messages in any way, she heard a small thud sound coming from his room.

"What was that?" she thought to herself.

She wasn't going to get up initially to investigate, but her motherly instinct got the better of her.

She slid out of bed, wearing only her favorite green satin nightie and slowly walked towards the light coming from behind the open door of his bedroom.

Jill's heart was racing as she didn't know what to expect, so she peered around the door.

Jack was laying on his back, eyes closed, the music still coming from his radio.

His left arm was hanging off the side of the bed and just below it, his phone was on the ground. The screen was still lit up.

"He just dropped his phone on the ground Jill." she reassured herself.

She went in and bend down to pick it up.

When it was in her hand she looked up and straight into his cock.

She was hit by a wave of shock a second time in the span of a few minutes.

There she was, about 3 feet away from her son's manhood and it was still semi erect. This was real, not a small photo on her screen.

She quickly got up and put his phone next to him on the bedside table and turned towards the door to leave, but she froze in her steps.

"You can't leave him like that Jill, at least give him some decency." her inner mom voice said.

She slowly turned around to face him again, his cock still exposed for the world to see.

Her feet felt heavy as she walked closer to his bed. The plan was to just cover him with his blanket, but he was laying on top of everything.

She put his left arm back onto the bed next to him as she weighed her options.

Another option quickly presented itself, she could just pull his boxers back over his penis, that way at least the worst was taken care of.

She slowly reached out to pull the elastic waistband out from underneath his balls.

Just as it was freed, he left hand grabbed her right wrist tightly.

She gasped as she looked up at his face, but he was seemingly asleep or passed out, she wasn't sure.

"I knew you couldn't resist my cock Becky; you've always loved it." the mumbled words came from his drunken lips.

Without notice he pulled her right hand up and placed it on his member, her fingers instinctively wrapped around the shaft.

She was paralyzed with fear.

"Don't be shy, I know you want to." he said as he used her hand to gently stroke his cock.

It quickly came alive in her hand again and within a few seconds were rock hard again, just like it was earlier in the photo on her phone.

Jill tried to remove her hand from her son's privates, but he stopped her.

"Please Becky, don't stop. I love you!" his words were filled with pain and sadness.

It broke her heart, that in some strange way she was to blame for this, the pain he was feeling. Her fucking ex-husband broke him and now another person he loved broke his heart again.

Jill was overcome by guilt.

He moved her hand up and down again on his cock, but after a minute his right hand dropped down next to his body.

A few seconds later Jill realized this and that she was actually stroking her son's erection all on her own.

As shocking of a sight it was to her, the guilt she felt inside was much worse. If she could make him feel even just a little bit better, she was going to do it.

She sat down on the bed next to him and readjusted her fingers to get a better, more natural grip around his raging hardon.

Her hand slowly worked its way up and down, from the mushroom tip at the top all the way down to the base, and then back up again.

This continued for a few minutes and he started to moan softly in response.

"Argh Becky, it feels so good, please don't stop."

The mother inside her was happy her son was feeling better, but by now the woman inside her had also woken up.

It been 4 years since her divorce and she haven't been with a man since. Sure, she had ordered a vibrator online to care for certain womanly needs, but it was not the same as feeling the warm manhood of a lover who responded positively to her touch. Her pussy was getting wet and she missed this feeling immensely.

"What the fuck are you doing Jill? You are jerking off your son and you are enjoying it!" her inner mom voice tried to pull her out of it.

She paused her stroking and exhaled deeply, trying to clear her head and calm her beating heart.

"You are already stroking his cock, you might as well finish it. You owe it to him and yourself!" her inner woman countered.

"I love you Becky!" the words came from his mouth again.

That was enough for her to make her decision, they both deserved this, so she continued.

It wasn't long after choosing this path, that another idea popped into her head.

A very slight, naughty grin formed on her face.

She looked around the room to reassure her nobody could see them and what she was going to do.

With the coast confirmed clear, she let go of his penis and stood up.

She slid the strap of her nightie off her left shoulder, and then the right, causing it to instantly fall down to the ground and it formed a pile around her ankles. She stepped out of it and looked down at her naked body.

Her soft pale skin was electric with desire, and her nipples erect with excitement. The index finger of her right hand moved through her dark bush and brushed over her clit a few times sending shock waves up her spine, before inserting the finger into herself.

She was soaking wet as she fingered herself next to her son, and then brought it up to her mouth and sucked her own juices off her finger.

By now Jack's mom had left the room and only a woman consumed by lust remained.

She got back onto the bed and lifted her left leg over his lifeless body and placed it on the other side.

She were on all fours over his legs, and when she was comfortable, sat back onto her heels, her pussy almost touching his knees.

In her final moment of possibly backing out, she looked at his face, his eyes still closed. She saw the boy she gave birth to 19 years ago that has grown up into a handsome young man, then her eyes moved down across his chest until they came to a stop, locked onto his 7-inch erection pointed straight up.

"You shouldn't be doing this Jill!!" she heard herself saying.

"I know!" she answered herself.

Then she licked her lips again and bend her torso and head over towards it.

Her mouth came to a stop just before they touched him. She could practically feel the heat radiating off his manhood and onto her face.

She pushed forward with the final forbidden inch and her closed lips made contact.

She could feel his precum on her dry lips and paused for a moment, looking up his face again.

His eyes were still closed as she let go of any hesitancy she was still feeling.

She lowered her head onto him and felt his mushroom head parting her lips as he slowly entered her mouth.

She couldn't believe what she was doing, and more importantly, how horny it made her.

She pulled her head back up, pulling the head out of her mouth, her lips still trying to hold on for dear life.

Jill quickly looked around to room again for any possible witnesses. Satisfied that they were indeed alone, she went back in.

She was no longer timid, she was a confidant sexual creature with a burning desire that needed to be satisfied!

He entered her mouth for the second time, but this time she was not holding back. Her lips tightly wrapped around his shaft and her neck muscles pushed her head down, down, down until her lips reached the bottom.

"Fuck Becky! Argh that feels so good!" her son's moans coming from above her head.

"Fuck Becky..." she screamed in her mind, "it's mommy making you feel this good!"

Her wet mouth continued its journey up and down her son's erection. Her tongue would swirl around his pink mushroom head a few times each time her mouth reached the top.

Her ex-husband always loved this, and judging by her son's moans, she still had it.

It made her super horny as well and the fingers of her right hand soon found her moist clit. She was resting her upper body on her left forearm next to his hips, while her head was bobbing up and down his shaft. Her ass were pushed up into the air, she would have gladly let another man take her from behind right then, but she had to be content with her fingers furiously rubbing her clit. Every once in a while, she would slip two or more fingers into her pussy, finger fucking herself for a bit. All this while never stopping to pleasure him with her mouth.

A bomb could have gone off beside her and she would not hear it.

As you can imagine neither of them could last very long during all of this stimulation. Her plan was that once she reached ecstasy, which was near, she would finish him off by hand afterwards.

What Jill didn't realize in that moment was that she had unwittingly increased the tempo and intensity of her head bobbing as she was nearing climax.

Without notice Jack's right hand grabbed the back of her head and forcefully pulled her down onto his cock, her lips coming to a stop just above his balls. He did not release his grip as loud moans and grunts started coming from his mouth.

Then she felt it.

The first blob of semen landed on her tongue, followed by two more ropes of thick, warm cum hitting her in the back of the throat. She had not paid attention to him reaching the point of no return and he was now cumming inside her mouth.

This, combined with her fingers furiously stimulating her clit, was too much for her.

It felt like she fell over a cliff, and a feeling of weightlessness took over her body as wave upon wave of ecstasy washed over her like the ocean. From the top of her head, over her breasts swinging freely below her, through her clit until it reached her toes. She was also moaning with his cum covered cock still in her mouth.

She was having the most intense orgasm of her life while her son was also emptying his balls into her at the same time.

Without a conscious thought from her brain, she spontaneously started to swallow.

She realized what she was doing and the thought of becoming her son's cumslut made her orgasm only more intense than it already was.

When he eventually stopped cumming and there was no more semen for her to swallow, his cock stopped twitching in her mouth. By now her own orgasm had also released her body from its grip.

She lifted her head up and his cock pulled out of her mouth slowly.

She was panting and needed a few moments to regain her breath, and for her brain and normal thoughts to start up again.

Jack's eyes were still closed and he was completely spent. Jill looked down at her son's erection again, and apart from it being wet from her saliva, there was no evidence that he had just ejaculated. She had emptied his balls with her mouth and swallowed his entire load.

"You little whore!" she congratulated herself in her mind.

She did feel a little bit ashamed immediately afterwards, this was not normal behavior from a mother. Normal people don't do these kinds of things.

She tried to justify her actions to herself. They both needed this, but she needed it more than she could have ever imagined. Four years of pent-up sexual frustration washed away in a single event.

But the reality of the situation was setting in.

She got up and carefully climbed over him back onto the floor and put her nightie back on. She reached over to her son and pulled the elastic waistband of his boxers over his penis and tried her best to close his jeans back up again, with some success. She switched his radio off and was about to switch the light off and leave when she remembered something.

"His phone! The fucking messages and photo he sent!" the self-preservation part of her brain kicked in.

She quickly picked up his phone and opened his messaging app. The messages she was looking for were right at the top. She deleted the two text messages and especially the dick pic so there were no evidence of this ever happening.

Afterwards she put the phone back down, switched the light off and pulled his bedroom door close.

By now it was way after 4am and she was dead tired.

She got into her own bed, the ecstasy of her earlier actions still coursing through her mind when she drifted into sleep a few minutes later.

*****

It was about 11am when Jack walked into the kitchen, Jill was preparing for their traditional Sunday evening roast.

"Good morning mom" he said as he sat down at the kitchen table.

"My head is killing me, I had way too much to drink last night!" he added.

"Morning honey, did my little boy at least sleep well?"

"You must be starving too?" she continued.

She put a plate of pancakes she made earlier and a glass of orange juice in front of him and kissed him on the cheek.

"Thanks mom! Yeah I'm starving and I slept like a baby last night."

"And please don't call me your 'little boy' anymore. I'm a grown man now and technically the man of the house too."

"Oh, I'm sorry sir, you are right." she chuckled as she walked back to the kitchen sink.

"From now on I will treat you like a man, I mean, THE MAN of the house." her chuckles continued.

"Thanks mom, I would appreciate it."

"In fact, you can start by doing more of what you did in my room last night!"

The plate she was holding fell to the ground and shattered into a thousand pieces.

END