Prologue:
As Mary got on in years she found it increasingly difficult to start a new relationship after the death of her husband. To make matters worse, her son Matt who had grown into his late teens and began assuming the role of the man of the house which Mary feared would cause tension if a new man were to enter the scene. Having established an equilibrium in her home, Mary decided leave things as they were as she felt no need to upset the balance in her home, that is until an unforeseen situation took this balance and flipped it on its head. Weather this was for the better or worse was up to Mary to decide…
Matt descended the stairs into the living room as he was preparing to leave the house for the day. Being a Saturday morning he couldn’t agree with the idea of being trapped in the house for the entire day so he decided to arrange a meetup with his friends. As he entered the living room he found his mother sitting on the couch which wasn’t really abnormal however,what he found odd was she was sitting in complete silence as there was no TV or radio on.
“Mom, are you ok?” Matt asked as he instantly felt troubled by the fact that she was just staring at a wall.
“Oh hi honey, didn’t see you there.” Mary replied, snapping out of her daze.
“Is everything ok?” he asked once more.
“Yes everything is fine dear. Don’t worry about me.” Mary replied and continued staring at the wall. She was once again broken out of her daze when she heard the sound of a couch cushion deflating as someone sat on it.
“Arent you going to meet with your friends?” Mary asked with a dull tone of voice which concerned Matt even further as he knew her to be a bit more cheerful that she was at present.
“Yeah im cancelling that. Something is up with you and im going to get to the bottom of it.” Matt pressed the issue as he folded his arms, signalling his preparation to be rooted in that spot until he received a satisfactory answer.
“Oh my gosh it’s not that big of deal for you to cancel your plans, go have fun!” She said trying to make light of the situation but Matt just stared at her with his arms folded and blank expression on his face.
“You know you can be just as stubborn as your father sometimes. If I tell you will you drop it and go?” Mary asked, finally giving in but Matt’s only response was to raise his eyebrow as if waiting for her to spill the beans.
“Ok so I just got a call from my doctor’s office to inform me she had to leave the country for an emergency so they have to cancel my appointment which was set for today.” Mary answered trying not to give out too much detail.
“And? You can’t tell me you are all bent out of shape over a checkup?” Matt said bluntly. Mary was taken aback by his bluntness and decided to reply with the same tone.
“Well if you must know, the appointment included a very much needed enema because I’m really not feeling good right now.” Mary shot back at him and was surprised when she noticed him giggling.
“Why don’t you just go to another doctor for that, I’m sure someone else can help you flush your guts.” He said almost bursting at the seams trying to hold his laughter in.
“It’s not that simple. It’s a very intimate procedure and I don’t want just anyone poking around back there!” Mary said with irritation quite evident in her voice.
“I don’t know what I’m going to do.” She added as she shifted in her seat while rubbing her stomach and letting out a groan. Matt then started to realise this situation might be a little more serious than he is making it out to be.
“Why don’t you visit the pharmacy and get one of those DIY enema kits?” He said as he tried to put on a straight face.
“I tried that already and it didn’t quite work out.” She said as she became more irritated and then suddenly had the look on her face as if a light bulb has just went on in her head.
“I know! You can help me!” She blurted out catching them both off guard. Matt’s eyes widened as his brain digested the words he had just heard.
“Help you how? I mean I’m no doctor the last time I checked.” Matt responded quickly.
“The reason I couldn’t get it to work is because I couldn’t see back there and fumbling around aimlessly was getting me nowhere so if I have an extra pair of hands, this will go swimmingly.” She said sounding quite pleased with herself as if he had already agreed.
“I don’t know, this is a bit weird.” Matt responded.
“Yes I know honey but you are the only person I can think of that I trust enough to help me with this and I really need to get it done ASAP before I fall ill.” Mary said, laying down an extra layer of severity just to make sure he agreed. Matt thought about it for a few seconds and then gave nod.
“Ok, I don’t know how much help I wil be because I don’t know anything about this but I will willingly help as I can see you aren’t in good shape.” Matt answered honestly. He was not at all comfortable with the situation but knew his mother had no one else to turn to.
“Great! Meet me in my bathroom in 10 minutes.” Mary responded and she shot up out of her seat and zoomed up the stairs with a new breath of life in her which Matt couldn’t help but find somewhat amusing.
He sat in the living room and waited for what he guessed was 10 minutes before he stood up and made his way to her bathroom. He entered slowly as he looked around not sure what he was walking into and found his mother sitting on the edge of the bathtub wearing her morning gown. To her left on the floor sat a small bottle with a tube attached to it and in the sink was a bottle of oil placed in steaming water.
“Oh great, you are here. Lets’ get this over with before I lose my nerve. Mary said as she stood up and placed a floor mat next to the bathtub. Matt walked toward her slowly not knowing what he should be doing and so she began explaining.
“Ok so that last time I tried this, I couldn’t get the tube in so this is where you come in.” She said as she loosened the belt on her gown and pulled it back over her shoulders, letting it drop to the floor leaving her standing in nothing but a white bra. She then proceeded to kneel next to the bathtub on the floor mat she had placed and used her elbows to prop herself up against the edge of the bathtub. Matt stood in shock at how nonchalant she was being about being butt naked in front of him.
“Ok honey, it’s really quiet simple. The bottle here next to me has been filled with a cleansing solution. All you need to do is use some of that oil that I have warmed up, lubricate the end of the tube, stick it in my butt and hand me the bottle, I will do the rest.” Mary said casually as if this was an everyday activity they were engaging in. Not wanting to disappoint, matt stepped forward and removed the bottle of oil from the water it had been warming up in. He held it closely to his chest as he slowly walked forward and stopped behind his mother who was now leaning over the edge of the bathtub with her ass facing toward him. He got down on his knees behind her as he tried to figure out how to go about this task. Deciding not to make too much of a big deal out of it, he removed the cap from the bottle of oil and dipped the end of the tube in it, ensuring it had been completely covered. With shaking hands he moved it toward his mother who then reached back and spread her ass cheeks apart. She did so to enable him to complete his task without any obstructions however in addition to that, she was now giving him a full view of her nether regions. Matt tried not to let his mind venture into a sexual state but found it incredibly difficult as he noticed her asshole and pussy lips looked incredibly appealing even for a woman in her early fifties.
Not wanting to allow himself to be drawn in, Matt quickly tried to get this over with and began gently pushing the tip of the tube against her puckered asshole. He tried a few times but to no avail as her asshole proved to be unwavering and unwilling to allow entry to this foreign object which caused Mary to let out a little giggle.
“This is the trouble I went through the last time. Nothing has ever been in there before and it’s very much unwilling to open up for any visitors.” Mary said as she continued giggling thinking they had reached the end of their task as she was ready to call it an unsuccessful venture and throw in the towel. Matt bit his bottom lip as he thought for a second and then picked up the bottle of oil once more.
“Maybe we should try getting you to relax back here.” He said and before she could even respond she felt what she guessed were his lubricated fingers caressing her asshole in an circular motion. Mary kept quiet as she tried to still her thoughts and focus on relaxing her asshole to allow the tube entry but the feeling of having lubricated fingers caressing her asshole was a sensation she was not prepared for at all. Matt tried to insert the tube again but her asshole was still locked tighter than a vault which caused the tube to just bend against her puckered asshole. Matt was now determined to complete his task and began thinking of ways to release her reluctant asshole. He applied more oil to his fingers and resumed caressing her asshole but now in an up and down motion and as he did so he began gently applying pressure with his one finger each time it made a pass. At this point Mary had relinquished her role of giving out instructions and was now willing to allow Matt to act independently hoping he will be able to achieve the task she had previously failed to. Matt continued his persistent caressing of her asshole until suddenly the tip of his finger slipped into her asshole which caught them both by surprise. Feeling like he was finally succeeding Matt placed the tube behind his finger and quickly tried to swap the two out but before the tube could reach its destination, her asshole had locked up again and the tube simply bent against it.
Growing frustrated, Matt decided to go full steam ahead and was pumped full of determination to achieve his goal.
“I think we need to stretch your asshole a bit.” He said as he resumed massaging her now well lubricated asshole with his middle finger and to his surprise her asshole offered no resistance and simply allowed his finger tip to enter. Growing more bold Matt decided to push his finger in a little deeper and added a second finger for good measure.
“Oh my.” Was all he heard from his mother as she continued to hold her ass cheeks apart as her son was now fingering her ass. Seeing his fingers move in and out of her asshole with less resistance than before he tried to swap them out with the tube once more and once again as soon as the tube touched her asshole it puckered up and denied entry causing Matt to let out a sigh of frustration.
“It doesn’t seem to want to allow anything in there except you.” Mary said jokingly as she laughed out loud.
“Yes I can see that. A butt plug with a hollow base would be perfect for this and we would be done by now.” Matt said as he looked around the bathroom trying to cook up another plan.
“Well you have something similar poking against the front of you pants.” Mary said jokingly, trying to tease him and make light of the situation.
“What?” Matt said in confusion as he looked down and noticed for the first time during this whole event that he was now sporting a pulsating erection.
“No mom, it’s not like that!” Matt tried to explain in a hurried manner which caused Mary to laugh out loud.
“It’s ok honey don’t worry about. I put you in a compromising situation so I can’t get upset with you for your body having a natural reaction to the situation.” Mary said as she tried to get her laughter under control.
“I know it’s just…I’m not even thinking of it in that way I swear.” Matt continued trying to plead his case and redeem himself against his body’s betrayal.
“For real sweety, it’s ok. In fact I will even go as far as saying I’m flattered that a young stud like you could find my lady bits attractive, it’s just a pity it has to remain a joke as your human butt plug over there would do the job perfectly.” She replied as her laughter subsided and she raised her upper body in order to wrap this up and tidy up the bathroom.
“It just might work actually.” Matt said in a low voice. Mary was stunned and couldn’t believe she what she had just heard.
“excuse me?” She said, all traces of laughter were now absent from her face and voice.
“I’m just saying, it would stretch it out just enough for me to get the tube in before it closes up again.” Matt said, sounding scientific about it all the while not removing his eyes from her glistening puckered asshole. Mary felt her heart begin to pound in her chest as she realised where this was going and couldn’t believe she had been stupid enough to instigate such a situation knowing it would probably go wrong.
“No, I don’t think so.” Was what she thought and had said in her mind however,
“I guess it’s worth a try.” Was what actually came out of her mouth. She was shocked as if another person had said it using her mouth. She immediately tried to retract her statement and call the whole thing off however her body refused to follow her commands and instead, she felt her upper body lowering itself again until her silk covered breasts touched the cold surface of the edge of the bath and to add an extra layer of shame, she felt her hands reach back and spread her ass cheeks once more.
As if trapped inside her own body, she looked back and watched her son undo the zipper on his pants and pull them down along with his underwear to release his throbbing cock which now stood free and proud. She looked on in horror as Matt tilted the bottle of oil and a long stream began pouring out onto his cock and began engulfing it to which he wrapped his hand around it and gave it a few slow stroked in order to ensure the oil had completely covered it. He felt satisfied with his efforts as he released his grip on his cock and grabbed a hand towel from the rail with which he wiped his hands meanwhile Mary just stared at his cock which was so thoroughly lubricated, its surface glistened as if it were made out of polished glass.
“oh that will do nicely.” Mary heard a voice in her head speak only for her to realise it was her own thoughts she was hearing. Mary struggled as she summoned up the courage to put a stop to this and finally spoke.
“Ok honey we can stop now.” She said however those words were only spoken in her mind.
“Go ahead honey, stretch me out.” Were the words that actually left her mouth. She was mortified at how her body and subconscious could betray her so quickly. She was aware she had not been sexually active in the last decade however she had no clue about the sex hungry nympho that had developed under the service and had been searching for an opportunity to act no matter who it was with.
Mary felt herself assume the position as she watched her son move his hips closer to hers. She soon felt the throbbing tip of his cock press against her asshole as if it were knocking on a door requesting entry and to both of their surprise, her asshole offered no resistance and quickly swallowed the head of his cock causing them to booth freeze in place.
“My ass has never been penetrated before so stay still and let me set the pace, ok honey? Mary said. They both could not believe the filthy words that were dripping from her lips however Matt was revelling in seeing his sweet and nurturing mother behaving so lewd and out of character. He did as instructed and before Mary could think of what to do next she felt her hips move back slowly, inch by inch until she felt his balls press against her labia.
“Ooooo, I can tell you now an enema certainly doesn’t reach this far up before being pushed back out.” She said as she slowly moved her hips from side to side as if trying to ensure his cock was nestled in her rectum as deep as possible.
“Its so warm in there mom.” Matt said as he his brain was nearly overwhelmed by the sensation of being inside a well lubricated asshole.
“Why thank you sweety. You are the first to ever be in there so I’m glad you are enjoying it.” She said as she slowly bagan rocking her hips back and forth. The sensation of an erect throbbing cock filling up her rectum made her roll her eyes back in her head as she felt her son’s cock caress and massage areas inside her that had never been touched before. At this point Mary had given up resisting and realised her body and mind were going to go through with this whether she was with it or not and all she could do was be a passenger and look on with the knowledge that she started this whole thing.
Mary continued rocking her hips back and forth until she felt she had adjusted well enough to the welcomed intrusion to her body.
“Ok honey you can take over now.” Mary heard herself say as she stopped moving and waited in anticipation of her first anal sex experience. She took a deep breath as she felt her son move his hips back until just the head of his cock remained inside her. He reached forward and placed his hands on either side of her waist and slowly moved his hips forward, burying his cock in his mother’s ass once again.
“mmmmh!” Was all she said as she felt him fill her up again and began repeating his movements slowly. It didn’t take long for his body to take over as he began to increase the pace of his movements until they were now firm and powerful thrusts. Mary was forced to release her grip on her ass cheeks as she reached forward and quickly placed her hands on the floor of the bathtub in order to steady herself as Matt’s thrusts were increasing with force and although she was quite positive her asshole had now been stretched enough to allow the tube to enter, she began pushing back to meet his thrusts causing his balls to make an audible slap against her now wet labia.
“Oh fuck!” Matt said as he removed his hands from her hips and grabbed a handful of ass cheek in each hand, spreading them wider than she had previously done to the point where he now had an unobstructed view of his cock moving in and out of his mother’s oiled asshole. He grunted as the view he had now gained fuelled his thrusts granting them more power than before. Mary had to stop her movements and concentrate on steadying her body as his thrusts were much too powerful for her to match. She chuckled as the term ‘packing fudge’ crossed her mind as her son’s cock was literally rearranging to contents of her bowel at the moment however, the surprises that were lined up for Mary were not yet done.
Being taken in by the moment, Matt widened his knees to allow for better control over his thrusts and in doing so his body was now lower than it had been previously. Mary let out a loud gasp as she felt the sudden impact of his balls against her clit as he began thrusting with more vigour. He began groaning as the new angle of penetration had his cock head hitting against the walls of her rectum with more pressure. Before Mary could try to readjust herself she felt another thrust coming her way and braced for impact as his balls smacked against her wet and swollen clit causing Mary to let out an involuntary moan of pleasure as her son prepared for another several thrusts until his pace as up to its previous speed.
“Oh my God, this is happening.” Mary said as she threw her head back and held on as her son continued thrusting. The combined sensations of her asshole being stretched along with the feeling of having her clit repeatedly beaten down by his balls had her letting out shameless moans of pleasure when she suddenly heard the words that no mother should hear.
“Mom…im so sorry but…” Matt said between grunts.
“Im about to cum!” He added as his grip on her ass cheeks increased in strength to the point where she thought he was about to tear her ass at the seam. Mary wanted to stop this as she felt like the line had been crossed long ago but there was no coming back from what was about to happen. She spoke her words but her body betrayed her once more as she heard different words escape her lips.
“Don’t be sorry honey.” She said between moans of pleasure.
“Don’t hold back and do what I asked you to come in here and do for me which is to pump some warm fluids into my asshole.” Mary said as she felt his cock begin to pulsate and a gush of liquid began filling her bowel almost immediately after she had given the go ahead however, as he fulfilled her wish, he gave once last thrust in order to bury his cock as deep in her ass as possible and in doing so gave her clit the last smack it needed to send her over the edge. Mary began quivering as the orgasmic sensations she had longed for rolled through her body from top to bottom causing her to moan and squeal in pleasure. Meanwhile Matts’ orgasm had already begun subsiding when he felt a strange warm gush of liquid cover his balls and inner thighs much to his delight.
The pair stayed in place as their heaving bodies tried to calm down from the incestuous entanglement they had just engaged in until Matt began to feel himself go flaccid and his now spent cock slipped out of his mother’s gaping asshole. With his grip still firm on her ass cheeks he looked down at her gaping asshole and smiled as he watched his the cum that was almost pulled out by his cock ooze back down the walls of her rectum until it was out of sight which prompted him to release his grip on his mother’s ass and as he did so, it was as if his eyes captured the sight in slow motion as her glistening asshole puckered closed and her ass cheeks giggled from the impact of hitting each other.
Mary had finally managed to catch her breath when she turned around the look at her soon who initially had a look of pleasure on his face but once he noticed her watching him, his facial expression began to morph into one of fear. Before he could speak Mary interjected.
“Now that is what I call an enema! Who needs to go to clinic when they have you around.” Mary said with slightly laboured breath, looking quite pleased with the results of the request she had made of her son. Mary raised her upper body off of the bathtub ledge and stood up but as she did so, she immediately felt the pressure build up in her bowel.
“Honey I don’t mean to cut this short but you did such a good job that I now need to let my bowels do their thing.” She said vaguely as she gestured him to leave the bathroom to which he obliged. Mary sat on the toilet seat in preparation for her normal routine after an enema but as she watched her son close the door behind him, she had a flashback of watching him oil his cock before sliding it into her asshole and she was suddenly engulfed in a sense of pride that her very own son found her attractive enough to defile her without giving it a second thought.
Matt found himself sitting in the living room where a few hours had passed and he had not heard a peep from his mother. He grew increasingly worried about what he had just done and criticised himself for taking advantage of his mother in such a barbaric way. As the guilt washed over him he still couldn’t get the image of his cum oozing down into his mother’s gaping asshole out of his head which began to arouse him despite his feelings of guilt. As he struggled with his inner confilct he was snapped out of his daze by his mother’s voice.
“Oh wow honey, I’ve never felt such relief in my life! That has to be one of if not the best enema ever given in the history of enemas.” She said as she walked into the living room and sat down on the couch. Matt looked over at her and couldn’t believe how her mood had changed so drastically in contrast to what it was a few hours ago.
“Mom…I’m sorry about what I did.” Matt said as he shamefully turned his gaze to the floor.
“Sorry about what?” Mary asked with a look of pure confusion on her face.
“I’m sorry for taking advantage of you like that, I’m such a bad son.” He said as he continued looking down at the floor in shame.
“Nonsense!” She said, causing him to look at her with a startled expression on his face.
“You were no such thing, in fact I would say the opposite! I don’t know many people that would help their parent in such a way and to make matters worse, use their own body for the betterment of their parent. If anything, you are a great son!” Mary said sounding annoyed that such thoughts would even cross his mind.
“Yes but you asked me to help you with a medical condition and what do I do, I go and put my dick in your ass and fuck it!” Matt said, further chastising himself.
“Hey watch your language! You may have just fucked my ass but I’m still your mother!” She responded.
“Besides, you stretching me out like that AND adding some much need lubrication to my insides helped clear me out like never before, it’s amazing!” Mary added as she smiled thinking about the sight of him oiling his cock again.
“Well I suppose…” He began but was cut off by her as she stood up and walked over to standing in front of him.
“No, I don’t want to hear another word out of you about this! You helped me and I’m thankful, that’s all there is to it.” She said with her hands on her hips as if giving him a stern talking-to.
“While we are on that note, you just walked down here and sat on my couch straight away, did you even take a shower?” Mary asked, getting annoyed with his behaviour.
“Well no I didn’t, but…” He tried to respond but was cut off once more.
“But nothing! You just had your cock up my ass and it didn’t occur to you that you need to clean yourself up? Well since you want to act like a baby I will treat you like one…take it out now!” Mary instructed in a stern tone.
“Wh…what?” Matt asked, his head spinning with confusion.
“You heard me, get your cock out so I can clean it, don’t make me ask again.” She responded.
Unsure of what to do as he had never seen his mother behave this way and out of confusion he undid the zip on his pants and pulled his semi flaccid cock out. Mary began salivating as soon as she laid eyes on it but tried to keep her ruse up.
“My my my, what a dirty young man you are. Casually sitting here in the living room with a cock that’s just been in your mother’s ass. I will have to make sure I clean it up properly because I doubt you will!” Mary said as she got down on her knees between his legs. Matt was so confused and thought maybe she was playing a prank on him until his eyes widened in shock as he watched his mother lower her head into his lap and take his semi flaccid cock into her warm mouth. She slowly sucked his cock until it was fully erect once more before releasing it from her mouth.
“Wow, I can still taste my ass on your cock!” She said before diving back down and resuming her cleanup task. Matt was beyond confusion now and just sat back as he watched his mother shamelessly suck his cock until she was satisfied it was clean. She then leaned back and released his cock from her lips with an audible pop.
“I have to say you have a nice little package.” She said as she stayed on her knees. She parted her gown to reveal her now naked breasts and smiled as his eyes were instantly glued to them.
“It makes me so horny just looking at.” She added as she ran her hand down the middle of her body where it found its way between her legs and she began rubbing her clit while she watched him star at her breasts. It was as if his mother had been possessed by a sex hungry maniac and he had the unfortunate and fortunate pleasure of being the nearest victim. His eyes trailed back up her body to her face where he noticed she was blatantly staring at his erect cock while biting her lower lip.
“Um…mom…are you ok?” Matt asked. His voice sounding confused and concerned simultaneously.
“I’m fine honey. But you know I was thinking. It’s been a really long time since I’ve had a man have his way with me.” Mary said as she stood up and slowly walked toward him.
“And apart from what happened in the bathroom, I’m assuming your cock is hard right now because you like what you see…correct?” Mary said as she stood between his legs and dropped her gown on the floor. At this point Matt was so captivated by her seduction that all he could do was nod with his mouth opened as he starred his naked mother up and down.
“So is it safe for me to ask my son for one more favour today?” She asked as she straddled his hips and looked him dead in the eyes to which all he responded with was a vigorous nod. She chuckled at his response as her heart raced from the thought that she could seduce him so easily. She leaned forward and whispered seductively in his ear.
“Can mommy sit on your cock until it feels better?” She asked salaciously, her voice dripping with seduction as she wrapped her hand around his throbbing cock and waited for his answer.
He gave her a final nod and with that she seductively licked his ear and kissed his cheek as she lowered herself into his waiting cock. She let out a deep moan as he bottomed out and felt their hips touch each other as she got comfortable on his cock.
“You were such a good boy for filling up my backside, now I’m going to need you to do a thorough job and fill up the front.”…