Making Mommy Cum with Friend's Help

In this short story a son asks his mother to have a threesome with his childhood friend. His motives, however, aren't just as simple as wanting to be a good buddy. After all, his mother is the most precious woman in his life...

Cast:

Alice: A single widowed mom. She's a gorgeous 39 year old woman.

Jay: Alice's only beloved son. He's 19 years old. Actively engaging in a sexual relationship with his mother.

Nate: Jay's childhood friend, couple months younger than him. Has a thing for 'auntie Alice' since he can remember.

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"Mom, please!" Jay tightly wrapped his arms around his mother's belly while pressing his head against her back. She knew him too well: he wasn't planning to let go anytime soon, so she put down the knife she was using to chop the vegetables for the dinner and turned around.

"Honey, listen..." Alice put her hand gently on his head. "This sort of thing is only acceptable... between a mother... and... h-her son..." She stuttered while uttering the sentence. She had a hard time believing she just actually said that.

It's been only a couple of months since she started a more intimate relationship with her beloved son. I happened soon after the divorce. Her husband left with another woman and left Jay under her care. That's when they started sharing the bed, she thought it would make things easier for her son and strengthen their bond. Soon afterwards she started noticing how weird he acted around her every time she put on her nightgown or came out of the bath. Inevitably, Jay finally confessed his feelings to his beloved mother. She realized he saw her not only as a mother, but also a beautiful woman he wanted to become one with.

When Jay eventually started taking her panties or stockings from her drawers and "accidentally" entering the bathroom while she was taking a shower, Alice decided to start educating him about sex, which quickly led to "practical lessons" and over the next weeks to casual sex. She never thought of it as an inherently sexual act, she just thought of it as a way to relieve his urges and let him express his love to her as a woman. She loved him too much and wanted to be a good mother.

"That's not true! Nate's mom is always very busy at work and doesn't even have time to spend with her son!" Jay quickly looked down from his mother's gaze. "That's why I'm asking you! He's my best friend. I tell him everything! He never told me directly, but each time I talked about our nights together or the times when you helped clean me up in the bath, I could always see a spark of jealousy in his eye." He took his mom's hand off his head and squeezed it firmly. "Please! Let him join us just once! He's like a brother to me!"

Alice looked aside. It's true that these two were always pretty close. In fact, she really liked Nate and he was always welcome at their household. She didn't feel the same motherly love towards him as she did towards Jay... but she had a lot of affection for him. She looked back at Jay.

"I see... I suppose he shouldn't be left alone then..." She was still a bit reluctant to accept her son's request. He was the one she loved the most, the most precious thing in the world. Now she'll have to share some of that love with another boy. "But we need to establish some rules. I won't allow Nate to have his way with my... pussy. That's something reserved only for the man a woman loves the most. I'll try to please him in some other way... Also, I definitely won't do it if you won't be there with me! I'm doing this purely because I love you so much. Okay, sweetheart?"

"Oh, thank you! I knew you'd come through! I love you mom!" Jay hugged her again, burying his face into her tummy, arms wrapped behind her.

"I love you too, Jay."

Classes on that day dragged out mercilessly. Both Jay and Nate couldn't contain their excitement and anticipation, talking about how amazing this afternoon is going to be. Finally, after what the boys would call an eternity, the last bell rang and they were free to go home - to Jay's place. They grabbed their backpacks and were already on their way as soon as they heard it go off.

"Hey, Nate! Not so fast! My mom's not going anywhere!" Jay was in a playful mood. Nate truly was like a brother to him - they knew each other since childhood and spent many evenings at his place, so Alice was very fond of the boy (so much so she eventually asked him to call her "auntie Alice"). "We've waited for so long, there's no need to rush."

"If you say so..." Nate was obviously very excited. He, just like his best friend, found Alice a very beautiful woman since forever. She was always such a nice lady to him! He hated to admit it, but he loved her a lot more than his own mother. "But let's not waste too much time just standing around. Come on!" The boys strolled down the familiar streets. Jay's place wasn't too far off from here. "Hey, Jay, you asked your mom not to shower this morning, like I told you?"

"Yeah. She was a bit weirded out, but didn't ask any questions." He replied. "I guess she understands why we would ask her such a thing."

"Trust me, you'll see! I've read about it in some health magazine. Something about a woman's smell, the article was titled 'pheromones' or something." He suddenly stopped. "Do you think she'll be wearing these white socks like usual today?"

"I guess?" Jay didn't ever get Nate's fixation with women's feet and legs. It came up in their conversations from time to time. "You could ask her to keep them on if you want."

"Sweet!" Replied his friend, as they approached the front door.

"Mom, I'm home!" Shouted Jay as they entered the hallway. No reply. "Right. She told me she'll be waiting for us in the bedroom."

"Your bedroom or her bedroom?" Nate asked. "I mean, it would be weird doing that in your..."

"Our bedroom. I share it with mom. Haven't I told you before?" Jay walked up the stairs.

"Yeah, you're right." He replied as they approached the bedroom door. "I can't believe we're about to do it!"

"You ready?" Asked Jay pulling the handle.

There she was, sitting on the side of the bed. Alice was wearing her red sleeveless jumper, casual jeans and, granted, white socks she used to wear most often (luckily for Nate who appeared to be a big fan of them). She was a woman of average height and had short blonde hair that flowed down the sides of her head. The boys stood there in awe - yes, 'awe' is the right word to describe it, since Alice was a woman who didn't have to wear revealing outfits to look sexy. She was the type of housewife that manages to look naturally gorgeous in her casual clothing.

"Welcome home, Jay. I'm glad you're here too, Nate!" She said with a beautiful smile.

"Hi, auntie Alice." Replied Nate with a slight hint of blush. "You look stunning today!"

"Oh my, you're being too kind!" Alice laughed, then patted her hands on the sheets of the bed. "Why don't you join me? I've been waiting for you for a while."

The boys approached the bed as told. Jay took off his shirt and started unzipping his trousers. Nate was a bit taken aback by his actions.

"You too Nate. There's no need to be shy today." Alice spoke gently. "We're here to learn something new about our bodies, it's okay."

Nate nodded nervously and started undressing. Jay was already sitting on the bed beside his mother. Nate set his clothes aside and sat next to Alice. He noticed that his friend already had a raging hard-on. His member was still soft which made Nate a little anxious.

"I see you're not yet ready, Nate" Alice spoke softly. "It's natural if a man is a bit afraid of the whole affair. In order for penis to become hard, a man needs some visual or physical stimuli." She lifted her jumper just enough to reveal her breasts. She wasn't wearing a bra at all. Jay knew that beforehand, as his mom never wore a bra while she was at home. It was so he could fondle her breasts freely whenever he felt the need to do so. "Here, you can feel it up with your hand!" Alice took Nate's hand and placed it at her breast.

"It's so nice and soft!" He exclaimed as he started to fondle it with his hand. Jay joined his friend by gently pulling her nipple with his fingers. Both of the boys were very eager to explore her chest area with their fingers.

"Ohh, that feels very pleasant! Always remember to be gentle when you're playing with a girl's breasts like that." She noticed that Nate's member started becoming harder and harder. She took it in her right hand and her son's in her left hand. Nate's eyes became wide with anticipation as he looked down and saw auntie Alice's fingers gently wrapping around his dick. "Is that okay? I'll start to move my hand slowly up and down. You'll notice how pleasant that is for a man after a few strokes." She delicately peeled Nate's foreskin down the shaft.

"Ahhh..." He moaned quietly as he closed his eyes. Alice stopped while still holding his dick in her hand.

"Is everything okay, sweetie?" She looked at him concerned. He nodded lightly and tiled his head back as she continued to move her hand up and down. Jay seemed to be enjoying this as well. It's not like he didn't get a handjob from his mom before, but seeing her work two dicks at a time was much more hot.

"That's right, just enjoy yourselves. That's the most important thing in sex." At this moment Jay remembered why exactly he decided to let Nate join him in on a session with mom. He hoped that maybe this way Alice could finally get some enjoyment out of sex too. She was a very loving mom and wanted to please him as much as she could, but she never thought about her own desires and needs. As much as he tried, he has never managed to give her an ecstatic orgasm she deserved.

"Uhhhh... I don't... I'm sorry auntie!" Nate suddenly bolted upright on the bed and covered his crotch with his hands. "I didn't mean to make your hand dirty!"

Alice looked closely at her palm. She noticed some translucent liquid between her fingers, making them sticky. She smiled and turned her head towards Nate. "Oh no, it's nothing! No need to apologize! This is what's called 'precum'. It comes out of the penis when the man is highly aroused and is ready for intercourse." She looked at her other hand. "Look, Jay started leaking too. Some ladies even appreciate when a man does that." She said and did something incredible - she put each of her fingers in her mouth and slowly sucked the precum off them. "It tastes just right. That means that the both of you are perfectly healthy boys, so there's no need to worry!"

Jay stood up from the bed, his member stiff and pointing towards Alice. "Mom, can we see you naked now?" He said and pushed her gently onto the sheets, then started pulling down her jeans. Nate helped his friend in his task. Alice's long, beautiful legs have been revealed. Jay looked at Nate and made a slight movement with his head, like he wanted to tell his friend something. He understood.

"Umm... Auntie Alice? Would it be okay if you left your white socks on?" His gaze wandered about the floor. "I... really like how they look on you."

Alice was admittedly a bit surprised at the request. She smiled and responded. "Oh, okay! It's no problem. Some men like it when women wear socks or stockings." She pointed one of her feet upwards. "Say... do you by any chance like women's feet, Nate?"

He could swear he felt his dick twitch at the question. He was blushing hard now. "Yes, I admit it... and I really like your feet too, auntie!" He exclaimed like a thug during questioning and looked down.

Alice raised her head, her body resting on her elbows. "Don't feel bad, Nate! It's absolutely okay! Some men just are this way. Nobody should be ashamed of their preferences." She playfully touched Nate's arm with her foot and smiled. "Come here and enjoy yourself as much as you want."

Nate climbed onto the bed and approached Alice. She was lying on the sheets, her legs spread and her pussy hidden beneath her purple lace panties. Jay was sitting next to her, curious about the things to come.

"Come closer, so you can touch my body." Alice made an inviting motion with her finger and Nate didn't have to be asked twice. He walked towards her on all fours, then kneeled in front of her. He then took his hand and started feeling up her inner thigh area. Her skin was silky smooth, warm and pleasant in touch. "That's right, Nate. Nice and slow, your hand feels nice on my thigh. You're a real gentleman."

He looked happy hearing the compliment. Touching auntie Alice's body made it impossible for him to ignore his raging erection. He looked at her, but didn't have the chance to say anything, because she already knew what was on his mind. "Alright, I can see you're very excited. Let's take it slow though. You can touch me again in the same places, now with your penis."

Nate quickly repositioned himself even closer between her legs and started touching her inner thigh with his dick. He slid it eagerly around, smearing precum all over her skin. Even in his wildest dreams involving Alice, he hadn't felt so good and yet he did was touch her thighs with his penis. He wondered what would come next. Would she finally let him take her pussy?

"Auntie Alice, could..." Before he could finish the sentence, Alice bolted her legs upwards and clenched her thighs tight with Nate's dick in between. He watched with his eyes wide as she placed her feet on his chest and started gently moving her hips back and forth.

"This is the most popular position in which a man takes a woman." She said as she continued to move with Nate's member trapped between her thighs. "Of course, the penis is put in the vagina, but that's something a woman should only let her true lover do and no one else." Nate noticed that she grabbed Jay's hand as she spoke. "It's the best position to get the woman pregnant of the couple so desires." He started to move his hips too now. The softcore missionary position felt amazing. Still, after a minute or so he started longing for more. This wasn't the real deal after all, just a tease in disguise.

"Is something wrong?" Alice noticed his movements weren't as fast as before. She could feel his member beginning to soften a little. "You know Nate, sex is all about mutual appreciation. My body is yours, just in this moment. You can do whatever you please, within reasonable boundaries of course." She said and awaited Nate's response.

"Okay, auntie. I think I want to..." He looked down on her feet placed on his chest. He took one of them with his hand and brought it up to his face. He hesitated for a moment, and then moved his head closer and started sniffing. It was fantastic. Very different from what he always imagined, but very pleasant. It was an enjoyable smell, different from some humiliating depictions he had seen in some of the videos online.

"I'm glad you like them. Most ladies appreciate having their bodies worshipped..." She closed her eyes as Nate massaged her foot with his hands while moving between her thighs with renewed eagerness. Soon after, he went a step further and put her toes inside his mouth.

"Ohh, I didn't know it could feel so nice!" She never had a man worship her feet before. It was unexpectedly quite pleasant. "I could get used to that, you know." Nate felt his dick getting much more harder as he heard the words of praise. He rocked his hips back and forth faster and indulged in the blissful foot worshipping and licking.

Jay looked at the scene with great interest. He never thought of doing something like that to his mother. Perhaps she really enjoyed this sort of thing? He realized he himself was getting more and more horny. He moved closer towards Alice's head.

"Mom? May I?" He asked while looking deep into her motherly gaze. She immediately realized what was on his mind.

"Of course, honey." She tilted her head backwards and opened her mouth wide. That's exactly the kind of invitation Jay needed. He raised his leg and positioned himself above her. He then slowly lowered himself into her mouth, feeling her warm breath on his throbbing cock. He went all the way in and felt his mother wrap her lips around his member. He didn't start to move immediately. He wanted to enjoy feeling Alice's skilled tongue dance around his sensitive head. She always gave him amazing head. No matter if he asked her to do it before sleep or to relieve his morning wood. She was a true master.

He closed his eyes and could literally "think with his second head". The sensation was just too intensive and it felt like his every nerve connected to his cock, now inserted deep inside his mother's warm mouth. At first she made circular motions around the head of his penis. The pleasure was overwhelming, it felt as like he was drilling even deeper inside her mouth. She then started to flick her tongue up and down the underside his shaft. He panted and felt blood rush down his body, directly to his cock.

"Oh, mom!" He exclaimed as he pulled his dick out of her mouth. A long string of precum and saliva was still connecting him and her lips. "Oh god, this feels too good!" His breathing intensified and droplets of sweat appeared on his forehead.

"I'm happy I can make you feel so good, honey." She gulped some of the precum mix and made couple extremely lewd clucking sounds with her mouth while teasing him. "Come on, give mommy more! She's very impatient and wants to please her son even more!"

"Aghhhhh..." Jay moaned loudly as he slid down his mother's throat again, this time quickly pulling his cock back up and then back down. He started rocking his dick more aggressively, so much so his balls slapped audibly on Alice's chin.

"Mghhhhh!" She groaned and suctioned her cheeks as hard as she could. Jay always loved her lewd face expressions during blowjobs, but the suctioned 'V'-shape definitely took the cake. Her eyes went wild and seemed to roll back, almost impossibly so. His mother was truly the crazed goddess of blowjobs!

Meanwhile Nate continued to rock dick between Alice's thighs. He had a good view of the scene and couldn't help being jealous of his friend. He wished he could feel her lips and tongue on his cock. "All about mutual pleasure, huh?" He quietly said to himself and suddenly came up with an idea. The boy freed himself from Alice's thigh-clutches, bid farewell to her highly erotic feet and lowered himself closer to her crotch. He then quickly grabbed her lace panties and pulled them down her long legs. It seemed she was too busy to notice what just happened.

Nate threw the panties to the side and moved his head close to her exposed pussy. It was just perfect. It seemed tight, despite the fact that she wasn't in her 20s anymore and she was a mother at that! Nate noticed her enveloping fresh womanly smell as he approached it even closer. "Good thing Jay asked her not to shower before this!" He thought. Her labia was not too large and looked very inviting. Her clitoris was veiled with a cute pink hood. Atop her 'Venus mound' was some neatly trimmed pubic hair. It's color was also blonde.

Nate knew exactly what he was going to do. He quickly placed his thumb just above the clitoral hood and gently pulled it up revealing auntie Alice's sexy pearl. There was no time to waste, he pounced forwards like a predator on the hunt and enveloped it with his lips.

"H-nngmmm!!" Alice groaned as she felt Nate's warm mouth on her clitoris. Her wide open eyes searched for Jay's gaze, but he was too busy feverishly fucking her mouth. Nate tried to focus on pleasing her sensitive spot as much as possible. He licked on it lightly with his lips. He also enjoyed the taste of her sexy pussy juices that slowly started flowing down her labia.

"Mmmnnnhh..." Alice closed her eyes and found herself enjoying Nate's excellent cunnilingus, almost forgetting about her son pounding away at her throat. Nate started to suck on her clit steadily while flicking his tongue around it. It was almost as enjoyable as humping her thighs, he thought. More and more juices started flowing, staining the sheets and marking Nate's chin. He loved the heavenly scent and taste of her pussy.