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Banging His Mother’s Best Friend

Erotica

Cherry B. in Kinky Tales · 2026-06-03 16:46 · 402 claps · 7.5 min read paywalled
#sex #romance #erotic-fiction #erotica #short-story
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Wiki topics: LIT · Literature & Writing 💑 · Relationships ✍️ · Writing & Creative

Banging His Mother’s Best Friend

Erotica

A.I Image

A.I Image

Jake was never what you would call “popular” with the ladies.

He was never fighting through throngs of girls.

So it wasn’t a surprise when, after his 21st birthday, he still hadn’t ever had a serious girlfriend or lost his virginity.

He was always more into computers than real people anyway, or at least that is what he told himself.

Which leads us to his mom’s best friend, Stacy.

Stacy and Jake’s mother, Katherine, had met while they were in college.

And while Kate had settled down and had children, Stacy had never really lost the rebel fire they both had in their youth.

A bad marriage and a messy breakup led Stacy to stay with her friend Kate for a while as she looked for a place of her own.

Jake pretended to be annoyed at having another person in the house, but secretly, he was thrilled because Stacy was fucking hot.

He never really hoped for anything to happen — maybe catch a glimpse of her in her underwear, “accidentally” walk in on her in the shower, if he was lucky.

He wasn’t prepared for her to be his first.

It started with him trying to spy on her.

One day, while Stacy was changing clothes, Jake took a good spot to watch her.

He was pretty sure he had a good spot to watch her change clothes without being caught, but got spooked when she turned toward him. He rushed off back to his room.

A few minutes later, his heart nearly exploded when she knocked on his door.

He wasn’t sure what to expect, maybe a telling-off, maybe some threats, but nothing prepared him for what came next.

“I saw you spying on me…” Stacy said.

“I’m sorry…” replied Jake, hanging his head in shame.

“I didn’t say it was a bad thing, did I?” she responded

She pulled back her pants, giving him a glimpse of the lacey black panties she was wearing under her jeans.

Jake’s heart skipped a few beats, and his palms immediately got sweaty.

Other than the porn movies he was used to watching, this was his first time seeing a woman’s panties for real.

“You don’t have to spy on me, you know…” she said, “After all, I am right next door…”

Her hands slid up her stomach and cupped her boobs as she spoke, sending an unmistakable message as to her intent.

Jake stuttered. He had watched her with lust in his eyes since she moved into the house.

He was still trying to process what she said when she closed the distance between them and pressed her lips against his.

The sweet, flowery scent of her shampoo and body wash filled his nose, and her lips pressed firmly and insistently against his.

Jake could feel the hunger in her body as she pressed against him, and he instinctively wrapped his hands around her and pulled her tighter against him.

One hand cupped her ass, pulling her hips to him. His cock swelled in his pants, and she moaned as she felt his swollen member press against her.

Her tongue wormed its way inside his mouth, full of warmth and desire. Their mouths battled, each desperate to gain some leverage over the other.

Jake got braver and slipped one hand down the back of her pants, cupping her bare ass. Stacy moaned.

Then their bodies separated briefly, and Jake took the chance to slide his hand up between them, pawing at one of her tits over her clothing.

His cock was straining and begging to be freed. Stacy giggled at his clumsy attempt at feeling her up.

In a few seconds, Stacy shucked her shirt and bra, and, a few seconds later, freed her pants as well.

In mere moments, she went from his mother’s friend, fully clothed, to a naked goddess standing in front of him with nothing but a tiny pair of black lace panties.

Stacy giggled again, “You seemed like you were trying to get somewhere, so I figured I would help you out…”

Jake gulped, did the sensible thing, and kept his mouth shut.

She returned to the circle of his arms, her body radiating heat like an open furnace.

What had been a dull ache was now a desperate desire surging in his chest.

The part of his brain that made sensible decisions shut down; all that was left was the animal section that wanted to rip off what remained of her clothing and take her, preferably as roughly as possible.

Jake grasped her boobs, now unrestrained by her clothing.

“Gentle”, she cooed at him.

“I want to feel your pussy”, Jake moaned into her ear, full of eager desire

Stacy took his hand and guided it down between her legs. Jake pushed the thin piece of fabric that covered her crotch out of the way, exposing the soft, full lips of her pussy.

Wet heat rolled out from between her legs as he slipped one finger into her tight hole. She bit her lip and closed her eyes, appearing to enjoy the touch.

Jake inserted his index finger deeper inside of her, penetrating deep inside her womanhood.

He reached as far inside of her as he could and inserted a second finger inside of her; she moaned at the additional intrusion into her pussy.

Then he slid his fingers in and out of her cunt, feeling the gentle pressure of her muscles on his intruding fingers.

Using the moisture of her arousal to ease the passage of his fingers, he slowly increased his speed, pumping in and out.

One of her hands shot out and gripped his around the wrist, freezing his fingers in place inside of her. She made a sort of guttural growling sound in the back of her throat, and her body shuddered.

“God damn that felt good,” she said, smiling.

“What happened?” Jake asked, confused.

“I just had an orgasm,” Stacy said, her tone indicating that he should have realised that on his own.

“Oh, I thought women usually threw their heads back and screamed when that happened…” Jake said, blushing furiously

“Only in pornos,” she laughed. “Now it’s your turn”

Stacy dropped to her knees in front of him and unzipped his jeans.

Jake was worried that his cock was going to pop up and hit her in the face, as much tension as he could feel in it as it strained to free itself.

She made another growling sound as she released his cock from inside his boxers, sliding a hand along the length of his shaft.

A small bead of pre-cum glistened on the tip, and she scooped it up with one finger before sliding it into her mouth. She made a sound of approval as she licked her finger clean.

Stacy then took his cock in one hand and brought it up to her face. Jake shuddered involuntarily as she ran her tongue from the base of his cock up to the tip before plunging the entire member into her mouth.

She made a slight gagging noise as his cock hit the back of her throat, and she seemed a little surprised.

“You are bigger than my ex-husband”, she supplied, noticing his confused reaction

Jake made a non-committal noise of agreement, and she continued.

With rapid bobbing strokes, she rose and fell on his cock, each stroke taking the entirety of his cock inside her mouth.

Then Jake closed his eyes and groaned, the moist heat of her mouth and the deft use of her tongue was like heaven itself.

“Stop,” he said.

Stacy looked at him, confused.

“I want to fuck you,” he said.

Stacy smiled and stood. She slipped out of her panties, leaving them to join the rest of her clothing on the bedroom floor, and sat on the edge of the desk and leaned back, spreading her legs invitingly and giving Jake an unimpeded view of her body.

For someone in her 40s, she had the breasts and body of someone much younger. The absence of children and a strict training regime had kept her in excellent shape.

Jake noticed at that moment that, contrary to what he had believed, her pussy was not entirely shaven; she kept a small patch of hair decorating the top of her slit.

He approached her and stared at her bare body in disbelief.

Then he lined the head of his cock up with the opening to her pussy, slipping the head around between the lips of her pussy as he had seen actors in porn do.

Stacy groaned softly and scooted towards him slightly, as though eager for him to finally put his cock in her.

When Jake could take the anticipation no longer, he sank his cock into her, taking the final step into adulthood and leaving his virginity behind.

Stacy’s cunt grasped his cock tightly, and she moaned, more loudly this time, as Jake slid inside her as far as he could.

Then he slid back out again before driving his cock into her forcefully, causing her to slide back on the desk and bump her head against the wall.

“Sorry…” he said, abashed.

Stacy smiled in response and urged him to continue.

Jake worked his cock around inside of her, leaning over slightly to angle the head of his cock down. She took the chance as he leaned over and pulled his head down into a passionate kiss.

Again, her tongue hungrily searched inside his mouth. As their kiss broke, Jake saw that her eyes were glazed with lust.

He leaned down further and pulled one of her nipples into his mouth, biting it gently and eliciting a squeal of surprise from her.

With all the care he could manage, he pinned her nipple between his front teeth, flicking the end of his tongue back and forth across the sensitive nub.

Jake felt her cunt grip his cock more tightly, the way that it had gripped his fingers not so long ago, and her body shuddered again as another orgasm rocked her. He could feel the rhythmic contractions as she came.

They kissed again, and her mouth was cold but no less full of desire.

Jake continued to pound at her pussy. He was surprised that he had lasted for as long as he already had, especially since this was the first time he had ever fucked someone.

Then, not long after, he felt his balls tighten and knew that he was going to cum soon.

“I’m going to cum,” Jake moaned

“Pull out!” Stacy commanded.

Jake obeyed wordlessly and ripped his cock from the warm embrace of her cunt. She again dropped to her knees in front of him and took his cock in both hands and thrust it into her mouth.

Then she wrapped her tongue around the sensitive head and sucked on it like she was attempting to get a golf ball through a garden hose. This was all that he could endure.

An eruption of cum exploded inside her mouth, coating her tongue and rolling down her throat.

Stacy swallowed and made a satisfied sound as she licked the last of his cum off.

“Don’t tell my mom….” he said, worried now that his common sense had returned with the flow of blood

“Yeah… I think that would be a bad idea…” she said, smiling, “after all, if she knew we would never be able to do this again, and I bet you will be even better the next time…”


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2026-06-11 06:59:45