22: My Homie’s Hot Mama [Phoebe, Hana, Hiroto, Pedro]
It had been a good six years since Hana, Hiroto, Phoebe, and Pedro had all been on the Hook Haven beach together – not since the luau the moms had thrown for their boys’ high school graduation. After that, Phoebe and Pedro moved away from Hawaii altogether, and though Phoebe had recently taken a trip or two back in recent months, it wasn’t until this day that Pedro had come with her, allowing all four of them to reunite.
And though the reunion had started in the afternoon with wholesome hugs and reminiscing of those far-off years, as the sun began to set, all four of them found themselves growing increasingly horny for their secret lover, finding it more and more difficult to hold off their horny thoughts…
It started with perpetual horndog Hiroto – the sight of his Auntie Phoebe walking out onto the beach in her bikini, showing off every pale, juicy curve on her body, along with that sneaky wink and bite gesture she’d shot his way after catching him staring had him half-bricked the entire time. And though he tried to keep on his best behavior, he couldn’t help but steal a few touches here and there, whether it was offering to apply sunscreen onto her, pulling her in for a very, very tight hug after scoring points in their volleyball game, or stepping up behind her and pressing his crotch against her ass under the guise of getting close to join in on her selfie.
Phoebe herself found it tough to not just give herself over to her best friend’s hunky son when he’d been applying that sunscreen, wiggling her fat ass up against his crotch and whispering to him that her butt missed the feeling of wearing his bite mark on it. When Hana had asked to take a photo with the two boys, Phoebe’s eyes were locked on that fat bulge growing in Hiroto’s trunks, and when he’d emerged from the ocean, she couldn’t help but lick her lips at the sight of those water droplets spilling down his chiseled chest and curving around each abdominal muscle.
In fact, she was so distracted by Hiroto that she failed to notice her own son’s very obvious infatuation with her best friend. Though Pedro did a better job at not being as outwardly horny as Hiroto, he was anything but subtle when he offered to massage Hana’s feet when she yelped after stepping on an errant rock, or when he showered her with multiple “gorgeous”es in the span of five minutes of greeting her. While he did his best to keep it more “respectful”, when Hana bent over to pick up the volleyball, and the coast was clear, he could not keep his hand from reaching over and slapping her big, round booty cheek.
Hana, to her credit, was the most composed of the four. When Pedro first stepped out onto the beach, in better shape than ever before, she certainly smiled, waved, and complimented him, and sure, maybe her pussy quivered a little bit when she watched him remove his shirt, but other than that, she made extra sure to not give away the fact that she was having an affair with him, especially not in front of her best friend and son. Hm? What about the part where she snuck him a quick kiss on the lips and brought his hand to her breast when Phoebe and Hiroto weren’t looking? No idea what you’re talking about!
With the sky now almost as orange as Hana’s swimsuit, the moms were ready to retire for the day (well, at least from each other and their own son…), though not before they requested the boys take one last photo of them.
Hana and Phoebe, having been best friends for most of their lives, had a little ritual they liked to indulge in every few years for special occasions like this. The pair would stand side-by-side, with Phoebe’s hand around Hana’s waist, and have a picture of them taken, and they’d built up quite the collection over their 30+ years of friendship. And when their boys saw them standing side by side, posing for the camera with their MILF-ass bodies on full display, they both, unknowingly in sync, felt their dicks twitch.
Afterwards, the four went their separate ways, lying about their destinations, with Hiroto claiming he was heading back to his apartment, Hana stating she was going back home, and Phoebe and Pedro supposedly going back to their hotel room, until the latter said he’d gotten a text from Hiroto inviting him to go hang out in town, and parted ways with his mom halfway through.
In actuality, the two pairs of lovers both went to completely different hotel rooms that they’d booked separately in secret.
When she heard Pedro enter her hotel room, Hana nervously stood up from the bed, heart thumping loudly in her chest. Though they’d hooked up a few times over the years, she could never shake the fear of getting found out, especially when they were playing it so risky doing this right after spending time with Phoebe and Hiroto.
To her relief, he was alone, and assured her that nobody had spotted him. Unlike her, there was no nervousness or hesitation in Pedro – he stepped right up to her and took her face in his hands, leaning down to kiss her. It had been several months since their last hook-up, and he was hungry to taste her again, slipping his tongue into her mouth and almost pushing her back onto the bed.
When they broke apart, Pedro swapped their positions, taking a seat on the edge of the bed and looking up at her with a smile as he requested she strip down in front of him. Despite it being a regular occurrence for the pair in their meetups, Hana was always a bit shy about doing so. She’d always been a bit awkward when it came to her lovers watching her strip naked, and she’d sadly developed a bit of insecurity about her body as she’d grown older.
But when that bright-orange bikini slipped off, revealing her massive tits, and she once again saw Pedro’s slack-jawed look of pure amazement yet again, she was able to shed off that last bit of apprehension, and even managed to muster up enough confidence to put on a little show for him, wiggling her hula-trained hips as she took the bottoms off, presenting her ass to him.
“Shit, you keep gettin’ prettier and prettier,” he said, reaching out and running his hands along her hips. “Lay on the bed.”
Hana nodded, slipping onto the mattress and lying on her back. Back during their first hook-up, Pedro had learned, to his surprise, that the usually dominant Hana preferred to be directly told what to do by her partner when it came to the bedroom, and though it was a bit strange at first, the both of them had settled into it by this point.
After removing his clothes, Pedro joined her on the bed, crawling forward on his knees. Hana bit down on her lip, holding her arms over her breasts as she watched his ridiculously thick cock inching towards her.
“Move your arms,” he said as he began spreading her thick thighs apart. She glanced away with a blush, but did as she was told, giving him a proper view of her tits.
When the underside of his shaft pressed into her pussy, her hand snapped across her mouth to stifle the moan, but Pedro shook his head with a smile. “Ah ah, take your hand away. I wanna hear you.”
The second her hand was away from her mouth, he pushed his cock against her lips again, prompting a cute little squeal from Hana. Something he’d also learned about her was that, in comparison to pretty much every other girl he’d slept with, Hana was particularly sensitive in bed, and, in his opinion, had the cutest reactions of them all.
“Hey, Ms Hanohano?” he asked as he took the base of his shaft in his hand.
Hana looked up at him. “Wh-what…?”
“Beg for it.”
“H-huh…?!”
He grinned, nodding down towards his dick. “Beg for it. C’mon.”
“‘B-beg’?! I…” Her crimson eyes nervously glanced down at Pedro’s cock, throbbing and twitching just outside of her pussy. As much as she did desperately want to feel it inside her again…the idea of begging a man thirty years younger than her – her best friend’s son, and one she’d practically helped raise was…well, it was hot, but also embarrassing, wasn’t it?
But, despite her apprehension, she couldn’t deny that she wanted it more than anything in that moment. And so, swallowing her pride and shoving aside those weird feelings, she said, “P-please…”
“Please what?” Pedro asked.
“Please…put it inside…me…”
Pedro bit down on his lip. He’d been infatuated with Hana his entire life, and even after getting to fuck her, everything she did drove him wild. But as much as he wanted to fill her pussy again, he felt like he could get even more from her this time, and he had to go for it. “Ya gotta gimme more than that, Ms. Hanohano.”
Hana whimpered. “Wh-what do you mean more…? Honey, please…”
“Beg for it!”
With a cute little mewl, Hana reached out and set her hands on her young lover’s hips, blurting out, “F-FUCK ME, PEDRO, PLEASE!”
Even he hadn’t been expecting such a response, and he nearly fell back from the shock, but as his cock began aching from those words, he quickly recovered and practically jammed the thing inside of her. Despite the size, it sank in with ease, warmly welcomed by her wet walls. “Agh, fuck!”
Hana’s back arched as she felt him enter her, and her early whimpers turned to full-on moans, especially when he began pumping his cock into her, slapping his butt with his balls with each lap.
Pedro grabbed her waist, though once he saw her beautiful brown boobs bouncing up and down in rhythm with his thrusts, he had to move his hands to them instead, grabbing big handfuls and squeezing milk from her nipples.
“H-hey…” he began. “Look at me.”
It took some effort to bring herself to follow his instructions this time, but eventually she did, rotating her head along the pillow until she was facing him head-on.
“Fuck…You really are the prettiest lady ever,” he said, leaning down and kissing her again, all while slamming his cock into her harder.
Hana’s entire body shook from head to toe, and she felt her orgasm quickly approaching. As she moaned into Pedro’s mouth, she locked her arms and legs around him to communicate that she wanted him to cum deep inside her.
And he did just that, going balls-deep into his lifelong MILF crush and filling her with his seed, all while absorbing her own orgasmic screams into his throat as she trembled beneath him.
But even after cumming, his cock didn’t soften, and he continued pumping it into her, locking her down as her body shivered through a second climax immediately after. It was only a need for oxygen that forced him to separate at last. As he watched Hana’s head roll back and gasp for air, he smiled. She’d been the woman to take his virginity, and even after sleeping with dozens of other girls in the years since, she was still his favorite.
He nestled his head into her neck and gave her kisses there just the way she liked, continuing to fuck her for a few more minutes until they came together once more.
At that point, he removed himself from her, rolling onto his back beside her on the bed. Both were covered in sweat, and his cock was practically coated in white when it was finally freed from Hana’s pussy.
“Did you like it?” he asked, turning to her.
Her cheeks somehow managed to redden even more. “What do you think?” she whispered, turning her head away. “Of course I did…I always like it when we do it…”
With those words, Pedro’s dick twitched back to life, ready for some more action. He rolled over and straddled her stomach, taking hold of her breasts. “Go ‘head and relax, Ms. Hanohano. I’m gonna fuck yer tits now, yeah?”
Hana glanced up at him out of the side of her eyes. “O-okay…But when you, um, cum…Tell me first. I don’t want it in my hair…I want it in my mouth, okay…?”
Thanks to Hiroto’s superpowers, he actually managed to arrive at his and Phoebe’s hotel room first, although he didn’t actually bother going inside. When she turned the corner in the hallway and saw him standing outside the room, she raised a brow. “What are you doin’, doofus, you lose your key or someth-’?”
Before she could even finish, he was on her, lifting her up against the wall and kissing her. While the worry of getting caught momentarily flashed across her mind, when his hand snaked into her bikini and his fingers began digging into her, every other thought vanished, except for Hiroto.
She almost came right then and there from his fingering, but the little bastard retrieved his hand just before she could cross that finish line, bringing it up in between their faces so they could both slurp on his fingers. “Don’t tell me you’ve turned into a fuckin’ tease all of a sudden,” she said as she licked the last drops of her juices from his hand.
He smirked. “Hey, you’re the tease,” he said, pulling her away from the wall so he could move his hand around and slap her fat, pale ass. “Hell’re you doin’ with a slutty swimsuit like this?”
“Dunno what you’re talkin’ about, doofus, it’s just a regular swimsuit.” She leaned in and bit down on his bottom lip before pulling away and heading to the door with her room key. “Maybe I’m just so fuckin’ hot I make everything look slutty.”
She couldn’t get the door open though as he suddenly pushed her against the door from behind, slipping his hard cock between her buttcheeks and biting down on her ear. “Fuck yeah you are…”
“Ngh, shit…” she moaned, thrusting her butt towards him as her hand shakily tried to get the key in.
He reached down and spanked her again, and that inadvertently got her to insert the card into the door, which promptly swung open thanks to the weight of the two of them pushing against it.
But Hiroto’s heroic reflexes saved Phoebe from getting squished underneath him. He instead swooped her right up and carried her smoothly into the hotel room.
She quite liked the feeling of being completely powerless, dangling in the air, locked in place by her lover’s hunky arms and unable to do anything. And she liked it even more when he slipped himself out of his swimming trunks and forcefully yanked her bikini off, even as she remained suspended.
And when she felt the head of his big cock prodding at her pussy, she smiled, looking back over her shoulder towards him. “Ooh, fuck, this is new~”
He smiled at her, and that smile grew bigger when her eyes rolled back as he shoved the first few inches of cock meat inside. “Yeah, your body’s all mine tonight – I don’t even want the bed to get to touch you.” And then, for a brief moment, he remembered his whole hero shtick. “Uh…if that’s okay with you, I mean!”
“Yeah, that’s pretty fuckin’ sexy, honestly~ I’m all yours, babe~”
Hiroto reached down and slapped her ass cheek again as he began thrusting his dick up into her. She moaned, resting her head against his shoulder as she gave herself completely to him.
From that point on, he took her permission and ran with it. Lifting her was a breeze for him, and he put that fact to good use as he practically jammed her body up and down his big dick, fucking her like she was his fleshlight. And from her moans and screams, she seemed to be enjoying it even more than he was.
And even when she came, he didn’t slow down or anything. He just continued to use her to jerk himself off, although once she finished, he did pull out from her, but it was not to give her a moment to rest. Instead, he flipped her around until they were in a standing 69 position. “Clean my cock up,” he said, making sure to smack her cheek with his dick.
As she took hold of his cock and began to lick it, Hiroto leaned forward and took a big chunk of her butt between his teeth, biting down to leave his mark in her ass. “Oh, fuck, yes, baby!” she gasped, tightening her thighs around his head and wiggling her ass cheeks against his face. “Bite it all over! Mark me, Hiro!”
The two went mostly quiet as their mouths were kept busy with each other’s bodies. It wasn’t until Phoebe confirmed she’d finished cleaning her cum off of his cock that Hiroto suddenly flipped her around again, this time locking his arms beneath her fat tits.
“Alright, I’m gonna fill you up now, Auntie,” he said. “Hang on tight, yeah?”
She chuckled. “I can’t hang onto anything, doofus, you got my arms locked up.”
He either didn’t hear her or didn’t care, as he immediately transitioned into fucking her hard and fast, squeezing her body tightly against him to maintain a proper hold on her.
Phoebe, completely helpless to do anything, just screamed as Hiroto’s dick dug as deeply into her as humanly possible, shooting unparalleled pleasure up her spine. Soon enough, she was cumming again, and that seemed to prompt him to somehow thrust up even harder into her. As his thick, muscled arms squeezed her body tighter, streams of milk sprayed out from her pierced pink nipples, staining the hotel carpet.
“Fuck!” Hiroto groaned, thrusting his hips faster and faster. “Take my fuckin’ cum, Auntie!”
He buried his cock balls-deep into her, and while most of Phoebe’s senses were too overloaded at that point to process much, she could feel her womb fill with his hot, young seed, until that, too, overloaded and the excess jizz came spilling out along his shaft and down to his balls.
And just when her mind managed to sort itself out again, he suddenly spun her around so he could suck on her tits as he continued fucking her.
Somehow, both couples managed to return home without getting caught by the other. And for the remaining days of Phoebe and Pedro’s trip to Hawaii, the secret hunk-and-MILF lovers continued meeting in secret, sometimes pushing their luck, like when Hana and Pedro had a quickie in Hana’s bedroom while Hiroto and Phoebe were in the kitchen helping with dinner, or when Hiroto had a phone call with Hana while clapping Phoebe’s cheeks in his apartment.
But eventually, the fun had to end for both couples, as the Palmieris had to return home. As the Hanohanos waved them off at the airport, they both received a text on their phone – a photo of Pedro’s cock covered in Hana’s juices for Hana, and a photo of Phoebe’s butt covered in Hiroto’s bite marks for Hiroto. Luckily, they both quickly hid their phones back in their pocket before the other could see it.
