23: Plowing My Prom Mom
When Hiroto and Pedro initially dismissed any intention of going to prom, their moms rallied hard to get their boys to reconsider. “It’s a once in a lifetime night”, “You’ll regret not going when you’re older”, “At least go and take pictures for us”, they said. Eventually, after quite a lot of attitude and eye rolls, they managed to get through and convince them to go (to Hiyori’s secret joy).
Hiroto initially planned to ask Maemi to come with him as a way to show off a hot MILF as his date to all of his classmates, until a glare from his mom made him begrudgingly drop the idea.
Hiyori planned, but ultimately chickened out of asking Hiroto, receiving a sympathetic pat on the head from Phoebe.
Pedro, sadly, was unable (and also completely uninterested) to find a date, as the only woman that had ever been on his mind his whole life was Hana, whom he obviously couldn’t take. Hana and Phoebe then insisted the three just go together as friends and not bring dates.
After taking some pictures and sending the kids off, Hana and Phoebe settled onto the couch at the former’s home. Hana giddily scrolled through the photos, leaning over to show one in particular. “Ay, I can’t believe I’m actually seeing him wear something other than shirts and hockey jerseys,” Hana said with an amused little chuckle, gesturing towards a tuxedo-clad Hiroto scowling at the camera. “Looks nice, yeah?”
Phoebe bit down on her bottom lip as she took in the sight of her best friend’s son. “Yeah, he does…” Though she was quick to reach for a drink and shake off her dirty thoughts.
A few hours later, Phoebe felt her phone vibrate in her pocket. It was a text from Hiroto.
> Hey can you get us a hotel room?
She raised a brow before typing her response.
> Why do you guys need a hotel room?
> Not us. For me and you
> I wanna fuck
Phoebe’s brows popped up, and Hana, returning from the bathroom, took notice. “Hm? Everything okay?”
Clearing her throat, she stood up from the couch. “Uh, yeah, just, uh…work shit. I gotta go.”
“Oh, okay. Are you gonna be home when the kids get out, or do you want Pedro to stay the night here?”
“Uh, nah, it’s fine, he’s got a key for the house,” she said before waving goodbye and heading for the door, head pulsing from a mix of shame at lying about leaving to fuck her best friend’s son, but also excitement at the sudden call for it.
After checking into the hotel room, she messaged Hiroto with the room number, and waited patiently and a bit anxiously for him to arrive, fingers trailing down her tummy and down between her legs, slowly stroking herself over her panties. While the two had slept together several times over the past few months, there was something extra alluring about this upcoming session.
Maybe it was the idea that it had been set up right under Hana’s nose that made it more exciting…or maybe it was that Hiroto wanted to spend his prom night fucking her rather than one of his classmates. Yeah, from the sudden twitch between her legs, it was probably that. He didn’t want young, eighteen-year-old, virginal pussy like the other boys his age. He wanted her. He wanted older, experienced, thirty-nine-year-old MILF pussy.
And fuck was she ready to give it to him.
When he arrived, she quickly hopped up from the bed and scurried over to the door, almost in disbelief at how giddy she felt when she let him inside.
“Where’s Pedro and Hiyori?” she asked, eyes trailing down to his big ass bulging against his dress pants as she closed the door behind him.
“They went home,” he replied, quickly ripping off his tux and throwing it to the floor, marking his feelings on having had to wear it quite clearly. “Pey just wanted to go to bed, and I walked Yori home after and dropped her off before comin’ here.”
She slinked over to him, licking her lips as his shirt came off next, letting those muscles free. “Kinda surprised you didn’t wanna hook up with her. It bein’ yer guys’ prom night and all.”
“Eh, I thought about it,” he responded, unbuttoning and zipping his pants. As he tugged them down his thick, toned thighs, the fat bulge of his cock cradled in those boxer-briefs and that fat, meaty butt on the other side had Phoebe practically drooling. And again, it was a bit strange for her, as she’d already slept with him several times and was intimately familiar with his body, so this shouldn’t have been driving her so wild.
But again, her mind went back to the fact that it was this eighteen-year-old stud’s prom night, and yet he wanted to spend the night fucking a near-forty-year-old woman rather than a young girl in her prime.
And, well…maybe it was also because Phoebe knew she was moving away from Hawaii at the end of the school year. She…hadn’t told Hiroto yet, only Hana… So maybe this was her body wanting to get another good session in with her young lover for possibly the last time…
“Does your mom know where you’re at?”
“Nah, I just told her I was gonna be out for a little bit,” he replied, pulling his legs out from his pants and kicking them aside. “So I can’t stay the night or anything.”
“What made you wanna do this tonight? With me, I mean?”
He glanced over his shoulder at her. “Huh?”
She shrugged. “Well, like I said, it’s yer prom night. Usually people like to take their dates out and fuck them to end off the night. I know you guys didn’t bring dates or anything, but you definitely coulda bagged one of the other girls there, right? Heh. That’s how it was back when I went to prom, anyway.”
With a smirk, Hiroto stepped over towards Phoebe. “Cuz fuckin’ a MILF is way hotter!” His smile did disappear for a moment though with a raising of his eyebrow. “You fucked some guy from your school on your prom night?”
“Yeah, why? That’s how everybody did it. Even yer mom~”
“Ew, gross, shut up!” he replied before forcefully shoving her down to her knees, leaving her eye-level with his cock, still pushing out against the fabric of his underwear. “Well forget that guy, cuz now I’m gonna fuck you better than he did!”
He tugged his underwear down, and out came his cock, slapping her across the face and sending a spark down her body. She perked up instantly, spurred on by the sudden dominant play from him. While she’d usually been the one giving the boy directions in their prior sessions, she was more than ready to have the tables turned on her.
She practically buried her face into his crotch, and her tongue got to work licking at every bit of skin it could reach, slowly around the underside of his balls at first, but quickly speeding up into something more intense, more hungry, as she made her way up the shaft.
The moan that escaped his lips as she swirled her tongue around the head of his cock had her smiling, and she wrapped those smiling lips around him, taking the first few inches of his dick into her mouth. She kept her eyes locked onto his the whole time, and though it took a few moments of bobbing her head and reaching around to hold the back of his thighs to stabilize herself, she was able to begin sucking his dick down into her throat.
“Agh, fuck…” he hissed, reaching down and grabbing her ponytail. “You love suckin’ that big dick, huh Auntie?”
She nodded, moaning around his cock at the same time. She really did love sucking that big dick. To the point that she’d found her mind wandering into a daydream about doing just that every now and then. Not to mention that one very close incident in which she was hanging out with Hana when Hiroto, freshly awoken, stumbled into the kitchen to get breakfast, big dick hanging out from the bottom of his boxers, and Phoebe immediately began deepthroating the banana in her hand, catching herself a mere nanosecond before Hana could turn and see her.
“Yeah?” he asked, a smug smile spreading across his lips. “Here, then! Take it like the slut you are!”
Phoebe’s eyes went wide as Hiroto suddenly grabbed the sides of her head and began pumping his dick down her throat with abandon. She immediately felt powerless as his strength overpowered hers and he wrested control away from her. No longer was she servicing him – he was now using her face as a fleshlight, slamming his cock into her mouth solely for his own hungry, horny, teenage pleasure.
And while it was a bit painful having all of that dickmeat shoved into her, the thrill was undeniable. It’d been a long, long time since she’d been facefucked like that, and the cock from that time couldn’t even compare to Hiroto’s.
“Fuck, your throat feels awesome! Hahaha!” the young boy howled, drilling even deeper into his Auntie’s face, balls smacking against her chin with each lap his cock did. “That asshole you fuck on your prom night give you dick like this?!”
She imagined herself shaking her head. No. No he did not. Nobody she’d ever fucked before did. Hell, nobody in any of the porn vids she’d jerked off to did.
SNAP!
And there was another first for her. As Hiroto’s dick ravaged her throat, bulging it out with every pump, her choker strained and strained, until it couldn’t take any more. It was promptly torn, right in the center of her neck, flinging leather and metal onto the floor of the hotel room, a fact which had Phoebe squealing in delight (as much as she was physically able to, at least).
Hiroto hilted himself down her throat one final time, and out came his hot, eighteen-year-old seed, flooding her throat. When he pulled his dick out from her, she lurched forward, gasping for air and spitting out globs of spit and cum. He didn’t give her much time to rest, however, as he reached down, scooping her off of the ground as if she weighed nothing, before throwing her onto the bed.
His fingers hooked around the hem of her panties, and she held her legs up to help him slide them down one of her thighs. He was quick to climb onto the bed on his knees, spreading her legs apart and resting the bottom of his shaft against her tummy.
“Did you guys do it raw back then?”
“H…huh…?” she asked, still lightheaded as she brushed some hair away from her face.
“When you got fucked on your prom night,” Hiroto elaborated. “Did he use a condom?”
Her hand moved to her breast, fingers toying with the cold metal of her nipple piercing. For some reason, she was finding that talking about that night with Hiroto was weirdly titillating… “Uh…yeah. Think we stopped by the corner store to get some.”
“Heh. Loser,” he said, grabbing the base of his cock and adjusting his hips to angle the tip into her pussy. “You’re way too fuckin’ hot to not pump you full of cum!”
“Ngh~” Phoebe mewled, squeezing her grip tightly around her breast. “Fill me up then, babe~ Give it to me~”
Hiroto shoved as much of his meat into her as he could in one go, making her body jerk and eliciting a moan from the two. As he pushed in some more, he leaned over her body, settling his forearms on either side of her head, allowing him to lean in more closely, staring into her face as he continued pushing his cock inside of her. “If I was the one fuckin’ you back then, you woulda taken me raw, right, Auntie Phoeb~?”
She moaned again, arms hooking around his body, hands trailing along his back muscles, nails digging into his flesh. “Ngh, fuck, yeah I would…Mmm I woulda taken this – ngh! – this big fuckin’ dick all n-night, babe~”
He threw his hips into her, making her and the hotel bed tremble beneath him, headboard slamming into the wall. “Heheh, yeah, that’s right~” He started pumping more and more, wet dick shlicking against her pussy lips with each rhythmic thrust. “Eh, but fuck that. I like that I get to fuck you as a MILF more anyway~!”
Phoebe’s hands quickly moved down to Hiroto’s ass, grabbing firm handfuls and pulling him into her as she squealed for more cock, begging for him to keep plowing her MILF pussy with his young dick.
He went full bore right after, throwing his entire well-muscled frame into her mature body, making the entire bed rumble with every heaving, powerful thrust. Phoebe’s dark purple nails clung even more tightly to his flesh as he fucked her, leaving long, red trails along his sweaty back.
He came inside of her just like he wanted, and just like her own prom date had not. And her MILF pussy slurped up every drop, and even continued sucking and milking the dick depositing that cum even after it finished spraying its hot load into her.
And the pair continued for quite some time, not bothering to speak anything other than expletives and the occasional moaning of the other’s name. Hiroto fucked his Auntie Phoebe all over that hotel room that night in every position he could think of, even after she’d practically gone limp from exhaustion.
He turned her onto her tummy, bit her buttcheek, and stuffed his fat cock into her asshole, yanking on her ponytail and spanking her ass. He carried her over to the window of the hotel room, pressing her face and breasts against the glass as he pounded away, and was even lucky enough to have another couple passing by look up to see him in the midst of fucking her.
He sat down on the chair in the corner of the room and held her close, kissing her neck and biting into her shoulder as he gave their genitals some time to rest and recover, and when his cock was ready to go again, he stood right up and held her aloft, fucking her from underneath.
He put her back onto the bed, slurping and sucking at her nipples, tugging at the cold metal piercings and ignoring texts from his mom, only bothering to respond to the texts a few minutes later when he was straddling Phoebe’s chest and fucking her tits.
He sprayed one last load for the night across her dazed face before leaning back to catch his breath. “Whew…Mom’s bitchin’ at me to come home, so I gotta go.” He stood up from the bed, then flipped Phoebe back over onto her stomach. He reached over and gave her already-reddened cheek another slap. “Night, Auntie Phoeb! Thanks for makin’ prom not-shitty!”
He scooped up his clothes and threw them on before shutting off the light and departing the hotel room. Of course, she never heard his goodbye, as she was already fast asleep, giddily dreaming of Hiroto and his big fucking dick fucking her in place of her actual prom date twenty-one years prior.
