Your support makes Blue Moon possible (Patreon)
LeaveYourHighHeelsOn
Moon
- Joined
- Feb 11, 2025
Long-Form ( 3-5 paragraphs) | Long-Term | Discord or BM DM Friendly | Slow-Burn
Alright, here's the deal—I'm on the hunt for someone who's down to play that older woman. You know the type: my best friend's ridiculously hot mom, the seductive cougar who lives three doors down, my mom's "wine night" bestie who definitely flirts too much, or hell, even a foul-mouthed, freak-in-the-sheets grandma who hasn't had her world rocked in way too long. We're talking about a full-blown, no-holds-barred, scandalously secret summer fling/fuck-buddy scenario.
This isn't one of those drawn-out, hand-wringing, "Oh no, this is so wrong, what will the neighbors think?" kinds of stories. Nope. This is the kind of wild, slightly unhinged fantasy where both of us stare at the situation, raise one eyebrow, and then collectively say, "Screw it—let's see what happens."
You - You've spent years playing it safe—smiling through bad sex, boring dinners, and a husband who can't even look you in the eye anymore. So maybe this isn't about romance. Maybe it's about payback. Maybe you just want to feel wanted again. Worshipped. Bent over something you shouldn't be anywhere near.
Maybe you want a toy. Something young and dumb and easy to break. Someone who won't ask questions when you grab his hair or make him finish on his knees. Or maybe you're just done pretending to be the good woman. Maybe this sloppy, secret summer mess is the closest thing to feeling alive again.
So maybe this whole thing isn't about love. Maybe it's just about feeling something again. Something reckless. Something young. Something that stares up at you with big eyes and a hard-on and calls you beautiful like he actually means it.
And me? Oh man… I'm a lot of things.
Maybe I've got a thing for older women—maybe always have. Maybe I've blurred the lines between infatuation and affection, between fantasy and something way messier. Maybe the sight of you in heels is enough to short-circuit my brain and make me forget how wildly inappropriate this all is.
I'm smart—sometimes. Dumb—a lot. Maybe I want to be your pet project. Maybe I just want to be wanted by someone who knows what the hell they're doing. Or maybe I've fallen face-first into the fantasy and I don't want to come up for air.
I'm the nerd with the full ride. The quiet kid who's good with his hands. The kind one, the shy one, the one who looks at you like you're everything he's never had. I'm the drummer in the band. I'm awkward, eager, and maybe a little in over my head.
Whatever this is, it's not healthy. It's not smart. But it's hot.
***
I'm wide open when it comes to your character: MILF, GMILF, Trans Cougar, curvy bombshell, bratty bimbo, sultry goth, or some delicious hybrid.
***
Okay, listen—I get it. You're not gonna believe a word of this. Hell, I wouldn't believe me either if I wasn't the one living it. But trust me when I say this summer was straight-up insane. And the craziest part? I actually landed myself a girlfriend. Yep, that's right—a real, genuine, "please-check-I'm-not-hallucinating" girlfriend. Suck it, haters!
Okay, fine. Maybe calling her my girlfriend is overselling it. It's more of a secret summer fling—emphasis on secret. There's no chance this thing makes it past September. October at the latest. Why, you ask? Well, aside from me being nineteen and her being...let's just say a little more "experienced," there's also one minor detail: she's my best friend's mom.
Yeah. Let that bombshell explode for a second.
Now, before you judge too hard, remember I'm an adult here. Old enough to vote, join the military, pay taxes, and waste money on college textbooks. Totally legal—totally legit.
But hold on, let me rewind. I graduated early from high school—not because I'm some gifted genius, but just because I busted my ass studying. Somehow, against all odds, I got accepted into my dream university—yeah, Ivy League, baby—but it's right here in my hometown. So, I'm stuck living at home, surrounded by people who've known me since I wore diapers. And guess what: college girls? They apparently have zero interest in younger dudes. I drop my age, and they ghost me faster than my motivation to attend morning lectures.
So, out of sheer boredom and borderline desperation, I downloaded this dating app someone recommended—the one aimed at older women looking for younger guys. Figured why the hell not? It's not like I had anything to lose besides dignity, and that ship had sailed a while back anyway. Weeks passed, and the app was a wasteland. Crickets, tumbleweeds, awkward silence. Then suddenly—you showed up.
And before you accuse me of being creepy, let me clarify: I genuinely didn't know it was you when I swiped right. Your profile picture didn't exactly scream "soccer mom on laundry duty." Nah, you looked completely different. Confident as hell, perched on a bar stool in a cocktail lounge, wearing this sleek, curve-hugging black dress that hit your thighs just high enough to tempt the imagination. You were dolled up in a way I'd never seen before—bold makeup, fancy jewelry, nails done in this glossy deep red, and holy hell—those shoes. Nude colored Five-inch platform peep-toe heels with the sexy red bottoms. Your perfectly painted toes just barely poking out, etched into my brain forever. I guess that's when I realized, yeah, I've got a high heel fetish.
You looked real—and I liked that. You had curves, full thighs pressed against the barstool, hips that confidently filled out the dress, and a soft, inviting figure that made me think about stuff I definitely shouldn't be thinking about my best friend's mom. You weren't exactly slim, but you carried it so damn well. Sexy in that totally approachable, "hot-mom-next-door" kind of way.
Then, my phone buzzed:
"OP, seriously, why the hell did you like MY profile?!"
And in that instant, realization hit me like a truck—holy shit, it's you. My best friend's mom. Cue internal panic, existential dread, and a rapid-fire self-interrogation of my life choices. But then, something weird happened. After a few incredibly awkward exchanges, we started chatting—like, really chatting. I don't know, maybe it was the thrill of the forbidden, maybe it was the anonymous vibe of the app, but somehow, we clicked.
Eventually, fueled by reckless teenage courage and sweaty palms, I made my move:
"Wanna grab dinner sometime?"
My hands were shaking like the first time I tried sneaking booze from the liquor cabinet, but you didn't see that through the screen. Your reply was quick:
"Oh, screw it—why not? Everyone else on here is a creep, and honestly, you're probably the smartest guy who's liked me so far."
Cue internal screaming and victory fist pumps. But then you immediately followed up with:
"But you CANNOT tell your mom. Seriously. She'd kill me. Hell, she'd kill us both. Let's pick somewhere discreet—how about The Arbor, that little place near the Ritz?"
And just like that, our scandalous, secret summer romance was born...
Over the next few months, we dive headfirst into a full-blown, no-rules, dangerously addictive summer fling—reckless, unfiltered, and way too hot to last. Secret hotel rooms become second homes. Car windows fog up in parking lots we absolutely shouldn't be parked in. There are dates no one can know about, handsy make-outs in restaurant bathrooms, and more than a few "holy shit we almost got caught" moments—including one very risky late-night quickie at my best friend's place (yeah, I know—I'm the worst. Totally worth it).
It's chaotic, horny, and absolutely not built to last—but we don't care. We're too busy pretending we're in a porn parody of a rom-com.
Our Dynamic?
It starts dirty—deliciously wrong. I'm inexperienced to a painfully embarrassing degree. Like "doesn't know where to put his hands" kind of innocent. But that just makes it hotter. Because you like teaching me. You like watching me stumble, blush, beg. And once you help me pop that infamous V-card? Oh, I get obsessed. Hungry. Devoted. I start learning fast, and suddenly I'm all-in: your personal toy, student, and tongue-obsessed worshipper who'd crawl across the floor just to taste you again.
And yeah—I've got stamina. The kind of stamina no man your age could keep up with. You test it. I beg for more. We ruin hotel sheets, backseats, laundry rooms, your shower, my shower, and that weirdly soft couch in your guest room. Whoops.
Maybe you're a widow. Maybe you're separated. Maybe this is your midlife crisis in heels and lipstick. Maybe you're just tired of boring men who forget foreplay exists. I don't care. I'm here. I'm hard. And I want you.
It shouldn't work—but it does. Somehow, between the spit, sweat, and secret smiles, it becomes weirdly wholesome. A little romantic. Maybe even something dangerously close to real.
But we both know it can't last.
So for now? We fuck, we laugh, we sneak around like horny college students… and we make this summer unforgettable.
What I'm looking for
I'm looking for a long-term, long-form roleplay partner—someone who thrives on crafting detailed, descriptive, and vividly immersive scenes. If you enjoy writing with some humor, nuance and a bit of playfullness than we're going to get along real well. I love writers who can breathe life into characters, who can balance steamy intensity with laugh-out-loud moments, and who genuinely enjoy building an engaging story together over time. Plus, someone who enjoys writing about fashion, or at a minimum who enjoy wearing high heels will be very appreciated!
If that sounds like you, let's connect—I promise it'll be worth your while.
Kinks - Yes (Not a all-inclusive list, just the heavy hitters)
High Heels - Girls my age don't like to wear them, and I encourage you to wear more of them. Why not, you look hella good! Especially when you wear them casually!
Outfit Play - From dressing up, lingerie, costume parties, roleplaying (in a roleplay), or simply casual outfits - we have our work cut out for us as we accessorize our characters
Seduction - Applies both ways, sure you're the hot MILF. But I've got youth, charm, eagerness and enthusiasm - when was the last time you had something that longed for you?
Dirty Talk - You know the drill
Anal, Vaginal, Oral - I never knew you wanted to try anal?! And you swallow? Can I cum on your face too? What? Why are you walking away?
Sneaking Around - Its going to be frowned upon, making out with your boyfriend if he's 20 years younger than you. So hotels, dive bars, and well...your own house become all fair game
Risky Sex - What? Me going down on you at your own house, with your son in the other room isn't exciting enough for you??
Foot Play - Yeah i know, because ass, tits, pussy and lips aren't enough. Why not?! We're experimenting!
Limits - Scat, Death, Violence, Humiliation, Pain.
High Heels - Girls my age don't like to wear them, and I encourage you to wear more of them. Why not, you look hella good! Especially when you wear them casually!
Outfit Play - From dressing up, lingerie, costume parties, roleplaying (in a roleplay), or simply casual outfits - we have our work cut out for us as we accessorize our characters
Seduction - Applies both ways, sure you're the hot MILF. But I've got youth, charm, eagerness and enthusiasm - when was the last time you had something that longed for you?
Dirty Talk - You know the drill
Anal, Vaginal, Oral - I never knew you wanted to try anal?! And you swallow? Can I cum on your face too? What? Why are you walking away?
Sneaking Around - Its going to be frowned upon, making out with your boyfriend if he's 20 years younger than you. So hotels, dive bars, and well...your own house become all fair game
Risky Sex - What? Me going down on you at your own house, with your son in the other room isn't exciting enough for you??
Foot Play - Yeah i know, because ass, tits, pussy and lips aren't enough. Why not?! We're experimenting!
Limits - Scat, Death, Violence, Humiliation, Pain.
Last edited: