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Whatever confidence Robby had had the previous night, with Dennis worshiping him and looking at him with nothing but hunger, fades away the moment he and Dennis step inside the store. The lighting is dim and the mannequins are scantily clad. While the shop provides plenty of examples of lingerie and heels more suited for people his size, Robby cannot help but feel like he’s got a proverbial spotlight cast on him as he and Dennis make their way towards one of the displays.
As if sensing his discomfort, Dennis clears his throat. “You really don’t have to do this if you don’t want to. I don’t want to make you feel awkward.”
Robby shakes his head, crossing his arms over his chest. “No-no. It’s okay. I want to share this with you. It’s just….” Robby trails off before shrugging. “I haven’t really worn anything like that since college.”
Much like his reaction to Robby’s embarrassed confession last night, when Robby shyly admitted his knowledge of the shop, Dennis seems to compartmentalize the information gladly, eyes widening with poorly concealed glee. “Do you have any pictures?”
“Dennis.” Robby says, unimpressed, shooting the younger man a deadpan look.
“What? I’m allowed to be curious!”
“I was dressed up for Rocky Horror,” Robby shrugs it off, “it wasn’t anywhere near sexy like you’re imagining.”
Robby remembers it all too well. One of the med students he was friends with insisted on doing his makeup while her girlfriend hunted through their shared stack of shoes to find anything that may fit Robby. Luckily, they were both pretty tall women, so in the end Robby was given platforms that didn’t make him think his ankle would snap in half while wearing a thrifted corset that he’s pretty certain came from a cheap sex shop, but it got the job done. While it started his interest in messing with his inner femininity, Robby hasn’t really engaged in that kind of behavior from his 20s until now. Just his luck that when he finally settles down with someone, Dennis wants him in lingerie when he is no longer a lanky, hairless twenty-something year old.
“Doubtful, but fine. Keep your secrets.” Dennis huffs, turning his gaze back to the hanging racks of panties and stockings as he tilts his head, almost as if admiring a fine art piece at a museum rather than revealing undergarments.
Robby trails after him, dragging his fingers along the plus size section. His fingers dance along the lace and silk, rubbing appreciatively at the texture. Despite his interest in the softer materials, Robby finds his eyes pulled to the section closer to the back, near the more kinkier selections.
Leather, latex, and pvc sets all sit under the dim lights. Most of the audience seems to mainly be those interested in more alternative fashion, but Robby cannot help but hum under his breath as he takes it in. Dennis peaks up, following Robby’s gaze over towards the far corner of the store. He whistles, nudging Robby with his shoulder.
“You wanna check that section out?” He asks, knowing that if he outright asked Robby if he liked the section the older might shrivel and die of embarrassment. Not that Dennis minds, he’s into whatever Robby feels comfortable with and if that includes leather.
Well.
Who is Dennis to disagree with it? He benefits in this situation no matter what. After all, his end goal is to see Robby tower over him. Even more than usual, with the added inches coming from whatever heels they may pick out. Dennis is never more grateful that he’s been saving his paychecks until now.
Robby acts as if he hadn’t been interested in the more…explorative section. Which only lasts a couple of seconds as he sighs and allows the younger man to pull him towards the racks. The other couples pay them no mind. There’s a woman browsing for herself, two other queer couples outside of Dennis and Robby, and even an older gentleman perusing the belts off to the side of the more outlandish sets. Just taking the fact that the shop clearly provides to a wide array of people has Robby breathing out a sigh he didn’t realize he was holding as the younger man smiles up at him, clearly having the time of his life imaging Robby in any of these sets.
In fact, despite the numerous sales associates that Robby had focused all too hard on when they first stepped in, no one seems keen on bothering either of them. Robby had practiced internally over and over the potentially embarrassing conversation of ‘what do you suggest’ followed by ‘oh no, it’s for me, not him’ and the chance for the humiliation that would follow. Instead, he’s left to quietly browse the sizes to his own speed and comfort, with Dennis voicing his own interest every so often.
“What about this one?” Robby finally suggests, after what feels like hours of them sifting through the sea of black leather and latex.
Dennis flits his eyes over to the corset Robby pulls out from the rack and nearly feels his eyes pop out like some kind of Looney Toons character. It’s shiny patent leather, black ribbons lacing the front together. This continues up to the neck and is mimicked in the back as well, silver hardware prominent against the fabric. Dennis feels like his dick might explode until he realizes Robby’s face is a burning red, as if just the sheer notion of recommending it took all of his confidence.
“That one?” Dennis all but squeaks out, voice coming out ragged and rough. Almost as if he’s swallowed gravel.
“If you don’t think it’ll look good-“ Robby starts, dropping the corset to let it swing back into place, moving to scratch the back of his neck as a defense mechanism. He’s stopped by Dennis catching the corset by one of the ribbons, shaking his head.
“No. No, I- uh. I think I might die, but y'know, it’ll be a good way to go out.” Dennis squeaks out, making sure to grab it off the rack even as Robby begins to protest. “We’ll need to get you matching heels too.”
“You just ordered me some. It’s fine-“
“Oh look, there's leather platforms right here.” Dennis completely disregards Robby’s insistence, grabbing the tall heels and admiring the silver buckles on the side.
Even as Robby still insists it’s too much, Dennis finds a pair of black thigh highs and matching panties.They’re all more ornate than what Dennis had previously ordered. Dennis still makes a mental note to order Robby sets in every color.
For variety, of course. Any complaint from the older man promptly falls on deaf ears
Despite Robby’s multiple attempts at paying at the counter, Dennis is just a second too quick, already swiping his card before the older has a chance to pull his wallet out from his back pocket. Thus, the panties, garters, and heels are placed into one bag as the corset sits in another, almost signaling the fact that it is the main attraction for the evening.
Still, Dennis doesn’t push Robby. They go about the rest of their mutual day off in a very similar fashion, enjoying the privacy of Dennis and Trinity’s apartment with her gone on vacation. They make lunch together, simple cheese pizza with basil, and lounge around watching whatever old mystery Dennis is interested in now that he has access to loads of streaming services ever since Robby gave Trinity, and by default Dennis, the passwords to his accounts. For once, Dennis is not jealous that she entered a friendship with Robby before he did.
The rest of the evening is spent comfortably sharing a bottle of wine. For a moment, Dennis forgets they even went out to that store and picked out a set for Robby. At least until Robby untangles their limbs from where Dennis is comfortably burrowed into his chest, legs wrapped around one another almost akin to a pretzel.
“Don’t gooo,” Dennis grumbles, trying to utilize his weight to keep Robby warm and soft beneath him, the perfect pillow to end an equally perfect day. Robby chuckles, shaking Dennis as he tries to burrow into the heat of Robby’s skin underneath the shirt he has on.
“Well, if you want to see me in what we got I kinda have to get up.” Robby replies, poking the younger man’s head gently. Just the thought of Robby dressing up is enough of an erotic visual to send a jolt up Dennis’s spine as he sits up, peeling himself off of Robby in almost record time.
“Go right ahead.” Dennis says, practically cool as a cucumber as he shoots Robby a smile. “I’ll be thinking of you.”
Robby shakes his head at the antics of the resident, snorting to himself. “I’ll just be in the bathroom. Probably won’t take long, but if I get stuck I am never doing this again.”
And with that, he disappears down the hall, leaving Dennis with an all too overactive imagination. Really, it’s almost like Robby is teasing him. How is he not supposed to think of the patent leather and gentle lace snug against soft, hairy skin. This has to be some form of torture, even if Robby is doing it on accident, which he most certainly is.
To Robby, however, the torture is the anticipation. His ears burn with a continuous mix of flattery and embarrassment as he unpacks each piece. His reflection looks back at him with a matching expression of unease. Sure, Dennis liked the stockings but that doesn’t mean he’s really prepared for Robby’s lumbering ass in a spread of lingerie that might as well be from a porn mag. This is the type of stuff meant for lean figures and tiny waists. Stuff Robby had had when he used to wear this stuff. It’s no secret that, thirty years later, he might be a bit out of his element. The few pairs of panties he did own were under lock and key and more suited to be considered granny panties.
What is currently looming in the bag may as well be a thong with the fear Robby has of his ass not fitting. Even if it’s a normal pair of black bottoms, Robby knows his ass is big and runs the risk of not being easy to cover.
Still, he elects to avoid making the younger man wait too long. With shaky hands, he peels off his own sweatshirt and jeans, shimmying them down and leaving them in a small pile. It's like a dormant instinct for Robby as he drags the panties on first. The silky texture is smooth against his skin and, surprisingly, they sit on his hips comfortably. Robby wonders if they're intended to be unisex as he spares a glance towards the bathroom mirror. There isn't any spillage although his stomach just barely covers the top of the lace adorning the bottoms. It doesn't pinch anywhere and Robby makes a mental note to check other pairs from the brand as well.
The stockings follow, a sheer black fabric that looks like something a secretary may wear. The scalloped lace matches the panties, clearly indicating their purpose as a set. Even with them not coming with the patent leather corset, Robby feels like they'll fulfill their role regardless.
Robby stares at the remaining bags, debating between the corset and the platform heels. Figuring he'd probably bust his ass in the heels if he trips, he elects to save those for last. Even then, the corset it still severely intimidating as he pulls the neck piece over his head. It almost looks like a sluttier version of a halter top with the black ribbons crisscrossing over his chest and front. Still he's able to lace himself in and not feel like he's going to die from a lack of oxygen. Robby has dealt with plenty a drag queen or younger adult who went a little too tight, so he's sure to give himself enough slack to comfortably inhale and exhale.
When he glances back at the mirror, Robby is all too grateful he's not in the heels yet as he stumbles against the bathroom sink, caught off guard by how he looks. Despite his anxieties at his middle aged spread being squished into leather and lace, Robby finds that he doesn't hate what he's looking at.
He, oddly enough, feels pretty. Which is enough of a shock to jump start him into putting the heels on so as to take in the final look. He buckles the heels before glancing at the mirror and snorting. While the heels themselves match very well with the rest of the ensemble, Robby's promptly reminded of his height by the way his head isn't visible in the mirror hanging against the bathroom door.
If he had to hazard a guess, Robby thinks he may be damn near seven feet tall in the platforms. Hopefully Dennis doesn't strain his neck trying to peer up at him. G-d.
Just the thought of his younger partner has Robby burning like a tomato. Even if he thinks he actually looks good, Dennis complimenting him always makes Robby feel like a blushing teenager rather than a middle aged man. It's really rather pathetic. Still, he psyches himself up. He shoots himself two thumbs up as his own personal hype man before he takes a step towards the door.
Once again, almost like some form of muscle memory, Robby finds that the heels are easy enough to walk in.
"Okay," he calls out towards the back of Dennis's head, peering around the hallway at the man still sitting obediently on the couch. "I'm ready if you are."
Dennis shoots up, turning to glance over as Robby finally comes into full view.
"Holy shit."
"That bad?" Robby starts, already feeling a bit more like an organism on display. He rubs his arm awkwardly as the younger rushes to correct himself.
"No. No no no- god, holy shit. You look so fucking good." Dennis trips over his words and almost his own feet as he stumbles over to Robby. His blue eyes are wide with awe as he leans back to take in the older man in his entirety.
"Really?" Robby asks, pretty sure his face is permanently stained red at the way Dennis peers up at him. " You're kind of right in line with my chest."
"You're saying that like it's a problem." Dennis retorts. "Can I touch?"
Even though it goes without saying, Robby still appreciates the way Dennis gives him agency over his own comfort. "Of course."
There's a beat of silence as Dennis feels the corset, admiring how it cinches Robby's waist but not in a way that makes the man look any smaller. If anything, it frames him like it's meant to fit him. The delicate lace from the stockings and panties have drool forming in Dennis's mouth. He feels like he's buffering. Or like he may be dreaming. His usual cool, collected attitude with the older man promptly disconnects as he clears his throat.
"I think I need to get you in my bed before I cum in my pants."
"Den!" Robby exclaims, a shocked laugh. His blush deepens, painting his cheeks as he looks down at the younger man. "I'm just standing here."
"Yeah and you look like sex in heels. Come on up and 'attem." Dennis replies, already pulling Robby towards his bedroom.
"Christ, Den, give a man a second-"
"If I give you anymore seconds I'm going to find a way to impregnate you." Dennis retorts. "Don't ask how- life finds a way."
"That's Jurassic Park," Robby splutters, mentally filing that admission for later.
Dennis elects not to answer him, all but slamming his door open as he spins the other and pushes him onto his bed. Robby lands with a small 'oof' and opens his mouth to most likely shoot a complaint Dennis's way. Whatever it is dies on his tongue as Dennis falls to his knees, grey sweats showing his hard on intensely as he grabs one of Robby's heels, admiring the buckles.
"Fucking shit, Dennis, you weren't kidding." Robby groans, shy at the way his lower half dangles off the side of the bed as Dennis thumbs the glossy silver hardware. Robby would be lying if he said the other's intense admiration of him wasn't equally arousing, already feeling a heavy warm sense of excitement settle in his stomach.
Dennis hums, almost in a trance before he kisses the side of Robby's ankle. His eyelids droop as he kisses further up Robby's leg. "Is this okay?" He asks, voice strained and thick with arousal. "Wanna take you apart."
Robby swallows, throat feeling similar to a desert as he nods. His bashfulness wins out as he lets his head fall against the bed, hands coming up to cover his face as his cheeks burn. Despite his timidity, his dick twitches with interest at the desperation from the younger man's voice.
The wordless permission incites Dennis even further, not even bothering to force the other man to look like he's done in the past. He palms at his cock as he kisses up Robby's leg, sucking harshly at the soft, warm flesh of his thigh through the sheer fabric. The sharp gasp only serves to spur him on as he licks over Robby's bulge, delighting in the whine that punches out of the older man's throat.
"Baby," he groans as he pulls away, "you're so fucking pretty."
"Den," Robby starts, voice already threatening to devolve into a groan. "Don't-"
"Ah ah ah. Pretty girls like you don't need to talk back. Hand me the lube, mkay?" Dennis is quick to shut the older man down, delighting in the embarrassed whimper as Robby fumbles against the nightstand, all but ripping the drawer open.
"Always so obedient, aren't you? So bossy at work, but you really just need someone to tell you what a good girl you are. Don't you?" Dennis continues much to Robby's combined joy and detriment.
Even if he will deny it ever happened the next day, Robby nods, one arm still tossed over his face as he stretches the other, shoving the lube in Dennis's face. Robby expects the other to tear the panties off and get to work, but pauses as he feels the panties shift.
He surges up, indignant. "Dennis, these were expensive." Robby groans as he watches the other shove the panties to the side, his dick practically spilling out from where the fabric shifts. The younger seems to care very little about this fact as he kicks his own sweatpants off before he drizzles the cold substance over his fingers.
"I'll buy you more." Dennis says simply, rendering Robby mute as he circles the older man's rim, all too used to the ways he makes Robby's brain shut off for the better half of the evening. "I'll buy you the whole fucking rainbow."
Robby can only whine as Dennis breaches him, pointer finger forcing itself inside and immediately focusing on the spots that make Robby's mind melt out of his ears. Dennis clearly doesn't feel like dragging out the night anymore, already pent up just from the sheer thought of Robby dolling himself up for him. Trying to make himself pretty and like a wet dream come to life. Fuck.
"I need to put you in a dress or something." Dennis groans, quick but efficient as he focuses on the bundle of nerves, arousal licking up his spine as he watches words fail the older man. "Or a skirt." Just the thought of Robby basically cross dressing for him has Dennis wanting to force the other man to sit on his face and crush him. Or step on him. Dennis is delighted at the kinks he currently is unearthing for himself, eager to see what he can convince the older man to do.
Robby can only moan pathetically as Dennis pulls his fingers away, chest heaving in the gorgeous black bundle of patent leather wrapping around him. Sweat drips down his neck and back, body not used to the combined effort of wearing the outfit or Dennis currently entering himself, thick and hot as Robby garbles what sounds like nothing more than word vomit. The combined anticipation of how Dennis would see him and the way he slides home as Robby gasping sharply, dick twitching with interest even with the cold air brushing against it.
His legs feel heavy and useless as Dennis wraps them around his waist, rubbing his large, calloused hands against the tops of his stocking covered thighs. It feels like Dennis can't help but try to push as close to Robby as possible, shirt still on as he forces his clothed chest against Robby's. The younger assaults Robby's insides, thrusting fast and rough as he licks the sweat from the exposed bits of skin visible between the black ribbons.
Robby lets out a sharp whine as Dennis bites, teeth pulling at the flesh atop his collarbone as his stomach convulses, heat a tantalizing sensation building in his core as Dennis all but violates him.
Words are useless Dennis soon finds out. Unable to verbalize all the ways he wants to dress Robby up. He grunts and licks against the ribbon and Robby's salty skin, chasing his own orgasm as he grips Robby's waist tight enough that it's certainly going to have bruises after.
That nearly does him in, the thought of having Robby wear his handprints as some kind of erotic remembrance of their escapades. At least, until Robby flounders, hands shaking as he pulls Dennis by the hair and leans down the best he can, licking into the other's mouth.
Both moan at the sensation, Robby barely even trying to fight for dominance in the kiss as Dennis fucks his mouth. Joint sounds of pleasure sound out as Robby clenches, practically milking Dennis's cock before they both cum, rough and sweaty and perfect.
Dennis struggles to hold himself up, pulling away from the kiss to press his lips against the underside of Robby's jaw. Robby pants roughly, chest heaving as he tries to catch his breath. His face burns from exertion and exhaustion, nearly ready to pass out then and there.
Dennis peels his chest from Robby's, hands releasing the older's waist for a fraction of a second. Robby's eyes are closed, hands coming to flop ungracefully against the bed as he groans. Pain and pleasure dance in his skin and veins as the younger shifts from where he's bent over Robby.
He would've kept them shut if it wasn't for the rustling of Dennis's shirt hitting the ground. His eyes flutter, brows furrowing before they shoot open at Dennis forcing his thighs impossibly wider.
"Wh..what're you doing?" He rasps out, surprised his legs don't protest at the forced movement.
"What?" Dennis laughs, almost mockingly as he shoots a predatory grin down at Robby's confused expression. "Did you think I was finished?"
"I-I thought," Robby starts, falling quiet as Dennis nuzzles their noses together. It's almost sweet albeit a bit teasing.
Dennis can't help but giggle, shaking his head. His dirty blonde curls bounce at the movement even as Robby feels a painfully arousing sense of fear in his gut.
"Robby, baby girl, I said I was taking you apart."