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Dennis objectively knows that it was an irresponsible purchase. That he was thinking with his eyes rather than his brain when he browsed on his phone and ended up with the item in his cart. He still knew it was probably not the best idea even as he was putting in his payment information and, finally, putting down his address for the delivery. The website advertises discreet packaging, so he doubts Trinity would pry.
Still, when he comes home after a hectic shift and sees the box, he snags it. Suddenly, the price tag feels very worth it. After all, he got actual paychecks now and if he wanted to splurge it was no crime. Dennis is able to justify this simply because the purchase isn’t intended for him. Rather, it’s a gift for Robby.
They’d been dating for a decent amount of time now, starting right around when Robby returned from his sabbatical. After Dennis had finally won one of the betting pools he’d shakily asked Robby out to drinks and, to his utter shock and relief, Robby had somehow accepted with a soft laugh. A faint blush had painted his cheeks and Dennis happily commits it to memory, mainly as one of the best shifts of his life. Even Trinity had been gobsmacked he’d actually got out of his head enough to finally ask the older man out.
“Look at you, Huckleberry, you’re all grown up.” She laughed, faking wiping away a tear as she patted his shoulder on their way home that night. Dennis had chuckled himself, hoping it would go well.
And it had. One date had turned into two and then three. It was around the eighth or ninth one that Robby had asked him if he wanted to stay the night, to which Dennis had eagerly accepted. The only thing that remained a standstill in their newfound relationship is that…well…
Robby is notoriously awful at accepting gifts from Dennis. He either gets awkward and embarrassed or insists that he’s not worth the money. Dennis supposes he really shouldn’t be surprised by this considering the only nice things Robby owns are his bike and some comfy jackets, mainly because he runs cold and not even because he wants to treat himself. Dennis thinks it’s a bit unfair, but since he has his own actual salary he figures he can avoid Robby’s unfounded guilt over accepting the gifts now.
It starts off small. Nicer coffees than what’s offered in the communal pot. Pens with cute patterns on them. A mug that said “Best Boyfriend” that he’d found online. Robby had scoffed in embarrassment at the last one, but it’s his mug of choice whenever Dennis spends the night. The gifts typically remain under a similar specification. Usually just simple things Robby is less likely to wave off. Even if he does always roll his eyes or bite at his lip in the form of a typical tic as he accepts the presents. Dennis supposes it’s better than Robby outright rejecting them altogether. It would feel like a rejection of Dennis, which he’s certain Robby picks up on and is the sole reason the older allows it to begin with.
Despite this, Dennis knows that this new gift is probably going to take a lot of coaxing to get the man to accept it. It’s got a glaring price tag and it’s not something Dennis typically gifts Robby. Rather than cute, casual things it’s of the more intimate variety.
Dennis isn’t shy about it, ironically enough it’s more the kissing and cuddling that has him blushing. They’ve had sex more times than they can count and Dennis is glad to discover that he and Robby are very compatible. He’d been utterly shocked at first- that the same man who commands respect in the ED and is always in control absolutely falls apart when Dennis gets his hands on him. He tends to let Dennis take the reins when out of work and Dennis appreciates being given the responsibility of Robby’s pleasure.
Dennis just hopes he’s not purchasing something that will surely embarrass the older man to the point of genuine irritation. Or that he thinks Dennis is making fun.
Dennis spares one more glance at the contents inside of the box with a soft hum.
Black stockings with ornate lace detailing and some patent black leather heels. It’s from a brand that typically caters to pole dancers and strippers, but Trinity had genuinely suggested it since Robby’s tall and sturdy, so they’d be a safer bet than trying to force Robby into stilettos of some kind. Initially Dennis had suggested the gift as a joke to Trinity after one too many vodka sodas.
Somehow that turned into her and him spending the better half of the evening ogling the website with barely concealed giddiness, giggling like two high schoolers. He had tried to claim he wouldn’t actually need to have Robby wearing anything of that nature, he’s distinctly attracted to just how masculine Robby is already.
But then he’d landed on the set, a discount pair to buy the stockings and shoes together. And then, in his drunk happy mind, he’d imagined sliding the stockings on for Robby. Kissing his ankle as he buckles the heel for him. And then, in all his glorious detail, admiring how much more Robby would tower over him.
“It’s like the hot vampire mommy from Resident Evil.” Trinity had nodded sagely, peering over Dennis’s shoulder. “I can see the appeal.”
“Who?” Dennis slurred out, choking on a laugh.
“It’s not important- I just mean having a tall person be even taller than humanly necessary is hot.” Trinity had shrugged.
And with that in mind Dennis clicked purchase.
Now, with his fingers actually running over the lace, Dennis wishes he’d bought way more. He’s nearly tenting in his pants at the mental image of Robby in this set- how many others could he potentially convince him to wear?
So, Dennis pulls out his phone to bookmark the website before swapping over to his conversation with Robby. Trinity is at Garcia’s for once, so Dennis has the apartment all to himself for the next few days. He feels a lot less nervous at the idea of handing over the items to Robby in his own space because at least then Dennis isn’t at risk of getting kicked out. Though he doubts Robby would be that extreme to begin with. He’d probably just laugh and ask if Dennis was making some kind of elaborate joke. The thought makes him hesitate, but his eagerness wins out.
He pauses for a second, thumb hovering over the keyboard before he finally types out a message.
hey if ur not too busy do u wanna come to mine? :)
It’s simple enough and usually implies to Robby enough what’s on Dennis’s mind. Dennis has never been one for subtlety around the senior attending and he doubts he’s about to start being so now. He gnaws on the inside of his cheek as he sees the bubbles pop up as Robby writes his own reply.
That sounds nice. I’m in your area anyway so I'll be over in 10.
The proper punctuation and capitalization always makes Dennis smile fondly. He moves to clean up the little bit of clutter left around the apartment, straightening out Trinity’s tarot cards and making sure his stack of National Geographic magazines are all neatly organized on the coffee table. He paces around the humble abode once and then twice more before rewrapping the gifts in their sparkly black tissue paper and taping the box closed again. That way the element of surprise is not lost on Robby.
Plus part of the joy Dennis feels in giving the gifts to Robby is when Robby has to open them with that cherry tinged flush painting his face.
He’ll look so pretty.
Right on time, Dennis hears Robby with his classic shave and a haircut knock. He smiles to himself as he sets the present on the table and moves to let the older man in. Robby is holding a bag of food from their favorite jewish bakery, which makes Dennis snort affectionately.
“What’s the occasion?” He asks, backing up so Robby can squeeze in.
“I don’t need one. They were having a sale on chocolate babka and cherry blintzes.” Robby shrugs, a small smile pulling at the corner of his mouth. “And last time you raided the entire box, so I figure you’re due for a top up.”
Dennis smiles sheepishly as Robby sets the paper bag in the kitchen, taking the chance to sneak back to grab the box of the heels and stockings. “Well,” he drawls, “I also happened to get you something.”
Robby groans from the counter, turning and looking over his shoulder as he narrows his eyes. “Dennis,” he starts, already moving to put his hands on his hips as if to lecture the younger man for daring to think of buying his partner a gift. “It’s not even a special occasion.”
“I don’t need a special occasion.” He parrots the older man with a smile, holding it out happily for Robby to come take. “Plus, I’m allowed to want to spoil you. Trinity already won’t let me pay rent, so my fun money has to go somewhere.”
“How about to your student loans?” Robby asks as he makes his way back to the living room.
“Those are on a payment plan that I keep track of religiously. I can still buy other things.” Dennis huffs, gesturing so Robby can sit down and accept the damn thing. “So please just open it?”
The unsaid ‘for me’ hangs in the air until Robby relents and snags the box from Dennis’s outstretched hands. With a theatrical groan, he plops down on the old couch, squishing the throw pillows under him. Dennis happily takes the armchair across the room, wanting to have the full image of Robby opening and discovering the present burned into his memory.
Plus, there’s a small bit of nervousness sitting heavy in his stomach and sitting next to him would be infinitely more embarrassing if Robby does not like it. Dennis planned this meticulously during Robby’s ten minute trek. Robby sighs and moves to grab the pair of scissors Dennis had left on the coffee table. He cuts open the tape layered over the cardboard box before squinting when he opens it to the ornate tissue paper. Really, the size of the box should’ve tipped him off that it was something fancier than usual anyway.
“What the hell did you get me?” Robby asks, equal parts endeared and shy. Dennis smiles tentatively, shrugging. “You’ll have to open it to find out.”
He watches all too eagerly as the familiar pink tint dusts across Robby’s face and down his neck. Robby pats through the tissue paper and pauses, head tilting with a confused look as he feels around the box before tugging out the first item.
One of the heels, black with silver detailing, sits in his hand. Robby blinks and, rather than commenting on it, pulls out its match. “Um.” He says simply, holding both shoes as though they’re a bomb he’s scared to detonate. “Did you get the wrong delivery?
“No.” Dennis replies, bouncing his foot in anticipation for Robby to pull the rest out. “There’s…there’s one more thing. In there- in the box.” He can hardly hide his eagerness which he can tell Robby notes by the way he flicks his gaze to Dennis and squints just barely before looking back down.
He rustles through the wrapping just a bit more before snagging the pair of lace stockings in one hand, pulling them out and going about seven darker shades of red as he looks over the shoes and the hosiery.
“What…what’s all this for?” Robby asks rather than throwing the box at Dennis’s face and leaving, so Dennis feels like he’s not too put off by it. Dennis bites at his lip nervously before shrugging, confidence dwindling now that he has to voice it out loud.
“I..thought you’d look..pretty in them.” He handles the words delicately, careful to explain his exact train of thought so Robby wouldn’t feel like he’s being made fun of. “Trin and I were talking about….tall people in heels. So…”
“Ah.” Robby glances at the apparel before glancing down the hall towards Dennis’s room and back at Dennis, which promptly makes Dennis turn his own light shade of pink. Robby licks his lips before swallowing. “Did you plan for me to wear them tonight?” He intricately pieces together Dennis’s plan with ease and Dennis nods, overeager and excited.
“If you liked them. I kind of had an idea of me putting them on you.”
And it’s then that Robby sputters, a nervous laugh bubbling out of his throat as if just realizing how serious Dennis really is about it. “You want me, with my tummy and already being 6 '1, to wear delicate stockings and giant heels?” He asks incredulously.
But it’s not a no.
So, Dennis elects to inform Robby of that discovery.
“I’m not hearing a no. I mean- if you do say no I will completely respect it and return them and we can forget this ever happened. But…if you’re not saying no..?” Dennis trails off, eyes wide and expecting. Robby is always weak to the puppy eyes and Dennis knows when to utilize them for moments like this.
Robby is quiet for a beat and Dennis worries he may have been too pushy. At least until Robby scratches the back of his neck and clears his throat.
“How long exactly did you say Trinity is going to be gone for?”
Dennis can’t stop the giant grin making its way across his face. “A couple of days. Does that mean I can dress you up?”
“I suppose that can be arranged.”
And so that’s how they end up here, in Dennis’s bedroom with Robby shucking off his hoodie and shirt as Dennis lays the stockings and heels out on the sheets. Robby isn’t a stranger to stripping in front of Dennis, so that part gets done with little fanfare. He tosses his clothes haphazardly onto the floor and looks down at his boxers with a hum before electing to remove them as well.
Neither of them are hard just yet, but with the temptations coming their way Dennis has nothing to worry about in that regard. Plus, he can feel his pants begin to grow tight as Robby sits on the edge of the bed, long legs dangling and ankles crossed. Dennis tries not to stare too hard, but he already feels as though he’s practically salivating as he grabs the stockings and heels, setting them on the floor before kneeling down before Robby.
“Remember,” Dennis says gently, glancing up at the older man. “You’re allowed to tell me to fuck off with all of this.”
Robby chuckles softly, a pleasant flush still painted across his body. “I don’t mind. Really. If I don’t like it I’ll use my colors.” Even just the mention of the color system has Dennis buzzing, a heat building in his belly at the notion that Robby is giving Dennis control over it.
With that in mind, Dennis grabs the closest stocking, rubbing his thumb over the lace detailing. There’s a smattering of rose imagery along the set and he’s delicate in the way he handles it. Robby’s blush sinks lower, his chest turning a lovely shade of red as Dennis rubs his ankle, kissing up his left leg before finally sliding the fabric on in a painstakingly slow speed. Dennis can’t help but glance up and smile softly at the way Robby looks down at him, as though he desperately needs Dennis the same way Dennis needs him.
Dennis glances back down again, snagging the second stocking and repeating the process. No words are needed when he feels Robby’s warm skin under his fingers as he drags the hosiery up. Once the band of the stocking comes to rest around Robby’s thigh, Dennis has to release a breath he didn’t realize he was holding as he takes in the full image of Robby in something so feminine and delicate.
“Jesus,” he croaks out, thumb rubbing a circle into the meat of Robby’s inner thigh. Robby exhales his own shaky breath, fingers clenched tightly into the covers of Dennis’s bed. He licks his lips and swallows before glancing down at the heels sitting undisturbed next to Dennis. “We still have those to do.” He says it so quietly it may as well be a whisper. Yet Dennis can see in those big brown eyes that there’s nothing but honeyed affection and arousal in Robby’s gaze.
Dennis doesn’t think he’s ever filled out his boxers quite this fast as the first heavy heel is lifted up. He grabs Robby’s left foot, massaging the top of his foot just to get another feel of the lace mixed in with the natural state of Robby. Robby’s breath hitches at the movement before the shoe is pressed on and buckled. The silver hardware of the buckle glints and Dennis is half tempted to worship the heel with his tongue then and there. The patent leather is painfully glossy and Dennis knows then that he has to find ways to convince Robby to let him buy at least five more pairs of stockings and heels. Maybe even lingerie if Robby is feeling lenient.
“Where’d you go?” Robby coos affectionately, running his hand through Dennis’s curls. The motion has Dennis sighing relaxedly, gently pressing Robby’s foot back down to put on the last item.
“Just thinking about how pretty you are.”
“Uh huh.” Robby says, amusement muddled in his tone. “I’m sure I’m your pretty baby girl, aren’t I?” It’s framed as though it’s in jest, but Dennis can tell it’s Robby’s way of asking Dennis if he’s serious about finding Robby attractive like this.
And Dennis does not want to risk Robby feeling embarrassed or stupid. Not when Dennis thinks he’s the most gorgeous thing he’s ever seen in his life.
“Yeah.” Dennis says, ignoring the way Robby’s using the phrase as a joke against himself. He’s painfully earnest as he agrees. “You are my baby girl.”
Robby turns about five different shades of red as he sputters, averting his gaze even as Dennis continues to buckle the heel he had bought. Dennis leans back on his heels to finally drag his gaze all over Robby and fuck if Robby isn’t the most beautiful person he’s ever laid his eyes on. Robby can’t even deny it’s turning him on just as badly if his twitching arousal is anything to go off of.
Dennis groans as his patience finally snaps, surging up in between Robby’s legs to kiss him roughly, which Robby eagerly accepts with a moan of his own. The air between them turns thick and heady as Dennis coaxes Robby up further onto his bed so that Dennis can eagerly crawl after him, only pulling away from their languid kisses to tear open his nightstand and snag the bottle of lubricant he always keeps in there. With Robby Dennis always has to be prepared.
Robby can’t stop the chuckle against Dennis’s lips when he hears the telltale click of the lube being opened, spreading his legs so Dennis has more space to worm between his thighs. “God, do you even know how good you look?” Dennis groans as if it pains him how amazing Robby all done up for him looks. “The fact that you’d probably have a foot on me in those heels is killing me.”
“You sure know how to make a guy feel good about himself.” Robby laughs earnestly before dissolving into a soft grunt when Dennis’s lube coated finger rubs around his hole. Dennis doesn’t even have his pants off, just tugs his sweats and boxers down far enough that his dick spills out, too eager to slide home into Robby’s warm insides.
They’ve done this so often by now that in record time Dennis has Robby writhing against his fingers as Dennis watches, mesmerized by the glide of the lace against his bedspread and the way the heels add such a weight to Robby’s feet that he can hardly keep them wrapped around Dennis’s waist like normal. The silver plating on the bottom of the shoes must’ve made it a struggle to keep his ankles wrapped criss cross around Dennis, but the harsh dig of the hardware and the friction of the leather against Dennis’s skin through his shirt has him panting roughly into Robby’s mouth as he opens him up like a rosebud- pretty and pink.
I should put him in pink
“Focus on right now, Den.” Robby groans as he turns his head to the side against the pillow. Clearly his ruminating must’ve been verbal as he finally presses in, easing a dual moan out of both of them. Dennis can’t make himself dare to go as hard and fast as typical, sticking to long, dragging thrusts that elicits the neediest noises to spill from Robby’s spit slicked lips.
Rather than grant Robby a reply to that comment, Dennis moans pitifully. “I shoulda bought you the matching panties too,” he pants out roughly, “coulda- fuck- coulda seen how pretty your dick would look dirtying the lace.”
Robby doesn’t even have time to warn him as he arches his back and whines, the combination of Dennis’s slow, thorough thrusts dragging alongside his velvety insides and the anticipation of being dolled up both causing him to shoot his release all over his fuzzy navel. Dennis makes a mental memo to buy Robby so many different sets of panties that it might as well be all he wears.
Dennis is no better, the rhythmic squeezing of Robby clenching down has Dennis echoing his own whine as he thrusts frantically into the welcoming heat, nearly rattling the headboard with the urgent movements until he’s forcing his tongue into Robby’s panting mouth once more. He nips and sucks at the older man’s lips as he comes, eyes drooping shut as his hands come up to toy with the lace along the tops of Robby’s thighs.
Maybe Robby will let him cum on them next time. Dennis will be sure to offer to pay for the dry cleaning. They both pause as they catch their breaths before Robby groans, stretching and digging the heels further into Dennis’s back. The harsh press sends a signal to Dennis’s aching dick and his mouth goes dry at the perfect idea that flits through his mind.
“Do you think you’d be willing to step on me?” He asks, sex addled and stupid as he cuddles closer to Robby even as Robby’s drying release smears against his shirt. Robby makes a choked off noise, before surging to kiss Dennis again.
“You…said Trin’s out for a couple days?” Robby asks once more. Dennis nods, peppering Robby’s cheek, jaw, and neck with soft, insistent kisses.
“Mhm.” He hums happily answers once more, basking in the afterglow.
At least until Robby decides to try and send him to an early grave with the coy look he gives him.
“The store you ordered these from. There’s one in town.” Robby says bashfully. Dennis pauses, glancing up at Robby. “I didn’t say where I got you these.”
“You, um, didn’t have to.”
The confession has Dennis wondering if there was a God in the world if he managed to land someone like Robby. “Think you’d be willing to try some pretty things on for me?”
Robby laughs softly at that, sparing another kiss to the corner of Dennis’s mouth. “I think that’s something I can do for you.”
Dennis cuddles even closer, happy to just let themselves rest and clean up the mess later. Maybe he can convince Robby to let him and Dennis take some joint leave.
Just so that Dennis can admire him is all.