ʀᴏxx˖ ܁♬⋆.˚𝄞

"What do you mean?" He perked up slightly, head tilting as he sat with his hands fiddling in his lap. He felt terrible, even with all his explanations and your assurance that you weren't offended by his body's need for variety.

"I think we should switch roles. The entire way. Not just me dominating you with some handjob and some riding. I wanna try using a strap on with you." You explained bluntly, shifting to take his hands into yours.

He stared, quiet and contemplative. He blinked, and shamefully, he felt his body respond with a thick, heavy warmth, primarily in his groin and lower belly. "We can try it." He barely squeaked out, clearing his throat and swallowing harshly.

"How about we reserve Friday night for our little experiment? We can go shopping for it tomorrow, and you can pick everything out for yourself. We'll start small and slow, okay?" You shuffled into his lap, kissing him softly and letting him ease up.

"Okay." He nodded. "Just... be slow with me, okay?"

"Always." You mused softly, curling into him to start winding down for bed.

Two days later, Friday night, Leon found himself absolutely destroyed. It took a while to warm him up, a lot of preparation beforehand, but once he relaxed and really let you take the wheel, he'd finished in hardly three minutes. Cum spilled onto his belly and chest as you fucked him with the silicon dildo, the girth nowhere near even his natural girth, but still more than enough to get the job done with a little extra attention to his cock.

He found his new addiction. Shameful, embarrassing, but addictive in a way he'd never experienced with sex. And God, you made it even better.

That was all three months ago, and in the time that you had pegged him for the first time, he'd come to you almost every two or three nights and ask to go at it again. Now, because of work and general exhaustion on both ends, you'd been unable to be intimate for two weeks, and when you two were having dinner, Leon felt a little restless, thighs squeezing and hips shifting incessantly.

"You okay, honey?" You asked mid-bite, tilting your head across the table.

"Mhmm." He nodded. "Just... a little antsy." He admitted, taking another bite of his food and washing it down with water.

"Antsy how? Restless and tired, or... the other antsy?" You raised a brow, lip curling slightly as you watched him purse his lips.

"It's been a while, so I guess it's... needy antsy, but we don't have to. It's already late, and you have work in the morning." He shook his head, waving dismissively.

"I can call out." You shrugged. "If you want to, we can. I'm happy to. If you go prep now, shower, we can be ready to go in just enough time." You suggested, taking one of your last few bites.

"Are you—"

"Yes, I'm sure. It's enjoyable for both of us. You know that." You reassured, rising from the table to circle and lean down to kiss his cheek. "While you get ready, I'll get the dishes done, and I'll ready the bedroom. Sound good?" You cupped his cheek, letting him lean into it and kiss your palm.

"Promise you're not just doing this to get me to shut up?" He asked, half joking as his lips pursed to avoid laughing at himself. You rolled your eyes, patting his cheek.

"I'm doing this because I like sex and it's even better when I get to turn you into a mushy mess with a fake dick." You said bluntly, leaning down to kiss his lips this time. He hummed into the kiss, eyes fluttering closed just as you were pulling away and leaving him to his own devices.

About an hour and a half later, you felt enough time had passed, so you came back to the bedroom and found Leon already picking out what he wanted to use for the night. He heard the door open, so he turned his head. Despite having done this a bunch already, he still felt embarrassed at choosing so freely, so he stepped back from the drawer—the drawer dedicated to your combined sex toys—and clasped his hands together behind his back. You snickered.

"Lee," you purred, stepping forward and meeting him where he stood stiffly. "Come on, don't get so nervous. We aren't even naked, and you're already blushing and looking away." You teased, your own hands coming to find his and let him hold your hips to ground himself.

"It's still foreign to me, okay?" He pouted slightly. "It's no different than when you had to ask me to use toys on you. You were embarrassed, too." He countered quickly, but there was no real bite to his argument. You nodded, understanding, leaning up to meet him for a kiss as he tilted his head slightly to allow a deeper kiss. You felt him relax as his lips melted into yours, slotting together like puzzle pieces completing the final painting.

Once his body eased up, you worked him closer to the drawer and stood at his side, kissing his shoulders as he stared into the drawer. "Go ahead. Whatever you want. You know the drill." You soothed, slowly running your hands up and down his sides before one came around and absent-mindedly palmed his half-hard cock. He squeaked, jolting slightly at the contact. Despite his jolt, he reached into the drawer and took out the strap with dildo that had a 6-inch length and a 4.5-inch girth. That was the newest addition, what he'd found was best and most comfortable for his pleasure. You nodded at his options, offering him the approval that he'd grown to live for in the bedroom.

"Go lie down and get comfortable." You gestured toward the bed as you took the toy and began to undress yourself and ready the strap as you retrieved the water-based lube.

Leon listened. He discarded his clothing on his way to the bed, leaning back against the pillows as you approached, adjusting the straps of the harness to ensure the security of the harness and dildo. The closer you got, the more Leon wanted to close up and hide. Being on the receiving end of things had made him a little more shy, and with your gaze being so heavy and hungry every time, his legs almost always subconsciously closed up. He wasn't insecure, just shy.

You shuffled onto the bed, finding your way to drop the lube next to his hips as you reached out and soothed your hands over his knees and pried them apart slowly. "Don't close up on me, handsome." You purred, hands pressing down and stopping mid-thigh as you slotted yourself between his legs. "You want the pillow again or are you alright?" You asked quietly, referring to the small pillow he held onto most nights—it had started subconsciously, but it became a genuine piece of stability for him and his nerves.

"No. I'm fine tonight." He said, hips shuffling closer as he let his legs fall wider apart, his upper body fully laid back now.

"Alright. Now just relax for me, 'kay?" You ran your hands up his thighs and to his hips, waist, and finally, your palms stopped at his chest, leaning over him to kiss him softly. Your hands worked slow and gentle along his chest, feeling the perfect ratio of muscle beneath fat. Your thumbs swirled over his pebbled nipples, making him shiver as his hands pressed against your hips and pulled you closer. You couldn't help the small giggle that left your lips, the sound making Leon shimmy and squirm under you.

You worked away at his nerves with slow kisses, gentle caressing of his body, and once his thighs fell apart on their own, your hands slid down and began their fondling down below. One hand grasped loosely at the base of his cock, the other hand dipping lower to fondle his heavy ballsack—untouched, neglected for so much longer than he's used to. He whimpered upon the contact, cock twitching in your hand. His dick was already throbbing and weeping, the slit of his tip slick with fat beads of precum.

"Please don't tease," he pleaded softly, hands subconsciously fisting the sheets beneath him.

"'M just making sure you're properly aroused and relaxed. Can't go in if you're not already shaking." You purred. That was partially a lie. You could easily already begin to stretch him open, but it was always better if his cock was left on the edge. That meant he'd more than likely cum all over himself without even needing to have his cock touched, and something about him cumming so much from a fake dick was just so fun to watch.

For the sake of time and his sanity, you moved on quickly. You kept one hand massaging his balls slowly, the other hand dipping down to circle his hole with your middle and ring finger. Your hand left his balls and came to grab the small bottle of lube, squirting a generous amount onto your two fingers and spreading it around his already twitching hole. He whined, one hand coming to reach blindly for your non-lube covered hand. You chuckled, reaching out to accept his hand and intertwine your fingers with his while you slowly, cautiously pushed one finger past the ring of muscle that fluttered and tightened around your digit.

"Relax, Lee," you soothed, leaning down to kiss the back of his hand as you worked the single finger back and forth, shifting it so that you could reach upward and press against his prostate with the pad of your finger. He shivered, eyes fluttering and rolling at the sensation. You took the chance and slipped in another finger, the stretch making him mewl and push back against your fingers.

With him so enthusiastic and showing no signs of pain or discomfort, you slipped in a third finger in record time, slowing down when he whimpered and squeezed your hand. You kept your fingers barely inside of him and squirted more lube before you resumed the penetration of his hole. With your fingers properly slippery and his hole slowly opening up, you kissed at his inner thighs as you worked him open slowly. You suckled soft, wet bruises into his pale, freckled skin.

"Shit," he whined, back arching as he reached out and blindly grabbed for you again. "Please, I need—mmh!—need more." He pleaded softly, head fallen back to hide his face from your direct gaze.

"Just relax, baby." You purred, cheek resting against his thigh. "You know it'll hurt if I don't get you ready. Remember the first time we tried to do it prematurely, and you cried and we had to stop?" You reminded him gently, not to embarrass him, but to warn him.

"Fuuuck, I know, I know!" He poured slightly, breath catching in his chest. "Pleeeease hurry," he pushed, eyes fluttering closed as you returned your fingers focus to his prostate, pressing rougher than before as you sped up your fingers. The change in pace would hold him over.

Until he had to cry out for you to slow down, hips squirming away. You held him closer, shushing him and removing your fingers from his desperate hole. He sniffled slightly, lower lip caught between his teeth. "Think you're ready?" You hummed, reaching to grab the lube once more, squirting another generous glob onto your palm before you rubbed it up and down the length of the silicone. His eyes were glued to the toy as he nodded quickly.

"I'm ready. I swear, I swear." He shifted his hips, legs spreading further apart as he put himself on full display for you. You tilted your head at the sight. With the remaining glob of lube on your hand, you spread it around his hole to ensure it was as slippery and slick as it could be. You lined up the toy with his puckered hole, watching his hands clutch at the sheets.

Slowly, you pushed forward, watching him twitch and shiver like his body couldn't decide whether it was too much or just right. His head fell back, hips rolling slowly against the toy to push forward for more. You eased in, ignoring his desperate motions and aiming to keep it slow and safe. Your non-slick palm came to hold his hips down. He whimpered some kind of apology, thighs shaking slightly as the entire toy finally sat inside of him.

"M-move," he panted quietly. "Please?" He added, voice pitchy and shaky.

"Only since you asked so pretty." You purred, hips dragging the toy backward and plunging it forward once more. He jolted, a loud moan being ripped from his throat. His leg kicked outward, heels digging into the mattress. God, he was always so sensitive. You found a steady pace to fuck into him slow and hard, holding his hips down with one hand as the other one came up to wrap around the base of his cock, pumping only the base and watching his tip drool with thick beads of precum.

6-inches of girth pumping back and forth inside of him, the faux veins and fake ridges of the silicone dragging deliciously against his walls. The penetration combined with your hand firmly stroking the base of his cock and practically milking him of all he had to give up until he was reaching to grab your wrist, thighs squeezing around your hips. You slowed your shallow pumps, your thrusts persisting through his squirming.

"Breathe through it, handsome. I know it's so much, and you're so, so sensitive," you cooed, teasing and taunting as you sped up, the thrusts becoming shallow rather than deep and slow. "Just let it go," you mused. "Make a mess all you want."

It didn't take much longer before Leon was jolting and arching his back, his cock making an absolute mess of his belly and chest, cum spurting in thick, seemingly endless ropes. You pushed him through it until he was gasping and pushing at your hips. You slowed to a stop before dragging the toy out of him, letting him melt beneath you and let him soak in his own relief and ease.

You let him soak up the pleasure and ease, using the time to clean the toy and put it back with the harness. Leon moved to sit up, but you stopped him, shuffling onto the bed next to him and wiping him down slowly with a wipe from the bedside table. Once clean, you moved to sit more comfortably on the bed, letting him shuffle closer and tug you in. He buried his face in your neck, groaning quietly.

"You want me to get you some water?" You asked, leaning down to kiss his head.

"My bottles not on the nightstand?" He muttered, peeking over you to look at the nightstand. He grumbled at the lack of his bedside water bottle.

"I'll go get you some water." You chuckled lightly, retreating from his grasp to retrieve water from the kitchen. Leon melted back into your side of the bed, eyes closing as exhaustion took over and he was already only half conscious by the time the door clicked shut behind you.