To Sam, it looked like a little box with a dildo strapped to it.
“What does it do?” He asked, noticing the black rocker switch on the side of the painted box, the dial right next to it.
Dean grinned, entirely too proud of this contraption he’d found at the sex shop that was located two doors down from the motel they were staying at. “Turn it on.”
Sam hesitated, looking at Dean’s giddy face before he flipped the switch. The metal appendage the dildo was attached to canted forward, then back, in a rigid motion, doing it a couple more times before Sam’s shock settled into dull confusion. Dean didn’t really think that would feel good, did he?
“Here, dude in the store told me you turn this and it makes it go faster,” he explained as he turned the dial. With added speed it looked slightly less uncomfortable, but Sam still wasn’t convinced either of them would enjoy being fucked with that. It definitely wouldn’t compete with Sam’s strap.
“You’re serious?”
“Dead serious, Shirley,” Dean quipped back as he turned it off.
He pulled the dildo free and brought it to the bathroom to scrub it with the worst soap in the world, a slight comfort to Sam. If it was going into one of them, at least it’d be decently clean.
But he wasn’t going to be volunteering to go first. No way in hell.
When Dean came back, Sam had kicked off his shoes and socks, unbuttoned his jeans to try and tempt Dean into pulling them off of him and eating him out, forgetting the fucking machine that he spent far too much of their money on. Normally he wouldn’t turn down diving nose first into Sam’s pussy, but apparently he was actually excited about trying the janky device.
“Wanna go first?” Dean asked as he slotted the dildo back on.
“Nope, all yours.”
Sam kicked off his jeans and boxers, putting them to the side before refocusing his attention on his aching clit. Despite his apprehension, it still turned him on thinking about watching Dean getting railed without any third party to get jealous of. Dean was still his entirely and that made him grotesquely wet.
Dean flipped the mechanical sex machine on and lined himself up with it, lying parallel to Sam with his feet barely hanging on to the edge of the bed. He struggled to adjust the speed, looking to Sam for guidance before he set it to one of the lower settings. Sam rocked his clit between his fingertips in time with the automatic thrusting of the dildo.
He watched rapt as Dean pushed the machine closer, pressing it against his entrance until it finally pressed through, fucking into him sluggishly. Dean grunted, unaccustomed to having anything wider than two of his fingers inside of himself and making a big deal out of it. Sam grinned and forced himself to stay still even as frenetic energy built up inside him.
Dean held onto the back of the machine as he eased it closer, pushing it further into himself until he whimpered and let go of it. It slipped back slightly, but still fucked into him shallowly with the same pace. Sam was amazed that the matched pace was somehow getting him off, even if it’d take him a while to climax at this rate. The sight of Dean allowing himself to be made vulnerable by something as cold and lifeless as a machine with a plastic cock attached to it was really doing it for Sam.
“Turn it up,” Sam urged, pressing his fingers closer together and squeezing his clit between them.
Dean gave him a hazy, lopsided smirk and followed his instruction, immediately reacting to the added speed with a high moan. He fell back onto his elbows and breathed roughly like he was already close, and Sam was going to yell at him to stop until he could catch up. A squelching sound filled the room as the dildo fucked in and out of him, making him wetter than Sam had ever seen and almost making him jealous.
Next time, he’d use his strap and pound Dean’s pussy until he couldn’t stand.
Dean slipped his hand between his thighs and jerked his fingers against his clit, exhaling short, rough breaths that put Sam on edge. He moaned, his tired wrist screaming for a break as a false wave washed over him. If he rubbed at his clit again, another would follow, longer, until eventually he made himself come proper. But the trembling of his thighs and the pumping of his heart against his ribcage made him stop, and he didn’t want to miss Dean’s finale.
He tossed his head back and exhaled a high, choked sigh as he pushed the fucking machine out of him. The noise that followed was less a pop and more of a slick gush that was utterly filthy, teasing Sam with the start of another false orgasm.
Dean squeezed his thighs together, crushing his hand against his vulva and making him breathe like he’d just ran a marathon. When he turned to look at Sam, he almost felt angry at how beautiful he looked with his half-lidded eyes and flushed cheeks.
“You’re really sure you don’t wanna give it a go?” He asked as he removed his hand from between his jerking thighs, his fingers drenched in his own slick. The picture of sated arousal, but Sam still didn’t feel compelled.
“Very sure. But, I have an idea,” he teased.
He grabbed Dean’s knees and pulled him to face Sam, spreading his thighs apart with the confidence of someone who had done it many times before. Dean laughed and tossed one jelly-like leg over Sam’s shoulder and invited him in between his thighs for clean-up.