Trying Something — a Simon drabble (NSFW)
Ship: Simon | The Convict x Reader
Rating: Explicit, 18+ (MDNI)
Word Count: 1.4k
Tags: sub!Simon, dom!reader, gender neutral reader, teasing, body worship, foreplay, ass slapping, mentions of anal sex/pegging, nipple play, praise kink, begging, hair pulling, slight humiliation
Asking Simon if you can try something, then fully undressing him only to run your hands over his body repeatedly without touching his dick. He’s so obedient, just lying there and shivering at the feeling of your fingertips tracing his skin. Even as he gets hard and his breathing speeds up, he stays still, letting you do what you want. You scratch softly up his thighs, smooth your hands over his hips and in towards his happy trail. He’s tensing, breathing hard in anticipation as your fingers trail up his abdomen, moving to squeeze his pecs. Your fingernails dig in and Simon exhales shakily. You pinch and tweak his nipples, rolling them between your thumb and index finger, and he arches his back into the contact. He’s said please before, but he’s never truly begged for you to touch him. You want to make him beg tonight.
You twist his nipples sharply with both hands, making him let out a quiet whine, before moving your hands down to rub and caress his sides, his hips. You squeeze the flesh there as you move up and down, and Simon shudders. He still hasn’t shown any signs of protest. He’s being so good for you even through the teasing. Your hands return to his thighs, squeezing and leaving crescent shaped marks in the shape of your nails. He doesn’t resist when you push his legs open to look between them. His cock is slick, precum dripping down the shaft and blooming from his tip. The liquid is smearing onto his happy trail, the skin of his belly, as his cock stands straight up. He’s already desperate; if his dick isn’t enough of an indication, then the pained expression on his face should be.
You rub his trembling inner thighs. “So good for me.” You know that praise usually makes Simon fold, and tonight is no exception.
“Are you gonna touch me?” His voice comes out uncertain, raspy.
“I am touching you,” you reply, smoothing out the downy hair on his legs. His eyes go wide, pleading, as he looks up at you from the bed.
“You know what I mean,” he protests, clenching his fists in the sheets in frustration.
“Tell me what you mean,” you tell him. “How do you want me to touch you, Simon?”
“I want you to stroke my dick,” he mumbles tentatively. “Please.” It’s been years since he’s been on Eden, but the purity culture has stuck with him somewhat. He’s still working on overcoming the shame, but his desire for your touch usually overpowers any negative feelings. Still, it took a while for the two of you to get to this point.
“There you go,” you say. “I’ll touch your cock soon. Just be patient for a bit longer, sweetheart.” You press a kiss to his cheek, and he lets out a half-groan, half-whine, and sits up on the bed. So needy. He always has been, and you prefer it that way.
“I need it so bad.” The admission comes out as a whisper.
“I know,” you soothe him. “Just wait a little longer and I’ll give you what you need.”
Simon hates begging you. It feels like he’s pushing your boundaries, even though you’ve reassured him that you like it when he begs. He hates waiting even more, knowing that you’re withholding your touch on purpose. You don’t mean to tease him. You love to prolong the foreplay, to kiss and touch his every feature, to worship his skin and his body like he deserves. And Simon likes it too, up to a certain point, when his body is begging for release, to be in your hand, your mouth, inside you. A lot of the time, you become impatient too, and end up giving in to your own desire to touch him.
Your hands move from his legs to his back, scratching long stripes down his shoulder blades in a steady rhythm. Simon hisses out a breath. He hasn’t made a move to touch you or himself, too overly respectful to try it. But he’s pent up, you can tell. One day you’ll get to a point where he’s not afraid to be a little disobedient, to stop worrying over his every action. As you trail your hands down his arms, squeezing his biceps, he leans his head onto your shoulder and huffs out a sigh.
You rub in between his shoulder blades. “So patient, baby. Doing so well.”
Simon presses a kiss to your shoulder. “Please,” he murmurs against your skin. “I want you.” He moves to plant kisses on your collarbone and neck, taking his time to mark up the area, and you close your eyes and lean into his touch.
“I want you too,” you whisper. You’re getting impatient to touch him, but you want to extend the touching a little longer. “Come here.” You pull Simon into your lap so that he’s straddling your thighs, his hard cock sitting in between the two of you. It bobs against your stomach, smearing precum onto your skin, and he groans at the contact, bucking his hips upwards for more friction. But you hold his hips down so he can’t get any stimulation. It’s not time yet. He whines at the loss of contact and you shush him, smoothing a hand through his hair. “Not yet.”
Simon buries his head into the crook of your neck, wrapping his arms around your torso. He’s squeezing you hard, trying to maintain the shred of self-control he has left to not rut into you.
“Fuck.” The word is long and drawn out, laced with frustration. You know he gets irritated when you tease him for this long, but he never defies you, and he can never stay mad. Once you start touching him, he practically turns to putty, bending to your every whim.
“Just a little more,” you tell him. Your hands smooth down his back and come down to squeeze his ass. Simon’s breath hitches and his back arches into the touch. You’ve only done this a couple of times, but he’s reacted the same way. He enjoys the touch begrudgingly; the embarrassment and emasculation lingers despite the arousal it brings him. You’ll work through it with him eventually. Kneading his asscheeks, you spread them apart and squeeze them again, eliciting a choked-up noise from the back of his throat. Letting go momentarily, you bring your hand back and let it come down, smacking his ass. Simon whimpers into your neck, and the noise goes straight to your crotch. You glance down between the two of you to find that his cock is soaked with precum. You don’t think you’ve ever seen it this slick.
“You’re so wet, honey,” you say softly. “You like it when I slap your ass?”
“Mhm,” Simon replies. His face is hot against your neck and you can tell he’s blushing hard. He squirms in place, hips gyrating but not making any contact with your skin.
You bring down your other hand harder, and he yelps. You rub the area soothingly before bringing both hands down to cup his asscheeks, jiggling the fat and muscle and watching it move from over his shoulder. He groans in embarrassment, but doesn’t try to move away or ask you to stop, only buries his face deeper into the crook of your neck.
“So good,” you tell him, repeating your previous praise. You lean down and push Simon’s hair back to whisper in his ear. “You gonna let me fuck your ass one day?”
He gasps, and you pull him back by his hair to see his reaction. His face is pleasantly flushed and his eyes are wide, pupils blown.
“Y—yeah,” he stammers, struggling to make eye contact with you. You tug his hair at the roots.
“Look at me, Simon. Do you want that?” Your expression is serious. “You can say no, y’know.” You let go of his hair.
“I wanna try it,” he admits.
“Okay.” you nod, mouth forming a smirk. “We can try it sometime.”
“Okay,” Simon says softly.
“I’ll be gentle with you your first time,” you tell him. “Open you up real slow. How’s that sound?”
“Fuck—so good,” he groans, bucking his hips into the air. “I just—I need you to touch me right now. Please.”
“Alright, baby,” you whisper. “I’ll touch you now. I’m gonna tell you what I’m gonna do to you, okay?”
“Mhm,” he murmurs, tucking his head back between your shoulder and neck. His breath speeds up in anticipation, and when your hand snakes down and wraps around his cock, his body jerks and he cries out in pleasure.
