Asking Nicely

Erotic short. A trans man taking his partner’s strap learns precisely how strong he is.

Photo by Deon Black via Pexels.

2.1k, trans M/M, rated E. Featuring a massive tentacle strap-on, vaginal sex, size difference, teasing, overstimulation, Daddy kink, begging, crying, STRENGTH kink, even a little bit of belly-riding.

Some referencing to breeding kink, and a few times James shouts “no” but doesn’t safeword.

Terms used for James are cock and cunt and pussy; no reference is made to Cathal’s genitals, and neither men’s chests are particularly referenced.


Cathal is sitting on the edge of the bed, his legs spread wide, and James is uncomfortably aware of the height difference between them, the fact that James is just a little too short for this and the bed is too high and Cathal’s thighs are thick, so James is on his tiptoes for this with Cathal’s hands wrapped around his waist.

The strap is too fucking big and he’s grateful it’s tapered, bright green and slick with lube and also with the way that James is dripping down onto it — he doesn’t even know how long Cathal was sucking his cock for, twenty minutes, half an hour, he doesn’t even know, but there’s slick all down his thighs and he’s wetter than he’s ever fucking been. He whimpers at the way Cathal prods the tip of the cock against where he’s open, doesn’t sink inside but goes right for the edge of the muscle and makes him jump whenever it nudges in just the right way at the roof of his opening, makes his cock throb and his body shiver.

“You ready?” asks Cathal, mouthing against his back, and James nearly loses his balance on his toes, drops down a bit so that the tip nudges inside him. Cathal is gripping his waist, prevents him from sliding immediately further down, but the sudden pressure and the slight coolness of the silicon inside him makes him let out a sharp noise.

“Fuck,” James gasps out — he feels open and hungry, feels raw on the inside and desperately craves more pressure in him, more friction, but then he looks down and sees how many more inches of this fucking cock there are to take, looks at how thick it is at the base, the nodules along the shaft.

“Gorgeous fucking thing,” murmurs Cathal against his back, grazing his teeth between his shoulder blades. “Gonna let me fucking breed you, yeah?”

“Stop, stop, stop,” whines James.

“Stop?” Cathal repeats, and he knows he’s made a mistake even as it comes out of his mouth, but then Cathal is gripping tighter at his hips and lifting him up so that his weight isn’t even on his toes and fuck, fuck, but it makes his cunt throb that Cathal is lifting him with the strength in his arms and he’s not even trembling, that he can just fucking do that. The tip of the cock slips out of him and it was barely in him before but James lets out a sharp sound of loss, on the verge of fucking weeping with just need.

“No, no, I meant stop teasing, you know what I meant, you know, Cathal, fuck, fuck, just fuck me — ”

“Oh, your poor greedy pussy,” says Cathal, dripping with condescension, and James can hear the smirk in his voice as he eases James down a bit so that he’s balanced on his toes again; he takes one hand off of James’ hips and takes the base of the strap under his fingers, lines it up with him again.

He does a few more of those cruel prods, nudging against him and just playing through his slick, gathering it on the tip of the cock.

Please — ”

“Please, please,” repeats Cathal, sweet and sarcastic at once. “Tell me you have a greedy pussy, J. Tell me you have a greedy pussy and you’re desperate to be filled.”

“Fuck off,” snaps James; Cathal’s hand moves quickly as anything, does a hard flick against his cock that’s sudden and sharp and utterly agonising, and at the same time is so pleasurable his vision goes dark and he actually thinks he’s gonna come for a second. His knees go weak and he drops from being balanced on his toes to falling back on his heels — suddenly three inches of the toy are buried in him at once and he cries out, his head thrown back.

“Say it,” says Cathal softly, and James tries to struggle, but Cathal is gripping tightly at his waist again and his hands are so fucking strong, even when James tries to bend his knees and lean back into him he can’t stuff more of the toy inside him. It’s fucking tantalising, the three inches in him, but with the tapered end to the thing, more like a hentai tentacle than a cock it’s not even thick enough to really rub at him, to really give him any friction, and he needs it.

“Why are you like this?” he whines. “Why are you like this, why are you such a fucking dick, why can’t you jus — no, no, no, Cathal, don’t — ” he whines, because Cathal, laughing, is lifting him up higher again so that just the tip is teasing and nudging at the very opening of his cunt and he wants it so badly he wants to scream. He’s clenching around mostly air, but clenching makes the muscle move, rubs the tip right against where he’s open and sensitive and he can feel his cock straining with the desperate want to be touched. “Cathal!”

“Say. It.”

“Fuck you, fuck you, I have a greedy, fuck, I have a greedy pussy, fuck you, I want to be filled, I want it in me, just put it — ”

Cathal doesn’t drop him, this time, but grips his hips nice and tight and slams him down.

James is so fucking loud he’s sure that the neighbours next door can hear it, fuck it, that the neighbours across the road can hear it, because suddenly he can feel it sliding into him and it’s getting thicker and thicker and he can feel the texture on the toy and then he’s down to where it flares into more of a bulb and he just doesn’t stop because he’s open and wet and ready and Cathal’s too strong to resist even if he wanted to. The base hits against his lips and he can feel the fabric of the harness, and when he fidgets slightly, he can feel the textured surface of the toy rubbing against his walls and it feels so fucking good even though it’s a bit too long and he just feels —

“That’s it,” murmurs Cathal against the back of his neck, breathing on the back of the shell of his hear and making him shudder. “That’s it, nice and full.”

James stutters out a little noise that doesn’t quite make itself into words, feeling dizzy and like he’s been fucking impaled — he can feel the resistance where the tip is shoved all the way inside him, and just staying in place, breathing in, breathing out, he’s just so aware of it. He’s absolutely stuck on it, is flush back against Cathal’s lap, the warm heat of his thighs, the hairy surface of his belly against James’ back.

“Go on, then,” says Cathal mildly, and James shudders as he looks down at his feet on the carpet, looks down at his trembling knees. “Go on.”

James swallows, putting his hands awkwardly onto Cathal’s thighs to try to steady himself, and then he eases himself up on his tiptoes again — he barely manages any height at all because the bulb at the base of the cock is fucking thick, and when he tries to lift himself up enough to work it out of himself he doesn’t manage it, just makes it drag at the opening of his cunt. His cock is aching, jumping when he clenches around it and tries to shift up further, but it’s just not possible in this position, not with the height difference between them.

“If you want something, sweetheart,” rumbles Cathal, and James feels the vibration against his back from his chest, “you can ask.”

“I fucking hate you,” says James.

“Oh, bratty boy says he hates me,” murmurs Cathal. “Do I take him seriously, or do I take his temper tantrum for what it is? You’ve been whining all evening, J — is the world going to end if you ask for what you want nicely?”

He’s so frustrated he could cry, but there’s a sort of seething under his skin, he’s so embarrassed having to fucking ask for it and that’s the point, isn’t it? That’s the point of this, this position, this huge toy.

“Just — Just do it, just, I know you’re going to, we both know you’re going to, so just do it.”

“Ask.”

“Cathal — ”

Ask.”

“Daddy, please,” James whines, even though his skin’s on fire, even though his fucking face is burning and his cunt feels drawn tight and his orgasm is just coiled in him like a spring. “Fuck me, breed me, just do it, just do it — ”

“That’s my sweet boy,” says Cathal, and what he doesn’t do is start thrusting his hips up and into James, or flip them over, or even simply lift him by the hips again. What he does do is fucking stand, and just lets James’ legs fucking dangle. James shouts, tries to reach back and grab him as Cathal literally just fucking moves with him, moves like it’s fucking easy — James puts his hands back to grab helplessly at the back of Cathal’s shoulders, his neck, and Cathal just plants his feet flat on the ground and bounces James on the strap like he’s trying to kill him.

“Daddy, I can’t, I can’t,” James sobs out, and when Cathal laughs this time it goes right through him — he feels like he’s going to fall any second and yet he knows he isn’t, because Cathal genuinely is this fucking strong, is able to do this, and when he pulls James up high enough the bulb at the base of the cock pops out of him, and Cathal just drops him down again.

He’s teary-eyed and overwhelmed, soaked with sweat and trying to get the soles of his feet stable against Cathal’s thick thighs but Cathal’s moving him too vigorously, is moving James like he barely weighs anything at all.

“Daddy — ”

“Oh, sweetheart, stop your fucking crying and come for me,” says Cathal, although he doesn’t sound remotely as even and calm as he did before, now sounding a lot more tense and out of breath, and maybe that’s what makes it so hot. James shouts and sobs incoherently as he comes, his whole body trembling, his cunt clenching uncontrollably around the toy as Cathal drops him down on it as deeply as it’ll go, and it’s only partway through James’ orgasm that he reaches between his legs with sweat-slick fingers and tugs on his cock, keeping him pinned against his belly with his other hand splayed over James’ belly.

No!” James almost screams, overstimulated and wriggling and trapped, “Daddy, Daddy, please — ”

Cathal strokes him through it, pulls on his cock as he writhes uncontrollably and just gets hit by wave after wave of cresting pleasure, breathing heavily, voice ragged.

“That’s my boy,” murmurs Cathal, sliding his hand under one of James’ knees and keeping him steady as he brings him back to the bed and drops him gently down. The aftershocks are still running through him and his knees are weak, half his body feeling like fucking jelly as he flops down onto the mattress.

“What the fuck,” James slurs against his arms and the bed underneath him. “S’that why you go to the fucking gym so much?”

“Oh, are you complaining?” asks Cathal mildly, laughing even though he sounds out of breath. “You don’t want Daddy to go to the gym to you?”

“Smug cunt,” says James.

“That’s right,” agrees Cathal. “I’m a smug cunt. Anyway, it’s my turn to come now. Wouldn’t you agree?”

“Mm,” says James, and then yelps when the response he gets is Cathal pulling back and starting to thrust into him properly, his hips snapping forward and slapping against his arse with every thrust. Cathal is grunting quietly and James scrabbles at the sheets because he’s just so fucking full and it’s too much when he’s just come.

“Don’t I get to come too?” asks Cathal again, louder this time, and James shudders, his legs spreading just a little wider.

“Ye — Yeah, yeah — ”

Yes,” agrees Cathal.

James hears a quiet click, and remembers that this fucking toy vibrates.

He starts to wail incoherently at the same time Cathal starts to laugh again, although the laughter slips into moans as the speed of his hips increases; all James can do is take it as his raw, overused cunt is overtaken with vibrations, and he slumps helplessly on the bed.

He comes again, he thinks, but it’s hazy in the aftermath.

He hears Cathal say, “Such a good lad,” and it’s all he’s ever needed.


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