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sweet as a grape

Summary:

Robby really, really, likes the idea of getting Dennis pregnant.

Notes:

fair warnings:
- dennis is trans and all kinds of terms are used to describe his parts, like if you're thinking it rn it's probably used.
- no misgendering or forced feminizing, but some fetishizing language is used in reference to the pregnancy thing.

 

i am a trans guy and this is the filthiest thing i've ever written. enjoy!

Chapter 1: part 1

Notes:

(See the end of the chapter for notes.)

Chapter Text

“Wait, Robby, I-uh...” Dennis says as he pulls away from their kiss, sounding hesitant and biting his bottom lip. He ducks his head down, embarrassed. At this interruption, Robby stills the steady grind of their hips and slips his fingers out from where they’d dipped into the waistband at the back of the boy’s trunks.

 

“When I um, stayed the night that one time and we- you know.” Whitaker says stutteringly, avoiding eye contact with the man whose bed they were in, who he was currently straddling, and whose hands are now running up and down his bare thighs soothingly, “We didn’t use protection and you got me Plan B and I, like..”

 

He wipes the corner of his mouth absently and Robby can’t help but track the ribbon of drool that smeared across his cheek. Cute.

 

He recalls the time Dennis is talking about. Last month, after a particularly tough week of Whitaker being on the night shift and not being able to see each other, Dennis decided he wanted to spend the weekend at Robby’s. On Friday night, Robby helped Dennis with his T-shot for the first time, and when they ran out of condoms on Sunday morning, Robby bounced Dennis on his cock raw, his hands groping the boy’s ass, and made him beg for Robby to finish inside as he sobbed into his chest hair.

 

Afterward, he spread Whitaker’s pussy apart with his thumbs to watch his seed drip out, then later pinched the boy’s cock between his knuckles as he fucked another hot load into him. Robby remembers.

 

“Well, it’s been- I mean I… I took,“ Dennis squeezes his eyes shut to gather the courage, then with a shy glance up through his lashes he ekes out, “I’m… late.”

 

The confession washes over Robby, then zips across his nerves like napalm. He bites back a sinister smile. Late?

 

Sucking in a deep breath, he takes in the bashful look on Dennis’ sweet face. Robby loves him. He knows Dennis doesn’t actually mean his period is late, that getting it at all was uncommon. He watches the boy, his bitten-pink lips, the way he chewed on the inside of his cheek, and lets it tell him what Dennis really means.

 

Robby… you got me pregnant.

 

He feels his cock twitch as it swells in his underwear, the length pressed tight between his thigh and Whitaker’s ass, and Dennis turns bright red.

 

“I-I’m just worried about it. Sorry for-uh, if I’m killing the mood,” Dennis sputters, wringing his hands together where they rest on Robby’s nape and looking pitifully up at him. His eyebrows drawn up in worry, his round eyes shining in the low light.

 

Robby looks at the precious boy in his lap with unmasked desire. He can’t imagine loving someone more. He can’t imagine anything more erotic.

 

The image of Dennis Whitaker swelling tenderly with his baby made him so fucking hard.

 

He settles his hands affectionately on the smaller man’s waist. With a thoughtful hum, he strokes his thumbs along the boy’s stomach over his t-shirt, then ducks down to lean their foreheads together and whispers into the shared space.

 

“Is that all, baby?” Robby says, amused, nosing along Dennis’s cheek, “You’re not ruining the mood, sweetheart. I don’t know what you’re so worried about,” Robby murmurs into his cheek, his lips still curved into a light smile and leaving soft kisses as his arms move to wrap around his lover.

 

“What I’m worried about is that…“ A heavy blush creeps up Dennis’ cheeks. He unclasps his hands from around Robby’s neck and smooths them nervously over the neckline of Robby’s shirt, “That I…”

 

Robby starts to mouth along his jaw, his strong arms wrapped possessively around him as he started to rock their hips together, and Dennis whines indignantly before finally saying, “I didn’t exactly plan on getting knocked up before finishing school.”

 

Robby smiles, pulls away and bites his lip, leaning back against the headboard and openly groaning at the thought of Dennis studying for his exams while pregnant with Robby’s child, of people at work seeing Whitaker’s round belly and knowing. Knowing that Robby is the man that gets to slide his bare cock into Dennis and get him pregnant.

 

He claws back a semblance of composure to peer down his nose at the blushing boy in his arms. Infatuated, he takes hold of Dennis’s ass and pulls his hips firmly down, “But I’ll take such good care of you, Denny. You and our baby.”

 

Dennis’ eyes snap up to meet his, and Robby can’t help but chuckle meanly at the confusion painting his face.

 

“W-what do you mmh-!” Dennis squeaks as Robby leans forward and captures his lips. Robby drags one hand up Whitaker’s back to thread through the curls at his nape and resumes grinding his erection up into the man in his lap. Dennis kisses back, hesitant, then slowly melts under his boyfriend’s big, hot hands.

 

“You’re so cute,” Robby rasps out. He licks over the boy’s parted lips, then pushes his tongue into his mouth, groaning hungrily at the taste of Dennis’s spit. He licks at Dennis’s tongue, sucking it into his own mouth and moaning as he swallowed down his partner’s breathy whines.

 

He tugs firmly on the soft curls between his fingers and gasps out a breath as he pulls back from the kiss, a thin string of saliva stretching and breaking between their lips. Robby watches, enamored, as Dennis’s eyes flutter closed. They don’t stop rutting into each other through their underwear.

 

Robby has one hand fisted in Dennis’s hair and the other gripping tightly on his hip, keeping his lover in place as he grinds the hard outline of his stiff cock into the darkened gray gusset covering the boy’s pussy.

 

“Robbyyyy,” He gasps out, jaw going slack. Dennis has both hands holding the front of Robby’s shirt and his eyes screwed shut as he tilts his hips forward, pressing and rubbing the swollen bump of his cock against Robby’s, “A-aah-“

 

“God, fuck, Denny,“ Robby grunts and bucks his hips up aggressively, bouncing the boy in his lap. Robby can’t stop looking at him. His little curls dancing as they move. The oversized conference t-shirt he picked to wear to bed. His parted lips and the darling gap in his teeth. The outline of his cock and pussy, puffy even through his wet, gray trunks. The sight of this beautiful, intelligent, kind man being so good and pliant for him, letting Robby take and give his pleasure as he wishes, it makes a thread snap deep in the back of Robby’s mind, “You’re gonna be so good for me, right, baby? Gonna be such a perfect mommy.”

 

Robby growls and pulls Dennis further by the hair. He rolls onto his knees and guides Dennis to lay back at the foot of the bed. Dennis instinctively wraps his arms back around Robby’s neck, and the larger man follows him down, using the hand on the boy’s hip to keep their cocks pressed together.

 

Dennis lands with Robby’s hand cupping the back of his head, gasping, “Wh- are you crazy? We can’t- nnh-!” as Robby laves a long line from his collarbone to his jawline and begins to suck dark marks onto his skin.

 

“Shhhh, honey, don’t worry,” He soothes, lips tickling against the fresh bruise over Dennis’s pulse point. He brings both hands to Whitakers hips and slips them under his shirt, rucking the fabric up to Dennis’s neck, and splays his warm hands over his ribs, gently pressing his thumbs onto the boy’s stiff nipples, “Let me take care of you. I can be a good daddy, yeah?”

 

Robby swirls his thumbs reverently over the soft buds. He leans down and laps at the boy’s dusky nipples, tonguing and sucking each of them as he imagines them swollen and leaking with milk. He opens his mouth to bite down on one of Whitaker’s small breasts, firm but controlled, and hums with a perverse satisfaction. He feels Dennis’s slick soak into his own underwear and start to wet his twitching, leaking cock. The boy looks up at him with half-lidded eyes, panting and whining as his sensitive chest is toyed with.

 

“I’m… Nngh- Robby, you’re crazy.”

 

Robby can only smirk. He sits up and shuffles back on his knees. Leaning down on his elbows, he takes the boy’s legs and hooks them over his shoulders, his face hovering inches above Whitaker’s clothed mound. His gray trunks have ridden up on his thighs, the thin fabric that tucked between his cunt lips was darkened with the boy’s wetness.

 

Robby drags one hand down Dennis’s body and gathers the front of his underwear in his fist. Robby looks up and sees Dennis rise onto his elbows. He watches breathlessly as Robby starts tugging the fabric up, up, up, up, up, squishing his swollen clit in quick pulses, and he keens high in his throat.

 

Dennis collapses onto his back and reaches down to tangle his fingers in Robby’s hair. Robby chuckles, “Just crazy for you, sweetheart.”

 

The older man leans further downwards and presses a kiss to the outline of the boy’s cock. Robby continues pulling his underwear taut as he leaves wet, open-mouthed kisses all over Denny’s clothed cunt. Robby rests his other hand on his soft stomach and grunts, “I can’t wait for you to start showing.”

 

Dennis’s thighs tense and he writhes desperately, tugging on Robby’s hair to press his face firmly into his pussy. Robby pushes his nose to the boy’s cock, inhaling deeply as he closed his mouth over the pulsing cunt. He moaned at the intoxicating scent and taste of Whitaker’s sweet-salty musk and laps the firm tip of his tongue up and down the wet seam of his lips.

 

“Pleaseee, Robby, I- I’m getting close,” Dennis whines, “More, please.”

 

Robby laughs cruelly between his thighs, “Aww, honey,” He coos with false sympathy, “You wanna cum now?”

 

Whitaker nods shamelessly, his bottom lip trapped between his teeth and his hands still in Robby’s hair. Robby moves both hands to the underside of the boy’s thighs, pushing them up and slipping his thumbs into the legs of his underwear to press his pussy open.

 

“Tell me you want to have my babies, sweetheart,” Robby grits out, kissing teasingly all over Dennis’s crotch, “And I’ll let you cum.”

 

Dennis groans petulantly at the demand, his thighs closing around Robby’s head in frustration.

 

“Come on, I know you can do it.”

 

The younger man bucks up, desperate for more friction against his aching cock. He whines and pouts, reluctant to give in to Robby’s perverted whims, and yet,

 

“I-ngh…” He says, sounding on the verge of a sob, “I want your babies, Robby.”

 

Robby moans, dips back down, and flicks the stiff point of his tongue repeatedly over his boyfriend’s little cock. Dennis yelps and arches his back as the firm, slick muscle fluttered on his clit, the blinding pleasure made his cunt throb.

 

Robby circled his middle finger over the boy’s pulsing hole. The hot, wet, muted friction of Robby thrusting his fingertip shallowly into his hole over his underwear pulled him over the edge. Dennis came hard, gushing slick as Robby made out sloppily with his pussy, “Aaah! Fuck- please, please fuck me, Robby!”

 

“Mmh, yeah? You want me to fuck you, darling?” Robby mutters into the soaked fabric. He hauls himself back up onto his knees, licks his lips, and peels Whitaker’s sopping underwear off, “My pleasure.”

Notes:

if you made it here i'm so grateful for your time! this is my first time publishing my writing and i was getting way in my head over it so i made the executive decision to stop short of the main event, but i do have an outline of what a part/chapter 2 could look like :3 let me know if you would like that uwu

please leave a comment if you enjoyed this (especially if you...Really enjoyed this), don't be shy! i need the validation.

[edit: come glaze me on twt @ boxerbr13f]