Loophole | Kregg/trans m! Reader
>> Sitting at the bar, General Kregg is approached by a handsome young man he sadly cannot sample, though he really wishes he could. But his assignment is to sire children, and... oh?
Nevermind. Turns out he can sleep with you. Nobody can complain about Kregg sleeping with a man if said man can get pregnant, right?
Tags: NSFW, trans male reader, AFAB anatomy, top surgery scars, sex, vaginal sex, t-dick sucking/cunnilingus, public sex & bedroom sex, age gap | older man/younger man, breeding kink, Kregg has a big dick. The author not knowing how to tag.
2.4k words | AO3
Sitting in one of his favourite bars, General Kregg observed his surroundings with languid enjoyment, taking a slow drag of his cigarette as he does.
The air was thick with heat and noise, tables full of chatting groups, a couple waitresses weaving around the tables; by the jukebox a few people danced, music hard to hear from where he was sitting, but he could still pick up a tune he recognized as something jazzy. In another part of the building were a couple of pool tables, and he was weighing whether or not to play a couple games. Some Earth females loved a skilled man, and showing off should land him another potential mate.
Though he also simply enjoyed the game. There was that, too.
Finishing his cigarette with a slow exhale, he pressed it into the ashtray, grabbing his glass afterwards and drinking from it slowly, savouring it.
Alcohol might not have any effects on a Viltrumite– at least not this little amount– but it was still fascinating to have. The way the whiskey slid down his throat with an aching burn, the way it laid heavy in his belly…
He might not get a ‘buzz’ from it, but it was still enjoyable.
As he begins looking around for a target, new or otherwise, he spots a pair of eyes flick away from him. Pausing, the general looks at you, taking you in.
You were sitting with a group not far from him, wearing some jeans and a baggy top. As he drank in your features, he licked his fangs, considering it.
You were a pretty thing, attractive, and he could easily imagine how delicious you'd look under him, messy and sweaty and head tipping back to bare your throat to him.
It was a shame he couldn't mate with you, though. His orders were to impregnate as many women as he could, and you were very much male.
Taking another slow sip of his drink, he continued staring at you for a moment, watching you freeze as you realized he was looking.
A mistake on his part, as it seems to convince you he returns your interest. Which he does. But again, he must focus on the mission. He can't waste his seed on dalliances that won't result in a child.
You stand from your table, whispering to your friends before heading over with forced confidence, anxiety shimmering under the surface.
“Hello,” you slide into the seat beside him, giving him a quick glance; your knee bounces slightly.
Setting his glass down, he tips his head in your direction. “Hello.” He says back, watching your lips stretch into a grin before you force it away.
It's cute, he thinks, eyeing how eager you are, how excited.
It's silent for a bit, and you order a drink– non-alcoholic, sweet. He watches you take a sip with some intensity.
Kregg wonders if he'd be able to taste it on your lips if he kissed you.
Then he quickly banishes the thought.
Handsome, yes, but not allowed. He could look but not touch.
“So,” you begin, turning slightly to face him, lips parted before you freeze. As he watches you patiently, a little amused, you close your eyes. “I… forgot everything I was going to say.”
Oh, you were adorable.
Humming, Kregg's eye flicks around the bar, taking in the occupants again. There wasn't anyone else that caught his eye, so…
“Really? And what were you going to say? Something flirtatious? Silly? Perhaps a bad joke to break the tension?”
You rub your face, nodding and shrugging at the same time. “Probably. Um, well, I already made an embarrassment of myself, so: I think you're very handsome and would like to sleep with you.” You say, straightening up as you look at him with a resigned expression. “What are my chances of getting that result?”
Unable to help himself, Kregg chuckles. It's a soft and short sound, and once more he thinks about how cute you are, how pretty. Handsome.
He'd bet you'd make the most lovely sounds as he pounded into you, but…
With a reluctant sigh, he shakes his head. “I'm afraid nonexistent.” He says, feeling a bit of regret at the way your expression immediately falls.
“Oh. You…” Wincing, you nod. “Straight?” You ask.
If you'd asked him this a few months ago, he'd have no idea what that meant. If you asked him some weeks ago, and if he was being honest, he'd have said no.
But he couldn't be honest. Not completely.
“No. Not fully.” He says, taking another sip before gesturing to all of you. “You're good-looking, very much so. It's just… what's between your legs I'd…” Something, something reasonable– “not enjoy.” He finishes with some awkwardness.
He cleared his throat. “I mean–”
“No, no,” you raise a hand, “I get it. Not everyone likes dick. ‘s cool.” You say, clearing your throat, looking a little flustered. “But, uh, um… well, you would've learned either way, so… I don't have one.”
Slowly, Kregg blinks.
“Pardon?”
You gesture between your legs. “I've got… a vagina. Pussy. Mortal portal.” You say, looking a little nervous. “So… I mean, if you're chill with that, with me, we could… like if it's really dicks you can't get it up for, fair enough, I wouldn't judge…”
As you rambled on nervously, the general’s brain rebooted, looking at you with a new eye.
He'd known what trans people were. Of course he did, he'd learned all about humanity and what was going on in the current world to better fit in. And LGBTQ+ topics were fairly popular, especially during ‘pride month’. He just… hadn't expected to come across someone like that.
Nor had he considered that you, being a trans man, would allow him to be with a man without him ‘wasting time’ and ‘failing his mission’.
You'd just shown him a whole new world.
As you rambled on, you were suddenly cut off by his hand on your knee. Looking down at it, you slowly followed his arm up to his body, meeting his gaze.
Giving you what he knew to be a seductive look, Kregg began to slowly caress your thigh.
“I am most definitely very ‘chill’ with that.” He says, smirking a bit. “Though you may have to guide me a bit. I've never been with someone like you before…”
The cool night air nipped at you as your back pressed against the wall, head tilted back and staring at the smoggy night sky.
Not the most romantic of views– or location– but Kregg more than made up for it.
Kneeling, he easily pulled your jeans and boxers down, and you shivered at the feeling of foreign fingers spreading you open.
Looking down, you watched the man you'd been eyeing up all evening drink you in, looking incredibly attractive in that eye patch and leather jacket.
His thumbs spread your furry lips apart, a low hum rumbling in his throat as he drank in the sight of your wet folds. Leaning in, he inhaled, the sight of him breathing in your musky scent making you wetter, dick throbbing for attention.
Which it soon received, Kregg carefully stroking the small length before taking it between his lips, sucking on it, obviously inexperienced but making up for it with confidence and enthusiasm.
Groaning, you cupped the back of his head, guiding him up and down your cock, whimpering when he sucks hard. Your thighs shake, knees nearly buckling before he grabs them, keeping you held up as he releases your t-dick, beginning to sweep his tongue up and down your folds instead, giving your hole some attention.
It clenches around his tongue, and you're surprised to feel how solid it is. Aren't tongues supposed to be squishy? Whatever. You can't be bothered to care when you're feeling so much pleasure, gripping his hair as you fuck his face, his tongue licking at your cock again.
It's not long before you cum, tension in your stomach coiling tighter and tighter until it abruptly pops, and you cry out in the alleyway, nearly falling on him, but Kregg manages to keep you up.
As he licks you clean carefully, mindful of your sensitiveness, you pant, struggling to catch your breath. He rises slowly, dusting off his knees but showing no sign of pain or strain.
“You're really strong.” You comment breathlessly, shivering as a sudden breeze hits between your legs.
Licking his upper lip, Kregg looks at you, eye almost black.
“You have no idea.” He murmurs, pulling your clothes up for you. “Come on. My place isn't too far from here.”
“Uh…”
He shoots you a look. “I'm not fucking you in some alleyway. I want you in my bed, screaming so loud the neighbours complain about it.” He says, voice a whisper that carries on the wind. It makes the pulse between your legs quicken, and you follow him without any hesitation.
The motorcycle ride to his apartment is short, but agonizing. The engine vibrates between your legs and Kregg definitely revs it a few times on purpose.
Once there, it's a blur of movement. You laugh as he throws you over his shoulder, carrying you into a clean apartment, almost spartan if not for the furniture and some motorcycle and engineering related things scattered about. But you don't focus on any of that, not when you're being taken to his room, legs around his waist now and able to kiss him, lips clicking loudly as your tongues swirl together, hot and messy before it abruptly ends when your back hits the bed.
As you push up onto your elbows, you watch him strip, biting your lip as you drink him in. He knows what he's doing, putting on a show and dragging it out until finally, his cock is revealed.
You're hungry and envious at the same time. On one hand, you want it inside you, want to suck on it and stroke it, and feel it throb. On the other, you wish you had a cock so long and pretty. And those balls, too! They hung so heavy, perfectly round and covered in soft dark hairs.
Staring down at you, Kregg begins to stroke himself, squeezing when his tip drools.
“Disrobe.” He orders, tone suddenly strict. It makes you ache. “Then hold onto the headboard.”
You obey, because what else are you going to do? You try to make it as sexy as his display was, but you definitely fail. You're still… new to the whole sex thing. (Though you wouldn't be apposed to him teaching you everything he knows.)
Then you scooch up the bed, holding onto the bars of his headboard.
Kregg makes a sound at the sight, then crawls towards you. The sight is toe curling, and you happily part your thighs for him.
Face to face, he kisses you, once, twice, then begins kissing down your face and neck, dipping his head to your chest.
He eyes it for a moment, then dips down, sucking on your nipples while his hands cup your pecs, thumbs stroking your scars.
“Beautiful,” he whispers, “a warrior,” he murmurs, licking across your top scars with odd reverence.
Between your legs, his cock hangs, twitching and hitting your thigh every few seconds. Impatiently, needily, you roll your hips up, trying to make him remember you had a perfectly good hole to warm him in.
It works, Kregg glancing down before chuckling, giving your thigh a light swat.
“Needy thing,” he mutters, guiding himself to your entrance. He rubs himself thoroughly, coating himself in your slick. “Shall I put it in, then? Fuck this little hole until you can't walk? Hmm?” You nod quickly. “I can't hear you. Words.” He orders, cupping your face almost roughly.
“Yes please.” You mumble, leaning forward, nose nudging against his. “Please fuck me, Kregg.”
He sighs, sweet. “Good boy.” He pecks you on the lips.
Then slams right in, ripping a sharp sound from your throat.
When he said he'd fuck you until you couldn't walk, he'd meant it. His pace is gruelling, hard and fast, hips clapping against your ass as your legs lift, wrapping around his waist.
Your knuckles pale as you grip the headboard tight, fingers wrapped around the bars so tight they were numb as Kregg pounded into you, bed slamming against the wall.
Oh, he was definitely getting complaints if this was how he was going to be fucking you!
As you tip your head back and make every sound possible, Kregg rests his brow against your collarbone, humming and grunting, huffing as his lips part, shoving his arms under you, hugging you against him.
He fucks like it's his job, like he's trying to do such a good job at it he'll be rewarded; like if he doesn't fuck you good enough, he'll have failed, and he can't have that.
Between orgasm two and three, you realize he hadn't put a condom on.
Oh, but it was fine. Probably. Maybe. You'd worry about it later, especially as your third orgasm slammed into you and made your ears pop.
Mouth agape and probably drooling, you lied there, limp as Kregg kept fucking you, rutting you, balls slapping loudly against your ass. Didn't that sting? You'd always wondered that. Figured with how sensitive they supposedly were, men wouldn't like it.
And then he was cumming, and you let go of the headboard. Predictably, your fingers were numb and stiff, but that didn't stop you from stroking his head as he came inside you, groaning loudly against your sweaty skin.
As he finally finished, the air was still and quiet aside from your harried breathing. Kregg looked deeply satisfied, pulling his arms out from under you and rolling you onto your side, still inside you.
He ran a hand down your side, across your hip and thigh, then circled your belly.
Eyes heavy, you didn't think much of it, just snuggling closer.
“Hm, may I ask a question?” He speaks, tone soft so as to not disturb you too much.
“Mm, go ‘head.” You mumble, eyes closing as you relaxed.
“If we were to… do this more, see each other… if we had a relationship, would you ever consider having children?” He asks lightly.
Though the question startles you– serious, much?– you can't help but respect it. He's trying to figure out if your future plans align before starting anything. You like that.
Sleepily, you grunt, “If you treat me like you did tonight all the time? Shit, I'd try to pop out triplets.”
For some reason, he whimpers at that, but you're asleep before you can ask why.
Poor Kregg just wants to suck some dick and ride some 😞 but his mission is to impregnate people and he's never failed before.
Ngl, I feel like most if not all of the Viltrumites would be bi or something– or at the very least, after living for hundreds of years, not care what their partner has so long as they're attracted to them. I mean, if Nolan can get it on with a bug (understandable, Andressa was pretty), then Kregg or Lucan would be very willing to experiment once the indoctrination dies off.
Also Kregg would 100% offer you bottom surgery after a child or two. Like he's done his duty, you blessed him with two more kids, he loves you, he's getting you a dick. And then he's riding that dick like crazy.
Thragg: no, Kregg, you can't mate with males. That won't produce any offspring, the entire reason we are here!
Kregg: ... but if they could? *Blink blink*
Anyway thanks for reading and happy pride :)
