Unfortunate Twin

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#70 of 2022 Shorts

Life is tough when you're an identical twin, especially when you're a boy that looks like your sister. This unfortunate twin makes a bet he really shouldn't have to try prove a point.


This is a work of fiction. Unless otherwise indicated, all the names, characters, businesses, places, events and incidents in this story are either the product of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. All characters are of legal and consenting age, likewise if you are reading this story, you should be of legal age in your respective country.

All characters are my own creation, any resemblance to existing characters is purely coincidental and not intentional, please do not use them without permission. If you would like to use them in a story, please feel free to send me a PM either as Inja on SoFurry or TheRealInja on FA. As always, I am open to new story ideas or situations with existing characters as well.

A short silly scenario, not sure where this one came from. But enjoy all the same. ;P

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Andrew and Andrea were Dalmatian twins, identical twins at that, down to their spots and even the pale blue colour of their eyes. Unfortunately for Andrew, they both took more after their mother than their father; if Andrew let his hair grow, he looked exactly like his sister. This meant he often was forced to have short or cropped haircuts just so his folks could tell them apart. He could even imitate her voice if he really tried; which he did all through their younger years, calling their home from a friend's place pretending to be Andrea and getting her into trouble. Or at least until his folks cottoned on to his nefarious schemes and quickly put an end to his fun and games.

Through his entire teenage life and well into adulthood, Andrew heard all the jokes about how much he looked more like his sister than his father, or even of how much they looked alike from behind. Some friends were so bold as to insinuate that if Andrew ever were to put on his sisters clothing, they would look identical and then one of them might actually date him. It wasn't like Andrew struggled for dates either, he was quite the ladies' man in his own right. Though he had on occasion accidentally picked up a lesbian or two whom had mistaken him for his sister at first.

"Enough is enough, you bastards have been riding this thing longer than the other members of the Pussycat Dolls!" Andrew snarled one evening, slamming down his beer and glaring at his asshole friends.

"What's the bet?" Tom, the large Boston terrier grinned and leaned in close. He'd been friends with Andrew since high school so he knew what was coming, when ever the Dalmatian wanted to put an end to something, he'd make an impossible bet to well and truly squash it.

"I'll dress in my sisters damn clothing, even put on her makeup too if that's what you want, then see if some sober guy will hit on me. If they don't, and no one will, I can assure you of that; you assholes never mention it again! And...and an all-expense paid weekend trip to Vegas!" Andrew demanded, smirking as he folded his arms against his chest defiantly.

"Fuck that, needs to be tougher for that. How about...you do all that dressing up nonsense, then we see if you can trick your sister's fiancé?" Tom grinned, upping the ante.

"Well fuck, you're on. There's no way Dan will fall for this shit. Hell, I'll even slip into her wedding dress just for shits and giggles" Andrew smirked.

"But...I want to be there to verify all this, you're not going to fool us that easily, girlyboy." Tom mocked, much to Andrew's chagrin as his other friends burst out laughing.

With a bit of planning and subtle questioning, being careful not to raise his sisters' suspicions, Andrew was able to find a night in the week where she would be working late and Dan would be home for a bit. It was the perfect couple hours window to end this damn thing once and for all.

Andrew and Tom used the spare key to slip into Andrea and Dan's apartment with little time to spare and get set up. Tom denied Andrew's request for aid as he got dressed in his sister's wedding dress, simply laughing as he stood by recording the whole ordeal. All while Andrew tried to ignore the fact how well it hugged his curves, with some fake breasts and a styled wig pinned to his real hair to complete the look; even daring to put on a little makeup and eyeliner.

"Damn dude, you're hot..." Tom mumbled as he filmed the whole thing on his mobile, slowly panning around to get a good three-hundred-and-sixty-degree view of Andrew in drag.

"Shut up, asshole!" Andrew began to growl, his hackles raising until he heard the sound of the front door opening. "Quick, hide! Don't make a sound!" the dalmatian panicked, shoving the big Boston terrier into the slatted cupboard and not a moment too soon before Dan appeared in the bedroom doorway with a look of confusion.

"What're you doing home? I thought you were meant to be working tonight?" The tall great Dane asked with a raised brow "And why're you wearing your wedding dress? Isn't that supposed to be bad luck?"

"Oh...uh, they changed shifts on me, I guess that's my bad luck right there. Losing out on wages before our wedding..." Andrew said in his imitation of Andrea's voice, wondering if Dan would buy it.

"What's wrong with your voice, getting a cold or something?" the big mutt pressed on.

"Probably, all these long hours and the stress of planning the wedding...you know how it goes..." Andrew persisted, trying not to laugh as he realized Dan was buying it.

"Well seeing as you're here and I'm here, it has been a while since...you know..." Dan suddenly offered with a sly grin, stepping forward and leaned down to nip at the side of Andrews neck while he reached behind for a firm grope at the startled dalmatians behind.

"Uhm...shouldn't we wait until the wedding?" Andrew scrambled for ideas to dissuade Dan in his panic as things started to go quickly off the rails.

"You always say that, but then you prance around in your skimpy underwear and quite frankly I am getting quite sick and fucking tired of being blue-balled by you. Either we do this tonight, or the wedding is off because I am not going to live a life of denial! It's been months since we did anything, so what's it going to be like after we get married, huh? A headache every night, too tired, dozens of other excuses one after the other?" The great Dane snarled, glaring down at Andrew unknowingly.

"Shit! What do I do!?" Andrew thought to himself, this was going horribly wrong. Not only had their little prank worked a little too well, but now here he was in a position if he didn't pretend he was his sister, along with all that entailed, he would inadvertently bring about the end of her marriage before it even began.

"Fine, I can see you've made your choice..." Dan sighed and turned to leave, only to be stopped as Andrew, now Andrea grabbed his hand.

"Wait...okay...but just a blowjob, deal?" Andrew couldn't believe what he was about to do in order to preserve his sister's happiness.

"It's a start..." Dan replied with a softening growl, turning about and beginning to undo his trousers as he moved to sit on the edge of their bed. Kicking off his work shoes as he sat back and relaxed, staring up at his fiancé expectantly.

Andrew watched in horror as his future brother-in-law undid his trousers to fish his slowly swelling length out into the open. Suddenly he understood why his sister was always smiling so damn much, Dan was packing. Groaning inwardly, Andrew wished his sister had rather been dating a Chihuahua or something instead of this big dumb mutt. Just his luck to be caught in a situation doing something he never thought he would ever be doing, and it just had to be with Dan the big dicked Dane.

Reaching out and grasping the length before him, it felt uncomfortably warm to the touch, even though he was used to something similar when he held his own. Somehow holding another man's junk just felt so incredibly wrong to him, but he forced down a growl and tried to smile sweetly up at his sisters fiancé while starting to stroke lightly along the growing shaft.

"Well?" Dan asked a little irritably as Andrew hesitated a bit too long.

Andrew took a deep breath and leaned forward, lips parting as he sunk his muzzle down over the length and began to suck. Figuring he better at least get Dan off this way before the big mutt got ideas of trying something more with him, Andrew could live with just giving head, but if Dan tried to go further and found out who was really in the dress, there would be no coming back from that.

"Eager tonight, huh? See...should've done this earlier, neither of us would be so pent up..." Dan huffed and groaned softly, reaching up to brush his fingers through his fiancé's hair and causing Andrew to panic that his wig was about to be knocked off. Thankfully it held and his ruse wasn't discovered just yet, not a moment too soon as his heart was about to explode from beating so fast.

With panic growing in the pit of his stomach, Andrew began to bob up and down, faster and faster, using every technique he could remember that he'd enjoyed from dates in the past. Even daring to touch his brother-in-law's balls below; briefly wondering if he should apologize to his future nieces and nephews that would never be born because of this, doing whatever it took to get the big Dane off before he could be found out. The way Dan was huffing and complimenting him, it appeared like Andrew seemed to have inherited an unnatural talent for sucking dick, perhaps he could give his sister lessons. Though Andrew would chide himself for being proud of such a thing a moment later.

Dan began to buck up against his fiancé's muzzle as his climax began to approach, much to Andrew's relief as he was almost in the clear. Only, he wasn't quite there yet. Before Dan reached his peak, he suddenly pulled Andrew's maw from his length before standing up and moving around behind his bride to be. Andrew was suddenly lifted up off his knees and tossed belly down on the bed, the big Great Dane crawling on top of him a moment later with Andrew's legs pinned between his knees. While it was quite uncomfortable on the Dalmatians own balls as they were almost crushed under his thighs from being pinned as they were, at least they weren't visible from behind as he was inadvertently forced to "tuck" in a reverse manner.

"Wait, what're you doing?" Andrew yelped out in his best girly and playful voice.

"Not a bad blowjob, but I need more. Though we can't go getting you knocked up before the wedding, I hope you don't mind the other way tonight..." Dan huffed and growled playfully, ruffling up the back of the wedding dress to expose the firm spotted cheeks beneath. "Washing day, huh?" Dan commented at the rather unflattering underwear Andrew had on before tugging the back of them down enough to be out the way before gripping the slender spotted tail to force it upwards and expose his target.

"Other way?" Andrew asked with a sense of growing dread, Dan couldn't be implying what he thought the big mutt was implying, his sister would never take it...

Andrew bit down on a pillow and growled loud as his buttocks were spread apart just before the hot, slick stiff length he'd been sucking on only moments ago began to press in under his tail. His spotted behind clenched and flexed, trying to fend off the intruder, but it was no use. Dan was already partway in and kept on pushing more and more into the squirming Dalmatian below.

"Damn, almost as tight as the first time" The Dane huffed and growled in delight, confirming that Andrew's sister was indeed kinkier than he cared to admit, unfortunately for Andrew. With an incredibly uncomfortable full feeling as Dan's knot finally met his painfully stretched opening, Andrew whimpered into the pillow before him. It didn't get any easier when the big brute reversed direction, only leaving him feeling hollow after having his guts rearranged. Dan didn't seem to be in a rush suddenly as he slowly worked himself in and out of the squirming canine beneath him, seeming to think Andrew's pained whimpers and whines were sounds of pleasure. Andrew wanted to shout at him, tell him to stop as Dan tried to whisper sexy things into his ear, but they just sounded like the Dane was mocking him.

"Oh yeah, dirty slut likes it in her tight little ass" Dan growled teasingly, "Won't sit right for a week when I'm done, pretty puppy!" Andrew whimpered, little did the Dane know just how right he was.

Finally, after a few excruciating minutes, Dan finally began to speed up as he again began to near his end. If it wasn't for the fact he was the one being stuffed, Andrew would've been impressed with the big mutts staying power, it certainly did validate his suspicions about his sisters abundance of happiness leading up to their engagement. Then a new fear made itself known as Dan reached the finish line, something bigger than Andrew's fist was trying to lodge itself under his tail as the Dane ground his hips against the firm backside and the tight hole below. Hot sticky mess spilled deep inside the Dalmatian as Dan bit down on one of his ears, making Andrew yelp as he received his first ever load up his back passage.

At least Dan wasn't one to cuddle or talk after, the big lug gave a few last pumps before just simply rolling over and beginning to snore loudly. Andrew's blood ran cold as he heard the closet door open and Tom approach from behind, he didn't need to look back behind himself to know his asshole of a friend was probably zooming in on his freshly fucked ass. Andrew could already feel Dan's hot mess starting to trickle down between his cheeks and across the backs of his own aching balls.

"Help me get out of this dress, now!" Andrew hissed as loudly as he could without waking Dan. The two friends quickly hung the dress up, cleaning it as best as they could to leave no evidence behind before leaving the apartment. "What?" Andrew snarled as he noticed Tom grinning at him the entire way down on the elevator.

"Oh nothing, just wondering if you'd be up for another bet is all..." The Boston Terrier grinned and winked at Andrew.