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Angela's hyper competitive nature always gets the best of her and usually blows up in her face in embarrassing ways. In the lead up to the Oscar nominations being announced Angela is fully team Wicked 2, in the office Ian arranges a betting pool for the various categories with a raffle for which movie would get the most overall nominations. Angela picks Wicked 2 for every possible category and doesn't even take part in the raffle as she's so sure she's going to win.
"Ang why are you so confident Wicked is going to sweep?" asks Courtney, having drawn the big favorite this year Sinners.
"Because it's the best movie I've ever seen Court, even better than the first one and you know how much I adored that movie."
"Okay but this one got much more mixed reviews than the previous part sweetie," added Amanda, pulling One Battle After Another.
"That's just because the critics have their heads so far up their asses they don't appreciate real art. Trust me Lord of the Nerd bullshit hasn't got shit on Wicked: For Good!"
The rest of the gang draw their picks and Ian passes around a fishbowl for everyone to put in 20 dollars.
"Alright guys same rules as always, there's smaller prizes up for grabs based on how many individual picks you get right and the raffle winner gets everything in the pot."
"Hey Ian, how about we raise the stakes this year?" Angela pipes up with a devilish grin on her face.
"Uh sure Angela, I guess we can double the prize pot if you want."
"Nah nah dude money's just money, I'm thinking a little... spicier if you get me."
"Oh Jesus Christ here we go again, she's been so freaking horny since watching Bridgerton," Chanse sighs holding his Marty Supreme ticket.
"What exactly are you proposing Angela?" Arasha asks, equally concerned and curious drawing Hamnet.
"I propose that the raffle winner gets to have their way with the losers, like sexually you know, for one hour each."
"That's even more insane than your crazy Superbowl bet," Shayne comments, "Nobody is going to agree with that because we all have partners, also I should point out that you're not even giving yourself a chance to win in that scenario since you didn't even do the raffle."
Angela sighs, "Fine since you're all a bunch of fucking Prudes not committed enough to bet your ass I guess I'll have to just do it myself so how about this? I am so totally sure that Wicked 2 will sweep that anyone who drew a movie that wins more Oscars gets to take me for a ride!"
"Okay so I for one will not be taking that wager," Shayne remarks, "It would be like doing it with my little sister and that's really gross, I'll still take the money in the unlikely event that freaking Frankenstein is the big winner though."
"Okay so Shayne's a little bitch, I assume everyone else is actually cool?"
"Ang honey don't you remember that Superbowl bet Shayne mentioned? You lost so badly and stood in the middle of the office naked letting people play with your parts," Amanda reminds her.
"Yeah but that's because that was about football which I don't give a fuck about I was just living rent free in Shayne's head, this is about the arts and that's my shit!"
"Let's just see how things play out on the day before we commit to anything crazy," answers Courtney.
.
On the day of the nominations announcement Ian sets up a projector screen in the green room.
"Here we go bitches, Wicked 2 sweep incoming!"
"Angela you know this is just the nominations right?" Courtney asks, "Even if Wicked 2 gets the most nominations it still might not actually win anything at the actual event."
"That's negative thinking Court, it's called manifestation. Wicked 2 is going to get the most nominations ever and then it's going to win all the awards just you watch."
About an hour later Angela is sitting in wide eyed disbelief as Amanda consoles her and Shayne & Spencer try not to openly laugh in her face.
"Not one?! Not a single fucking nomination?? What the fuck kind of bullshit is this?"
"We tried to tell you Angela, Wicked 2 didn't have nearly the same crazy hype as the first part and it honestly just wasn't as good."
"You keep her name out of your fucking mouth Shayne Topp, Wicked 2 was way better than your precious Frankenstein!"
"Okay that's just a factually insane statement to make."
"Okay everyone calm down it's just a bit of fun, so Courtney drew Sinners so they're the big winner, they win the big pot, well done Court. Amanda came second and Shayne 3rd so they get a smaller cash prize and the rest of you will all get gift cards for participating."
"Hold on Ian, before we leave I believe we have to resolve the OTHER outstanding wager," Amanda remarks before looking coyly at Angela.
"Listen a lot of things were said by a lot of people, who can keep track of who bet what you know?"
"No no Angie here at Smosh we honor our bets," Courtney adds, "We can't have you welching, I mean what kind of example would you be setting for everyone else around the office?"
"Okay so what? You all want to fuck me to teach me a lesson about humility or some bullshit? Fine fuck it here we go you dirty bitches," she stands up and pulls her pants down to her ankles before Ian jumps in.
"Woah hey now, nobody wants to see that. I mean I'm sure statistically SOME people would want to see that but... *ahem* Uh let's remember that this is a workplace and just keep things professional alright? Nobody needs to be taking any pants off in the office."
Angela grumbles and pulls her pants back up as Ian continues, "Now normally I wouldn't support coworkers sleeping together for a bet but if Angela is fully on board then I guess it's okay just this once."
"Oh I'm on board, I ain't no little bitch like Shayne!"
"I don't know where all this hostility towards me lately has come from but once again I'm definitely not going to have sex with Angela."
"Yeah it was funny as a joke but I don't think I'll follow on it," Arasha adds.
"Okay so for brevity I'm just assuming the rest of you would probably feel the same way?" Ian asks.
"Well let's not forget I was the big raffle winner," Courtney points out, "and I would quite to claim ALL of my winnings."
"As the runner up I would also like to share in their grand prize," Amanda remarks.
"Okay so I guess Courtney and Amanda you get one night with Angela, whatever you plan on doing to each other just make sure everyone's on the same page and it's not around the office, I don't want poor Nate in HR to have a heart attack. Alright guys I have to get back to work, see you all later and enjoy your night ladies whatever it may entail," he leaves the room and the group goes about their own business as Courtney and Amanda move to sit either side of Angela making eyes at her.
"Heey Angela, how ya doin'?"
"I'm so good Court, so do you want to just head to the crying bathroom since that's not technically part of the office?"
"Oh no nothing so cheap and tacky for my pretty little princess," Court brushes Angela's hair out of her face and rests their forehead on hers making deep eye contact, "Although you're such a saucy little minx how can I possibly contain myself? What do you think Mandy, girls trip to your place after work for some naughty fun?"
"Hmm, better make it your place since Shayne is in on it, I don't think H would understand why I'm tag teaming my tiny little friend from work."
"You can come to our place but please don't try to drag me into anything," Shayne calls out from across the room, "I already think it's weird enough that you're even doing it in the first place."
"Ignore him Ang it'll be super fun, we'll let you go for now and me & Mama Mandy will make a spicy little plan for tonight," they both give Angela a kiss on the cheek before they split up.
.
Angela suggested they carpool after work but Courtney insisted she go home first so as not to spoil the surprise, after an everything shower & shave Angela does her makeup and puts on a nice dress & heels as if she's just going out for dinner. When Angela pulls up to Shayne and Courtney's place she's greeted at the door by Shayne without pants on.
"Wait I thought you weren't getting involved in this? I gotta tell ya those boxers aren't exactly holding much in bro, more like Shayne Tipp am I right."
Shayne looks down and adjusts himself, "Don't worry I just spilled soup on my pants, we're still not fooling around I have Halo set up with Spencer, Trevor and a soundproof headset. The girls are waiting for you upstairs, I gotta say Courtney has been incredibly excited for this all day, I don't know what they planned for you but I'm sure it will be pretty memorable for all of you."
"Alright sick, enjoy your lame gooner game while some of us actually get laid bro." She smirks as she heads upstairs.
"Halo isn't a gooner- goddammit, now I know how Chanse feels around her every day," he sighs as he returns to the living room and puts his headset on.
Upstairs Angela heads into Courtney's bedroom rummaging through her purse.
"HEY Girlies! Ready for some naughty fun? I brought a bottle of wine it's a lovely vintage um...," she checks the label then realizes she doesn't know anything about wine, "...been in the back of my fridge for a while- WOAH!"
She's unexpectedly scooped up under the arms into the air, she looks down to see Amanda wearing a sheer negligee with her huge breasts on full display, Amanda giggles at Angela's wide eyed expression.
"I take it you like the show then, you're already drooling honey. I made sure to pick out my sexiest little number just for my favorite little baby girl."
Amanda playfully smooches Angela's face leaving lipstick marks on her cheeks and forehead, before she can even respond she feels what she assumes is Courtney taking off her heels and holding her feet.
"Oh my gosh your feet are so little they're adorable! This nail polish is so freaking pretty, what shade is it?"
Angela quickly turns around as much as she can in Amanda's grip, from this angle she can see Courtney with their hair styled more masc in a see through bra and what looks like a pair of Shayne's boxer shorts.
"Um I think it's fuscia... So this is a very different energy than I was expecting right out the gates. Have you two been pre-gaming or something?"
They start rubbing her dangling feet and giggle, "We may have had a glass or two to loosen up before you got here. Those heels look so uncomfortable, your feet must be so sore let Daddy take care of them."
"Daddy? Don't you mean Mommy?" Angela asks confused.
"No honey, for tonight I'm Mommy and they're Daddy," Amanda explains before kissing Angela's neck.
"Honestly I thought you would be Daddy since you're the big strong one- oop!" She's interrupted by Court kissing all around her dainty feet, "Okay would not have had Court down as a foot guy, we're always learning new things about each other huh?"
She moans softly as they kiss her toes.
"Oh yeah like how we're learning you're into foot stuff on the receiving end," Amanda teases.
"I'm not 'into it' I just happen to be very ticklish-" she freezes, immediately regretting telling them that and knowing exactly what's coming next. "Court don't do it, anything but that please..."
Court tauntingly runs their fingernails across Angela's sole with a devilish grin on her face that Angela can't see.
"Oh but I fear I must, I want to see my little baby squirm," Angela starts to protest before Court bears down tickling her feet, she squeals and wiggles helplessly in Amanda's arms trying to escape her torment, after a few minutes she calls out.
"Court stop! Please, if you tickle me too much I'll pee my pants!"
"See now why would you say that? Now I'm obviously going to keep going because that would be really cute to see haha."
"Fuck Court's a REAL freaky little guy huh?" Angela asks Amanda, trying to signal with her eyes to let her go to no avail. "If you make me piss myself it's going all over your nice rug, just remember that bro..."
"Hmm she's right Court, not to mention she'd ruin what must be a very cute pair of panties."
"I'd be surprised if she's even wearing panties, let's have a look shall we?"
He reaches up and slowly unzips Angela's dress, revealing her bare back and eventually her bubble butt in a lacey thong as her dress drops to the floor.
"Ooh Angie baby I didn't have you down as a thong girlie, especially lace that's so Sexy mama," they grab her cheeks and shake them making them jiggle, "And look at this juicy booty, why do you hide this lovely thing under all those unflattering pants?"
"You think my pants are unflattering? Why does nobody tell me shit- Agh!"
Court cuts her off again by biting her plump cheeks making her gasp.
"We know how self conscious you can get about your appearance and we don't want to set you off into a spiral."
"I'm more surprised you're not wearing a bra," Amanda comments, "Your boobies are too big to bounce around unsupported."
To prove the point she shakes Angela making her tits jiggle and bounce. She then lifts her higher up to kiss her perky breasts eliciting soft moans from the petite beauty, Angela feels Court move in between them and kiss their way down her squishy stomach before slipping their fingers into the band of her panties.
"Now, let's see what goodies you're hiding from Daddy."
"I gotta tell ya Court I'm not exactly feeling Daddy, I'm more of a Mommy girl..."
"Don't worry my baby we'll work on it," Court suddenly yanks Angela's panties off in one swift motion. "Aw you shaved, I was hoping to get a taste of that crunchy crunchy bush."
Angela cringes, "God is that how bad that sounds? I can't believe that really came out of my mouth on camera..."
Court giggles, "Oh honey I feel that, remember I've said shit like 'munch on this beef cookie' and 'why are you fingering my pie?' to a freaking GUEST! Speaking of which...," Angela gasps as they start stroking her lips for a bit before suddenly inserting two of their fingers into her honeypot without warning.
"Ooh f-fuck! Why are your hands so cold Court? That was like sticking a fuckin' popsicle up my cooch."
"Oh I'm so sorry my baby, here let me warm you up," they crouch down further and blow directly onto Angela's vagina making her shiver.
"Hey Court before you get too busy down there would you mind pulling down my negligee so I can let my toucans out to play?"
Court turns around and yanks Amanda's garment in a similar manner to Angela's panties freeing her enormous post-pregnancy breasts in Angela's face.
"Holy tits! They're literally bigger than my fucking head!" Angela immediately reaches out and squishes & squeezes them like she's making dough.
"Honey they were already bigger than your head before I got pregnant, now they're probably each bigger than both of your heads put together. You wanna taste Mommy's milk?"
Angela certainly doesn't need asked twice and immediately sticks Amanda's tit in her mouth & starts suckling.
"Damn bro I don't think she meant that literally, don't tell Ian about this or he'll want to be next in line," Court smirks as they return their attention to Angela's tight snatch, kneeling directly below her for the best view as he sticks her fingers knuckle deep into the alluring honeypot.
Angela whimpers as Court vigorously works her from below, burying her face in Amanda's giant chest. She's not getting any milk out but that's certainly not stopping her from trying.
"God even my literal baby isn't this hungry, we really need to find this poor little mama a nice girlfriend ASAP."
Courtney picks up the pace and sticks out their tongue as Angela starts dripping on their face, Angela bites down on Amanda's plump nipple almost making her drop her and lowering her pussy closer to Court's face.
"I love when they deliver your food right to your door, come here baby Daddy's hungry!"
Court cranes their neck up and plants their lips on Angela's, sucking her juice straight from the source as they slip another finger in her snatch.
Angela's squeals are muffled by Amanda's tit in her mouth, her dangling legs start shaking and her body seizes up as she rapidly approaches climax.
"Ooh Court heads up, I think she's about to blow!"
Court leans back with their mouth open and tongue out as they finger Angela faster and harder until she suddenly bursts drenching them in her hot sweet nectar.
"Holy shit Angie baby, how can such a little woman hold so much liquid in her pussy? That shit was like Flashdance! It's a good thing I already took off my makeup before we started," Court giggles as they lap up Angela's juice while she nuzzles into Amanda's bosom.
"Oh she's so cute after she orgasms," Amanda comments before she kisses her quivering little friend's head.
Court calls up from Angela's crotch, "Hey Mommy Mandy, you want to taste her? I don't want to hog all of the sweetness."
Amanda grins, without warning she flips Angela upside down in a tombstone position bringing her face to face with Court as Amanda begins sucking on her wet pussy making her moan and squirm helplessly. Court smiles as she takes Angela's face in their hands and Spiderman kisses her, swapping some of her own juice into her mouth.
"*cough* Jesus you girls are as pent up as I am, your men really need to service you better."
Court giggles "Oh Angie baby there's some things men just can't give us," he looks down at her chest, "Oh look my bra is all soaked in your sweet juice, you wanna help me take it off baby girl?"
Court kisses Angela's soft belly as she reaches behind them awkwardly fumbling with their bra strap.
"Fuck it's really hard to undo a bra upside down, I feel like I'm killing the moment by fucking this up no wonder I can't keep a girl..."
"Aw don't feel bad little baby, why don't I give you something to cheer you up while I prepare for the main event." Court slips backwards between Amanda's long legs and teasingly lowers her panties, slowly revealing Amanda's hairy milf pussy in Angela's face. "Have a taste my baby girl."
He finishes taking off Amanda's panties before moving behind Angela and pushing her head closer, due to her short stature Angela can't quite reach the promised land with her mouth so she holds onto Amanda's bush for balance while she fingers her and sucks on her fingers. As Court stands up he licks her way upwards from the base of Angela's neck to her ass crack, they watch her cheeks jiggle as Amanda slurps her succulent honeypot. Courtney lightly digs their nails into Angela's cheeks to part them, Angela suddenly squeals as Court's tongue makes contact with her tight pink butthole.
"Okay so Court's an ass man as well as a foot guy, Shayne must be so thrilled by all that *hngh*"
She feebly whimpers and shudders as Court lovingly laps at her cute little butthole while Amanda sucks on her clit, soon their tongues meet in the middle and they make out while teaming up to stimulate Angela's hot cunt. The petite Italian's body tenses up again and she pulls on Amanda's bush, Amanda locks eyes with Court as they bear down on Angela's sensitive pussy until she explodes in their faces like a filthy fire hydrant. Court sucks up some juice and gives Angela a kiss on the butthole before slinking away to retrieve something from under their bed, Amanda finishes the clean-up and flips Angela right side up in koala position to make out with her depositing more juice into her mouth while teasing her butthole with her finger.
"I swear to Gay God you girls are going to awaken something in me, I've never tasted my own squirt or had my butthole played with before and I kind of like it, and you know damn well I'm way too awkward to ever ask a person I'm dating to do these thing to me- Ow!"
Angela feels something weighty strike her ass cheek so she turns and looks down, her eyes widen as she sees Court wearing a strap-on stroking her big cock.
"Well that's a hell of a main event..."
Court laughs, "Oh don't worry my beloved baby girl, it gets even better!"
He spanks her with their cock a few more times making her cheeks red before moving into a spooning position and running her cock back and forth between Angela's legs along her puffy lips, Amanda places a hand by Angela's entrance for the cock to slide through like a hand job while maintaining eye contact with Angela.
"Okay so this is literally the hottest thing that has ever happened, this is any lesbian's wet dream," she pulls Amanda in to sloppy make out and suck on her tongue.
"Not too wet I hope, we still have plenty of fun to be had together," Court pinches Angela's nipples and twists them while he gives her long strokes.
"Mmmm fuuck I love you guys so fucking much, we really need to do this more often. Hey what if we invite Arasha and Olivia into the mix, make it a full Smosh Girlies polycule!"
Court laughs quietly, "Angie I really don't think you could handle 4 unbelievably sexy women at the same time, you've already exploded twice just with two hot Mommies taking you on at once." He lightly drags her nails down Angela's back making her flutter. "Alright Mommy Mandy I think she's as ready as she can be without literally bursting."
Amanda nods as Court withdraws her cock from Angela's lips and slaps her ass as he walks over to the head of the bed, Angela squeals as Amanda suddenly tosses her onto the bed.
Court whispers in Angela's ear, "Now my little angel, Daddy would like you to get on all fours like a good kitten," their sultry voice immediately turns Angela into an obedient little servant eager to please her master, she quickly assumes the position facing the headboard where Court is kneeling stroking her cock in her face.
Court brushes Angela's hair back and smiles, "You're so pretty you know that? Now Daddy's cock is aching real bad, can that pretty face help out?"
Angela eagerly nods, she looks up as Court with her big brown eyes as she takes her cock in her hands and licks all over the shaft, Court forgot to put lube on it so she's just getting the pure taste of silicon but Angela certainly isn't going to interrupt the festivities to remind them. She just soaks the shaft in her spit before slipping it into her mouth and choking it down.
"Easy kitten, Daddy doesn't want you to hurt yourself you don't have to force it in. Just relax and let Daddy do the work," Court gently holds Angela's head in place and pumps their hips pushing her cock down her tight throat, "There we go baby, isn't that better?"
Angela purrs as she stares up at Court slowly and meticulously fucking her face. If this was all the night entailed Angela would be blissfully content being used by Court but she completely forgot that the Main Event is a two-parter until she feels something cold and hard pressing against her butthole. Court won't let her turn around to see Amanda teasing her tight hole with a bejeweled butt plug, Amanda sucks on the plug to lube it up before pushing back in.
"Come on my little baby, open up and let Mommy inside," Amanda coos. Angela is an anal virgin so her butthole is naturally clenched preventing full access, Amanda elevates her hips to hopefully open her up a bit more. Angela pushes her hips backwards and wiggles her ass as Amanda pushes until there's a sudden jolt, a loud grunt signifies successful entry.
"Oop there we go baby girl, nice and snug and cozy," Amanda giggles as Angela shakes her ass like a little dog as she tries to get used to the strange feeling. With Angela nice and plugged up Amanda grabs her hips and pushes her large cock straight into her soaking snatch.
Amanda pumps her little friend like a piston, unlike Court's more deliberate pace Amanda uses her large size to give powerful thrusts shoving her cock balls deep each time clapping Angela's cheeks while also shoving her forward a couple extra inches onto Court's cock. Angela moans and squeals as she takes her best friend's cocks from both ends, she's never been happier having sex and wished this night never had to end.
"Wow you're such a good little kitten taking it all without complaining, would you like Daddy to go faster like Mommy?"
Angela nods as best she can with a cock in her mouth, Court smirks and takes a firm hold of her hair as he picks up the pace making Angela start gagging by hitting the back of her throat. Down the other end Angela feels like Amanda is stretching her out, most men she's been with haven't had cocks nearly as big as this, it hurts a little but not enough to make her worry or call it off. Amanda licks her palm and strikes Angela's ass, the sting makes Angela wince but she doesn't break form like a good pet. Court reaches down and places their hand on Angela's neck to feel her cock moving back and forth.
Amanda wraps her strong arms around Angela's chest in a bearhug as she breeds her, Court looks down at her obedient pet drooling on her thick cock with watery eyes.
"Aw my little baby, are you getting full? Do you want to cum for Mommy and Daddy now?"
She whimpers and nods as her body starts to shudder.
"You hear that Mommy? Our little kitten is ready to burst, should we let her get off yet?"
Amanda grins as she returns upright, "Oh yes Daddy she's been such a good girl I think she's earned a nice big release!"
Court and Amanda link hands and lean forward to make out as they vigorously Eiffel Tower Angela, the tiny woman moans and whimpers digging her nails into Court's thighs as she rides the intense waves of climax. She bucks her hips and her orgasmic screams are muffled by Court's cock as she squirts all over their bedsheets and Amanda's meaty legs. After about a minute her convulsions die down and shesloely rubs Court.
"Aw little kitten is all tuckered out, I'm not surprised this was a big day for her. You did so good baby girl, Mommy and Daddy are so proud of you," Court brushes her hair as he slowly withdraws her cock from her throat with Amanda doing the same at the other end, Angela gasps for air and wipes her eyes & mouth.
"Oh fuck thank you Daddy, I'm so glad you're happy with me. I just wish you both got to cum with me too..."
Court smirks, "You wanna know a secret Kitten? I splashed out for the extra special dildos."
Angela's eyes widen as she realizes what Court is inferring, she quickly rolls over onto her back with her tongue hanging out and grabs her ankles holding her legs open as Court and Amanda start vigorously jerking off over her. Soon Court busts a nut in Angela's mouth and paints her face while Amanda shoots ropes from her pussy up her belly to cover her tits.
Angela swallows the load in her mouth, "Ooh thank you Daddy, it's so delicious I want more!"
Court giggles, "Oh I'm sure we have plenty more we can give you, but you have to prove you're a good girl who deserves-"
"Hey girls I ordered pizza if you-"
The atmosphere is shattered as Shayne suddenly enters the bedroom.
"Oh shit I thought you were done with this, I just saw Amanda's butthole so now that's all I'll be able to see when we do the podcast," Amanda rolls off the bed to hide her exposed body, accidentally revealing Angela's splayed out form, "Oh come on dude I don't want to see that..."
He averts his eyes making Angela scoff, "Bro why are you more disgusted by my normal body than Amanda's literal asshole?"
"I'm not disgusted all bodies are beautiful, I really wasn't expecting to see you covered in jizz though."
"Oh that's my fault baby, I bought the ultra realistic dildos for some extra flavor."
"Okay well I don't want to think about how much those cost so I'm gonna go back downstairs, if anyone would like to join me I'd appreciate it if you covered up first," he awkwardly turns away and leaves the room.
"I saw that boner bro, I told you those boxers don't hide anything," Angela yells after him. "Well I guess the night's over now."
"Honestly I think it was the perfect time to call it," Court comments as she gives Angela a fresh towel, "I have to say I thought you were starting to turn blue from lack of air."
"Yeah we probably should have come up with a safeword or something, although I couldn't exactly say it out loud anyway. Hey Mandy if I put a slice of pizza on my pussy would you eat it off me?"
From the distance they here Shayne yell again, "Please wait until I'm all the way downstairs out of earshot please."
"God has he always been such a freaking weiner?" Angela asks Court.
"He's just a little more buttoned-up than we are that's all, come on girls you can borrow a couple of robes while we eat. You guys are welcome to stay here tonight if you don't want to drive home."
"I call the bed with you two queens, Shayne can sleep on the couch haha," Angela half jokes as she nuzzles between her loving masters, softly suckling on Amanda's mom tits. She's never been happier to have lost a bet before, she's already wondering what she could bet on next.