Chapter 2: Cupcake meets the Guild
As the week went on, Cupcake began to think that maybe Eugene's threats were empty, taking advantage of his increased sex drive, Cupcake and his girlfriend went at it like rabbits. Cupcake did realize maybe he wasn't as "straight" as he'd thought, and that playing sissy crossdresser might be more than just a "phase".
On Saturday, Cupcake's girlfriend left early for a day full of shopping capped off with the spa with her friends, as Cupcake rolled over in bed trying to get some extra sleep his phone lights up and buzzes to life with a text message from Eugene.
Cupcake opened his phone, his heart racing with dread as he stared at the gif. It was him sissified, on his hands and knees, sucking on Eugene's impressive wet cock. Cupcake's hips were thrusting back and forth, obviously enjoying the pleasure of being a cocksucker. He couldn't believe it, Eugene had sent him the gif and was inviting him to come to the guild house, all sissied up to meet his new owners.
Each of the nerds are eager to get revenge on their former bully Cupcake. "The Guild house, an hour from now sissy, or you know who will receive this same text along with a few others of you that night, make sure you've got your slutty ass plugged." He caps it off with a smiley face, "ugh how annoying," Cupcake sighs rolling his eyes. "i cant believe this is happening to me, ME, this loser is so lucky i was dressed like a sissy or i'd have tossed him out of that hotel on his ass!" Cupcake angrily tossing his phone aside looking through his secret lingerie stash trying to figure out what to wear. It seemed like only yesterday that he had been living a life of relative normalcy, until that fateful day when he had ended up at the hotel dressed as a sissy and had been taken advantage of by Eugene. He couldn't believe that he was being invited to the Guild House, Eugene said it was "our little secret.” He had no idea what they had planned for him, but his sissy cocklet twitched with anticipation as he shuddered at the thought of all those losers mocking him while Eugene brags and boasts about the other night.
Cupcake knows he's in for a wild ride at the Guild House.
He tries on several outfits before deciding on a full sleeve hot pink fishnet body stocking, with an exposed ass to show off the powder blue thong that went with it, matching hot pink wig from the other night, and the signature bimbo DD tits, standing in front of a full-length mirror, his breathing heavy, his heart racing with dread, as he thinks about the situation and the reality, he cannot escape. He puts on one of Trish’s full length fur coats, and oversized sunglasses and ties it closed around his lingerie clad body as to not be recognized by the neighbors. Slipping on a pair of glittery hot pink stripper heels, as he awkwardly wobbles to the front door grabbing his keys and a small makeup bag and figures he’ll do his makeup in the guild house.
Arriving with just minutes to spare on the hour, he sheepishly knocks on the front door of the run down house with GEK adorned on the side of it, “thank goodness it’s before noon on a Saturday, all the frat houses are probably in a drunken stupor still,” cupcake thinks as he rings the doorbell again, tugging at the coat making sure he’s “hidden” inside of it.
A member of the fabled geek house opens the door in a small, frail man with high-pitched voice, with an expressionless face "Can I help you?”
"Um, yess, I, uh, I’m here to see Eugene,” the sissy squeaks, surprised the nerd didn’t already know all the details about “Cupcake”.
Looking the sissy up and down spotting the exposed fishnet clad cleavage and glittering stripper heels, a smile creeps over his face, “hey Eugene, you have a sexy visitor!” The nerd shouts through the house as Cupcake cringes knowing they all probably heard him.
Cupcake squeaked out as Eugene shuffles on Cupcake’s butt plug as he comes down the stairs smiling smugly, staring at his sissy Cupcake.
“Oh Cupcake! Glad you could make it”, Eugene snorts, “Simon meet Cupcake, he, I mean she, is going to be helping out around here for the Guild!”
Simon shyly says hello again as they usher Cupcake inside to the living room as they all sit down on the couch together, Simon can't take his eyes off of Cupcake. "Here Cupcake, I'll take your coat," Eugene says knowing full well that Cupcake is going to be in some ridiculous bimboi outfit underneath.
Eugene is excited to expose the sissy to his friends, as Cupcake nervously sheds the fur coat off, Simon sits up admiring the outfit choice of the sexy slut before him, as Cupcake quickly sits down on the couch to hide the fact his tiny cocklet and exposed plug are visible.
Cupcake breaks the silence of the awkward interaction, "So ummm, Eugene, you uh, wanted to show me something private, like, in your room?" Cupcake awkwardly hoping Eugene would usher him away so they could have some privacy.
Eugene lets out a laugh, "oh yes of course Cupcake, yes let me show you my room, you're going to love my comic collection and lego sets," Eugene playfully mocks knowing he's going to use Cupcake once they're alone, little does Cupcake know, the room is wired with cameras for the rest of the Guild to watch down in the living room. Cupcake jumps up, hoping to escape the prying eyes of Simon as the sissy follows Eugene into his bedroom, trying to cover his glued-on tits and cocklet as best he can on the way.
Eugene closing the door behind him turns and grins at Cupcake's sissy bimboi form in the tightly wrapped fully body fishnets, "You're really trying to convince me to delete that video huh sissy slut?" He smiles, "it's going to take more convincing than you just looking like a hot piece of ass though sissy, im going to really need to be convinced, why don't you do that thing with your cock pillow lips again sissy."
Eugene snickers as he watches his former bully. His heart races as he notices Cupcake take out his hot pink lipstick plumper and apply it generously onto his full lips. He pouts his puckered lips, feeling the anticipation for what's to come. Cupcake's heart thuds in his chest as he hears the buzzing sound of his ass, feeling his thong strain. He can't deny the excitement building within him as he can see Cupcake transforming into the sissy he is. He can't wait to see the reactions of the nerds when they see him. Eugene chuckles to himself, seeing the transformation Cupcake is going through.
Without further instruction Cupcake knew there was a job to be done, rolling his sissy eyes he tugged down Eugene's pants down to his knees, before fishing out Eugene's already hot throbbing superior cock from his tighty whities, "ha what a nerd," cupcake though ironically as he prepared to take the head of Eugene's cock in his mouth.
Eugene stands there confidently as his former bully sucks his cock, now with a naughty grin on his face as Cupcake sucks him slow and steady. "Worship it slut!" Eugene orders cupcake, who again rolls his eyes, begins kissing up and down Eugene's stiff shaft. "Tell me you love my cock bimboi slut!"
Eugene orders as he starts to stroke Cupcake's hair, caressing the fabric of the fishnet bodysuit he's wearing. SLURP "I...wuvz...this.... cock" SLURP, Cupcake finally completes the sentence, "anything for that video right?" Cupcake thinks to himself, "it's not because I enjoy this, cause like i don't!"
He looks at the sexy sissy, thinking of all the humiliating scenarios he could have with Cupcake, in his mind, "Ohhhhh...what a good sissy pet."
As Cupcake eagerly pleases Eugene, licking and fondling his erect penis with his tongue and hands. Cupcake continues to moan and groan on Eugene's cock, unaware the nerds are all downstairs watching the show on the tv.
Eugene cranks the power on the sissy's plug as he has Cupcake slurp on his balls for the camera unknowingly, the humiliated sissy can't help but obey Eugene as the buzzing plug takes over her simple sex hungry mind. The vibrations coursing through her body, causing her to quiver with pleasure and humiliation. She can feel the vibrations of the plug, deep within her core. As she slurps on his balls, she can feel the power shifting between them, as he controls her every move. The camera zooms in on her face, capturing her every moan and groan as she is powerless to resist the pleasure and humiliation. The nerds watch on, eager to get their revenge on their former bully Cupcake. Eugene revels in the sight as he tells Cupcake what she's going to be doing with the Guild. "First sissy slut, you're going to offer yourself to Simon, if he just wants a blowjob or to fuck your dumb ass, you'll let him and you'll enjoy. Same goes with Dexter, he's a bit shy so you may need to make the move on him. Then there's Doris, who I'm sure you know doesn't have a cock, so you'll pleasure her however she likes, whether she strap on fucks you, or has you lapping at her pussy. Understand Cummy Cupcake?" Eugene smiles but his voice remains cold and stern.
Cupcake doesn't dare protest at the risk of Eugene not deleting their sex video, and just nods her head as she continues to bob up and down servicing Eugene like a good sissy slave. Eugene cranks the plug to max power as Cupcake groans sexily onto his shaft as Eugene stuffs his whole length down Cupcake's throat, leaving his balls on the sissy's chin as he cums...Patting Cupcake on the head, now fix your lipstick sissy, and get to the tasks I gave you.