Feminized by My Brother

I'm quiet but I wonder if I can avoid calling Brenda a guy because as they arrive I look them up and down and think to myself, I could look more feminine than Brenda.

Yes, I am both softer and skinnier, no titties clearly but my butt has a bit fatter than you'd think considering my frame, I bet if I kept my legs together and bent over, maybe shaved, maybe a wig... I'd probably look more appetizing. Not that Brenda's efforts are completely wasted, he is certainly less intimidating with that look, and it helped me bust way too fast last time.

Matt embraces his sissy as soon as Brenda arrives, kissing him hard and pulling Brenda onto his bed. I'm a third wheel for a moment, watching them. Even though Brenda is aggressively pushing into Matt, it's clear who is in control. He maneuvers Brenda easily, his strong body directing what his slut is allowed to do, it's impressive actually, how desperately the cock hungry slut wants him, and how he toys with and directs his bottom.

I stare at Matt's body as it's revealed, beautiful. Maybe I should be hitting the gym. I patiently wait for him to tell me what to do. After a few minutes, he has Brenda sit on the ground.

"This time we'll stand," he says. He directs me to a specific spot, and I comply.

Brenda enjoys the act of pulling off our undergarments and starts sucking us both, alternating between our cocks. I look at Matthew's cock and I'm breathing heavily almost immediately. I keep my eyes open this time, watching Brenda work.

"You see what a good slut she is?" Matt asks me.

"Yeah..." I breathe out, he's too good. I'm trembling already, legs shaking like I'm squatting 300 pounds.

"Don't do it," my brother says.

God damn what's the time limit? "I can't... I'm..." Brenda knows what's coming (me) this time and covers my dick with his mouth, sucking hard. I groan in pleasure as I spurt and every drop is devoured, his tongue swirling as he moans in appreciation.

"Wow, I just can't believe it. Small dicked, girl's ass, T-rex arms, sure, but a two-pump chump?" my brother mocks my discomfort as the rush passes. "Even Brenda could put up a better show, you thought you could be a top for some sucker? Give me a break."

My eyes are downcast, as good as it felt I'm completely humiliated now. Brenda is chuckling from between Matt's legs, lips moving back to his big cock.

I run out of the door this time, grabbing my clothes as I do and leaving my angry brother behind. Brenda's amused laugh echoing in my ears.

* * *

By Tuesday I regret this decision. Brief as it was, Brenda's lips had been electrifying, and now I couldn't stop thinking about having my dick sucked next to my brother. There's a text from him on my phone though, "If you want to join us again, we gotta fix your shit! Call me if you're down."

I could use his help as well if I'm being honest. Someday I plan to have a real girlfriend, and I can't have this happening, so on Wednesday, I call him.

"Are you down for Saturday?" he immediately asks me.

"Yeah," I say, nervous.

"Okay, come at 11:00 this time. Brenda will too, we are gonna help you out."

I get more excited each day, and I skip masturbating only on Friday, maybe that will help a bit. When I knock on Matthew's door on Saturday Brenda answers.

"What's up?" I ask. It's funny that this guy is basically my brother's significant other and has sucked me off twice yet I still barely know him.

"Hanging out and waiting for Matt," he says in his admittedly beautiful voice. Brenda leads me into the house and shows me what rooms are common and what rooms are other students. None of them will be around though, so we have the place to ourselves.

He offers me some coffee and I say, "No thanks, man."

He looks at me for a second as he pours himself some, "You just can't see me as a woman, huh?"

I think about it for a second, "Sorry man, I mean, girl."

He actually laughs, not terribly worried it seems, "Is that why you came so fast, because a guy was touching you?"

"Uhhh, maybe some coffee would be nice?" I reply, changing the subject.

I'm provided my coffee and we go into Matthew's room, laid out on the bed there's a dress. Brenda starts undressing me immediately. "Seems a little early," I say, feeling excited. Am I gonna get a pregame blowjob?

Once I'm naked he sits me down and starts carefully examining my face, then goes for the closet, coming back with a brunette wig. "Try this on for me."

I laugh, but humor him, working the wig into a good position. Out comes the make-up and Brenda starts applying it, telling me to shut up and hold still when I protest. "I don't really need make-up," I grumble, but I'm not trying to fuck this up again, third strike and I might be out, so I put up with it.

"So, you're actually older than Matt," I observe as we work on dolling me up.

"Yeah, by two years," Brenda replies. "Is that weird then? Since I'm the woman?"

Yeah, it's weird, but more because you're an older man who's subservient to him. I think. Although two years isn't a huge deal, and I have to confess that me being his brother, doing this shit with him, now that's weird.

I really start questioning when the dress and panties come out, because I'm smaller than Brenda so someone must have gotten these specifically for me. "What's this about?" I ask him.

"I'd like you dressed today, I told Matt instead of making you suck me we'd dress you up," he says this as if the shit is normal. I guess it's better than sucking him off so I go along with the kink, adding a bra with silicone gel tits. Brenda and I inspect the work in the mirror.

He's immediately jealous, "Damnnn girl, you have the face for this."

Guys can make anything competitive, and I'm not immune, so I feel a perverse excitement that I make such a good girl, given an hour's effort, Brenda better step up his game!

"You wanna make out?" Brenda asks, laying on the bed.

"Uhh, I'll pass for now," I reply.

"Well come lay here and I'll get you going."

I hesitantly lay next to Brenda, nervous about what he wants to do as he starts rubbing around my body. I closed my eyes and let the tranny have his fun, and soon he is kissing me around my body, pushing my bra up to suck on my nipples, which is fantastic. I never thought about my nipples that much, since I viewed that as more something for girls, but when he starts tonging and pinching them, even biting, it makes me moan.

I close my eyes and enjoy, and in some ways, this is even better than being sucked off, because I don't fuck it up by cumming too fast. When Brenda's tongue snakes up my neck I don't protest because, it feels too damn good, and the panties, the bra, my hair...

I start to imagine, not that Brenda is a girl, but that I am, and Brenda's worshipping my body, like a hot guy in a romance novel, putting my needs first. Then he's kissing me, and my hands are exploring him back, I'm sucking on his tongue. This is my first real kiss, and it's great, we're both moaning, pressing our bodies together.

"Do you want me, straight boy?" Brenda asks.

"Brenda, fuck..." I whimper as he twists my nipple violently, but he clearly knows what he is doing, adding just the right amount of pain to my excitement, teeth closing on my earlobe.

My fucking dick threatens to pop because the full body experience of making out with Brenda is super intense, I reach down and yank off the panties, tossing them aside. I can't have them on anymore because the fabric is driving my dick crazy and I don't wanna spoil things. Unfortunately, Brenda sees this and thinks I want attention, running his fingers over my crotch and squeezing my nuts.

"Fuck Brenda you're really hot," I tell him, it's an admission, not a compliment.

"You're a hot little piece of ass yourself," He whisperers in my ear, in his girlish voice. He never breaks character, I notice, and I wonder what he sounds like when he isn't putting on.

I open my eyes and look at him, his makeup is a little fucked up from the action, but I like it, I can really see the femininity about Brenda in this moment, as I'm being pampered by him. I think to myself SHE and I try to repeat it a few times. I do want to think of Brenda as a girl, since you know, that helps with me getting sucked, and something else I start thinking about.

"Could I, would you..." I stutter a bit trying to suggest it.

"What?" she ask me.

"Maybe sometimes I could ah..."

"Fuck me?" she suggests.

I nod, and she giggles girlishly, "You'd need Master's permission, obviously."

"Oh... well would he ah, give us permission."

"Oh, for sure, you might have to do something to earn it though."

Just that moment Matthew comes in, "Fuck yes, how are my girls?" he says, seeing us on the bed.

"Great!" Brenda shouts, jumping from the bed and dropping to her knees instantly, hugging Matt's legs. I cross my arms and glare at Matt from where I lay on the bed, he KNEW I was gonna be subjected to these shenanigans, this dress-up game.

"Did you name the new girl, Brenda?" Matt asks as he rubs her head.

"Not yet, Master," she tells him.

"So what's it gonna be Ethan? Maybe Ethania? No that's dumb, better pick something else."

"Alexis," Brenda supplies. I grumble that Alexis is fine, seeing this as all rather silly.

Brenda is removing my brother's clothing, I'm jealous of how she dotes on him. I've only been around them a bit, but they seem to be so in synch, her desire to be treated like a slut complimented by his firm but tender direction of her and his unwavering support of her fantasies. Each was interested in the other's pleasure. Fuck I wanted to be part of something like that.

"There's no rush today, Alexis," he tells me, laying on the bed next to me, Brenda snuggling up on the other side of him. It's a little weird to be laying so close to my brother as he disrobes, while I'm dressed as a girl.

Once he's naked Brenda starts licking around his chest. We both watch her, enthralled as she traces his muscles with her tongue. Matt takes her head in his hands and directs her, making her suck his nipples. I shudder, remembering how good she is at that. I see Matthew's cock standing up, her painted nails stroking it as her lips kiss his manly chest. "God you're hot," I mumble, she smirks at me, but I wasn't talking about her just then.

"Well don't be shy bro, I won't bite," my brother says, confusing me. "I guess I should say, Sis, huh?" he corrects himself, chuckling. I have no clue what he means.

He reaches out and wraps his arm around me, I'm lost, what is he doing? Then he pulls me into him, my face pressing into his chest. I smell his scent, sweat yes but also him, that unique smell each person has, which you only know from extremely close proximity. I now know my brother's smell.

"What are you doing?" I ask him, sort of panicking.

"Brenda's fantasy Sis, didn't she say?"

"Yeah, for me to dress up."

"Uh, yeah, so you can go down on me with her, she's always wanted to suck a guy off with another sissy."

My head is spinning. What the fuck? That's fucking depraved, this is my own brother!

"Come on," he says, "Don't be shy sissy. You owe her for the last time, but you do this and she owes you. Maybe she can suck you off some during the week as well, how'd you like that?"

Man, this whole suck buddy arrangement is more complicated than I'd suspected it would be but... I mean I was gonna have to pay her back for last time anyway, and maybe this could set me up to try fucking her.

"You really want your own brother to go down on you?" I ask him.

"If Brenda wants to share my cock with my sister, then yeah, now get to it or get lost."

I hesitate for a moment, staring at him, with two wolves fighting inside me. One is horny, the other has common sense, but the gears in my head are slowly turning toward feeding the horny one.

Matthew gives me a nudge, his hand is on my shoulder, pushing me down. I slid next to Brenda, who stops licking his crotch, she hasn't started on his cock yet, to grab my head, pulling me in for a kiss.

"Hmmm, is Alexis ready to suck cock with me?" she asks, reinforcing her fantasy.

"Yeah, I'm ready," I tell her, playing along, but really, I'm still struggling with it. I lay my head on his thigh. Watching her start to tongue his balls. He has trimmed his pubic hair, so his patch is under control, but still there. Brenda seems to like it, I notice, as she runs her fingers amid the hair. He seems to have shaved his nuts though, and I can see why. Brenda is engrossed in taking as much of his sack into her mouth as she can. As she does this, she squeezes the base of his cock, and points it in my direction. I see a big drop of precum has formed on the tip, and as she pumps his shaft a bit more comes out. It starts to drip down his shaft.

His cock is gorgeous, it puts mine and Brenda's to shame. It's long and thicker, sure, but it's also somehow shapelier. I never really considered how the veins and the crown, the curves of the glans, and the subtle range of pink to purple along a cock can combine to form an overall image of this weird, powerful, masculinity that has been distilled into an object of hot flesh, whose jerks and twitches excite the viewer, asking them to pleasure it.

His hand is on the back of my head, pushing me forward. I hardly notice and don't open my mouth, rather I close my eyes. It hits me like an iceberg, pushing up across my cheek, the precum dripping wetly onto my skin as I breathe in his scent again, but stronger here, more pervasive. I take his smell into my lungs, my lips parting and being pressed firmly into the base of his shaft. There's quiet except for the sounds of Brenda devouring his large testicles, the wet plops as she pulls each one away from his body and lets them fall out arousing me further.

Matthew drags my head up and down on his shaft, using my face to massage his cock, I don't know what I'm supposed to do with my hands, so my right-hand goes to his thigh, steading me, and my left touches his hot chest, caressing the hard abs above my head.

"That's right Sis," he tells me. "Breathe it in, you like it huh?"

My only reply is a pathetic whimpering, I've lost the ability to speak, my world is his cock. I don't even know what to do with it, I'm in shock, stupidly moaning into it, feeling it rake across my lips. I'm drooling all over it now, my spit flowing down to mix with Brenda's below. She doesn't mind, in fact she purrs as she watches Matthew dominate me, thrilled to see her man breaking in a new sissy.

She moves a hand to my crotch, where she is careful not to excite me too much, rubbing my nuts and just sort of tickling my cock. She's found the appropriate amount of stimulation to heighten my arousal without over-exciting my sensitive dick.

I groan against my brother's shaft, and he laughs, thoroughly enjoying my submission. He reaches down and takes his cock, smacking me with it. The abuse surprises me.

"Bro..." I whine.

"Sis?" he asks.

I want to be like, I'm not a slut from some porn, but before I object, he pushes the head of his cock into my open mouth, surprising me again, although I should have seen it coming.

I try to talk with my mouth full but it's useless and I feel Brenda's tongue on my face as she licks around my mouth. I wonder how hot we look for my brother at that moment, two dolled-up ladyboys going down on him, one utterly devoted the other feeling incredibly humiliated. He must love it because he's done playing around, forcing his cock in and out of my drooling lips.

"Fuck what a nice mouth, I let Brenda get this thing first God damn! If I'd realized what a pathetic sissy you were when I saw you had responded to the ad I would never have let you sit next to me like an equal." He is mistaken, of course, Brenda didn't tell him I skimped on sucking her.

Fuck what a dick. I thought, not about the one in my mouth, which was something else as well. I couldn't believe the things he started saying to me, getting off on deriding his own brother, making me sob as I heard some truth in his words, his dick getting even harder in my mouth. I should have pulled back and told him off, but Brenda was sucking my ear, her fingers playing with me, it was all too good, I was on the edge of orgasm but Brenda wouldn't get me off. I had to finish him first.

"You're just lucky Brenda doesn't mind other sissy cocks you puny dicked bitch," he continued. "I think there's a place for you in our little get-togethers, but it certainly isn't as a man."

The taste of his precum is pervading my senses, and the feel of my jaw stretching as I take more of his dick almost distracts me from the realization that I've begun to unconsciously work my tongue along the bottom of his cock while he fucks my face. I pause for a moment when I realize I'm doing it.

"Use your tongue you dumb bitch," my brother says, noticing. "Are you head stupid? If you are I can just fuck your throat." That sounds unpleasant, so I resume. I might as well lather his cock with my spit, it's in my mouth anyway. As I did this I felt his excitement build, especially when Brenda starts licking his shaft where it exited my mouth. I get front-row seats to how she lapped at his rod, and she was fucking hot, no wonder I couldn't last in her mouth, her tongue was like a belly dancer as it twirled around his skin, gleeful and skilled in teasing and arousing him. His cock started to pulse.

"You're gonna enjoy your first load from a real man now little sis."

Oh God no, don't come in my mouth bro, I can't drink my brother's cum! I think, but I cannot speak with his cock fucking my face. Even as much as I am dreading being fed his semen, I'm getting extremely hot off having his beautiful manhood dominate my senses. My head is a whirlwind of confusion.

"Come on our faces master, plleeeeeease," Brenda begs, to which he consents, thank God.

Part of me doesn't want him to cum at all though, not just because of distaste with the act, but because I want to keep sucking him, keep experiencing this moment of being on the edge, feeling the heat of our bodies, but all good things must come to an end, and he pulls me off. Brenda is immediately jerking him, pounding her fist up and down.

It's only just after she presses her cheek to mine that the shower of cum sprays over our faces, Brenda directs his flow, first onto her face, and then onto mine. Thick ropes of white goo splash against our cheeks, running over our lips. My mouth is open, more just to catch my breath than anything else, but it captures a line of semen, and I instinctively swallow. Then they both push me down onto his cock as the last spurts are dripping out, making me clean his cockhead while Brenda licks cum from my face. I groan on his cock, eyes rolling back in my head. Brenda's soft touch shouldn't be enough but I cum anyway. My brother's softening cock, coated with his cum, being shoved so deep in my mouth that I almost gag makes me blow. I huff and groan into his crotch, and when Matthew realizes I'm cumming from having his dirty cock rammed into my throat he burst out laughing.

"Holy fuck, Brenda did you jerk him? No, I figured as much. What a fairy, even Brenda needs real stimulation you just, what, cum from sucking cock? Or is it from drinking cum?"

My face must be terribly red because the dumb horny part of my brain went to sleep now and normal, logical me is left with the consequences. I spit his cock out, cum pouring down my chin, and struggle to find something to explain what just happened.

I want to get up and run out again, but I'm dressed in women's clothes and badly soiled.

"Can I use your shower?" I ask, my voice low, defeated. I'm embarrassed in front of both this ladyboy and this masculine specimen. Brenda is smiling at me, licking drops of cum from her hands. I can see the erection she's sporting through her dress, but she's controlled, enjoying the whole scene without losing her shit like I just did. It hits me that I am literally more of a pussy than my brother's personal sissy.