Chapter 11
by cutiepie183
What do you pick?
Pale pink cotton panties
I step up to the open drawer of my wardrobe and nervously reach in and look through all of the huge variety of panties inside, after sifting through my options I decide on a pair. Picking out the pair that was probably as good as I could have hoped for given the circumstances, I picked up a plain pair of cotton panties in a very pale pink that made them look almost white if you didn’t look too closely.
I take the panties with me and look back at Adam who is smiling sweetly at me now. I start heading towards him when he stops me again.
“There’s another piece of that set you’re forgetting” he tells me before waving me back towards the wardrobe.
I don’t really know what he meant at first but when I got back in front of the drawer I realised he wanted me to get the matching bra.
I look through for a minute or two until I find the one that clearly matches the panties I’m holding based on its colour and the basic, simple look of it. At first when I grab it from the drawer it seems like a regular everyday bra, but on closer inspection I realise this isn’t an ordinary bra, it’s been designed without the normal cups that support your breasts, instead it’s got a flat chest section with just fabric to cover where my breasts would be if I had any. The entire garment is purely decorative, serving no functional purpose, which of course even a normal bra would serve no functional purpose on me but this bra was clearly designed for men, it served no functional purpose for anyone.
Anyway I decide to look past that for the moment and Take the bra and panties I had ‘selected’ and head back over to the bed where Adam was sitting.
Adam smiles at me as I sit down, and for the first time since this whole thing started he places his hand in my back, lightly stroking it to comfort me and he softly says to me
“You know those were a great choice, they’re really pretty and very cute, and they’re going to suit your pretty body really well, not to mention how well they’ll go with your cute little skirt. You’re such a good boy doing all this, if you keep behaving like a good boy, doing what you’re told and keeping things around here in check like you did today then we’re going to have a great time living together from now on, it’ll be lots of fun, trust me. Anyway why don’t you be a good boy now and put your pretty underwear and skirt on for me.”
I don’t know what to say to that, especially to him calling me a good boy and acting like he’s not my little brother anymore. It stumps me completely because on the one hand that gets me kind of upset, and on the other hand, it’s the nicest he’s been to me in months and that feels pretty great. In the end I get up and nervously and shamefully strip naked in front of my brother - I try to hide myself as I strip but there is nowhere to hide and I can tell he isn’t going anywhere so I just get it over with as quickly as I can. As I stand there naked in front of Adam, who is watching me rather intensely I decide to dress as quick as I can, starting with my new underwear.
I slip my feet through the soft little panties and slide them up my silky smooth legs, feeling a slight tingling feeling in the pit of my stomach as they travel up before eventually, I have them on sitting perfectly around my waist, at first it’s a very unusual and unique feeling for sure but somehow also not an entirely unpleasant one.
Next I go to work on the bra, I put my arms through the holes and reach behind my back to try and do the clasp up. It proves to be quite difficult and I struggle with it for a bit until Adam sneaks behind me and I feel his strong muscular hands gently brushing mine away as he takes the straps of the bra in his hands and does the clasps up for me, leaning down and whispering to me
“don’t worry you’ll get the hang of it, practice makes perfect” as he hands me the pink skirt I chose earlier.
I take the skirt, blushing even deeper red now, and I slowly step into the unfamiliar item of clothing. I pull it up my legs, over my panties and settle it into position on my waist, surprised at how comfortable it feels and how free everything feels wearing such an open, airy piece of clothing.
Not wanting to wait any longer I walk over to my wardrobe, shut the drawers that were open and close the wardrobe doors to reveal the tall mirror. I stood in front of that mirror to see how I looked and was amazed as with just a few small changes to my clothing (and not forgetting the mystery hair loss in the shower this morning) what I saw in that reflection was not the handsome man with a cute boyish charm that I was used to, it was a pretty, innocent, cute little girly boy.
It was hard to tell whether I looked more like a slightly masculine girl or an extremely feminine pretty boy. It was probably more the latter but it was a close call, either way there was no question that I didn’t look like a man, and I definitely looked super cute and powerless.
Adam walked up behind me as I was staring back at my reflection, he draped his big strong arms over my shoulders, pulling me into him gently. I looked again at my reflection with him now behind me and realised how much smaller and more submissive I looked as he overshadowed me like that. He leaned down to whisper to me quietly again.
“See, I told you that you’re a very pretty little boy, your destiny isn’t to be a man doing manly things, it never was. You’re destiny is this, being pretty, being a good boy, serving a real man however they need. I can tell you already love it and will be perfect in your new role in this world Jonah, trust me”
How do you react?
Disable your Ad Blocker! Thanks :)
My brother made me a sissy
It’s up to you how he did it.
My brother made me into a sissy. He is smart and witty and somehow manipulated, and convinced me at every turn until his goal was achieved, and I was undeniably a sissy. How exactly did he make it happen though?
- Tags
- panties, pink, pretty, girly, pretty boy, brainwash, sissy, thong, bra, lingerie, sexy, slutty, underwear, femboy, feminine, Feminisation, feminization, chastity, collar, locked, submit, submissive, dress up, shorts, curious, cleaning, organising, tidy, housework, power, control, master, Daddy, obedient, rules, helpless, powerless, good boy, princess, anal, training, dildo, new role, life changing, tricked, brainwashed, brothers, new beginning, cute, skirt, shopping, outfit, makeover, boy, transformation, mall, brother, roommates, roommate, jock, twink, fight, argument, Hair removal, smooth, clean, shower, wardrobe, surprise, hair loss, shaved, pathetic
Updated on Apr 21, 2023
by cutiepie183
Created on Apr 2, 2022
by cutiepie183
You can customize this story. Simply enter the following details about the main characters.
- All Comments
- Chapter Comments