Chapters tagged sissy

by cutiepie183

Chapter 1

I had just turned 21 a few weeks ago when it all began, my brother, not long turned 20. We both had jobs and had moved out of home and into a fairly nice 2 bedroom apartment thanks to a little bit of help from our parents, but it was mostly us. We had been living together for a...

by cutiepie183

Chapter 3

“Why don’t you do it, I’m not going to waste my time and energy on that - it’s woman’s work!” Is one of Adam’s new favourite comebacks, to which I would reply “well then who’s gonna do it Adam, I don’t see any women around here to take care of all your dirty work so you’re just g...

by cutiepie183

Chapter 5

I opened up my wardrobe to pick an outfit for the day, only to be startled by what I was seeing. My wardrobe was looking very pink inside. I had no idea what was going on right now but as I looked closer it started to become apparent to me. Everywhere there should have been a pa...

by cutiepie183

Chapter 7

Now that I had the day to myself, I could stop, take a deep breath and relax. And that’s exactly what I did. And then I found myself still standing idly in front of my wardrobe staring, staring at the clothes I know and staring at my brothers new additions to the collection, and...

by cutiepie183

Chapter 9

I walk into my room and find Adam sitting on my bed with a big smile on his face. I also notice my wardrobe is open which makes me a little nervous. “So what did you want me to come in here for?” I ask Adam as confidently as I can (which isn’t very confident at all) “I wanted t...

by cutiepie183

Chapter 10

I open the drawer and no surprise it was filled with underwear. What was a surprise though, was the type of underwear that was in there. I open the drawer to a sea of pink. Pink panties, thongs, I even think I see a few bras in the there, and everything in between. I also notice...

by cutiepie183

Chapter 11

 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...

by cutiepie183

Chapter 12

“W-what do you mean my new role in the world Adam? J-just because I’m wearing pretty clothes doesn’t change me, I’m still the same old Jonah just like I always was” I nervously stutter to Adam as he caressed my smooth body. “But that’s just it Jonah, you see it has changed you a...

by cutiepie183

Chapter 15

I had one of the greatest sleeps of my life that night. Everything just felt like a huge weight had been lifted off my shoulders and all my worries could disappear as I embarked on this new journey. The next morning I woke up at about 8am to the smell of coffee brewing. I slid o...

by cutiepie183

Chapter 16

Adam starts reading me all the new rules I need to follow now that I’m his little sissy… Rule 1: Jonah is gone, from now on you will only be Joanna Rule 2: you are no longer a man, you are a little sissy boy Rule 3: I am either master, daddy or sir from now on. You will always...

by cutiepie183

Chapter 18

I stared at that collar and cage for so long, I don’t know what I was waiting for exactly but I was waiting for something. I must have waited too long though because my new master let out a little grunt and picked up the collar, undid the buckle and then stood up and walked behin...

by cutiepie183

Chapter 15

I had one of the greatest sleeps of my life that night. Everything just felt like a huge weight had been lifted off my shoulders and all my worries could disappear as I embarked on this new journey. The next morning I woke up at about 8am to the smell of coffee brewing. I slid o...

by cutiepie183

Chapter 11

 I step up to the open drawer of my wardrobe and nervously reach in and grab a random pair of panties, which happens to be a very pretty, feminine lace thong which looks fairly revealing and extremely femi...