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michaeldelangel
2 weeks ago
Straight Male, 39
0 miles · London

Stories

Series

My First Sissy, Chapter 4

Josie comes to meet me in a hotel, and we finally give each other what we need

Over the next week, every single morning that I went into class, the only thing I could think about all day was getting home, locking my bedroom door, and video-calling Josie. Each night, she would show off a different outfit for me and tell me how badly...

My First Sissy, Chapter 3

I learn a little more about Joe, and how far he is willing to follow Daddy's instructions.

That first night, after I’d watched Josie swallow my cum, we kissed as s(he) stroked my still-hard cock, until I told her Katie might wonder where I was if she woke up to find me gone. Josie looked up at me, still standing there in that schoolgirl outfit,...

My First Sissy. Chapter 2

My girlfriends brother decides to show off a little more, and gets what (s)he asked for.

I barely made it through the rest of the night sitting there on the sofa next to Katie without going back upstairs and texting Joe again. I couldn’t stop thinking about how sexy he’d looked in that lingerie, and the thought that he might be up there now l...

My First Sissy Chapter 1

The day I realised that my girlfriends brother looked sexier in lingerie than she did.

Before I tell you about the experience that changed my life forever, let me give you a little bit of background. My first girlfriend at university was called Katie. We got together in the first couple of months and were together for most of our time at un...

my boss. the bitch

I thought my senior was just a bitch, turns out she is way way more.

I’d been in the job about two months. Starting any new job is hard but trust me, starting life as a doctor is even harder. I’d only finished medical school in July but there’s no settling in period, especially not when you work on a busy surgical firm. Th...