When Sissy Met Sally

By Mike O'Connor

My name is Cheryl and I am a sissy, about to embark on a wild and kinky adventure.. All characters in this story are consenting adults, over the age of eighteen. However, not all of the “girls” are genuine ladies.

• Language: English
• Publisher: Mike O'Connor
• Release date: Dec 29, 2020
• ISBN: 9781005235833

Mike O'Connor

Mike O’Connor is a powerful and engaging storyteller who performs at many events across the country. An important researcher into Cornish music and folklore, he has been awarded the OBE and made a bard of the Gorsedh of Kernow.

Book preview

WHEN SISSY MET SALLY

By Mike O’Connor

© 2021 Mike O’Connor

Cover Model: © Tara

I was about to go for a shower, when my phone rang. I picked it up and checked the caller ID. I hesitated a moment, then answered.

Hi, Carla.

I could hear jackhammers and various other sounds of construction and destruction in the background.

Hey, sweetie, she replied. I hope I didn’t wake you.

You know I’m an early bird, I said. Not as early as you, of course.

Some of us have to work for a living, sweetie. But you still get your share of the worms.

Don’t be disgusting. You know I hate worms and slimy things in general. It sounds like you’re calling me from work.

I am calling you from work. I’m wearing a bright yellow hard hat, high-vis jacket and steel toe-capped work boots.

I sighed loudly.

In no possible fantasy does that work for me, darling. Call me back when you’re more appropriately dressed.

This isn’t that kind of call, sweetie, she said. I want you to do something for me. More specifically, I want you to do somebody for me.

The shower was running and I was becoming impatient. I picked up a pair of white panties from the floor by my bed and inhaled the male musk from the soft lace. My cock throbbed harder.

Go on, I said.

Carla explained. A guy she had met months ago and then promptly forgotten about had just sent her a text message, out of the blue. He was in town on business, he was horny and he was free this afternoon. Carla couldn’t get away, but she hated to let a man down.

What can you tell me about him? I demanded.

Not much, she admitted. Nothing at all, actually. I hadn’t even saved his number, but he obviously saved mine. That’s a good sign. He just texted me.

So you thought I would be prepared to drop my knickers for a complete stranger, who just happens to have a few hours to spare and is obviously too tight to pay for a whore?

Would you?

Of course. Text him my number and we’ll set it up. Chat later.

I would have engaged in a longer conversation with my girlfriend, but she was busy and I really needed to get to the shower. David was hard and waiting. He had spent the night with me as Cheryl. His only concession to femininity was wearing panties under his jeans. Otherwise, he was one hundred percent burly macho man. With my blonde wig discarded, he was finally seeing me completely naked.

I warned you I don’t look so good in the cold light of day, I said, as I joined him in the shower. You should have left while I was asleep.

I’m glad I didn’t, he replied.

So was I. The shower fuck that followed was memorable. David had bedded a horny blonde in a pink mini dress, pink high heels and pink panties. He had woken up with a sweaty, hairy-chested, middle-aged queen lying in his arms.

We shared a warm shower, two