For the past 30 days Cass has kept me locked in chastity. Every weekend she would tie me down and unlock my dick to be washed and teased before putting me back in the cage. Besides that I was given zero stimulation or sexual release. Instead, I served her sexual needs anytime she wanted, usually two times a day.

The first two weeks were the hardest. I was in a constant state of frustration. One night I broke down on my knees and begged her to release me. Knowing Cass, once she made up her mind there was no changing it. After that night I gave in completely. I realized there was no reason fighting it and things got easier. I started to see her pleasure as my own and use my frustration in our daily sessions to give her better orgasms. The frustration never went away though. I wonder if she will ever let me out.

Its a Friday morning. I try to get dressed but she locked my drawer. Out in the kitchen I see Cass finishing breakfast, dressed for work.

“I called in sick for you today” Cass says to me.

“You did what? Why?”

“Relax, honey, I want you to come into work with me today. It’ll be fun. I put your nice work clothes in the bathroom for you. Get dressed and we can go”

This is odd. She must have something planned, but what? I start getting nervous as I remember the last time I was in her office.

We arrive at the 30th floor and are greeted by Veronica.

“Hey Cass, I put that thing you wanted on your desk. Oh! Good to see you again David.”

“Great, thanks Veronica. He’s going to be my helper today” Cass says.

As we walk past the cubicles I notice the place is almost empty. I spot maybe 5 employees. We enter her office and I shut the door.

“Its a bit of a ghost town on Fridays. Most people work from home. Will you close the blinds for me love?”

I do as she asks. I wonder what she has in store for me? I see a leather tote bag on her desk. She hands it to me.

“Here, this is for you”

The top of the bag is unzipped and inside it a large butt plug and a bottle of lube. Did Veronica deliver this to Cass’s desk? She must have seen whats inside.

“I want you to put that in for me.”

“Where is the bathroom again?”

“I want you to do it for me right here. Quickly please”

I undo my belt and drop my pants. I spread the lube on the plug and hold it up to my asshole. The phone rings. Cass picks up.

“Hey Veronica. Yes bring that file to my office please. Ok see you soon” she hangs up and looks into my eyes.

I scramble to get the plug inside me, but it is big. I try to calm down, but I’m too nervous. I feel the tip slide in me as Veronica bursts in the office, holding a folder. She walks right past me without noticing and hands it to Cass. The plug sides fully inside me and I let out a small noise. She turns around. Veronica and Cass are looking at me standing with my pants down, my hand against my asshole. I’m humiliated.

“Oh, it was for you. I’ll help you get those pants back on” Veronica says to me as she pulls up my pants but stops at my chastity device.

She inspects it with her hands and then pulls my pants all the way up. I feel her reach around to my butt and press her finger to the plug. I jolt a bit.

“Have fun” she whispers to me and then walks out of the office. I look at Cass. Did she tell her assistant about us? I feel so embarrassed.

Cass grabs my shirt and drags me under her desk. The front of the desk is covered so Cass is the only one who can see me under there.

“This is where you will be for today. I want you to serve me while I work. Oh and stay very quiet” Cass says standing over me. She pulls her panties off from under her skirt and sits down in her chair. Her hands grab my hair and pull my face between her legs. “Time for work slave”

The rest of the day I am under her desk. A few times people came into her office and didn’t notice I was there. One time she was on a call and had me lick her pussy the entire time. I couldn’t believe how she kept her composure.

5PM rolls around and Veronica comes in the office. The door shuts behind her.

“I’m about to head out, should I take my stuff back or do you want it for the weekend too?” She asks Cass

“No, you can take it back.” Cass says as she pulls me up from under the desk. My face still wet from her pussy.

I look at Veronica and notice she has a necklace on. It’s Cass’s necklace with my key. Cass gave her the key. Veronica grabs the leather bag and pulls out two medical gloves. I feel Cass bend me over the desk. She pulls my pants down and exposes my ass. Veronica walks behind me.

“Did Cass ever tell you how we met? Me and her go way back” I hear the snap of her gloves.

“Veronica was my assistant at the dungeon. We’ve worked together ever since” Cass says as she holds me down.

I feel Veronica’s gloved hand pull on the plug. It slowly slides out of me and I moan. She moves her finger around my asshole, then drops the plug in her bag.

“So he didn’t know about me? No wonder he looked so embarrassed earlier.” She laughs “see you on Monday Cass.”

Veronica zips up the bag and gets close to me “it was good to see you again” she whispers in my ear before walking out of the office. The key is still around her neck.