Sissy Sessions Ch. 01 - Sex Stories

Sissy Sessions Ch. 01

... hair, I used a headband to give me a sportier look. It saved me a lot of time, and it helps keep the hair our of my face.

Darrell's colour theme for tonight is black and pink. My eyes and cheeks are various shades and pink. There's some glitter and shine mixed in. Layered on my lips is a shade of barbie pink lipstick with a healthy coat of gloss on top. Peaking through the front of my heels are my pink toenails. The exact same shade should be close to dry on my fingernails.

I sauntered my way out of his master bedroom's bathroom into his bright bedroom. The lights are always on when I come to see Darrell. They stay on throughout the entirety of our time together.

"There's no chance I let you hide in the safety of the night" he says.

I need to start the clock. Punch in, so to speak.

Darrell's seated at the base of his bed. His toes resting on the carpet. The heels of his feet don't quite reach the floor. He's spread his legs. For a brief moment, I see him smirking. The sight of his mischievous grin will always be unsettling.

It's the look of superiority, and for good reason.

After the brief moment, there's only one thing that has my attention. It's safe to say I have some sort of Pavlovian response to it by this point. In the middle of his legs, standing at full attention, is Darrell's cock. 7 inches of dark meat. In his left hand, he has my leash. His right hand rests on his thigh. I can feel my mouth watering. I can't help myself. Darrell's ...

... conditioning is working. My body is betraying my mind.

I tell myself I would never tolerate anything like this if I didn't need the money. Yet, I instinctively lick my upper lip. It felt like a reflex. I couldn't stop it.

Darrell looked at me with intent.

Step by step, I walked towards him making sure to swish my hips. It's almost second nature for me, especially when I have onmy high heels. When I found myself standing in front of Darrell, right between his open legs, his smile grew.

Silence.

I slowly lowered myself to my knees. Placing one hand on Darrell's knee to steady myself. When in position, I lowered my hands to the floor to get on all fours, and then I leaned forward. Darrell used his free hand to point his cock right at me.

Mwah

Darrell glances at the clock on the counter behind me. He's making note of the time. I'm officially on the clock. Starting now, I'll earn my paycheck.

"You're such a fucking bitch,Kyle. My little bitch. My slut."

I'm not allowed to respond. My evening's pay is void if I say a word before I swallow his first load of the night. The worst part is the night continues regardless. Darrell expects me to swallow at least 1 load every time I enter his penthouse. If I say a word before I do so, I lose my pay and still have his baby batter in my belly. It didn't take long for me conform to his rules.

"What would your boy say if he saw you slobbering on my black dick like it's a popsicle on a hot summer day?"

I continue to bob up ...