Paid to Role-Play

The steel of my heels clacked against the cobblestone path, a single winding road lined with little shops that were still open late at night. Warm golden light bathed my black figure as I stalked the streets, my eyes scanning the signage. It was my first time at such a place and my nerves were twitching in anticipation. I see a red glow coming from behind a building and round the corner to see a stairway leading to the Red Briar bar. I take the steps slowly, looking through the frosted glass of the oak doors to see figures moving about. I took a big breath and walked inside.

The scent of flowers consumed me but I didn't see any flowers. Plush red velvet booths with high walls obscured the sight of any other customers, the only people in sight were hosts in black suits who carried champagne bottles and the piano player on stage. I look around to see if anyone would help me and soon enough a man in a red coat walks out from behind a high wooden booth. He greets me politely before leading me through the bar for my appointment. Rattan screens covered each booth but the low chatter of people could still be heard from behind the dividers.

The man leads me into a bedroom lavishly decorated with red silk and velvet. At the door, he outstretches his hand for my coat and I flush. I take off the black coat, a sudden coolness hitting me, my thin lace dress doing nothing for my exposed flesh. The man takes the coat and leaves in silence, locking the door behind me. It was cooler in the room than I expected, the walls lit by antique sconces and lined with black shelves of various sticks, whips, paddles, and ropes. I tour the displays, looking at the colourful glass beads, dildos, and chains. The curtains beside the bed open, and a masked man in a white suit steps out, his ocean eyes locked with mine, his tan skin painted golden by the light. He fit the description I sent so perfectly my breath hitched and in that moment, the role-play began.

"Alice my love," he said.

"Damon. Handsome as always, perhaps I should make you wear your wedding suit all the time," I purred, walking towards him to wrap my arms around his shoulders.

"I don't remember you wearing this on our wedding," he says, tugging at the short lace hem. His fingers gently stroked my inner thighs, right above the white lace thigh highs.

"It was underneath the whole time, don't you like it?" I ask.

"I love it, now let's rip it off you slowly," he growls, placing kisses along my neck.

His hands slide up the back of my dress to tug at my thong, pulling it tight against my pussy before he slaps my ass. I gasped as the heat radiated throughout my body, my eyes growing wild with instinct, my lips pouncing on his neck, my hands pulling the suit and tie off of him until his smooth chest was bare for me.

"Woah there, what happened to going slow?" Damon said playfully. He pulls the top of my dress down, bunching the white fabric at my waist, and begins to play with my nipples. "I want to hear you begging for me first," he whispers in my ears.

His hand slides beneath my dress hem, fingers rubbing the white mesh of my thong where a wet patch was seeping through. I moaned as he begins to stroke the slit, his fingers pressing between my labia and making me ooze in delight. I caressed his hard chest, running my hands down his abs to his hard-on pressing against the fabric of his pants. My fingers run over the outline of his shaft which throbs hotly beneath the fingertips.

"You seem pretty desperate here," I said, grabbing his cock with the palm of my hands.

"Let's see who caves first," Damon said before pressing his lips into mine. Our tongues meet in a fevered swirl of licks and kisses. His tongue intertwined with mine, nipping and biting the flesh playfully as I moaned for more.

Damon ran his hands over my body, his palms caressing over the thin veil of lace on my body, leaving trails of heat that made me want more. He grabs my ass and squeezes it between his rough hands before sliding back up to my waist. His hands stroked my sides, tearing at the lace and creating large gaps of exposed flesh. He breaks contact with my lips, leaving my body aching with desire.

"How do you want it?" Damon whispers in my ears.

He pulls my underwear aside, sliding two fingers into my sopping-wet pussy, stroking the soft wet interior near the entrance in a beckoning motion. His hooked fingers drummed on the walls roughly, making me pant in delight.

"Harder, harder, harder," I chanted.

I unbuttoned his pants, pulling them off and freeing his throbbing cock which hit me in the thigh. I pull away from his touch to stare in awe at the sight of his cock, it hung heavily, almost down to his knees.

"Fuck," I breathed.

I drop to my knees, my hands stroking his cock, pulling the foreskin back to reveal the red tip. I could feel the saliva pool in my mouth as I stared lovingly at the veiny shaft. I brought the head to my lips and slid it into my mouth, my tongue feeling the heaviness of his cock. I sucked it gently, letting my tongue run over the veins of his shaft and savoring the distinct taste of him on my palette while my hands stroked the rest. He grabs my hair, holding me still as I looked up at him.

"Eat it," Damon commands.

I hold his hips, steadying myself before slowly sliding him into my mouth. His thick cock burned as I pushed him down my throat, my eyes watering while saliva trailed down my neck. I held still at the base with my throat wrapped around his cock before sliding out. Damon watches in silent amazement, his low moans filling my ears as I coated his cock in frothy saliva.

"Alice, you little slut who taught you to do something as naughty as that?" Damon growls.

He holds my head still and moves his hips, sliding his cock in and out of my throat in a steady rhythm. I look up at him through my mascara-stained eyes, black tears streaking down my face as we lock our gaze. I watched him, his furrowed brows, the sweat dripping off his skin, his contracting abs every time he thrusts into me, and the desperate desire in his eyes. His cock quivers in my mouth before he cums down my throat with a low moan. Damon slowly pulls out, watching the cum drip from my lips.

"Get on the bed," Damon commands.

I walk over to the bed, crawling onto the edge while Damon throws the rest of his clothes off. He stands behind me, his fingers running over my back, sides, and thighs until he reaches my ass where he slaps my cheeks. He places his cock at my entrance causing my heart to beat in anticipation.

"What do you want my love?" Damon asks.

"Do it rough," I panted.

Damon slams his cock inside, a grunt escaped my lips as the head of his cock hits the deepest part of me. I focus on my breathing as he stretches me wide before pulling out all the way. He places his hands on my waist to steady himself as he thrusts into me, his hips slapping against my ass with such force as to shake the bed. My clit swells, a cry of pleasure leaving my lips as I cum preemptively while Damon continued to stroke my inner walls while my body quivered. With a final thrust, he cums inside me, filling me with hot thick semen.

We stayed there unmoving, catching our breath as our minds returned to us. When my breathing returned to normal, I realized that Damon was still hard and still inside me. I turn around to look at him.

"Umm. Damon? You can pull out now. I've passed the hour and I think the role-play is over." I said.

"Just one more time. We can even role-play a different character," he said.

I felt my heart skip in excitement. "Do you want to be a count this time? Or a duke?"

He chuckles, giving my ass a playful slap. "Whatever you want."