Then
I had never been so nervous in my life. I was about to go on a date with easily the hottest guy I’d ever seen. He was ten years older than me and an “experienced dom.” He seemed to like that I was inexperienced; he said he wanted to “show me the ropes.” We agreed to meet in a neutral setting to see if we hit it off, and then go from there. I wasn’t sure what that meant exactly, but I was pretty sure I’d do anything he wanted.
I stepped into a sleek hotel bar in the East Village, far from my usual spots. The place was crowded, with a variety of people sitting at the bar and at tables in the middle of the room. I awkwardly stood at the entrance, scanning the room for any sign of him. What if he stood me up? What if this was all just a cruel joke? Why would he want someone like me anyway?
Suddenly, I felt a hand on my elbow. I turned to find him standing there: short, brown wavy hair, dark gray eyes, and a stubble of facial hair. He was even hotter in person. Holy fucking hell. He smiled at me tenderly before speaking.
“Sweet Jackie?”
My heart dropped to my core, and my pussy seemed to swallow it whole.
“Y-yeah. And you’re Michael?” I managed to stammer.
He raised his eyebrows slightly. “If you’re lucky, you’ll be calling me Daddy by the end of the night.”
My mouth dropped open, and I felt my knees buckle.
“This way. I have a table reserved for us.” He extended his hand toward me.
My shaky hand took his, and he led us to our table. I felt underdressed in my skinny jeans and white silky blouse; he wore black pants with a button-up shirt and nice shoes. I couldn’t stop staring at the back of his head. When we reached our table, he pulled my chair out for me. He’s handsome and a gentleman? I think I’ve found my future husband. I smiled at him as I sat and watched him take his seat. I literally couldn’t take my eyes off him. When he glanced up after sitting, my cheeks burned with embarrassment.
“So, sweet Jackie. Do you believe I’m real now?” He was teasing me.
I looked down at the table and laughed. “Yes. You’re very real.”
I hesitantly looked up. His gaze was almost too intense to bear; it had become serious and penetrating.
“I have a few things I should mention before we continue. First, if we move forward, you’ll need to sign an NDA. I’m a very private person,” he began.
I shifted in my seat; this was one way to start a date.
“Secondly, this isn’t a date. This is a meeting to see if we’re compatible. I don’t date. I only have relationships with my subs in the bedroom.”
My heart sank.
“Lastly, if you agree to be my submissive, you’ll be my only submissive. I expect you to have no other relationships with anyone else.”
I started to chew on my bottom lip. What am I getting myself into? Do I really want this? I don’t even know if I’ll like being a submissive.
“Okay,” I nodded.
Michael smiled again. “Perfect. Can I get you a drink?”
“Yes, please,” I answered immediately.
He waved the server over. “We’ll take a bottle of your finest champagne.”
I looked back down at the table, unable to maintain eye contact.
“No need to be nervous, Sweet Jackie. I will take good care of you.”
I glanced back up at him, hanging on his every word.
“Can we have, like, a trial period? To make sure this is what I want?” I asked hesitantly.
He chuckled lightly. “Of course. And you won’t be bound to me in any way. You’ll always have the opportunity to leave, whenever you want.”
I nodded, feeling a bit relieved.
The server brought a bottle of champagne and two flutes. He quickly poured our glasses and walked away.
Michael eyed me intently. “Whenever you’re ready, we can go upstairs and start your trial period.”
I almost choked on my champagne. I caught my breath and set my flute down.
“I think I’m ready now.”