First Date
bi Mike

For as long as I can remember I always wanted to be dominated by a woman. Not some henpecked, sexless relationship parodied by comedians, but a highly sensuous situation in which I, the man, cede power to a Lady with the strength and willpower to help me explore that very big part of me that needs to be powerless. The search for such a person seemed futile at times, but I never lost sight of my objective. I would ask on first dates if they were interested in Dominance and submission, with the male taking the subservient position, but no one seemed to have the same level of enthusiasm as I.

That is, until I met Holly.

Holly was a 40-something brunette with dark eyes and a slender build. A business owner and, like me, once divorced, I got the distinct impression on our first date that she too, was searching for someone that would compliment her particular tastes in a relationship. A man, to be sure, but not a wimp. Someone not afraid to submit totally, yet with enough testosterone in his system to kick a little ass if the need arose.
Over drinks on our first date I sensed immediately Holly’s true nature. My heart raced and I felt myself become aroused. I couldn’t stand the suspense when the second innuendo about Female Supremacy came up.

I swallowed hard and told Holly how much I adored Women, and added that I believed fully in Female Supremacy. Holly said nothing, but simply sat back in her chair and sipped her margarita through a straw, staring a hole through my soul with her dark eyes. I nearly died when she said, “Do you really believe a man should serve a woman, or are you just trying to butter me up to get laid?”

I know my face turned beet-red. For a moment my eyes held her stare, but then I lowered my eyes and said, “no, I really think women need to run things. The world would be better off.”

“Oh, really?” Her tone dripped with sarcasm. “What makes you think you’d enjoy serving a woman?”

“I….uh…. just do. I mean, I know I’d love the chance to try…..”

“Well, well, well” she said, leaning forward and putting her elbows on the table, then locking her fingers together beneath her chin. “How do I know you’d really be obedient? How do I know you’re not just a poser?”

My eyes lifted and I looked squarely into her gaze. She smiled slightly, but not in a friendly way. A chill ran through me. I heard myself answer, as if from a distance. “Test me. See if I obey.”

She didn’t even pause one second before telling me to go to the men’s room, and take off my underwear, and to come right back with them hanging out of my back pocket. “And leave your fly unzipped too.”

I stood immediately and walked through the crowded bar. Although the music played loudly I couldn’t hear a thing. Could it be I’d found my personal Holy Grail after all these years?

Fear and excitement and arousal filled me as I entered the men’s room. The stall was empty and I went inside and locked the door, and slipped off my shoes, and pulled my jeans and underwear off quickly. I wondered if the other men using the urinals could see what I was doing, and it embarrassed me, but it didn’t stop me. My cock was hard as steel, and I had to move it to one side as I pulled my pants back up, otherwise it would have poked out the front. I stuffed my “tighty-whities” in my back pocket. Before opening the door I looked down at the front of my pants. A wide gap in the open zipped made my pubic hair very visible, and the outline of my erection was also clear. But how could I not go through with this? I needed to show her I could pass her test. I could not risk losing her over a few moments of embarrassment. Taking a deep breath, I flung the stall door open, and without looking left or right, I walked as fast as I could through the crowd, back to where Holly sat.

She saw me coming and looked down to see if I had complied. She began to giggle, and I could hear a murmur or two from both men and women as I passed them. I sat down, relieved I’d made it back to our table.

“Give me your underwear and your wallet” was all Holly said when I sat down. I didn’t ask any questions, but simply handed them over like I was passing through airport security. Opening her purse she dropped my wallet in, but not before taking all my cash out. “Give me your keys too.”

In less than five minutes I’d voluntarily put myself in her control. No wallet, no ID, no transportation. Her smile had disappeared. My keys dangled from her finger as she laid a twenty on the table and then said to me: “Walk behind me, head down, with your hands on your elbows behind your back. And I damn sure don’t want too see you adjusting anything before you stand up. Any hesitation, any reluctance will be dealt with in a most unpleasant way. Am I making myself clear?”

“Very” I said, my voice cracking a little.

“You may address me as ‘Mistress’ at all times. Now, answer me.”

“Yes, Mistress, you are making yourself clear.”

“Very well then. Ready?” We stood and she turned to leave, a smirk crossed her face as she looked at my open fly. “Oh my. You are quite a sight.”

I grabbed my elbows behind me and followed Holly through the crowd and out the hallway to Pacific Avenue. Since it was Saturday night there were lots of people everywhere. We crossed the street. The movement was causing my penis to slide towards the gaping hole in my jeans, and I prayed we’d get to my car before something bad happened. I could hear the giggles of college girls as we passed them, which only made me more excited, oddly enough. Fortunately it was getting dark, so I felt I could make it to the parking garage without an incident. Mistress Holly had other plans.

She stopped in front of a store I knew quite well, Camouflage, a purveyor of fetish clothing and items utilized in BDSM. I stood next to her and we both looked at the alluring display of lingerie in the window. “You’ll be happy to know I have a number of items from here. But I do need one or two more items before we go home. You don’t mind shopping a little, do you…slave?”

The idea of going into another crowded place in my current state left me feeling light-headed. I agreed.

I followed Mistress Holly in and she took her time examining the items offered. A young lady offered to help, and Holly made it clear she was looking for fun items for tonight’s ‘activities’ as she put it. The clerk, a young and very pretty woman with blonde hair, looked at me, and then at my situation, then laughed and said she’d be happy to offer some suggestions.

The two ladies led me to the very back room where the whips and dildos were showcased. Mistress picked at a pair of handcuffs, a small crop with a little hand on the end and showed them to me. “I think I’d like to go ahead and put these on you. Makes it a little more…serious, don’t you think?” Holly stood very close to me, her face inches from mine. I couldn’t even say anything. I just nodded.
She had me turn so that I faced the middle of the room and clicked the handcuffs in place. To my dismay there were several couples looking my way, watching the scene. The sales girl continued to help Holly, all but ignoring me and my predicament. Holly had me hold the crop in my teeth.

The finer points of strap-on dildos were bandied about, with a rather large model selected. Holly waived it in front of my face and promised that she would be “gentle….NOT!” (Lots of snickers from the gallery over that one.)

But when a pair of cloverleaf nipple clamps were selected, Mistress opened the package on the spot, much to my chagrin. She held them up to me, opening and closing them like little crab claws, then began to unbutton my shirt until she could reach in and touch my nipples. She promptly clamped one, then the other, on my erect nipples, then tugged on the chain that connected them. It was very awkward, being bound in public, and then being heavily aroused. Holly turned me around so that my back was to the onlookers, facing the paddles that hung from hooks on the wall. The variety was impressive but intimidating, knowing that they’d soon be used on me. With the salesperson on one side and Mistress Holly on the other, each paddle was discussed. Mistress Holly speculated how much she’d enjoy breaking us both on. When she said that she looked right at me, holding a riding crop in my mouth. She took the paddle and nudged my erection with the end of it. I truly believed it was going to fall out at any moment.

This scenario lasted for at least an hour, with Mistress Holly using my credit card to purchase what she referred to as an “instant dungeon.” I carried the packages with my hands still handcuffed, but she did take the crop from between my teeth. When we finally got back to my car, Holly had me stand next to the passenger side while she opened the door. She unlocked my wrists before I climbed in, then locked my wrists to the head rest. Holly crouched next to me and popped open my pants, then ripped the buttons off my shirt. She slid my pants down to my knees, and for the first time got a clear view of my erection.

“Hmmm” she murmured as lightly grabbed the vary base of my penis with two fingers, holding it straight up. Her other hand made an “O” around my ball sac, and tugged on it. The near frenzy state of mind I’d been in for the past hour or two had nearly put me in tears, I was so horny. “Well, you’ll be glad to know I do not permit my slaves to pleasure themselves. If you want me to train you to serve me properly, I never, EVER want to see you touching this without permission.”

People were walking everywhere and I was nervous and scared. More than that, I was extremely turned on. She took the crop out and smacked my cock several times before saying “You’ve been a good sport so far, and I think you’re serious about being my slave. But if you agree to serve me, it will be on my terms, my conditions. It will include many things, some you’ll enjoy, some you won’t. I can be a real bitch. I’ve been looking for someone like you, someone I can utilize around the house, kind of like a lap dog. Would you like that? You may speak freely.”

My mouth was dry. I could barely even speak coherently. “Mistress Holly” I began, looking into her large brown eyes, which were softer now. Her fingernail traced a straight line up and down the sensitive underside of my cock, which was standing up and away from my body due to the fact she was pulling my balls fairly hard. I could feel the edge of her nail as it poked on the most sensitive parts of my shaft. “I’ve looked for you for so long, I’ll do anything you ask of me. I want to bring pleasure to you, my body…my life….is yours. Thank you, Mistress.”

Her fingertip smeared the clear fluid I was oozing around my cockhead while her fist gripped my balls tightly. “Slave, you’ve made me very happy. Make no mistake, you are going to suffer. But I promise to make it worth your while. Let’s go home so you can get to know how I want to be pleasured. You’ll become very good at it. Practice, practice, practice I say. However, I am going to tease you mercilessly. One of the vibrators I got in there will bring many glorious orgasms to me, but you, on the other hand, will probably experience release at the most once a month. Blow jobs for me, blue balls for you. Isn’t that great?”

Holly was still snickering as she stood up and shut the car door. After she started the car up, she leaned over my lap and readjusted my seat so that I was reclined all the way back. Then she fastened a new leather cock strap behind my balls, so that my already engorged erection got harder still.

“I picked up a nasty DVD we can watch. Or maybe I’ll watch while you eat. Are you ready for your new life, slave?

“Yes Mistress. Yes, I am….’

We pulled out into traffic as she dialed her cell phone. “Hello, Robert? Holly. Listen, I was wondering if you’d like to come over this evening for a drink. I have a new toy I want to show you. Yes, he’s cuffed. No, he’s straight. And circumcised too. Good. I’ll see you soon.

“You’re in for a very special first night, slave.” Holly laughed as she laid her hand softly on my shaft. I truly wondered what I’d gotten myself in to.

On to Chapter 2...