Milwaukee had always been my home. I’d grown up in Waukesha, went to the Milwaukee School of Engineering, all my friends and family were in the area, even if my ex-girlfriend was now 65 miles away, moved down to Libertyville after our falling out. I couldn’t imagine leaving the city, although as a newly single man in my now late 20’s, working an entry-level engineering job and not having much success with the ladies, I knew change had to come. I saw an ad for a job very similar to mine, except with a much higher salary, nicer office, and 2,000 miles away in Seattle. I applied, and received an offer. After a day of deliberation, I decided to embark to the new city, a fresh start being exactly what I needed to move on after the break up.
It’d been about a month, and I was acclimated to my new city, I had a high rise apartment with a view of the water and Puget Sound in the background, my new office was a few blocks away, and I was able to explore the city by foot. I wasn’t even thinking about getting into the dating game just yet, I was enjoying life, I had enough new surroundings and responsibilities to keep me busy. I walked into a coffee shop, unbeknownst a very old flame had followed me to my very new city.
It could be more accurate to say that I had followed her to the city, although I’d completely forgotten she’d existed when dating my ex. She was average height and very petite, red hair, a very thin frame, B-cup sized breasts and blue eyes. She was my fantasy (and everyone else’s) when I was an 18 year old. We dated once, however, she was also a church girl, and that came before men, sex, and anything else. Ultimately I believed I’d dodged a bullet with that.
I recognized her immediately, and she looked at me as though she knew my face, but couldn’t figure out from where. We’d worked at the movies together in Waukesha.
"Laura?" I said politely.
"J-J-Joseph?" "Joseph!" "Hey you, what’re you doing here?" she asked
"I moved here a month ago, I’m an engineer out here…what exactly are you doing out here?"
She told me how she had become a writer for an independent Seattle newspaper after she dropped out of College in Idaho.
"You dropped out? Why? You were such a good student"?
"Well it was drop out or leave the church. I know now I made the wrong decision at the time. I moved out here and slowly left the church, after realizing I was having a belief crisis, really I just went because it’s where my family and friends were. And when I left, they all abandoned me. Figures."
"I’m sorry to hear that." I said, not sure how to take the last few minutes in.
"Well now you’re here" she said, "Maybe we should grab a coffee sometime. Like now for example" she gave a piercing smile."
We talked and got caught up with the last decade, she seemed genuinely sad to hear about my breakup. She told me how she had dated before but was never able to find a man who was in control of his life. "Nothing but weak and feminine guys out there" "and then there’s you."
I tried to act a little more stern when I heard that, but a smile broke through nonetheless. She was unaware of how many time I fantasized about her, on her knees before me, doing exactly what I tell her to do.
"I think it’s getting late" I said. "But we have an entire decade to catch up on, and coffee just isn’t gonna get us there. We will do dinner next time". Not giving her the option to turn me down.
"I like that!" She said cheerfully, then asked for my number. "Oh! It’s still in my phone, imagine that!"
"Perfect, send me a text!" And I headed home, feeling light on my feet, lighter than I had in perhaps ever.
Next week we’d found a wonderful Greek place to eat, she’d dressed formally for the occasion in a black dress with black high heels, me in a shirt and tie from an earlier work meeting. The night had been wonderful. As it drew to an end, she started talking about movies, and how her and a friend had just seen Fifty Shades Darker. My interest piqued.
"This is gonna sound kinda weird, but that movie kinda turned me on" She said
"Interesting." I said profoundly, "how exactly did it do that?"
"Just the passion and the dominance by Christian Grey. I would love to find a man like that."
I was taken aback. But I remained strong. "I remember you telling me you’ve never found a man like that before". "Maybe you need to look right in front of you. If that’s what you want, that is" I said strongly.
"I’ve honestly never done anything like that before. But I’ve never been turned on like that before".
Little did she know I owned a pair of handcuffs, leash and a blindfold for if a moment like this ever came up. I wasn’t expecting it to with her of all people though.
"I have always fantasized about a submissive. Someone who is willing to do exactly what I ask, on command. But there’s a lot more to it than that. It’s not just some weird contract. There’s trust that goes along with it. It takes time to develop that sort of relationship. Is that something you want?"
Red in the face I was, but so was she, giggling and struggling to make eye contact.
"Look at me." I said sternly. "Is that what you want?"
"Yes." She said sweetly.
"Then our next date should be at my apartment."
"I agree" As a smile crept and her eyes gazed at me upwardly.
Two days later I gave her text instructions to my apartment, and for her to be wearing a red dress and a white bra and panties. I had a blue shirt and a black tie on. As she greeted me at the door, I gave her a glass of wine.
"Welcome. I wanted to show you the place. Tonight will be discussion of our relationship, my expectations of you and your expectations of me. For starters, I want to be addressed as sir when you are here. Is that understood?"
"Yes sir" She said, the word making her pant slightly. She could feel herself getting wet and tingly.
"Good girl". "You were also good for obeying my instructions on what to wear. When you obey me, I will pleasure you and reward you. When you disobey me, you will be punished. Are we clear?"
"Yes sir"
"Now, if you cannot handle something, you are to utter a safe word, and we will stop immediately. I give you my word on that. However, using your safe word ends everything for the night, and you will go home. Do you understand?"
"Yes sir"
"For the first few times, we are learning our roles. While I will be restraining you as I see fit, you will not wear a collar signifying your place as my slave until it is earned. Do you understand?"
"Yes sir".
"Now. Get on your knees, facing forward, and put your hands behind your back. This is the pose in which you will address me when you meet at the beginning of our day, unless I tell you otherwise. You are to stay in this position, maintaining eye contact with me, until you are given permission to be at rest."
"Yes sir".
"Good. Now you may ask me as many questions as you like."
She accidently moved her hands from resting on her back.
"Did I give you permission to do that?
"No sir, I’m sorry sir"
"Since this is the first time, that was a warning. However, any and all future violations will result in punishment. You have a lot to learn. You will submit to me as I see fit. If I tell you to stay in a position, you will stay in that position. Restraints are simply cosmetic. You will restrain yourself. Is that clear?"
"Yes sir"
"Now ask your questions"
"Why didn’t you ever show this side of you before?" She asked, in position
"I was a stupid and unsure of myself kid with a fetish a church girl wouldn’t like. Not too hard to figure out why I hid it".
"What happens when I change my mind about all this?"
"If you’re having any doubts, we should probably not continue. This is a way of life for some relationships." He looked at her and asked quietly "Do you have any doubts? Because you’re in my apartment, in what I told you to wear, on your knees with your hands on your back, starting up at me longingly. Not the kind of pose for doubt, is it?
"I have no doubt, sir." Her eyes briefly glancing down at my cock, starting to harden.
He looked sternly at her as her eyes again met his, the same piercing stare she’d given at the restaurant on her face.
"Any further questions? I asked quietly.
"May I show you what a good submissive I am?" She asked longingly.
I wasn’t planning on sex that night. I’d wanted to break her in a little bit submissively, but only a moron would turn down a petite redhead, with B cup breasts in a red dress.
"Stay in position" I said.
I went behind her and kissed her right ear as I put my hand around her neck softly, a breathy sigh escaping her, but her position still the same. I slowly found my way around her body, grabbing her breasts from behind, still kissing her. From there I took my hand and felt extremely wet panties, her sighing growing louder as I slid one finger and then two inside her. A flood of juice came as she had an extremely powerful orgasm
"You may relax" I said
I grabbed her arms and lifted the dress over her body, she undid her bra and panties and started taking my belt off.
"Keep going" I said
She undid the belt and zipper and exposed my extremely hard cock to the elements. Without me ordering her to, she got on her knees, put her hands behind her and let her mouth do all the work. In less than a minutes time I was almost spent. I told her to stop and grabbed her and took her to my bedroom, laying her down on my bed as we kissed passionately. I pulled her legs apart and slid right in after her earlier orgasm, hearing nothing but panting from her. I took my hand and delicately placed it around her neck, making its way down to her breasts and then pulling out, used my thumb on her clit to make her orgasm again. I laid down on the bed and had her get on top of me, finishing me off for the night cowgirl style. Both panting and staring at each other in the bed, wondering where the last decade had gone, we laid beside each other for a few minutes. She got up to grab her things and put her dress back on and head out. As she was leaving, we kissed again.
"Thank you, sir" "I haven’t been fucked like that, ever."
"Tomorrow" I said, "you will be saying that again. Most likely behind a gag".
A small blush appeared on her face as the elevator door closed behind her.
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