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Chicago - Part 1

"My first time of many dominating the woman of my dreams..."

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Author's Notes

"This is a true story about dominating a woman that I had a serious crush on for years. I'm hoping to make this a multi-part series...as the events that occur from this time are well-worth sharing, and well...I am very detailed oriented. Though the basis for this story is 100% true, I have altered it slightly for creativity purposes. All names in this story have been changed to protect the identities of those involved in this sex-filled night to remember."

A little background: My name is C. I am a 25-year-old, 6’4” man who found out very early that I am a dominant, not just a "dom" who likes to boss his woman around and then fuck in missionary all night. No, I am a dom in the sense that I get extremely turned on by being in control. If I say, you will do. If you don't, you will face the consequences. And I am very creative when it comes to punishments. Furthermore, I am a rigger who loves using knots and ropes to bind someone up intricately. Lastly, I am a sadist...Therefore, I get very aroused from spanking a girl's bare ass and seeing her turned on and slightly scared as my handprint welts her bare ass cheek.

Nobody in my regular life knows the full extent of my sexual life aside from those I have slept with. Many women have complimented me on my sexting abilities and creative ways with words. I have been on this website for almost two years now, so I finally decided to start writing. Enjoy the story.

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About a year ago, I was in a relationship with a woman named Rouge. Rouge and I have known each other for years. We met in 2019 at a work conference in St. Louis and stayed in touch ever since. I was twenty at the time, and she was twenty-three. She checked every box: 5’9”, long, brown hair, waterfall curls, but looked equally as hot in a bun, hourglass shape figure, natural 32DD boobs that are the most picturesque tits I have ever seen. She is a country girl who looked just as hot in skinny jeans and cowgirl boots as she did in a pencil skirt and heels. I always had a crush on her, but shortly after we met, she met and married her now ex-husband.

Finally, about 2 years ago, when her divorce finalized, I knew that if I wanted to have a chance to finally fuck this goddess of a woman, it was now or never. We openly talked about sex with one another. We would share stories and techniques…but every time she’d tell me about her "sexcapades," I’d intrinsically be slightly jealous that I wasn’t the one pleasuring her.

One night in early October, following her divorce, she was hornier than usual. We were talking over FaceTime as normal…nothing out of the ordinary. She was telling me about her recent sexual encounters with a man she’d met online. She sent me pictures this man had taken on her phone of her in lingerie before they fucked. I instantly got aroused, but tried hiding it. She picked up on my arousal and decided to take her shirt off while we were on FaceTime. One thing led to another, and we on FaceTime, showering together as I watched her pleasure herself in front of me. I found myself stroking my cock to her moans. Less than ten minutes later, we were orgasming at the same time. It was the strongest and most glorious orgasm I’ve ever had while masturbating.

Though she is very kinky, her ex was not. She would always complain about wanting more in the bedroom from her ex, aside from (in her words) "being dry humped like a sex doll in missionary" Like myself, she knew that there's a deeper art to sex other than "wam bam, thank you, ma'am.” So, for that Halloween, I was going to make her dreams come true. I was going to make her submit to me. By the time I was done with her, her ability to form a cohesive thought would cease to exist. Her ability to walk would be nonexistent, and she would finally know what it's like to be dominated...be me.

Two weeks prior to Halloween, I went online and bought plane tickets to Chicago, where Rouge lived. That was another reason it took me over 5 years to sleep with Rouge - she lived in Illinois and I lived on the East Coast. But that didn't matter anymore. I submitted my PTO from work, bought the plane tickets, and packed my bags. I didn't tell her until last minute...I wanted to surprise her.

So, the morning of my flight, I sent her a screenshot of my tickets from IAD to ORD, landing in Chicago later that afternoon. She called me, screaming from excitement. Aside from the sexual tension (that you couldn't cut with a knife), she was genuinely excited to see me face-to-face for the first time in over five years.

Later that afternoon, I boarded my flight from Dulles International to Chicago O’Hare. Before I departed, she sent me a naked picture of her fresh out of the shower with a text that said, "See you soon ;).” My heart was racing, and my erection started growing. I had to calm myself, knowing that strangers surrounded me. The plane took off from Washington, and the two-hour flight could not be over soon enough. The plane finally landed, and I departed the plane in Chicago. I walked as fast as I could through the terminal to find her. I would be lying if I said I didn't have butterflies.

I thought to myself, “five years of talking over the phone, texting daily, flirting, comparing our sex lives, and it finally comes to this. It was going to finally happen - I was going to be spending four days with this beautiful goddess of a woman and have what can only be described as the most invigorating sex of my life.”

Then suddenly, we locked eyes. We both smiled from ear to ear. She SPRINTED towards me and leapt into my arms, knocking me back a few steps with her in my arms. We hugged, and for a moment, the world ceased to exist…just me and her interlocked in the tightest hug possible. Without hesitation, I looked into her gorgeous blue eyes and kissed her soft, luscious lips. I never wanted that kiss to end. It was magical to say the least.

After about a 45-minute drive, we ended up at her apartment right outside the city. It was a weird feeling of déjà vu - I'd never physically been in her apartment before, but from seeing it countless times over FaceTime, I felt as if I'd stayed here numerous times. I set my bags down and took a deep breath...more like a sigh of relief. It felt so natural for a place I'd never been before.

"Welcome home,” said Rouge in a flirty, yet comforting manner. I had never thought I'd ever hear those words...but hearing them sent a wave of relaxation over me. It felt natural. It was amazing.

I spent the next few hours chatting with her as I cooked chicken parmesan and spaghetti for us. I poured us a glass of Pinot Noir to enjoy while I was cooking. She had changed into some spandex shorts and a cut-off tee and was relaxing on the kitchen island while I was cooking for us. I was wearing a maroon, slim cut button-up with my sleeves rolled, exposing the compass tattoo on my forearm, with khakis and my black Chelsea boots. I always enjoy dressing up...and this time was no different.

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"I can't remember the last time a man cooked for me," said Rouge as she was nursing on her glass of wine.

"Well, a woman like you deserves to be pampered. Plus, I love cooking," I said, looking over my shoulder. She giggled as her cheeks blushed.

"I'll even say this: if this isn't the best chicken parmesan you've ever had, you can kick me out. I'll be a homeless hobo on the streets of Chicago." I joked. Pinot Noir sprayed from her mouth started laughing.

"Holy shit! I was not expecting you to say that," she said while laughing. She spat her wine all over the kitchen island and all over my shirt.

"Good thing I didn't wear white" I responded while chuckling as I wiped myself and the bar off.

We ate the dinner that I had made for us and finished the bottle of wine as we were sitting there, letting the food settle.

"You were right. That was the best chicken parm I have ever had," she said in an exasperated manner.

"I couldn't tell by how fast you inhaled it," I joked back.

We both laughed and smiled at each other. Shortly after, I cleaned up from dinner and washed all the dishes that I dirtied up from cooking.

"You cook, you made me laugh all night, you cleaned...is there anything you can't do?" Rouge said in a flirty manner...completely unaware of what I had planned for her.

I hadn't unpacked my bags yet. But little did she know of what I had brought for us: three spools of rope to tie her up with, my flogger, nipple clamps, a variety of dildos and vibrators, a butt plug, cuffs, and lube.

I responded coyly, "What can I say - I'm a jack of all trades..."

She smirked and then said, "I need to use the restroom. Excuse me," as she got up and walked seductively to her bedroom towards the master bathroom.

"God....her body is heavenly," I thought to myself as I watched her hips toss back and forth, exposing the bottom half of her spine tattoo underneath the cut-off tee she was wearing. I felt my erection growing in my pants as my hand softly grabbed it. She closed the bedroom door, and I walked over to the couch and lay down on it.

"God, this is amazing," I thought to myself, finishing my wine and still smelling the aroma of dinner. I set my glass down and relaxed.

About five minutes later, she walks out in a black lace lingerie set consisting of a black push-up bra, a black thong that left little to the imagination, garter belt, with stockings and heels. She leaned into the doorway and said in the most invigorating and sexy voice, "Take me."

I walked towards her, smelling the perfume that she had just put on and admiring what she was wearing.... or lack thereof. My hand grabbed the back of her neck, and I pulled her in for the most invigorating, emotional kiss I believe I've ever had. And then I couldn't stop. I kissed her lips, her neck, her cleavage. Her moans fueled my internal fire to keep going. My hands trapsed down her body...feeling every curve and every piece of lace covering the most precious parts of her.

I picked her up and was gripping her bare ass as I was carrying her to her bed. I laid us down, me on top of her, and continued seducing her in my kisses. My kisses moved down her body as I felt every detail of her lace lingerie. I kissed down her neck, into her cleavage, down her flat stomach, to the top of her black lace thong, over her heavenly pussy, and into her inner thighs. Seeing her back arch only fueled my desire to keep going. I bit her lace thong over where her clit was and pulled her panties down her legs.

"You won't be needing these,” I growled as I pulled them off her and laid them next to her. "Stay,” I demanded as I stood up and looked her in her eyes as I unbuttoned my shirt, one at a time. As I stood there shirtless, I walked over to my bag and one by one pulled out every toy I had with me. Her eyes grew big, with slight fear and desire.

"I'm not going to stop until I use all of these on you until you, or you use the safe word. Do you understand?" I said with command and slight ferocity.

"Yes," she said.

"Yes, what?" I grabbed my flogger and rapped her thighs.

"Yes, sir.”

I struck her again with the flogger. "Again," I demanded.

"Yes, sir," she moaned and sat up more and spread her legs, revealing her heavenly pussy.

"Again," I said with authority, with the flogger draped over my shoulder.

"Yes, si...."

I struck her, inching closer to her pussy.

"What's my name?" I questioned, knowing the answer but wanting to hear it from her mouth.

"Your name is daddy, and I want you to claim me right fucking now," she confidently said right before I stuck her right on her clit. She moaned from the pain and pleasure of my strike.

"Gladly," I said before grabbing her neck with my hand, strengthening my grip, and nestling my knee right into her soaking wet pussy.

"Prepare to become awakened. By the time I'm done with you, you'll be wishing you'd never married your pathetic ex and just fucked me instead." I boasted as I started grinding my knee into her clit.

I threw her back on the bed as I grabbed my rope and proceeded to tie her up. I grabbed her panties and used them as a gag. I reached into her "sex drawer" on her bedside table, grabbed her blindfold, and put it on her. After tying her legs up and restricting her arms in what's best described as spread eagle, I stood there and admired my work for a few moments before walking over to her and whispering in her ear, "Speak now or forever hold your peace.” I removed the panties from her mouth so she could respond.

"Fuck me, daddy. I'm all yours. Take me," Rouge said with a sense of desperation and anticipation.

"Good girl," I said. before laying between her tied up legs and proceeding to caress her clit and soaking wet pussy with my tongue. Three fingers slid in without hesitation or resistance and curled against her G-spot. She cried out in arousal.

“Now it begins,” I thought to myself, already scheming about what the rest of the night had in store.  

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I hope you enjoyed this story. Leave your comments below, and I look forward to sharing part 2 with you soon.

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Written by WCH2338
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