After nearly a year of many carefully composed emails, my plan to fuck my dream woman was finally about to come to fruition at the end of the week.
It had started out with me posing as a secret admirer, one who knew what she liked outside of the bedroom but one who also shared her kinks. Due to the knowledge I had of her, I slowly drew her in without overwhelming her and subsequently became her online dom. That was a breakthrough in my plan because it allowed for things to turn much more sexual. I began ordering her to do things like not wear panties to work, masturbate at work, watch a certain pornographic video, and purchase sexy underwear and sex toys. We did face challenging hurdles along the way, but I always stayed patient and persistent with my plan to realize my wildest fantasy.
Thursday morning, one day before our first date, I emailed her with one of my familiar request messages, “Today, I want you to wear the jeweled butt plug to work.”
A few minutes later, she replied, “I’m all ready for work, sir,” and added the jewel and peach emojis.
Throughout the day, I spent a lot of time pacing back and forth in my room thinking of what would happen the following day and hoping that she wouldn’t get cold feet at the last second. I wanted to email her one last thing before the big day, but I was too nervous to come up with anything. I didn’t want to come across as pushy or like I was already claiming victory, so I just let things be and occupied myself by going over all the details multiple times in my head.
Friday night, I got to the hotel room before her and placed her gift on the bed. It was a large room with two bathrooms and adjustable lighting, which would allow me to keep my privacy at all times. I placed a note with instructions on the side of the gift and took a seat on the dark side of the room to wait for her.
When she arrived, I took a final deep breath and watched her walk towards the bed to pick up the note. While she read the instructions, my heart began to pound inside my chest and my eyes scanned her entire body in her professional all-black outfit. She looked irresistible in her heels, dress pants, and her tucked in long-sleeve top.
“Ok, give me a few minutes,” she said, looking in my direction but not being able to see my face.
She grabbed the gift bag and made her way into the bathroom.
I fidgeted with my hands and kept checking the time on the clock until I heard the bathroom door open.
If she had appeared irresistible when she arrived, then she now looked like a complete goddess in this all-black outfit. The heels made her lovely feet stand out while the thigh-high stockings accentuated her toned legs and thick thighs to perfection. The teddy showed off her curves, as it hugged her full breasts and left little to the imagination below her waist. The final piece of the outfit was the most exciting for the two of us, a collar with a leash.
As she walked towards the bed, I saw she carried a blindfold, handcuffs, and a mouth gag in her hands.
With the sexual anticipation building in the room, she knelt on the pillow I had placed in front of the bed and put the handcuffs and mouth gag on top of the bed. She then put on the blindfold and waited for me to approach her.
I so badly wanted to go over and take her, but I stayed true to my plan and made her wait several minutes. I finally got up from my seat and dimmed the lights over the bed before unbuckling my belt to remove my pants. I sat in front of her, with my erect penis trying to free itself from my tight boxers.
She slowly ran her hands over my thighs until she reached the waistband of my boxers. She hooked her fingers underneath the waistband and pulled my boxers down to my ankles. She seductively licked her red lips while I reached down to bring up her wrists.
I placed the handcuffs firmly around her wrists and locked them so she wouldn’t be able to touch herself or resist me. I pulled on the leash and brought her mouth mere inches from my throbbing erection.
“How does it feel?” I asked, pulling harder on the leash until her lips touched my precum oozing head. “To be a cheating slut?”
She opened her mouth and spread my precum all over my head with her warm and soft tongue. She licked every inch of my head before running her flat tongue down the left side of my shaft. She came back up slowly and welcomed me into her mouth for the first time. Her lips were tightly sealed around my shaft as she bobbed her head.
“Mmmm,” she moaned, seemingly in approval to my question.
I knew from our conversations that being unfaithful was her biggest fantasy and turn on along with being submissive, so I had used that to my advantage and as a core part of my plan.
After enjoying her expert mouth for some minutes, I grabbed a handful of her chocolate brown hair and pushed her head down to get my cock deep into her mouth. I began mouth fucking her and didn’t let up until my cock was covered with her drooling saliva.
I helped her get on her feet by pulling on the leash and then laid her down on the bed with her arms over her head. I positioned the mouth gag correctly and secured it behind her head before giving her a long lick on the left side of her neck. I took my time kissing from her neck down to just under her belly button where I could smell her soaked pussy. I spread her legs out and moved the fabric of the teddy covering her pink pussy to the side.