The time my mistress made me regret my request

The time my mistress made me regret booking my session. This happened almost 6 months ago. I will write the story from memory. The dialogue added is probably not 100% what was said.

I had not seen Rebecca since the time she and Samantha double dommed me for the tickle session last November. This exact session happened in the end of January. I had been traveling with work since the start of the year, and was gonna return to home in another week.

Rebecca is a domme well versed in orgasm control, t&d and such. I mailed her and asked if she was familiar with the porn studio "Hand Domination" or any other sites with similar content. I sent her some videos and asked her if she could tailor something similar for me when I got home.

Rebecca is a fantastic beautiful woman in her 30s. She is 4'11 with small boobs, but her bubbly booty makes up for it. Her face is pretty, and her blonde hair is currently styled into two charming french braids. She greets me with a warm hug before she sends me off to change my clothes.

Rebecca wore a set of Gymshark workout clothing, which she knew pushed all my buttons. Her choice included a long-sleeved crop top, hugging her figure and highlighted her curves. She had paired it with matching leggings, which outlined her booty just perfectly. My penis almost ripped off my briefs when I saw all this.

Inside her dungeon I was instruced to lay down on a leather clad bench. It was equipped with D-hooks on the tables side as anchor points for rope and belts. I laid down with both my arms stretched up like an olympic diver. Rebecca tied my arms together with rope, and the same with my legs. After she tied me to the bench with ropes and belts. When she was satisfied with her work I had almost no movement left, all I could to was wiggle around in her bindings.

What continued was the most agonizing hours spent in bondage. My penis was lubricated with warm coconut oil and teased and tormentet for close to 2 hours. Rebecca would tease and jerk me off close to completion, before stopping right before numerous of times during the hours on her bench. All through the session she would give me breaks where she switched to different pieces of leggings and tops.

Suddenly, Rebecca told me my 2 hours session was almost over. She told me teasingly that If I could resist cumming until then she would maybe let me bust inside her. I'm not really sure how many times I had been denied orgasm during in this time, but I knew that I had not much fight left in me. Obviously I accepted her challenge.

She removed her legging shorts, and her panties. She told me to open up my mouth, and filled my mouth with her wet lace panties. She climbed up on the bench and sat down on her knees with her wet pussy right above my face. Showing me what could be. Then she said: “In 15 minutes time this could be all yours”.

I felt more warm lubricant being massaged on my stiff member. Then what followed was Rebecca going into over-drive on my shaft. Her speed went straight to 11, and I realized I could not hold this in for long. She did not stop, only slowing down from time to time to speeding up back again. This could not have gone for longer than a couple of minutes before I came the hardest I could ever remember. The sweetest sensation rushed through my whole body. Normally this is when she lets go and unwraps me and we enjoy a glass of wine together. But not this time. When I came she only slowed down a little before she pulled back my foreskin with one hand and started palming and rubbing my penis head, making my whole body shake to the overstimulating sensation. The quick strokes on my dick head ruined the whole orgasm, and I tried to buck her off. Rebecca just laughed and told me to shut up and take it like a good slave. She was gonna empty my balls and make me regret ever request a session like this again. She alternated palming and stroking my penis for the remaining time of my session. I believe I came a second time during the torment, which only made the overstimulation dial back up to 11.

After the session was finished Rebecca asked me if I would be interested joining her for a weekends to a cabin which some of her dominatrix friends had been planning sometime before summer. That's a story I could get to next time.