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This is a print version of story My first strap on experience by MichaelXavior from xHamster.com

My first strap on experience

This is the true story of my first time with an experienced dominatrix. I am so glad I finally decided to set up the meeting with Her after months of wavering back and forth about it.
I set my alarm clock last night but I woke up way before it. My heart beat quickly and the anticipation was growing with each passing minute; because today I was too meet with Mistress Kaida; an experienced Mistress that knew what She was doing.

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I grabbed my shaving cream and razor and hopped into the shower, Mistress Kaida likes her subs to be neatly kept. I carefully shaved my sensitive regions both front and back, because I knew that today would be my first strap-on experience whether I like it or not. Once properly groomed I got dressed and got myself ready for the day.

As I anxiously sat and counted the minutes until our meeting and I couldn’t help but wonder what I was about to get myself into. I couldn’t sit still. Maybe I should take another shower just to ensure that I am extremely clean for Her…

The time came near for me to leave.

I got into my car and started the journey that would take me to more places than I had ever known. I had already had some email correspondence with Her so I had a general idea of what was to come but She had a way of doing whatever it is that She wants. I set out the general idea of what I would enjoy over the two hour session but I left the details up to Her.

A half hour later I arrived at the dungeon. I sat nervously in my car and waited for the scheduled time to come. I had arrived there really early to make sure I was on time and after a moment noticed another car pull up and park in front of me.

Out of this car stepped a gorgeous Japanese woman. She was dressed in street clothes, for now, but still looked stunning!

“I can't believe I am about to embark on such an exciting time with this beautiful, dominant woman!”

I checked the clock again; finally it was time.

I walked up to the door and rang the doorbell. Moments later Mistress Kaida opened the door and welcomed me inside.

She was wearing a red, semi see-through robe and matching red heels.

She was stunning.

She told me She needed a moment yet to get ready and offered me a beer; 10:30 in the morning is not too early for a beer, especially when I needed to shake the nerves...and quick.

The dungeon was dimly lit with some soft music playing in the background. I looked around and saw all sorts of whips, chains, gags, floggers, restraints, bondage furniture and many other things I had never seen in person before.

Miss Kaida returns, only this time without the robe. She was even more beautiful nude; wearing only the heels, some sexy red panties and a matching top.

Clearly sensing my anxiety She quickly took over Her dominant role. She grabbed my crotch through my jeans and could without a doubt feel my already swollen cock.

"Stand up," she ordered me.

I followed her commands as she told me to remove my clothes, one article at a time.

Now I stood naked before Her; I was told to turn around slowly so she could inspect my body.

She said she approved and even complimented me on my ass; giving me an open hand spanking to prove it. I was too shy to respond properly so I said nothing, just smiled.

The first thing She did after that was tightly wrap a string around my cock and balls.

"Once the bl**d is in there, I want it there the whole time," she said to me.

"Have you ever had anything in that ass of yours?"

"No", I replied.

Miss Kaida's face lit up with excitement.

"Oh a virgin boy! This is going to be fun! But first, let me grab you something to wear."

She came back from the closet with a pair of red lace panties that match her own outfit. She handed them to me to put on and I did as instructed.

The lace front held my fully erect dick inside, but just barely. Instantly I began to drip pre-cum through the material and Miss Kaida mocked me about it; adding to both my excitement and embarrassment.


She instructed me to sit on a bench, legs spread wide. She then teased me about how She is going to fuck me, take my virginity. I watched intently as Misstress Kaida put on the strap-on harness. It looked beautiful! I had seen them in the movies but never in person and it looked even better in real life!

She grabbed a realistic sized dildo that is neither too large nor too small for my virgin hole. She ordered me to grab Her favorite vibrator; the magic wand.

"Have you ever given anyone a blowjob?" She asks me.

"No."

"Well! Another first for you!"

She kindly grabbed me a pillow and instructed me to get on my knees. I positioned myself on the floor between Her sexy legs. She just looks at me and nods; I knew what to do.

I grabbed hold of Her cock and placed it between my lips. It feels amazing; mostly because of the sense of dominance She had over me in that moment. I felt a little ashamed as I was blowing my Mistress, and loving every second of it. She pushed my head down with Her hand, which made me gag and my eyes began to water. She just laughed and worked the wand on her delicious looking pussy.

"Make me cum, got it?!”

I did my best at working Her cock, like I would want done to me. Using my hands I stroked the shaft when she pulled it out of my mouth, and told me to lick the tip like a good little slut would.

After a few minutes of this, I failed in my task; I didn’t get Her off. I pulled my head off of Her.

For my failure She had another punishment in mind.

"Grab that and move it over here,” she ordered me.

It was a piece of bondage furniture that looked like a drummer’s bass drum, but without the heads on it. The two metal rings were joined by a couple of cross beams, and there was a back rest that follows the curvature of the rings.

As I'm moving the g-ring, Miss Kaida grabbed a penis gag and shoved it into my mouth, securing it behind my head. She then told me how to sit in the g-ring so my ass will be exposed and be at the right height while She is kneeling below me.

I sit how She instructed me to and She proceeded to tie my hands above my head, securing them to either side of the ring. Next are my legs both at the ankle and at the knee so I couldn’t close my legs no matter how much I struggled and fought.

When I am restrained properly and completely exposed, Miss Kaida got into position. My mind went crazy. I couldn’t believe I was about to get strap-on fucked by this beautiful woman. I was nervous; I pulled against my restraints to no avail.

I was stuck, knees up beside my head and ass spread wide open for Mistress to do as She pleased.

Gently She worked her fingers inside of me, gradually opening me up. I could feel the pressure on my prostate and it felt great. Now came the real thing; She was going to penetrate me and there was nothing I could do about it.

She greased me up real nice with lube and slowly began to thrust inside of me. I could feel my ass stretch, tightly grasping Her cock. I breathed deeply in an attempt to relax. Eventually I could take the whole thing. I moaned through my penis gag, forcing drool to run down my chin. Again, Miss Kaida just laughed at me, mocking my drool and how pathetic I am.

She then said she wanted me doggy style instead. She allowed me up from the g-ring and placed me over a saw horse; legs separated and tied to the legs of the horse, arms extended above my head and a strap placed across my lower back. Again I'm helpless and vulnerable.

I felt the pressure of Her cock head against my love hole. She was very skilled in this and could read my body quite well. She knew exactly how and when to push and, one inch at a time, worked her way completely inside me. I looked up into the mirror in front of me and watched Her drive inside me from behind. It was a tremendous sight!

Meanwhile, she reached between my legs and slapped my balls from behind, which were still tightly wrapped up with string. The pain from my ass matches the pain from my balls; but neither was too much for me to handle. It was just the right amount. Soon Miss Kaida was slapping into my ass as if I had done it a hundred times before.

She continued for another ten minutes or so before finally pulling it out. The feeling was not something I could describe; it is something you need to experience. But you can take my word for it, it is terrific.

She untied me and told me to lie down on the horse on my back. I know what time it is. In our email correspondence I mentioned I’d always wanted to eat my own cum, but, as you cum eaters out there know, always chicken out after shooting my load.

She told me there is no way I was backing out of it this time, and She tied my head down to the horse to ensure I couldn’t move it from side to side. She had also told me that she would not honor our safe word for this act; it was going to happen and I was nervous!

She removed the gag, tied my hands above my head, and my feet up in the air, spread open at the knees. I bit my lip and struggled against my restraints again...there was no way out. I was anxious. She grabbed my rock hard dick and begins to stroke it; I tried to hold back my impending orgasm but it built up quickly. I begged Her, I pleaded that I was going to cum and she just laughed, stroked it harder and made me shoot my cum into her hand.

The pleasure was outweighed by the humiliation of what was about to happen. She continued to stroke my dick until I stopped pulsating and was quite sensitive. She giggled and wiped my own cum right in my mouth and on my lips. Knowing that this is Her wish as well, I swallowed it, licked my lips, and actually enjoyed the moment. I had finally done it; I swallowed my own cum at the hand of my Mistress.

I couldn’t fully comprehend what had happened to me over this last two hours of pure bliss. She untied me and I couldn’t help but grin and even let out a slight giggle to myself.

"Thank you!" It was all I could think to say in that moment.

She told me I was a good boy, a good sissy, a good slut. All the words She decided on and that I fully enjoyed hearing from Her.

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I am now writing this story to relive my experience. Also because She just told me I cannot masturbate until I finish this and send it to Her.

Thank You Mistress Kaida, I will never forget this day.

I am counting the minutes until I can serve you again.
Story URL: https://xhamster.com/stories/my-first-strap-on-experience-298042