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I shared the below on Fetlife and got a good reaction, so while I’m feeling generous with sharing content, I decided to post it here as well. Apologies if you frequent both sites.

I’ve never really documented any of my ‘kinky’ adventures on an open forum before, but while organizing another experience, I thought it was the right time to share details about a specific encounter from last summer.

My kinky side doesn’t get out much. I have always loved being humiliated and recently started experimenting with chastity as well. Over the years, I’ve seen several professional dommes, and since this event, I found a local one who is excellent at what I enjoy, but back then it had been quite a while since my last visit.

Enough background though; let’s get to the story.

I was staying in Prague. While its reputation for stunning women is well-known globally, if you aren’t aware, it is absolutely packed with incredibly attractive ladies, great lap-dancing clubs, and naturally, venues offering ‘extras’. Usually, I would hang out pretending to be a vanilla guy there, but since it was early afternoon, I decided to do something different. I contacted a top-tier escort agency and explained what I wanted without going into too much detail.

Essentially, I requested a specific girl from their website who matched my dreamgirl image perfectly: 22 years old, with beautiful long dark hair, lovely features, busty, and an amazing figure. I wanted her to look utterly unapproachable in the best way possible. I booked her for six hours. Then I asked if they had a dominant woman available on their roster; they suggested one, so I checked her profile online and booked her for three hours to overlap with the last three hours of my time with girl number 1 (Natalie). The domme, Miss Petra, was tall, blonde, and very attractive.

I spent an hour in my hotel room feeling incredibly nervous, wondering what I would do and worrying about how Natalie might react when she discovered I am submissive. I took the CB3000 chastity belt from my bag and locked myself into it. After waiting for a bit, my phone rang; Natalie said she was at the hotel bar, so I composed myself and went down to meet her.

She was breathtakingly beautiful, exactly as her photos suggested. I have NEVER been with such an attractive woman before; normally, pretty girls intimidate me, and this situation was no different. I felt like a silly, drooling fool! I managed to ask what she wanted to drink, ordered for us, and we found a corner table to chat and handle the business at hand. I paid Natalie her fee, and we began discussing our expectations.

I told her that I am submissive; she smirked and simply said “OK” in her cute East European accent. I continued by explaining that I had booked a dominant woman for later and wanted her present while the domme humiliated me. Natalie found this slightly unusual but amusing, saying it would be fine. For about an hour afterwards, we took a short walk together. We held hands, kissed, she hugged me, and acted just like a dream girlfriend on a date. Yet, despite all that close attention from such a hot girl, I couldn’t even get a hard-on. The frustration was immense!

About an hour before Miss Petra’s arrival, we headed back to my hotel room. Almost as soon as Natalie stepped through the door, she started unbuttoning my shirt. I was so aroused yet terrified at the same time! What would happen when she saw my cock locked away in a plastic chastity cage? I was about to experience firsthand the humiliation I had planned for myself.

Natalie unbuckled my belt while looking me straight in the eye and said, “Smile baby!” as she noticed the fearful look on my face. She didn’t immediately notice the obvious bulk of the device through my boxers; instead, her jeans fell to the floor first, and then she reached her perfect slim fingers under the elastic and found it herself.

Her expression was instant shock - much like mine probably was too. “What is it?” she asked as she pulled down her boxers to reveal my locked-up cock. The words stuck in my throat; the humiliation felt overwhelming. “It’s a chastity device,” I told her. Standing there before such a beautiful girl with this thing attached, I felt incredibly foolish. She said she had never seen anything like it and apologized for being startled. Then she asked why I was wearing it - which suddenly seemed like a very good question! It took a moment to explain my enjoyment of the device, but she understood and then really embraced the situation. She laughed out loud and pushed me back onto the bed. She climbed up on top of me, straddling with her full weight resting on my chastised cock. “You can’t feel anything?” she asked with a cute smile. I told her no and made a pained expression to show that I really wished I could.

She stood back up on the bed, one high-heeled shoe on either side of my waist, and began removing her dress. She was wearing an amazing black lingerie set that looked wonderful on her. She lifted the dress over her head, shook out her long black hair, and looked down at me. Looking up, I wondered if booking the domme had even been necessary - Natalie looked wicked.

She sat back down on my locked-up cock and wriggled around deliberately to tease my tortured, frustrated member. The desperation was palpable. Here was the best-looking girl I have ever spoken with sitting right on top of me. I had paid her for sex, yet still couldn’t get a hard-on. “Is there a key?” she asked in her delicious broken English. I told her it was on the sideboard; she reached over to grab it. “It’s mine now!” she giggled as she put it between her teeth. I could barely stop moaning. It was just so frustrating.

I lost track of time while Natalie wriggled and squirmed all over me, though it felt like an endless torment. Suddenly my phone rang, and I realized Miss Petra must have arrived. Sure enough, the knock came shortly after; Natalie ran to let her in. The two women seemed familiar with each other, likely having worked together before. They spoke Czech for a short while, which finds its way to being arousing for me personally. Then, speaking English, Natalie said, “He has a thing on his cock and I have the key,” and they both laughed. I felt so embarrassed.

“I’ll take the key now,” Miss Petra announced. “He can get it back if he does everything we tell him to.” Now I was truly scared. “So you like humiliation?” she asked. I had already told the agency that, so she knew this is what I wanted. “Yes Miss,” I replied, while Natalie just giggled.

Miss Petra instructed me to get dressed, which I did quickly (I move fast when paying by the hour). “Come with me,” she commanded as she headed out of the room. I was petrified now. Public humiliation wasn’t what I expected, but I knew that if I wanted my key back, I would have to try hard enough to do whatever she had planned.

We walked down to the Lobby. Even though I should feel proud escorting two stunning girls through the hotel lobby, fear held me tight regarding what was coming next. Miss Petra led us out of the hotel and around the corner to a well-established adult store. It was 90% filled with adult DVDs and similar items, but it also carried a small stock of fetish goods. Miss Petra picked out a strap-on and headed back toward the counter. As an afterthought, she grabbed a ‘french maid’ outfit set and a pre-packed blonde wig.

The cashier at the counter was smirking, and Miss Petra began speaking Czech to her. Natalie replied in kind, and all three girls looked over at me and laughed. To this day I don’t know exactly what they said, but I can guess they were mocking my predicament.

I was just about to go inside. Miss Petra instructed me to settle the bill, then made me haul all our purchases back to the hotel room. There wasn’t a bag in sight, and that strap-on arrived in an absurdly large box so obvious it had to have drawn attention.

Back in the room, she commanded me into the French maid outfit. I stripped down and obeyed. The ensemble featured fluffy white panties, suspender belts with stockings, and a snug little uniform top. It was incredibly short—barely grazing my bottom! Once dressed, Miss Petra tucked two pairs of socks beneath the bodice to create ample breast volume. Natalie tossed her blonde wig onto my head and burst out laughing.

“You look absolutely ridiculous,” she giggled between laughs.

Miss Petra teased me, “Don’t you really want Natalie? You’d like having her just like a real man would, wouldn’t you?”

Naturally, it would delight me to have someone lovely like Natalie see me as a proper male. Yet here I stood before her, my cock secured in the chastity device and dressed up like a silly French maid.

“Well, I’m going to prove to Natalie that you aren’t much of a man,” she declared. “I’ll show her you’re nothing but a servant girl.” As she spoke, she was already attaching the large plastic cock we had just purchased. The reality hit me suddenly: I was about to get fucked right in front of my dream woman, and there was no escape.

Miss Petra directed me onto all fours on the bed. Before I could fully register it, she pulled down my frilly white panties and shoved the head of her lubricated cock into my rear. I gasped, prompting Natalie—who sat opposite in a chair—to laugh again as she watched Miss Petra pumping steadily inside me. The humiliation was total.

“Do you think he’s actually a real man, Natalie?” Miss Petra asked.

I waited for her reply, afraid to meet her gaze. “Not on your life! He’s just a silly little girl,” Natalie answered.

I felt utterly mortified. The most attractive woman I’d ever spent time with was watching me get fucked like a girl and simply sat there giggling at my distress.

“Make maid noises, please!” Miss Petra commanded.

I attempted a feminine moan, but it didn’t quite satisfy her—though Natalie laughed once more. Miss Petra grabbed the chastity device, twisting and pulling hard. “Do it properly like a maid,” she spat out. In my exposed position, not wanting to anger her further, I redoubled my efforts, whimpering in what I hoped was the most feminine tone possible. Natalie lost her composure with laughter.

“He sounds exactly like a real girl!” she mocked.

I cannot describe how ashamed I felt. On the brink of tears and completely defeated by this treatment, I endured.

After quite some time, Miss Petra finally finished and unhooked the strap-on. My face pressed into the pillow with relief that my humiliation was over. Little did I know, it would soon seem trivial compared to what came next.

“I think she needs her makeup done for the party, Natalie. Do you have any?”

Too exhausted to speak, though internally screaming “What party?”, I watched as Natalie rummaged through her small bag and produced a collection of cosmetics. They chattered in Czech while sitting on the bed applying thick layers of makeup to my face. This was going poorly.

“Let’s go, party girl,” Miss Petra said, offering me a hand up.

“Oh no! Where are we heading?” I stammered. “I can’t leave the room looking like this; I don’t even have shoes on.” As if that were my biggest concern!

“You won’t need any shoes, party girl,” Miss Petra announced cruelly.

Natalie smiled at me, and I wondered how this seemingly ‘vanilla’ escort had suddenly developed a twisted interest in my suffering.

I followed them into the hallway, terrified. Although it wouldn’t matter much if they planned to parade me through busy hotel areas, I worried about CCTV cameras everywhere. Miss Petra called the elevator; as the doors slid open, I prayed silently that no one was inside. And there wasn’t! Once we were in, she pressed the button for the lobby. I knew then that true humiliation awaited.

The doors burst open and she pushed me out into the bustling lobby.

I could have spent the entire afternoon with Natalie—fucking or sucking until my six hours expired—but these two stunning women amused themselves by subjecting me to one of the most embarrassing afternoons imaginable. Natalie was beaming; clearly, this ordeal gave her great pleasure.

“Walk, party girl,” Miss Petra ordered.

I walked toward the exit. I could feel businessmen checking in watching as I gingerly passed them in my ridiculous uniform. Near the front doors, I felt the cold air against my upper thighs and bottom, acutely aware of just how short that maid’s dress truly was.

Miss Petra led me outside, retracing our steps back to the adult store. It was much busier this time. Other customers barely hid their amusement as we entered; I was totally mortified. Miss Petra conversed with the cashier in Czech again. The woman glanced at me with a smirk and replied to Miss Petra. Suddenly Natalie squealed with excitement and clapped! This boded well for my suffering.

Miss Petra guided me toward the back of the shop, through a curtain, and finally through another door into a tiny room containing only a stool and a metal bar on the wall. She indicated I should sit; I obeyed. Then she reached into her bag and produced handcuffs. Locking them around my wrists behind my back, she told me to rest my chin against the front of the bar. Before long, Miss Petra had fastened a collar around my neck and secured it to that same bar.

The two escorts stepped back to admire their handiwork. “You thought you were booking a hot young escort for six hours, party girl? Now find out what it’s like being used for six straight hours.” She looked almost angry as I glanced at her from the corner of my eye. Natalie wore an evil grin, and suddenly the situation dawned on me.

“The cashier holds the key to both your cuffs and your chastity device,” Miss Petra explained. “If you serve her customers well for the next six hours, she will release you.”

I was terrified beyond belief. Was she really leaving me here? Would that hole right in front of my mouth truly supply living cocks? Could I honestly manage this? Shaking with fear, I waited.

Miss Petra walked away, leaving Natalie to watch over me. The beautiful woman I had booked for six hours—the stunning dream girl whom I so desperately wanted to rewind time and spend the day fucking—was looking at me now: dressed as a maid, cuffed behind my back, and strapped into glory hole duty.

I heard movement; then the head of a cock appeared through the opening and tapped against my lips. Natalie covered her mouth with both hands, holding back laughter. The cock pushed harder, and I opened to accept it. My mind raced while shame churned in my stomach.

Natalie stepped closer, brushed her pretty hair from her face, tucked it behind her ear, and whispered softly, “Enjoy yourself, party girl. Have a nice walk back to the hotel covered in cum.” Then she gave me a long, slow kiss on the cheek before walking away.

There I was: left with a stranger’s cock in my mouth, surrounded by the faint scent of Natalie’s perfume. The last thing I remember as her perfect face turned and disappeared through the doorway was the sound of the girls giggling outside while the key clicked into place to lock us inside.