The Night I Hired an Escort for the First Time (and Why I'll Do It Again)
- 4 months ago
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I was walking down the street towards the Plaza. I’d never been there before that night, despite it being in the vicinity of my flat. To be perfectly honest, I have no idea why I decided to go on foot in the first place — it was pouring. I guess I wanted to give myself some time to think and get ready. What an idiot.
Still, it seemed like a good idea at the time. I thought, if I planned it all out in my head, from the moment I arrived until the moment I had to leave, I wouldn’t make a complete fool of myself.
So I walked and tried to picture the entire encounter. That proved to be a huge mistake. The more I focused on it, the more I fumbled and felt like an idiot — in my own head! And if I couldn’t get it right in my own mind, how was I to manage the real deal?!
So, obviously, I felt an overwhelming urge to run back to the safety of my home.
I was also soaking wet. My light wind jacket was a soggy mess, and there was a sloshing sound coming from inside my boots. My glasses were completely useless at that point, more of a nuisance than anything else.
Still, I tried to stay positive.
I kept thinking about how easy hiring an escort had been. I had half-expected it to be more mysterious, like having to meet some shady-looking guy in a dusty bar. In reality, all I had to do was go on a website. From that point, and forgive my comparison, it was more or less like renting a car. Pick a model, color, age… trim. And make sure it’s in your price range.
I managed to calm down, but not for long — I was standing in front of the Plaza, and now I had to go in. I started climbing the stairs, freaking out with every step I took. Once I went through the door, my glasses went from a wet mess to being covered by an opaque layer of fog. Obviously, that just made me more frustrated.
I quickly (and probably clumsily) wiped them down, then took out my phone. The text I was looking for just read “Room 69.” In my semi-blindness, I accidentally opened my phone web browser. I gave a slight chuckle when I realized that the last thing I had googled was “Are escorts legal?” I just had to check!
If my life depended on me describing the inside of the hotel, I would’ve been a dead man a long time ago. All I remember are the bright lights in the corridors — and the sound of my heart beating louder than ever before.
Finally, there it was. Room 69.
I was fully prepared to see disgust on the face of the lovely woman I preapproved just two days ago. But I was there and there was no going back.
I knocked twice.
A slender, dark angel opened the door. Her straight black hair rolled down in long strands, covering her shoulders and resting around her breasts. The blue bodycon dress accentuated her feminine features. She had an hourglass figure, but it was her breasts that instantly grabbed my attention. That, and her crystal-clear blue eyes that didn’t just see through me.
No, her gaze was fixed on my entire soggy existence, while I stood there in the hallway, half miserable half mesmerized. I noticed her long and expensive silver earrings, reaching down to her shoulders, and I remember thinking how they must be heavy on the ears. Stupid, I know.
So I just stood there, appreciating her unearthly beauty and thinking how she looked even better than in the photos on the website.
After what seemed like forever, she spoke.
“Oh dear!” she said. “You’re soaking. Come on in. Let’s get you out of those wet clothes.”
I was able to utter a shy “Hi,” barely managing a smile. I kept inspecting her face for a sign of the disgust I was so worried about. To my relief, it was nowhere to be found. Instead, she genuinely smiled right back at me.
As I stood there, I realized she was slightly taller than me. At that moment, I vaguely recalled that her agent had given me all her info, such as age and height, but I couldn’t care less. I’d been glued to her photos, and now she was there, standing next to me.
I finally stepped into the room, which was in stark contrast to the corridor. The light was dimmed, the curtains were closed… There was an almost homely vibe to it.
She closed the door behind me, locked it, and helped me out of my jacket. As she kneeled down to help me with the boots, she looked up at me with a devilish smile. Then she got up, took me by the hand, and gently guided me to the bathroom.
“Come,” she said, not taking the smile off her face. I wasn’t much of a talker under normal circumstances, and even less so now. I just followed her lead.
“I had a feeling you’d be needing a hot bath, so I prepared it for you. Why don’t you get settled in?” I thanked her, feeling stupid all the while. As soon as she closed the door, I undressed as fast as I could and got into the bath.
She was right — that bath was just what I needed. The hot water washed away all my anxiety and fear of my first time with an escort and left room for pure desire. My thoughts drifted toward her shapely body and gorgeous lips.
There was a gentle knock at the door, and then she entered.
The earrings were now gone. So was the dress. She was barefoot, and she wore nothing but a black cashmere robe. I managed to mutter an honest “Wow,” to which she responded with a smile.
She approached slowly and gracefully, carrying another bathrobe — for me, I assumed. She dropped it next to my clothes and sat at the edge of the bathtub.
It seemed like she had realized I wasn’t much of a talker — she didn’t force any dumb conversation. Instead, she leaned in and started kissing every inch of my body that was above water.
As she leaned in, I noticed her scent for the first time. It was gentle, yet intoxicating; the kind of smell you can’t get out of your head.
As our lips met and kisses became more vigorous, I could feel her right hand rest on my torso. It slowly started wandering down, into the water, and between my legs. I let out a gasp as she began doing what she did best. I wanted to pay her back in kind, so I slid one of my hands between her thighs. At that moment, I could feel her mouth form a smile as she continued to kiss and caress me.
I don’t know how long this went on. All I recall is that I wanted to lunge at her right then and there. And right when I felt I couldn’t contain myself any longer, she let go of me. She stood up, fixed her robe, and started to walk away. Before she left the bathroom, she flashed me another teasing, devilish smile.
A few seconds later, I heard music coming from the other room.
I almost slipped and fell as I rushed out of the bathtub. I quickly wiped myself down, got into the bathrobe she’d left for me, and hurried out of the bathroom. I didn’t even check how I looked in the mirror. I just knew I needed to be in her presence as soon as possible.
I found her dancing. Every sway of her hips matched the rhythm of the song, and I was, yet again, mesmerized.
She saw me standing there in my new bathrobe, desperate for more intimacy with her. She invited me closer with her index finger.
While I did want to be near her again, I wasn’t so fond of dancing. I was never really good at it. Noticing my hesitation, she smiled and made the first move. She approached me and wrapped her arms around my neck. After that, it was impossible to resist swaying to the rhythm of her hips. I kept thinking I looked like an idiot, but she didn’t seem to mind.
With every song, she leaned in closer until our bodies were touching and we were in a tight embrace. At some point, she turned her back to me and we kept dancing like that for a while.
As she was pushing her back into me, I undid her robe from behind and let it slip to the floor. She turned around to face me, looked me dead in the eye, and undid my robe. We kept dancing, but we started slowing down, and my hands were now on her lower back. Suddenly, I was the one taking control. And I loved it.
Our dance became so hot. Without breaking eye contact, we danced our way to the king-sized bed. We kissed like crazy until we finally fell into the bed.
I ran my hands all over her body, feeling every inch of that stunning woman. I touched behind her ears, down the neck, across her breasts and ribs. Her breathing and slight moans egged me on until finally, I wedged my head between her thighs. I felt her hand on the top of my head, driving me to continue what I was doing.
After what seemed like quite a long time, her entire body started shuddering and giving in to my tongue. Both of her hands were now on my face, guiding me upwards on top of her. The music had stopped on its own. There was now just the sound of the two of us moaning and the rain crashing against the windows.
Our bodies contorted in never-ending ecstasy. We rubbed against each other, tossing and turning, eager to feel one another in every way we could. With each passing moment, I felt an incessant thirst for more.
After what seemed like an eternity, but was probably a considerably shorter period of time, a radiant wave of energy washed across my entire body and I couldn’t contain myself any longer. The sweet release came for us both as my body burned up in ecstasy. Shivering, we crumpled onto the sheets, out of breath, unable to speak or move. Soon enough, sleep came over me.
This encounter was everything I had hoped it to be. I later realized that my escort’s care and interest in me might have been completely unreal, but I couldn’t care less. It was all I ever wanted. Her smile and her touches were sincere enough for me to keep wanting more. After that first night, I definitely see myself doing it again.