This is the story of a first. An unexpected first. But a first I’m so glad I let happen. A first that I will forever hold, and a first that has led me to so many more adventures. I was so used to saying no. To being able to control myself no matter my feelings inside. But on this particular day, I lost my self-control. On this day, I let the words “yes” and “ok” leave my mouth. And, OMG, I’m so happy I did. This is the story of a moment that turned very wild, very quickly. This is the story of my first experience of anal sex!
This was a session that started like all my sessions. But, as you’ll see, things turned out very differently. Just thinking about it excites me, and I can’t wait to share it with you. So read on as I remember every little detail.
Let me set the scene. It was around ten o’clock at night. This was my only meeting of the day. My room was set. The deep aroma of my sandalwood incense filled the room. The flicker of my candles offered a warm, inviting glow, and my client was lying in readiness for my touch on my massage table.
He was slim and slightly shy, and, to be honest, he was just my type. But I’m used to this. Of course, I love it when I have a gentleman at my table who is my type, but I’m professional and can separate these feelings. So, there I was, working through my range of magical touches. Soft, gentle, and flowing movements up and down his body. Twists, turns, and gentle touches are part of a repertoire I’ve mastered, and I know exactly what works.
I could feel my clients’ deep breaths, and I was watching the occasional twitch of his leg, and at that moment he moved them slightly further apart. I knew what he was hoping for, and I knew he was going to get it. But I love to tease. So, my long, flowing teasing touches continued to work up and down his legs. Teasing the inside before gently brushing up against his balls. As he lifted his body slightly, I could see his excitement growing. He and I both knew that this was no ordinary massage. This was going to end with the most wonderful moment of satisfaction.
But, at the moment, I was taken aback. The words he uttered next were not words I was ready for. He asked if he could massage me. I remember stuttering. I told him that wasn’t part of my usual practice, but just the thought drove me instantly crazy. I told him to lie and enjoy, but he insisted. He wanted to practise on me.
I paused as my hand continued to float up and down his legs until the words “OK, but just this once” fell out of my mouth. Almost unconsciously, I’d said it. I whispered for a moment in his ear as he lay there. What had I done? What was I doing? But now I felt like I couldn’t go back.
On the other side of the room, I let my dress fall to the floor, slowly unhooked my bra, and slipped out my thong. I knew he had turned. I could feel his eyes and caught a glimpse of them in the mirror. As I turned and walked back towards him, we caught each other’s eyes and smiled.
He lifted himself off the bed and let me replace him. His excitement had grown a little. He caught my eye as he saw my gaze momentarily follow. I felt a rush of excitement as I lowered my body in place of his onto my massage table.
There was a pause before he let the hot oil I had been using slowly drip onto my back, down my legs, and over my bottom. Then I felt his hands. Firm, cold, and running up and down my body. Long strokes up to my neck, down my sides, and down my legs. I complimented him. He was really good. Now it was my turn to take a deep breath. He asked if I was enjoying it, and I said, “Yes, darling, you don’t seem to need any practise.”
He then did something else I didn’t expect. Pushing my legs apart a little, he climbed onto the bed. OMG, I felt vulnerable and excited. The hot oil dripped over my legs again as he slowly worked his hands up and down. This time, it was his turn to tease. I knew he could see my little girl, if only he knew how excited I was getting.
I began to take louder, deeper breaths as his hands flowed up and down, now with more obvious brushes and teasing of my pussy. Should I have stopped him? Yes. Did I want to? No. OMG, this was incredible. He really knew what he was doing.
He began to lift my hips a little, using his hands to reach under. It felt like a thousand hands. I was really letting myself go. I moved with his every touch. Slowly encouraging his hands to explore. Before our moment went to the next unexpected level.
Slowly, with his touch, he had moved me onto all fours. His hands were exploring everywhere. My body is slippery with oil. My excitement is pulsating inside, and our moment is getting more intense. It was then… I felt it. His excitement was growing. Looking in the mirror to the side, I could see it. erect, hard, and ready, and he had pushed himself against me. He was powerful, and I was weak to his every touch.
Slowly, he began to let the oil drip over my back and down my bottom. Without asking, he let his hands move over both my holes. I was totally exposed and totally at his mercy. I then heard the words, “Can I explore?” I didn’t know what he meant, but by this time I had lost my self-control and simply whispered in a soft, breathless voice, “OK.”
But it was then that I felt it. His excitement was no longer pushing against me. He leaned forward, one hand on my hip, and slowly pressed the tip of his finger against my arse. There was a deep intake of breath. I hadn’t expected it. I’d never done this. He said, “Are you OK?” Was I? I had no idea. But again, the words “of course” slipped out of my mouth.
He gradually began to slip his rock-hard member into my arse with more oil. WOW. OMG. WOW. It felt filthy, thrilling, incredible, naughty, and wrong… but so very right. He was gentle. He eased in. And out. And In. With each movement, slowly letting himself sink deeper inside my hole as I slowly relaxed. In…out…in…out. I was on fire. As I steadied myself with one hand, I moved the other to my clit. Wow. Circling my clit as my newfound client let his rock-hard cock sink in and out of my arse. The sound of his body as he pushed up against me as I listened to his breathing is a memory I adore.
This was the moment I had my first experience of anal sex. Perhaps another time I’ll tell you about Part 2, but let me tell you…Anal sex is no longer off the list. Anal sex is very much on the list! It feels good. OMG, this is a thrill I live for.
