I was full of the jitters as I drove to my massage appointment with a male. This was to be my first session with a male masseur. I had many experiences with female masseuses, and I loved the thrill of wondering if there would be a happy ending. Would the masseuse cross the line between a regular and an erotic one? Would there be a happy ending or just a good massage. It is always such a thrill when the masseuse first removing the towel and I feel the cool air flowing between my thighs and over my butt and balls.
Most of the happy endings I Had been experienced just focused on my cock, After the flip, the masseuse would tease me a little and then grab my cock and stroke it while fondling my balls. However, several of the masseuses did a little more teasing before the flip to signal the start of the sensual massage by lightly tickling my back, legs, and butt. I have always loved the electric feeling this would send throughout my body especially when they lightly touch my butt and even graze my ass hole. I would give myself into these feelings and end up moaning and squirming under the light touch.
However, the last masseuse took it a step further. I lay on my stomach and the sensual part of the massage started. She began a light grazing of my back and then did more than just tickle my ass. She slipped the tip of her finger inside my ass, and I experienced a new incredible feeling. I found myself lifting my butt off the table begging for more. She pushed her whole finger in and started fucking my ass. The feeling overwhelmed me and all I could do was just there and moan as she worked her finger in and out of my ass fucking me. When I finally turned over, she slipped her finger back in as she grabbed my cock and jerked me off. I exploded with more force and cum then I had ever experienced. My whole body shook with the force of the explosion, and I could feel the warm cum all over my stomach and chest. The masseuse just gave me a wry smile and sad "You like?" I could barely nod and smile back to show her my appreciation.
Over the next few weeks, I would start thinking about that massage. This would distract me at work imagining her finger deep in my ass. I started sneaking away from work to go back and let her have her way with me. It was like I was catching up on all the years of simple happy endings by giving myself into the pleasure of her fingers and the feeling of having them worked in and out of my ass. After a few times she got where she was fucking me with several fingers as one wasn't enough. Then on the last visit, she grabbed a small dildo and fucked me hard and fast. I came without her even touching my cock. Before I came, I could feel the cock swelling each time the dildo entered me and hit my prostrate until my cock couldn't contain the cum anymore and it exploded. I was left lying there in a pool of my own cum and could feel the warm cum all over my belly as I lay there totally spent.
When the masseuse was finished cleaning me up, she said next time we were going to have some real fun! She said it was time to graduate to a four handed massage with one of her friends. I looked at her curiously and she said, "My male friend and I give a special four handed massage and it's time you graduate to the real thing." I told her I wasn't sure, but she said not to worry, the massage would only go as far as I wanted. I couldn't wait!
So here I was driving to the next appointment with a stomach full of the mixture of excitement and nervousness. I knew that in one way this massage would be the same with a nice back rub. Then it would finish with a happy ending with my newfound pleasure in getting my ass filled and fucked. But this was going to be a masseuse with a cock and not just fingers. I had never even thought about being with a guy. I was crossing a new line and the thought had me so excited my cock was hard all day thinking about him wrapping his arms around me and taking me with his hard hot cock. I was surprised by the depths of my fantasies, but I knew my mind had become a slave to the needs of my ass. And I was ready to try!
When I arrived at the masseuse apartment, she greeted me at the door with a knowing smile and told me to come in, undress and lie face down on the table. There was no sign of another person. I was torn between the relief and disappointment since it looked like she had forgotten to invite her friend. But I still knew she would satisfy my needs to I began to undress.