I still remember my first time with a Femdom Mistress like it was yesterday. I’m going to recount that story for you because I love to share my happiness about being submissive whenever I can.
I met the first Mistress I played with on the Internet, like most people meet others nowadays. We talked extensively online and, on the phone, before we ever met in real-life. (I have to admit that during some of those phone calls, she became a phone sex Femdom to me before we met!) I was fascinated by her, and she was ready to break in a newbie.
Eventually, the big day arrived. I was driving to her town to meet her! I couldn’t help but be very, very excited about it. When I first laid eyes on her, my cock got hard immediately. In my defense, I was enough of a gentleman to hide it.
I never imagined that the first day we met, we’d also play together. But it seemed that she was just as eager to play with me as I was with her, so it didn’t take long for the two of us to leave the coffee shop where we met and go to her house.
I have to say that I had no idea what was coming next. This Femdom Mistress knew exactly what she was about to do to me, though.
She took me into her bedroom, and then she sat down on the bed. I stood before her, fidgeting a little from my nervousness. She knew just what I needed, though. I needed a dominant woman to take control of the situation and allow me to submit to her will, and live out my punishment fantasy. That’s exactly what happened.
She looked at me and said, “Pull your pants down.”
I unbuckled my belt, unbuttoned and unzipped my pants, and started to pull my pants off until she stopped me.
“No, don’t take them off. Just let them hang around your ankles.”
“Yes, Ma’am,” I replied, a little confused, but willing to obey her, nonetheless.
“Now come stand beside me.”
It was a little hard to walk with my pants down around my ankles, but I complied, anyway.
She surveyed my body as I stood next to her. Her eyes lingered for a while on my hard cock, and I saw the ghost of a smile flicker across her lips. Suddenly, before I even knew what was going on, she grabbed me and pulled me across her lap. Call me naive, but that was my first realization of what was about to happen to me. (Hey, I’d never done anything like this before, ok?)
I felt a cool breeze against my ass cheeks about a quarter of a second before I felt the first smack of her hand. Even though I knew it was coming, I yelped. It didn’t actually hurt, though. It was more from the shock of actually being spanked by a woman!
After a few smacks, it did start to hurt a little. I could feel my ass growing hot, and, even with my lack of experience, I knew that must mean it was turning red from her ministrations. I tried to hold back my whimpers, but I wasn’t able to. It seemed like she enjoyed them, though.
My cock was pressing against her thighs as I lay sprawled across her lap. I felt it growing harder and harder with every spank. I couldn’t figure out why spanking was such a turn-on for me.
I didn’t have long to wonder, though. I felt her nails raking lightly down my highly sensitized flesh, and my cock jerked again. Then, I felt a finger trailing down between my butt cheeks, tracing the line of the crack of my ass. What on earth was she doing?
Before I could react, I felt the tip of her index finger rubbing against the outside of my anus!
I squirmed around in her lap, but she wasn’t to be deterred. I wasn’t really sure about this…until she began slowly working her finger inside me. My cock raged between her legs. If I thought that the spanking was amazing, my first anal play experience was out of this world.
She carefully worked her finger inside me, taking great care not to hurt me. When she got it all the way in, she gave me a minute to get used to the sensation. Once this sexy Femdom felt me relax a little, she shifted her finger around until she found my prostate. It felt so good when she started massaging it! I’d never experienced prostate milking before, and I was blown away by how good it felt. Between my glowing ass, the feel of my cock against her lap, and her finger inside me, I was dangerously close to cumming.
But it was not to be. This Mistress was very experienced in the art of tease and denial. She milked me for awhile, causing massive amounts of pre-cum to leak forth from the head of my cock, but never allowing me to have an actual orgasm. It was the hottest, most frustrating thing I’d ever experienced!
I went back plenty more times to play with my new Femdomme after my first session to her. I’m sure you can understand why!