This text is the second part of “Face Sitting” I’m going to tell you how this magnificent young dominatrix took my anal virginity.
Obligation of Anal Deflowering
Following my first encounter with this young dominatrix, I was summoned to her place several times. Each time, I had to give her very, very long sessions of cunnilingus that could last for hours. During one of these meetings, she decided to bring out a strap-on.
She then suggested deflowering my anus. At first, I was quite hesitant and planned to refuse. However, this magnificent creature was very clear: if I wanted to keep seeing her and continue enjoying her delicious intimacy, I had to go through with it!
She added:
“Don’t worry, it’ll go fine. It’ll hurt, but that’s normal. I’ll go gently despite everything.”
Matching her words with actions, she ordered me to undress completely and get on my knees with my ass well-positioned so she could prepare me. Then, I was told to undress her. I obeyed with pleasure.
Finally, she put on the harness with the strap-on. She naturally asked me to suck the dildo, which I did with pleasure and dedication.
Preparations for the Deflowering
But that wasn’t all—this charming Mistress also pulled out a pair of handcuffs and a gag she had specially reserved for me. She handcuffed me, fastened the gag, and then began moving her fingers toward my anus.
I must admit she started very, very gently. She just tapped with her fingers at first, then pressed a little to slip one inside. It was painful and completely new to me, though the pain was oddly pleasant.
Then she started making small in-and-out motions with her finger for a few minutes. Finally, she inserted a second finger while whispering in my ear:
“I wouldn’t have thought you’d enjoy this so much, judging by how your cock’s reacting.”
Indeed, what this Mistress was doing made me incredibly hard—harder than I’d ever been before. Several minutes passed like this. Then, after a while, I felt a cold liquid on my anus. She told me it was lube and that it was the sign she was about to go for it. I’ll admit I was terrified at the thought of taking that rather large dildo inside me.
The Start of the Deflowering with the Strap-On
She began slowly, just placing it at my entrance.
Very gently, she entered me, making sure to lubricate well. Once it was fully inside, she pulled it out and started very, very slow thrusts, which—to my great surprise—weren’t painful and were even quite pleasurable. I could feel the power of her hip movements as she gradually picked up the pace.
That’s when she confessed that she’d always wanted to do this to a man, that it was her greatest fantasy. While penetrating me vigorously, she decided to start masturbating me, heightening my state of arousal. I didn’t last very long, but this young Mistress kept going anyway. Though it was very painful at that moment, it was an incredible experience.
In total, there were seven penetrations lasting about fifteen minutes. Afterward, my Mistress tied my hands to the bedposts and asked me to give her a long cunnilingus session in a face-sitting position.
At the end of the evening, she thanked me for making her domination dream come true. Then she added that this was the beginning of a great Gynarchic adventure between the two of us.
To be continued…
