Author's Notes: This is an experience I had when I was in my early 20s. This was not the only time I was ordered to submit to the inspection of this Lady.
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Now it should be. I was soon the only friend in my group who hadn't tried to have an experience with a personals ad, so now it had to be. I got a magazine and then went home to read it through. I sat for a long time and skimmed through the ads, but mostly it was someone looking for couples or S/M. In the end I chose an ad where a mature woman was looking for a young man to have fun with. It didn't quite sound like the kind of sex I used to have, but I had to try something new.
I sat down and wrote a letter with a detailed description of myself. It didn't take long before I got an answer. The Lady turned out to be into S/M, she told me over the phone, but she suggested we meet up so we could get to know each other a bit. I didn't quite know what the S/M thing entailed, but I was going to find out. Anyway, I liked her deep voice.
Saturday night I stood in front of her building and rang the bell. I recognized her commanding voice on the intercom, and my heart pounded like a steam hammer on the way up the stairs. She stood at the door to receive me. Tall, slim and dark. She was around 40 and had long, black hair that was pulled up into a tight ponytail. She was naturally tanned and clearly in very good shape.
I had no difficulty in judging her body through her black silk dress. She had pointed breasts and a shapely ass. Her sharp features made her beautiful in a distinctive way. I thought of a Greek Goddess. Beautiful, but terrifying and deadly.
"Come on in!"
I sensed something dangerous about her offer, but I didn't really think I could turn back now. The stylish Lady led me through her hall where she made me take off my shoes and socks so I wouldn't mess up her home. It was a little strange, but it was about to get even stranger.
I made it into the living room where I got a drink. It tasted of many different fruits and contained a lot of alcohol, but otherwise I couldn't decide what it was.
"Let me see your hands!"
I hesitantly held out my hands. She examined both sides thoroughly and determined that I had not cleaned my nails properly.
"We can't have that, can we?"
I shook my head uncertainly and noticed that her gray eyes had taken on a strange glow. Little by little I began to regret that I had come. What if she was a psychopath who wanted to do evil things to me? She made me sit in a large armchair, then put on some slow blues music. She danced over towards me, and I could see that her nipples had become stiff and pressed against the thin silk. She bent over me and suddenly took my cock. It gave me a jolt, and she quickly followed up by nibbling lightly on my nipple, which she found with unerring certainty through my shirt.
I'm sorry to say it, but I let out a little squeal, which only made the lady even more determined. With firm fingers she found my cock in my pants and pulled it out, and with an aggressive movement of her head, she dived over my cock. She swallowed it and pressed her red lips around it. I gasped. Never had my cock been attacked like that and it felt great.
She massaged the root of the cock as she sucked on the cock and let her tongue play around the hole at the tip of the head. All I could see was her ponytail swinging wildly as her head worked up and down and in circles.
Lust washed over me, removing any uneasiness. Just as I was about to come, she stopped and stared into my eyes while licking her lips.
"Do you like it?"
I moaned "yes" and tried to press her head down over my cock again, but she deftly grabbed my hand and pulled me to my feet and led me into the bedroom. She was quite strong and tore off my clothes but kept her own dress on. It was only when I stood completely naked in front of her bed that I noticed all the remedies. Handcuffs, whips, dildos, and much else I did not know at all. The anxiety returned.