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The Penthouse Smile – A Dark Seduction Story


Man looking up at the penthouse window where a mysterious woman stands behind sheer curtains in a softly lit apartment building at night.

The morning was so benign it wasn’t even laughable. Bernice from 2A was out on her deck watering her plant, and talking to them like they were talking back. 1C, by god, Charles, I think he was in his 60’s but he was screaming at some kids across the road. Dorothy next door was singing her little heart out next door, too bad it sounded like someone was either choking a chicken or stepping on a cat. I was trying to peacefully drink my coffee, but that second sip was spat all over the kitchen table.


A moving van. Who would be moving in here of all places and what unit, I thought for a moment and it dawned on me the only unit that was open was 4B one of two penthouse suites. The other was occupied by the building owner. My curiosity was now running wild, the morning was no longer going to drag on. The moving men were up and down and up and down, so many times I lost count. A few of the trips though I saw some curious items going up. The most memorable of these was these two 8Ft long 5” x 5” boards, they were stained in a beautiful cherry red wood color. The most strange thing was in the center of them they were chiselled out and the edges on one end were on a slight slant.


Few more hours went by and I had lost interest in watching them. I heard the truck fire up and drive away. Then from outside I hear Charles yell “Hello Miss, welcome to Grisbi.”. The man was half deaf in one ear and the other was completely shot. Conversations were like trying to talk to someone on a landing pad of a helicopter. I ran to my window though. Then I saw her, and that's where the true story begins.

From head to toe she wore nothing but black. Her pale skin glowed in the sun as she smiled at Charles, then right at me in the window. I jumped back. It was so intense her smile was devious but at the same time made my blood pump, and quite a bit to one area. I tripped while trying to quickly back away from the window.


That night I could hear every movement, every creak and late late at night at the witching hour, I would hear moaning. I couldn’t sleep. This woman above me with only a smile made me erect in less than 10s and now I could hear her moaning above me. I couldn’t handle it anymore, so I rolled over and opened my nightstand. I pulled out my new Crystal masturbation cup, and added some lube. I was so erect I was thankful for the larger size. On average I was a 7” but at the moment I was almost touching the end of the cup.


I loved watching my cock slide in and out of this toy, and hearing her moan from above gave me a rhythm to follow. 1,2,3 hard thrust 1,2 hard thrust. As her moans got louder I started to moan. I couldn't hold back any longer. I always tried to be quiet here, as you now know the building was very, echoy. The time passed until both of us were finally released. Her screams and my loud growls pumping hard, imagining how it would feel filling her small tight body up, watching my cum drip glistening out of the tight hole I stretched open. I took a deep breath trying to recover from my imagination.


10 mins later, I swear maybe it was even sooner I could hear her again. This time it sounded like she was having actual sex I could hear the bed moving back and forth, back and forth. How the hell is she going again and with whom no one is upstairs with her. I looked down, and there he was again raging for more. Wanting more, craving more, begging me for more. What should I do? Its not like the others could actually hear. I was quite out of respect. I couldn’t handle it. I threw my robe on, and started to make the climb up the stairs.


One step, two step, my cock only got harder the closer I got to her door and her primal sounds of ecstasy. I knocked on the door and the air even around me went quiet. I could hear small rustling and steps coming towards the door. As I heard the latch release, and the door creak open, our eyes met at eye level. Bright Green maybe touches of hazel they glowed with almost gold flecks. Her heavy breathing “I'm so sorry I hope I didnt wake you” as she looked me up and down I realized my robe was coming undone and everything was showing.


I rapidly turned around. I choked out “ Yes” flustered and embarrassed “I'm so sorry I was just coming up to tell you I could hear everything” a soft chuckle from behind me replied “ and I could hear you too”..................... To be continued


“ I know it's late, but in this state would you like to come in?” Her tone was seductive, alluring, and there was also this undertone that I couldn’t quite place.

“ Are you sure?” I was so unsure of myself that I felt I had to be somewhat of a gentleman, especially after she saw me like this for the first time.


“ I don’t ask questions without intent. You will or you won’t, Come in here or go back to your place. Think of when I ask you something as a question to obey or disobey. I asked you to come in. If you obey we can talk about what just happened”

That's the tone, the one that puzzled me. Her gaze was now fired with intent, that lit something inside me. My cock was harder than it was before my first release. Was her command of obey or disobey something that I desired but never knew. I stepped forward, trying my best to hold my robe in place. This was a lot harder than I thought with the rage of blood to my cock.


“Yes, ma'am, I will come in” My face hanging down in submission to her invitation. “What a lovely boy you are. With that response we will be having a chat, about something important” I walked in now with my head up and looking around. Her apartment was half on the top floor. Wood flooring with a very open floor plan. She had soji blinds separating a few areas, but I did notice that one of the areas was massive, and it was right over where my apartment would be. That must be her room? That doesn’t make sense though there was a room in the corner with frosted glass like my own room, so what was in that area.


“Boy stop and sit there” as She pointed to a kitchen stool.

Seriously if I sit there I can’t keep my erection under my robe, but maybe that was the reason. Thankfully the island would hide it a bit. “Tea or water?” “umm tea” “There are no umms. Keep those in your thoughts. I work with decisions. I think that was clear, and I will only remind you so many time” As I sat down with her direct words I could feel precum starting to drip.



She placed the kettle on the stove and walked over and leaned over the counter. She was wearing a black silk robe that was separating as she dipped, her breasts were almost falling out and I'm sure that it was only her hard nipples keeping them from popping out in all their glory. Her eyes were studying me for what felt as if time stopped and I was being studied in a cage. Then time broke as she spoke “ You seem like a perfect boy for a problem I am having. I'm craving a new submissive, its been many years since I felt the resonance of an obedient lad to train. Do you understand what I am asking”


I’ve never experienced any fetish, not that I was unaware but my life was like vanilla ice cream. “ Maam I know what you are implying, but I have not tried anything but missionary, doggy, and a blowjob twice.” At that moment the kettle whistled and she turned around, grabbed a mug, and a tea bag. “Cream, Sugar or black?” “Both” She span around so fast that the knot slipped from her robe, and everything was open to my eyes.

“ You WILL address me as Maam, Mistress, or superior while you are behind my doors. DO you understand”

Wow, that was intense, My hands went under the table and wrapped my hand around my cock hoping that would aleviate the pulsing that was now leaking so much precum that it felt like Fuck water. “Cream and sugar maam” She added the sugar, but it was when she went to the fridge and bent over to grab the cream that I could see between her legs right at her pussy. She was doing this on purpose because she knew that I was dripping. She stood, poured the cream and handed me the mug, Damit my hands were covered in precum. Well I will have to just try to play it off.


“I want to sit on the couch, Come boy” I stood at command and started to walk.

It seemed like I was under a spell now. My erection was in full view and attention. I sat down and she went to that area I was looking at. She came out with a black silk bag with the word Leebe Seal. She sat next to me. “Put your mug down and place your hands on your thighs.” She looked at my cock and it seemed like for one moment she herself was distracted. “ You said to me that you are vanilla, would you we interested in me changing that?” I looked at her breasts, then up to her devious smile. In a low tone with a heavy breath “ Yes maam”


“Good boy,” She pulled a pair of black leather cuffs and then something Black?. “ I want to restrain your hands behind your back as you sit with your legs open and your face with this mask. You will stay quite, unless its your moans and you answering when spoken to. “Yes ma'am please.” My cock could take no more I need to feel this. When everything was set I could see nothing, but hear clearly “ Now you will not cum until I am satisfied. Do you understand? If you are close I want you to only say pressure” This was insane, This was a test. All I wanted now was to ejaculate being at her will.


“Yes maam” Her hands explored for a moment before they reached my cock.

“Dear me boy, your hard cock is perfect to be used, This will stretch me out and I will be able to gush”

I could feel her move in front of me and took me by surprise as her lip wrapped around my head. Slowly she started to take my cock till it hit the back of her throat “PRESURE PRESURE” Instantly she was off and she left me sitting there to catch my breath.


Then I could feel her hips touch mine, that was it, she was going to take me. As her pussy lips touch my head I could feel her juices leak all over my cock. She slowly started to edge my cock inside. It was incredibly tight, I heard her whimper i think and then let out a loud moan.


“This is huge. I was not expecting that. Good Boy. I am going to take you inside all the way and you will hit my cervix. YOU WILL NOT CUM, DO YOU UNDERSTAND”

“Yes MAAM” I needed this desperately. I have not felt a real pussy in years and hers was so tight that i need her to wrap around me.


She slowly took more and more and with each deeper entrance to heaven she would moan louder and louder till I could feel her cervix. At this moment she screamed. She went faster bouncing up and down screaming in joy. The juices dripping down my inner thighs like a river. I heard her tone get heavy and felt her body heat like the sun on a summer day. Then It happened, The gush, The scream and the grip of her pulsating pussy. I was holding it back with every ounce of my life.


She sat for a moment as her pussy felt like it was milking me. It was like she knew I couldn't hold any more. She got off and grabbed my cock in her hand and pointed it. Then I surrendered it all. I too screamed

“MISTRESS”

It felt not only that my balls were completely drained but my brain left my body. She removed the hood and I could see my cum dripping off her perfect tits. “Good Boy”



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