Alex Simpson wakes up for another day in his loop. The day is the same but his shenanigans are different.
I popped up out of sleep and looked over at the clock. 6:53, fuck. That is the same time. Picking up my phone I check the day. May 12 again. Well, same all day again. I push myself up and sit on the edge of the bed. Seven minutes before Mrs. Tomas came knocking.
Getting to my feet, I head to the bathroom. Taking a quick leak and then brushing my teeth. Four minutes before it all starts again. See I have been stuck in some kind of loop. Think of Groundhogs Day but with a twist. That being this reality is all about pleasure. Pleasure for me and those around me. Nothing is off base it seems. There is stuff I will not cross a line but let’s say my comfort zone has been moved way past where it was.
Take Mrs. Tomas, the first day I got stuck in this loop I was surprised she came into my apartment. Being the landlady she had keys to all the apartments but just to let herself in. That first morning I didn’t know what was going on. My short thick landlady came in a long black leather jacket and a red mask resembling a cat. She told me it was my turn to serve and the strip. When I looked at her with confusion in my eyes she showed me the flogger in her right hand. I started to back away but she was on me. Hitting me over and over with the hard leather strands of the flogger, ordering me to strip. Can you picture a 5’-2” plump woman chasing down an athletic 6’-0” 32 year old man. She beat me until I was naked and on my knees.
Since then I was ready. I took my shirt, shorts and socks off. Standing in my living room just in my boxers. The lock clicked and the door opened. Mrs. Tomas stepped in. “Good morning, Alex. Glad to see you are awake,” she said, closing the door behind her. “It is time to serve me. Will you be a good or bad boy?”
I push my boxers down and let them fall to the floor. Stepping out of them I drop to my knees. “I will be a good boy, Mistress,” I responded, my eyes looking at the floor. We have done this dance so many times now. Sometimes I fight back, sometimes I completely flip the scene and have her worship me but for today this would be the easiest to get through.
Her heels click on the hardwood floor as she walks to me, circling me. “Such a good boy you are. So willing to be my plaything.” She moves in front of me and lets her jacket fall to the floor. My eyes staring at her red leather knee high boots. Going up the side was a row of metal rings. These are the ultimate domme boots in my mind.
The flogger is placed under my chin and she gently lifts. My face moved up along her leather clad body. She was stunning dressed all in red with the black highlights. As my eyes moved upwards I saw the red strap between her legs. This is her favorite one but she has used a black and rainbow in past loops. She lifted my head a bit higher until our eyes met. “Now my toy, suck my girl cock. Make sure you do a good job. Live it all up cause I’m going to fuck you with it after.”
My mouth opened and went to work. I have found that I have enjoyed having cock in my mouth, well both of my holes. I remember how awkward and clumsy I was the first time, but after thirty-six loops I have gotten pretty good at it.
Yes, thirty six loops of being forced into her sex slave. Each morning waking up to the taste of her flogger, then being made to suck her girl cock and then taking it in my back door. Some loops were simple, just doing those. But others got a bit nuts.
I think it was ten loops ago she dragged me out into the hallway since I was being a naughty boy as she called it. Bent me over the chair by the elevators and fucked my ass right there. Mr. and Mrs. Clark were horrified when they came out of their apartment and rushed down the stairs. Not waiting for the elevator. Sara from down across the way came out to see the noise. Somehow she ended up with her pussy in front of my mouth, so I started licking her. My moans became muffled, but hers became louder. Soon bringing creepy Frank out. His dick was quickly pulled out and pushed into Sara’s mouth. Not sure when he moved but the next thing I knew Mrs. Tomas’ thrusts went from easy and relaxed to hard, fast and erratic. Seemed Frank made his way behind her and stuck his dick in. Fucking her into fucking me. Let’s just say that loop I didn’t leave the building.
Back to the red plastic cock in my mouth. I sucked it slow at first. Working deeper slowly. I know she likes the build up. She likes to make me take it, so I will let her. My tongue dragging along the shaft to the tip. Then I suck it hard. “Yes, just like that you dirty slut,” she growls. “Such a dirty boy.” I pull my mouth back, a string of salvia bridging my mouth to her meat. I spit in it before lowering my head back on it. Within seconds her hands wrap around my head and force me to take it deep. “Look at you go. You like my cock deep down your throat, huh?” I mumbled yes. “Taking the whole seven inch shaft. What a good cocksucker you are. Able to deepthroat me like this.” What she didn’t know was the first time she went deep I gagged, it was too much. But all the training over those loops made me a pro.
She pulled my face back, I took a breath and then she pulled me back onto her cock. She held my head in place with her thick hands and then started to thrust her hips. Facefucking me. Slowly at first but as she got excited her rhythm quickened. Soon her cock was pumping fast and hard down my throat. I knew that she would soon want my ass so I took what she was dishing out.
As I guessed she pulled back one final time. She pushed me down to the floor as she walked away to the kitchen. “Follow me, my toy. On your knees.” Kitchen it is. She has used me in every room of my apartment, but she seems to like the kitchen the most.
As I crawled into the room, I could see her clearing off the last bit on my table. “Bent over the table, my toy,” she ordered. As I moved to the table she walked out back into the living room. The clicks changing from the hardwood floor to tile let me know she was back. She pulled my arms forward, so they over hanged the table. Then she taped them to the legs on the far side. This was new. Once she finished with them she moved behind me. Spreading my legs wide and then taping my ankles to the legs on that side.
“Now my toy can’t get away.” She walked back in front of me. In her hand she dangled a ball gag. “Open so your screams die in the gag.” As my mouth opened and she tightened it she continued,” we can’t have your pruned neighbors hearing you.” She walked back behind me. “First, I’m going to beat you and then fuck you, teasing you the whole time.”
The flogger came down on my back and then a wooden spoon across my ass. Back and forth she went with the impact. My body reacts with each blow. Jumping, wanting to be free but bound to the table. I scream into the gag. Salvia building and drooling from the corner of my mouth onto the table. My face soaking it up. Her soft hands taking time to caress my reddening flesh. The leather tassels being dragged along my bare back.
Then she moved on. Her hands are feeling my ass. Groping at it. Pulling the cheeks apart as her tongue licks my rim. This feels amazing. She has only done this three times before and every time my body melts. Then it was over that quickly.
Her hands moved to my hips and I felt the tip of her girl cock knocking on my back door. With a quick push she was inside me. My body froze as she did. Seeing this she calmly said,” it is ok. Just relax. Let your ass get used to my thick red cock in you.” As my body became more accustomed to it she started to slowly thrust her hips. “That is a good boy. Look how easy it goes in and out. It fits your ass perfectly.”
She pounded me long and hard. Giving herself an orgasm during it. When she finished, she untied me but left me a puddle on the table. As she left, she called back, “I will be back at the end of the month to collect the rent. Let’s just say this is now part of what is do.” With that the door closed.
It took me a moment to regroup. That was a rough one. My ass felt so used and my back and ass were red. I looked up at the clock and saw it was 7:45. Shit I have to get ready for work. Dragging myself off the table I headed to the bathroom.
I turned on the water in the shower and then checked out my body in the mirror. The angle was bad, but I could tell that the bruising was going away already. Taking a quick shower, I got dressed and headed down to my car. Lucky for me no hanky-panky today as I did. The drive across town was slow and I was late again. Fuck, Mrs. Amber is going to have his head. Wonder what it will be to get out of trouble this time?