My First Mistress

Reads: 3228  | Likes: 0  | Shelves: 0  | Comments: 0

  • Facebook
  • Twitter
  • Reddit
  • Pinterest
  • Invite

Status: Finished  |  Genre: General Erotica  |  House: Booksiesilk Classic Group

Tommy learns the importance of punctuality and the consequences of disobedience when he encounters Tanya, the woman who will own him

 My First Mistress


My name is tommy. I started a new job this week at a corporate company as a mail room . That's where I met Tanya. Tanya was beautiful but had what some people would call a bitchy attitude. She was very tone and had an ass that made any dress look good. I wasn't ever shy but around her I was tongue tied. I wanted to meet her though so I walked up to her and said hi. She gave me a cold glare that made my cock shrink up inside me. I must of had a look of terror on my face, because she stepped in close to me until we were nearly nose to nose. You like what you see, she demanded? Yes ma'am, I responded in a shaky voice. We'll see, she returned. Im having a party at my house and you will attend. She wrote down the address and time and handed it to me. Oh, she added sweetly, if you're late, you'll be very sorry.
 I arrived at her house at 8:02 instead of 8:00 as instructed. Traffic was bad and I rushed up to the door knowing I was already late. I rang the bell as I tried to catch my breath. The door opened and there stood Tanya looking as angry as a woman could be. You're late, she said coldly. Now get your ass in this house. I entered and I was surprised to see several women sitting together. There were a few women and men seated on the floor. What struck me was that those on the floor wore strange collars. Some leather and some silver with elven markings. One woman was standing in the corner crying and as I stared at her, I noticed two things that terrified me to my core. One, she was wearing pink thongs and two, her bottom was red and looked sore. If I didn't know better, I'd of thought she had been spanked. Maybe she was someone's daughter. I was confused. I started to notice other things too. On the coffee table laid various paddles, and straps and I also noticed every eye was on me. Look who showed up late, said Tanya coyly. Oh goody, said one of the women sitting with the group, who gets to warm his bottom?
 Now I was truely afraid. I turned to leave but Tanya blocked my path. She saw the fear on my face. Now Tommy, Tanya explained, you got nobody but yourself to blame. I warned you to be on time. Were you on time, Tommy? B-but it wasn't my fault, Tommy complained shaking, it was the traffic. That's no excuse, hissed Tanya, you could of come early. You chose to disobey me and now I'm choosing to make you pay for it. Now Tommy, don't worry yourself so. Come with me into the other room and lets get you dressed. Confused, she led me into the bedroom, opened a drawer and removed a pair of thongs. Here Tommy, put these on with nothing else. Please Tanya, begged Tommy with tears in his eyes, don't let them do this? Them, asked Tanya? No Tommy, it will be me spanking you. Men like you need guidance Tommy. Why do you think us women choose men like you. It's so we can train you and help you become what you need to be. How would you like to be married to a woman like me? It's possible but there is a price and that price is that you must submit to me. I-I'll try, responded Tommy. Ok Tommy, returned Tanya, now into your thong like my good little boy. I changed but I felt strange as I was mostly naked. I thought about the girl in the corner with her bottom spanked red and my own bottom itched, as if it knew what was coming. Tanya never left my side and guided me into the living room, with a pat on the ass to encourage me.
 I was on rubbery legs and already had tears brimming. I was scared and very conscious of my bare bottom. I knew what was gonna happen so I tried hard to just accept it. I watched in fear as Tanya placed a chair in the middle of the room and selected a small paddle and a strap. Now Tommy, began Tanya, I will paddle you and you will accept it. If you give me any problems, all of the mistresses here will take turns punishing you. Now, come over here and get over my knee. Yes ma'am , I replied with my voice trembling. I crawled over her knees trying to ignore the target my bare bottom made. I felt cold wood touch my bottom and tensed up. CRACK! My ass burst into flames. I screamed and tried to get up but a second landed and knocked the wind out of me. At the third I burst into tears. It hurt so much. Tanya was strong and she was applying that paddle with authority. CRACK! CRACK! CRACK! The licks rained down on my bottom and I screamed and cried and fought to escape but it was no use. She just kept paddling my ass which was by now, quite raw. I did he only thing I could, I just surrendered. I just lay over here knee, yelping as she paddled me harder and harder. Finally she stopped, but I didn't move. I just cried and cried. Any semblance of manhood was gone. I was truly broken. Finally, I was lifted and directed to a corner where I stood weeping.
 I could hear the women talking about how nice my bottom looked now that it was all raw and sore. Tommy, tanya ordered, come over here a kneel by me. I obeyed instantly and kneeled down in front of her. She picked up some lotion and ordered me to present my ass. I did so and she applied some to my bottom.. Now Tommy, she continued, follow me into the bedroom. She picked up a tube of lube and a strap-on. I was really scared but didn't want another paddling so I followed her quietly. Up on the bed, Tommy and from now on you must call me mistress Tanya or you will be punished. You will move in with me and I'll finish your training. Now , present your bottom and know that I'm going to fuck your ass. You are mine now, no more need for any foolish male bravado. She put on her strap-on and lubed it up and then lubed up my asshole. Now Tommy, mistress Tanya instructed, this is going to hurt and you have to take all of it in your ass but I'll be as gentle as I can. Now brace yourself... And welcome home baby. As she pushed into me, I knew I would always be hers, and I was content to be what she needed me to be.

THE END???


Submitted: February 27, 2015

© Copyright 2023 Slave Michael. All rights reserved.

  • Facebook
  • Twitter
  • Reddit
  • Pinterest
  • Invite

Add Your Comments:

Boosted Content from Premium Members

Book / Literary Erotica

Short Story / General Erotica

Short Story / Erotic Flash

Short Story / Other

Other Content by Slave Michael

Short Story / True Confessions

Short Story / True Confessions

Short Story / General Erotica