Dandyland Diaries

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Dandyland Diaries Page 9

by D. M. Dewey


  Did he do this just so he could have a reason to get punished? Since punishment was what he craved, was he just getting what he wanted? This was all way too confusing.

  I apologized to my neighbor for being such a bad walking partner and excused myself when we arrived home. Charlie curled up in his nesting spot on a chair and I went to work recollecting my scattered feelings; they were a mess all over the floor and I was embarrassed at how they made me look.

  I’ve really gotten so much better about not sweating the small stuff, and this for me was indeed small stuff. He had not cheated on me. He had not abused me. He had not done anything that a young man in his late twenties wouldn’t do. We weren’t even really in a relationship. So I let it go, and just so we were even, I went and fucked a slut too. HA!

  I saw Gavin about five days later. He was sheepish and shy when he arrived, knowing I was really going to hurt him. I had warned him as much. He was on hands and knees and had been ordered to wear his anal beads on the two-hour car ride up. I kicked him in the balls and he went down. I yelled at him to get up. I kicked him again. He stifled a cry. I ordered him to get up again.

  “Get up, slut!” I said. “You think you can fuck around on me? This is my dick and my balls! Understand!” I grabbed his balls with my fist and punched them hard.

  Gavin coughed and gagged from the pain. “Yes, Goddess, AHHH!” He fell over onto his side, holding himself in his hands. He was hard as a rock!

  I rolled him on his back and stepped on his cock with my high heel.

  “What a little pervert you are!” I laughed. “You're as hard as a honeymoon dick.” I kicked it a little to show my disgust.

  I spread his legs apart, bent down, and started slapping his balls hard with my cupped hand. I hit harder and harder. His face was fixed in concentration as he stared at a faraway spot on the ceiling.

  It was time to make him my total bitch. I reached for a harness and dildo. That’s right, people! I was about to go medieval on his ass. I lubed up my dick once it was strapped into place.

  “Bend over, slut!” I ordered him with a slap on his ass. I reached between his ass cheeks and pulled out the string of beads that had been hidden up there.

  “God, this is humiliating, Goddess,” he said.

  “Good! You behaved like a cunt and now I’m going to treat you like a cunt.” And with that, I pushed forward into Gavin’s young, tight ass.

  I only really got a couple of good pumps in before he started crying like a little bitch. I could tell he really hated it. I’m really not that into ass play to be honest. He said he liked it in prior conversations so I thought I would oblige him. I felt completely awkward doing it. It is truly a very unnatural feeling for a woman. I had no idea how to move my hips or anything… It was ugly.

  I was all too happy to stop. I smacked his ass again. “You couldn’t even take my tiny dick, loser.” I giggled. Then I jumped on top of him and really had my way with him.

  When we were sufficiently through, he said he had to go to his car and get something. We had made plans for him to stay a couple of days. I was excited to be able to just relax with him and give him some casual beatings and maybe go out to dinner.

  Gavin got dressed and left. Then he called me a few minutes later and said that he needed to go to the gas station and pick up some chew. I told him where there was one close by and thought nothing more of it.

  Until forty-five minutes passed by. I started to wonder where he had run off to when the phone chimed.

  The text message read: I’m sorry, Goddess, but I am on my way home. I’m bleeding from my ass and I just shit my pants. I am very scared and in pain and I just want to go see my doctor.

  Oh my! What had I done? I broke him! I begged him to come back to my place—that I could wash his clothes and we could go to an urgent care here. He would have nothing to do with it. He wanted to be home and that was it. I apologized until I was blue in the face. He said it wasn’t my fault, that we were consenting adults and that there was always risk involved.

  A couple hours later, I got a message from Gavin saying that he was all right and that the doctor had said it was all due to a hemorrhoid. His doctor had asked him how he had hurt himself and Gavin had answered, “I was having kinky sex.”

  His doctor examined him and sent him on his way but suggested next time, “Nothing bigger than a pinky.”

  What a relief! Gavin was equally relieved and wanted to actually get together later that night to pick up where we had left off. He was concerned, though, that I would hold back on him now that I had seen him get hurt. He said he had really been enjoying how rough I had been with him. So there it was. We would meet up halfway and get a hotel room to play in.

  I decided to go meet up with Simon since my plans were not until later. I told him how I had broken my slave with a strap-on and how he had gone home unexpectedly. He said that he was meeting a bunch of our friends for a drink and to come join them.

  When I arrived at the restaurant, everyone had been there long enough to have had a cocktail or two. I slid into the booth next to Simon, who immediately started in with the questions about what had happened to my slave. Everyone at the table seemed to have already been brought up to speed about my recent disaster. Thanks to Simon. Argh! At least they were all gay men and could possibly offer up some insight as to what I’d done wrong. When I told them what the doctor had said, they all shook their heads in sympathy and agreed that the first time it happened to them, it was a huge scary shock. Of course with Simon’s exaggerating nature, he had everyone convinced that I had blown out the poor guys “O” ring.

  After I had a little bite to eat and had chatted with my friends, I headed out to see my slut. I’d packed up a whole lot of goodies for us to play with and was really looking forward to some fun quality time together. It must seem unlikely that what we did in our alone time could be quality time spent, but it was in the most devious and sensuous way.

  He loved my body and he showed me by worshipping every inch of it. He made sure that I felt how much he wanted to please me. Anything I wanted he could make happen for me in that room. My command was his pleasure. His pain was his sacrifice to me. He watched me deeply as I twisted and bit him all over. I moved around him easily, like he was a piece of equipment made to be used in a rough-and-tumble way. We held each other and slept, his mouth always murmuring, “Goddess.”

  We said good-bye the next day with plans to see each other later that night. He wanted to go surf and I wanted a shower, but somehow I knew I wouldn’t see him that night and I was okay with that. When he begged off the plans we’d made, I wasn’t surprised or angry. I just understood.

  I kind of knew I would never see him again after that night. We had used each other up for our own personal reasons. He needed to feel free, and I needed to feel wanted. We both came away with exactly what we’d hoped for.

  I was happy to hear from him from time to time. He’d quit his job and was heading down to South America to surf and to get away from the daily grind for a few months. He said he’d always wanted to travel and that the time was right. He was planning on attending nursing school when he got back, so why not live a little? I couldn’t argue with that, especially when living a little and taking a huge chance had changed my life.

  I am happy and feeling alive now and am beginning to recognize me again when I look in the mirror, albeit sometimes I'm dressed in latex and leather! I am not ashamed of my sordid stories, nor am I shy in telling them. I am just thankful that I find humor in most everything and especially in myself. One thing that I am certain of is every single person brought to us in this lifetime is a gift that is not to be ignored, and all I would like for you to get out of this strange story is: no matter what, you are on the right path… for you.

  Glossary

  (These are my own definitions)

  Slave: a person who is the property of a dominant.

  D/s: This is commonly used to show a Dominant/submissive relationship in writin
g.

  Slut: a submissive that likes to be used in anyway the Dominant desires. It is usually a term of endearment.

  Clit: A submissive male penis.

  It: A submissive that has been enslaved and dehumanized.

  Play: Commonly used term to mean, “get together.” Also refers to type of kink you are into. For example: Strap-on play.

  Real-time: Play that will happen in person not online.

  Loser: A submissive man.

  Sounding: The act of inserting sterile metal rods into the urethra.

  “O” ring: Sphincter

  Sissy: a submissive man who has been emasculated and forced to wear women’s clothing by his dominant female.

  Cuckold: A submissive that is no longer sexually desired by his dominant female or wife. He is used to prepare her for her new partner and then made to clean her and her new man post-coitus. He is forced to watch them mate.

  Bull: A well-endowed man that a dominant female will have sex with usually in front of her cuck.

  Table of Contents

  Dedication

  Chapter 1

  Chapter 2

  Chapter 3

  Chapter 4

  Chapter 5

  Chapter 6

  Chapter 7

  Chapter 8

  Chapter 9

  Chapter 10

  Chapter 11

  Chapter 12

  Glossary

 

 

 


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