Dandyland Diaries by D.M. Dewey

happened, but I could tell it wasn’t the time.
    “I seriously feel like I’ve just had the most amazing workout.” Gavin b eamed. “Sometimes this is so much better than any therapy I could have.” He sat on the table, naked, his penis now somewhat flaccid.
    “You can just sit there naked.” I laughed.
    “Lucky for you I love being naked.” He laughed as well.
    I remembered something . I reached over and got out a box from my toy chest. I handed it to him.
    “Look what I got you, slut,” I said.
    He opened up the box and inside was a brand new chastity device.
    “Do you want to wear it?” I asked.
    “Do you want me to wear it?”
    “Definitely!” I replied. “Put it on!”
    The next hour was a hilarious struggle to put this plastic cage on his penis. We couldn’t figure out how it went on. It was like a Mensa puzzle. There were many interlocking various-sized pieces that we couldn’t decipher how to pu t together. We even went on YouTube to see if there were any instructional videos for it. When we would get close to getting it on, he would get semi-hard and the whole thing would bust apart.
    Finally, we got it together and he was in and I had the key on my keychain. We decided to go out for dinner and take it for a test drive. He was very polite about opening doors and pulling chairs out for me, which I thought was sweet but didn’t dare show it because that was to be expected when a sub is with his Dominant. When he excused himself for the loo, I couldn't help but giggle knowing that was going to be a hard feat. He came back looking a little sheepish. I was right. It was hard.
    We had a delicious dinner and chatted comfortably together. I asked him in a raised voice if he liked being my locked-up bitch boy. He shook his head yes.
    “Does it turn you on to know that you have total control over my clit?” he asked.
    “Completely!” I said, maybe a little too enthusiastically.
    He squirmed in his chair a bit. “It ’s getting a little tight, Goddess.”
    “Aw, that’s too bad," I taunted him. “Are you getting a little excited over there thinking about being my bitch?”
    “A little bit, yes.” He winked. “You should have stayed on me just a little longer.” I knew he meant when I was straddling his cock.
    We finished our meals and hurried back to my apartment. He asked if he could walk in the front door with me. I thought about it and said he could.
    When the door closed, I barked, “Strip!”
    He quickly obeyed and we saw that we had done a terrible job of putting the device on him. It had slid nearly off and was just dangling there uselessly. I got the key and released him.
    “Thank you, Goddess,” he said.
    I told him to go sit back down on the table. He immediately did so. I loved how he could be totally my equal in one moment and drop to my feet in another. I could tell by the expression in his eyes that it was true submission too. He truly meant it.
    That night, he stayed over. I used him in every way that I knew. He told me how h e was my slut and my slut only. We went to sleep exhausted, and he went to sleep extremely unsatisfied, but that for him was satisfying. While he slept, Gavin kept murmuring, “Yes, Goddess.” I liked that very much.
    The next day I got messages from him sayi ng how much he liked being with me in “that” way and that it was very special for him. He said that he knew he couldn’t ask me to be faithful to him but that he wanted to be mine. Again… Pants… Soaking.
    He came back the next week and we played together for a couple of hours. While we were relaxing between scenes, I asked him about what the family tragedy was. I just couldn’t let that go.
    He finally gave it up. He started reluctantly telling me about his ex-girlfriend. He prefaced the story by telling me ho w he and his girlfriend had fallen madly in love. It was a sweet story. He was young and I am sure this was his first experience with love, and like most young love, it faded.
    He