I have a cuckold named Jack.
Poor Jack has been BEGGING to fuck me for years now. I play with him, I cuckold him, I control his cock, and I tease him. Sometimes I even jerk his little cock until it cums. But he NEVER gets to fuck me! Frankly, my pussy deserves much better than what Jack has to offer! He’s meak, his dick is tiny, and he belongs in panties even more than I do! When he asks to fuck me I just laugh. Or, sometimes he gets his cock slapped because I get sick of listening to his extended whining session. “Pleeeeeeeeeease, Mistress? PLEASE?? I’ve been such a good boy, I do everything you ask – why won’t you let me fuck you?”
Last night after work, I finally came up with a wicked solution to giving my cuckie slut his way! I called him into the living room, made him kneel at my feet, and petted him while we talked. I asked how he would like to finally get what he’s been asking for. He was immediately at attention; if he had a tail, it would have been wagging furiously! “Really Mistress? Really? You’re going to let me fuck you? I thought you said you would NEVER let me fuck you? Are you sure? This isn’t a trick? You’re going to let me fuck you, Mistress?” I said yes, and at first, I was afraid by the look on his face that he had spontaneously busted a nut in his pants instead! I explained to him that Mistress’s pretty little pussy was EXTREMELY horny and needed to be satisfied.
Then I further informed him that if he wanted to fuck my perfect pussy, he needed to follow my instructions EXACTLY and not ask questions. He eagerly agreed, and I told him to go to my room, undress, and then come back – bringing my strap on cock and harness with him. He looked at me questioningly, as if to say, “But I thought I was fucking you tonight, not the other way around!” I snapped curtly at him to be a GOOD little cuckold bitch, and do as he was told. He almost sprinted off to the bedroom and within 2 minutes he was back, totally naked, with my strap on in his hand.
I was almost in hysterics inside my head – this little bitch actually thinks he’s going to get THAT cock inside of MY pussy! He really believes he gets to find out what it feels like to sink his baby dick into me and cum inside me! I couldn’t wait to see the look on his face when he figured out what I have planned! I walked over to him, patted his head, and told him he was a very good boy. He was almost drooling with excitement. He really does remind me of an eager little puppy dog! I took my strap on and harness out of his hand. The look on his face when I began strapping it onto HIM was priceless!
“M-m-m-Mistress? What are you doing?”
I laughed gleefully as I tightened the harness in place and surveyed my work. It was even better than I imagined! That strap on harness fit perfectly snug over his tiny little real dick. I giggled and looked up at his face. He was starting to get it. His face fell a little. “Awww, don’t be sad my little cuckold! I said you were going to get to fuck me tonight – I didn’t say YOU were going to get to enjoy it! My pussy needs satisfying. You don’t think your little itty bitty cock would do that job do you? You’re going to fuck me until I’m satisfied. And then if you’re VERY lucky… I might let you stroke your own dick and cum afterwards!”
Poor Jack.
To his credit, he fucked me hard all night long with that strap on cock! Meanwhile, all he got was a chafed dick out of the bargain! Do you think I let poor Jack jerk off and shoot his little dribble of cum? Maybe I did. Then again? Maybe I didn’t. Call me and I’ll tell you Jack’s jerk off fate. Or better yet, we can create our own little fantasy and play it out together!