Seems I forgot all about posting the next part of my First Sissy saga, lol. Its hard not to get distracted with things sometimes, but here’s the third part, enjoy :)
So that very same day Jack admitted to wearing women's shoes. He assured me that this was the first and only time he had ever done that, he was just so curious about what his delicate, effeminate feet would like like in a real pair of womens shoes. But I didn't buy that for a second, nobody spends close to $300 on curiosity alone. I let it be though, I'll get his secrets out of him sooner or later. I gave Jack my number and told him we should go out sometime. That weekend Jack called me and we went out on a date. I loved how polite, shy and well, submissive he was. Opening doors, telling me how beautiful I was, paying for dinner, and constantly thanking me for the privilege – I loved it! But he never had the guts to make a move. That never happened to me before. At first I wondered if I should be insulted, but when I thought about it more I just realized that that was what made Jack different from other guys. Other men look at me like a piece of meat put here for THEIR enjoyment – HA! I have always known that I am perfect Princess, remarkable in every way and I was never put here to be some guys bitch, quite the other way around actually. But I suppose I tolerated it to some extent because I just thought that that is how ALL guys were. But what did I know then? I was 18 and just got out of high school and was surrounded by meat head jocks who were always trying to get in my pants. Jack acted as though he was unworthy of me, and I liked it.
We went on 3 more dates, and I was getting horny, time to take matters into my own hands. When we got back from our date I invited myself to Jack's. He started getting really nervous, more than I had ever seen him be. He started to tell me how much he liked me. I knew he had something on his mind but I was getting horny and so I told him just to spit it out. “I'm afraid,” he said. “Afraid that once you know my secret it will all be over...” “A secret like that is like a band aid,” I told him “The less you drag it out, the less it stings.” Jack nodded, and then took a deep breath. “I have something to show you.” He said as he unzipped his jeans. He took his pants off and I nearly died of laughter. He had a little baby dick! It was the smallest thing I had seen with my own 2 eyes. Sure I heard stories even seen some pics on the internet but to be face to face with such a little dicklette – I lost it! I rolled off the bed and even bumped my head on the way down. Jack was utterly mortified, he looked like he wanted to run away but was frozen in place. Then the strangest thing happened his little teeny peeny started to twitch and then stood up straight a full 4 inches (at best). I started cracking up again! It looked even more pathetic hard. Jack started to wince. “What's that face for, you didn't honestly expect me to want such a little prick!” I told him. “N-no,” he whimpered, “but I want... I want to rub it.” “Why would I want to see that?” I sneered. “I know, its my terrible secret, my tiny little baby dick,” Jack started, “I know no girl, especially a girl as stunningly beautiful as you would ever like it. I would never expect a, a Goddess like yourself to touch it but will you please allow me the honor to rub it in front of you?”
A Goddess huh? I like it. No one had ever called me a Goddess before. A knock out, an Angel and even a princess, but not a Goddess before. I certainly was disappointed with Jacks “short comings” and yet I wasn't exactly turned off. Any guy I had ever met before would turn tail and run like I bitch if I ever laughed at their precious family jewels, but here Jack was getting stiff as a nail , literally about the size of one too :P even though he had to be terribly mortified. There was something deliciously wicked about that, and something seductive and intoxicating about wielding such a twisted power over a man. Sure I could make just about any man beg, I’m that hot and I'm that good but most guys would beg for a chance to be at my side not at my feet. It was hot, it was getting me turned on.
By now Jack's sad little dicklette was staring to get all wet. He looked like he was ready to burst, but he held back from rubbing himself. Beads of sweat were forming on his temples, his sweaty palms gripped his shirt, he seemed to be in agonizing ecstasy. And I wanted to see how far he'll go! I sat back down on the bed and looked straight at Jack. I smiled wickedly at him and just the look I gave him seemed to fuel his fear and his excitement. He had no control and damn well knew that! I had on a short little denim miniskirt and a lacy white g-string underneath. I slowly revealed that to him as a spread my legs. Jack was moaning now but he still didn't dare touch his swollen nub. He got to knees and crawled over to the bed. He had never dreamed he'd be this close to my perfect little pussy. I pulled my little g-string off and placed it on Jacks head. “Lick me.” I told him. Just as his trembling tongue was about to connect with my throbbing wet little clit I said “And hands where I can see them.” he groaned but did what he was told and placed his hands on the side of the bed. Jack gripped the bed tightly as he buried his face between my silky golden thighs. Jacks tongue slide into my wet little snatch and licked all the way up to my clit. It really made my pussy shake. His tongue darted over my hard little clit and my pussy got so fucking wet. Jack ravenously lapped up my juices, and kissed and sucked my velvety smooth lips. As wet as I was becoming I could hear Jack moan even louder, he was going nuts not being able to rub his wittle dicky. Denying him turned me on even more. Jack's tongue furiously massaged my clit, it would seem he knew his only hope would be to ensure my orgasm. And not just any orgasm, he tongue fucked me like he wished his little prick could. And for that Jack was rewarded with a juicy stream of my gushing cunt water spraying him in the face. Despite the awesome orgasm I had, Jack was the one moaning the loudest. Just like good little boy he had not yet cum, but holding it back was damn near killing him. “Goddess! Goddess please!” he begged. I smiled, wickedly “Now Jack, who taught you to speak like that? I want a proper sentence.” Jack winced, each second longer I dragged things out the harder it was for him. “G-Goddess Nalani, p-please allow me the honor to cum in front of you.” he groaned. “That's more like it.” I told him, “But don't make a mess you understand.”
Jack nodded as he rubbed his thumb and forefinger over his dripping wet little nub. Nearly instantaneously he spurted straight up into the air and right back down onto himself. It was quite amazing, I must say. “That's quite a mess Jack – now clean it up!” I scolded. Jack began scooping his cum up with his fingers and licking it off his hands, I got off the bed and pulled my skirt down and let myself out.
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