Date: Sat, 26 Dec 2015 13:59:42 -0800 From: Derek Collant Subject: Sissy Boy Daddy's Sissy-Boy This story is a work of fiction and contains descriptions of explicit sexual acts between a man and his transgendered son. As such, it contains graphic scenes of sex between an adult male and a consenting underage boy (Mb). I'd love to hear from you, and will answer all emails. I've been an avid reader of the stories posted on Nifty for a number of years. This is truly a unique site and provides some great times form the wonderful stories that are uploaded to it. It also provides a venue for authors to publish their stories, which may never see the light of day anywhere else. I would urge you to consider making a donation at http://donate.nifty.org/donate.html so we can enjoy this site for a long time to cum. Due to some problems with the network server my company was forced to close down early. I don't think I'd ever been home from work that early. A co-worker dropped me off in front of my house. I went inside and went upstairs to change. I heard a noise coming from my room, and stopped. I wasn't too scared as I knew my son would be home from school by now. I was wondering why, though the noise was coming from our room and not his. I rounded the corner and stepped into our bedroom and was surprised to see my wife standing in front of the mirror. She had gotten into the lingerie outfit I'd bought her last Valentine's. It was a great outfit (I thought) comprised of a sexy teddy, matching panties and a sheer robe to cover. It was all in red. She'd accessorized by putting on a pair of tan pantyhose and was wearing a cute pair of slipper mules. "Janine," I started, "You look..." Before I could get any further Janine whirled around and let out a gasp. Only, it wasn't Janine who gasped. I stood there uncomprehending looking at this person in front of me. It looked like Janine, only it wasn't. It wasn't until I heard the voice did things click into place. "Oh my god, Dad!" my son Craig replied. We froze facing each other. I glanced up and down my 'son' and couldn't believe it. He was even wearing make-up. A cursory glance at his crotch revealed that he was also aroused. Quite frankly, I was too shocked for a reaction. I finally found my tongue, "What on earth are you doing!?" I exclaimed. My tone wasn't harsh, but carried all my disbelief. "Oh my god, you're not supposed to be home!" my son responded. "The server is down so we were sent home early. So, um well, this is a bit awkward, to say the least. Well, I, er, um, do you want to talk about, this?" "Well, uh, I'm so sorry dad. I um, uh, I was just..." he trailed off, I could see that he was getting really upset. He tried covering himself as best he could with the gossamer fabrics that he was wearing. I was distracted by a shocking thought as to me it seemed cute. My god, that was my son! I rationalized that it was because dressed like that he looked so much like his mother. "Here," I motioned to the bed. "Why don't you have a seat." Craig walked over the bed, and I couldn't help but notice he did so without the slightest bit of teetering. Hmm, so this wasn't his fist time in heels. He sat down and crossed his legs in a very feminine way, became self-conscious, uncrossed them and placed both feet on the ground, his pantyhosed thighs tightly pressed together. I walked over and sat down near him. Cripes, I could smell that he'd put on his mom's perfume. My favorite one to boot, the one she used when we had sex. "How long has this been going on?" I started softly breaking from the thoughts creeping into my head. Craig looked at me with his eyes that had eyeliner, shadow and mascara. I could see that he was on the verge of tears. "A year or so." He said in a barely audible whisper. "Oh Craig," was all I could say. Tears welled up in Craig's eyes and he said "I'm sorry. You're disappointed in me, aren't you?" "There, there," I said, standing up getting some tissues, sitting back down next to Craig, placing my arm around him and giving him the tissues. "I'm not at all disappointed in you, but you have to let me be surprised and a bit uncomfortable." Craig crossed his pantyhosed legs and I noticed for the first time that he even went so far as to shave his legs. The slipper on his foot dangled seductively of his pantyhosed toes, which he'd painted as well. Unbidden, the thought that my son has a gorgeous set of gams crossed my mind. Despite the present situation, I felt a familiar stirring in my groin. I guess I'll stop here for a second and admit that I've a total pantyhose fetish, and have had one since I can remember. In the past few years, I'd been exploring it more and more. Unfortunately, my wife Janine really had no interest in pantyhose, calling them a bane. I even told her how sexy they were and how they really turned me on. It didn't sway her at all, so only rarely did I ever get to see her in them. To ease my desires, I'd taken up wearing pantyhose myself. They felt so good and since Janine had very few pairs, I ended up getting my own stash. The Internet helped allowing me to connect with others of similar interest. I was really shocked by how many other guys were into this. It had been my plan to take this early day and use it for some pantyhose fun. Finding my son in a pair certainly made for an incredible discovery. "Listen," I said after composing myself a bit. "It's alright." I wasn't prepared to tell my own son, yet, that only was alright, I thought it was great. I could just imagine it, yep, you're dad also love to indulge in sexy pantyhose. I was too scared, though. "Really," he said sniffling. "Yeah." "I thought you'd freak out on me." "Well, I have to admit this is not exactly what I would have expected, and I guess it might've been better had I never found out, but I'm know that things are different these days. If it's what makes you happy and really doesn't cause anyone any harm, then I suppose I can learn to accept it." "Oh dad," he said reaching around me and hugging me. "Thanks." I returned his hug, feeling the soft fabrics covering my son, I was ashamed by the fact that I had such a strong sexual response. I could almost forget that he was my son and believe this was my wife. "What about mom?" Craig asked, breaking our embrace. Yeah, what about her? Here my son was doing everything that she never wanted to do. Everything happening was turning my world upside down. "Well," I responded, placing my hand on my son's pantyhosed thigh. Oh, what thrill that was. "That's something for you to decide. I promise not to say anything, though." Oh god, his pantyhosed thigh, oh no, I couldn't! "Thank you so much dad." He responded, once again reaching around to hug me. I returned the hug, my hands caressing up and down his back. "There there, it's gonna be alright." But in mind it wasn't, I felt flushed and dizzy, the feelings coursing through me threatened to make me shake. Reluctantly, I broke our embrace. Scared of what may happen if we had continued. "Well," I said trying to get my mind off these intense thoughts. "At least someone got some use out of that outfit." I continued indicating the outfit my son was in. "Well, I thought it was one of the prettiest that mom has." Craig said. I chuckled, responding. "Well, you know I picked that out for her." "Really, well you've got great taste." We laughed, the mood lightened considerably. Well, this certainly was the last conversation I ever expected to have with my son. My daughter, but my son? "Say, are those your pantyhose?" During the pause in our conversation my attention had been drawn down to my son's incredibly sexy nyloned legs and feet. "I don't remember your mom having that kind." "Well, sorta," he replied. "I found these in the laundry room in back with your tools." Oh my, I thought with a lurch. If that's true, then he's actually wearing my pantyhose because that's where I kept them. "The certainly fit better than mom's, though I wonder how they got there." "Don't look at me," I responded. Oh my, oh my, because they're your dad's I bought them to fit, I could've said. I looked down at my son's legs, arousal washed through my body at the though of my son in my pantyhose, my pantyhose. No, no, this can't be happening! Inadvertently, my son had started bobbing his crossed leg, causing the sexy slipper to sway alluringly on his pantyhosed foot. I gulped nervously, and drug my eyes back up to my son's pretty painted face. My heart beat like a jackhammer in my chest. Despite all my wishes to the contrary, I felt my cock growing to full hardness in my pants. "Dad," Craig asked after a pause placing his hand on my thigh, "I know you said everything about this is alright, but you are sure acting as if it bothers you." "Ah, no," I said with a dry mouth. "Everything's fine, just kinda getting used to the idea." It was a lie, I wasn't fine, I felt lusts and stirrings that I shouldn't be having. I saw Craig's prettified eyes scan down my face, and then chest. No, no, I thought he'll see, I'll be humiliated. Down his gaze went, until I knew for sure he was looking at my tented trousers. Immediately, Craig looked up at me with an inscrutable expression. My face was beet red with embarrassment. He moved his hand up and caressed my hardness through my trousers. "For me?" he whispered. I closed my eyes, sinking into the emotional tide overwhelming me, and nodded my head. I gasped as I felt Craig's hand tighten around my hardness. "Oh dad," he said. "Craig, I'm so sorry, I can't help it." I responded dejectedly. "Oh daddy, it's alright, it's ok." Craig responded placing a kiss on my cheek with his red lipsticked lips. I opened my yes and saw Craig's bright eyes staring into mine. "Oh my darling Craig," I whispered and pressed my lips against the lipstick creamed lips of my sissified son. We kissed tentatively, soon our lips parted and our tongues grazed against each other as I took my girlie-boy into my arms, sighing. Craig broke the kiss after a bit and held my face in his hands. "Craig, I don't know what to say," I said, tears welling into my eyes at the shame I was committing. But the emotions inside me were so strong, I had no will of my own. "Shh, you don't have to say anything dad, it's alright. I want this to happen." Craig responded. Leaning forward my sissy-boy kissed the tears from my face. Craig got up from the bed and slid down to the floor in front of me. I was gasping and trembling with lust. First my sissy-boy undid my shoes, removed them, taking my socks off next. Then he got up on his knees. Reaching forward he undid my belt and loosened my trousers. I just sat there, unable to move, afraid of continuing, but desperate to do so. Grabbing the waist band Craig tugged down my pants, I was finally able to move and lifted my bottom up to allow my girlie-boy to slid down and remove my pants. My cock was tenting my underwear. Craig wrapped his hand around the tented fabric causing a sharp intake of breath from me. He looked up at me expectantly with his pretty eyes. I surrendered completely to my desires, nodding to him, whispering "Yes." Craig's hands went to the waist band of my underwear and he worked them down my hip, again I lifted up and deftly he tugged them off. My cock was now staining tall, as hard as I could ever remember it being. My girlie-boy placed his palms on my thighs and stared at his daddy's cock. I could see precome start to glisten at the tip. He leaned forward, moistening his painted lips. Everything seemed to be happening in slow motion. With one had he grasped the base of my cock. Oh my, his flesh against mine! Opening his mouth, I saw his tongue snake out. Deftly he dabbed at the tip of my cock, gently removing the precome gathering there. I moaned at the touch. "Oh sweetie, oh my, yes," I was completely lost in my lust at this point. My sissy son then opened his mouth wider and took the head of his daddy's cock into his mouth. I sighed at the sensation of my turgid meat slipping between his painted lips and into his hot mouth. Oh the sensation was exquisite, especially when he started to work his tongue along the underside of my cock. "Oh darling, you're making your daddy feel so good." I encouraged. My darling sissy son needed no encouragement as he began to suck his daddy's cock in earnest. He grasped my balls with one hand and started tugging and massaging them. With his other hand she encircled the base of my cock and stoked it in rhythm with his mouth. I knew that this wasn't the first cock my girlie boy had sucked. I was soon gasping and writhing at the expert job he was doing to me. It wasn't very long at all before I felt the familiar sensation of my impending orgasm. Oh god, I was in heaven. "Oh yes, sweetie, your making daddy feel so good! Oh yes, I'm so close honey, I'm gonna come soon!" I tried to pull my hardness out of my sissy son's mouth, but he only redoubled his efforts sucking me. "Oh honey, I can't hold it anymore." I said as one last warning, realizing that the last taboo of this whole act was going to be crossed. My sissy son was going to suck and drink the come out of his daddy's cock. "Oh yes, oh yes, I'm coming! Take it! Take your daddy's come sweetie!" With one last moan I exploded into my girlie son's mouth. Wave after wave of my orgasm washed over me as I pumped hot seed into his mouth as I collapsed back on the bed. It was more intense than I could ever remember. Every fiber of me was involved in this orgasm. It seemed like it lasted for a very long time. Eventually, I came back to my senses, my son's painted lips were still around my cock and he was gently suckling on it, milking the last remnants of orgasm from me. Finally, I just became too sensitive and had to pull out of his mouth. He reluctantly let it go, lapping her lips to get every trace of daddy's come. I couldn't believe this had happened. Why had I allowed? The answer was between my legs savoring the rich load I'd given up to him. Craig got up from the floor before I could analyze things too much. I was shocked to see that his panties were soaking wet. He looked down and grinned, saying, "I couldn't hold back either." Then he sat down on my lap, straddling me and pressing the gossamer fabric of his or should I think of it as 'her' 'hose and panties against my naked lap. My god what a sexy sight, not even his mom was capable of this kind of sexuality.