Sexual Blackmail...
Transitioning can be scary and fraught with a lot of concerns and worries, especially if you go stealth like I did after my facial feminization surgery or FFS. Now when I say stealth, I mean as much as possible. For me, I spent two semesters at the local community college while I started hormones and had electrolysis and laser hair removal. I started in the fall and by the time the spring semester had ended, my beard was pretty much gone, I was sporting pieced ears and had to wear a sweatshirt or hoodie to hide my budding breasts. I was pushing some serious B cup, almost C’s by that time and it was pretty hard to keep them a secret. That and wearing a hoodie on an 80-degree spring day sucked. During the summer between my 2nd semester and returning in the fall for my 3rd semester, I had FFS and returned for the 3rd semester as Kelly. I returned to college rocking a set of tits to die for while packing my ass into my size 6 skintight Levi’s jeans – SURPRISE!! Needless to say, my classmates knew what happened but were pretty cool with it for the most part. That and some of the new classes that I was taking, people who hadn’t had me in class before were kind of clueless to the whole transition thing and that suited me just fine.
Now, also that fall, I found a 3rd shift job at a warehouse. Part of my duties were inventory control, quality control and driving a forklift as needed. When I was hired, I was hired as Kelly, not the person that I used to be. It was a busy place with lots of temporary help, but I got it with the understanding that this would eventually lead to a technical job in the front office. I was constantly checking to make sure that my seven-inch cock was tucked tightly in my panties and tight jeans but I did wear some tight fitting shirts and low cut tops because I was damn proud of the boobies that I was sporting. This did lead to my first taste of catcalls and occasionally getting my ass grabbed but hey, this is what I had wanted my whole life, so I rolled with it.
Most of this “harassment” happened when I worked with the forklift guys, and I was told by my trans friends to expect this so I wasn’t overly shocked when this happened. One of the guys who seemed to enjoy teasing me the most was a cute guy named Billy. Teasing aside, he was a really nice guy, kind of cute, and was always ready to help me out if I needed a battery changed or had trouble finding something in this giant warehouse. He smelled of weed once and a while and I jokingly called him out on that several times. His reply was always to offer to smoke some with me on next break, but I politely turned him down. I smoked enough of that in high school, I sure as hell didn’t want to get high and hop on a forklift! With that said, I thought nothing more of our banter and, truthfully, never had a hook up with another guy while at work though there were quite a few I fantasized about over the years.
In late early November of that year, something changed between us. It started after last break when I was leaving the breakroom with some of the other warehouse girls. Billy motioned me aside and said, “You know Kelly, I have a niece who goes to the same community college as you and I think you might not be who you claim to be. We should maybe talk about this sometime after work.” When he said that, my heart sank! I was outed or at least I thought I was. All sorts of thoughts raced through my head! Would I be fired if they found out? No, because I had legally changed my name and gender, so I wasn’t lying on my application. Would I be made fun of? Would my chance of promotion and being permanently hired be down the drain? A thousand thoughts swirled through my head as I went back out into the warehouse. After a while, Billy drove up in his forklift, saw that I was freaked out and said, “Hey Kelly, not to worry, I just want to talk to you, that’s all.” And he drove off.
The next day, after lunch, Billy stopped me in one of the warehouse aisles and said, “Hey, after work, can you meet me by my car so we can talk? I’m parked way in the back, in the left-hand corner.” I really had no choice in the matter, so I told him, sure, not a problem. After work, I hopped into my car and cruised to the back part of the giant lot and saw Billy waving me down. I parked my car and hopped into the passenger seat. Billy started out by saying, “Hey, my niece told me about a cute guy that was in one of her classes and how he left for the summer and came back as a cute girl. Said she now went by the name of Kelly and was pretty smart and a nice person. She has shoulder length hair with highlights and looked really sexy in her tight jeans. She said that she had gotten a job at a warehouse and was driving a forklift there. Does that sound like anyone you know Kelly?” I gulped and said, “Umm… Maybe.” “Ok, that’s cool, so it IS you?” With my heart pounding in my chest, I said, “Yes, that’s me Billy.” “Wow, when she said that you returned a cute girl, she wasn’t kidding! I never thought you were a guy until my niece told me that story!” “So are you going to tell everyone in the warehouse that I used to be a guy Billy?” “Ahh, hell no Kelly, that’s not the kind of person I am!” Billy replied. “I was just wondering if we could get together sometime, just you and me, and you can tell me how this girl stuff all happened, that’s all.”
Ahh… Now it finally dawned on me what he wanted! Part of me was damn mad and the other part of me knew I was screwed, maybe literally AND figuratively! He was blackmailing me into sex to keep his mouth shut or he might tell the whole warehouse who I used to be! What the hell was I going to do? I liked this job and the people I worked with. The possibility of full time employment making some serious IT cash was just around the corner or so my boss told me. Damn! Do I give that all up or… agree to “Get together” with Billy? That and it’s not like I wasn’t sexually active; I’ve hooked up with a few of my trans friends, even met a chick who liked tranny cock and had some awesome tranny on tranny sex. One of my trans friends had a boyfriend and we did a crazy threesome one weekend that left me sore for days. That and I just had texted the first guy I ever had sex with before I transitioned and he was interested in hooking up with me again but this? Yes, part of it was the whole work thing and fooling around with people you work with. I had done that with several woman in the past and I was lucky that it didn’t turn into a big soap opera. I had seen that happen with several men and women that I worked with, and it wasn’t pretty. But a BIG part of it was being sexually blackmailed!
I was trapped, and Billy knew it. I had no choice but to say yes. “Sure Billy, why not? When did you want to get together?” “Kelly, how about next Monday night? We aren’t working, you could meet me here at the parking lot and follow me back to my place. “Sounds like a plan Billy.” I replied. Billy then put his hand on my thigh and gently rubbed it. “Kelly, I know that you are looking for fulltime work here, so I don’t want to do anything to jeopardize that. Believe me when I say that.” “I believe you Billy,” as I patted his hand. I got out of his car and walked back to my car, again pissed at what just happened but again realizing that I had no way out of this mess. As I drove home, a little part of me started thinking, maybe it won’t be so bad, Billy does seem like a nice guy. I also felt a little excitement stirring in my panties, so I shoved my hand down my crotch and rubbed my cock a little. That seemed to just make things worse and on top of that I needed to stop for gas. I stopped at the gas station, filled up my tank and headed for the lady’s room. Once inside, I unzipped my jeans and pulled my semi hard tucked cock out from my silky panties, adjusted it so it just sat in my panties like any typical guy, zipped up my jeans, pulled my hoodie down to cover my crotch and walked back to my car. The whole rest of the car ride home, I kept rubbing my cock through my jeans and silky panties, thinking about what just happened and thinking about what MIGHT happen Monday night, somehow now strangely excited. I pulled into my garage just as I shot a giant load of cum into my panties and jeans, not caring about the mess I just made. I leaned back into my car seat, unzipped my jeans and stroked my still throbbing cock, scooping up some of my cum and rubbing it on my lips and tongue. “My God Kelly, what have you gotten yourself into!”
The rest of the week went by uneventful, and Billy must have been off because I didn’t see him again until our Saturday shift. I was in some obscure part of the warehouse doing inventory when Billy pulled up in his forklift. He parked it just so it blocked our view from the rest of the warehouse and hopped off. I was bending over, looking into the contents of some dusty boxes when he walked up and put his hand on my ass. I was startled at first but didn’t move as he slowly started rubbing ass. “Are we still on for Monday night Kelly girl?” I stood up and faced him, replying “Sure thing Billy!” His hand moved from ass and now to my crotch, rubbing me there. I grabbed his hand, held it to my crotch for a second or two, gave him a wink and told him how busy I was. He took the hint and hopped back on his forklift. I stood there, feeling myself getting hard and trying to get back to work. Next time I hit the ladies’ room, I untucked my cock to pee, and I was soaked with precum. “Damn Kelly, you are going to get yourself in trouble yet girl!” I thought.
Monday evening roles around and I am trying to talk myself out of doing this. I can just text Billy and claim that I’m not feeling well or some shit. But he might take that as me blowing him off and then what? The whole warehouse would know about the tranny working there. Screw it, I hop in the shower, soap myself up, paying special attention to my boobies and semihard cock, trim what little pubic hair I have left – I had the majority of that lasered off including my balls and yes, that smarts when a laser goes down there! I put on a matching silky royal blue bra and panty set, a new tight pair of Levi’s and a low-cut top. If you are going to succumb to sexual blackmail, you might as well look good while doing it I always say, ok, not really but whatever. I texted a friend of mine with some details of where I’m going and what time I should get home, hop in my car and head to work. Once In the parking lot, I spot Billy’s car, he hops out and waves for me to follow him. I wave back and start following him. Again, I am nervous big time because I’ve never been in a situation like this before. Twenty minutes later, we pulled up in front of an apartment complex. I parked my car, and Billy walks over and gently takes my hand. As we are walking to the front of the apartment, He asks me what I am wearing. “Jeans, a top and a winter coat,” I reply. “No Kelly, what are you wear underneath that?” I was a little taken back by that but the way the night was going, what the hell. “A silky royal blue bra and panty set Billy, why?” ”Silky panties?” Billy asked. “Yes, silky panties Billy, that’s the only kind I wear. Just then, he opens the door to the apartment complex for me and there’s an elderly neighbor lady just leaving. She and Billy make some small talk, she looks and me and then smiles at Billy. I’m pretty sure she knew what was going on, she probably knew what I was in for, but I am past the point of caring now.
We get to his apartment, he opens the door, takes my coat, hangs it in the closet and motions me to the breakfast bar in the kitchen. I grab a stool, and Joesph says the bar is open. “What can I get you Kelly girl? A glass of wine? Beer? Mixed drink?” I discount the mixed drink right off the bat, Billy’s a nice guy but why take a chance of waking up naked in a meat locker in Seattle? “A glass of white wine if you have that please?” “Sure, thing Kelly girl.” Billy pulls out a cold bottle of chardonnay from the refrigerator and pours me a BIG glass. “I’m going to have a beer with a vodka chaser, if you don’t mind Kelly girl. Do you want a vodka shooter too?” At this point, I figured why not. I’m probably not going anywhere other than the bedroom so what the hell. Down the hatch! “So why did you want to know what I was wearing underneath my jeans and shirt Billy?” “Just curious, that’s all.” “You want another shot Kelly?” “Sure, why not Billy.” We do another shot and then he walks from behind the breakfast bar and stands in front of me. He spreads my legs, leans down and cups my chin in his hand and kisses me, a deep, wet kiss, the kind that really excites me. After I catch my breath I said, “I guess you don’t want to know about this whole transition thing, do you?” “No Kelly girl I don’t.” He leans in and kisses me again, his hand slowly rubbing my girl cock between my legs.
As we keep kissing, I can feel my girl cock getting harder and harder which is really, REALLY uncomfortable when you have your girl cock tucked in your panties. At the same time, I am rubbing his crotch, feeling his dick getting harder and harder too. By this time, I could careless why we are doing this, this is happening and I am enjoying it! Finally, I am like, “Billy, we have to hold on a second here, I have to move something around before I burst!” He looked at me like what are you talking about? “Just give me a second.” As I stood up, kicked off my shoes, unzipped my jeans, kicked them off and pulled my throbbing cock from between my legs. Just like in the gas station, I let my semi hard girl cock free in my panties. As I did that, I pulled my top off and threw that on the floor too. I stood there in my royal blue bra and panty set, rubbing my cock through my silky panties, “See, I wasn’t lying Billy,” I said. With that, Billy reached out and started rubbing my titties, grabbing and twisting my hard nipples through my silky bra and kissing me gently on my lips and neck. The girly hormones that I was on made my breast and nipples way more sensitive than they had ever been before in my life, the more he twisted on my nipples, the hornier and harder I got. I was running one of my hands through his sexy brown hair, the other around his waist as I pulled him closer to me, rubbing my silky clad crotch against his. He grabbed my hand and pulled me to the couch. Once on the couch, he slid my bra up over my titties and started sucking and biting my rock-hard nipples, his hand rubbing my girl cock through my silky panties, driving me wild!
His slid hand in my panties, grabbing my rock hard cock and stroking it with his soft hand. He kissed his way down my stomach and slipped my cock into his mouth, sucking it like a man possessed as I ran my fingers through his gorgeous brown hair. I grabbed a handful of that hair and pulled his faced deeper onto my cock as he slipped my panties down until they caught under my balls. He started licking and kissing my balls, gently sliding his hand further down my panties and rubbing my tranny cunt. By this time, I had one leg on his shoulder, trying to slide further to the edge of the couch to give him easier access to my ass. Finally, he stopped sucking my cock long enough to start kissing me again. He was sucking my tongue and my lips while I was reaching in his pants and stroking his rock-hard cock. His shirt came off, then his pants and then it was my turn to pull his cock out of his boxers and stuff it in MY mouth. His cock was gorgeous, a little longer than mine, maybe about eight inches and dripping precum which I eagerly lick up. I slid off the couch and onto my knees, placing my hands on his thighs as I tried to deep throat him. I was getting closer, and I wasn’t giving up, constantly spitting on it to give it more lube. Billy was helping by grabbing my head by my ponytail and jamming my face deeper and deeper onto his cock. “Damn Kelly girl, you can really suck some cock, can’t you baby?” “Oh Billy, if you only knew baby, if you only knew.” I mumbled on the rare occasion he let me up for air.
Billy finally gave me a break from fucking my face and pulled me back up onto the couch. We started deep wet kissing again, this time Billy grabbing my titties and pulling on my hard nipples while I rubbed our cocks together. We stopped for a minute and looked at our cocks as I rubbed them together. His eight-inch tan cock stood out in contrast to my white seven inch girl cock but felt awesome as I kept frotting them together. Though my girl cock was shorter his was defiantly way thicker too, probably the reason why I had some difficulty deep throating him, but I was up for the challenge! He pushed me back on the couch and we started kissing again, our cocks rubbing against each other as I lifted my legs and spread them, being the little submissive whore that I am. Slowly he started nibbling on my ears and neck, constantly tugging and pulling on nipples, pushing me closer to shooting my girl cum. He worked his way down my chest and started sucking my cock again, pulling my panties off as he started working one of his fingers into my eager ass. I thought for a second about picking out my royal blue bra and panty set, only to have them thrown unceremoniously on the floor but I realized that it was the prize inside of that sexy panties and bra that mattered now. He moved from my cock to licking and sucking my balls, pushing my ass up higher as his tongue finally found that sweet spot on my ass. He rimmed me for what felt like forever, his tongue trying to push deeper and deeper into my asshole.
Billy slid me off the couch and onto my back on the floor, me lifting and spreading my legs in anticipation of what was to come next. He moved his waist to the side of my face as I took his cock back into my mouth, slobbering and spitting on it to lube it up as much as possible. He moved back in between my legs, grabbing them by the back of my knees and he pushed my ass higher into the air. “Kelly girl, you know you want this baby, you KNOW you want this!” “Yes Billy, YES baby, YES!”. He leaned down, spit on my asshole and slowly started shoving his big, beautiful cock in the tranny hole. “How does that feel baby?” “Oh God Billy, it hurts but keep going baby!” I moaned. “How is that now sweetie?” “Oh Billy, keep going baby, fuck me!” “There, you took it all baby!” And with that, Billy slowly started fucking my eager hole. It DID hurt at first but slowly the pain was replaced with the pleasure of his gorgeous cock sliding in at out of my tight hole with his balls slapping my ass. As he started to really fuck me, I felt myself loosen up, pushing back on his thrust, trying to take more and more of his cock deeper into my ass. Billy leaned down and started kissing me hard, turning me on even more IF that was possible. By now, I had wrapped my legs around his waist as he pounded me harder and harder! I reached for my rock-hard cock, stroking it, wanting to cum. “That’s it baby, stroke that tranny cock! Stroke that tranny cock and cum like that little tranny whore that you are!” God, I had never had a cock that big in my ass before and I kept wanting more and more of it!!!
“Oh God, Billy, I’m cumming baby, I’m going to shoot my tranny cum baby!! “Cum for me Kelly girl, cum for me baby! Shoot that tranny cum all over those tranny titties baby!!! By now, I’m just about seeing stars as I shoot the biggest load of my life! All over my chest, on my throat and on my chin! I am shaking now as Billy keeps on pounding my ass, harder and harder. “I’m going to cum baby! I’m going to cum deep in your tranny ass Kelly girl!” “Oh God yes, Billy, cum in my ass baby, CUM IN MY ASS!” I felt Billy start to tense up, and then I felt his back arche around my legs, I pushed my ass deeper onto his big cock as I felt his load shoot deep into my ass! I felt spasm after spasm, load after load of cum filling my ass! “That’s it baby, keep filling my ass with your cum baby!” I repeatedly moaned. Billy kept his big cock in my ass until it started to get soft, and then I felt him pop out of my tranny hole. We laid there for about twenty minutes, Billy playing with my cum, rubbing it on my nipples and scooping some of it into my eager mouth. “God Kelly girl, that was a good fuck baby!” “Well Billy, my body thanks you and my tranny hole thanks you even more baby!”
We gently kissed and cuddled for a while on the floor, thinking how this guy had blackmailed me into sex. I asked him, “Billy, have you blackmailed other trannies into having sex with you?” “Nope Kelly girl, you are my first AND my first tranny sweetie but not my first cock.” “Well. I don’t know whether to feel honored or pissed,” I replied. “I don’t think you were feeling either of those as I fucked you, Kelly.” “You are such a bastard Billy!” I said and I gave his balls a good squeeze. We both laughed and I said, “Hey baby, I have to pee.” “Do what you gotta do Kelly girl!” As I stood up. I felt some of Billy’s cum leak out of my ass and down my thigh. I turned to him and showed him what had happened, and he laughed again. I then reached between my thighs, scooped up his cum with my fingers and stuck them into my mouth. “Damn Kelly girl, you sure are a tranny whore baby!” “I’ll take that as a compliment sweetie,” I replied with a wink. I went into the bathroom and closed the door. I looked in the mirror and saw some of my dried cum on my chin and thought, “Kelly girl, I don’t know why you were so worried. After the fucking you’ve just had I could careless if Billy tells the whole world that I’m a tranny whore. That and the night is still young girlfriend!”
Just as I sat down to pee, Billy walks into the bathroom holding that big, beautiful dick of his and says, “Kelly girl, I have to pee too!” I didn’t quite understand what he meant by that until he took his cock and started rubbing it against my lips. Then it dawned on me… Up until this point in my life, I had never done anything like that before. I had heard about golden showers; I had seen a few porn flicks about it and I even thought about it a couple of times but I had never ACTUALLY done it. Then again, I had never been blackmailed into sex until tonight so why not give this a try too? I opened my mouth, and took the head of his cock into it a bit before I felt his stream of pee start to fill my mouth. “That’s it Kelly girl, take that pee in your mouth baby!” Billy moaned. My mouth quickly filled up and Billy paused for a bit, “Swallow that all down baby!” I LOVED the taste of cum including mine, but this was different. It wasn’t bad and I found myself starting to get hard again as I gulped down his pee. I opened my mouth wide to show Billy that I had swallowed his golden liquid, “That’s a good girl, now here’s some more baby.” He blasted some more into my mouth, and I swallowed as much as I could. It started running down my chin and onto my titties where I found myself rubbing his golden liquid all over them. His pee then ran down my stomach and onto my semi hard cock. I was really getting turned on by this as he keep on peeing more and more. He flipped that gorgeous cock of his and squirted me in my face and in my hair. I keep rubbing his golden juice on my titties and stroking my pee soaked cock until it was rock hard again. “That’s it Kelly girl, stroke that tranny cock baby and keep drinking my pee sweetie!” Ever the good girl, I did as I was told and was disappointed when he ran out of pee. Just to be sure, I jammed his cock into my mouth and sucked every drop out of it.
“Did Kelly girl enjoy her golden shower?” Billy asked. “Oh my God Billy, I’d never done anything like that before and it was such a turn on baby!” “I can tell by that hard tranny cock of yours that you liked it!” I looked down and I was stroking my still wet cock without even realizing it. Billy leaned down and kissed my wet face and started stroking my cock as well. “Hey Billy, are you into receiving as well as giving?” I asked. That depends, do you have to pee?” “I was about pee when you rudely jammed your cock into my mouth and started to pee on ME baby!” “Ok, lets move into the shower then my tranny whore.” “Stop trying to flatter me sweetie!” I said as Billy grabbed my hand and led my still wet body into the shower. Billy got onto his knees and started sucking my still hard cock, then started licking and kissing my tranny balls and eventually started shoving two of his fingers in my tranny hole. Needless to say, I was getting extremely turned on by this. Every tranny’s dream is to have a guy on his knees, sucking their tranny cocks. This was not creating the right environment for piss play; this was turning into cum play and normally I’m fine with that but I really wanted to pee! I got Billy on the right track again and with a little concentration, I let a stream loose into his open mouth. He signaled for me to stop, motioned me to lean down and he kissed me with a mouthful of my own pee! I’ve cum kissed plenty of times but this was something, again, totally new and it supper turned me on! I straighten up and FINALLY really began to pee, blasting Billy in his face and hair, because, hey, turnabout is fairly play! I finally let out my last stream of pee and Billy got up, kissed me again with a mouthful of pee and we rubbed our wet bodies and cocks together. Again, I found myself frotting with Billy, looking at my white cock rub against his beautiful big tan cock.
As we continued to kiss, I whispered into his ear, “Billy, I have yet to get a giant load of your cum in my mouth baby.” “We’ll just have to do something about that, wont we?” he replied as he grabbed me by the hand and lead me into his bedroom. “Are you ready to have your face fucked sweetie?” “Oh Billy, you know it baby, especially if there’s a prize at the end of it!” Being the gentleman that he is, he put a pillow on the floor for me as I got on my knees. Just to be sure, I tightened up my ponytail so Billy would have a good handle to hold onto and went to town on that beautiful cock of his. As I did this, he went over to his dresser, pulled open a drawer and grabbed a camera from it and put it on the nightstand I started out slowly at first, kissing and licking his big shaft and licking the precum from his cock head, still tasting our pee from our piss play. Ever since I sucked my first cock back in my early thirties, this has ALWAYS been such on turn on for me and I don’t know why. Maybe it has to do with wanted to be a submissive woman since I was a teenager, maybe because this was something I always felt real women did but man, I loved it! With my hands on his thighs, I slowly started taking his cock into my mouth, taking more and more of it deeper into my throat. Billy was gently rocking his hips back and forth as I moved my hands to his sexy ass and pulled him as deep into my mouth as possible, gagging a bit but not giving up on trying to take it all. I kept at it, my spit dripping down my chin, onto my titties and onto my hard girly cock. By now, Billy had a tight hold of my ponytail, fucking my mouth without mercy, occasionally letting me grab a breath of air.
Billy pulled me off of his cock again, started slapping my face his rock-hard cock and then told me to open my mouth and then spit in it, quickly shoving my face back onto his cock. He did this several more times, spitting more and more into my mouth and onto my face, each time I asked for more. Billy had complete control of my head using my ponytail and I loved it! More of his spit and mine dripped from my mouth, onto my tits and my cock as he continued fucked my face. I started rubbing that spit all over my titties, twisting and tugging on my already sore nipples. My cock was covered with our spit now and I used that as a lube to keeping stroking my tranny cock, pulling on that harder and harder. I could feel Billy tensing up, his thighs starting to quiver as he pulled harder and harder on my ponytail, jamming me deeper and deeper onto his cock. “I’m cumming Kelly girl, I’m cumming baby!” Billy moaned loudly. Just as he said that he pulled his cock from my throat and ordered me to open my mouth. Since this was the prize that I eagerly was waiting for, I quickly complied. “That’s it my tranny whore, open your mouth baby, open your mouth! I’m cumming, Kelly girl!” Just as he said that thick globes of his tasty cum shot into my mouth! He kept stroking his cock and dumping load after load of cum in my mouth as I felt t his thighs shudder and his knees buckle. “Hold it Kelly girl, don’t swallow it.” As he grabbed for his camera. He turned the camera on, slid his cock along the side of my face as he took pictures of my cum filled mouth. “That’s it baby, show me that cum in your mouth. Swirl it around with your tongue baby, that’s it! Now swallow it baby, showing me that empty mouth baby!”
I proudly showed him my empty mouth as he took a few more pictures. “That’s it Kelly girl, now lean back and show me your titties baby. Now show me that tranny cock Kelly, show me that tranny cock!” Billy ordered. “That’s it Kelly girl, stroke that tranny cock, stoke it!” “Billy, Billy, I’m getting ready to cum to baby! Let me cum in your mouth Billy, please, PLEASE BABY!” I moaned. I didn’t know how he’d respond to my pleas, but he quickly pulled me up and he slid down on his knees this time. He took my cock in his mouth and started sucking on it, this time me grabbing his hair and pulling his face onto my dick. I was so close to cumming that it only took a couple of thrust into his mouth before I shot my load of girl cum. I didn’t even pull out of Billy’s mouth; I just blew my load as he was still sucking me. “Oh God Billy, OH GOD, that feels so GOOD!” I moaned loudly. Billy didn’t quite let me completely finish cumming as he pulled my tranny cock from his mouth and pulled me down onto the bedroom floor with him. He put his hand behind my neck and positioned his face about a foot over mine as he slowly drooled my cum from his mouth into mine, purposely dripping some onto my cheek and chin. He then leaned down, kissed me hard and passionately while rubbing my cock and milking the last of my cum out of it, as we swirled our cum covered tongues around in each other’s mouths.
After he cleaned that last of my cum off of my face, I repositioned myself on the floor with him, laying my head on his chest as we cuddled. I was gently tugging on his cock when he asked, “So Kelly girl, what do you think of blackmail sex?” “Well, after tonight, I hope you keep blackmailing me baby. This doesn’t mean you still aren’t an asshole for doing it though!” I replied as I gave his cock a good hard squeeze. “True,” he said. “But that doesn’t mean that you still aren’t a tranny whore either.” “True to that baby,” was my reply as he slapped me on my ass. We lay there for a little while longer, enjoying each other’s embrace, when Billy got up and left the room. I got up and laid on his bed, wondering how I ended up here but realized that that journey had started in grade school, when I first slipped on a pair of my sisters’ silky panties and got that boner. Billy came back into the bedroom, holding two empty glasses and handed me one saying, “Kelly baby, I have to pee again and this time I am washing your hair!” I groaned as I got off the bed but this time, I grabbed his hand and pulled him into the bathroom and into the shower. I dutifully got down on my knees and placed the glass between my titties as instructed and Billy proceed to blast me in my mouth, face and hair with his golden juice. Whatever I couldn’t swallow, quickly filled the glass, all of this while I was sucking his bug beautiful tan cock again. Billy instructed me to put my pee filled glass on the sink and changed positioned with me. After Billy had filled me with three big glasses of wine earlier, I was ready to unleash a steam of pee on him and he was eagerly waiting for it. I blasted him in the face, and he was swallowing as much as he could, the rest going into his glass. His hair was soaked in my pee as I pulled it while he was sucking on my tranny cock.
When I finished, Billy stood up, took a sip of my pee from his glass and gave me a wet and wild pee kiss again. I grabbed my glass of his pee and did the same thing, tasting our pee in each other’s mouths and our bodies. We each poured pee onto our cocks and stroked them, both of us getting rock hard again. Billy ordered me to drink up the rest of my pee from his glass and I did it, swallowing my own pee was turning me on. I put the empty glass on the sink, and he grabbed me by the arm and pulled me out of the shower. This startled me but as he barked at me, “Come on tranny whore, I am fucking you again bitch!” I understood what was needed from me and followed willingly. Instead of dragging me to the bedroom, Billy dragged me into the kitchen, pulled a barstool over and told me to bend over. Always ready to please, I did as I was told. Billy kneeled behind me and started spreading my ass checks, smacking me on the ass until I could feel the sting of his palm on both of them. He was licking my ass, pulling on my hard tranny cock and rimming me. I could feel his tongue poking into my hole, Billy mumbling, “I can taste my cum in your tranny ass Kelly girl!” He spread my ass cheeks further, opening my hole and dumping some of his pee from the glass into it and then licking me even more. He spit into my ass several times, stood up, and started rubbing his rock-hard cock between my ass cheeks and again my asshole, teasing me and driving me crazy in anticipation. He stopped for a second and I felt him pour the last of his pee onto my ass and over his cock and then without warning, he jammed it into my tranny hole. He then grabbed my pee soaked hair and pulled it hard, “Kelly, do you like getting pissed fucked baby?” “Oh God yes, Billy, YES! Piss fuck me harder Billy!” I groaned. I could feel his cock pounding inside of me, his balls slapping into my balls and the tip of my cock that was bent back on the vinyl of the barstool. I reached behind me and grabbed for his thighs, trying to pull him futher into me, groaning, “Jesus, yes Billy, YES! Fuck me deeper baby, fuck me deeper!!” Billy was pulling my hair even harder now, riding me like a filly in a rodeo, slamming into my ass. I reached over and pulled the other barstool, hoping to support my body from these repeated blows to by ass. My rock-hard nipples came into contact with e cool vinyl and the more Billy fucked me, the more they rubbed on the vinyl, finally sending me over the top and shooting my load of girl cum all over the vinyl of the other barstool!!
Billy continued to crash into my ass as I shot load after load of my girl cum. Even as I continued to cum, I was trying to pull Billy deeper into my ass, my twitching cock sliding around in my own cum. Billy started to thrust even faster and the I felt him shot his load deep into my ass. He pulled out of me completely and then rammed his cumming cock back into my ass, again feeling his cum shooting even deeper into me. Finally, he let go of my hair and slumped over the top of me on the barstools, mumbling, “Oh my God Kelly, oh my God!” “I’m right there with you baby!!” Billy stood up, his still semi hard cock sliding out of my ass. I still was to shell shocked to stand up so I grabbed Billy hand and guided his crotch over to my face and stuck his still pulsating cock into my mouth, gently sucking on it and he shot a final round of his sperm into my mouth. Finally, I slowly stood up, Billy reaching over and hugging me in the kitchen. As we embraced, Billy reached behind me and grabbed my hair again, pulling my head back and slowly, gently, deeply kissing me. I could feel our semi hard cum covered cocks rubbing against each other and I lingered in his strong arms as we slowly continued to kiss. “Kelly girl lets go to bed baby,” and he grabbed me by my hand as we walked to the bedroom. Halfway down the hall, I stopped and said, “Oops baby, I’m leaking again,” and I reached down one of my thighs, scooped up Billy’s cum with my fingers and stuck them in my mouth. “Jesus Kelly,” Billy said as he looked at me with a smile. “What, can I help it if I don’t want any of this to go to waste baby?” “Get over here my tranny whore and let’s go to bed…”
I woke up the next morning to the sound of my phone ringing and Billys arms wrapped tightly around me. I fumbled for my phone as I realized that I could feel Billy’s morning wood rubbing against my tender ass. “Hmm… that feels good.” I thought as I looked at my phone and saw that it was Susan calling. Billy stirred awake as I answered my phone, “Hey Susan, what’s up?” I asked. “Listen Kelly, you were supposed to texted me last night and let me know if you were ok when you got home!” she said. “Umm… Susan, I never made it home.” At this point, Billy kissed me on the back of my neck and got up, that beautiful piss hardon of his bouncing around as he left the bedroom. “Are you ok, Kelly? You’re not in the hospital, are you?” “No Susan, I’m not in the hospital, I’m fine. A little sore in a few areas but I think I’m fine.” Just then Billy came back in the bedroom with two glasses of juice and that big beautiful hard on of his. As he was standing there, I pulled the covers down and showed him my tranny piss hardon, “See, I have one too baby.” I said to him. “Have one too what Kelly?” Susan said over the phone. Billy smiled and handed me a glass of juice and then crawled back in bed with me, grabbing my piss hardon and gently stroking it. “Oh, nothing Susan. And yes, I’m fine, things went a little better than I thought last night, and I never made it home.” “What do you mean Kelly?” Susan asked. “Susan, I ended up spending the night with him!” “Kelly, you little tranny whore you!” “Jeez Susan, I’ve been hearing that a lot lately! I replied. “Heard what Kelly?” “Hey, Susan, I’m going to put you on speaker phone and say what you just called me again,” I asked. “Kelly, I said that you’ve been acting like a tranny whore lately.” Susan said. “Hi Susan, this is Billy and you’re right, Kelly HAS been acting like a tranny whore, especially all of last night!” “Oh, shut up Billy!” I replied as I threw a pillow at him. “Who is this?” Susan asked. “Susan, this is Billy. Kelly and I got together last night, and she wasn’t ACTING like a tranny whore, she WAS a tranny whore last night!” “Sounds like her!” Susan said. “Hey Susan, I thought we were friends? Is that how you talk about friends Susan?” Jeez, I have one threesome with you and your boyfriend and now I’m labeled for life!” “Kelly, you know it’s true girlfriend!” “Susan, I have to go,” I replied. “Billy has a hard on, er, I mean a hard pressing issue I need to take care of so I’ll call you later tonight. Bye Susan.” “Take care of Billy’s hard on Kelly!” “Bye Susan!” and I hung up.
“A threesome Kelly?” Billy asked. “Yup, Billy a threesome baby.” “Ya know, this sexual blackmail might take longer than I thought Kelly.” “I figured you say that after you heard that.” I replied. “Hey baby, I have to pee again sweetie.” So do I Kelly girl, race you to the shower?” “You’re on baby!”
Now, also that fall, I found a 3rd shift job at a warehouse. Part of my duties were inventory control, quality control and driving a forklift as needed. When I was hired, I was hired as Kelly, not the person that I used to be. It was a busy place with lots of temporary help, but I got it with the understanding that this would eventually lead to a technical job in the front office. I was constantly checking to make sure that my seven-inch cock was tucked tightly in my panties and tight jeans but I did wear some tight fitting shirts and low cut tops because I was damn proud of the boobies that I was sporting. This did lead to my first taste of catcalls and occasionally getting my ass grabbed but hey, this is what I had wanted my whole life, so I rolled with it.
Most of this “harassment” happened when I worked with the forklift guys, and I was told by my trans friends to expect this so I wasn’t overly shocked when this happened. One of the guys who seemed to enjoy teasing me the most was a cute guy named Billy. Teasing aside, he was a really nice guy, kind of cute, and was always ready to help me out if I needed a battery changed or had trouble finding something in this giant warehouse. He smelled of weed once and a while and I jokingly called him out on that several times. His reply was always to offer to smoke some with me on next break, but I politely turned him down. I smoked enough of that in high school, I sure as hell didn’t want to get high and hop on a forklift! With that said, I thought nothing more of our banter and, truthfully, never had a hook up with another guy while at work though there were quite a few I fantasized about over the years.
In late early November of that year, something changed between us. It started after last break when I was leaving the breakroom with some of the other warehouse girls. Billy motioned me aside and said, “You know Kelly, I have a niece who goes to the same community college as you and I think you might not be who you claim to be. We should maybe talk about this sometime after work.” When he said that, my heart sank! I was outed or at least I thought I was. All sorts of thoughts raced through my head! Would I be fired if they found out? No, because I had legally changed my name and gender, so I wasn’t lying on my application. Would I be made fun of? Would my chance of promotion and being permanently hired be down the drain? A thousand thoughts swirled through my head as I went back out into the warehouse. After a while, Billy drove up in his forklift, saw that I was freaked out and said, “Hey Kelly, not to worry, I just want to talk to you, that’s all.” And he drove off.
The next day, after lunch, Billy stopped me in one of the warehouse aisles and said, “Hey, after work, can you meet me by my car so we can talk? I’m parked way in the back, in the left-hand corner.” I really had no choice in the matter, so I told him, sure, not a problem. After work, I hopped into my car and cruised to the back part of the giant lot and saw Billy waving me down. I parked my car and hopped into the passenger seat. Billy started out by saying, “Hey, my niece told me about a cute guy that was in one of her classes and how he left for the summer and came back as a cute girl. Said she now went by the name of Kelly and was pretty smart and a nice person. She has shoulder length hair with highlights and looked really sexy in her tight jeans. She said that she had gotten a job at a warehouse and was driving a forklift there. Does that sound like anyone you know Kelly?” I gulped and said, “Umm… Maybe.” “Ok, that’s cool, so it IS you?” With my heart pounding in my chest, I said, “Yes, that’s me Billy.” “Wow, when she said that you returned a cute girl, she wasn’t kidding! I never thought you were a guy until my niece told me that story!” “So are you going to tell everyone in the warehouse that I used to be a guy Billy?” “Ahh, hell no Kelly, that’s not the kind of person I am!” Billy replied. “I was just wondering if we could get together sometime, just you and me, and you can tell me how this girl stuff all happened, that’s all.”
Ahh… Now it finally dawned on me what he wanted! Part of me was damn mad and the other part of me knew I was screwed, maybe literally AND figuratively! He was blackmailing me into sex to keep his mouth shut or he might tell the whole warehouse who I used to be! What the hell was I going to do? I liked this job and the people I worked with. The possibility of full time employment making some serious IT cash was just around the corner or so my boss told me. Damn! Do I give that all up or… agree to “Get together” with Billy? That and it’s not like I wasn’t sexually active; I’ve hooked up with a few of my trans friends, even met a chick who liked tranny cock and had some awesome tranny on tranny sex. One of my trans friends had a boyfriend and we did a crazy threesome one weekend that left me sore for days. That and I just had texted the first guy I ever had sex with before I transitioned and he was interested in hooking up with me again but this? Yes, part of it was the whole work thing and fooling around with people you work with. I had done that with several woman in the past and I was lucky that it didn’t turn into a big soap opera. I had seen that happen with several men and women that I worked with, and it wasn’t pretty. But a BIG part of it was being sexually blackmailed!
I was trapped, and Billy knew it. I had no choice but to say yes. “Sure Billy, why not? When did you want to get together?” “Kelly, how about next Monday night? We aren’t working, you could meet me here at the parking lot and follow me back to my place. “Sounds like a plan Billy.” I replied. Billy then put his hand on my thigh and gently rubbed it. “Kelly, I know that you are looking for fulltime work here, so I don’t want to do anything to jeopardize that. Believe me when I say that.” “I believe you Billy,” as I patted his hand. I got out of his car and walked back to my car, again pissed at what just happened but again realizing that I had no way out of this mess. As I drove home, a little part of me started thinking, maybe it won’t be so bad, Billy does seem like a nice guy. I also felt a little excitement stirring in my panties, so I shoved my hand down my crotch and rubbed my cock a little. That seemed to just make things worse and on top of that I needed to stop for gas. I stopped at the gas station, filled up my tank and headed for the lady’s room. Once inside, I unzipped my jeans and pulled my semi hard tucked cock out from my silky panties, adjusted it so it just sat in my panties like any typical guy, zipped up my jeans, pulled my hoodie down to cover my crotch and walked back to my car. The whole rest of the car ride home, I kept rubbing my cock through my jeans and silky panties, thinking about what just happened and thinking about what MIGHT happen Monday night, somehow now strangely excited. I pulled into my garage just as I shot a giant load of cum into my panties and jeans, not caring about the mess I just made. I leaned back into my car seat, unzipped my jeans and stroked my still throbbing cock, scooping up some of my cum and rubbing it on my lips and tongue. “My God Kelly, what have you gotten yourself into!”
The rest of the week went by uneventful, and Billy must have been off because I didn’t see him again until our Saturday shift. I was in some obscure part of the warehouse doing inventory when Billy pulled up in his forklift. He parked it just so it blocked our view from the rest of the warehouse and hopped off. I was bending over, looking into the contents of some dusty boxes when he walked up and put his hand on my ass. I was startled at first but didn’t move as he slowly started rubbing ass. “Are we still on for Monday night Kelly girl?” I stood up and faced him, replying “Sure thing Billy!” His hand moved from ass and now to my crotch, rubbing me there. I grabbed his hand, held it to my crotch for a second or two, gave him a wink and told him how busy I was. He took the hint and hopped back on his forklift. I stood there, feeling myself getting hard and trying to get back to work. Next time I hit the ladies’ room, I untucked my cock to pee, and I was soaked with precum. “Damn Kelly, you are going to get yourself in trouble yet girl!” I thought.
Monday evening roles around and I am trying to talk myself out of doing this. I can just text Billy and claim that I’m not feeling well or some shit. But he might take that as me blowing him off and then what? The whole warehouse would know about the tranny working there. Screw it, I hop in the shower, soap myself up, paying special attention to my boobies and semihard cock, trim what little pubic hair I have left – I had the majority of that lasered off including my balls and yes, that smarts when a laser goes down there! I put on a matching silky royal blue bra and panty set, a new tight pair of Levi’s and a low-cut top. If you are going to succumb to sexual blackmail, you might as well look good while doing it I always say, ok, not really but whatever. I texted a friend of mine with some details of where I’m going and what time I should get home, hop in my car and head to work. Once In the parking lot, I spot Billy’s car, he hops out and waves for me to follow him. I wave back and start following him. Again, I am nervous big time because I’ve never been in a situation like this before. Twenty minutes later, we pulled up in front of an apartment complex. I parked my car, and Billy walks over and gently takes my hand. As we are walking to the front of the apartment, He asks me what I am wearing. “Jeans, a top and a winter coat,” I reply. “No Kelly, what are you wear underneath that?” I was a little taken back by that but the way the night was going, what the hell. “A silky royal blue bra and panty set Billy, why?” ”Silky panties?” Billy asked. “Yes, silky panties Billy, that’s the only kind I wear. Just then, he opens the door to the apartment complex for me and there’s an elderly neighbor lady just leaving. She and Billy make some small talk, she looks and me and then smiles at Billy. I’m pretty sure she knew what was going on, she probably knew what I was in for, but I am past the point of caring now.
We get to his apartment, he opens the door, takes my coat, hangs it in the closet and motions me to the breakfast bar in the kitchen. I grab a stool, and Joesph says the bar is open. “What can I get you Kelly girl? A glass of wine? Beer? Mixed drink?” I discount the mixed drink right off the bat, Billy’s a nice guy but why take a chance of waking up naked in a meat locker in Seattle? “A glass of white wine if you have that please?” “Sure, thing Kelly girl.” Billy pulls out a cold bottle of chardonnay from the refrigerator and pours me a BIG glass. “I’m going to have a beer with a vodka chaser, if you don’t mind Kelly girl. Do you want a vodka shooter too?” At this point, I figured why not. I’m probably not going anywhere other than the bedroom so what the hell. Down the hatch! “So why did you want to know what I was wearing underneath my jeans and shirt Billy?” “Just curious, that’s all.” “You want another shot Kelly?” “Sure, why not Billy.” We do another shot and then he walks from behind the breakfast bar and stands in front of me. He spreads my legs, leans down and cups my chin in his hand and kisses me, a deep, wet kiss, the kind that really excites me. After I catch my breath I said, “I guess you don’t want to know about this whole transition thing, do you?” “No Kelly girl I don’t.” He leans in and kisses me again, his hand slowly rubbing my girl cock between my legs.
As we keep kissing, I can feel my girl cock getting harder and harder which is really, REALLY uncomfortable when you have your girl cock tucked in your panties. At the same time, I am rubbing his crotch, feeling his dick getting harder and harder too. By this time, I could careless why we are doing this, this is happening and I am enjoying it! Finally, I am like, “Billy, we have to hold on a second here, I have to move something around before I burst!” He looked at me like what are you talking about? “Just give me a second.” As I stood up, kicked off my shoes, unzipped my jeans, kicked them off and pulled my throbbing cock from between my legs. Just like in the gas station, I let my semi hard girl cock free in my panties. As I did that, I pulled my top off and threw that on the floor too. I stood there in my royal blue bra and panty set, rubbing my cock through my silky panties, “See, I wasn’t lying Billy,” I said. With that, Billy reached out and started rubbing my titties, grabbing and twisting my hard nipples through my silky bra and kissing me gently on my lips and neck. The girly hormones that I was on made my breast and nipples way more sensitive than they had ever been before in my life, the more he twisted on my nipples, the hornier and harder I got. I was running one of my hands through his sexy brown hair, the other around his waist as I pulled him closer to me, rubbing my silky clad crotch against his. He grabbed my hand and pulled me to the couch. Once on the couch, he slid my bra up over my titties and started sucking and biting my rock-hard nipples, his hand rubbing my girl cock through my silky panties, driving me wild!
His slid hand in my panties, grabbing my rock hard cock and stroking it with his soft hand. He kissed his way down my stomach and slipped my cock into his mouth, sucking it like a man possessed as I ran my fingers through his gorgeous brown hair. I grabbed a handful of that hair and pulled his faced deeper onto my cock as he slipped my panties down until they caught under my balls. He started licking and kissing my balls, gently sliding his hand further down my panties and rubbing my tranny cunt. By this time, I had one leg on his shoulder, trying to slide further to the edge of the couch to give him easier access to my ass. Finally, he stopped sucking my cock long enough to start kissing me again. He was sucking my tongue and my lips while I was reaching in his pants and stroking his rock-hard cock. His shirt came off, then his pants and then it was my turn to pull his cock out of his boxers and stuff it in MY mouth. His cock was gorgeous, a little longer than mine, maybe about eight inches and dripping precum which I eagerly lick up. I slid off the couch and onto my knees, placing my hands on his thighs as I tried to deep throat him. I was getting closer, and I wasn’t giving up, constantly spitting on it to give it more lube. Billy was helping by grabbing my head by my ponytail and jamming my face deeper and deeper onto his cock. “Damn Kelly girl, you can really suck some cock, can’t you baby?” “Oh Billy, if you only knew baby, if you only knew.” I mumbled on the rare occasion he let me up for air.
Billy finally gave me a break from fucking my face and pulled me back up onto the couch. We started deep wet kissing again, this time Billy grabbing my titties and pulling on my hard nipples while I rubbed our cocks together. We stopped for a minute and looked at our cocks as I rubbed them together. His eight-inch tan cock stood out in contrast to my white seven inch girl cock but felt awesome as I kept frotting them together. Though my girl cock was shorter his was defiantly way thicker too, probably the reason why I had some difficulty deep throating him, but I was up for the challenge! He pushed me back on the couch and we started kissing again, our cocks rubbing against each other as I lifted my legs and spread them, being the little submissive whore that I am. Slowly he started nibbling on my ears and neck, constantly tugging and pulling on nipples, pushing me closer to shooting my girl cum. He worked his way down my chest and started sucking my cock again, pulling my panties off as he started working one of his fingers into my eager ass. I thought for a second about picking out my royal blue bra and panty set, only to have them thrown unceremoniously on the floor but I realized that it was the prize inside of that sexy panties and bra that mattered now. He moved from my cock to licking and sucking my balls, pushing my ass up higher as his tongue finally found that sweet spot on my ass. He rimmed me for what felt like forever, his tongue trying to push deeper and deeper into my asshole.
Billy slid me off the couch and onto my back on the floor, me lifting and spreading my legs in anticipation of what was to come next. He moved his waist to the side of my face as I took his cock back into my mouth, slobbering and spitting on it to lube it up as much as possible. He moved back in between my legs, grabbing them by the back of my knees and he pushed my ass higher into the air. “Kelly girl, you know you want this baby, you KNOW you want this!” “Yes Billy, YES baby, YES!”. He leaned down, spit on my asshole and slowly started shoving his big, beautiful cock in the tranny hole. “How does that feel baby?” “Oh God Billy, it hurts but keep going baby!” I moaned. “How is that now sweetie?” “Oh Billy, keep going baby, fuck me!” “There, you took it all baby!” And with that, Billy slowly started fucking my eager hole. It DID hurt at first but slowly the pain was replaced with the pleasure of his gorgeous cock sliding in at out of my tight hole with his balls slapping my ass. As he started to really fuck me, I felt myself loosen up, pushing back on his thrust, trying to take more and more of his cock deeper into my ass. Billy leaned down and started kissing me hard, turning me on even more IF that was possible. By now, I had wrapped my legs around his waist as he pounded me harder and harder! I reached for my rock-hard cock, stroking it, wanting to cum. “That’s it baby, stroke that tranny cock! Stroke that tranny cock and cum like that little tranny whore that you are!” God, I had never had a cock that big in my ass before and I kept wanting more and more of it!!!
“Oh God, Billy, I’m cumming baby, I’m going to shoot my tranny cum baby!! “Cum for me Kelly girl, cum for me baby! Shoot that tranny cum all over those tranny titties baby!!! By now, I’m just about seeing stars as I shoot the biggest load of my life! All over my chest, on my throat and on my chin! I am shaking now as Billy keeps on pounding my ass, harder and harder. “I’m going to cum baby! I’m going to cum deep in your tranny ass Kelly girl!” “Oh God yes, Billy, cum in my ass baby, CUM IN MY ASS!” I felt Billy start to tense up, and then I felt his back arche around my legs, I pushed my ass deeper onto his big cock as I felt his load shoot deep into my ass! I felt spasm after spasm, load after load of cum filling my ass! “That’s it baby, keep filling my ass with your cum baby!” I repeatedly moaned. Billy kept his big cock in my ass until it started to get soft, and then I felt him pop out of my tranny hole. We laid there for about twenty minutes, Billy playing with my cum, rubbing it on my nipples and scooping some of it into my eager mouth. “God Kelly girl, that was a good fuck baby!” “Well Billy, my body thanks you and my tranny hole thanks you even more baby!”
We gently kissed and cuddled for a while on the floor, thinking how this guy had blackmailed me into sex. I asked him, “Billy, have you blackmailed other trannies into having sex with you?” “Nope Kelly girl, you are my first AND my first tranny sweetie but not my first cock.” “Well. I don’t know whether to feel honored or pissed,” I replied. “I don’t think you were feeling either of those as I fucked you, Kelly.” “You are such a bastard Billy!” I said and I gave his balls a good squeeze. We both laughed and I said, “Hey baby, I have to pee.” “Do what you gotta do Kelly girl!” As I stood up. I felt some of Billy’s cum leak out of my ass and down my thigh. I turned to him and showed him what had happened, and he laughed again. I then reached between my thighs, scooped up his cum with my fingers and stuck them into my mouth. “Damn Kelly girl, you sure are a tranny whore baby!” “I’ll take that as a compliment sweetie,” I replied with a wink. I went into the bathroom and closed the door. I looked in the mirror and saw some of my dried cum on my chin and thought, “Kelly girl, I don’t know why you were so worried. After the fucking you’ve just had I could careless if Billy tells the whole world that I’m a tranny whore. That and the night is still young girlfriend!”
Just as I sat down to pee, Billy walks into the bathroom holding that big, beautiful dick of his and says, “Kelly girl, I have to pee too!” I didn’t quite understand what he meant by that until he took his cock and started rubbing it against my lips. Then it dawned on me… Up until this point in my life, I had never done anything like that before. I had heard about golden showers; I had seen a few porn flicks about it and I even thought about it a couple of times but I had never ACTUALLY done it. Then again, I had never been blackmailed into sex until tonight so why not give this a try too? I opened my mouth, and took the head of his cock into it a bit before I felt his stream of pee start to fill my mouth. “That’s it Kelly girl, take that pee in your mouth baby!” Billy moaned. My mouth quickly filled up and Billy paused for a bit, “Swallow that all down baby!” I LOVED the taste of cum including mine, but this was different. It wasn’t bad and I found myself starting to get hard again as I gulped down his pee. I opened my mouth wide to show Billy that I had swallowed his golden liquid, “That’s a good girl, now here’s some more baby.” He blasted some more into my mouth, and I swallowed as much as I could. It started running down my chin and onto my titties where I found myself rubbing his golden liquid all over them. His pee then ran down my stomach and onto my semi hard cock. I was really getting turned on by this as he keep on peeing more and more. He flipped that gorgeous cock of his and squirted me in my face and in my hair. I keep rubbing his golden juice on my titties and stroking my pee soaked cock until it was rock hard again. “That’s it Kelly girl, stroke that tranny cock baby and keep drinking my pee sweetie!” Ever the good girl, I did as I was told and was disappointed when he ran out of pee. Just to be sure, I jammed his cock into my mouth and sucked every drop out of it.
“Did Kelly girl enjoy her golden shower?” Billy asked. “Oh my God Billy, I’d never done anything like that before and it was such a turn on baby!” “I can tell by that hard tranny cock of yours that you liked it!” I looked down and I was stroking my still wet cock without even realizing it. Billy leaned down and kissed my wet face and started stroking my cock as well. “Hey Billy, are you into receiving as well as giving?” I asked. That depends, do you have to pee?” “I was about pee when you rudely jammed your cock into my mouth and started to pee on ME baby!” “Ok, lets move into the shower then my tranny whore.” “Stop trying to flatter me sweetie!” I said as Billy grabbed my hand and led my still wet body into the shower. Billy got onto his knees and started sucking my still hard cock, then started licking and kissing my tranny balls and eventually started shoving two of his fingers in my tranny hole. Needless to say, I was getting extremely turned on by this. Every tranny’s dream is to have a guy on his knees, sucking their tranny cocks. This was not creating the right environment for piss play; this was turning into cum play and normally I’m fine with that but I really wanted to pee! I got Billy on the right track again and with a little concentration, I let a stream loose into his open mouth. He signaled for me to stop, motioned me to lean down and he kissed me with a mouthful of my own pee! I’ve cum kissed plenty of times but this was something, again, totally new and it supper turned me on! I straighten up and FINALLY really began to pee, blasting Billy in his face and hair, because, hey, turnabout is fairly play! I finally let out my last stream of pee and Billy got up, kissed me again with a mouthful of pee and we rubbed our wet bodies and cocks together. Again, I found myself frotting with Billy, looking at my white cock rub against his beautiful big tan cock.
As we continued to kiss, I whispered into his ear, “Billy, I have yet to get a giant load of your cum in my mouth baby.” “We’ll just have to do something about that, wont we?” he replied as he grabbed me by the hand and lead me into his bedroom. “Are you ready to have your face fucked sweetie?” “Oh Billy, you know it baby, especially if there’s a prize at the end of it!” Being the gentleman that he is, he put a pillow on the floor for me as I got on my knees. Just to be sure, I tightened up my ponytail so Billy would have a good handle to hold onto and went to town on that beautiful cock of his. As I did this, he went over to his dresser, pulled open a drawer and grabbed a camera from it and put it on the nightstand I started out slowly at first, kissing and licking his big shaft and licking the precum from his cock head, still tasting our pee from our piss play. Ever since I sucked my first cock back in my early thirties, this has ALWAYS been such on turn on for me and I don’t know why. Maybe it has to do with wanted to be a submissive woman since I was a teenager, maybe because this was something I always felt real women did but man, I loved it! With my hands on his thighs, I slowly started taking his cock into my mouth, taking more and more of it deeper into my throat. Billy was gently rocking his hips back and forth as I moved my hands to his sexy ass and pulled him as deep into my mouth as possible, gagging a bit but not giving up on trying to take it all. I kept at it, my spit dripping down my chin, onto my titties and onto my hard girly cock. By now, Billy had a tight hold of my ponytail, fucking my mouth without mercy, occasionally letting me grab a breath of air.
Billy pulled me off of his cock again, started slapping my face his rock-hard cock and then told me to open my mouth and then spit in it, quickly shoving my face back onto his cock. He did this several more times, spitting more and more into my mouth and onto my face, each time I asked for more. Billy had complete control of my head using my ponytail and I loved it! More of his spit and mine dripped from my mouth, onto my tits and my cock as he continued fucked my face. I started rubbing that spit all over my titties, twisting and tugging on my already sore nipples. My cock was covered with our spit now and I used that as a lube to keeping stroking my tranny cock, pulling on that harder and harder. I could feel Billy tensing up, his thighs starting to quiver as he pulled harder and harder on my ponytail, jamming me deeper and deeper onto his cock. “I’m cumming Kelly girl, I’m cumming baby!” Billy moaned loudly. Just as he said that he pulled his cock from my throat and ordered me to open my mouth. Since this was the prize that I eagerly was waiting for, I quickly complied. “That’s it my tranny whore, open your mouth baby, open your mouth! I’m cumming, Kelly girl!” Just as he said that thick globes of his tasty cum shot into my mouth! He kept stroking his cock and dumping load after load of cum in my mouth as I felt t his thighs shudder and his knees buckle. “Hold it Kelly girl, don’t swallow it.” As he grabbed for his camera. He turned the camera on, slid his cock along the side of my face as he took pictures of my cum filled mouth. “That’s it baby, show me that cum in your mouth. Swirl it around with your tongue baby, that’s it! Now swallow it baby, showing me that empty mouth baby!”
I proudly showed him my empty mouth as he took a few more pictures. “That’s it Kelly girl, now lean back and show me your titties baby. Now show me that tranny cock Kelly, show me that tranny cock!” Billy ordered. “That’s it Kelly girl, stroke that tranny cock, stoke it!” “Billy, Billy, I’m getting ready to cum to baby! Let me cum in your mouth Billy, please, PLEASE BABY!” I moaned. I didn’t know how he’d respond to my pleas, but he quickly pulled me up and he slid down on his knees this time. He took my cock in his mouth and started sucking on it, this time me grabbing his hair and pulling his face onto my dick. I was so close to cumming that it only took a couple of thrust into his mouth before I shot my load of girl cum. I didn’t even pull out of Billy’s mouth; I just blew my load as he was still sucking me. “Oh God Billy, OH GOD, that feels so GOOD!” I moaned loudly. Billy didn’t quite let me completely finish cumming as he pulled my tranny cock from his mouth and pulled me down onto the bedroom floor with him. He put his hand behind my neck and positioned his face about a foot over mine as he slowly drooled my cum from his mouth into mine, purposely dripping some onto my cheek and chin. He then leaned down, kissed me hard and passionately while rubbing my cock and milking the last of my cum out of it, as we swirled our cum covered tongues around in each other’s mouths.
After he cleaned that last of my cum off of my face, I repositioned myself on the floor with him, laying my head on his chest as we cuddled. I was gently tugging on his cock when he asked, “So Kelly girl, what do you think of blackmail sex?” “Well, after tonight, I hope you keep blackmailing me baby. This doesn’t mean you still aren’t an asshole for doing it though!” I replied as I gave his cock a good hard squeeze. “True,” he said. “But that doesn’t mean that you still aren’t a tranny whore either.” “True to that baby,” was my reply as he slapped me on my ass. We lay there for a little while longer, enjoying each other’s embrace, when Billy got up and left the room. I got up and laid on his bed, wondering how I ended up here but realized that that journey had started in grade school, when I first slipped on a pair of my sisters’ silky panties and got that boner. Billy came back into the bedroom, holding two empty glasses and handed me one saying, “Kelly baby, I have to pee again and this time I am washing your hair!” I groaned as I got off the bed but this time, I grabbed his hand and pulled him into the bathroom and into the shower. I dutifully got down on my knees and placed the glass between my titties as instructed and Billy proceed to blast me in my mouth, face and hair with his golden juice. Whatever I couldn’t swallow, quickly filled the glass, all of this while I was sucking his bug beautiful tan cock again. Billy instructed me to put my pee filled glass on the sink and changed positioned with me. After Billy had filled me with three big glasses of wine earlier, I was ready to unleash a steam of pee on him and he was eagerly waiting for it. I blasted him in the face, and he was swallowing as much as he could, the rest going into his glass. His hair was soaked in my pee as I pulled it while he was sucking on my tranny cock.
When I finished, Billy stood up, took a sip of my pee from his glass and gave me a wet and wild pee kiss again. I grabbed my glass of his pee and did the same thing, tasting our pee in each other’s mouths and our bodies. We each poured pee onto our cocks and stroked them, both of us getting rock hard again. Billy ordered me to drink up the rest of my pee from his glass and I did it, swallowing my own pee was turning me on. I put the empty glass on the sink, and he grabbed me by the arm and pulled me out of the shower. This startled me but as he barked at me, “Come on tranny whore, I am fucking you again bitch!” I understood what was needed from me and followed willingly. Instead of dragging me to the bedroom, Billy dragged me into the kitchen, pulled a barstool over and told me to bend over. Always ready to please, I did as I was told. Billy kneeled behind me and started spreading my ass checks, smacking me on the ass until I could feel the sting of his palm on both of them. He was licking my ass, pulling on my hard tranny cock and rimming me. I could feel his tongue poking into my hole, Billy mumbling, “I can taste my cum in your tranny ass Kelly girl!” He spread my ass cheeks further, opening my hole and dumping some of his pee from the glass into it and then licking me even more. He spit into my ass several times, stood up, and started rubbing his rock-hard cock between my ass cheeks and again my asshole, teasing me and driving me crazy in anticipation. He stopped for a second and I felt him pour the last of his pee onto my ass and over his cock and then without warning, he jammed it into my tranny hole. He then grabbed my pee soaked hair and pulled it hard, “Kelly, do you like getting pissed fucked baby?” “Oh God yes, Billy, YES! Piss fuck me harder Billy!” I groaned. I could feel his cock pounding inside of me, his balls slapping into my balls and the tip of my cock that was bent back on the vinyl of the barstool. I reached behind me and grabbed for his thighs, trying to pull him futher into me, groaning, “Jesus, yes Billy, YES! Fuck me deeper baby, fuck me deeper!!” Billy was pulling my hair even harder now, riding me like a filly in a rodeo, slamming into my ass. I reached over and pulled the other barstool, hoping to support my body from these repeated blows to by ass. My rock-hard nipples came into contact with e cool vinyl and the more Billy fucked me, the more they rubbed on the vinyl, finally sending me over the top and shooting my load of girl cum all over the vinyl of the other barstool!!
Billy continued to crash into my ass as I shot load after load of my girl cum. Even as I continued to cum, I was trying to pull Billy deeper into my ass, my twitching cock sliding around in my own cum. Billy started to thrust even faster and the I felt him shot his load deep into my ass. He pulled out of me completely and then rammed his cumming cock back into my ass, again feeling his cum shooting even deeper into me. Finally, he let go of my hair and slumped over the top of me on the barstools, mumbling, “Oh my God Kelly, oh my God!” “I’m right there with you baby!!” Billy stood up, his still semi hard cock sliding out of my ass. I still was to shell shocked to stand up so I grabbed Billy hand and guided his crotch over to my face and stuck his still pulsating cock into my mouth, gently sucking on it and he shot a final round of his sperm into my mouth. Finally, I slowly stood up, Billy reaching over and hugging me in the kitchen. As we embraced, Billy reached behind me and grabbed my hair again, pulling my head back and slowly, gently, deeply kissing me. I could feel our semi hard cum covered cocks rubbing against each other and I lingered in his strong arms as we slowly continued to kiss. “Kelly girl lets go to bed baby,” and he grabbed me by my hand as we walked to the bedroom. Halfway down the hall, I stopped and said, “Oops baby, I’m leaking again,” and I reached down one of my thighs, scooped up Billy’s cum with my fingers and stuck them in my mouth. “Jesus Kelly,” Billy said as he looked at me with a smile. “What, can I help it if I don’t want any of this to go to waste baby?” “Get over here my tranny whore and let’s go to bed…”
I woke up the next morning to the sound of my phone ringing and Billys arms wrapped tightly around me. I fumbled for my phone as I realized that I could feel Billy’s morning wood rubbing against my tender ass. “Hmm… that feels good.” I thought as I looked at my phone and saw that it was Susan calling. Billy stirred awake as I answered my phone, “Hey Susan, what’s up?” I asked. “Listen Kelly, you were supposed to texted me last night and let me know if you were ok when you got home!” she said. “Umm… Susan, I never made it home.” At this point, Billy kissed me on the back of my neck and got up, that beautiful piss hardon of his bouncing around as he left the bedroom. “Are you ok, Kelly? You’re not in the hospital, are you?” “No Susan, I’m not in the hospital, I’m fine. A little sore in a few areas but I think I’m fine.” Just then Billy came back in the bedroom with two glasses of juice and that big beautiful hard on of his. As he was standing there, I pulled the covers down and showed him my tranny piss hardon, “See, I have one too baby.” I said to him. “Have one too what Kelly?” Susan said over the phone. Billy smiled and handed me a glass of juice and then crawled back in bed with me, grabbing my piss hardon and gently stroking it. “Oh, nothing Susan. And yes, I’m fine, things went a little better than I thought last night, and I never made it home.” “What do you mean Kelly?” Susan asked. “Susan, I ended up spending the night with him!” “Kelly, you little tranny whore you!” “Jeez Susan, I’ve been hearing that a lot lately! I replied. “Heard what Kelly?” “Hey, Susan, I’m going to put you on speaker phone and say what you just called me again,” I asked. “Kelly, I said that you’ve been acting like a tranny whore lately.” Susan said. “Hi Susan, this is Billy and you’re right, Kelly HAS been acting like a tranny whore, especially all of last night!” “Oh, shut up Billy!” I replied as I threw a pillow at him. “Who is this?” Susan asked. “Susan, this is Billy. Kelly and I got together last night, and she wasn’t ACTING like a tranny whore, she WAS a tranny whore last night!” “Sounds like her!” Susan said. “Hey Susan, I thought we were friends? Is that how you talk about friends Susan?” Jeez, I have one threesome with you and your boyfriend and now I’m labeled for life!” “Kelly, you know it’s true girlfriend!” “Susan, I have to go,” I replied. “Billy has a hard on, er, I mean a hard pressing issue I need to take care of so I’ll call you later tonight. Bye Susan.” “Take care of Billy’s hard on Kelly!” “Bye Susan!” and I hung up.
“A threesome Kelly?” Billy asked. “Yup, Billy a threesome baby.” “Ya know, this sexual blackmail might take longer than I thought Kelly.” “I figured you say that after you heard that.” I replied. “Hey baby, I have to pee again sweetie.” So do I Kelly girl, race you to the shower?” “You’re on baby!”
1 month ago