My Neighbor's Naughty Fetish

I heard that a new neighbor had moved in next door but I had been so busy with work that I hadn't had a chance to meet him yet. I got let out a little early today so I decided today would be the day that I would finally welcome him to the neighborhood. I decided not to change out of my work clothes and to just head over the way I was. I was ready for some hot steamy tranny phone sex.I had on a tight black skirt that hit mid-thigh, sheer black thigh highs, a pair of sexy leather boots, and a deep blue shirt that I had unbuttoned just low enough that you could see the top of my tits peeking over the top. I baked some of my famous chocolate chip cookies and walked across the yard to knock on his door. I could hear music and I could see lights on inside but he never came to the door. I knocked one last time and was just getting ready to turn around and head back home when he finally opened the door. He was wearing a long white bathrobe that went all the way to the ground and he looked a little out of breath. I'm sorry I guess I caught you at a bad time. I just wanted to drop these cookies off for you and welcome you to the neighborhood. No, it's fine that was very sweet of you, please come in. He stepped back and I walked in and sat down on the sofa. Would you like a glass of lemonade? Sure, that sounds great thanks. As he was walking back toward me with my drink I could hear a strange clinking sound on the tile floor. What was that? Do you have some kind of shoes or something on under that bathrobe? He blushed a little and showed me the sexy boots he had on, they had a four inch heel and looked like a pair of boots that I had in my closet. I started running through the possibilities in my mind as we started to chat. I could feel his eyes traveling up and down my body as he looked at my long legs as I crossed them and my short skirt rode up on my thighs. I had a very low cut top on and I knew he was staring down the front of my shirt. He reached past me to grab my glass when his bathrobe suddenly fell open. I could not believe what I was seeing. He had on a pair of sheer black thigh highs with lacy tops, a black garter belt, a sexy pair of red satin panties and a red corset. He's such a big strong looking man that I would have never guessed it. Wow I had no idea. Oh umm you weren't supposed to see that. Do you dress up often? Well, as often as I can when no one is around. He stood up and took the robe off so I could get a good look. He even turned around so I could get a good view of his ass in those pretty red panties. Very sexy. Mmm you're pretty damn sexy yourself lady. He reached over and started running his hands over the front of my tits while I moaned in his ear. I could feel my nipples getting rock hard and he quickly ripped my top off so he could get a good look at them. Then I felt his hands reaching behind me to unzip my skirt and tug it off. I could feel how hard his cock was pressing against my thigh throgh those panties and his hands were squeezing my ass. He started to yank my panties down. Wait, don't do that please. Why not darlin? I can tell you want me just as much as I want you. But, there's something you don't know that you need to before this goes any further. I know all I need to know now hush. He slid my panties off and his mouth dropped open when he saw my hard throbbing cock pop out and bounce in the air. You have a dick? This just keeps getting better and better. Really? You don't mind? Look at how I'm dressed did you really think I would mind? That's true you do have a point there. He got down on his knees in his slutty lingerie and leather boots and starting sucking my dick without another word. I grabbed the back of his head and started slamming my cock in and out of his mouth. I watched his eyes water while he deepthroated me and choked. I was throbbing in his mouth, already oozing pre-cum thinking about how his ass would feel wrapped around me. He got my dick nice and sloppy wet and then I pushed him down on the couch. Get on all fours for me I want that ass. He stuck his ass up in the air and started wiggling it for me. I came up behind him and yanked those sexy red panties to the side. Then I spread his ass cheeks open nice and wide and started slowly pushing my cock inside of that tight little puckered ass hole. He moaned as the head of my dick slid past his tight hole. He started pushing back against me while I thrust the rest of my cock deep inside of him. My smooth full balls slapping against his ass while I plunged my cock in and out of his ass faster and harder, my tits bouncing up and down and my long hair sliding across his back. That ass feels so fucking good wrapped around my cock. Mmm give it to me baby. I wanna feel you cum deep inside of me. He turned and watched over his shoulder while I fucked him deeper and deeper and my dick started to swell and get even harder inside of him. Then I grabbed his hips and slammed my cock all the way against the back of his ass until I exploded. I filled his ass to the top with my hot thick creamy cum until my balls were completely drained. I was definitely going to have to make sure to stop by and visit my hot new neighbor more often!!! If you're ready for some incredible shemale phone sex then give me a call at 1-877-903-tran and ask for Shawna.

It was the reharsal for my wedding and all of the members of my wedding party were there as well as a few friends. I was wearing a true southern belle gown with a long ruffled skirt and big puffy sleeves with bows on it. My hair was teased and full, piled up on top of my head and I was wearing my extreme push up bra that pushed my perky tits up and over the neckline of my sumptuous gown. My best friend decided at the last minute that we should make it a double wedding and I was so excited. She was out of town so I had picked her dress up for her from the seamstress. The only problem was that we needed to find someone that was about the same size as her so that I could try the wedding dress on them and see if it would fit her properly or not. So I ducked my head out into the main room and scanned the crowd to see who might work. My eyes landed on a very straight looking man that was dressed in a dark suit. He looked like he was about the same height and build as her, so I motioned to him and he made his way closer to see what I needed. I was wondering, do you think you could help me out with something, I asked him? Sure, he said as he came into the back room and I closed the door behind us. What do you need help with? Well I said, my friend has decided to do a double wedding with us and I picked up her dress but I need someone to try it on for me. You see, she's out of town for work and by the time she gets back in town it will be too close to the wedding day for any alterations to be done. So, I really need to find someone that is close to her size to try it on. That way if anything else needs to be done on it there will be time to get it fixed and ready for when she comes back. Ok I'm following you so far but I still don't see where I fit into all of this. Well...I was kinda hoping that you could try the dress on for me. You're about the right size and I can't find anyone else. Me? You want me to try on her wedding dress? But I'm a man! I can't put on women's clothes. I know but I am really in a bind here and I really really need your help...please? Well ok I suppose I could try it on for you real quick since it is only the two of us here no one else has to know. He reluctantly stripped out of his suit and started to slowly tug the big poofy wedding gown over his head and down his body. He turned bright red as he smoothed it into place and looked down at himself. I leaned over my shoulder and said hey girls how does this look? Four of my friends stepped out of the back room and came to look as his eyes got huge and he tried to cover him self and hide. You didn't tell me there was anyone else here. I thought it was just us. Well, they are friends with her too and I need to get their opinion on how the dress fits. Well, ok then. We had him turn around for us so we could get a nice view as we checked him out all dressed up in that big frilly wedding dress. You know girls, I said to my friends, now that we've got him all dressed up, we need to finish turning him into a bitch. Make him get down on his knees. Two of my friends pushed him down until he was kneeling in front of me and the other two lifted up my long ruffled dress to my waist. What are you girls doing to me? Leave me alone I don't wanna be anyone's bitch. I was just trying to help you out. Well it's too late I said as I slowly tugged my panties to the side and revealed my long hard straining cock as it popped out at him. What the fuck? You're a man? Well not exactly I giggled I'm a tranny girl. See I may have a long hard cock but I have real tits too in case you hadn't noticed. Oh I noticed alright, it's kinda hard to miss them with the way they're popping out of your dress like that. Now I want you to open your mouth nice and wide and suck my cock like a good little obedient bitch for me. No way he protested I am not going to do that and you can't make me. Oh really I said, well my four friends here also happen to be tranny's and there is no way you are going to be able to overpower the five of us. As he was protesting one of my friends grabbed the back of his head and shoved his open mouth down over my cock as my long dress crinkled and rustled all around him. He was too shocked to do much more than moan and the humming around my cock felt really good as he tried to back away but couldn't. The hand on the back of his head pushing him down was too strong and he couldn't back up. I looked down and saw that his cock must have been pretty hard because it was pushing up against the front of the dress and throbbing against it. Mmm it looks like you enjoy being a little faggot cock sucker sissy bitch for me. Look how hard your cock is. I lifted up the hem of his dress and I could see the precum oozing out onto his underwear as he started sliding his warm mouth up and down my shaft teasing my cock with his tongue. It felt so good that I grabbed the back of his hair and started fucking his face hard and deep feeling my cock start to swell as a big load of cum started to build inside of my balls. He started to moan loader around my cock as he could feel that I was getting ready to explode. Then with one large deep thrust into the back of his throat, hot cum started pumping out of me and right into his mouth. I came so hard that I could hear him swallowing really fast to try to keep up with it all. I felt him shudder around my cock and I looked down to see him cumming hard inside of his underwear without anyone even touching his cock. Apparantly there had been a sissy cock sucking bitch hiding inside of him all this time just waiting for the chance to cum out and play....

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Co-Worker Gets More Than He Bargained For

One of the guys that I work with kept flirting with me and asking me out on a date. I don't think he had any clue that I was a tranny and I didn't need any drama in the workplace, so I ignored his flirting. One day I finally got sick of his advances and agreed to let him join me for dinner at my house. I decided that he needed to be taught a lesson. I told him what time to pick me up and when he came to the door I could see his eyes widen with pleasure. I had on a short black leather skirt with a slit up the thigh, a slinky red low-cut top that showed off my hard nipples and perky tits, and a pair of black stiletto heels with fishnet thigh highs. I told him to make himself comfortable on the couch while I fixed a couple of drinks for us at the bar. I came over and sat down very close to him as he took the drink from my hand. His eyes were glued to my thighs as I slowly crossed one over the other and leaned toward him to talk. I could see the liquor starting to take effect on him as he became a little bolder and slowly lifted a hand to start trailing it up and down my bare thigh sensuously. Suddenly, the mickey I had slipped into his drink took effect and his eyes rolled into the back of his head as he slumped over on the couch. He's out girls I yelled toward my back bedroom. Three of my sexy tranny friends made their way to the front room giggling as they helped me get him to the bedroom. We laid him out on the bed spreadeagled as I tightly secured his hands and feet to the bed posts. Then we just sat back and waited for him to wake up. He looked like he was coming out of a deep fog as his eyes started to dart around nervously. He couldn't figure out where he was and he noticed almost immediately that he couldn't move his hands or feet much at all and that he was completely naked. Shawna what's going on? Me and my friends are about to teach you a lesson for staring at me and hitting on me for so long. You know what they say be careful what you ask for cause you just might get it. You and your friends? he stuttered as his eyes started to sweep the room. He noticed my friends and his eyes started to widen. Then his eyes settled back on me as he noticed me sliding my panties down my legs and stepping out of them. Then as I lifted my skirt over my waist his eyes settled on my crotch where my long hardening cock was in plain view. What the hell Shawna? But, but, but I thought you were a girl. You're a tranny? I am a girl silly, look at these big luscious titties I said as I gave them a squeeze. I just happen to be a girl with a dick. I could see that against his will his cock was starting to harden as he shifted uncomfortably. My friends started to come closer as they all stepped out of their panties and lifted their skirts over their waists to expose their big hard cocks too. What the fuck, you're all trannies? What are you going to do to me he asked as I stepped right up to his face and crammed my cock down his unsuspecting throat. He tried to push it out of his mouth as he moaned low in his throat, but it sounded more like a moan of surrender and being turned on then one of protest. I shoved my cock so far down his throat that he started to gag but I could feel him trying to relax his throat muscles to take me even deeper as I started to fuck his face with long hard strokes. I stepped back and let my friends take a turn at raping his mouth as his cock got harder and harder. Soon, it was sticking straight up and throbbing in the air. I could see the pre-cum starting to bead on the tip of his cock and I knew that it was safe to release his hands and legs now. There was obviously no danger of him running, he was apparantly enjoying himself. As I released him he lay there our willing captive as he waited to see what we had in store for him next. I roughly flipped him over onto his stomach and ordered him to stick his ass out like a good little bitch. He propped himself up on all fours and stuck his little virgin ass up in the air like a good little cock whore. I climbed up on the bed behind him and started teasing his tight little asshole with my long hard cock. He started moaning and pushing back into me, eager to feel my cock stretching him open. I thrust my hips forward and buried my cock deep in his ass with one long hard thrust. He let out a sound that was half yell, half moan as I started pumping my cock in and out of his ass faster and harder as my friends climbed up on the bed next to him. One of them shoved her cock in his mouth while he wrapped each hand around a hard cock. What a cock whore he was turning out to be for such an innocent looking straight boy. He was pleasuring four cocks at once and I could see the pre-cum oozing out of his cock. I could feel my dick starting to swell and a big load of cum was building up inside of my balls. He started begging me around a big mouth full of dick to cum deep inside of him and fill his ass as the first cock exploded down his throat. I started pounding his ass faster and faster until my long hard cock started shooting deep inside of his tight little ass. The other two cocks started cumming all over his hands at the same time and that was enough to send him right over the edge. He started moaning and his hips started jerking as he came all over himself and the bed, and no one had even touched his cock. Mmm I guess our little "straight boy" had been secretly craving cock all along......If you have a wild shemale phonesex fantasy that you are longing to explore then give me a call at 1-877-903-8726 and ask for Shawna. Come chat with me in our live sex chatroom and together we will bring your deepest fantasies to life.