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Hello Communtiy, English is not first language, so please bare with me if there a any mistakes. The Story is complete fiction. Enjoy it! Sissy Paula and Tom Chapter 1 My Name is Paula and i am 30 year old sissy. In about 1 hour i will hae sex with a guy who i met online. Thats actually nothing special anymore for me. I had several Hook-ups over the last months. But today is different. Tom is poz and he is going to poz me tonight. To be honest, this isnt my first attempt. But i always chickend out and blocked the guys, when it gets serious. But Tom hits me different from the first message on. We chatted 2 or 3 days, when he wanted to meet me. His texting got me so hot, that i agreed to meet him. Tom demanded that i have to sent him my Adress and a naughty video of me to proof that i am really interested within one day or he would block me. Then he logged off. My mind was racing and i was horny as hell. I thought about it, but within 1 hour i sent him my adress and a little video. The next morning i got an answer from Tom. Saturday 10pm. Chapter 2 Today is day. I woke up horny, excited and nervous. After my breakfast i changed into Paula. I wear a blonde wig, a black latex dress, fishnet-stockings and red pumps. My make-up was on point and i fealt very feminine and happy. The day went by in a bliss. Around 8 o'clock i got a message from Tom. It was a picture of my condo and a message. Driving home, changing, then i am going to poz your sissy ass. I shivered as i read it and decided to sent him also a picture.. I sneaked outside on the other site of the street and took a Selfie, so my condo was visible in the background and texted him back. Hey Tom, please hurry up, my sissy ass needs your poz cock. I went inside and waited in anticipation. About 10 o'clock, i heared a car parking. My heart is beating and i thought to myself: Paula, now it is time. No way out, even i if want to. I crossed way to many barriers. And truly i want this to happen tonight. The Bell is ringing. Chapter 3 I buzzed Tom in and heard him on the stairs. I awaited him at the door in a way-to-short minidress and way-to-high FuckMe Pumps. He smiled when he sees me and i my back. I smiled back. „Good evening Tom, you like what you see?“ „Oh my, what a hot looking slut you are, Paula.“ He walked straight in and as soon as the doors closed he groped my ass und kissed me. I never kissed a man to that moment, but his dominant attitude made my legs weak und I enjoyed his kiss. Still in the hallway he pushed me to my knees. „Suck my cock, you little slut!“ Skillfully and greedy i opened his fly and took his cock out and started sucking. He was very horny and it didnt take to long until his cock was rockhard. „Oh yeah, that is so good. Suck my cock and get it hard and wet, so that i can poz your sissy ass. You like that?“ My mouth was full of his cock, so looked him in the eyes, smiled and nodded with my head. Tom had devlish grin on his face. „Stand up my little slut and show me your bedroom.“ I got up and led Tom by his cock in my bedroom. „Kneel on the bed. Ass facing me.“ On the bed he lifted the skirt of my dress. He smacked my ass and balls. „You are so hot, Paula.“ I wiggled my ass in anticipation. With one Grip he ripped my G-String. When he started to lick my asshole i had to moan. He used 3 fingers to prepare and loosen my asshole for him. He leaned over my back and whispered in my ear. „Soon i am going to pump your sissy ass with my toxic cum. You want that?“ I could just moan. „Answer me, slut!“ „Yes“,i panted. „Say it, my little Slut.What do you want? „I want to feel your cock.“ He smacked my ass hard. WHAT DO YOU WANT? „I Want *gasp to feel *gasp your *gasp big *gasp poz cock *gasp in my *gasp neg sissy ass. *gasp“ „Please make my your poz sissy slut.“ „There you go slut. Thats whats going to happen now. Turn around, lay on your back.“ I positioned my self on the edge of the bed. He handed me a bottle of poppers. While i inhaled deeply on the poppers, Tom took off his shirt and i could now see Biohazard-Tattoo on his chest. I took more poppers and watched Tom lubing up his cock. He lifted my legs up to my chest and layed himself on me. I felt his cock probing at my asshole. He started to move and with each trust his poz cock went deeper into my slutty hole. In no time he filled me completly with his cock. I felt no shame, no fear. Just relief and excitement. His Thrust became stronger und he started to fuck me really rough. And with each of his thrust, i moaned heavier like a sissyslut. „Oh fuck. Yes. Please Fuck me. Make me your poz sissyslut. Breed me.“ „Oh Yeah you fucking slut. Now you get what you deserve. I am cumming“ He picked up his pace until he shoot his poz cum deep in my ass. I was breathing heavy and was in my own dizzy world. I still didnt cum and felt hornier then ever knowing i was probably pozzed seconds ago. So i didnt realized that Tom left before i heard the Frontdoor. It was 22.30. My first reaction were tears. I felt used. I layed on my bed for minutes and felt that my ass was leaking the poz cum I touched my ass and licked the cum from my fingers After i overcame the shock the tears gave way to a big grin on my face. I felt free and i want more.
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Several months back I met a man - a trucker - at a nearby truck stop quite on accident. He was coming out of the common area after a meal and I was using hte gasoline pumps for smaller vehicles that was very near the entrance/exit of the building. One thing led to another on that initial encounter and we ended up fucking in his cab. But after that I returned to fuck him several times, including an overnight stay at a nearby motel. We developed quite the rapport - he knew my needs and I knew his. So a few weeks back he began "sending" other truckers my number and telling them if they needed a hot piece of sissy ass to text me and give me about 3 hours notice. It worked out well - I got a few more "regular" truckers now fucking me and he is somewhat of a "big thing" now at the truck stop with the bi-sexual, married, and horny truckers that need a release on the road. Last night he set me up for the first time officially - actually arranging everything with two truckers. The 2nd one, which I won't go into detail about here, I've had before. He's a sexy black trucker and has a specific type of outfit he likes seeing me in and a certain arrangement for the two of us to spend time alone together. It was the first man of the night that I have to share. He was not only new to the truck stop, but also new to my "Pimp Daddy" and new to having me. My "Daddy" set it all up - 7:30pm, exact area to park his trailer and truck, how to leave the passenger door unlocked, that I would give a special "knock" before entering, and all the rest. So 2 hours before I was to leave I went through my usual routine - picking out an outfit, showering, douching, shaving, getting dressed and usually having just enough time to do some more practise on my makeup. So far I've only got my lips how I like them, but today I was working a bit more on base makeup. By the time my 10-minute alarm went off - letting me know I had 10 minutes before I needed to leave home - I decided to leave the base makeup on as it was, a bit light and I could still tell I had some more work to do to get it "just right" so it wasn't too heavy, but heavy enough to conceal. I put on my bright red lipstick and lip liner and made my way to my car and out of the rural area I live towards the truck stop. The heels you see in my photo are the same ones I wore to drive in, as well as the same shade of silken pantyhose - coffee. They didn't keep my legs or feet very warm on the 20-minute drive to the stop, but my discomfort was not on my mind when I picked this outfit. I wanted this "newbie" to enjoy his first time in Napoleon and his first time having me, so I went with a little something more for warmer temps. Besides the CFM heels and coffee-shade pantyhose, I was wearing a black leather-look skirt and jacket set with a warm fuzzy purple sweater under the jacket. In case he wanted to go further I had a matching black silk camisole, black half slip and black lace bra on. This was all hidden by a black wool jacket that was past the knees. For about a month I'd been dressing more provocatively from home and "taking the chance" on not being spotted as a "guy in drag." So far, it'd worked and I'd not been spotted once. I arrived just a bit ahead of schedule, so I parked near to the truck I was described by my "Pimp Daddy" and waited a bit to be sure the foot traffic going in and out was next to none. At a few minutes before "show time" I turned off my car and made my way to the passenger's side door of his cab, rapped on the door in the "knock" I was told to use. I stepped in and was greeted by a rather bear-like trucker, quite handsome actually with a salt-n-pepper beard and moustache - short and well groomed. He grabbed me by the arms and pulled me into his sleeper area, killed the interior cab lights and left a small one on in the sleeper. He began to get his pants off and ordered me to take off clothing, other than my outer coat, slowly. By the time he had his pants off and his cock peeking out from under his boxers, I had my outer coat and jacket off. He grabbed me by the shoulders and pushed me to my knees and ordered me to serve his dick. I knelt before him and greedily began to suck and kiss and worship such a magnificent thick piece of manhood. "Rod" as he wanted to be called just kept a tight grip on my shoulders and my neck, enjoying my sucking and kissing acts upon his hairy beast of a cock. My hands went up his shirt against his abdomen. Like most truckers, it was a bit full, but I was finding this shape to be very pleasing after having had quite a few men like this and enjoying every moment spent being fucked and used by them. Rod was hairier than most though, which really aroused me. Over the years I begun to develop a deep lustful desire for hairy men, at least in the abdomen and chest area. My clear coat nails traced up and down his hair and made my clit rise from its confines under my skirt to make a dramatic bulge that Rod noticed. "Damn sissy you're already hard! What a fucking slut you are! What do I call you?" "I am whatever name my lover wishes me to be," I responded before going back to kissing at his now mighty dick. He was definitely over 7" in length by this moment, probably coming very close to 8 inches. But it was the thickness that had me wondering how my tight pussy was going to respond. So far in the past few months of "trucker fucking" I'd had men that were between 6" and almost 9" in length (Pimp Daddy and the black trucker up next are both nearly 9") but this was by far the thickest man I'd had yet. "Then you're my Trixie. And I can't wait to fuck my Trixie." Another few minutes of sucking and taking every inch of him I could soon turned to him dragging me to my feet and him pulling me down onto his lap to sit on him as he kissed my face, lips and neck and caressed my breasts. He'd already removed my A-cup bra and was enjoying my natural breasts under my sweater. I just moaned and purred as he seduced me. "Oh damn Trixie my wife never got me this hot since before our wedding. Fuck I'm glad Ken set me up with you! I've got to fuck you! Do you need it, Trixie? Do you need my rod?" I kissed and licked him back, "Yes Rod I need you. My pussy aches to be fucked. Take me raw, baby. Take me natural. Let me feel every thick bit of your manhood turn me into your whore." Rod then pushed me off, got up, grabbed onto me and tossed me onto the sleeper on all fours. He spread my legs with force and pushed my leather-look skirt up over my hips and saw his reward - my ass-pussy looking at him under a very small hole in the nylon fabric of my pantyhose. His thick fingers went right in, ripped them open and he began to slap my ass and spit on my hole. I reached my painted nails back and caressed his thick cock, keeping his massive manhood nice and hard so that he'd be ready to plow into me when he had gotten a fill of my pussy. He licked and spit, slapped and spit, then repeated the process over and over as he kept telling me he was so going to fuck me hard. It was at this point he finally caught eye of my clit - nearly as long as his cock, but encased in the same coffee nylon poking through a small hole in the front of my pantyhose. "Oh fuck that's hot! I'm going to make you cum in that nylon, bitch!" I looked back and begged him again, "please fuck me Rod! I need your dick in me!" He didn't hesitate this time. Either I was fully prepped and wet, or he was just going to take me at my word and fuck me hard, raw and didn't care. It seemed it was more the latter, because as his thick head tried to penetrate I was not quite wet enough. He leaned over to a small shelf, grabbed what I assumed was a bottle of lubricant or something. it was cold - very cold! I maned and almost cried out a bit as it shot against my hole. He slapped my ass and pushed the head into me. "Yeah Trixie you're going to be my fucking bitch! I'm going to own that pussy and plant my seed in you, whore!" "Oh baby give it to me. Make me yours. I'm your cum dump. I'm your sissy fuck. I'm just a pussy for your dick!" He grabbed me around the throat, squeezed me tight enough to make me gasp for air, "Yes you are, bitch!" He then released the grip on my throat but grabbed my hair in the back and began his full-on push into my pussy. I moaned his name as he entered me fully and I felt the slap of his balls against my ass. He was in - I was in ecstasy. I felt my clit getting hard again from within its nylon sheath and I felt my eyes rolling into the back of my head as he began to pound like a machine set on high. It was one hard thrust after another - a man on a mission to pound my ass and to get his sperm deep inside me. My walls were pretty sore from his thickness but I was not minding the feel after about 5 minutes of relentless fucking. We barely said a thing to one another - just lots of moans, groans, and a few "oh yesssss" hisses from me as he used me. Then I felt his right hand loosen from my hip onto my clit, where he began to stroke my nylon covered dicklette and make me even harder. I was now moaning even louder. This made Rod want me even more it seemed. His hand just kept stroking my clit and he kept moaning the name he'd given me, "Trixie" over and over and he fucked me. I then reached under, grabbed his hand, pressed it to my breast over my heart and let him finger my nipple. Then both his hands were under my sweater squeezing my tits as we fucked. I began now to moan his name. I felt my cum boiling up in my balls. "Make me cum Rod," I begged him. His thrusts got even harder and within a few pounds I did just that, cumming hard into the coffee nylon over my clit. "You dirty fucking slut! Gawd I am going to fuck you! Yeah Trixie you're my bitch! Take my dick, Trixie my whore!" Rod cried out my name a few more times and then I felt it - his body shuddered. I could not feel the splash of sperm but I could tell from his loud moan it was a big one! I just moaned "Oooohhhhhh yeeesssssssss Rod!" About five minutes of kissing and post-sex enjoyment then saw to me getting dressed and leaving Rod lying there on the sleeper very happy and satisfied. I was off to my next rendezvous of the night just about 20 feet away.
