First Time Out In Char 'S Clothing


Anal, Gay, Transvestite
I have always been fascinated by the cool soft feeling of fair sex's apparel against my skin. Betty was away on a stage business trip for 7 sidereal day and my weekend had started a yoke of hr ago and it was now 4:30 in the afternoon.

I had always had an effeminate look to me, at 6'0"and as thin as a rails even at 26. I was a scrawny fuck and Betty kept saying how fragile I looked. I had bought a red wig to go with the turnout I had picked out for myself when Betty had told me about her misstep 2 months age. I had black 6"heeled thrill, black stocking, a black garter knock and red pantie and red hempen necktie bra laid out on our bed. Next to them were a short black wench and a trivial black pipe top. Man I was standing magniloquent just thinking how I would expect like and palpate.

I took a shower and used some fuzz removing ointment on my fill out trunk except for my head. My legs and arms were satiny smooth along with my ass. In Betty's and my elbow room I put on the panties and bra first slipping some silicone polymer breasts into the bra that I had picked up, so now I was a C cup. I then slipped on the garter belt and then the stockings. Ohhh I just get it on the way they felt against my smooth skin. I tucked my cock away and slither on my skirt then put on my tube top and pulled on and zipped up my articulatio genus high boots. I applied some mascara, some red lip rouge and with the some final spot, I put on my wig. Damn, I was hot and looked like a $ 1000 dollar mark hustler. I was so hot it was hard to preserve my hands off myself.

I was just lying around the house all dressed up when suddenly I a truck pulling into the drive way. I started to panic and cannonball along for the door peeking out of our peek hole. It was only the mail man with a large box. I opened the door slowly and said hello in a sonant voice and the mail man smiled,"Going out tonight !"he said with a wide smile as he looked me over. I smiled back and tool the box and he left. Man I was shaking with fear and hullabaloo ; no one had ever seen my dressed like a womanhood, not even Betty.

When I calmed down I decided to go out for a drink, but I knew that I had to go to the other English of Ithiel Town so none of my neighbor would determine out or see my. I was going to see if I was hot enough to get the bozo all hot and hornlike as they bought me drinks.

At the bar I stopped at several guy wire there turned and watched me walk up to the bar. The bar tender's name was chuck and looked very restrain, at 6"4"with a muscular, toned body, looking like was mid-thirties to forty, and about 220 lbs. He had dark brown skin, brusk black fuzz and a cryptic voice. Some of the guys asked me to dance and buy me drinking, but Chuck seemed to be keeping an eye on me.

I don't know where the time went, but soon I found myself sitting at the bar with chow smiling at me."Everyone's gone home and it only you and I, baby."He said coming from behind the bar. I turned on the bar commode and Chuck reached to trip up me as I got up and wobbled a piffling. One of his paw found my crotch and he jumped back and looked back at me. He just shook his drumhead and walked over to the door and locked it.

'' darn you're hot for a fag ! ”. eats said walking back over to me. He took my hand, smiled widely and gave me a Yankee to keep abreast him as he headed for one of the side door."I live above the bar and I want you to see my place !"chow said pushing my through the threshold and up the stair. I didn't know what to do being caught like this ; I felt kind of ashamed and excited being caught in this predicament. The apartment was modest Sir Thomas More like a directly with the bed off to one side and a table with 2 chairs and a small kitchen, the bath room was the alone room that really was separate from the others.

grub grabbed me by the waste product and pulled me close. He whispered in my ear that at first he was shocked, but after thinking about it, he was really turned on by the way I looked. I looked down at his cock and could tell by the bump in his pants."Don't try to run !"Chuck said in a business firm ton then opened and dropped his pants."Damn"His cock was a monster and had grown to about 11.5 in of rock-and-roll hard night nub with duncish veins. I gasped a nervous gulping and he pushed me to my human knee.

Before another Book was said, I was sucking on his huge cock. I had never thought about being with another man, but I felt my pecker getting worked up. I could only go down about halfway on his tremendous pole before I gagged. chuck placed his hand on the back of my head and started pumping his putz in and out of my lip. Each fourth dimension I went down as far as I could, he would press me a piffling further. I was able to swallow about 8 inch of his fat cock as chuck fucked my lip. I could feel his pressure sensation construction and without warning, he shot his juicy incumbrance straight down the vertebral column of my throat. I was a little surprised at the intensity in which he came and tried to withdraw every last drop. I was hot and wanted more than ; impression inside me that I had never felt were exploding throughout my consistency and mind.

chuck pulled me up and said that he hadn't had a blowjob like that since he was in high school. I thanked him and told him to hold back as I peeled off my halter and skirt. grub kissed me and I could feel his hand pushing aside the scanty as I played with his demon cock. I felt his finger chute in up my ass then he lifted me up with his other arm and placed me on my breadbasket on his bed, so that my virgin ass was in the air waiting for him. I could palpate him lurch his waiting on the bed, then I felt the fleshy tip of his cock prod at my rigorous jam and my mind went racing. Even though he had just loosened my ass with his finger, I felt a burning sensation as he entered me for the first metre and screamed in pain and joy. He slowly worked his way in and then started pounding all 11.5 column inch chunk deep in me. I swear I could taste his cockhead in the back of my throat as I cried out at first gear then moaned and groaned. I felt total, I felt whole and somehow it seemed natural.

My side was buried in the bed, and my custody were outstretched and gripping at the blanket. chow was pounding me with long deliberate separatrix, almost pulling himself out completely, then ramming it back in. IT felt so good to sustain a cock in my ass and I could palpate the air pressure building thick inside myself and in him as his cock seemed to expand more. He started to hit his hot sticky cargo deep into my ass and I started to spurt out a hot steamy lode right into my panties. Chuck rolled off me and smiled at me, then made a question down to his rooster, and I knew what he wanted me to do. So I took his stopcock into my mouth once again and cleaned him off from top to fathom of his ray of light that was still set up. I cleaned both of his balls with my slutty mouthpiece ; he tasted so good, the sweet salty semen.

I looked into his center, and he looked into mine and. I sighed with relief and curled up next to him, with my head on his lap. Smiling I began to work with his dick, waving it around, sucking on the school principal and slapping my own font with its fat long shaft and head."SO you are a slut after all !"eats said as he slapped me on the ass. I decided to establish him some more head and focused on his fat head of, sucking it like a tootsie pop. Chuck moaned in ecstasy.

He was still on his rear when I swung my girlish pelvis over his waist and placed his rooster between my ass buttock. I looked at him seductively and raised my ass so that the tip of his dark monster was right at the entrance to my ass. I asked him what he wanted from his trollop. Chucks response was that he shoved his whole cock trench into my ass. I was in a state of daze ; all I could do was slither down it and rested with his cock in my ass and my balls on his pelvic area. He raised his knees so that I had something to angle back on as he grabbed wait of both my iron boot and propagate my legs apart."Now you're gon na hinge on me like a cowboy rides a bruiser !"He said then gave me a cowboy hat off his bedpost. I put it on and started riding that BIG bull of his. I was bucking my hips and waving the hat in the air keeping one helping hand on his chest for supporting. I was moving up and down and eats pumped like a wild Samson. This continued on for about 10 transactions, me waving the hat around holding onto his chest of drawers while I had his 11.5 column inch cock up my ass.

I could finger him take off to thrust as if they were his shoemaker's last few and knew I was in for a big surprisal, and boy was it a big surprise. chow fired off another hot round of cum up my ass and I was moaning at the top of my lungs. I collapsed onto chow and he held me there feeling the recondite warmth of his body.
The following morning I awoke around 11am with the gustation of cum in my rima oris and my ass a sore as hellhole from the hardcore fucking that happened the night before. I looked around and did not see chow, but I could pick up him. So I got up and looked around finding him on his balcony on the phone. eats grabbed my handwriting and pulled me out onto the balcony with him, I was still cut back only in my red scanty and bra, black-market stockings and garter belt

"Alright, 5 o'clock sounds big, see you then."He said, and then hung up the phone.

"Who was that ?"I asked smiling.

"Just a friend, He will swing by later tonight."He replied.

I shrugged my shoulder joint and thought nothing of it. Chuck had on his boxers and I still had makeup on my grimace from the nighttime before. He dropped his boxers right there on the balcony and his peter was semi-hard. I needed no prompting for what he wanted me to do. I don't know why, but I fell to my knees and engulfed his member in my wet warm mouth. It was like it all can natural to me, I started slowly working my knife over his dark cock and took as much of it into my sass and throat, probably about 8 inches.
Without warning, chow grabbed the back of my capitulum and stuff forward shoving the residuum of his hardening cock down my pharynx. I could sense my throat stretching as his long thick hawkshaw violated my pharynx. He proceeded to fuck my throat slowly ; I gagged a duad of prison term then was able to contain my gagging. I could palpate his pubic hair's-breadth against my nozzle and his balls slapping against my Kuki-Chin. Man it felt incredible and I'm sure it felt better for him since he was moaning.

"Ohhhh ! take all of it you fucking slovenly woman"“ Take my big putz down your slutty throat. Oh you like that don't you ?"chuck grunted out as I took him.

"mmmmmm"was all I could care to say with my oral fissure and throat stuffed.

He pulled his cock out of my hungry back talk. Then told me to lie down on the lawn chair with my ramification over its top so that my head was hanging over the bottom part. I was upside down with my oral cavity at cock point. eats stuffed his cock back into my mouth and rammed it down my throat.
"MMMMMMMMMM"escaped my throat as he did.

"Oh bitch, you're a natural cock sucking whore !"he said to me.

Chuck was fucking my throat and his big balls were slapping against my forehead. I loved the way he used me and made me feel like the loose woman I now knew that I was destined to be. He grabbed my legs and pulled them to him so that I was almost folded in one-half. Then he licked two of his fingers and shoved them into my ass and I let out a muffled moan as he penetrated my man bitch with his thick fingers. I was beginning to gag on his stopcock with his fast thrust, which he must have enjoyed since it made my throat contract. grub pulled his cock out of my sassing and told me to stand up and I did like the goodness slut that I had become. He sat down and told me to pack a seat ; I knew where he wanted me so I straddled him and placed my athirst ass cunt directly over his throbbing cock.

I slowly lowered myself onto his big peter and it was still a miserly fit for him to get his cock into my hungry ass. Even though he had ravaged my ass last night. As his peter's capitulum went in past my sphincter, I let out a picayune squeak of joy. He placed his script on my berm and pushed me down onto his rooster, it felt incredible to be filled by such a monster. I was capable to sit all the way down on his cock and I could feel it hitting my derriere bone.

I slowly began to rise up on his turncock, letting it come almost all the way out before I lowered myself back down. As my ass got more used to his girth, my yard picked up and I was soon bouncing up and down on Chuck's rock candy strong putz. He was just sitting there with his manus on my articulatio coxae, and each time I went down he pushed me down as far as he could. Then he helped raise me up and our motions became fluid. This continued for about ten minutes and I could feel an climax construction in me, as well as chow as he started to moan loudly.

"Oh darn bitch, I'm gon na fill you up, I'm gon na cum"eats moaned.

"Don't spot, don't stop ! Harder, HARDER !"I cried out not caring who might hear.

He began fucking me furiously and I felt his cum start shooting abstruse inside my ass, which sent me over the edge and I began to spud stream after flow of cum onto his stomach and mine. It was the most vivid orgasm I had ever had, and I didn't even have to touch my cock. We slowed down, and I slumped onto him and rested my head on his berm. chuck whispered into my ear,

"I bet you like your married woman could fuck you like this !"

"I wish she could, but she doesn't even know that I like to ware cleaning lady's clothing"“ but then if she did, I wouldn't get to do this with you from now on."I found myself saying.

grub looked into my middle and just smiled. I slowly climbed off of his lap, and I felt his still hard cock pop out of my ass. My bastard was gaping wide-cut as his cum began to dribble out and down my leg. I looked at him and smiled then dropped to my knees and started cleaning his big iniquity cock. After cleaning all his cum from his turncock and balls I said that I should probably go shower. He winked and said that he would be right behind me.

We went and showered together. While in there, I washed his muscular body giving his dick a lot of attending and he played with mine. We made out for a bit, and then got out. By now, it was 3 in the good afternoon. We dried off and he went and got dressed. Chuck put on some black silk boxers and a storage tank top then told me that I should get make.

"Ready for what ?"I asked.

"Just get prepare for a fun night."He said.

Over the adjacent two hours, I prepared myself for Chuck and his night. I went to the bathroom and shaved, put on some mascara, eyeliner, rouge, and red lipstick. I sprayed some perfume onto my silky smooth skin so that I would smack as good as I looked.

I got dressed in the bath room and when I stepped back into the main room it was almost 5:30pm and I stopped in my cut. There sitting with Chuck were three other men. They were talking as I walked in, but immediately stopped when they saw me participate the way. Chuck looked at me and then to the hombre and said.

"well, here she is, as promised. Doesn't she look like such a dirty bawd ?"

The first man, who I later found out was hayrick, gave out a wolf whistle and said"Hell if she doesn't, she is just begging to be fucked."

The other two smiled and stood up. All three of them were in respectable cast. Rick had forgetful black hair and a face fungus and was probably around 6 pes tall and was almost as morose as Chuck. The other two, Chris and Tom were roughly the Sami height and weight. Chris had brown hair's-breadth and a sweet smile, and Tom had blonde haircloth, a muscular build and was definitely the cutest of the three.
Chuck came up succeeding to me and whispered in my ear"I thought you would like to party tonight. These are my closes friends and they want a go at you."He looked me in the eyes and winked. I got a big grinning on my brass, like a kid in a candy store.

Chris, wrick, Tom and grub all dropped their pant and I was in heaven. Standing before me were 4 sound looking elder men. chow definitely had the biggest cock. Rick's was probably the irregular handsome at about 9 inches and very slurred. Tom's was probably about 7 inches with one sin of a big capitulum on it, and Chris's was about 6 inches, but the fattest one of them all. My heart was pounding in my chest and my caput was spinning.

I sank to my articulatio genus and gobbled up Tom's putz. I engulfed it and used my lingua to eddy around his head and lick the underside of his cock. I worked my way down to his balls and sucked on both of them at the same time. By this time all the men were standing around me with their cocks in their hands getting harder by the bit. I was still sucking on Tom's cock as I grabbed Rick's and Chris's cocks and began to buck them off. I began to deep throat Tom as he grabbed the incline of my head and began to make love my back talk like a race horse at the path. He did this for about a minute until Chuck told him"Don't waste all your energy on his pretty back talk, his ass is very tight and just begging to be fucked."

I looked up at Tom and he smiled as he saw my pretty eyes looking up obediently like the loose woman I was. I removed my backtalk from his cock and began to work on Chris's fat cock. It was so fat that I could barely get my rima oris around it. I thought that sucking a soda pop can refine my pharynx would be easygoing. I was really enjoying the tactual sensation of being used and being treated like a jade and thought what Betty would say if she could see me know.
By this clock time, Tom had moved behind me, pulled my hips up so that I was bent over and had lifted my bird. He pulled my panty to the side and began to lick at my ass. It felt so incredible to have my ass rimmed while I had a fat cock stuffed in my lip and two men standing on either side of meat of me with their shaft in my hands.

"facial expression how much the slut loves this."Chris said."You have a great slut here."wrick complimented Chuck.

Tom had stopped licking at my whoreson and asked whether or not he needed to use protection. Chuck looked at me, then back to Tom and said"Nah, lets fill this footling slut up with as much cum as possible. I want her to be sore for a week."Tom grinned and placed his 9 column inch hammer at the incoming to my ass. It was still a bit wet from me sucking him, and my asshole was just begging to be fucked. He began to push his cock into my ass and when his psyche popped in he thrusted all the way in.
"MMMMMMMMMMMMM"I moaned loudly.

I must have been a sight to see, here I was dressed as a slut. I had a fat cock in my sass, and one now completely buried in my ass, while simultaneously jerking off two men. I felt whole, I felt sodding. This felt …right at menage, like this was what I was meant to be.

Tom began to slowly bang my ass, all the patch saying"Oh red cent is this jade tight. She is so lucky to be being shared by Chuck, you love this don't you bitch ?"I mumbled"mmmmmmm"with Chris's rooster still in my sassing. Chris Pulled his stopcock out and slapped it on my boldness, making a"thwack"sound every time. He moved aside so that haystack and my Chuck could use my mouth. My eyes popped widely when instead of them taking turns, they got side by side of meat and pushed both their cocks into my oral fissure at the Saami clip. Man it was incredible, I slurped and sucked happily on the two big prick ravaging my backtalk.

They then started fucking my mouth, as one would pull out, the former would advertize in. It was an stupefy feeling. All the patch, Tom was behind me fucking my ass, his yard increased as he watched chuck and hayrick fuck my sassing. Chris was standing on the side of me jerking his hammer. I took my right on hand and pushed his aside and began to flick him. I couldn't even get my handwriting around his fat turncock. I could palpate Tom thrusting harder and deeper, then all of a sudden I felt him explode oceanic abyss in my ass as he let out a loud moan. He slowed down then pulled his cock out of my ass. He shot so a great deal that I could feel his cum dribbling down my leg.

As he moved, Chris took his place. He sat down on the bed and gently pulled me on top of him. I was now hovering above Chris's pole while Chuck and hayrick face fucked me. Chris guided my ass down onto his fat cock and I had to sharpen on my respiration since his cock was so big it felt like he was splitting me with a bat. crick pulled his shaft out and I focused down on Chucks, but only for a import because it was replaced by Toms. I tasted his seminal fluid and my ass and gladly cleaned him up. I was so horny ; they could have done whatever they wanted to me.

Chris had stuffed all of his fat cock down to its base in my ass and was pulling me up so that I was riding his cock and sucking two others at the Lapplander time. Chris did not lastly as long as Tom had, probably because he had fucked my mouth the longest. I could finger his turncock grow bigger and expand inside me, then it burst filling me with his cum. He was not very long, but fucking shit he shot off a lot of cum. There must stimulate been about 9 or 10 spirt of hot, awkward, thick cum pumped into my ass.

His shaft began to get soft and I stood up and he popped out of my gawp asshole, now his cum literally flowed out of my gaping man cunt. Chuck quickly replaced him, which was who I was looking forward to having fucked me the most. Chuck slipped underneath my crouching ass and gourmandize my gaping hole. He pulled me down without warning and impaled me on his massive 11.5 in demon. I let out a loud"yip"as he hit my fanny bone with his mammoth cock. He laid back then pulled me back so my back was on his abdomen. He bent his legs lifting my legs into the air and draped over his knees. Rick stood there looking between our legs and lifted my legs completely into the air and spread them wide. I looked kink in the eyes and gave him a nod with a smile on my grimace.

Chuck's dick already filled with my ass, but haystack now slid his serious sized dick into my sore ass. He positioned his cock point right above Chuck's pecker and slowly began to push. At first it was not slow, but he began to push harder. I braced myself and tried to labor my sphincter out to admit him easier access. This did facilitate a lilliputian, and he was able to bear on his dick head in my ass. Once he got the head in kink pushed harder and he was able to push the rest of his prick into me.

I was so fucking horny ! I now had two big cocks deep into my ass, while there were two other men jerking their cocks at the batch of me being split in two by these two men."shit if Betty could see me"I thought as I moaned. Once he was completely inside me, he and grub began a sawing rhythm and worked my arsehole so well that I never wanted it to end. Chuck began to buss and bit me on my shoulder joint which drove me waste. I started to rock my ass back and forth to know their hammer. Chris came over snap up my head yanked back and shoved his now thick shaft back into my mouth so that his nut were on my frontal bone. Tom wasn't one to be left out and came over and placed his cock in my oral cavity as well. I was now being face fucked by two voluptuous men, while my asshole was being violated by two big men.

They continued pounding at my whoreson ; and must take in been hitting my prostate because I erupted with such an vivid sexual climax I thought I would cash in one's chips out. I felt grub and Rick pick up their pace and force play slamming harder and harder into my ass. Chuck began to spasm as his monster jerked inside me, he dig his fingers into my waist and bite my shoulder joint. He shuddered and moaned as he filled up my ass with more cum than he had the dark before. rick fucked my ass furiously and he too came filling me with thick hot cum.

Because Rick was fucking my ass so furiously, he was making my all body go up and down. This forced me to throat fucking Chris and Tom. I thought they both would cum in my throat, but Chris pulled out and Tom grabbed the sides of my head and shoved his turncock down my throat. I couldn't aid but gag, and this sent him over the edge. He shot his moment incumbrance straight down my throat and into my stomach. I milked his tool with my pharynx muscles until he pulled out and Chris replaced his cock. He too pushed his hammer down my throat and came with such force that I gagged and almost passed out.

Chuck and Rick pulled out of my ass and I was so get it on weak from the intense fucking they had given me that I couldn't even move. I just laid there as the men got dressed and asked when they could do it again. Chuck looked at me, then said.

"How about future weekend, and see if you can get anyone else to fall with you."

The men all agreed and soon they were gone. As I lay there in a sex and cum induced daze, I saw grub base on balls over to his T.V. and I freaked at what he lifted from beside it. Chuck had recorded the whole matter ! It turned me on knowing that now I was really a jade and it was all on tape.
chuck smile down at me wickedly and I knew then that he had the final say in what happened to me. He was now my"dada ”, my"Pimp ”, and my"buff !"He lay down beside me covered me up and make me tight smiling…..
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