First Time Out In Woman 'S Habiliment


Anal, Gay, Transvestite
I have always been fascinated by the cool diffused feeling of cleaning woman's clothes against my hide. Betty was away on a business misstep for 7 mean solar day and my weekend had started a duo of hours ago and it was now 4:30 in the afternoon.

I had always had an effeminate tone to me, at 6'0"and as slim down as a track even at 26. I was a scrawny ass and Betty kept saying how fragile I looked. I had bought a red wig to go with the getup I had picked out for myself when Betty had told me about her trip 2 month age. I had lightlessness 6"heeled boot, Black person stocking, a black garter belt and red panties and red hangman's rope bra laid out on our bed. Next to them were a short blackamoor annulus and a little black metro top. Man I was standing improbable just thinking how I would look like and feel.

I took a cascade and used some hair removing emollient on my utter body except for my head. My branch and arms were silky smooth along with my ass. In Betty's and my room I put on the panties and bra first slipping some silicone 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 hump the way they felt against my polish skin. I tucked my cock away and slid on my skirt then put on my metro top and pulled on and zipped up my knee joint high gear boots. I applied some mascara, some red lipstick and with the some final examination skin senses, I put on my wig. damn, I was hot and looked like a $ 1000 dollar hooker. I was so hot it was hard to keep my hands off myself.

I was just lying around the firm all dressed up when suddenly I a truck pulling into the push way. I started to panic and rush for the room access peeking out of our peek trap. It was only the mail man with a large box. I opened the door slowly and said hello in a soft 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 excitement ; no one had ever seen my dressed like a fair sex, 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 side of town so none of my neighbor would incur out or see my. I was going to see if I was hot enough to get the hombre all hot and horny as they bought me drinks.

At the bar I stopped at several guys there turned and watched me walk up to the bar. The bar tender's name was eats and looked very intimidate, at 6"4"with a muscular, toned soundbox, looking like was thirty-something to forty, and about 220 lbs. He had dark John Brown peel, short black hair and a deep vocalism. Some of the guy wire asked me to dance and bought me drink, 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 chuck 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 faeces and Chuck reached to see me as I got up and wobbled a little. One of his helping hand found my crotch and he jumped back and looked back at me. He just shook his psyche and walked over to the threshold and locked it.

'' Damn you're hot for a fag ! ”. Chuck said walking back over to me. He took my hand, smiled wide and gave me a yank to follow him as he headed for one of the face threshold."I live above the bar and I want you to see my place !"Chuck said pushing my through the door and up the steps. I didn't know what to do being caught like this ; I felt form of ashamed and excited being caught in this predicament. The flat was small-scale more like a flat with the bed off to one side and a table with 2 chairs and a pocket-size kitchen, the bath room was the only if room that really was dissever from the others.

Chuck grabbed me by the waste 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 peter and could severalize by the bulge in his bloomers."Don't try to run !"Chuck said in a firm ton then opened and dropped his pants."Damn"His cock was a monster and had grown to about 11.5 inches of sway unvoiced shadow meat with thick veins. I gasped a flighty gulp and he pushed me to my knees.

Before another Holy Writ was said, I was sucking on his huge cock. I had never thought about being with another man, but I felt my turncock getting excite. I could only go down about halfway on his enormous Pole before I gagged. Chuck placed his hand on the back of my head and started pumping his cock in and out of my back talk. Each clip I went down as far as I could, he would crusade me a slight further. I was able-bodied to swallow about 8 inches of his fat dick as Chuck fucked my backtalk. I could find his pressure level building and without admonition, he shot his juicy load straight down the back of my throat. I was a lilliputian surprised at the chroma in which he came and tried to take back every last drop. I was hot and wanted to a greater extent ; feelings inside me that I had never felt were exploding throughout my body and mind.

Chuck pulled me up and said that he hadn't had a blowjob like that since he was in eminent shoal. I thanked him and told him to hold off as I peeled off my haltere and dame. chow kissed me and I could finger his hired man energy aside the panties as I played with his monster dick. I felt his finger slide in up my ass then he lifted me up with his former arm and placed me on my stomach on his bed, so that my virgin ass was in the air waiting for him. I could feel him agitate his wait on the bed, then I felt the fleshy tip of his cock prod at my miserly hole and my mind went racing. Even though he had just loosened my ass with his fingerbreadth, I felt a burning sensation as he entered me for the first time and screamed in annoyance and joy. He slowly worked his way in and then started pounding all 11.5 in ball deep in me. I swear I could sample his cockhead in the book binding of my throat as I cried out at start then moaned and groaned. I felt full moon, I felt whole and somehow it seemed natural.

My face was buried in the bed, and my workforce were outstretched and gripping at the blankets. chow was pounding me with foresightful deliberate throw, almost pulling himself out completely, then ramming it back in. IT felt so dear to consume a turncock in my ass and I could palpate the pressure building mystifying inside myself and in him as his cock seemed to blow up more. He started to shoot his hot viscous consignment deep into my ass and I started to spout out a hot viscid load right into my panties. eats rolled off me and smiled at me, then made a question down to his hammer, and I knew what he wanted me to do. So I took his cock into my sassing once again and cleaned him off from top to penetrate of his shaft that was still raise. I cleaned both of his bollock with my slutty mouth ; he tasted so good, the sweetened salty cum.

I looked into his eyes, and he looked into mine and. I sighed with relief and curled up following to him, with my read/write head on his lap. Smiling I began to play with his dick, waving it around, sucking on the head and slapping my own face with its fat long shaft and head."SO you are a trollop after all !"grub said as he slapped me on the ass. I decided to leave him some more head and focused on his fat headway of, sucking it like a tootsie pop. Chuck moaned in raptus.

He was still on his backrest when I swung my girlish hips over his waist and placed his prick between my ass impertinence. 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 slut. Chucks response was that he shoved his solid pecker deep into my ass. I was in a commonwealth of shock ; all I could do was slip down it and rested with his peter in my ass and my testicle on his pelvic sphere. He raised his knees so that I had something to lean back on as he grabbed handgrip of both my boot and spread my branch apart."Now you're gon na tantalize me like a cowboy rides a horseshit !"He said then gave me a cowboy hat off his bedpost. I put it on and started riding that BIG copper of his. I was bucking my rose hip and waving the hat in the air keeping one deal on his chest for support. I was moving up and down and Chuck pumped like a unwarranted bull. This continued on for about 10 proceedings, me waving the hat around holding onto his chest of drawers while I had his 11.5 in cock up my ass.

I could feel him start to hurtle as if they were his last few and knew I was in for a big surprise, and boy was it a big surprise. grub fired off another hot round of cum up my ass and I was moaning at the top of my lungs. I collapsed onto Chuck and he held me there feeling the deep warmth of his body.
The next morning I awoke around 11am with the taste of cum in my mouth and my ass a sore as pit from the hardcore fucking that happened the Nox before. I looked around and did not see eats, but I could hear him. So I got up and looked around finding him on his balcony on the earpiece. Chuck grabbed my script and pulled me out onto the balcony with him, I was still coiffe only in my red panties and bra, inkiness stockings and garter belt

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

"Who was that ?"I asked smiling.

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

I shrugged my shoulders and thought naught of it. Chuck had on his boxers and I still had makeup on my face from the Nox before. He dropped his packer right there on the balcony and his cock was semi-hard. I needed no suggestion for what he wanted me to do. I don't know why, but I fell to my genu and engulfed his member in my wet warm mouth. It was like it all can natural to me, I started slowly working my tongue over his gloomy pecker and took as much of it into my sassing and throat, probably about 8 inch.
Without warning, Chuck grabbed the back of my oral sex and stuff forward shoving the residual of his hardening pecker down my throat. I could feel my pharynx stretching as his long thick prick violated my throat. He proceeded to fuck my throat slowly ; I gagged a couple of times then was able to see my gagging. I could feel his pubic fuzz against my nose and his balls slapping against my Chin. Man it felt incredible and I'm sure it felt better for him since he was moaning.

"Ohhhh ! return all of it you fucking slut"“ 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 mouthpiece and throat stuffed.

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

"Oh bitch, you're a natural turncock sucking prostitute !"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 hussy 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 half. Then he licked two of his fingers and shoved them into my ass and I let out a repress moan as he penetrated my man bitch with his thick fingers. I was beginning to gag on his cock with his fast thrust, which he must have enjoyed since it made my throat contract. chuck pulled his putz out of my mouth and told me to stand up and I did like the commodity slut that I had become. He sat down and told me to direct a arse ; I knew where he wanted me so I straddled him and placed my hungry ass cunt directly over his throbbing cock.

I slowly lowered myself onto his big dick and it was still a tight fit for him to get his putz into my hungry ass. Even though he had ravaged my ass conclusion night. As his peter's question went in retiring my anatomical sphincter, I let out a little narrow escape of pleasure. He placed his hand on my shoulders and pushed me down onto his cock, it felt unbelievable to be filled by such a monster. I was able to sit all the way down on his cock and I could feel it hitting my tail bone.

I slowly began to rise up on his cock, letting it come almost all the way out before I lowered myself back down. As my ass got more used to his cinch, my yard picked up and I was soon bouncing up and down on Chuck's Rock hard turncock. He was just sitting there with his hands on my pelvic girdle, and each time I went down he pushed me down as far as he could. Then he helped grow me up and our motions became fluid. This continued for about ten hour and I could feel an coming edifice in me, as well as Chuck as he started to moan loudly.

"Oh damn bitch, I'm gon na filling you up, I'm gon na cum"Chuck moaned.

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

He began fucking me furiously and I felt his cum jump shooting deep inside my ass, which sent me over the edge and I began to fool away current after stream of cum onto his tum and mine. It was the most vivid climax I had ever had, and I didn't even have to rival my cock. We slowed down, and I slumped onto him and rested my head on his shoulder. Chuck whispered into my ear,

"I bet you wish your wife could be intimate you like this !"

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

Chuck looked into my eyes and just smiled. I slowly climbed off of his lap, and I felt his still arduous stopcock pop out of my ass. My asshole was gaping wide as his cum began to carry out and down my leg. I looked at him and smiled then dropped to my human knee and started cleaning his big dark cock. After cleaning all his cum from his prick 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 pecker 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 afternoon. We dried off and he went and got dressed. eats put on some blackamoor silk boxers and a tank car top then told me that I should get ready.

"Ready for what ?"I asked.

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

Over the next two hours, I prepared myself for grub and his dark. I went to the bathroom and shaved, put on some mascara, eyeliner, blusher, and red lipstick. I sprayed some scent onto my satiny fluent skin so that I would smell as good as I looked.

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

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

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

The early two smiled and stood up. All three of them were in good Supreme Headquarters Allied Powers Europe. rick had short-circuit black hair and a beard and was probably around 6 feet tall and was almost as dark as Chuck. The other two, Chris and Tom were roughly the same acme and free weight. Chris had brown hair and a mellifluous smile, and Tom had blonde hair, a muscular soma and was definitely the cutest of the three.
chow came up future to me and whispered in my ear"I thought you would like to political party tonight. These are my finish Friend and they want a go at you."He looked me in the eyes and winked. I got a big grin on my face, like a kid in a candy entrepot.

Chris, Rick, Tom and Chuck all dropped their pant and I was in heaven. Standing before me were 4 good looking older men. chuck definitely had the biggest cock. rick's was probably the s with child at about 9 inches and very thick. Tom's was probably about 7 inches with one Inferno of a big head on it, and Chris's was about 6 inches, but the juicy one of them all. My heart was pounding in my chest and my read/write head was spinning.

I sank to my human knee and gobbled up Tom's cock. I engulfed it and used my glossa to swirl around his head and lick the underside of his shaft. I worked my way down to his clump and sucked on both of them at the same sentence. By this time all the men were standing around me with their cocks in their hands getting harder by the arcsecond. I was still sucking on Tom's cock as I grabbed rick's and Chris's cocks and began to jerk them off. I began to deep pharynx Tom as he grabbed the side of my head and began to eff my mouth like a subspecies horse at the track. He did this for about a minute until chuck told him"Don't waste all your energy on his pretty oral fissure, his ass is very tight and just begging to be fucked."

I looked up at Tom and he smiled as he saw my middling middle looking up obediently like the loose woman I was. I removed my mouth from his cock and began to work on Chris's fat cock. It was so fat that I could barely get my mouth around it. I thought that sucking a soda can pull down my throat would be easier. I was really enjoying the feeling of being used and being treated like a slut and thought what Betty would say if she could see me know.
By this sentence, Tom had moved behind me, pulled my rose hip up so that I was bent-grass over and had lifted my annulus. He pulled my panties to the incline 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 mouth and two men standing on either face of me with their pecker in my hands.

"Look how much the slut loves this."Chris said."You have a great fornicatress here."haystack complimented Chuck.

Tom had stopped licking at my motherfucker and asked whether or not he needed to use protection. Chuck looked at me, then back to Tom and said"Nah, lets satiate this piddling slut up with as much cum as possible. I want her to be sore for a week."Tom grinned and placed his 9 in cock at the entrance 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 campaign his pecker into my ass and when his head popped in he thrusted all the way in.
"MMMMMMMMMMMMM"I moaned loudly.

I must own been a spate to see, here I was dressed as a loose woman. I had a fat cock in my oral fissure, and one now completely buried in my ass, while simultaneously jerking off two men. I felt whole, I felt complete. This felt …right at home, like this was what I was meant to be.

Tom began to slowly have intercourse my ass, all the spell saying"Oh dogshit is this trollop tight. She is so lucky to be being shared by chow, you love this don't you beef ?"I mumbled"mmmmmmm"with Chris's shaft still in my mouth. Chris Pulled his peter out and slapped it on my buttock, making a"thwack"sound every prison term. He moved aside so that haystack and my eats could use my mouth. My oculus popped all-inclusive when instead of them taking bit, they got side by side of meat and pushed both their tool into my mouth at the Same time. Man it was incredible, I slurped and sucked happily on the two big cocks ravaging my mouth.

They then started fucking my mouth, as one would pull out, the other would push in. It was an nonplus feeling. All the while, Tom was behind me fucking my ass, his pace increased as he watched Chuck and Rick fuck my sassing. Chris was standing on the English of me jerking his cock. I took my decent hand and pushed his aside and began to jerk him. I couldn't even get my hand around his fat cock. I could feel Tom thrusting harder and deeper, then all of a sudden I felt him set off trench in my ass as he let out a loud moan. He slowed down then pulled his cock out of my ass. He shot so much 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 eats and Rick face fucked me. Chris guided my ass down onto his fat cock and I had to focus on my external respiration since his cock was so big it felt like he was splitting me with a bat. crick pulled his cock out and I focused down on chuck, but only for a moment because it was replaced by Toms. I tasted his semen and my ass and gladly cleaned him up. I was so corneous ; 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 putz and sucking two others at the same time. Chris did not shoemaker's last as long as Tom had, probably because he had fucked my sass the longest. I could finger his cock grow bigger and expand inside me, then it burst filling me with his come. He was not very long, but fucking damn he shot off a lot of cum. There must give been about 9 or 10 spurts of hot, sticky, thick cum pumped into my ass.

His shaft began to get diffuse and I stood up and he popped out of my yawn asshole, now his cum literally flowed out of my gaping man cunt. grub quickly replaced him, which was who I was looking forward to having fucked me the most. Chuck slipped underneath my crouching ass and stuffed my yawn hollow. He pulled me down without warning and impaled me on his monolithic 11.5 inch monster. I let out a loudly"yip"as he hit my seat pearl with his gigantic hammer. He laid back then pulled me back so my rear was on his stomach. He bent his legs lifting my pegleg into the air and draped over his human knee. Rick stood there looking between our legs and lifted my legs completely into the air and fan out them wide. I looked kink in the eyes and gave him a nod with a grinning on my face.

chow's cock already filled with my ass, but Rick now slid his honest sized prick into my sore ass. He positioned his cock head right above grub's cock and slowly began to force. At first it was not easy, but he began to crowd harder. I braced myself and tried to push my sphincter out to allow him prosperous access. This did help a little, and he was able-bodied to tug his cock read/write head in my ass. Once he got the pass in haystack pushed harder and he was capable to push the quietus of his pecker into me.

I was so sleep with horny ! I now had two big cocks deep into my ass, while there were two other men jerking their stopcock at the sight of me being split in two by these two men."red cent 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 asshole so well that I never wanted it to end. Chuck began to buss and bit me on my shoulder joint which drove me godforsaken. I started to rock my ass back and forth to bang their cocks. Chris came over take hold of my head yanked back and shoved his now thick cock back into my mouth so that his glob were on my os frontale. Tom wasn't one to be left out and came over and placed his pecker in my mouth as well. I was now being face fucked by two well-endowed men, while my asshole was being violated by two big men.

They continued pounding at my whoreson ; and must have been hitting my prostate gland because I erupted with such an intense orgasm I thought I would pass out. I felt chuck and Rick pick up their pace and force slamming harder and harder into my ass. chow began to spasm as his monster jerked inside me, he dig his finger's breadth into my waist and bite my shoulder. He shuddered and moaned as he filled up my ass with more cum than he had the nighttime before. Rick fucked my ass furiously and he too came filling me with thick hot cum.

Because wrick was fucking my ass so furiously, he was making my entirely 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 side of my head and shoved his cock down my throat. I couldn't help but gag, and this sent him over the edge. He shot his second load straight down my throat and into my belly. I milked his cock with my throat muscle until he pulled out and Chris replaced his cock. He too pushed his cock 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 love weak from the intense shtup 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 come with you."

The men all agreed and soon they were gone. As I lay there in a sex and cum induced haze, I saw chow walk over to his T.V. and I freaked at what he lifted from beside it. Chuck had recorded the unanimous thing ! It turned me on knowing that now I was really a loose woman and it was all on tape.
Chuck smile down at me wickedly and I knew then that he had the concluding say in what happened to me. He was now my"pop ”, my"fancy man ”, and my"lover !"He lay down beside me covered me up and held me nasty smiling…..
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