First Time Out In Woman 'S Wear


Anal, Gay, Transvestite
I have always been fascinated by the cool soft notion of cleaning woman's clothes against my skin. Betty was away on a concern trip for 7 days and my weekend had started a match of hours ago and it was now 4:30 in the afternoon.

I had always had an effeminate smell to me, at 6'0"and as thin as a rail 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 outfit I had picked out for myself when Betty had told me about her trip 2 month age. I had black 6"heeled kicking, black stocking, a shameful garter belt and red panties and red halter bra laid out on our bed. Next to them were a short black skirt and a little shameful tube-shaped structure top. Man I was standing tall just thinking how I would look like and feel.

I took a exhibitioner and used some hair removing emollient on my complete body except for my head. My legs and munition were silky smooth along with my ass. In Betty's and my elbow room I put on the step-in 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 screw the way they felt against my smooth skin. I tucked my peter away and slue on my dame then put on my tube top and pulled on and zipped up my knee high school boots. I applied some mascara, some red lipstick and with the some concluding touch modality, I put on my wig. hoot, I was hot and looked like a $ 1000 dollar street girl. I was so hot it was hard to keep my paw off myself.

I was just lying around the home all dressed up when suddenly I a truck pulling into the driveway way. I started to panic and stimulate for the door peeking out of our peek gob. It was only the mail man with a large box. I opened the doorway slowly and said hi in a easy representative and the chain armor man smiled,"Going out tonight !"he said with a all-inclusive grinning as he looked me over. I smiled back and joyride the box and he left. Man I was shaking with fear and fervour ; no one had ever seen my dressed like a charwoman, 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 neighbors would ascertain out or see my. I was going to see if I was hot enough to get the bozo all hot and turned on as they bought me drinks.

At the bar I stopped at several guy rope there turned and watched me walk up to the bar. The bar tender's name was grub and looked very daunting, at 6"4"with a muscular, toned consistency, looking like was thirty-something to forty, and about 220 lbs. He had dark brown skin, dead black hair and a deep voice. Some of the guy wire asked me to trip the light fantastic toe 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 eats smiling at me."Everyone's gone home base and it only you and I, baby."He said coming from behind the bar. I turned on the bar ordure and Chuck reached to catch up with me as I got up and wobbled a piddling. One of his hands found my crotch and he jumped back and looked back at me. He just shook his point and walked over to the door and locked it.

'' darn 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 conform to him as he headed for one of the side of meat door."I live above the bar and I want you to see my place !"Chuck said pushing my through the room access and up the steps. I didn't know what to do being caught like this ; I felt kind of ashamed and charge being caught in this predicament. The apartment was small more like a level with the bed off to one side of meat and a board with 2 chair and a small kitchen, the bath room was the only room that really was separate from the others.

Chuck grabbed me by the waste matter 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 bulge in his pants."Don't try to run !"eats said in a firm ton then opened and dropped his trouser."Damn"His peter was a monster and had grown to about 11.5 inch of rock backbreaking dark gist with duncish mineral vein. I gasped a nervous gulp and he pushed me to my knees.

Before another Word of God was said, I was sucking on his Brobdingnagian cock. I had never thought about being with another man, but I felt my turncock getting activated. I could only go down about halfway on his enormous pole before I gagged. eats placed his hired man on the dorsum of my brain and started pumping his cock in and out of my mouth. Each time I went down as far as I could, he would push me a fiddling encourage. I was able to eat up about 8 inches of his fat cock as Chuck fucked my mouth. I could feel his pressure building and without word of advice, he shot his juicy load straight down the back of my pharynx. I was a little surprised at the intensity in which he came and tried to swallow every last drop-off. I was hot and wanted more ; notion inside me that I had never felt were exploding throughout my body and mind.

grub pulled me up and said that he hadn't had a cock sucking like that since he was in high school. I thanked him and told him to waitress as I peeled off my halter and chick. grub kissed me and I could feel his manus push aside the scanty as I played with his fiend cock. I felt his finger slide in up my ass then he lifted me up with his early arm and placed me on my venter on his bed, so that my Virgo the 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 hammer prod at my taut hole and my judgement went racing. Even though he had just loosened my ass with his finger, I felt a burning virtuoso as he entered me for the low time and screamed in pain and joy. He slowly worked his way in and then started pounding all 11.5 inch orchis deep in me. I swear I could sample his cockhead in the back of my throat as I cried out at first then moaned and groaned. I felt total, I felt whole and somehow it seemed natural.

My face was buried in the bed, and my handwriting were outstretched and gripping at the blankets. Chuck was pounding me with hanker deliberate apoplexy, almost pulling himself out completely, then ramming it back in. IT felt so practiced to have a cock in my ass and I could feel the pressure building deep inside myself and in him as his cock seemed to expand more. He started to photograph his hot steamy load trench into my ass and I started to spout out a hot gluey load right into my panties. Chuck rolled off me and smiled at me, then made a motion down to his cock, and I knew what he wanted me to do. So I took his rooster into my sass once again and cleaned him off from top to bottom of his shaft that was still set up. I cleaned both of his formal with my slutty oral fissure ; he tasted so unspoiled, the sweet salty semen.

I looked into his eyes, and he looked into mine and. I sighed with relief and curled up next to him, with my straits on his lap. Smiling I began to play with his dick, waving it around, sucking on the head and slapping my own typeface with its fat long shaft and head."SO you are a trollop after all !"chow said as he slapped me on the ass. I decided to have him some more pass and focused on his fat school principal of, sucking it like a tootsie pop. Chuck moaned in transport.

He was still on his backrest when I swung my girlish hips over his waist and placed his cock between my ass cheeks. I looked at him seductively and raised my ass so that the tip of his dark lusus naturae was right at the entrance to my ass. I asked him what he wanted from his strumpet. grub response was that he shoved his unhurt hammer deep into my ass. I was in a state of matter of jounce ; all I could do was slither down it and rested with his cock in my ass and my ballock on his pelvic area. He raised his stifle so that I had something to tend back on as he grabbed hold of both my charge and circularise my ramification apart."Now you're gon na ride me like a cowhand rides a bull's eye !"He said then gave me a cowboy hat off his bedpost. I put it on and started riding that BIG pig of his. I was bucking my articulatio coxae and waving the hat in the air keeping one hand on his chest for support. I was moving up and down and chuck pumped like a untamed copper. This continued on for about 10 instant, me waving the hat around holding onto his pectus while I had his 11.5 column inch shaft up my ass.

I could experience him start to thrust as if they were his last few and knew I was in for a big surprise, and boy was it a big surprise. Chuck fired off another hot circle of cum up my ass and I was moaning at the top of my lungs. I collapsed onto grub and he held me there feeling the deep fondness of his body.
The next morning I awoke around 11am with the mouthful of cum in my mouth and my ass a sore as snake pit from the hardcore piece of ass that happened the night before. I looked around and did not see Chuck, but I could hear him. So I got up and looked around finding him on his balcony on the earpiece. Chuck grabbed my hand and pulled me out onto the balcony with him, I was still dress only in my red step-in and bra, black stockings and garter smash

"Alright, 5 o'clock sounds great, 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 and thought cypher of it. grub had on his boxers and I still had makeup on my human face from the night before. He dropped his packer right there on the balcony and his cock was semi-hard. I needed no prompting for what he wanted me to do. I don't know why, but I fell to my human knee and soak up his extremity in my wet quick mouth. It was like it all can natural to me, I started slowly working my tongue over his dark prick and took as practically of it into my mouth and throat, probably about 8 in.
Without warning, Chuck grabbed the binding of my head and stuff forward shoving the respite of his hardening cock down my throat. I could feel my throat stretching as his recollective thick dick violated my pharynx. He proceeded to have a go at it my throat slowly ; I gagged a couple of clock time then was able to control my gagging. I could feel his pubic hairs against my nozzle and his balls slapping against my chin. Man it felt incredible and I'm certainly it felt better for him since he was moaning.

"Ohhhh ! take all of it you fucking slut"“ Take my big cock down your slutty pharynx. Oh you like that don't you ?"Chuck grunted out as I took him.

"mmmmmm"was all I could manage to say with my back talk and pharynx stuffed.

He pulled his cock out of my athirst mouth. Then told me to lie down on the lawn chair with my legs over its top so that my head was hanging over the rump part. I was upside down with my mouth at stopcock tier. grub stuffed his peter back into my mouth and rammed it down my throat.
"MMMMMMMMMM"escaped my throat as he did.

"Oh kick, you're a cancel hammer sucking whore !"he said to me.

chuck was fucking my throat and his big clump were slapping against my forehead. I loved the way he used me and made me feel like the slut 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 finger's breadth and shoved them into my ass and I let out a muffled groan as he penetrated my man cunt with his stocky fingers. I was beginning to gag on his cock with his debauched jab, which he must let enjoyed since it made my pharynx contract bridge. Chuck pulled his cock out of my mouth and told me to stand up and I did like the dear slut that I had become. He sat down and told me to pack a nates ; 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 putz and it was still a tight fit for him to get his pecker into my thirsty ass. Even though he had ravaged my ass go dark. As his cock's head went in by my sphincter muscle, I let out a little close shave of pleasance. He placed his hands on my berm and pushed me down onto his turncock, it felt incredible to be filled by such a monster. I was capable to sit all the way down on his turncock and I could feel it hitting my tail off-white.

I slowly began to move up 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 pace picked up and I was soon bouncing up and down on eats's rock-and-roll hard cock. He was just sitting there with his hands on my hip joint, and each sentence 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 sense an orgasm construction in me, as well as eats as he started to moan loudly.

"Oh damn kick, I'm gon na fill you up, I'm gon na cum"chuck moaned.

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

He began fucking me furiously and I felt his cum jump shooting cryptic inside my ass, which sent me over the edge and I began to shoot stream after stream of cum onto his stomach and mine. It was the most vivid sexual climax I had ever had, and I didn't even have to bear upon 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 married woman could have it away you like this !"

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

chow looked into my eyes and just smiled. I slowly climbed off of his lap, and I felt his still concentrated prick pop out of my ass. My asshole was gaping all-encompassing as his cum began to slabber 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 cock and nut I said that I should probably go shower. He winked and said that he would be compensate behind me.

We went and showered together. While in there, I washed his muscular physical structure giving his cock a lot of tending 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 pugilist and a tank top then told me that I should get ready.

"Ready for what ?"I asked.

"Just get set up for a fun night."He said.

Over the next two hr, I prepared myself for eats 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 cutis so that I would smell as goodness 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 cartroad. There sitting with chuck were three other men. They were talking as I walked in, but immediately stopped when they saw me embark the way. eats looked at me and then to the guy wire and said.

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

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

The former two smiled and stood up. All three of them were in dear shape. Rick had short black pilus 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 Saami height and weight. Chris had brown hair and a angelical smile, and Tom had blonde hair, a muscular build and was definitely the cutest of the three.
chuck came up next to me and whispered in my ear"I thought you would like to party tonight. These are my last champion 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 confect depot.

Chris, rick, Tom and chow all dropped their pant and I was in paradise. Standing before me were 4 good looking erstwhile men. Chuck definitely had the biggest stopcock. wrick's was probably the second biggest at about 9 in and very stocky. Tom's was probably about 7 inches with one hell of a big headway on it, and Chris's was about 6 in, but the fattest one of them all. My heart was pounding in my chest and my head was spinning.

I sank to my stifle and gobbled up Tom's stopcock. I engulfed it and used my tongue to swirl around his nous and lick the underside of his cock. I worked my way down to his balls and sucked on both of them at the Lapp time. By this time all the men were standing around me with their cocks in their hands getting harder by the second. I was still sucking on Tom's rooster as I grabbed wrick's and Chris's stopcock and began to jerk them off. I began to deep throat Tom as he grabbed the slope of my chief and began to love my mouthpiece like a subspecies horse at the track. He did this for about a mo until eats told him"Don't waste all your Energy Department on his pretty mouth, his ass is very tight and just begging to be fucked."

I looked up at Tom and he smiled as he saw my pretty centre looking up obediently like the slut I was. I removed my mouth from his cock and began to work on Chris's fat dick. It was so fat that I could barely get my sass around it. I thought that sucking a sal soda can belt down my throat would be easier. I was really enjoying the notion of being used and being treated like a strumpet and thought what Betty would say if she could see me know.
By this time, Tom had moved behind me, pulled my hip up so that I was bent over and had lifted my skirt. He pulled my panties to the side and began to lap up at my ass. It felt so incredible to have my ass rimmed while I had a fat stopcock stuffed in my mouth and two men standing on either incline of me with their turncock in my hands.

"Look how much the slut loves this."Chris said."You have a peachy slattern here."Rick complimented Chuck.

Tom had stopped licking at my asshole and asked whether or not he needed to use trade protection. grub looked at me, then back to Tom and said"Nah, lets fill this little slut up with as much cum as possible. I want her to be sore for a week."Tom grinned and placed his 9 inch turncock at the incoming to my ass. It was still a bit wet from me sucking him, and my cocksucker was just begging to be fucked. He began to push his tool into my ass and when his headspring 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 fornicatress. I had a fat cock in my mouth, and one now completely buried in my ass, while simultaneously jerking off two men. I felt whole, I felt complete. This felt …right at abode, like this was what I was meant to be.

Tom began to slowly have it away my ass, all the while saying"Oh prick is this hussy tight. She is so golden to be being shared by chow, you love this don't you bitch ?"I mumbled"mmmmmmm"with Chris's cock still in my backtalk. Chris Pulled his cock out and slapped it on my brass, making a"thwack"speech sound every clock time. He moved aside so that Rick and my grub could use my back talk. My heart popped astray when instead of them taking round, they got side by side and pushed both their prick into my mouth at the Saami fourth dimension. Man it was unbelievable, I slurped and sucked happily on the two big shaft ravaging my mouth.

They then started fucking my mouth, as one would pull out, the early would push in. It was an gravel impression. All the spell, Tom was behind me fucking my ass, his footstep increased as he watched chuck and Rick fuck my rima oris. Chris was standing on the side of me jerking his cock. I took my aright bridge player and pushed his excursus and began to hitch him. I couldn't even get my hired man around his fat putz. I could feel Tom thrusting harder and deeper, then all of a sudden I felt him detonate trench in my ass as he let out a loudly moan. He slowed down then pulled his peter 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 prick and I had to concentre on my breathing since his rooster was so big it felt like he was splitting me with a bat. Rick pulled his turncock out and I focused down on chow, but only for a moment because it was replaced by tom turkey. I tasted his cum and my ass and gladly cleaned him up. I was so aroused ; they could suffer 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 last as long as Tom had, probably because he had fucked my oral fissure the farsighted. I could feel his turncock grow gravid and dilate inside me, then it burst filling me with his semen. He was not very long, but fucking damn he shot off a lot of cum. There must have been about 9 or 10 spurt of hot, pasty, dense cum pumped into my ass.

His cock began to get flaccid and I stood up and he popped out of my gawk cocksucker, 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 overindulge my gaping hole. He pulled me down without warning and impaled me on his monumental 11.5 column inch monster. I let out a trashy"Yelp"as he hit my poop os with his gigantic prick. He laid back then pulled me back so my back was on his breadbasket. He bent his legs lifting my legs into the air and draped over his genu. haystack stood there looking between our legs and lifted my branch completely into the air and circularise them widely. I looked Rick in the eyes and gave him a nod with a smile on my look.

chuck's turncock already filled with my ass, but Rick now slid his practiced sized gumshoe into my sore ass. He positioned his cock head right above Chuck's cock and slowly began to labor. At first it was not easygoing, but he began to promote harder. I braced myself and tried to push my sphincter out to allow him prosperous access. This did aid a little, and he was able to push his cock head in my ass. Once he got the fountainhead in hayrick pushed harder and he was able-bodied to push the rest of his cock into me.

I was so jazz horny ! I now had two big dick deep into my ass, while there were two other men jerking their hammer at the sight 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 Chuck began a sawing speech rhythm and worked my asshole so well that I never wanted it to end. chuck began to kiss and bit me on my berm which drove me wild. I started to rock my ass back and forth to have it off their putz. Chris came over seize my read/write head yanked back and shoved his now thick putz back into my mouth so that his testicle were on my forehead. Tom wasn't one to be left out and came over and placed his cock in my mouth as well. I was now being expression fucked by two buxom men, while my asshole was being violated by two big men.

They continued pounding at my son of a bitch ; and must have been hitting my prostate because I erupted with such an acute coming I thought I would pass out. I felt Chuck and Rick pick up their yard and force slamming harder and harder into my ass. grub began to spasm as his lusus naturae jerked inside me, he dig his finger's breadth into my waist and burn my shoulder joint. He shuddered and moaned as he filled up my ass with more cum than he had the night before. haystack fucked my ass furiously and he too came filling me with thick hot cum.

Because crick was fucking my ass so furiously, he was making my unharmed 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 putz down my throat. I couldn't supporter but gag, and this sent him over the border. He shot his mo lading straight down my throat and into my stomach. I milked his cock with my throat muscles until he pulled out and Chris replaced his cock. He too pushed his shaft down my throat and came with such force that I gagged and almost passed out.

chow and kink pulled out of my ass and I was so fucking weak from the acute 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. grub looked at me, then said.

"How about next 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 fog, I saw chuck manner of walking over to his T.V. and I freaked at what he lifted from beside it. chow had recorded the hale affair ! It turned me on knowing that now I was really a slut and it was all on tape.
grub smile down at me wickedly and I knew then that he had the concluding say in what happened to me. He was now my"pa ”, my"Pimp ”, and my"Lover !"He lay down beside me covered me up and entertain me tight smiling…..
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