First Time Out In Cleaning Lady 'S Wearable


Anal, Gay, Transvestite
I have always been fascinated by the coolheaded soft feeling of womanhood's clothes against my hide. Betty was away on a business trip for 7 twenty-four hour period and my weekend had started a couple of hours 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 rail even at 26. I was a weedy shag 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 stumble 2 calendar month age. I had black 6"heeled iron heel, inkiness stocking, a black garter belted ammunition and red panties and red balancer bra laid out on our bed. succeeding to them were a short melanize skirt and a piddling black thermionic tube top. Man I was standing tall just thinking how I would appear like and feel.

I took a shower and used some tomentum removing ointment on my complete body except for my headway. My legs and arms were silky smooth along with my ass. In Betty's and my 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 supporter belt and then the stockings. Ohhh I just do it the way they felt against my polish pelt. I tucked my hammer away and slid on my skirt then put on my tube top and pulled on and zipped up my knee mellow bang. I applied some mascara, some red lipstick and with the some final examination signature, I put on my wig. tinker's damn, I was hot and looked like a $ 1000 dollar hooker. I was so hot it was hard to continue my hand off myself.

I was just lying around the menage all dressed up when suddenly I a truck pulling into the effort way. I started to panic and rushed for the door peeking out of our peep muddle. It was only the chain armor man with a vauntingly box. I opened the threshold slowly and said hullo in a soft interpreter and the mail man smiled,"Going out tonight !"he said with a wide grinning as he looked me over. I smiled back and tool the box and he left. Man I was shaking with concern and excitement ; no one had ever seen my dressed like a woman, 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 early side of meat of town so none of my neighbors would witness out or see my. I was going to see if I was hot enough to get the guy cable all hot and ruttish as they bought me drinks.

At the bar I stopped at various guys there turned and watched me walk up to the bar. The bar pinnace's gens was eats and looked very intimidating, at 6"4"with a muscular, toned consistency, looking like was mid-thirties to forty, and about 220 lbs. He had dark brown tegument, brusk Joseph Black tomentum and a deep representative. Some of the guy rope asked me to trip the light fantastic and buy me crapulence, 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 dwelling house and it only you and I, baby."He said coming from behind the bar. I turned on the bar feces and Chuck reached to catch me as I got up and wobbled a trivial. One of his hired man found my genitalia and he jumped back and looked back at me. He just shook his head and walked over to the threshold and locked it.

'' red cent you're hot for a fag ! ”. chuck said walking back over to me. He took my hand, smiled wide and gave me a Yankee to come him as he headed for one of the slope door."I live above the bar and I want you to see my place !"grub said pushing my through the doorway and up the dance step. I didn't know what to do being caught like this ; I felt kind of ashamed and energize being caught in this predicament. The apartment was small-scale more like a flat with the bed off to one side and a tabular array with 2 chairperson and a small kitchen, the bath room was the exclusively room that really was secern from the others.

grub grabbed me by the thriftlessness and pulled me close. He whispered in my ear that at beginning 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 protrusion in his drawers."Don't try to run !"Chuck said in a firm ton then opened and dropped his gasp."tinker's dam"His cock was a monster and had grown to about 11.5 inch of rock hard darkness kernel with thick-skulled nervure. I gasped a nervous draught and he pushed me to my knees.

Before another word was said, I was sucking on his huge shaft. I had never thought about being with another man, but I felt my turncock getting excited. I could only go down about halfway on his enormous terminal before I gagged. chow placed his script on the rachis of my caput and started pumping his cock in and out of my mouth. Each time I went down as far as I could, he would fight me a little further. I was capable to swallow about 8 inches of his fat peter as Chuck fucked my mouth. I could sense his imperativeness edifice and without word of advice, he shot his juicy lading straight down the back of my throat. I was a little surprised at the intensity in which he came and tried to accept every last drop cloth. I was hot and wanted Sir Thomas More ; 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 cock sucking like that since he was in high up schooltime. I thanked him and told him to wait as I peeled off my hangman's halter and dame. chuck kissed me and I could feel his hand push aside the scanty as I played with his demon rooster. I felt his finger slide 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 Virgo the Virgin ass was in the air waiting for him. I could feel him stir his wait on the bed, then I felt the fleshy tip of his cock prod at my tight hole 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 time and screamed in pain in the ass and joy. He slowly worked his way in and then started pounding all 11.5 inches orchis deep in me. I swear I could taste his cockhead in the vertebral column of my throat as I cried out at first then moaned and groaned. I felt full, I felt unscathed and somehow it seemed natural.

My face was buried in the bed, and my manpower were outstretched and gripping at the blankets. Chuck was pounding me with long deliberate strokes, almost pulling himself out completely, then ramming it back in. IT felt so good to have got a cock in my ass and I could feel the press building deep inside myself and in him as his cock seemed to inflate more. He started to shoot his hot sticky encumbrance trench into my ass and I started to spurt out a hot muggy load right into my scanty. chow rolled off me and smiled at me, then made a motion down to his rooster, and I knew what he wanted me to do. So I took his tool into my mouthpiece once again and cleaned him off from top to bottom of his shaft that was still erect. I cleaned both of his Lucille Ball with my slutty mouth ; he tasted so serious, the unfermented salty semen.

I looked into his eyes, and he looked into mine and. I sighed with sculptural relief and curled up next to him, with my pass on his lap. Smiling I began to dally with his shaft, waving it around, sucking on the head and slapping my own face with its fat long shaft of light and head."SO you are a slut after all !"Chuck said as he slapped me on the ass. I decided to cave in him some more head and focused on his fat head of, sucking it like a tootsie pop. chuck moaned in hug drug.

He was still on his back when I swung my schoolgirlish 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 iniquity teras was right at the entry to my ass. I asked him what he wanted from his slattern. Chucks response was that he shoved his whole cock deep into my ass. I was in a Department of State of shock ; all I could do was slue down it and rested with his tool in my ass and my balls on his pelvic area. He raised his knees so that I had something to lean back on as he grabbed hold of both my iron heel and unfold my legs apart."Now you're gon na ride me like a rodeo rider 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 papal bull of his. I was bucking my hips 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 unwarranted bruiser. This continued on for about 10 minutes, me waving the hat around holding onto his chest of drawers while I had his 11.5 inch prick up my ass.

I could palpate him start to thrust as if they were his survive few and knew I was in for a big surprise, and boy was it a big surprise. grub fired off another hot troll 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 rich warmth of his body.
The succeeding morning I awoke around 11am with the sense of taste of cum in my mouth and my ass a sore as hell from the hardcore fucking that happened the Nox before. I looked around and did not see grub, but I could hear him. So I got up and looked around finding him on his balcony on the phone. eats grabbed my helping hand and pulled me out onto the balcony with him, I was still dress only in my red panties and bra, black stockings and supporter whack

"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 berm and thought nothing of it. Chuck had on his underdrawers and I still had makeup on my expression from the Night before. He dropped his shorts 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 knees and engulfed his member in my wet affectionate 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 mouthpiece and pharynx, probably about 8 in.
Without warning, chuck grabbed the back of my principal and thrusted forward shoving the eternal rest of his hardening prick down my throat. I could feel my throat stretching as his tenacious thick-skulled pecker violated my throat. He proceeded to hump my throat slowly ; I gagged a distich of times then was able to control my gagging. I could find his pubic hairs 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 pecker down your slutty throat. Oh you like that don't you ?"Chuck grunted out as I took him.

"mmmmmm"was all I could manage to say with my mouth and throat stuffed.

He pulled his cock out of my hungry mouth. Then told me to lie down on the lawn chair with my peg over its top so that my caput was hanging over the bottom part. I was upside down with my lip at cock stratum. chuck stuffed his cock back into my lip and rammed it down my throat.
"MMMMMMMMMM"escaped my throat as he did.

"Oh kick, you're a natural prick sucking prostitute !"he said to me.

Chuck was fucking my throat and his big testis were slapping against my forehead. I loved the way he used me and made me feel like the slovenly woman I now knew that I was destined to be. He grabbed my stage and pulled them to him so that I was almost folded in half. Then he licked two of his fingerbreadth and shoved them into my ass and I let out a dampen moan as he penetrated my man cunt with his blockheaded fingers. I was beginning to gag on his cock with his debauched thrusts, which he must receive enjoyed since it made my throat declaration. eats pulled his prick out of my oral cavity and told me to fend up and I did like the salutary slut that I had become. He sat down and told me to use up a rump ; 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 hammer into my thirsty ass. Even though he had ravaged my ass last night. As his cock's head went in past times my sphincter, I let out a fiddling squeak of pleasure. He placed his hands on my shoulder and pushed me down onto his rooster, it felt unbelievable to be filled by such a monster. I was able-bodied to sit all the way down on his cock and I could find it hitting my tail off-white.

I slowly began to climb up up on his prick, letting it come almost all the way out before I lowered myself back down. As my ass got more used to his girth, my gait picked up and I was soon bouncing up and down on eats's tilt heavily cock. He was just sitting there with his hired hand on my hips, and each prison term 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 minute and I could find an climax building in me, as well as Chuck as he started to groan loudly.

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

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

He began fucking me furiously and I felt his cum head start shooting deep 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 intense orgasm I had ever had, and I didn't even have to touch my rooster. We slowed down, and I slumped onto him and rested my head word on his shoulder. eats whispered into my ear,

"I bet you wish your wife could fuck you like this !"

"I wish she could, but she doesn't even know that I like to waste fair sex'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 centre and just smiled. I slowly climbed off of his lap, and I felt his still concentrated dick pop out of my ass. My asshole was gaping spacious as his cum began to filter out and down my leg. I looked at him and smiled then dropped to my knees and started cleaning his big dark peter. After cleaning all his cum from his cock and orchis 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 cock a lot of attention 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. grub put on some calamitous silk boxers and a tank top then told me that I should get cook.

"Ready for what ?"I asked.

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

Over the next 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 satiny smooth cutis so that I would smell out as right as I looked.

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

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

The first man, who I later found out was Rick, gave out a wildcat 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 good contour. kink had forgetful dim haircloth and a beard and was probably around 6 feet marvellous and was almost as dark as Chuck. The other two, Chris and Tom were roughly the same height and weight. Chris had brown hair and a sweet grin, and Tom had blonde hairsbreadth, a muscular build and was definitely the cutest of the three.
chow came up adjacent to me and whispered in my ear"I thought you would wish to party tonight. These are my stopping point friend and they want a go at you."He looked me in the eye and winked. I got a big grin on my face, like a kid in a confect computer storage.

Chris, haystack, Tom and grub all dropped their trouser and I was in Heaven. Standing before me were 4 good looking sure-enough men. chuck definitely had the biggest cock. Rick's was probably the second bounteous at about 9 inches and very fatheaded. Tom's was probably about 7 in with one hell of a big head 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 head was spinning.

I sank to my knees and gobbled up Tom's cock. I engulfed it and used my clapper to eddy around his heading and lick the underside of his rooster. I worked my way down to his balls and sucked on both of them at the Lapp time. By this fourth dimension all the men were standing around me with their hammer in their men getting harder by the second. I was still sucking on Tom's cock as I grabbed haystack's and Chris's putz and began to jerk them off. I began to deep throat Tom as he grabbed the position of my forefront and began to make love my oral cavity like a race horse at the racetrack. He did this for about a minute until Chuck told him"Don't waste all your vitality on his pretty mouth, his ass is very crocked and just begging to be fucked."

I looked up at Tom and he smiled as he saw my reasonably eyes looking up obediently like the slut I was. I removed my mouth from his putz and began to work on Chris's fat hammer. It was so fat that I could barely get my back talk around it. I thought that sucking a soda can down my pharynx would be easier. I was really enjoying the feeling of being used and being treated like a trollop and thought what Betty would say if she could see me know.
By this time, Tom had moved behind me, pulled my hips up so that I was set over and had lifted my skirt. He pulled my panties to the English and began to work out at my ass. It felt so incredible to possess my ass rimmed while I had a fat cock stuffed in my mouth and two men standing on either side of me with their hammer in my hands.

"looking at how much the adulteress loves this."Chris said."You have a great slut here."crick complimented Chuck.

Tom had stopped licking at my SOB and asked whether or not he needed to use tribute. Chuck looked at me, then back to Tom and said"Nah, lets fill this fiddling slut up with as much cum as possible. I want her to be sore for a week."Tom grinned and placed his 9 inch stopcock at the entree 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 fountainhead popped in he thrusted all the way in.
"MMMMMMMMMMMMM"I moaned loudly.

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

Tom began to slowly bed my ass, all the while saying"Oh hoot is this loose woman tight. She is so lucky to be being shared by Chuck, you love this don't you bitch ?"I mumbled"mmmmmmm"with Chris's tool still in my mouth. Chris Pulled his cock out and slapped it on my cheek, making a"thwack"sound every sentence. He moved aside so that wrick and my chow could use my back talk. My heart popped encompassing when instead of them taking turns, they got English by slope and pushed both their putz into my mouth at the same clip. Man it was incredible, I slurped and sucked happily on the two big cocks ravaging my mouth.

They then started fucking my back talk, as one would attract out, the other would push in. It was an awful feeling. All the while, Tom was behind me fucking my ass, his pace increased as he watched chow and Rick fuck my mouth. Chris was standing on the side of me jerking his cock. I took my right handwriting and pushed his divagation 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 explode deep 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 good deal that I could find 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 Rick face fucked me. Chris guided my ass down onto his fat pecker and I had to center on my breathing since his cock was so big it felt like he was splitting me with a bat. Rick pulled his pecker out and I focused down on Chucks, but only for a moment because it was replaced by turkey cock. I tasted his come and my ass and gladly cleaned him up. I was so horny ; they could induce done whatever they wanted to me.

Chris had stuffed all of his fat cock down to its cornerstone in my ass and was pulling me up so that I was riding his tool and sucking two others at the same time. Chris did not close as long as Tom had, probably because he had fucked my mouth the longest. I could feel his cock grow prominent and expand inside me, then it burst filling me with his seminal fluid. He was not very long, but fucking damn he shot off a lot of cum. There must receive been about 9 or 10 spurts of hot, glutinous, thick cum pumped into my ass.

His shaft began to get soft and I stood up and he popped out of my gaping 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 gaping golf hole. He pulled me down without warning and impaled me on his massive 11.5 inch monster. I let out a loudly"Yelp"as he hit my tail off-white with his gigantic pecker. 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 ramification 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 aspect.

Chuck's cock already filled with my ass, but Rick now slid his practiced sized dick into my sore ass. He positioned his prick capitulum right above Chuck's cock and slowly began to push. At kickoff it was not easy, but he began to advertise harder. I braced myself and tried to push my sphincter out to allow him wanton memory access. This did assist a little, and he was able to push his cock caput in my ass. Once he got the head in kink pushed harder and he was able-bodied to push the residual of his stopcock into me.

I was so sleep with horny ! I now had two big cocks deep into my ass, while there were two former men jerking their cocks at the lot of me being split in two by these two men."Damn if Betty could see me"I thought as I moaned. Once he was completely inside me, he and Chuck began a sawing rhythm and worked my prick 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 roll in the hay their putz. Chris came over grabbed my brain yanked back and shoved his now thick stopcock back into my sassing so that his chunk were on my os frontale. Tom wasn't one to be left out and came over and placed his cock in my backtalk as well. I was now being aspect fucked by two well-endowed men, while my asshole was being violated by two big men.

They continued pounding at my asshole ; and must have been hitting my prostate gland because I erupted with such an vivid climax I thought I would pass out. I felt eats and haystack pick up their rate and force slamming harder and harder into my ass. Chuck began to spasm as his lusus naturae jerked inside me, he dig his digit into my waist and bite my shoulder. 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 haystack was fucking my ass so furiously, he was making my whole body go up and down. This forced me to throat fucking Chris and Tom. I thought they both would cum in my pharynx, but Chris pulled out and Tom grabbed the position of my header and shoved his turncock down my throat. I couldn't aid but gag, and this sent him over the edge. He shot his second load straight down my throat and into my tum. I milked his cock with my throat muscles until he pulled out and Chris replaced his cock. He too pushed his tool 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 fucking 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 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 daze, I saw Chuck walk over to his T.V. and I freaked at what he lifted from beside it. Chuck had recorded the unhurt matter ! It turned me on knowing that now I was really a slut 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"pappa ”, my"Pimp ”, and my"Lover !"He lay down beside me covered me up and held me taut smiling…..
Sign-in {% trans 'to add this to Watch Later list' %}
{% trans 'Sign-in' %} to perform this action