Dressed in Drag and Finding Trucker Heaven

I got on the computer and the Internet and found a few truck stops and highway rest stops, where straight and gay guys would frequent to get and give blowjobs. That evening I took a shower, and on the spur of the moment, I decided to shave some of the hair off my body. I had shaved my groin many years ago for my darling, Bobby; he seemed to prefer a hairless crotch. Maybe my new lovers would, too. So I removed all the hair from my neck down to almost mid-thigh.

I then rubbed myself with lavender-scented body lotion, sprayed on some of my late wife's perfume, and anointed my underarms with her baby powder scented deodorant. I put on a pair of crotch-less panties, sheer nude thigh high stockings (the silky feel of them on my legs was beginning to arouse me), a pair of her snug-fitting stretch slacks, one of her unisex blouses, and a pair of black moccasins. I put a couple of her more tasteful thin chains around my neck and I was ready. I even found a small handbag in which to carry my personal things.

I drove to a large truck stop about twenty miles from my house, all the while thinking of how wondrous this would be. There must have been close to thirty semi trailers parked at the truck stop and at the motel across the street. The place was crawling with over-the-road drivers. All this being new to me, I wasn't sure how to proceed in my endeavor.

I parked my car at the far end of the row of the rigs and got out. I put the strap of my handbag over my shoulder and began walking demurely in front of the row of trucks, mincing ever so slightly. I was already aroused. My hard on pushed through my crotch-less panties, forming an unmistakable bulge in the front of my fly-less slacks. Before I got too far down the row, the lights of one the rigs flashed at me and a masculine voice boomed out.

"Come here, sweetheart," it said.

I walked up to the passenger door and said, in my best imitation of a feminine voice, "What can I do for you?"

"Well, what do we have here?" he queried, noticing my feminine attire, my beard, and the bulge at my crotch, "a faggot in drag? You can do a lot for me, and for some of my good buddies. What's yer name, darling?"

"Wendi." I blurted out, thinking fast. Wendi is a diminutive of the name, Edwina, that Bobby named me so many years ago. Besides, I always liked the name, Wendi; it was cool and sexy.

"You're in for a treat tonight, then, sugar. There's a whole bunch of us here that've been on the road for some time, and we're in the need of a good piece of ass. You good?" he asked. "How much you charge?"

"I think I'm damn good," I answered nervously, "and you can give me whatever you feel I'm worth."

"Can't pass up a deal like that," he said. "You got balls. Hey, I made a joke," he laughed.

I gave him my best smile.

"Wendi, baby, climb on up here, so's I can get a close look at you," he said as he opened the door and moved over to the driver's side.

I climbed up into the passenger seat and sat next to this big bear of a guy.

"My name's Duke," he said, reaching over, grabbing my crotch, and reminding me of me and Bobby's wrestling matches. "Feels real enough, alright. Now' take a handful of mine. Mmmm, you smell real purdy, too."

I grabbed his wanger through his pants. It felt immense. I could hardly wait to taste a dick in my mouth after so many years. I was tingling with excitement, and horny and hard as hell. "Oh my goodness!" I exclaimed, "I can hardly contain myself."

"Well, you'll have a lot to contain with this ol' boy." said Duke, proudly. "C'mon let's crawl on over in the back of this rig."

We crawled back up in the sleeper portion of the cab. These things have all the comforts of home, complete with TV and stereo -- the works. I was impressed!

"I'm gonna try you out right now to see how good you suck before I give a yahoo to the rest of the guys. You'd better be at least half as good as think you are," said Duke, "or we jest might all kick the livin' shit outa you."

"I'll give you the best damn blowjob you ever had," said I, feigning confidence.

I was more than a little worried. I hadn't given a blowjob in forty years! What if I screwed up and he didn't like it?! I didn't want to be put in a hospital by these monsters.

This was one possible event that I hadn't even considered, since I was new to prostituting myself. Maybe it was like riding a bike; you never forget how! I was sure(?) that things would work out OK.

"Now, you come over here and undo my jeans," motioned Duke.

I obediently knelt between his legs, unbuckled his belt, and unbuttoned and unzipped his pants. Immediately, his huge rock-hard joint stood up and out, since he wasn't wearing undershorts. The only other hard pricks that I had ever seen before were Bobby's and Gerald's, and this was way bigger than theirs were.

I took it in my hand to stroke it, but it was so big that my fingers wouldn't close completely around it. I stroked it up and down until I heard Duke say "How 'bout gettin' those pretty lips around it?"

I got down on my stomach and elbows, and inched my mouth toward that enormous purple thing while wondering if I could even open wide enough for it. His musky maleness wafted of into my nostrils and my head began to swim. I don't think I was ever that excited or aroused!

I kissed the tip of the head and licked up the pre-cum that was oozing out. Duke moaned with pleasure. With my jaws stretched and aching, I managed to get that beautiful love muscle past my lips, but could not engulf more than that head and half the shaft.

While working my mouth feverishly up and down as far as it would go, I played with his equally large nuts with one hand, and, at the same time pumped the base of the shaft with the other. It had the desired effect. Duke started to move his hips more and more rapidly. Then he grabbed my head with both hands, and thrust almost his whole giant cock several times past my tonsils before he cried out and unloaded what seemed to be a gallon of his hot juices directly down my esophagus. I managed not to spill a drop. Someone's cum besides my own really tasted good again.

"You're sure some cocksucker, there, Wendi, honey!" said Duke after he recovered from my suck job. "I don't know if you're the best, but you're sure up there at the top! You're a terrific whore, and definitely worth something. Gotta let the rest of the boys know that I got a live one."

With that, he got on the CB and informed his buddies. This slut was going to have a long night of sucking!

I then had to make the rounds of I don't remember how many of the semis operated by Duke's friends. They just couldn't wait to get sucked off by a queer.

I lost count after I gave my tenth blowjob. My lips were bruised and my jaws ached, but I was still delirious with lust. My own prick was still hard and I must have shot my wad in my slacks at least several times while I was whoring all those drivers. Because I was wearing crotch-less panties, there was a very noticeable wet spot in front.

"The fairy creamed in her jeans!" laughed one of the guys.

Two of my clients then escorted me to the motel across the street from the truck stop. I was shoved into a room where Duke and a dozen other guys were already waiting.

"Now, we're gonna have some real fun," said Duke. "We're gonna have us a double gangbang."

I didn't like the sound of that, but before I could protest or make my escape, they stripped off my blouse and slacks and put me on my hands and knees, holding me sideways across the single bed.

"Hey, look," shouted one of my captors, "she's hairless, too! I always wanted to fuck a hairless pussy! My cock's just achin' to get at it!"

I could see I was a real hit with these guys. The first two participants took off their clothes and positioned themselves on either side of the bed, one by my head and the other by my ass, while the two who brought me there, held me so I couldn't move. "You're gonna love this, Tinkerbell!" shouted one of the guys. "We're gonna fill up your tank!"

I was really worried, now. I had only been fucked in the ass once before, by my old dear friend, Gerald, but he was gentle and his cock wasn't nearly as large as those I'd seen on these truckers. I tried the neck of a coke bottle a couple of times in the past just for size, it would go in fairly easily if I lubed it up good. I could be ripped apart!

The guy who was to start working my ass took a big gob of Vaseline jelly and smeared it around my asshole and then lubed up his entire dick. It was nine inches long, but luckily it was pretty thin. The guy by my head now held my nose until I had to open my mouth to breathe. He then quickly thrust his big cock in my mouth and grabbed me by the hair.

Mr. Rear-ender put the head of his long cock at my pleasure ring at started to press forward. My sphincter was resisting, so I forced out a bit and that long greasy appendage slid up into my bowels.

It hurt a bit at first, but the pain became sheer ecstasy. In and out, in and out, at both ends until both men shot their wads simultaneously. The load spewing down my throat was old hat, now, but the feeling of the spurting gusher filling my insides was pure ecstasy.

On and on this went, but I was thoroughly enjoying it, now, and my body moved in rhythm with my fuckers as that I could take more and more cock in my two cunts. I was voluntarily letting them screw the hell out of me; they didn't have to hold me down any longer. It must have been quite a sight - me, dog-style on the bed clad only in thigh high stockings and crotch-less panties, while a duo fucked my mouth and ass, and my throbbing cock shot my sissy cum on the sheets.

Those on the sidelines kept jeering and cheering. "Fuck that faggot bitch harder! Show 'im what queer whores are good for! Hey, honey, how'd ya like to come home with me an' be my slut? Bet you could take on my whole fleet of drivers, Wendi, all two hundered of 'em!" I probably could have!

Somebody even brought a camera and took pictures. "You'll be famous! We'll post these at all the truck stops in the country!"

My indoctrination as a trucker's slut and whore wasn't quite over. There was cleaning up to do. I now had to lick all their dicks clean of cum, Vaseline, and shit. The shit didn't taste too awful good, but it was my shit, and I guess someone had to do it.

"Hey, since she got to taste her own shit and all our cum, how's about she taste her own?" said Duke. They then made me jack off into a small water glass, and had me swallow it down. "She likes to chug cum; how's about we give her a parting treat?"

They had me jack off a good dozen or more of them into the glass and I swear that they almost filled it. "Bottoms up!" one of them shouted, as the forced open my mouth and made me chug down their combined juices. I almost gagged on those five or so ounces of cum, it was so warm, gooey, and thick. "That's a good boy, Wendi, now lick your lips and get dressed."

I quickly pulled on my soiled pants and buttoned up my blouse. A dozen doses of their cum was now leaking out of my ass and soiling the back of my slacks.

Duke threw a bunch of hundred dollar bills on the bed, and said, "We took up a collection for ya. You were worth it all right. You're the best piece we ever had!"

A thousand dollars! Wow! And for something I just loved to do! I guess I was a good $50 whore, after all. I drove straight home and went to bed without even showering. I was too tired and fucked out to think of anything else but sleep. While I slept, I dreamt of the most totally awesome and wonderfully erotic time of my life.

Duke and a few of his friends and I became quite friendly. They let me know if they're going to be in the area and for the past three years I've gone out to service their sexual needs, whatever they may be. I have never set any prices or ask for any money, but I'm always generously rewarded. A slut makes good!

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written by sweetwendi