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Chapter 4

Once I was in Grand Junction, the rest was easy. I was able to arrange to have a gas truck sent to my truck, and within a few days, I was able to get my truck to its final destination. I was given another load to take back west with me, which I was able to get delivered in just a few days. In all of that time, that memory of my romp as a woman never left my mind. It was so quick, lasting less than an hour—but it had such a strong impact. I couldn’t believe I’d actually done it. I still couldn’t get over the way he looked at me, with lust in his eyes, as if I was the real deal.

For the rest of my trip, that excitement continued to buzz through my body, like a drug that refused to leave my system. I guess you could say I was on a high. I expected the high to go away after a day or two or three, or a week, but it didn’t go away. It lingered. Every time I saw a girl standing on the side of the road, the memory came flooding back to me and that excitement filled my bones again.

I even ended up picking a lady up and I couldn’t help but imagine she was really a man in similar circumstances to my own—stranded, in disguise. There was a taboo excitement that I couldn’t contain. When she leaned over and started to suck my cock, I couldn’t help myself—I ended up coming so fast. My experience on the road had changed me. I gave the lady a ride all the way back to Seattle from the back road I picked her up on in Montana. She slept in the sleeper cab with me.

After I dropped her off at a gas station, I realized I never even knew her name, and I never told her mine—which wouldn’t have mattered had she not left her bag on the bed in the sleeper cab. There was no identification in the bag—no clues as to who she was or where I could have the bag sent. There was just a bunch of clothes and some makeup.

And it was as I was cleaning the cab out, holding the bag up, that I got another crazy idea, an idea that revitalized that excitement inside of me that I hadn’t felt since that trucker was coming deep in my throat. I couldn’t help but wonder: could I do it again?

I found myself in front of the mirror, trying on the clothes that were left behind in my cab. They fit, and they looked good (even better after another close shave). The makeup was much easier to use, seeing as it wasn’t a decade old. Even without a wig, I looked pretty good. My hair had grown out long enough that, especially once I had the makeup on, it looked quite feminine. Standing in front of the mirror, in my makeup and clothes, I practised my voice, getting more and more comfortable with every sentence that flowed off of my tongue.

It was actually kind of fun, trying on all the different skirts and dressed that had been stuffed in that forgotten hiking bag. I especially loved the way the panties hugged my cock tight to my body. Everything was so soft against my skin. And my God, did I look sexy in the pair of fishnet stockings that I found at the bottom of the bag. The more and more I looked at myself in the mirror, the more I realized it would be a shame not to take this new persona out into the world, to try it out on the road one more time.

I’d driven through Las Vegas so many times in my trucking career, but I’d never stopped to enjoy the city, to take in the sights, to spend time at the casinos and the world-famous shows. It was a good two-day drive from where I lived in Seattle. I figured it was the perfect destination to put Fey to the test. And the first real test was getting there. Rather than driving myself, I figured I would get there for free, using only my body—my ‘compensation’, as Eric would have called it.

So I repacked that hiking bag and set off for Las Vegas, on foot. I waited until I was out of city limits before I turned to the stream of traffic, sticking up my thumb only for the big trucks I knew would happily give me a ride the whole way if I was willing enough. And within minutes, I had a truck coming to a stop, pulling over next to the ditch so I could hop in. Excitement filled my body. It seemed like a lifetime since I’d last been inside the body of Fey. Every day that passed made me want to revisit her more and more. And finally, here was my chance.

The driver of the truck pushed the passenger door open and I climbed in.

There was more than just excitement swirling inside of me. All of those same emotions I’d felt the last time were back as well—the anxiety, the fear, that lingering sense of dread. Just because I passed the first time didn’t necessarily mean I would pass again. Maybe my first ride had terrible eyesight or maybe he had bad hearing. Maybe my new driver wouldn’t quite be so gullible. It took me a moment to build up the confidence to look him in the eye. As soon as I did, he started to drive.

My heart sank into a pit in my gut. Driving the truck was my old instructor, Eric, the man I’d spent over a week with, and I’d seen countless times since. If any trucker was going to recognize me, it was the man sitting just a couple of feet away from me. That familiar lump began to form in my throat. He looked at me and my body became rigid. I’m not sure I was breathing. “Where you headed?” he asked, looking back to the street.

It took me a moment to respond. When I did, it was hardly a whisper. “Las Vegas,” I said.

“Say again?” he said, leaning closer to me.

There were only two things running through my mind: regret and escape. How could I escape? Could I jump out of the truck as he slowed down to take a corner? Could I tell him I was going to be sick and then make a run for safety once he pulled over? How long would it take for him to recognize me? “Miss?” he said.

“Las Vegas,” I said again, this time louder. My voice was hoarse and broken from fear.

“Las Vegas is a good couple of days away. Not sure I can take you that far,” he said. “I mean, I could consider it—for a pretty girl like yourself.” Sure, upon first glance I might have been pretty, but as soon as he took a closer look, would he think the same? What had I gotten myself into? The excitement of lust had led me too far down the rabbit hole.

Eric turned off of the interstate, onto one of the lesser-known side roads that truckers would use to sneak around traffic. The road was narrow, surrounded by tall trees that blocked the waning light of the setting sun. I thought it was a strange move, seeing as there wasn’t much traffic on the interstate, but then I realized he was probably looking for some privacy. With the interstate clear, no one would be using the side road—no one but us.

And the further we went down the side road, the worse my own situation became. If I got out and ran away, where could I go? There would be no one to pick me up, and I would be miles from civilization all over again. It was starting to look like I only had one option: do my best to convince Eric I was really a woman, make sure he didn’t catch onto my real identity.

In a way, the side road helped. The darkness from the tall trees helped to hide my face. I looked in the mirror to check my makeup, but I could hardly see myself. If I couldn’t see myself well, Eric couldn’t see me well either. “Hate to be blunt,” Eric said, ‘but do you mind me asking, what are you willing to do for a ride to Las Vegas? Not really supposed to be picking anyone up. Against company policies and state laws and all that.”

It was the classic trucker proposition: what was I willing to do sexually? A blowjob would get me to Portland. A regular ol’ fuck would probably get me to Sacramento (I didn’t exactly have all the parts for that option). Taking Eric’s cock in my ass would probably get me to Las Vegas.

I could have gone with option number one, the blowjob, and gotten out at the next service station. At first it seemed like the safest option. But then what? Then I take my chances with another driver? If Eric really didn’t recognize me, what difference did it make? What was the sense in throwing another driver into the mix and doubling my chances of being caught? If I could go all the way with Eric, maybe that was the safest option. “Miss?” he said again.

I took a deep breath and bit my lip. “You can take me from behind,” I said.

He didn’t respond. Instead, he slowly brought the truck to a stop. “Alright, step out of the cab,” he said once we were at a complete stop.

I hesitated at first, then I stepped out. Was he just going to take me way out in the middle of nowhere? I figured we would at least drive until about midnight and then stop at a motel somewhere. I looked around. There were trees all around me. The road looked long-abandoned, as if Eric was the first person to use it in decades. I could hear nothing but the sound of chirping birds and the groaning of the swaying trees in the warm breeze. Eric stepped around the truck. “Wouldn’t you rather wait until we get to a motel or something?” I asked.

“I don’t feel much like sleeping tonight,” he said. “I’m probably going to make a straight shot for Las Vegas.”

That sense of regret came rushing back. At least in a motel, I could scream if something went wrong—if he found my cock between my legs. No one would be stupid enough to murder someone with people around. Where we were, on that back road in the middle of nowhere, no one would be able to hear me scream. “Put your palms against the truck,” he said, reaching down and starting away at his belt.

A cold tingle ran down my spine. I really didn’t have any other options. I put my palms against the truck. I heard his pants hit the ground and then I felt him walk up behind me. He reached up my skirt and grabbed my panties. Instinct kicked in and I grabbed them too, to stop him from pulling them down. “Wait,” I said. If my cock fell out, I was doomed. That would be it for me. Eric had always scared me just a little bit. He’d always seemed a bit cold, a bit distant. It didn’t seem so out of the cards that he might murder a man who tried to seduce him.

“Wait for what?” he asked. I could feel his big, warm cock against my thigh, already erect and ready to obliterate my asshole.

“I don’t think I can do this,” I said.

And then he let go of my panties. My heart was beating so fast, up in my throat. My legs were shaking. I had a terrible feeling something bad was about to happen. I was right. He reached between my legs and grabbed the bulge of my cock firmly with his hand. “You look pretty in a dress, you know that?” he said.

I’m not sure my heart continued to beat at that point. My vision became a blur. I nearly fainted. He pulled my panties down with a swift tug and I did nothing to stop him. He knew who I was. He probably knew all along—maybe he even knew before he let me into his truck.

The moment became a blur. My mind was spinning too fast for me to make sense of what was happening. The next thing I knew, he was pushing in, his thick, hard cock stretching my anus. My toes curled and I bit down on my tongue. It wasn’t long before he was thrusting himself in and out of me, plunging his warm dick deeper and deeper. His hands explored my body, squeezed my fake tits, reached down and fondled my cock. He didn’t seem to care that I was a man. In fact, he was into it. Once his hand was on my cock, he didn’t let go. And it didn’t take him long to get me rock-hard, stroking my length in his firm grip.

“Your asshole’s fucking tight,” he said with a grunt, his lips right next to my ear. His thrusts were getting harder but the pain was becoming less. He was hitting a sweet spot—the male g-spot.

My legs quivered, my body trembled. “Oh God,” I heard myself muttering but I wasn’t in control. “Fuck!” He wrapped one of his arms around my body to hold me up, so I wouldn’t fall to the ground in a limp puddle.

“Come for me, baby,” he said, squeezing my dick harder, pumping it faster. I was numb all over, save for my cock and my asshole where the euphoria had taken over. My mind was flashing. I didn’t want the moment to end but I couldn’t hold back, I couldn’t stop my cock from spraying a massive load all over the side of his truck. “Shit!” I cried out as he began to grunt, his thrusts becoming sharper.

“I’m going to come in your ass,” he said, and he followed through with his promise, filling me up deep. I pushed my butt back into his hard pelvis, making sure his cock was as deep as it could be inside of my body. My God, did it feel good. I’d never felt anything like it—an unexplainable pulsing ecstasy that vibrates warmly through your whole body. It seemed to last an eternity, but it was over in just seconds.

As luck would have it, Eric didn’t murder me. He followed through with his promise and took me all the way to Las Vegas where I stayed for a few weeks. It was the perfect place to experiment with Fey. It was the best place to perfect my voice, my mannerisms, with so many strangers around, constantly interacting with me. By the time it was all over, I’d almost forgotten I wasn’t actually a woman. The voice had become so natural, and I’d never felt more confident about myself in my whole life.

At the end of my weeks in Las Vegas, I found myself back out on the interstate, bag packed. It was time for me to go home and return to real life. I was about to cross the road when a big truck pulled up next to me. The driver pushed open the passenger door—and it was Eric. “Where you headed?” he asked.

“Back home—to Seattle,” I said.

“I’m doing a two week trip down to the southern tip of Mexico if you’re interested. Could be a nice little holiday,” he said with a smile.

I smiled back. Maybe I didn’t have to get back to my real life so quickly. Maybe I could let Fey live on for a bit. Besides, who could say no to a free two-week trip to Mexico?

THE END

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