Her eyes grew wide as she realized what that meant, but I reinforced it with "That's right. Sometime before today is over and we get off the interstate, there is going to be at least one lucky trucker out there that will see you completely and totally naked."
Once more the uncertainty of it all could be seen in her eyes. There was a rapid and tumultuous sequence of emotions showing on her face as the full repercussions of it all funneled through her mind. The earlier thoughts of showing all her body re-emerged and now that she thought it might happen floored her a little. And it frightened her a little. She would be showing strangers her pussy. Men she didn't know and had never met would be seeing the one part of her body that was the most private of all. And she knew that deep inside, she wanted them to see it. Right now she wanted every man in the whole world to see her pussy. She finally gathered herself enough to say in a rather timid and halting voice "You mean I have to show my...my...".
"Say it."
"I have to show my pussy."
"Yes Jenny. You will be showing your pussy to strangers today." I slid my hand under her dress and slid a finger into her cunt. My other hand lifted the hem of the dress up, revealing her crotch to me.
"At the very least, there will be two strange men out there that will know what your pussy looks like. And at least one of them will see you totally and completely naked." She involuntarily and automatically spread her legs apart as I fondled her and I continued "He will see everything you have. And it will be with your legs spread open even more than you are now. Nothing will be hidden from him."
Her breath was a little more labored now as it all came down onto her and overwhelmed her. I added "It won't be all at once. We will work you up into it."
That seemed to ease her fears at least a little. Then I added, "But you have to dress the part sweetheart."
I took the keys out of the ignition and walked back to the trunk and opened it. Curious, she got out too. I noticed she had covered herself back up. Opening the suitcase, I found the dress she had brought with her but not worn. It was my favorite and I wanted her to wear it. I found it and a set of heels for her to wear with it. She brought the dress and shoes in case we needed to go out someplace for Thanksgiving dinner.
It was a cheap little dress, but it could not have worked better for her had it been custom made for her. It was on a black background with little dark reddish-orange flowers and tiny green stems. From a distance, the dress almost matched the auburn color of her hair. The front was held together with a set of six small buttons. It was just large enough to cover her without gapping between the buttons, but it fit her perfectly, just tight enough in the curves to show that she had them.
The neckline of this dress was a low, sweetheart neckline. When the top button was fastened, it showed just a little cleavage whether she wore a bra or not. Unbuttoned, and without a bra, anyone standing close to her would be able to look down and see everything on the top part of her torso, including both tits.
It had an empire waist and came down to them middle of her upper legs, showing them to their best advantage. With the heels on, I could not imagine how any man alive could not be in full rutting lust with her. I know I was.
With the bottom button fastened, she had to be careful sitting down because if she parted her legs any at all, her panties, if she was wearing any, could be seen. If she unfastened the bottom button, any time she stepped, the gap would expose her crotch. She knew I liked the dress so she would wear it for me. But she hated having to so carefully watch her actions. And she always wore a bra and underwear with it. Unless of course we were alone and she was really horny. It always got her laid.
I handed the dress and the shoes to her and she started to head back to the car. I stopped her and said "Right here."
She hesitated for a moment and I said "Stand right here" I said and pointed toward the lane of the interstate we had been driving on " and change right here."
She hesitated, seeing the group of trucks approaching the exit. I said to her harshly "Strip now" and she closed her eyes and pulled the sundress up over her head and off. She finished just in time for the first truck to catch a glimpse as she stood there naked, the dress in her hand. She shivered a little at the sound of the air horn honking his approval. I took the dress from her as the second truck approached the underpass, the driving, craning his neck to look up at her as he passed.
He had dropped his speed so I handed her the shoes and told her to put them on first. She did so as the second truck passed. Then I handed her the dress. She slipped it on and managed to cover herself up as she watched with shock and some fear as the third driver almost was able to slow down enough to make the off-ramp. But he had to continue. Had he a second of two more, he would have been able to see her there naked up close rather than from the length of a football field or more.
I knew she might actually balk at performing the action once it came down to actually doing it, so I decided to try to make her a little more willing to perform. It also would tend to cement this suddenly new aspect of our relationship in place. I led her, wearing only the heels, to the driver's side of the car. I sat down in the seat and started to feel her up some.
We were on the side of a smaller highway, so in the interest of discretion, I handed her the dress and had her put it on. But I did not let her button it. Instead, I had her stand there facing me holding the dress out and open. Nobody that passed during this whole time could actually see anything other than her legs below the dress as they passed, but I could see and then feel everything. For the next minute or so I fondled and felt her as she stood there, displayed for me and she knew that three or four cars passed during that time. Her face at the end was flushed bright red and she said later it was one of the most embarrassing and humiliating things she had ever done. And she loved it.
I then had her get in the passenger seat. She did have to walk around the front of the car with the dress unbuttoned and flapping open, but no cars passed us. I flipped up the center console and had her lay down on the bench with her head in my lap. I started the car and prepared to head out to the interstate. But just before I did so, pointed down the older highway about fifty yards and she gasped when she realized that there was a couple of guys in an old pickup parked in a field. She quickly realized that when she walked to the driver's side of the car and around the front of the car, they would have seen everything. Of course, they could see her while I was feeling her up also.
I then drove us away and soon we made our way back onto the interstate. It took us several minutes and miles to catch up to the trucks once more. During that time, I had her position herself so that we could play our little game with the truckers.
To start out, the bottom two buttons would be fastened. She would lay in the seat with her legs together to the side and the skirt of the dress pulled tight underneath her. That way, most of her legs, up to just below her crotch would be visible, but nothing above. The top is pulled together but not buttoned. The topmost fastened button would be right above her crotch. Anything from her navel and above could be displayed if the top of the dress was spread open.
I told her that she would wait for my instructions. She was not to think about that she was doing, just do what I told her to do when I told her to do it. She said ok. I could tell she was nervous and scared, but she was very horny now and she was also very excited.
So she wouldn't have time to think about it too much, I caressed her hair and cheek as we pulled up alongside the first truck. Her breathing was getting harder as she struggled with what she was about to do. This would be one the hardest things to do, giving that first deliberate flash. As we pulled up to the back of the cab of the truck, I could see the driver checking us in the mirror and looking back out of the window occasionally toward us. He definitely recognized the car and he had already seen her naked from a distance.
I reminded her that he was not seeing anything new now. He had already seen her naked, just from a distance. This time it will just be a little closer. Then, when I was sure he could see her lying in the seat I said "Jenny, I love you. Now just reach up and pull open the left side of your top."
She reached down and I guess the adrenalin was a little high because she almost jerked the first fastened button loose. The whole left side of her body, from just above her pubic bone upwards, was now exposed for this strange man to see. Her eyes were closed and I said "Jenny" and she looked up at me.
I just said "Look at him and make sure he is looking."
She balked a little, her eyes pleading. She didn't want to actually see him.
I repeated "Jenny, look at him and smile. Show him that it is ok for him to look at your tit." She sighed and then looked at him. I was amazed at how much redder she could blush. But she looked him in the eye.
"Now wave goodbye to him" and she did as I sped up and put him behind us. As we neared the next truck I told her that when she exposed herself, I wanted her to look them in the eye until I told her she could wave." She said "OK", clearly not enjoying that part, but she seemed to be enjoying the actual act of baring herself and letting these strangers see her private areas.
I had her close the dress back up and then told her that once we got up next to him, and she looked him in the eyes, she was to smile and show the right tit. And of course, he was waiting for it. It did not dawn on her that I had turned off the CB. So he and the other truck ahead knew she was flashing.
The lead truck of the three got to see both tits together. After the wave and we pulled ahead, I asked her if she wanted to catch other trucks, or did she want to treat those guys again. She just breathed an excited "Whatever".