This was our first road trip together as a couple.
I was going to meet her parents for the first time, and I tell you, if they didn't live in Bumfuck Ohio, my preference would have been to fly. But what the hell, I thought. A road trip doesn't have to be long, dull and uneventful -- if you plan ahead that is, and get creative along the way.
We were going to start out leaving DC in the morning, and spend all afternoon driving, until we found a good motel to spend the night at. And I told her to wear a dress for the drive.
"Why? So I can be comfortable?" she asked, looking at me quite suspiciously.
"You might say that, honey," I said, trying to act innocent. And then, since I wasn't very good at the innocent thing, I added revealing my true intent, "Oh, and don't bother wearing any panties or bra. Just the dress."
Looking at me like I was out of my mind, she almost asked but didn't. Finally shaking her head with a sly smile, she said, "All right. But not until it starts getting dark out. Don't want to give the truckers too much of a view."
"Oh, I wouldn't worry about that. From what I've heard, they get plenty of views like that to watch all the time anyway. They're all probably bored with it by now.
"Besides," I added, "they're high enough up, they just get a limited view of the action, not the faces involved." And since this before digital cameras, I wasn't afraid of our car-based dalliance ending up where it shouldn't be (like I know it would be now).
"Oh, I don't know about that," she said, her look staring to change from trusting to uncomfortable.
"Trust me. I wouldn't do anything to make you uncomfortable."
"Well, we'll see," she said. She had just enough question in her voice to make me have second thoughts, but she was just adventurous enough in bed that she might go for it. Otherwise, it was going to be a long trip.
It was a pleasant enough trip for the first couple of hours. We got out just after rush hour, heading north in the wrong direction for a clogged drive even if we had left much earlier. The traffic was light, and we easily found ourselves north of Frederick, Md. in no time at all. We had plenty of things to discuss on this part of the trip so we wouldn't be bored for a while.
Subjects like, what I could expect from her parents (and more importantly from her perspective, what they were going to be expecting of me), things to talk about (and not -- no politics whatsoever). And we had plenty of music to listen to when we got out of range of our favorite stations and had exhausted our discussion.
I looked over at this woman I'd been lucky enough to both find and wed. She had a gorgeous head of raving black curls that she luckily didn't feel the need to pin or tie up. She had a couple of still perky in her mid-thirties tits, smallish but oh how those two small cherries of hers stood out at full attention in the heat of passion.
I wasn't that bad of a catch, myself. But my buddies at work never failed to let me know how much I had traded up from my previous girlfriends with Susan. "Man, how did you ever manage to land such a fox?" one of my 'rivals' in the office,
Pete, always told me. "Get nasty with her, so she'll let you go and be up for whatever next with me," he told me on every occasion he could, meaning it.
"So Fred Harris had this ridiculous idea of how we should approach the move next month," she said, as we were already deep in discussing work (even though we swore before starting that we were going to leave work behind on this trip).
"Why can't he just let each person deal with their own office, Susan? He's a supervisor, not a VP."
"Damned if I know. I just really wish he'd get the word from upstairs to lay off. I told Frank and he said he'd talk to Fred, but I think he's a little upset with me."
"Why?" I asked. "You had nothing to do with the audit. He can't hold that against you."
"That's not what Helen Peterson said," she said, getting a worried expression on her face.
I'd been trying to get Susan to leave this job for a while now, telling her I'd support us both until she found a better one. "Any job is better than this one, hon. Accounting jobs are a dime a dozen," I told her honestly. And besides, she was good at doing hers.
But she wasn't that adventurous when it came to work. She'd stay working this job till she got fired. I was hoping she wouldn't get herself all worked up on this drive. And this work place had this tendency to get her stressed.
By the third hour of the trip, we were both ready for a little distraction. We were through Breezewood, and on the Pennsylvania Turnpike heading west, and although it was going to be nice for a while, touring through the mountains, it was sure to get boring after a while.
I figured I'd find out whether I could convince her to become adventurous on this trip with a little 'car play.' And I even already had a recreation area I'd been too before along the way, with some other distractions in mind about an hour away from where we were. I was hoping to get her primed for it while we were en route driving, as well as making the time go faster in the meantime.
As a truck hurtled by us, she said, "I really don't know how truckers do it. Driving such long hours, I mean."
"Well," I said, seeing an opening to suggest my other intended distractions. "That's why they have CB radios I suppose.
"And they also take little breaks here and there. I've heard that there's a lot of women truckers out there now, and every once in a while the men arrange to have a little layover with them. A real lay over, if you know what I mean."
She looked at me with a wicked grin and asked me, "Do you always have to have one thing on your mind?"
'Of course. I'm a man. Isn't that what men are supposed to be thinking about all the time?" And as I had her in the right frame of mind, my hand inched over the distance between me and her seat, landing it on her thigh.
Grabbing my hand and obviously intending to move it back to my side of the car, she reached it around and put her fingers through mine. I guess locking my hand up was her best way of keeping it where she wanted it to be.
"Look," I said, putting some pleading into my voice. "I love watching the scenery just as much as everyone else. But we've been seeing pretty much the same scenery for a while now. Besides, there's only so much scenery in the mountains for a while."
"Do you want to take a brake?" she asked. "I can drive for a while if you're feeling tired of it." Just what I was hoping she suggest.
'Ok. That might help," I agreed, and began pulling over at the next turnout I could find.
She'd been driving for a while now, and I knew that she didn't have as much patience for it as I did. I figured it was getting late enough that she wouldn't mind a little play in the late afternoon light. There was enough shadows in the car for any actions under her dress to probably go unnoticed outside the car. Or at least I was hoping she'd think that.
"I think it's time to chew some scenery," I said.
Shaking her head at me with an exasperated look, she asked me, "What are you talking about?" although her expression told me she pretty much knew where I was going with this.
"Why do you think I got you to leave your panties at home this morning?"
"I didn't exactly leave them, hon. I just packed them, that's all."
"You know what I mean," I said, lowering my voice the way she liked it.
"It's still broad daylight, Brian. What is some trucker sees what you're doing?"
Looking around, I didn't see too many trucks around us. And since it was getting close to dinner time, there weren't a whole lot of cars either. "I'll be discrete," I told her. "Sides, that's what the dress is for. Remember?"
I could see her resistance cracking as she looked in both the mirrors, and saw that (for now) I was right. "And I'm sure that they see a lot more than just hands up a dress, dear."
I could tell she was still afraid. But I could tell she was also getting excited at the idea as well. "Just make sure the car keeps going in a straight line," I told her. "And besides, I'll take the wheel from you if you get too hot and bothered."
Melting into it now, she sighed and gripped the wheel firmly with both of her hands at ten and two. I put my hand on her leg and left it there, resting on it for a while to let her get used to the idea. After a couple of minutes, I slowly began easing my hand up her leg and began my final approach to her inner thigh. I was feeling my pants get tighter as I was also seeing the top of her dress front rise with the building excitement I was working up with the slow hand approach.
Brushing my fingers lightly several times up and down, I pulled her leg closest to me away from her other one, until it was just inches from mine. That opened her up for me to dust my fingers all the way up into her crotch, and I found that she was already wetter than I expected her to be. Maybe inching her dress up so slowly did the trick after all.
I had her dress hiked up on both legs now until it was more of a mini instead of the long skirt she had put on this morning. Turning towards her now, I slid my right finger up and into her bushy patch that I loved so much. Keeping her dress so it covered, I moved it into her lips and began massaging them in between my fingers.
At this, she let out a sudden moan, and relaxed enough so her hands were no longer so stiffly on the wheel. I almost wished at this point that I had a dress on myself, so I could use my left hand to stimulate her and my right hand on myself.
Her moan was low and constant now, as I worked the lips up to the clit and down the other side, up/down, up/down, one side to the other.
