Growing up, my family had a place in Vermont right on Lake Champlain that was very remote. The drive back in to the cabin was a mile long through the woods. We also had a mile of lakefront where we could do whatever we wanted away from any other people sailing, swimming, diving, skinny dipping, sailing...etc.. Spending every summer there growing up was heaven. The cabin was a very old three story shell built around the turn of the century. The furnishings were sparse and old and the beds were thin mattresses over metal coils.
In high school I started dating Debbie who had no experience with guys, but had a body like a playmate. 5'7" with a very narrow waist and breasts that just invited you to suck on them. I (Steve) was not exactly the Charles Atlas type, but 5' 11", 155 in very good shape. The problem was, we were both virgins and she wanted to wait until she was married to lose it. So I had to be happy with the frequent hand jobs, though I was not allowed to reciprocate as she did not want me to even touch her.
The summer after we graduated, I asked Debbie if she would like to spend a few weeks at the cabin and she jumped at it as she had heard so much about it. I also thought it would be a fun place to celebrate her recent 18th birthday, little did I know how fun. As we were driving up we were talking about all the things we could do there and she asked about skinny dipping. I told her there was no feeling in the world to match it. The water caresses your whole body and you feel so free. Debbie said that we would have to try that as she had never done anything like that. The thought of finally seeing her out of a bathing suit and fully naked instantly gave me a throbbing erection which Debbie was quick to pick up on. It was uncomfortable driving with my dick aching to get free of my pant leg and Debbie wasn't helping by reaching over and stroking it through the pants. Her fingers kept pressing into the engorged head and gently squeezing it, then sliding her hand down the shaft as if feeling the size and length. I had to pull her hand away as I was on the verge of cumming in my pants and I was not thrilled with having a wet spot on my pants the rest of the drive.
"What's wrong, Steve?" she asked "Didn't you like that?"
"You had me ready to cum and I'm not sure how my pants would look at the next rest stop."
"There are ways around that." and she reached over, unzipped my pants and painfully fished out my very stiff cock until it was completely free.
"Oh, man, that feels much better," I said "it sure hurt down my leg like that." Debbie spit on her hand and proceeded to slide it up and down the shaft very slowly, spending most of the time caressing the head gathering the pre-cum at the same time. Every time I got close to cumming, she stopped, telling me to hold off. I have to say that I could have driven past Vermont into Canada with the attention I was paying to the road, but I have never wanted to cum more than right then. Then Debbie took off her tee shirt so she was just sitting in her very thin, see-through bra. This was a first for me. Even though I had seen her in a bikini, I never saw her in her underwear nor seen her nipples and this was in incredible turn on. I was very aware of the fleshy mounds and how much more there was hidden by the thin material. As soon as she touched my dick again, I started shooting cum all over myself. In fact, a glob landed right on the windshield.
"Now I know what it takes to really get you off." She said. "I should have done this earlier."
I had to pull off the highway to clean myself up and the get my pants zipped up and I asked her if she was going to put her tee shirt back on.
"I don't think so, " she replied "I like to thought of getting you excited again."
"Even if it means we get in a car wreck?" I asked?
"This will teach you how to concentrate and focus on driving, think how valuable a skill like that can be."
Yeah, I thought. Just the type of skill I need, the ability to focus on something else than her body....
We pulled back out on the highway and I had little luck ignoring her sheer bra with her nipples poking through half an inch. It wasn't long before she put her head back and dozed off making her chest stick out farther. I was noticing the trucks and cars driving by were very interested in her display and I was finding it hard to finish passing other vehicles. After a bit she opened her eyes and looked out at a truck that had been keeping pace with us. She immediately covered her breasts with her arms and yelled at me for not saying anything.
"Hey, you were the one to take your tee shirt off, did you think no one else would notice? And why bother covering up at this point, they have already gotten an eyeful."
"I see you recovered from earlier," she said, noticing the tent in my pants "I thought you were going to work on focusing on the road?"
"Perhaps with more time I can become and expert at it, but a skill like this takes a lot of practice." I replied.
Just then, the trucker honked was signaling something.
"What is he doing?" I asked Debbie.
"I think he wants to see my tits."
"Go ahead," I said "though I am not sure I want to be next to a trucker trying to get himself off while driving."
Debbie turned her back to me, reached around behind her and unclasped her bra. She then put her arms over her head and rotated her torso. I could see her tits bouncing back and forth from behind her. I was instantly struck with jealousy that the first guy to see her tits was a complete stranger and not me. "OK. Now you have to turn around so I can see them." I said.
"Not a chance," she said and slipped her bra back on "you will have to wait to see more."
"Not even a peek?"
"Nope, though I will let you rub me a bit." As she slipped off her shorts. She leaned back and put her feet spread apart on the dashboard. I took my eyes off the road and stared at the cloth covered mound with the dark patch of hair showing through. The truck driver honked again, but I ignored him as I reached over and felt her moist panties over her slit for the first time. It could not have been more than 30 seconds before she was screaming out her first orgasm I'd seen her have. I stopped rubbing, but she immediately grabbed my wrist and put my hand back on her wet pussy.
"Don't stop, please don't stop until I say."
My fingers started stroking her moist flesh and I noticed that her breathing became much deeper with I hit the nub on top of her slit, so I started concentrating on that alone. She pulled my hand away.
"That is too much, go easy on my clit. Spent time around it and hit it periodically - that would be a lot better."
I drove the next 30 miles stroking her pussy and every time I tried to get under her panties, she stopped me, but I am sure she came 3-4 times, each time screaming out her ecstasy. Finally, with the muscles in my arm cramping up, she told me to stop. Apparently the trucker got tired of trying to watch while driving and disappeared, replaced by another driver in a pickup truck. Debbie looked over at him and smiled. Again, she turned her back to me -- removed her bra and shook her tits at him. Then she knelt of the seat, still facing out the window, pulled down her panties and spread her knees apart. I could see her arm moving like she was playing with herself. Her other hand was apparently playing with her nipples. At least she was letting me see her ass for the first time. It was gorgeous, tight, firm looking, round. I reached over and squeezed her ass cheeks. I've never felt my cock that hard before and I thought it would rip through my shorts. I knew if I touched myself I would cum right there in my pants.
"OK," I said, "that's enough! You are showing strangers things I've never seen. Turn around."
"No way, I like keeping you in suspense." And she stayed facing the pickup truck driver. I heard her squeal and looked over and saw the truck driver had lifted up his hips by arching his back so Debbie could see his huge cock.
"You have got to be kidding," she said "no way can that thing be real!"
I definitely saw that it was and it had to be half again the length of my six inches. Debbie was now furiously rubbing her pussy and I could hear that she was very wet. The driver of the truck grabbed his dick and was pulling on it, extending it farther into view which made Debbie groan and rub her pussy even harder. I was thinking about how I had to be gentle around her clit, but I guess that doesn't always apply. Debbie let out a yell, panting heavily and collapsed face first against the door. After a few minutes she raised herself up, pulled up her panties and put her bra on before turning back to me. Then she put her tee shirt and shorts back on.
"I need a bit of release myself now." I said, unzipping my pants. "That was so hot."
Debbie shocked me by leaning over and dropping her mouth right on my disk. I could never even get her to kiss it before now. It felt like heaven getting my first blowjob, feeling her hot silky smooth mouth taking in most of my cock. Within a minute I told her I was going to blow, but she started sucking harder. As soon as the first shot entered her mouth I felt her swallow. I must have dumped a quarter cup of cum down her throat before I was done. Amazingly I was able to stay on the road in my own lane.
"Why did you swallow? I warned you that I was about to cum."
"I thought that was what I was supposed to do." Debbie replied. "Did I do it wrong?"
"No, you did it right, believe me."
Debbie then asked how much farther. I told her 4 hours or so, so she said she needed sleep and curled up and slept the rest of the trip.
We arrived at the cabin at around 10 PM and by the time we had unloaded the car, unpacked and gotten basically set up, we were exhausted and went right to sleep.