Some people like to meet strangers in bars for no strings sex. Others use hook-up apps. But in my fantasies, I like to try things that are a bit more risky – like hitchhiking.
Here’s a little daydream that always gets me off: I go out in my car, pull up, and get out with my gas can, then stick a thumb out to hitch a ride to the nearest gas station. That way, I can go back and forth from my car to the gas station, and I get to decide which guy I want to fuck.
I’ve imagined myself getting picked up by all kinds of guys, from virile studs to truckers to middle aged businessmen who can’t believe their luck. But I have another fantasy where things don’t quite go my way, and I have to satisfy myself…
Here’s how it goes: I was out hitchhiking in my sexy little denim shorts and heels, a nice tight T-shirt and no bra – if you’d been passing, you would have pulled over and offered to fuck my brains out, no question!
But the road was empty. I waited for a half hour, and not one car passed by. I’d spent so much time by the roadside speculating about who might come by and what kind of sex we could have that I was seriously horny. In fact, horny enough to go too far, even for me.
What started out as a little bit of discreet touching, just a bit of nipple stroking through my top, turned into something much naughtier. I knew I was going too far the moment I popped the button on my shorts open and slipped my hand inside, but by that point I was too aroused to care.
I had been sitting there, thinking about climbing into a stranger’s car, and finding a hot guy behind the wheel wearing a muscle shirt and baggy shorts. I’d imagined him glancing at my legs as he drove, and me opening them and starting to rub my finger over my crotch. In my mind, his erection was jutting up inside his baggy shorts, really obviously. As I was fantasizing about reaching over and squeezing his cock through his shorts I started to tease my nipples, and by the time I imagined unzipping him and stroking his shaft, I had my hands inside my own shorts.
And then I lost all control. My pussy was wet as I dipped my finger between my pussy lips, just a little, but enough for me to spread my juices from my slit up over my clit, and that felt amazing. I was gentle, dipping my finger back into my juices and sliding it softly over the tip of my clit, circling it slowly, making it swell. My shorts were too tight sitting like that, so I pulled them down a little to give myself more room to play.
Now I could really stroke myself. I used two fingers, sliding them down over my clit, rubbing them over each side and squeezing, spreading my juice over my pussy lips and then opening them up to get my fingers inside.
In my head, I was doing this in the stranger’s car with one hand and pumping his prick with the other. We said nothing; he drove with one hand on the wheel, the other on the headrest of my seat. I did all the work. Then I imagined he pulled over and just looked at me. I took off my shorts, and got up onto my hands and knees with my head out the window, showing the stranger my ass and pussy.
Out on the side of the road, I was also on my hands and knees, eyes closed, lost to my filthy thoughts, running my hand over my own ass, dipping my finger into my pussy, getting so turned on with the crazy thoughts in my head. I love to perform for people, love to turn them on with my body – I get off on being an object of lust.
So there I was, on my hands and knees, fingering my hole, my fantasy at the point where the stranger was now plowing his thick cock into me. I was using my finger as a cock by then, fucking myself hard and fast, then slowing down and giving it to myself deep and slow.
Suddenly, my fantasy changed and I started to imagine what it would be like if a car came along right then. What if a guy and a girl pulled over and watched me as I made myself cum with my fingers?
That got me even more turned on, thinking about them both staring at me as I finger-fucked myself to orgasm. I turned over and lay on my back, my pussy juice spread all over the tops of my thighs, and then used three fingers to fuck myself harder, the palm of my hand pressed firmly against my clit. In my mind I could see myself by the side of the road, half naked, moaning loudly. Anyone could drive past and catch me. It was so wild and so exciting.
That’s when my climax hit me like a train. I have not cum that hard just using my fingers since I was in college – back when I was filled with horny ideas and unable to do much more than frig myself over them.
I don’t know if I’d ever be crazy enough to try hitching a ride for real; or masturbating by the roadside! But it’s become my go-to fantasy when I want a really intense orgasm, and I’ve come up with lots of little variations on the story that sometimes surprise even me with how filthy they are…
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