Roadtrip with Jaimie

I met my then-girlfriend, Jaimie, a little more than halfway through a couple summers ago through some mutual friends and hit it off with her almost instantly. She was a few years older than me as I was in my early 20’s at the time. Everything started off innocently enough as we both had a knack for cracking jokes about seducing each other and the naughty things we would do together. Even though we were joking, I remember getting rock hard multiple times from our shenanigans. Eventually, our joking became more arousing than funny and we went from jokers to lovers. She was about 5″3 give or take, strawberry blonde hair, and a runner’s build with perky breasts that were a little more than enough to fill my hands. Green eyes, light skin, and full, kissable lips – I couldn’t get enough of her that summer.

We decided to take a road trip together at the end of the summer. Knowing that we couldn’t keep a long distance relationship, we had one last bittersweet, week-long fling together. We were a few days into the trip, on our 8th hour on the road and she decided to take the wheel for a few hours since I had been driving most the day and the days before. I drifted in and out of sleep for a few minutes, occassional stirred by the GPS giving the periodic instruction. We had been quiet for a while, I was feeling the weariness of travelling most of the day begin to hit me. What followed was completely unexpected – well, maybe not completely unexpected.

I was staring out the dark window, not seeing much but the reflection of the lights inside the car when she put her hand on my knee. Keeping her eyes on the road, she started rubbing up my thigh, causing my heart to start skipping beats.

“Keep your eyes on the road!”

“I am, I am!” she replied as she continued to caress between my legs, causing me to get so hard I could feel my cock pulsating. Jaimie had taken to my preference of her wearing skirts which I had dubbed her “easy access clothes.” I started to hike up her skirt as my fingers playfully brushed against her inner thighs. She put the car into cruise control and leaned back slightly, spreading her legs for me. I continued to run my finger tips along her inner thighs, tracing around her mound with my finger every once and a while. I began to feel her getting wet as I would occassionally brush across her panties. She went with green panties that day, which anytime I caught a glimpse up her skirt all I could think of was getting them off.

“You’re such a tease!” she yelled to which I simply laughed in reply. Usually, I would tease her for a while, but tonight I caved straight away to her objections as I was antsy from being in the car all day. I quickly slid my left hand down the front of her panties and started rubbing around her clit, using the wetness starting to flow from her hole to lube my fingers. I put my right hand to use and began fumbling with my shorts, unbuttoning, unzipping, and finally getting my cock out. Jaimie had to put both her hands on the wheel to make sure she didn’t accidentally run us off the freeway. Her breathing started getting heavy and irregular as I started rubbing her clit faster. She was starting to get wetter and wetter as her driving was becoming less and less safe.

She let out a sigh and muttered, “Ugh! I’m not going to be able to get off while driving. I keep getting distracted,” as we passed by the “Rest Stop in 5 miles” sign.

“Are you thinking what I’m thinking?” I said with a grin. What followed was the furthest 5 miles I’ve ever had to endure. We pulled into the rest stop and parked in a dark secluded part of the lot. She had barely turned off the car engine before she slipped off her panties and mounted on top of me.

“Come on, come on!” she demanded as I was trying to lean the seat back and get naked as fast as possible. She planted her feet next to my thighs, grabbing on to my shoulders, with her hot dripping cunt hovering over my cock.

“Mm, this position makes my cunt open a little more than normal,” she said laughing as I start rubbing her from her clit to her ass with the tip of my dick.

“Shit! Put it in already!”

I tell her, “I love when you talk dirty!” as we both laugh. I grab a handful of her hair and bring her in to kiss her hard. Then I pull back as we stop the ruckus for a second and look into each others eyes and smile. She wraps her arms around my neck as I put my hands on her hips. I press the tip of my cock at the opening of her now soaking wet pussy and pause for a second before she slams me inside of her, almost knocking the wind out of me.

“Omfff! Oh my fuuu…Shi…god!” I start spewing random obscenities as I can’t wrap my mind around how it feels to be inside her like this. Her hips begin back and forth and in circles like a wild woman. She kisses me and laughs as she starts to ride me harder and faster. She’s dripping all over me as the base all around my shaft is soaked in moments. The sound of her slamming herself onto me over and over fills the car in harmony with her words,

“Yeah, mmf! Yeah, mmf! Yeah! Mmf! You like that babe? Yeah?! You like the way it feels inside me?”

I can barely concentrate on her words, much less reply as I feel every bit of her insides sliding up, down, and around my cock. The car was rocking back and forth violently as I grabbed her hips, forcing her to slow down momentarily as I try to take in the moment. The fragrance of sex began to be potent in air as we ferociously picked up the pace again. We were less than discreet, I’m sure making it obvious what we were doing for anyone who happened to pass by. I grabbed her ass cheeks with both hands as she continued to grind away.

“Cum inside me babe! I love feeling you explode inside me!”

With that I still tried to hold on in vain to not cum inside her yet. I could feel her pulsating around me as she continued to gush all over me, moaning in ecstacy. I put my hands on the side of her hips as I needed something to hold on to, barely being able to keep my composure. My efforts to try to slow her down were futile at this point as she was slamming all her weight on me with each thrust I force into her pussy. I almost feel myself blacking out from barely being able to breath from the intensity of the sensation of her cunt engulfing my cock. I catch a glimpse of her beautiful trimmed mound with my cock ramming in and out of it. The sight nearly ends me as I squeeze my eyes shut as I’m barely able to speak

“Ugh! Jaimie! Babe – fuuu…Please don’t stop! Oh my god! Don’t..don’t stop! Don’t stop!”

With that, I couldn’t hold back any longer. I feel my insides contract as I pump what seemed an endless amount of cum inside her, barely being able to breathe between yelling as stream after stream after stream of my hot cum began shoot deep inside her.

“Ahhh! I’m cumming! Fuckin’…oh my…unbelievable!… fuck!!!!”

I keep cumming and cumming as our juices start pouring out of her snatch – I just keep cumming for what seems like an eternity as she mercilessly keeps pounding me into her. Her heat and soaking snatch is so intense, that even after unloading in her, she still manages to keep me hard and we keep going. At this point it almost hurts to keep going, but I feel another load welling up already. I catch a glimpse of Jaimie’s body glistening, nipples erect, her body wrecklessly moving about out of control. At this point, I’m drenched not only in sweat but her pussy juices practically all over my lap as I feel it dripping down my thighs, getting the seat all wet. She grabs my hair in her fists as she fights to make me come again. I am barely able to take in any more sensations as I feel myself getting close to cumming again.

“Cum in me again! Cum in me again, babe!”

I slam my head back against the head rest repeatedly as my body starts convulsing from the intensity of another orgasm being forced out of me. For a moment every sense disappears and all I can feel is my load pouring out over and over inside Jaimie. I eventually stop shaking and seizing, opening my eyes to Jaimie beaming a smile at me.

“You’re so cute when you cum!” she says giggling.

I smile and kiss her a few times, pausing to look at her. “Thanks,” I tell her as we hold each other with me still inside her. Something inside me always wanted to stay in her as long as possible. I give her another little kiss and start to reluctantly start pull out of her. I can’t tell what came from me or her as she continues dripping around my cock. A gushing river rushes out of her all over my lap as I slowly pull out, dripping down my thighs and legs on to the floor, leaving puddles on the carpet.

“Well, we still have an hour or so of driving. You awake enough to drive?”

“Yeah! I’m awake! I’m awake!”

We made love many more times that week before finally concluding our summer together, knowing that was the end for “us.” We’re still good friends even now, keeping in touch now and then. We joke about fooling around and how through the month or so we spent together there was something like 90 some-odd orgasms between the two of us. Supposedly, I still owe her like 3 for the 3 extra she gave me… we’ll see!

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