I remember I wanted to dress super cute that morning. Jeremy invited me to this carnival thing; I wasn’t sure if I was going to enjoy it but I wanted to look good and have some fun. I was thinking that it would be, like, a ferris wheel and some cotton candy and stuff, and maybe he’d win me a stuffed animal at some silly game. It was kind of a long drive from my house, so we could listen to some tunes on the drive with the windows down.
I picked out my blue pleated skirt with the two white stripes at the bottom, and put on my favorite black tights over a simple white pair of panties. My legs looked so good in those tights, I loved looking at myself in the mirror. I walked back and forth and swung my hips when I turned around so the skirt would do a little flip. It was so cute, I practically fell in love watching myself. We were going to be walking around the fairgrounds or whatever, so I took my comfy black flats. It was a warm day and I decided to wear this pale green tank top with spaghetti straps. I didn’t want to wear a bra. My boobs aren’t that big, but that tank was just snug enough that it would probably drive Jeremy crazy.
The truth of the matter was that I didn’t really like Jeremy that much. He asked me out, and he seemed like a nice enough guy, but we barely flirted and had never even kissed before. He was an okay friend, but maybe a little boring, or a bit of a prude. He wasn’t ugly, but he wasn’t any kind of knockout either. A little skinny (who am I to judge?) and usually wearing blue jeans and a band t-shirt. He had dirty blond hair that was always a little messy, which was cute. The fact is, I was actually really into his dad. I saw him at a soccer game once and I couldn’t get him out of my mind after that. I kept hanging out with Jeremy in the hopes I’d get a chance to get closer to his dad.
I tied my long, wavy brown hair into a ponytail. I found a nice light pink ribbon to tie around it, with a bow at the top and the ends almost as long as the ponytail. I thought it was super cute for a day trip to the carnival. Jeremy showed up to pick me up just as I was posing in front of the mirror, winking and smiling.
I got into the passenger seat of his pickup truck. I’m not really a truck girl, but it was pretty nice. He’d driven me a couple places before and it was clean. He greeted me at my door with a smile and held his hand out to help me climb into his truck, even though it wasn’t all that high. I’m kind of short, I’m used to it.
We were chatting a little bit at first, how’s your day and stuff, but when we got onto the highway I turned the radio on. I sang along (not very well, but LOUD) and I danced a little in my seat, sliding back and forth and waving my hands around. Jeremy wasn’t singing or dancing, but he kept looking over at me and grinning. “Watch the road,” I told him.
He looked back at the road, but kept glancing back at me. I turned toward him as I danced in the seat and wiggled my shoulders a bit, which was basically like waving my boobs at him. I told him “Watch the road,” again. We were going at a pretty good clip, passing a few cars. There was a ways to go before we got to the fair, and I was getting a bad idea to go with my good mood.
The front seat of his truck was just one long seat, and I slid a little closer to him. “You’re a good driver,” I said, teasing a little.
“Um, thanks,” he said. He was still glancing over at me from time to time. I wasn’t dancing along with the music anymore. I just slid a little closer and put my hand on his arm.
“You better drive real good, now,” I said. “Keep watching the road, we don’t want to crash.” I moved my hand from his arm to his thigh, leaning my head against his shoulder.
“Oh, uh . . .” he stammered. Whether I liked him or not, in that moment, I really really wanted his cock in my mouth. I slid my hand along his thigh once or twice and then brought it slowly up to his crotch. For a moment I couldn’t find his dick, but then I felt it quickly starting to grow hard through his jeans.
“Um, Penny,” he started, looking a little uncomfortable.
“Shhh,” I said, almost purring into his ear. “Watch the road.”
I stroked the length of his cock through his pants, feeling it grow bigger every time. It was pressing right against his zipper, and I could wrap my hand partway around it, even through his jeans. He spread his legs a little bit, and the bulge stuck out between them.
I reached in with my other hand and undid his button. It took a few seconds of fumbling with it from my awkward angle. I pulled down the zipper and peeled back the flaps of his jeans. He was wearing boxer shorts with a red plaid pattern. His cock was sticking up, but still covered by his shorts, making a little circus tent. I reached in and pulled his cock through the opening in the front of his boxers. It stood up straight, long and uncircumcised, a beautiful tower, the leaning tower of Pisa. I had done my fingernails in a mint green color, and I loved the look of my thin fingers wrapping around that pole.
I felt the truck swerve slightly, and I looked up at Jeremy. “Watch the road,” I said, teasing. I pulled my feet up so they were on the seat next to me, kicking off my flats. I could see the mint green of my toenails as well, beneath the stretched black fabric of my tights. I gripped Jeremy’s member, not too tight, and began jacking him off slowly. The loose skin of his cock slid up and down beneath my fingers. He made a noise like, “Mm,” a short grunt and then an exhale.
I was laying down on the seat with my head on his shoulder. After a while, I began massaging his dick, squeezing it slightly between my thumb and finger at the top of each stroke. I loved watching it, pulsing in my little hand. His breathing was getting heavier and I looked up at his face to make sure he was still watching the road. Looking back at his hypnotic, velvety cock, I started squeezing a little more with each finger as I stroked, pinky to pointer finger, base to tip.
I pulled the skin back from the head of his dick to see glistening precum pooling there. I rubbed my thumb around the hole and he squirmed a little in his seat. I almost reminded him to watch the road again. I kept pulling slowly and firmly on his cock, reaching in with my other hand occasionally. Each time I would pull the skin back from the head, I would run my thumb or finger over the top of it as precum leaked out, spreading the fluid down along his shaft. “Lift up your ass,” I told him suddenly, slapping him lightly on the hip.
He did as I asked, and I tugged his pants down past his hips with some difficulty. The truck slowed down, swerved first one way and then the other before I got his pants out of the way, bunched up around his thighs. His dick was still protruding from the hole in the front of his boxers and I couldn’t see his balls, but under the circumstances it was good enough.
I squeezed and pulled on his johnson a few more times, and kept my hand on it as I tried to reposition myself. I was curled up slightly on the seat with my feet pressed against the passenger side door, and I lowered my head to duck under his arm. With my hand still holding his cock, I pressed my head against his belly and began licking along the side of his shaft.
I slid my tongue up and down. I ran it over the top of his head, pulling the skin back and tasting that delicious precum. I wanted his load so badly. I kept moving my tongue around, and stroking him with my hand, but there wasn’t much room for my head next to the steering wheel. I put my lips on the side of his cock, licking it, getting it coated in a nice layer of spit, but I couldn’t get my head over the top.
He figured out the problem and shifted in his seat, trying to give me access. He was able to turn slightly toward me and slide his butt so his dick wasn’t right up next to the steering wheel. I felt the truck accelerate as he inadvertently shifted his leg to step on the gas. His hand rested on my back, on the bare skin between my shoulders. His hand was warm and rough and sexy. “Watch the road,” I reminded him.
There was just enough space for me to wrap my lips around the head of his cock and take it into my mouth. The steering wheel was a couple of inches from my temple, but I had room to move. It felt so good as I slipped my lips around him. I only slid the head in at first, feeling the heat radiating from his cock. I squeezed my mouth around him and it felt unbelievably hard. I sank my head a few inches lower on his pole, making him groan. I think I moaned a little as well; hearing a man make those noises really turns me on.
I started to raise my head up and lower it, swirling my tongue around his shaft. I only had a few inches to work with; I couldn’t reach all the way to the base of his cock because of the way he was sitting. I was giving it my all, though. It was so salty and sweaty, and I couldn’t get enough of it. I couldn’t help but moan, over and over, savoring the taste and the feel of his hot, throbbing manhood in my mouth. His hand rubbed in small circles on the bare skin of my back. One of the straps of my tank top slipped off. My saliva coated his cock and dripped relentlessly from my hungry mouth, soaking the fabric of his shorts that were bunched around the base of his penis. His hand on my back and his cock in my mouth were the only things I cared about.
“Oh, Penny,” I heard him breathe. I knew what that meant, and I thrust my face harder and faster onto his dick. I hadn’t stopped to take a breath once yet, breathing through my nose and moaning around the thickness of his cock. He slid his hand up from my shoulders to my neck, which was getting sore from the bobbing up and down. He squeezed my neck a few times and I bobbed faster, moaning loud with each stroke. His hand continued then up to the back of my head, where he gripped my hair where it bunched into the ponytail. He held my head steady, pressing it down into him. My lips felt the first surge of cum up through his shaft, and then it was splashing in my mouth. The head of his cock was at the back of my tongue, and I gagged and sputtered in reflex. He sprayed the inside of my mouth once, twice, three times, four, and I lost count. It was thick and gooey, and I had to try to swallow it just to make room for more. I felt the truck swerve and wondered how fast we were going. Spit and cum were dripping past my lips and oozing along the side of his cock, pooling on his soaked boxers. A few more squirts of cum decorated my tongue, smaller and smaller as his orgasm subsided. I drank them down greedily and tried to slurp up the thick white ooze that had escaped my mouth after his initial blast. His grip finally relaxed on my hair and his hand slid to my neck once more. Thick gobs of cum still clung to his dick, and I licked and sucked them off at my leisure.
Once I’d gotten my breath back, I sat up and turned the rear-view mirror so I could fix my makeup. A giant white glob of cum still clung to my lip and the corner of my mouth. I admired it in the mirror and how sexy it looked for a while, before I caught it with my finger and slurped it down with the rest. I smiled and started undoing my ponytail and tying it up once more with its long pink ribbon. I couldn’t help but wonder if his dad’s cock would taste just as great.
Source: reddit.com/r/sexystories/comments/rkdzmc/a_great_way_to_start_the_date_mf