I realized a little while ago that I'm forgetting the little details of my "exploits" over the years.. and I figured writing them down would be a good way to remember. There's a little back story so skip to the --- if you want to get straight to the good stuff.
Jen and I were 18, we'd just about graduated HS and were getting ready to go off to college. I'd went to an all boys school and she went to the convent, our sister school. She was smart, funny, a little crazy, and I didn't know this yet - a horny little devil. But you wouldn't know that either, looking at her - she was the teachers pet, top of her class and all the nuns loved her. She's about 5"3, C cups, athletic with a firm ass. All complemented by beautiful brown eyes and lush hair.
Jen and I met at church. Sorta around 8th grade when all of my friends were starting to realize girls existed. It was about 6 of us in the group, our parents would drop us off in the morning for class and mass and pick us up after. Every year, one person would stop coming.. until in about 11th grade when it was just me and Jen.
We'd started skipping mass and hanging out at the park nearby, We'd sit on the swings or on the stairs by the church. Gradually getting more comfortable with each other, she'd rest her head on my shoulder and I'd put my hand on her thigh. We got pretty close over the year. We'd chat about the world, flirt a little and pass the time until someone came to pick us up.
It started how I imagine it does for most kids our age, playing twenty questions. We were texting late on a school night and it came up. After a few obligatory "what's your most embarrassing story" or "what's something you haven't told anyone yet" questions, Jen got a little more adventurous. J: what type of porn do you watch? And I definitely said something vanilla like missionary with my socks on - no hate, it's underrated.
I asked her the same thing. She said lesbian porn. Which I later found out was a lie, she liked it rough and she liked anal. We go back and forth about our kinks - we're suckers for anything public. We find out that we're both into reading sex stories (back when literotica.com was a thing).
Over the next few nights, we start writing these stories together about how two friends share their first time. They start to explore their bodies. Our characters started out vanilla but progressively got kinkier. I'd have my character spank hers while they were fucking doggy style in the park we would hang out at. She'd encourage my character to call her a slut or a naughty girl - we'd never ever use each others names, for some reason that seemed a little weird. Soon my character was cumming in her mouth while she looked at me with her beautiful brown eyes.
That weekend, we were supposed to go together to the next town over for a friends party. We'd been "sexting" back and forth for the past week and we were horned up. She looked immaculate, in a low cut top and a just long enough skirt - I knew it would be an interesting night. The driver picked her up at her house and we went to the party. The trip there and the party were uneventful.
On the way home, feigning tiredness, we were cuddling together in the backseat. It was a long drive and she got comfortable with her head in my lap. We were feeling adventurous but the driver kept checking the mirror, I put my hand on her upper thigh, occasionally rubbing circles and moving up a little higher. About half way home, she causally moved my hand onto her boobs and my teenage mild lost it. I was rock hard inches from her face somehow praying that she would and wouldn't notice.
All too soon we're at her apartment building and I walk her inside. We decide to take the stairs up for a little privacy and about 3 seconds into getting there - we were making out. It wasn't slow or tender. We were horny, urgent, and messy. I was hesitant about kissing my friend and then said fuck it. I pull away as I remember the driver impatiently waiting for me outside. She grabs my hand, puts it under her skirt, stands up on her tippy toes and whispers into my ear "my pussy is so wet for you, I'm going to go home and finger myself". The words playing over in my mind as we got home. I still think about what could have happened in the car and in the building.
On my ride home, she's texting me how she was wet the whole car ride and was secretly hoping I would be brave enough to reach up her skirt and under her panties. I told her how hard I was and that if we had a little more time, I would have fingered her in the stairwell.
That Thursday was a holiday at our schools, founders day or something. Now that I knew she was also into me (took me a while to figure that out), and determined to make up the trip -we decided to go for a movie on our day off. We couldn't meet at our houses and there are few places for horny 18 year olds who live with their parents.
Without pretense, we knew we were going there to Fuck. Our stories that we wrote with each other got dirtier and raunchier as we planned out our fantasies. The night before we were going to the movies, she sent me a snap of her playing with herself. Spreading her pussy lips and saying "come fuck your dirty little whore". Jen loved saying that, she was always my slut, my whore, my little fuck toy.
It was one of those fancy theaters with big recliners that gave you blankets. Thankfully there was no one at our show except for an older lady up front. There was this tense energy between us, we both knew what we were here for, someone just had to make the first move. Fortuitously, she said something like "this is where you make the move". We lasted probably through the trailers before we started heavily petting each other.
We made out passionately and aggressively like only horny teenagers can. I started touching her boobs, first over her shirt then under, before skillfully unhooking her bra in a swift motion. She took it off before lifting her shirt above her boobs. I took them in for all their glory and started to kiss one and fondle the other. I was in heaven as I licked and bit her nipples.
I reached over and moved her panties to the side. With my palm resting just above her clit, I slowly dragging my middle finger from her hole to her clit. My fingers were soaked and I rubbed little circles onto it, building a consistent rhythm and slowly increasing the speed. I tentatively pushed in finger, then two, trying to make that come hither motion inside her that we'd read about.
We pause for a little break and she's rubbing my cock over my shorts. She slips her hand under the waistband and brings it out. She's starring intently at it as she wraps her hand around my cock and starts slowly jacking me off. "Spit on it" and leaning over the seat - she does, her face is inches away. My cock twitches and she licks the tip, then the underside of the head, along the shaft, and back up before wrapping her lips around it. I cover my mouth to muffle a moan and then put my hand back on her ass, by now her skirt is hiked all the way up. I have her undivided attention, I close my eyes and lean back as her warm mouth engulfs my cock which she tries to take to the back of her throat.
I moan and say "fuck that feels so good, you're such a naughty little slut." She moans in agreement with my cock in her mouth. "Say it for me". Jen: "I'm you're naughty slut, Sir" right before she takes my balls into her mouth and starts sucking on them.
"Fucck" and I put my hand on her chin and pull her up for a kiss. "I want to fuck you". She slides off her panties and I recline the chair as far back as it will go. She gets on me cowgirl and lifts up her skirt before sitting on my cock and sliding it right it. Her pussy feels like it's trying to strangle my cock. She bounces up and down, then takes it all the way in and grinds on me before repeating the process. "Fuck just like that".
I pull her in close and "I want to fuck you from behind". so I slide out of that heavenly pussy and she gives my cock a little kiss. We lay one of the blankets on the floor. She gets on her knees, face down ass up. I get behind her and rest my cock on her ass. Reaching around, I play with her clit and pussy till my fingers are soaked. I put my finger next to her mouth "good slut, suck on it, do you like how your pussy tastes". J: "yes sir, please stop teasing me and use me"
I grab her hips and push in, slowly fucking her pussy to build up pace. Watching her pussy lips cling to my cock as I pulled out was driving me insane. J: "fuck me harder". I pull on her hair and start getting rough. I push her forward so she's lying flat. I wrap my hand around her neck and start to fuck her hard.
J: " I want you to put me on my back". I jerk myself off as she turns around. "Fuck" her shirt is hiked up above her tits and she's spreading her legs open. She has one hand playing with her light brown nipples and the other playing with her pussy. I take in the view and get on my knees in front of her (terrified that someone will see us). I rub my cock up and down her pussy, just about putting it in and taking it out. I slide it in, slowly, but as deep as I can go. I whisper into her ear "your my slut now, and I'm going fuck you hard and have my way with you." I pinned her wrists to the ground and start pounding into her. J: "please don't stop". My arms were burning but I try to maintain a constant rhythm. I was pulling out half way before plunging back in. Her breath started to become labored. I could feel her quiver and her legs start to cramp up. She went limp.
I slow down and look up at the movie, which looks like it's about to get over. I give her a kiss "you're such a good girl" and we both get into our seats and watch the end of the movie.
On our way out, we have a little lunch and chit chat about stuff. I drop her off at the taxi stand and she comes in for a hug. J: "I feel bad you didn't cum, next time I want your load in my mouth."
I didn't tell her this, but I was absolutely terrified. I couldn't have cum if I wanted to. She keeps her promise at church, but that's another story.
Thank you for making it to the end of this, I appreciate any criticism you have about my writing. Please drop a comment.
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