Shannon was a girl I knew from work later high school to past graduation. She was a tomboy all the way. As long as I knew her she’d wear baggy jeans, loose band shirts were her style. Shorter length brown hair, never wore makeup, cute face, just over five feet tall. About her shape , it was hard to discern and made me more curious. She was very bottom heavy, certainly a nice big booty, curvy shape hiding under her loose jeans and shirts. I could tell her breasts were a good size, but hidden. She was cute chubby girl. She was into her mid 20’s to my almost 19 years old at the time. When we crossed paths at work. She was quiet at first but soon opened up. From there we quickly had some innuendo flirting. Then be began hanging out, getting high and drunk. It became more obvious to me that she wanted more from me as time went on. After I graduated we spent more time together. I too into tomboy type girls usually, but I’d be lying if I wasn’t starting to be attracted to her in some way, she was a fun to be around.
Late one night I saw her pop on messenger so I decided to hit her up. After a bit, she went on about how drunk she was and needed to get laid. My interest was suddenly there, my libido was getting me, I called her. I asked her about how long has it been for her, she said she was ashamed to say. I told her don’t worry I won’t judge. She hesitated and finally said about well over a year reluctantly. I dove in, laid it on, asking if she wanted to end her streak tonight. She told me maybe we could do that, she’s been wanting me for awhile. I told her that I’ve been aching to see all of her etc.. We had some sex talk back and forth, typical I’m hard, you’re making me wet stuff. She eventually replied, as much as I want to, I can’t hook up with you you’ve been seeing my friend. (I was, loosely, friends with benefits) she insisted that she didn’t want to cause any trouble or complicate things. I told her don’t worry it wouldn’t, I wasn’t really dating her friend. We only hooked up a few times anyway. She stuck to no, not yet, I dropped it and that was that. The next time we saw each other neither of us brought it up that exchange, the flirting escalated though. I couldn’t forget about that night, and kept it in the back of my mind.
A few weeks later, Shannon was driving me home, country back roads after midnight. I had a bit to drink while hanging out and she offered to drive me home. I had a bit courage flowing that night for good buzz reasons and I was feeling a bit horny. We were talking and I looked over at her and saw the way her lips glistened against the light.. I looked down and began to wonder what was under those jeans, hugging her hips tight when she sat, sitting under that band shirt. We were talking about random stuff and I cut to the chase, I couldn’t let this cloud just hang. I said I couldn’t stop thinking about you since that night you drunk messaged me. I see her smile she asks what do you mean, I reply I think you know. She said I think I have an idea, I’ve been thinking about it too, I thought I missed out.
Shannon reached across the console and starts rubbing my thigh, blood starts flowing to my cock. She said I was drunk that night and didn’t want to mess with my friend, that she liked me for awhile and it’s been hard to see and hear about me with her friend. I told her that she didn’t miss out, I’ve been wanting her too. I rest my hand on hers and she begins to go make her way up my leg stopping hesitating just short of my crotch. I tell her it’s ok, and she moves her hand up. She starts tracing on cock in my pant leg making me throb, growing in the leg of my jeans. Shannon starts to try and undo my zipper. I tell her to hold on. I quickly unbuckle, and pull down my jeans a bit, she reaches over, reaching in and springing me out of my boxers, awkwardly grabs me by the tip like a stick shift (best way to describe it lol) does several grips down to my balls rubbing them not exactly gently. She thankfully moves up and starts jacking me slowly. She says I think I know a place close for us. I say good to know. She spits on her hand and keeps jacking me, rubbing on the tip too hard at times. I didn’t want to discourage her, I let her do her thing. I could see her getting into it biting her lip. We finally arrive at a sleepy dirt road and pull into a barn driveway and park, just the dash giving us light. I lean over and she leans in and we start to kiss slowly but quickly turning sloppy. I reach around her and unsnap her bra as she takes off her shirt, presenting a set healthy handful C cup breasts. Shannon asks do you like them? I say of course, while taking off my shirt. I then kiss my way down her neck to her now large erect nipples. I give them each a quick twirl of the tongue, her breathing quickens and she moans quietly. We continue making out, I unzip her jeans, she pulls them down slightly over her hips. I slide my hand down down her stomach, into her panties, finding her very wet, clit waiting between her spreading legs. I side my finger up and down and she starts moaning louder biting my earlobe. I rub her clit, kissing on her neck. I feel her getting wetter as she starts rocking back and forth, her moans getting ever louder . Shannon pushes me back and pulls my hand out of her pants. I lean back in the seat. Shannon leans over and licks the tip of my cock, she gently teases my tip with her lips. She goes down on me, popping on the tip. Then she moves to do more, but she keeps catching her teeth a bit. It hurts but I grin and bare it, still feels good. I think she can sense me wincing a bit, and moved back to my tip, twirling away. She sits up, says I want you tonight, I have a condom in the console. She takes off her pants, her full chubby girl figure on display. She crawls between the seats her big pale complexion booty in my face. I reach and give her left cheek a big grab, I couldn’t help myself. She jumps, and says hey! Easy on me and laughs. I quickly finish taking off my jeans, rummage through the console to find a lone condom. I do my clumsy, slightly drunk climb to the backseat. Shannon waits spreading in the middle of the seat, I move in and start to kiss her more. She wraps her arms and legs around me and starts kissing aggressively, grabbing my dick, bringing me dangerously close to going in. I reach down and find her clit and start rubbing, in and out and she starts moaning loudly as we kiss, breaks kissing and heads straight for my ear. This drives me crazy and she knows it and grips me tight and starts jacking my hard-on furiously. She asks, did you find the condom? I say yes, she releases me and I sit back and open the condom, something’s wrong, the condom is totally dry. I tell her that the condom is all dried out. I manage to get it on, not pleasant. Shannon spreads again, I move in, I rub my tip outside to hopefully get it lubed up. She says I don’t like how that feels, can you to not use it, I want this to feel good, would that be ok with you? I tell her, yes, I want that too. I take the condom off and rub my head up and down her wet slit. I get a little nervous, as I feel my precum mixing with her wetness. She rocks her hips back and forth inviting me. I can feel the heat from her damp pussy calling me . Shannon shudders says go slow. I start to push my head in to her, I feel her tight wetness gripping my tip. I slowly go in and out, just a bit, giving her a little more depth each time. I hear her wetness in the quiet of the car between her moans. She’s starting to get into it a bit more, I decide to try and help her some. I reach down to play with her clit and she pulls me away yelping, that’s too much breathlessly. I slowly dip in and out, pumping her slowly, feeling her legs grip me, feet on my back, as I harder as I go deeper and let me loose a little while I pull back out slightly for another stroke. I lean over her in the seat while I slowly dip in and out a slightly faster as I feel her getting wetter. It gets awkward with my knees on the edge of the seat, so I reposition us sideways in the seat so I’m more over her and spread her legs wide and start pumping her with better rhythm, a little faster now. She moves with me and we’re moving together amazing for the backseat of a car, my clapping my hips against hers. Her cute whimpers fill my ears. She gets wetter and louder, nobody around to hear us. I take turns on each of her breasts giving them each of then a good nipple tease and move up to kiss her then head for her neck. I pump in and out on her now picking up the speed, she sound of wet slaps filling the air. I can feel how wet she is all over me. Shannon wraps me tight as hell between her legs, and groans, moans oh shit, uh uh uh and I feel her hug be tight each with each spasm, her pussy gripping my cock. She then goes to my neck and moves to give me some classy hickies to brand me. I try to avoid it, but her grip is too strong, she begins to land them. I’m trying to not pour my nuts into her. I start to slow down trying to hold back. Shannon says are going to cum for me? I feel hot and the pressure building in my groin. I ask where do you want me to cum? She says inside, don’t worry I’m on the pill. Thank god, maybe she is maybe she isn’t, don’t care, something crude and primal. She wants it and I need to give it to her. I start pounding her with newfound vigor to push over the edge. Bouncing between her soft legs, body wrapped around me. Shannon breathless says cum please. I kiss her and grab her short hair. I start to release as she said that, I feel myself shoot my first into her, I couldn’t help but groan loudly, then a couple smaller shots as I feel her pussy filling around my cock. She wraps me tight as I empty into her to the last throb. Shannon moans as we collapse together kissing. She sighs about making a damn mess on the seat of her car. A careful pull out didn’t help as my cum spilled on the seat. We quickly get dressed and she takes me back to her place for the night.
Source: reddit.com/r/gonewildstories/comments/dn1pcb/mf_late_night_backseat_hook_up