It was a Friday night over the summer and I had a few of my friends over to hang out and have a few drinks. We watched playoff basketball and played pool majority of the night but, we all drunk a little too much. After the game ended, I walked all my drunk buddies outside to their ride.
I packed everyone in the car and shut the door before sending them off. I waved while the car back out of my driveway and drove away down my street.
I heard flip flops clacking in the street behind me before I turned around. I saw this tiny shadow coming closer from the street lamp lights. The flip slops kept clacking and skipped a beat implying the person walking stumbled a little. The figure got closer and I could see long light brown hair as the lights reflected from it.
“Jason?” an innocent voice questionably slurred out.
“Yeah, whose that?” I answered back.
“Its Jess” she replied before giggling uncontrollably.
Jess was a year younger than I was. She lived on my street a couple houses down but we were never very close or friendly. Jess was a tiny little Italian girl with dark tan skin and dark eyes behind her black rimmed glasses. She was wearing white jean shorts with a maroon crop top with a gold heart shaped necklace that dangled into her cleavage. Jess didn’t have much of a chest but was known by all the guys in school for her big perky ass that was amplified by her tiny waist. She was never prude when it came to getting with guys in school and there was a rumor that she gave great head. I never really noticed her much in school but she looked really good that night and I started to think about the rumor.
“Jess? What are you doing walking the streets this late at night” I asked before letting out a chuckle. It was passed midnight and this seemed unusual to me.
Jess started to look embarrassed and I could see the red in her face from the dimmed lights. “You promise you won’t tell anyone?” she asked frantically.
“Sure” I replied back not knowing what she would say next.
“I was sneaking out to see Andrew.” She said with a look of guilt in her face. Andrew went to our school and was the same age as Jess, but he lived far on the opposite of town. “I got really drunk, and he was texting me,” she went on to explain. “He said no one was awake at his house and asked if I wanted to go in his hot tub.”
I wasn’t trying to be rude but I had enough drinks enough to start laughing when she told me this. This was the most I had ever talked to Jess and she was explaining to me the plan of her drunken guilt trip.
“Why are you laughing,” she laughed back with me to make light of the situation.
I got myself together and said, “I just think it’s funny your hammered and you’re walking across town to see Andrew at midnight.” I took a sip of my beer that I had brought out with me from inside.
“Well what were you doing tonight, Mr. Party Pants” she teased pointing towards the beer in my hand.
“I had the guys over to watch the game and have some beers,” I explained to her. “I walked them out and they just left before I heard your drunk ass wondering the streets.” We both laughed and Jess laughed so hard that she leaned into me and grabbed my arm. I started flirting back with her and held her drunk body up with my arm.
“Yeah theres no way you’re making it across down stumbling like that” I teased with her.
“I’m fine, I swear” she giggled back leaning her body into mine now as I held her close.
We both got serious and looked into each others drunken eyes. I dragged my hand across the warm skin on her back and placed it on her perky little ass. “Are you gonna go to Andrews still?” I asked her.
“I told him I was coming already,” she said in distress looking up at me as she leaned in towards me more.
“I”ll give you one good reason to stay” I said to her with a smirk and leaned my head down to her. I knew she wasn’t leaving to walk across town, everything she had wanted was only a few doors down from her anyway.
“Oh yeah, and what’s that? she teased back and inched her head closer to mine.
I could smell the peach vodka on her breathe before our lips met. I dropped my drink to the floor and held her face in my hand while kissing her passionately. We rubbed are hands around each others body while our tongues swapped in our mouthes. I lowered both my hands and grabbed both of her asscheeks as they fell out from underneath her shorts. I turned my head and kissed her neck sucking my lips against her skin. She moaned quietly into my ear and ran her hand over my shorts groping my now hard cock.
“Mmmm” she groaned out as my mouth popped off her neck and I looked at her. “That’s a very, very big reason” she teased back biting her lip and still rubbing my cock through my shorts.
Jess squatted down between my legs while we stood there in the street. I looked down at her eyes through her glasses and behind her head was a perfect view of her ass pushing out of her shorts as she squatted. Jess poked her fingers at my buckle and undid my belt before pulling down by my zipper. I remember her one hand pulling my boxers from my waist and the other reaching down and grabbing my cock.
“Fuck” she whispered out in satisfaction looking down and admiring my cock while she gently stroked me. She continued to stare mesmerized for a moment before taking her arm and extending it out while holding my cock with her other hand next to her forearm. My cock was about the same length as her forearm when she looked up at me with a smile, “Look how big it is” she said softly still mesmerized. Her smile slowly faded into the dark shadows as she swung her neck around to move the hair from her face and pulled my cock towards her mouth.
Jess stuck me through her soft lips and into her warm slippery mouth. She bobbed her head back and forth along my shaft slurping and slobbering. Her right hand was grasped at the base of my penis and she rotated that hand left and right while throwing her head back and forth into me. The feeling was sensational and all I could hear was the sound of her lips breaking suction from my cock and then latching back on.
“Fucking god” I moaned out in pleasure throwing my head back and looked up to the starry night sky. Jess saw my satisfaction and noticeably sped up the pace. I reached down and grabbed a handful of her hair and held it behind her head.
I still stood in the street with my dick dangling out of my pants while the lights from the street light shined down onto the back of Jess’ bobbing head. I turned to my left and watched the silhouette of her squatting between my legs throwing her neck into my lap while twisting her hand around my cock in the process.
Suddenly we heard a car coming in the distance and Jess slid my cock out of her mouth and stood up to to wipe her face. I shoved my dick back in my boxers before grabbing Jess by the arm.
“Come here” I demanded quickly and dragged her into my driveway. I ran us behind my Ford pickup truck that was facing nose out of my driveway. I poked my head up from behind the bed of the truck and watched the tail lights of the passing car disappear into the dark down the street.
“Are they gone?” Jess asked curiously while already reaching her hand in my boxers and pulling my cock back out. “Yeah they’re gone,” I said as Jess began to stroke my cock back to its full form. She went to put me back in her mouth before I pulled down the tailgate of the truck. I grabbed her and lifted her to her feet and helped hoist her body into the bed of the truck and laid her flat on her back.
I spread Jess’s legs and ran my hands up her thighs and undid her shorts before pulling them down her legs and around her ankles. Her shorts fell to the ground at my feet and I ran my hands back up her legs. Jess was wearing light pink lace underwear and I rubbed my fingers over her warm pussy. She moaned as I touched her and was so moist that she was leaking out through the fabric of her underwear. I pulled her underwear down her legs just like her shorts and started to rub my thumb on her clit before leaning my head between her legs.
I started to kiss her second lips while still rubbing my thumb in a circular motion. Jess moaned out more intently now and I dragged my tongue in long firm strokes through her soaking wet lips. I looked up at Jess’s face whose eyes were closed tight and her mouth was gaping open as she clenched her tits over her shirt with her hands.
“Fuuuuuck” she dragged out with a long moan.
I grabbed her legs and slid her to edge of the tailgate. I rested the back of her legs on the front of my shoulders. I looked up at Jess whose face was eager with anticipation. I grabbed the head of my fully erect cock and positioned myself for entry. I leaned forward very slowly and watched the length of my cock glide through her tight lips and disappear inside of her. She started to breathe heavy and gasp for air before my entire cock was buried deep inside. I pulled my hips back and slowly slid out of her, leaving just the tip in, and then gliding back inside of her.
“Fuck” she cried out quickly this time.
I sped up the pace and continued to fuck Jess missionary on the back of my truck.
I hoisted myself onto the truck now and flipped jess on her stomach. She was familiar with the position I wanted her in and leaned her chest to the floor of the tailgate. Jess left her ass up in the air between my legs.
“Oh my fucking god” I grunted in awe of how beautiful her perky round ass looked just waiting for me. I leaned my right hand back and then drive it forward to spank her asscheek. She moaned out with pleasure as her ass jiggled around my hand and the parked truck rocked gently back and forth.
I grabbed Jess by the waist with both my hands and leaned her into my lap. I took my right hand and grabbed my cock to position myself inside again. I pushed forward and felt my cock glide inside of Jess. I reverted both my hands back to her waist and catapulted myself into her ass while it clapped against my pelvis. The truck swayed back and forth with every penetration.
Jess had her face down and her ass up as I continued to pound the length of my cock into her. She began leaning her round ass back into me every time I leaned forward with force, creating an even louder clap. I felt so dominate towering above her as she bent forward in front of me. Jess grabbed the side of tailgate and held herself upright to prevent from flailing forward.
“Fuuuck!” she dragged out in a moan again, “Oh my god, oh my god” she added in between thrusts. I felt her pussy clamp down around my dick before her legs started to vibrate. The vibration radiated through her body, up her legs to her rippling ass and then up through her spine. I felt her pussy loosen up and I was gliding easier in and out of her now. She continued to moan and whisper curse words quietly to herself before I slowed down my pace and she bounced her ass back into me.
I held myself back for a moment and let her do the work. I looked down and watched my cock become engulfed by her perfect ass as her juices leaked out. Without saying a word, she continued to throw her round jiggling ass back into me while I was there motionless and my cock slid inside then out of her. My legs began to vibrate a little and Jess sensed it.
“Yeah?” she lustfully questioned out looking back at me between breathes, “Yeah? You like that?” Jess could tell from my face that I liked it while her ass clapped back into my groin. She was determined to make me cum now. The vibrations in my body intensified and I felt my cock tighten inside her.
“Fuck I’m going to!” I said as all the blood in my body rushed to my face and I held my breathe. Jess leaned forward and pressed her stomach down so she was laying flat against the bottom of the truck bed. I leaned out above her and stroked myself before nutting all over her perfectly round butt. I exploded out in big long streams and we both moaned out together in relief. My red hand print was still implanted on her right cheek while my white warm load dripped down her bubbly tan ass.
Jess looked back and admired the masterpiece I had painted on her ass for a second before reaching her hand back and wiping the cum off of her. She pulled her hand back and brought it to her mouth before dragging her tongue across her palm and through my load. She started to suck her fingers to make sure she got every drop.
“Mmmmm that was so good” she said to me, continuing to suck her fingers before wiping more cum off her ass.
“That was fucking amazing” I assured back to her as I watched her wipe my load from her butt.
I pulled my pants back up and took a step down and off the bed of the truck before grabbing Jess’s clothes and handing them back to her. She started to put everything on before I helped her down and out of the truck. We started walking up my driveway before I apologized for making her late to her appointment with Andrew but she definitely wasn’t disappointed.
“Are you still gonna go there now?” I asked curiously.
“Hell no, I’ll just tell him I fell asleep” she said and we laughed together. I was ready to go inside now but I grabbed Jess by the arm and pulled her close before I embraced her.
“Next time you sneak out, you let me know first.” I said with a smirk.
“Oh don’t worry, I will” she assured back to me while biting her lip and rubbing her hand over my deflated cock in my pants. She leaned in and our lips met one last for a long passionate kiss before she turned around and walked back down the street. I watched her walk away and her body faded into the shadows.
Source: reddit.com/r/eroticliterature/comments/sq26hl/i_gave_her_a_good_reason_to_stay_mf