My best friends sister, Kaylee, was almost four years older than me. I had a crush on her since we were kids but it never seemed realistic because of her age and my tight friendship with her brother. Kaylee was thick, she was always a chunky girl growing up but not big enough to the point she wasn’t attractive. Kaylee had an athletic build. She played field hockey and lacrosse growing up, and even played lacrosse at the college level. Her athletic body only amplified her curves with a large set of tits and big juicy ass to match. Kaylees face was what made her most attractive and resembled a model. She always did her makeup well and always looked beautiful.
Kaylee and I had flirted discretely for years. One time we were drunk in the backseat of my friends car coming back from a party when she kept trying to put her hand on my lap. I playfully pushed away thinking that her brother, my best friend, would somehow find out. This it left my mind running with different fantasies of what could happen between Kaylee and I ever since. My other friends were even started to make comments about how bad Kaylee wanted me but I always brushed it off thinking they were crazy.
It was the middle of July. My friends and I were all off to school in just a few short weeks. One of my friends had a huge graduation party with all of my friends and their families. My immediate friend group and I were all outside by the pool talking and drinking.
I was at this graduation party with my girlfriend at the time. She was getting to the end of her beer before I offered to go get us two new ones. We had been drinking all day so I was pretty drunk at this point. I managed to make my way out the fence gate and to the side of the house where all the kegs and coolers full of drinks were.
I poured our two beers and brought them back over to the pool. My girlfriend made a face when I brought her the beer and told me she’d rather have a Twisted Tea. I gave her beer to one of my buddies and took mine along for the trip back to the coolers. I opened the gate again and made my way to the side of the house when I heard a car stop and I looked up.
Kaylee was stopped in the street sitting in her red Jeep with all the doors off. “I have to run home and let out the dogs, you want to hop in? Without hesitation I hopped in the passenger seat and she drove off. I kept joking as if we were breaking away from prison and were free. I started to think that Kaylee probably shouldn’t be driving if she had been drinking all day at the party and for a split second I thought I made a mistake. I glanced over at Kaylee who was smiling while sun beat down on her caramel tan skin and the wind blew through her long dark brown hair. I couldn’t help but notice the top of her white tank top was blowing in the wind too. With every bounce and bump it looked like her tits were trying to jump out of her shirt. I was caught staring at her cleavage but Kaylee didn’t seem to care and she went on to explain how the dogs have been at home alone all day.
We were almost to her house when Kaylee asked “Wait, won’t your girlfriend wonder where you are?” Kaylee was slurring her words a little bit and I didn’t know if she was drunk or was just being playful and wanted me to think that. “She’s drunk” I replied, “She probably thinks I got stuck talking to one of the parents.” She smiled in agreement as we pulled into her driveway.
No one knew were I actually was and I left my phone with my girlfriend so there was no way of anyone finding out. Kaylee drove her family to the party so there was no way for them to come home either.
I followed Kaylee up the walkway to her front door. I walked behind her as she rocked her hips back and forth, and with every step her ass followed. I was mesmerized by the jiggling while her ass fought to not bust right out of her jeans. I stood behind Kaylee my eyes still glued to her ass while she stuck her key in the lock to open the door. She saw me looking at her in the reflection of the glass door when she asked “You like what you see?” then giggled. I felt my face get red.
“I uh…you ju…I don’t Know. I’m sorry I’m fucking drunk” I frantically answered. Kaylee was already in play mode, “Oh no, you’re drunk too?” she slurred out as she bent forward and leaned her enormous ass slowly back into my lap. My jaw nearly hit the ground before she unlocked the front door and opened it. “Good, this should be fun then,” she said while taking a step in the house.
While the blood was rushing from my face to between my legs, I managed to follow Kaylee inside. She greeted the dogs and was already at the back door to let them outside. The two dogs eagerly waited for the door to open and then sprinted out to the backyard.
“Okay” Kaylee sighed. “I gotta get changed out of these clothes, I was sweating over there” referring to the party I had abandoned my girlfriend at. I nodded my head “Yeah it was really hot.” Kaylee walked past me and made her way to the bottom of her staircase. Before she went to take a step she turned to me with a smile, “Well…are you gonna come?” Hearing those words from Kaylee sounded like heaven. I nodded my head again and began to follow her up the stairs.
We walked past my friends room and made are way to the end of the hall to Kaylees room. She opened her door and threw her phone onto the bed. She never said if I could enter the room but I followed her anyway. She went right up to her closet and started to pick out her next outfit when I threw myself onto her bed.
“Fuck I’m so drunk this bed feels so comfy” I said while laying down. This is when Kaylee started to act really drunk and sloppy.
She giggled as she turned and jumped on the bed next to me then said “Fuck I’m so drunk too, how did I even drive us here.” she bursted out laughing and then got serious.
“Do you think Mike would be mad if he knew you were in my bed right now.”
We both paused and there was absolute silence in the room.
“What Mike doesn’t know wont hurt him,” I responded.
Kaylee bit her lip and shot up off the bed and went to her closet again. She was facing the other way so all I could see was her long brown hair going all the way down her back to her Jeans. Suddenly her white tank top flew over her head and to the ground. Still laying in her bed, I watched while she reached around and unclipped her beige bra before it hit the ground too.
Staring at the suntanned skin on her back, “Are you naked Kaylee?” I eagerly asked as the blood rushed through my body. Kaylee turned around to me, topless, covering her boobs with each of her hands. “Do you want me to be?” she slurred with a playful look on her face. Without looking away from her chest I nodded my head slowly. Kaylee took a few steps towards me whiling rubbing her hands over her nipples. “Then you have to be naked too” she teased. Kaylee removed her hands and her beautiful plump tits dropped down. Her nipples were tiny and hard compared to the rest of her big mountainous chest.
She jumped towards me pushing me on my back so just my feet were dangling off the bed. She crawled onto the bed between my legs and began to unbuckle my pants. All the blood in my body was rushing to my rock hard cock. “Mmmm Jason” she moaned as she pulled my jeans down. “Ive wanted you for years” she said as grabbed my hard cock and pulled it out of my boxers. She put me in her mouth and pressed her head down.
Kaylee swirled her mouth around my long hard shaft. Her warm tongue rubbed underneath my cock while her puckered lips were wrapped around me. She used her neck to jerk her head back and forth gaging every time she cam forward. Kaylee threw he head back to release me and revealed my throbbing cock covered in her slobber. She still had some spit dribbling out of her mouth before she wiped it off with her hand and then stroked my cock between her fingers.
Kaylee was still stroking my cock and pressed my hard cock towards her chest against her warm and soft tits. She looked at me while I watched her progressively jerk my cock faster.
“Are you gonna fuck me now, Jason? Are you gonna fuck me, in my own bed?”
I couldn’t even think straight and all I could feel was the sensation around my penis while Kaylee continued to stroke up and down my cock eagerly. I didn’t want to hold anything back because this could be my only chance with Kaylee. I wanted her to be mine, I wanted to dominate her.
I looked into Kaylees eyes and nodded my head at her before she cracked a devious smile. We were ready.
Kaylee bent over and rubbed her giant ass against my cock. She undid her pants and tried to pull them off but they got stuck around her ass. I helped her free and pulled them down while her ass jiggled all over. She turned around and pulled me up off the bed by my cock. She crawled to the middle of her bed on all fours and leaned her face down so her mountainous bubble butt was in the air. She looked back to find my eyes, “Fuck me” she demanded. “Fuck me like you fuck your girlfriend.” I hopped up on the bed behind Kaylee’s ass and leaned my head down. I dragged my tongue across her already wet pussy lips a few times while she moaned. I shot back up and slid the length of my cock inside her slit and watched as I disappeared into her giant ass. She let out an even louder moan. “Fuck.”
While in doggy I started slow at first but after watching her jiggling ass slide back and forth on me I couldn’t hold back. I went faster and I went harder, making sure she took my entire cock. “Oh my god” she cried out “oh my fucking god, Fuck.” Her crying only motivated me to go harder. Something completely came over me at this point and I wasn’t thinking of anything else. I felt like an animal violently slamming her ass against me. Her ass rippled with every thrust.
For years I had wanted to fuck my friends sister and there she was was, quivering and begging for more of me. “Im cumming” she cried out “Oh my god Jas, Fuck” I let up a little and Kaylee was shaking while I watched her ass continue to jiggle all over my cock. She was breathing heavy and started to glide easier along my shaft. I picked up the pace again, I felt my cock getting tighter now.
I grabbed her long brown hair and used it to catapult her ass back into my pelvis. She locked eyes with me while I pulled her the hair and saw her beautiful face.
“Now cum for me baby, I want you to cum for me” she cried out while I continued to pound away at her ass. “Cum for me,” she squealed out between thrusts.
“Fuck” I shouted out “Im gonna…”
Kaylee wasted no time and jumped off my cock and flipped herself around facing me now. She jerked me off aggressively and felt my cock about to erupt. “Yes, Yes” she growled out grinding her teeth staring into my eyes. My cock exploded all over her tits. “Yes”, she let out with relief as I glazed her beautiful beautiful with my warm cum. I gave her everything I had. There was another moment of silence but this time it was more of us taking time to realize what we had just done.
“Fuck, I needed that” she said before slurping the leftover cum from my cock. “You’re way bigger than I expected” she added while looking playfully down at her boobs that were dripping from my load.
“That was fucking amazing” I said out of breathe. Kaylee shot up and wiped herself with a towel she had in her room. “Your girlfriend is a lucky girl” she said before giggling “very lucky” she added.
I had forgotten about my girlfriend. We both realized we had to get back to the party and began looking for our clothes. Kaylee took a towel from her room and wiped off my large load from her chest.
Kaylee changed into a different set of clothes and I put mine back on and we went downstairs to let the dogs back inside. They were waiting at the door and came inside before Kaylee gave them each a scoop of food in their bowls. The two dogs started to eat and we made our way out of the house and back to her car in the street.
We were on our way back but before we got close Kaylee dropped me off down the street so no one would notice we were together. I got out and walked my way back to the graduation party.
I kept thinking of what I would say to my girlfriend but when I arrived she was playing beer pong with one of her friends. She got excited when she saw me and was visibly drunk when she explained how the two of them were on a seven game winning streak in beer pong. I congratulated her and gave her a big hug.
As I embraced my girlfriend the side gate opened and in walked Kaylee. I locked eyes with her while still holding my girlfriend. She smiled and bit her lip while continuing to stare at me as she walked her way back to the party and met up with her parents.
My girlfriend slipped away from me and ran back to the beer pong table to defend her streak. I took a sip of my beer and couldn’t help but laugh quietly to myself, no one had a clue.
Source: reddit.com/r/eroticliterature/comments/shx80g/my_friends_older_sister_was_finally_mine_mf