Lilly was older and we had dated on and off a few years. She was my first everything but we never had sex. She remained my friend throughout school and the sexual tension remained bottled up.
It was the day before she left for school.
We were at a graduation party for a mutual friend. Lilly was flirting with me the whole party. She was sitting on my lap touching my leg.
She was wearing a white crop top and jean shorts with sneakers.
Towards the end of the night basically all my friends were drunk and people started migrating home. Lilly came up to me trying to figure out my plans after the party. She walked up to me and put her hands in my pockets before rubbing around my penis. “Can you walk me home, Jas?” she asked with a pout on her face.
We left the party and walked down the street making out way to Lilly’s house. Our flirting became more playful as we walked away from the party. We got to a dark area of the street where the light post was flickering on and off.
Lilly looked both ways before she lifted her shirt up and ran in front of me revealing her cute perky tits. She ran through the street so careless and full of life.
Lilly was really drunk and talking about how she wanted to let loose her last night in town. She went on to explain to me that she would do anything I wanted but she wouldn’t have sex with me.
“Ill suck your dick or whatever but we can’t fuck…you had years and you missed your chance.”
“Oh really?” I asked reaching out and grabbing Lilly by the waist without her shirt on. I leaned my head in with confidence and we began to make out in the middle of the street. Our hands ran through each others bodies. A tingling sensation flew through my body. I was holding onto her thick bubble butt while she rubbed up and down my cock while it started to grow.
“Oh shit” she groaned out before giggling and realizing I was making this harder on her than she expected. “No no no” she stopped herself as she threw me off her. “I can’t fuck you I promised myself I wouldn’t.
Lilly put her shirt back on and we continued down the street, but the flirting didn’t stop.
We were about 10-15 from Lilly’s house before we walked past a trail in the woods that people would use to go on walk and ride bikes. It was well past midnight and all you could see was darkness past the entry of the trail.
Lilly looked at the trail and said out loud quietly “perfect.” She turned around back to me with a devious smile and grabbed my hand. “This way, it’s a shortcut” she giggled.
“Isn’t your house the other wa…” I started to say before Lilly interrupted. “No this is a shortcut, just trust me” she teased. We both knew she was lying.
I followed Lilly as she dragged me through the dark woods. All you could hear was our feet crunching against leaves and twigs beneath us. We had gotten decently far into the trail when Lilly made a sharp left off the trail and brought us next to a trunk from a fallen tree.
She stopped and smiled deviously again at me before dropping to her knees. She wasn’t wasting any time.
“Now remember…” she said before unbuckling my belt, “You can’t fuck me.” she whispered and then it was silent.
She unzipped my pants and they fell down to my ankles before she slid my boxers off with both hands and my cock bounced out in front of her face.
She smiled and moaned in satisfaction before grabbing my gerthy cock with her hand and putting me in her mouth. Her head slid up and down my cock while the moonlight reflected off her face. She slid her mouth off me a spit onto my shaft before stroking me with an eager groan.
“Fuck” I frantically muttered out with pleasure while my cock touched the back of her throat.
She slid off and began to jerk me off aggressively again while I looked down and she whispered. “You like the way my mouth feels baby?” Lilly puckered her thick lips and slid me between them for a long pause before sliding me back out
“You want to fuck me? Don’t you?” she asked playfully. She stood up and turned herself around leaning her delicious bubble butt against my lap. I groaned in desperation. She knew what I wanted and her breathing got heavy.
My hands gravitated to her waist but she broke free turning herself towards me now. “Uh did you forget the rules?” she teased before passionately kissing me and working her way down my body. She made it back to her knees where she continued to suck my soul away. My eyes rolled back while she slurped and gargled on my rock hard cock.
“Your killing me” I muttered out grabbing Lilly up from her knees. We teased each other before another long passionate kiss. She grabbed my face while I rubbed my hands from behind her ass to in between her legs where it was already moist. Her mind wanted her to say no but the feeling in her body convinced her.
She let me unbutton her shorts and slide them down to her ankles before I turned her around. I bent Lilly forward so that she was holding onto the log next to us. Her perfectly fuckable bubble but sat in front of me.
“Oh my god” she exclaimed out in shock before getting serious. “You have to fuck me now.” she demanded reaching back with her hand and grabbing my cock while still bent over.
“I’m gonna fuck the shit out of you” I grunted.
I slid myself into her soaking wet pussy and felt Lilly quiver as the length of my shaft disappeared inside her. “Fuck” she cried out with a heavy breathe.
We had wanted to fuck each other for years and the tension built up for years but this was our breaking point. Something came over me and I wasn’t trying to have passionate sex with Lilly. She left for school the next day and I wanted her to remember me.
Lilly moaned out curse words while I slammed her ass against my pelvis. She held onto the tree trunk in front of her gasping for air while her ass rippled around me. She was using her momentum to throw herself back at me. The sound of her ass clapping against me echoed through the woods. She reached her one arm back and I hooked mine around it.
She stopped me and I sat there motionless with the tip of my cock still inside of her. She positioned herself and began throwing herself back into me on her own. My hands were free so I wound up and smacked her right cheek and watched it jiggle back into rhythm. She cried out with pleasure “Harder” so I wound up and smacked her even harder. “Yes, thats so fucking hot” she screamed out while continuing to throw her ass into me.
We were both sweating but it didn’t matter. This was the nasty and rough experience we had so been craving from each other.
I never said anything but she must have felt my cock tighten inside her before throwing herself off me and jumping back down to her knees. She jerked me off viciously and begged for my cum.
“Cum for me” she cried out before placing me in her open mouth. I felt the warmth of her tongue underneath my cock while she was jerking me off with both hands clamped tight around my dick.
I leaned back and blasted off into Lilly’s mouth and she moaned with pleasure. She sucked whatever was left over before standing up and swallowing. “Fuck” she said looking to catch her breathe.
“That was so fucking hot, but you broke the rules” she teased.
“I couldn’t resist…” I tried to answer back.
“Good” she said with a smile ear to ear. “That was my plan all along” she said before wiping the sweat from her forehead.
We got our clothes back on and walked back towards the entrance of the trail. We kept talking about how great the sex was and how we should have been fucking for years before. We both agreed we wouldn’t change anything.
I walked Lilly home and I hugged her goodbye. I wished her luck at school. She went to walk in her house before turning around and sprinting into my arms. We locked eyes and shared one last passionate kiss before she turned around to walk back inside. That was the last time I ever saw Lilly.
Source: reddit.com/r/eroticliterature/comments/tkzeea/the_last_time_i_saw_her_mf