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My High School Sweetheart’s Little Sister

2022-11-13 20:35:00

I drove from her house and parked a couple of blocks away on a side street where my car wouldn’t be recognized. I sat in the car, heart racing, for about 20-minutes. I knew what I was planning was dangerous, but I couldn’t help it. 

I walked back to the house, snuck around to the back, and over to the side door on the lower level. If it was locked, Cindy didn’t want me sneaking into her room. I would be safe from my own destructive sexual urges, which I found uncontrollable at the moment. 

       It was unlocked

I carefully twisted the handle and let myself in. The room was dark, so I stood there until my eyes adjusted. I listened carefully for any movement in the house... silence. 

I could see light under Cindy’s bedroom door in the hallway on the other side of the room. I crept across the room, making sure I didn’t knock anything over. I reached her bedroom and carefully opened the door.  

Cindy was standing in front of her closet like she was looking for something to wear. She was wearing her thin white nightshirt, and turned around when I locked the door behind me. She held one finger up to her lips ‘be quiet’, and pointed to the ceiling. 

Her parents room was directly above. I recall she said she could sometimes hear them talking through the heat vent, so I really had to be quiet. 

The light from her side table was enough to penetrate her nightshirt; she wasn’t wearing anything underneath. I drank in the sight of her nipples and hip bones poking out against the thin material, and the faint outline of her small bush. I walked over, grabbed her hands and pulled her closer to the light. 

I knelt down in front of her. Sliding my hands up under her nightshirt I felt the smooth skin of her calves, the back of her knees, then upwards to her thighs. I heard a small gasp from her as my hands continued upwards, until I felt the soft curve of her tight little butt. I held both cheeks in my hands and stood up, lifting her nightshirt above her waist. 

“You feel good...” I whispered as I ran my hands up from her ass, up her back... lifting her nightshirt higher as I went. 

I moved back a little so I could see her below the nightshirt.  My eyes went down to her flat tummy, and her sparse, fair-haired bush, then back up to her beautiful, innocent face. Her eyes were wide, her mouth slightly open, lips trembling. 

I pulled her towards me and kissed her, gently sliding my tongue inside her open mouth, which startled her at first... but she kissed me back, wrapping her tongue around mine. I moved my hands back down to her ass and pulled her against my hardening dick, but at her height it only pressed against her belly, just above her mound. 

I whispered in her ear, “I want to see you naked”. 

I pulled back and lifted her nightshirt again, this time up above her breasts, and lifting her arms, up over her head. 

I threw it on her bed and stepped back to admire her naked body. She started to cover herself with her hands, but I stopped her and pulled her hands back down to her sides. 

“My God... you are beautiful” I whispered, and kissed her again. She returned the kiss more passionately this time, sliding her tongue far into my mouth. She wasn’t very experienced at kissing, but she more than made up for it in her enthusiasm. I absolutely loved the feeling of her mouth, her tongue, her kisses. 

I pulled her over in front of the light so I could admire her, fully exposed, head to toe. She was a vision... wavy platinum blonde hair falling around her sun-kissed face, crystal blue eyes, full lips, and a button nose with freckles. Her tan arms and shoulders were thin, but toned like her legs and flat tummy. Her tan line circled her young breasts... not yet mature, not yet fallen into place; perched high in her chest, with light pink nipples that almost protruded out more than her breasts. Her puffy areolas were perfectly smooth, and poked out from her small boobs like a second pair of breasts... her nipples erect. 

I reached around her and grabbed her ass with both hands and easily picked her up so her face was level with mine, and passionately kissed her. Holding her there as we kissed, she wrapped her legs around me, grinding her little mound right above the bulge in my pants. We spun around and I laid her down on the bed, her legs still wrapped around me. Reaching back to her ankles I pulled her legs open, unbuttoned my pants, and pulled them down to my knees. My cock was still folded down in my underwear, straining at the material. She watched intently as I reached down and straightened it out. The tip poked out the waistband, dripping wet.  

I pushed forward between her open legs and pressed the base of my cock against her, with only my underwear between my shaft and her little pussy. The head was sticking out the top of my waistband and leaking enough pre-cum that the sticky fluid made a puddle on her tummy. I started squeezing her breasts and dry-humping her, and leaned over and kissed her. Any inhibitions she may have had before disappeared as she kissed me back, alternately sucking on my tongue, and deeply fucking my mouth with her tongue... she wrapped her legs tighter around me, pulling me harder against her. 

I moved down and sucked on her soft nipples. They reacted to my touch, her puffy areolas swelling even more and her nipples growing and becoming harder in my mouth. 

I continued squeezing her breasts and moved further down on her, briefly tasting my own lube on her tummy, then trying to slide my tongue down to taste her pussy. The bed was too low though, and I was only able to comfortably reach the top, barely below her bush. I pulled her legs up over my shoulders, lifted her up off the bed, and stuffed a pillow under her ass. Setting her back down, I grabbed her legs behind her knees and pushed her legs upwards and apart, until her pussy and little pink butthole were facing the ceiling. I looked up at her face to make sure she was okay with what I was doing, and she was looking at me with a small smile and an intense look of desire in her eyes. 

This was my every fantasy; I had masturbated a hundred times envisioning this...

I was reeling from the lust that had taken over. I thrust my face between her legs and sucked greedily on her little pussy. I tried to slide my tongue into her, but she was so tight I could only get the tip of my tongue inside. I pulled my head back and moved my hands from her legs, down to each side of her tiny box, spreading her as wide as I could.

The light from her side table clearly illuminated her tiny opening, which was no bigger than my pinky finger. I slid my tongue gently into her opening again, but it was just too small to get very deep past the opening. 

I moved up and licked and sucked on her little button, and her body quivered when I hit the spot. I slid my tongue down her pussy and over her ass, then back again. She shuddered when I hit her clit, and gasped when my tongue hit her ass. 

I had an uncontrollable need to slide my tongue inside her. Grabbing her behind her knees again, I pushed her legs further back, rotating her hips so her little butthole was more exposed. My tongue circled her ass, then licked softly at the tight opening. She gasped, and I waited for her to ask me to stop, but her expression showed she was enjoying it. I had never done this before... I never really wanted to; but Cindy was different. Every part of her seemed perfect and erotic to me. 

I continued to lick her ass with the wide part of my tongue until I could feel her relax; her little asshole opening up. My tongue could feel the softer, smooth inner part of her anus expand, allowing me to slide the tip of my tongue inside... just the tip.

Another gasp. 

I could feel her ass tighten at first, then open up for my probing tongue. I was in heaven.

I moved back to her clit, licking and sucking her button. Cindy grabbed my head and pulled it harder against her, and began humping my mouth. I rocked her legs back and forth, drenching my face in her juices, her feet bouncing in the air...

Suddenly we both realized her bed was squeaking, and froze. We were both so lost in the passion of the moment we forgot where we were. Cindy stared wide-eyed at the ceiling, and we strained to hear any movement from upstairs. 

We waited... nothing. 

I slowly released my grip on her legs, and guided them down to the floor, and helped her stand. 

I whispered in her ear, “We really have to be quiet!”

She nodded in agreement, her eyes wide in fear of her father busting in on us. 

I knelt down to the floor, pulling her down onto her knees with me. “Stay like that” I whispered, then walked around behind her and laid down on my back, my head under her sweet little ass. 

Grabbing her waist, I pulled her down so she squatted onto my face. I started licking her little pussy again... her juices ran out of her all over my face and into my eager mouth. I sucked in every sweet drop from her. She started rocking back and forth on my face, alternately grinding her clit against my tongue and my nose. I ran my hands up her ribs, and started pawing at her breasts; squeezing and pulling on her nipples. Looking up past her flat tummy and my greedy hands on her breasts, her eyes locked on mine... she nodded impatiently- she was close to cumming on my mouth. 

The pressure from her weight increased on my mouth, and her pace increased... she ground her tender pussy against my face and eager tongue. 

She grabbed my hair, threw her head back, and bucked hard on me... humping my mouth. I shoved my tongue as far into her tight little pussy as it would go. She held it there, and pulled my face hard against her until I thought I might suffocate, but I continued tongue-fucking her little opening as she rode through the waves of her climax. 

...her shuddering finally subsided, and she raised herself up from my mouth, suddenly tender from the strong climax. I gently lifted her by her waist and set her down on my chest. The warmth of her wet swollen pussy on my chest was comforting. Her face was flushed from her orgasm, as was the area above her breasts. Regardless of how strong she climaxed from that, I know I enjoyed it even more. 

We lay there like that in silence for a bit, then she reached around and started stroking my cock. She whispered, “I still haven’t seen you cum”, then brought her hand back around and showed me her open palm. It was dripping wet, glistening from the pre-cum that had been leaking from my cock this whole time. She giggled quietly, then licked her hand. 

My cock jumped at seeing this. She was so fucking sexy... hard to imagine how erotic she could be at her age and lack of experience. 

“I want to see you cum”, she whispered, and started rubbing my cock again. 

I lifted her up, and slid upwards under her legs until she was right over my cock, slid my underwear down below my balls, and sat her back down on the base of my shaft. The heat from her pussy felt amazing. Grabbing her hips, I slid her petite body up the length of my cock, then back down again. There was enough lube leaking from her to make things very slippery. The view of her little body riding on my cock was unbelievable... it looked like I was fucking her. It felt like I was fucking her. 

This won't take long 

I slid her up and down, her little swollen lips wrapping around my cock... her ass hitting my balls at the base, and her clit hitting the head at the top. I felt the surge building from deep inside my groin, and my lust took over.  

I started pulling her harder against me, sliding her wet box faster up and down, using her little body like an oversized FleshLight. She was trying to stabilize her flailing body by grabbing my arms, her hair tossing back and forth with each thrust, her knees and thin legs sliding on the carpet. It felt like the entire universe centered on my cock, and it was about to burst.  

I squeezed her more tightly, and violently thrust her little body against my cock, again and again, grinding into her until my head bounced off the carpet as I exploded in a shattering orgasm... my cock pumping ropes of cum onto my stomach, my shirt, my face, and hair...  

I lay there breathless, panting, heart racing, and slowly came back to reality. I released my grip on her, and realized I was so rough I may have hurt her... given her rug burns on her knees, or bruised her by grabbing her hips so tightly. 

“I’m sorry... did I hurt you?”, is all I could say. 

She leaned over and whispered, “Don’t be sorry... that was amazing.”

She reached down, ran a finger through the puddles on my stomach, and looked at me with a smirk, “Did we enjoy ourselves?”

She saw the cum in my hair and giggled again, “Wow- I didn’t think there would be so much!”

She grabbed her nightshirt off the bed and cleaned off the mess I had made. “That was amazing”, she repeated, and laid down and wrapped herself around me. In a short while she was fast asleep.

It wasn’t too long before I was drifting off as well, until the dangerous reality of the situation hit me, and brought me to full alert. I lifted Cindy into her bed, kissed her goodnight, and snuck out the side door.

I walked the couple of blocks to my car in a bit of a euphoric daze. This was the most erotic sex I had ever had in my life, and we didn’t even make love. I knew this was a dangerous, self-destructive path, but I had to figure out a way to see her again. 

I had to see her.

        Without anyone knowing....                                     Dammit.