Babysitter Turns Stripper

As a young boy Debbie was my baby-sitter and my strongest crush.  Every time my parents went out for the evening I would literally jump for joy knowing that I would be spending the evening with my favorite gal.  Our age differences seemed huge when I was only ten years old and she was fifteen.  As the years passed the gap between us began to fade.

Eventually I became old enough to be left alone and my parents quit hiring Debbie to care for me.  I suppose my parents expected me to be happy, that I was old enough to be trusted on my own but on the contrary.  I was devastated that their decision would put an end to the late nights I spent alone with Debbie.  I missed her so much one night I tried to phone her while my parents were out.  Unfortunately her mother informed me that Debbie was also out, on a date.  So that was it I thought,  just like that our paths had split and my whole world was turned upside down.  It took me many months to get over her and I thought about her often, but I never tried to reach her again.

Years went by and my memory of Debbie nearly faded blurred out by the affection of other women.  Then just when I least expected it I saw her.  It was my eighteenth birthday and my best friend Ronnie took me to a strip club to celebrate my transformation into manhood.  I sat at the bar and watched as one naked woman after another flaunted her body in my face.  Ronnie whistled and taunted the ladies as he slipped them dollars bills from his pocket.

I looked up as the sound of high heels on the bar alerted me to the next sexy lady moving in our direction.  Her long brown hair spilled over her breasts as she pranced towards us.  She looked like Debbie I took off my glasses and cleaned with my shirt before taking another good look.  It really was Debbie and she looked even better than I remembered her.  All the old memories came rushing back as I peered wide eyed at her naked body.  She turned her back to me, squatted down and seductively  rubbed her pussy over the top of my beer glass.  Then she stood and faced me my hand trembled as I looked up at her hairless snatch gyrating in front of me.

I handed her a five dollar bill and she slipped a note into my sweaty hand.  'I've missed you' the note read.  'Meet me in an hour out front'.   I clapped and tipped the other ladies for their effort but all I could think about was Debbie.  I was so anxious to see her I went out and waited twenty minutes before I needed to.  After several minutes she emerged fully dressed with an embarrassed grin. 

"I always hoped I would see you again but I didn't expect it to be like this,"  she said with a nervous laugh slipping her arm around my shoulder. "

'Well I certainly didn't expect to see you like that either,"  I admitted.  Debbie led me by the hand to her car, I didn't know where we were going and I didn't care.

Before I knew it she was saying  "Here we are," and leading my up a flight of steps by my hand.   When we got to the top of the stairs she unlocked a door and we both went inside. 

"So what do you think of my place?" she asked me.  I told her it was beautiful but I I was only looking at her.  I could see my own reflection as I looked into her dark brown eyes.

Debbie put her hand on my cheek and leaned in for a kiss.  I planted several soft kisses on her warm lips before slipping my tongue in her mouth.  Our tongues flirted with each other as I lost myself in the moment.  We kissed again, and again, and again.

Debbie tugged at my shirt and I lifted my arms for her to pull it up over my head. I accidentally ripped off one of the buttons on her blouse as I anxiously unfastened them.  I could feel her hot breath on my chest as I kissed her neck and slipped her bra straps down over her slender shoulders.  "I've missed you so much," she whispered  with a gentle nibble on my ear lobe.  A surge of heat rushed through my body and I could feel my cock stiffening under my tight jeans.

I slid my tongue down her chest and fastened my lips around one of  her pink nipples.  I sucked it into my mouth and teased it with my tongue as I began fumbling with her zipper.  She grabbed my hand unzipped her pants herself and let them drop to the floor.  I stooped down and kissed her ankle as I slipped her pants and panties down over her feet.  There I was again looking up at her hairless little cunt. 

 I began kissing her inner thighs and ran my tongue up and down the length of her slit.  Her chest was heaving and her breathing was becoming louder.  I spread her open with my fingers and sucked her clitoris into my mouth.  She bent her knees slightly and with one hand on the back of my head urged my lips exactly where she wanted them.  We lingered there for several minutes as I sucked her clit and enjoyed her female juices.

I stood and picked Debbie up, she giggled when I threw her over my shoulder and carried her towards the bedroom.  I laid her on the bed and unleashed my swollen cock from my pants.  I had never been harder, I thought to myself as I soaked in the view of Debbie spread eagle on the bed. 

 I climbed on the bed and positioned myself between her slender thighs.  We kissed  urgently as I began guiding my rock hard cock into her tight little cunt.  I could feel her soft warm flesh around me as I slowly inched my way up inside of her.  I buried myself deeper inside of  her with each firm thrust of my hips.  Within moments I had worked my cock the whole way inside of her.  She began moving her hips in sync with mine as our bodies heaved and glistened with sweat.  Debbie's moans were becoming more intense with each pump of my cock.  My balls were tingling and I could feel the cum inside of me begging to be released it was all I could do to hold back.

I stopped for a moment and withdrew my cock from Debbie's cunt.  I lifted both of her legs up over my shoulders and tilted her cunt towards the ceiling.  Debbie let out a deep gasp as if in pain when I stuffed myself  back inside of her.  I held my body up with my hands in a push up position and I began pumping her harder.  She let out a squeal and I fucked her fast as her body shook and convulsed in orgasm. 

I looked down between our sweaty bodies and watched my cock slide in and out of Debbie's pussy.  Then I could hold back no longer,  I plunged deep inside of her and groaned quietly.  My balls tingled as they slapped her ass and sent spurts of hot cum down my shaft and deep into Debbie's cunt.  I pumped her a few more times as my orgasm subsided, my desire had been fulfilled.  "To think, you use to be my baby-sitter," I said as I withdrew my cock from her sticky cave.