First Time With Skippy

First Time With Skippy

Status: Finished

Genre: Erotica

Details

Status: Finished

Genre: Erotica

Summary

Shy Lark has dreamed of being more to the neighborhood kid Skippy. In one night can she make her reality better than any dream?

Summary

Shy Lark has dreamed of being more to the neighborhood kid Skippy. In one night can she make her reality better than any dream?

Content

Submitted: August 05, 2016

A A A | A A A

Content

Submitted: August 05, 2016

A A A

A A A


Skippy lived in the public housing project right across the street from my apartment building.  Any day back then, you found him hanging with his buddies on the street corner.  It was like he owned that section of concrete.  Always fighting, that same behavior spilled into school life, too.  Skippy sought to prove who was toughest throughout primary school it seemed.  He hated bullies and would routinely put any in their place once he learned of them.  

Entranced watching him in action during these contests, I usually positioned myself front and center.  A force to be reckoned with for sure; Skippy was so fierce.  The way his muscles rippled under his shirt when he pummeled some kid was so amazing to watch.  I often wished I could be his shirt pulled all tight across that killer torso and back he sported.  Damn, the teenaged dreams I had of him.  Mmmm-hmm!  Whoa doggie!

Skippy was four to five years older than I was, and I thought the world of him, honestly.  No matter how bad he was, to me he could do no wrong.  He appeared larger than life.  My own personal hero.  I thought he embodied what every boy should. 

Skippy never called me names or pulled my pigtails as some of the other boys did.  He never was mean or rude to me.  Actually, he talked to me like a civilized human being.  Though I never said much to him in return because I was so tongue-tied, I was flattered that someone as popular as he was even knew I was alive.  Waiting at the same bus stop every morning, he would talk to me in a polite and often funny manner.  Amazed, I always looked so forward to that tie with him.  It became the best part of my day.  Seriously, I suffered the hugest crush on him, yet being so shy I never told him how I really felt.  Not yet anyway.

A few boys tried to get with me, but still I only had eyes for Skippy.  He graduated and went to trade school to become a mechanic.  It didn’t surprise me that my secret crush liked working with his hands.  From what I understood from my dad (he usually took his car to the auto repair shop where Skippy worked), this boy was very good with them.

More than two years passed before I saw Skippy again.  This time was at a graduation party of an acquaintance at school.  A lot of people were invited to Jonathan’s house across town.  Being valedictorian and senior class president, he was very popular.  I was surprised to get an invite since I didn’t revolve in his main click.  Didn’t know him really well, but I found out that a lot of people invited didn’t either. 

It sounded the epic party though.  More nervous than when I went to prom, I decided attending was a definite must.  My girlfriend Sabrina who also graduated with me decided we’d share a cab and head off there together.  She met me at my house wearing her cutest and dare I say shortest mini-dress in neon green (I still endured the headache every time I imagined that glow-in-the-dark color etched into my brain).  Seriously, she rocked the best legs for it, and I chose something very clingy and flattering in a soft violet that would highlight all the curves I’d developed.

By the time we arrived at Jon’s house, the party already started.  My jaw dropped.  Apparently, our host was a rich kid with absentee parents.  The house was located in upper Northwest that seriously made me think:  Damn!  I’m headed up to a freakin’ mansion!  

Jon's home was a regal two-story brick house of some age with majestic pillars in the front and a paved arch drive.  Really nice just like the other houses on the same block.  And, quiet!  The sounds of the city were muted there except that the music pumping outta that joint was outstanding.  Later I found out that the tunes that night were mixed by a popular club DJ that Jon’s parents knew or something.  I really didn’t get the connection, but the party ranked the best of my young life.  Hell, even better than prom!

I always considered Sabrina prettier than me.  Part of that assessment was due to boys taking to her fast.  She obliged liking all their attention.  I couldn’t blame her, you know.  I wasn’t mad at the cute boys ogling her or trying to get her drunk either.  Sabrina had been smoking and drinking since she was 16 when she lost her virginity to some random boy in detention she said. 

I didn’t believe her.  I knew it was much earlier than that with an older guy she crushed on big time.  Sam had been her sister’s boyfriend, but he moved away.  Sabrina never talked about him.  I knew Sam was her first love because she told me the whole story while drunk one night.  Sabrina didn’t remember that, and I was a good enough friend not to remind her.

After the hookup with the detention boy, word spread around about my best girl being Miss Hot-to-Trot.  Every boy in school wanted his chance with her, thinking she was an easy lay and tried talking me up to find out how to do it.  Please.  I wasn’t helping those idiots.  I allowed them to sink or swim on their own laughing the whole time. 

What none understood was that Sabrina ironically was fickle.  Down right picky somewhat when sober.  She liked a certain specimen of male.  Tall, good teeth and dental hygiene, and at least a six-inch pecker.  Sabrina insisted that size did matter.  TMI in my book.  Despite it, she told me anyway, saying who else could she purge her darkest secrets to and know they were safe.  Ha!  Point being, Sabrina never had a free weekend. 

Me?  Oh, I was clear on the other end of the spectrum.  A good little church girl.  Usually church consumed my free time.  Mom and I sang soprano in the choir, in fact.  Our church choir was really good and received invites around the city to sing at different events constantly.  I also sang in my school choir, too, with its own busy calendar of events to sing at beyond school gatherings and ceremonies. 

Okay, so between school making straight A’s and these other extracurricular activities, I was very busy.  No, time to date to which Daddy was extremely happy.  My other friend Kim (who was a year younger than I) was pregnant with her second, and she hadn’t even graduated yet!  She dropped out of school, in fact, and eventually earned her GED.

The first baby arrived when Kim was 14.  The first time she had sex, as well.  Kim complained candidly about how horrible it was, but that didn’t stop her from having more sex with the baby’s daddy which she said improved a great deal.  Subsequently, the fertile girl caught pregnant again but miscarried.  She and her baby’s daddy broke up after that, which was a good thing.  Two months later the baby’s daddy died from several gunshot wounds one night.  No one was surprised since Kim hooked up with the neighborhood drug dealer. 

Regardless, Kim was devastated all but eleven minutes.  She hooked up with his best boy Marv.  Unfortunately, he beat on her, the loser!  Kim dropped him like something hot and before she got pregnant again.  Thank goodness! 

Dennis, the guy she hooked up with after Marv, was descent enough.  He liked Kim and not just her foo-foo!  He didn’t beat on her.  Already he worked a steady job at the Safeway grocery store as a full-time checkout clerk since he graduated the year before.  Dennis also went to trade school studying to be an electrician.  He really seemed excited about being a dad. 

Kim thought that he was crazy.  I did, too, but I hoped that she didn’t screw it up.  I liked Dennis.  Still I knew better.  Kim cheated on him with the next-door neighbor.  It broke Dennis’ heart, and being the good friend I was, I heard all about it from him, too. 

They’re still good friends today.  Married to other people now, but Dennis and Kim shared responsibility taking care of their daughter Ayana.  She’s my godchild and the sweetest girl.  Nothing like her crazy mom, but to her credit, Kim settled down considerably once marrying Harold.  She met him online if you can believe it! 

Needless to say, with such glowing examples from my friends on how to date, I was too shy to try it myself.  First of all, I had no interest in casually giving up the goods to a boy just because he asked me out.  Second, no interest existed in me getting pregnant.  Neither of my friends ever practiced protected sex, and the boys they hooked up with always insisted on wearing no condoms.  So no thank you.  I just didn’t want to deal with the drama.  My friends gave me plenty as it was.

I pretended to be the mean friend.  Everyone saw me as the cold one.  The bitch.  Behind my back, everyone considered me the ugly one, too, because I never dressed provocatively.  Nerdy and frumpy summed up my looks, but I didn’t put much effort into them either.

Senior year I turned 18.  By then, I worked so damn hard in school to get good grades and earn scholarships needed to go to college.  And by God, I made up my mind I was going.  With my mediocre SAT scores, strong academic and extracurricular activities, I had been accepted to several universities in which I applied.

My main drivers had been my parents.  Mom and Daddy lived paycheck to paycheck.  No available funds were they able to impart or even set aside to help with my secondary education.  I was on my own, but I was hell bent on going and breaking the cycle of working hard for no pay.  My parents made clear that more education was the way out to finding better success since neither of them went to college. 

Problem was in being such an overachiever I was under so much pressure to do better than expected, I was ready to crash and burn.  Just burnt out on my life as it was then.  I do mean really freakin’ fried!  No down time at all.  I was constantly going, looking for that next opportunity, more charity work, another scholarship to compete for, and took so little time for myself.  I guess by the end of it I was fed up with it all.  I got all the free money I could in scholarships but still needed to take out student loans.  It would be several years of debt before free, but it paid off in the end.

So at this killer graduation party Jon from school threw, which me and Sabrina would talk about for years after (Kim had been sick as I recall), I made the full transformation into Miss Hotness.  That’s what Sabrina called me anyway.  A real confidence booster coming from her.  She helped out with my make-up. 

I cut loose like Sabrina couldn’t believe.  Stuck to water and refused to drink anything suspect, but I danced the night away with the best of them.  I was a very good dancer having learned my moves from my mom.  We often danced around the house to clean it.  Never felt so liberated to party with kids my own age.  Loved it!  I was having a blast! 

Sabrina took off with some cute boy to bang him upstairs, and then somebody bumped up against me like nobody had before.  I could feel a hard bulge at my booty, and I leaped away in shock. 

“What?” he questioned with a grin as he continued to hold on to my hips before I could venture too far.

“S-Skippy?” I stuttered with a gasp not believing it.  My face felt like it was on fire.  My heart pounded ready to leap out of my chest. 

“I thought I recognized you, Lark.”

I blinked up at him in disbelief at how he filled out his blue t-shirt and worn jeans to absolute perfection.  Skippy made something so simple so very sexy.  And, then there was the fact that he remembered me!  “Whoa…you know my name?”

“Of course.  Your dad brags about you all the time when he brings his car in for some work.”

“You’re still at the repair shop on Minnesota Avenue?”

He nodded.  “Yeah, I pretty much run it now that I’m a certified mechanic.  The old man isn’t well.”

“Oh…I’m sorry to hear that.”  I frowned at him, and he shook his head.  “No, don’t be.  He’s comfortable.”  He looked me over and smiled bigger once looking in my eyes again.  “Damn, you’re a hottie, girl.”

I swallowed feeling so very hot not just at my face, but also everywhere his eyes lingered on my body.  “So are you.  Uh-mmm, just not a girl.”

Skippy lifted his eyebrow.  “Are you flirting with me?”

My eyes widened, and he laughed at me.  Good God!  I thought I felt wetness stream from between my legs at the sound of it and his lingering hands at my curvy hips. 

“Are you making fun of me?” I whispered nearly out of breath.

He shook his head leaning closer and said more intimately, “No, sweetheart, this is foreplay.”

I backed away from him feeling my face flush more I’m sure in my embarrassment.  Just wasn’t used to guys talking to me like this.  I felt foolish and awkward.  I wanted out and so turned and hurried away from him.

“Hey, wait!” he said, but I didn’t listen.

I slipped out on the patio that felt ten times cooler even though there were kids drinking from red cups, others making out in dark corners, and several swimming in the pool in their undies.  I couldn’t believe my eyes.  Skippy came up behind me and touched my shoulder.  He then slid his rough hand along my arm.

I whirled on him and jumped.  He caught me in his arms before I tripped into the pool and brought me heavily to his chest.  Skippy turned into a hot poker!  He also stole my breath as I hovered inches from his lips. 

I don’t know what got into me.  When I touched his mouth to mine, I felt an explosion everywhere!  If I’d been fired up before, that no way compared to what I felt when I kissed him.  His lips were soft.  His mouth hot and sweet of the rum-loaded punch he’d been drinking.  While I didn’t drink, I recognized the smell from my parents who were heavy drinkers and smokers at the time.  I’d never kissed a boy before, but this was totally stellular!  Nothing like I dreamed when practicing with my mirror imagining it was Skippy.

When I pulled my mouth slowly from his, I opened my eyes unsure of what I would see in reaction.  The playfulness that had been in his eyes was gone.  Expected.  But, the heat?  Not!  Desire?  Hell, no!  This was shy ole me who never dated or had sex or even kissed a boy before!  The way Skippy looked at me…it was like I always dreamed he would.  Gotta be dreaming, right?

“No, it’s not a dream,” he responded with the quirk of a smug smile.

My mouth dropped open for a second and then I swallowed.  “Oh, God!  Did say that out loud?”

“Yes, Lark, you did.”  He chuckled again.

Disconcerted, I lowered my head , but he raised it with his fingertips as he frowned at me. 
“Hey…no, look at me.”

I did with my frown.  “I’m so—“

Skippy kissed me softly.  That same heat filled me up again, making me burn inside my clothes.  I moaned because he tasted so good and the feel of him caused all these simultaneous reactions in me.  He was hard and blazing hot.  His hands were rough when his arms squeezed around me pressing me closer, advancing my infatuation with him.  One of them grabbed the back of my neck and swirled calloused fingertips at my tender flesh before running through my hair I left curled at my shoulders.  It latched there, holding me in place.  I couldn’t escape even if I thought to. 

Skippy’s hard body pressed into me, making me gasp and his tongue entered my mouth.  I trembled but answered that invading thing with my own tentatively.  We moaned while our kiss took a life of its own.  His other hand that wrapped at my waist cupped my booty.  I gasped again but never stopped kissing that sexy mouth of his.  He settled me down to the ground again.  He whispered something in my ear and then took my hand.

Before I knew it, we left the main house.  Beyond the pool and backyard, we slipped along a cobblestone path.  Surrounded by scattered trees, Skippy led me to a smaller house.  It looked a replicate of the larger one.  Same brick only a single story though.  I watched him pull a key from his jean pocket and unlock the door.  He pulled me along inside with him.  The door shut after me because he backed me into it taking my mouth against his. 

There were no words for this.  For what I experienced surface in me each time he kissed me.  I felt to be falling from so high a height; my stomach felt suspended while the rest of me tackled the rush of adrenaline.  My hands rose to his rugged face shadowed with dusty facial hair that was rough.  I liked it as much as his crotch rubbing against my mound.  It was shooting me to the stars.

“I want you,” Skippy whispered when he broke away from my mouth.

“Want you, too,” I managed through my quick breaths out of my control.  I only took comfort in that he sounded the same way.

Skippy took my hand again, and I followed him in the dark place he maneuvered well.  He took me to a back room.  Nothing fancy.  Clothes tossed here and there.  It reminded me of my brother’s room minus the sweaty tube sock smell.  Did he live here I wondered? 

Skippy sat me on the bed and then sat next to me.  I held up my hand between us to halt him when he sought to kiss me again.

“What is it?” he asked with concern filtering through his voice.

“Do you have a condom?” I asked and cringed a little in anticipation of his reaction.  If he said that he didn’t, I would have to walk away.  It was the last thing I wanted to do, but one I resolved to follow-through.

“Always,” he answered without hesitation or offense.

Relief filled me so glad to hear that he practiced safe sex.  I liked him even more already.  “Good because I don’t and I’ve never…and I’m not on anything,” I rambled awkwardly.  Not being able to see his face in the dark made this so much harder for me.  I believed that I was making a fool of myself.

I felt his hand gently at my cheek.  “I will take care of you, Lark.  Promise,” he assured softly and then I felt his lips on mine. 

I don’t remember thinking much after that.  The slide of clothing in removal happened in a whirl of movement.  Then there was only his hard body against my soft skin.  The feel of him on top of me was unreal, and I believed that I might pass out.  His hands guided me with how to touch him.  How to please him.  He was so gentle, so patient.  No hurry fueled him in his exploration or mine in curiosity.

The pinch of sensitive bundles of flesh, the hint of teeth at my neck and breasts, the press of fingers to my core.  A tolerable pain burned through my relaxed body mildly.  Skippy’s kisses soothed all until they faded.  When they did, he made me simmer toward an inferno of heat.  I gasped, trembled, and felt broken in the sweltering need that licked at me instead. 

“Skippy…” I whimpered, squeezing him closer in a need I’d never known before.

“Yes, sweetheart,” he cooed and continued pumping his fingers inside me so slow and steady.  Something built inside me.  Its strength scared me, but I did not hinder his fingers from going deeper.  My hips began to move to meet them, and that made it better for me.  Skippy responded in kind, getting down right aggressive in the shove of his fingers frequently.  The wet sounds coming from my core ushered with it my breathlessness.  I dug my nails fiercely into his strong shoulders.

“Skippy!” I cried over and over again with each dive of his possessive fingers.  Trembling at the edge of some mighty crest, maybe crying a little, my breath sputtered from me.  The amazing feeling, a tidal wave of intensity flowed through me.  I could not hold it back even as it frightened me. 

“That’s it,” he encouraged with his sweaty forehead touching mine, “Let me feel it overtake you.”

My back arched and the uncontrollable quake seized me from within with a burst of stars.  I clenched him from within me as stiff as felt outside of myself.  Once his fingers finally released me only his lips at my neck soothed me from the high that sent me soaring.  I stroked his sweaty head to me and kissed him back happily.

“Thank you,” I said unsure of what to say really, but I was most grateful for the thrill of my life.

“No, thank you, sweetheart.”  He kissed me briefly and then snuggled me close. 

“Ummm…soooo…?” I asked unsure how to proceed after a several minutes of silence.  Only the sound of our breathing calming filled the air with the smell of our deflowering act.

“Are you free tomorrow?  I would really like to see more of you again?”

I turn my head to him with a gasp wishing like hell I could see his face.  “Really?”

I felt him nod and then he kissed me softly on the lips.  “Will you go out with me, Lark?”

“Hell, yes!” I shouted in shock.  Skippy chuckled.  It’s a soothing sound.  So sweet to my ears!  This boy…this man I had a crush on wanted to see me again!  I cleared my throat and said more calmly, “I mean, ummm, sure.”

“I can pick you up at 7:00.  Does that sound cool?”

In a more subdued manner, I replied, “Cool.”

Inside I still soared amongst the heavens where he sent me.  My nipples, my core ached.  Nothing could be better than this moment with him holding me close to his hard body.  Boy, I was wrong!  The second time with Skippy was even better than the first!


© Copyright 2017 Amy F. Turner. All rights reserved.

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