Andrea's Dilemma - Cover

Andrea's Dilemma

Copyright© 2019 by Joe J

Chapter 2

Coming of Age Sex Story: Chapter 2 - Joey was Andrea's dirty little secret, she thought he was absolutely the best and positively the worst thing ever to happen to her. My take on the rich girl/poor boy story.

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa   Consensual   Safe Sex  

The next three weeks followed the pattern of the first: Class on Tuesday, work on our paper on Thursday, and then dinner at Joey’s on Sunday after we did our final review. In between, Joey and I spoke on the phone a couple of times a week. I really enjoyed the time I spent with Joey and Sarah, it was a pleasant change of pace for me.


Joey was unlike any young person I’d ever met. He was a very intelligent guy, but he had zero interest in college. He was very personable, but he did not socialize. He was computer savvy, but he did not participate in social media ... he did not tweet ... he did not use facebook. He had a cell phone (a relic with zero features) but he hated talking on it. Keeping him on the phone for more than two minutes was a major chore and forget about using text or SMS. Yet despite all his quirks, I liked him more every time I was near him.


Things changed the fifth Sunday because Sarah had to work. She was an assistant manager for JC Penney at the mall, and the weekend manager had called in sick. Joey phoned to let me know the situation, but we still had a paper to review so I went over to his house, anyway.

It wasn’t until we were sitting on the couch that I realized we were alone for the first time ever. Suddenly, all those tingles he’d given me over the past five weeks were multiplied by ten. Joey turned his head to look at me when he felt me shiver. Our eyes met and mine closed as he leaned towards me. That first kiss was so soft and sweet it almost made me cry. I sighed when his lips left mine. Then he took my face in his hands.

“Open your eyes, Andrea,” he said.

I blinked my eyes open and immediately lost myself in his gold flecked emerald orbs.

“I want to kiss you again,” he said, his voice soft and hypnotic, “is that okay with you?”

I nodded quickly, eager to feel what he had in store for me next.

Our second kiss was firm and sexy. I moaned when his tongue slipped into my mouth. Joey kissed me better than any guy I’d ever been with. Where I’d thought of kissing as a preliminary to something else, Joey made it an event all of its own. I moaned again and wrapped my fingers in his hair. We kissed until I was on the edge of exploding. I finally wrenched my mouth from his.

“Make love to me, Joey,” I panted.

He gave me that little one dimple smile of his and swung his legs across me until he had his knees on either side of my hips.

“All in good time, Sweetie,” he said.

Then he pressed me against the back of the couch and kissed me some more. As he kissed me Joey’s clever fingers unbuttoned my crisp white blouse and pulled it loose from my red plaid skirt. I was surprised that he didn’t grab for my breasts with me sitting there with my blouse gaping open but instead he gently caressed me with his fingertips. I was the most aroused I could remember being by the time he stood up and pulled me to my feet.

“Let’s go to my room,” he said.

I nodded and almost dragged him through the archway that led to the back of the house.

Joey took his time undressing me and made me stop when I tried to speed up the procedure. I really liked the way he looked at me as I stood in front of him in my lacey white bra and thong.

“I didn’t know they made legs that long or that perfect,” he said in wonderment.

I didn’t wait for him to take off my bra. Instead, I twisted my hands behind my back and unclipped it with practiced ease. I shrugged it off my shoulders and let it slip down my arms to the floor. Joey gaped at my girls for a few seconds then dropped to his knees and yanked my thong off my hips and quickly dragged the miniscule and very damp patch of fabric down my legs. I was smooth shaven down there. Because I had very little body hair I only shaved my legs once a week so it was no big deal keeping my mound smooth too.

Feeling sexy as hell, I raised my arms over my head and struck a pose.

“You like?” I asked coquettishly.

He shook his head negatively.

“No,” he corrected, “I love.”

His nostrils flared as he smelled my excitement. I stepped out of the thong pooled around my feet, pirouetted out of his reach and sat down on his bed.

“Now you,” I said, my voice husky with passion.

Joey grinned self-consciously and pulled his polo shirt over his head. He kicked off his docksider shoes and slid his cargo shorts and boxer briefs down his legs in one swift motion. Joey had broad shoulders and he was thick throughout the chest. His stomach was flat but he didn’t have Michael’s six-pack abs or tapered torso. Michael’s hips were narrower and his legs were long and slim while Joey was stocky and powerfully built. The same was true of his turgid penis, it wasn’t as long as Michael’s but it was thicker and I was dying to feel it in me.

“Niiiice!” I cooed.

Joey growled and dove atop me on the bed. My squeal and giggles turned to passionate moans as he started kissing me again. The boy had some seriously skillful lips. Joey had landed between my spread legs in a perfect position to slide right into me. Because we were the same length from the hips up, the underside of his rampant rod was rubbing deliciously against my womanhood as we kissed. I put my feet flat on the bed and raise my knees outside of his thighs so my pelvis was tilted at the perfect angle for penetration. Joey broke the kiss and his lips switched to nibbling my neck.

“Come on Joey, put it in,” I whined shamelessly.

“In a minute,” he replied.

He kissed and licked his way down my neck and across my chest zeroing in on my achingly hard nipples. Back and forth between my breasts he went; higher and higher rose my anticipation. Then Joey abandoned my breasts and started moving down my torso. I figured out where he was headed and grabbed his hair to stop him. Because I thought it was degrading to women, I did not perform oral sex. Since I didn’t do it, I didn’t expect it in return.

“You don’t have to do that for me, Joey, let’s just make love,” I said.

He stopped what he was doing and raised his head to look at my face.

“This isn’t for you Andrea, it’s for me. So, I guess you’ll just have to suffer through it,” he replied.

When Joey reached the juncture of my thighs he began to lick ... and kiss ... and nibble everything in sight. Any worries about reciprocity went out the window as soon as his agile tongue landed on my supercharged clitoris. After at least four major climaxes, the last of which caused me to squirt all over the pretty handmade quilt coving his bed, I weakly pushed at his shoulders.

“No more, Joey, you’ll kill me if you keep this up,” I groaned.

He kissed my saturated sex once more then scooted up the bed until he was on his hands and knees hovering above me. Somehow, while he had me squirming all over the bed, he had donned a Trojan.

“Now we’ll make love,” he stated as he nudged against me with his angrily throbbing penis.

I nodded enthusiastically and reached down to guide him. Even with the condom, lubrication definitely wasn’t a problem.

Joey was the third guy I’d ever had sex with. My first time was after my senior prom and was a one-time event. Michael was my second and we had been making love for three months when I met Joey. I wasn’t all that experienced but every time I’ve had sex I had at least one orgasm. I found sex pleasurable, but to tell the truth, I had better results with my vibe and my fingers. Joey Spacey changed all of that in the course of one sunny Sunday afternoon. Joey was insatiable and skilled in ways I’d never dreamed of.

After our second bout, the one in which he put my legs over his shoulders and tried to drill me into the mattress, we were laying side-by-side catching our breath. I rolled toward him, snuggled my head on his shoulder and asked him about his skills.

“Who taught you to make love like that?” I asked.

“My kindergarten teacher,” he replied.

I smacked him on the arm.

“I’m serious,” I giggled.

He rubbed his arm and laughed.

“You are so gonna pay for that ... and I am being serious. We did a remodel last summer for my teacher from kindergarten. At the end of the first day, I introduced my self. She said she remembered me, and then embarrassed the hell out of me by telling me she thought it was cute that I had such a crush on her all through grammar school.

“She invited me in and we sat at her kitchen table to talk and we talked up a storm. It was amazing to me that I could talk so easily to her because, back then, I was usually tongue tied around women. She told me about splitting from her husband, and how hard getting back into the dating scene was. I told her about the problems being so shy caused me with girls.”

I had to comment on that remark because he seemed so self-confident to me.

“You ... shy around girls? That’s a laugh,” I crowed.

“I’m better now,” he admitted,” but I sometimes still feel awkward and uncomfortable. I probably would never have had the nerve to approach you if we hadn’t been thrown together.”

I nodded my understanding.

“So, what happened next?” I asked.

“After I told her about being so shy around women, she thought for a few seconds and then suggested we help each other out. She explained that we could go out a few times and learn to relax around members of the opposite sex. Even though she was eighteen years older than me, she was still a beautiful woman, so I eagerly agreed, and we made a date for the following Friday.”

“Describe her Joey and tell me her name. We women need details,” I said.

“No, you women are just nosy,” he replied with a laugh. “But anyway, her name is Colleen. She’s about five-ten, has blue eyes, longish blonde hair and her legs are almost as long and shapely as yours.”

I bit him playfully for the nosy comment and told him to finish the story.

“That’s two you’ve got coming,” he warned menacingly as he rubbed his chest.

Then he continued his narrative.

“Anyway, we went to dinner and a movie that first night and had a good time so we decided on a second date. I took her bowling next and to a concert the time after that. The next date we went out to dinner and afterwards we went for a walk on the beach down by the jetties where I surf. There was a full moon that night shining low across the ocean and we kissed for the first time down by the edge of the water. When I took her home that night she invited me.”

Joey sighed at the memory and pulled me closer.

“Before the first time we made love, Colleen told me that when school started, we ended. She was true to her word, but for six weeks I lived every teenage guy’s fantasy. At the end of the summer we parted friends. Last I heard, she was dating one of the physical education teachers at the high school.”

“Ummm, she taught you well. I should send her a thank you note,” I sighed contentedly.

He rolled us over until he was on top of me again.

“She taught me, but you inspire me Andrea. I can’t get enough of you,” he said.

Joey walked me out to my car two hours later. Both of us had showered and were no worse for the wear from our incredible love making. I drove home in a sated daze, my body occasionally twitching. My butt tingled where he had spanked me while we were doing it doggie style. I shook my head in wonder at that; because not only didn’t I protest, I actually got into it.

“Spank me, Joey, I’ve been a bad girl,” I had whimpered.

Joey had certainly filled in a lot of blanks in my knowledge about sex. I was amazed at some of the things to which I’d eagerly agreed, not the least of which was mutual oral sex. He’d been absolutely right when he said making the other person feel good made you feel even better.

Best of all though, was that I didn’t feel guilty for sleeping with Joey. I mean, why should I, anyway? After all, Michael and I were just dating and I’d been clear with Joey that we would probably not be seeing each other after I went back to the university in September. Joey would be my little secret pleasure for the rest of the summer, and I planned to enjoy lots of pleasure.

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