Educating Jimmy

By Hot for Dads

Published on Dec 4, 2015

Gay

This is adult FICTION. It is not intended to encourage or condone any similar activities in the real world. It is merely ENTERTAINMENT, for which Nifty could use your donations! http://donate.nifty.org/donate.html.

Don't read this story if you're not old enough for this stuff, if m/m stories offend you, or if you're not interested in a man fucking around with an eager-to-learn high school graduate. On the other hand, if that's what you're looking for, here it is!

EDUCATING JIMMY

"Mmmm," I sighed as I slowly awoke from a nice, deep sleep to find the Saturday morning sun filtering through the window blinds and across my bed. "Not yet," I grunted before rolling over on my stomach and pulling a pillow over my head to block the increasing summer light. "Mmmm," I sighed again as I slowly began humping my morning hardon into the mattress. "Oh yeah, that feels good," I moaned. "Not as good as a nice tight ass," I corrected myself.

Unfortunately, ass had been hard to come by since I moved to this god-forsaken place to take a last-minute job teaching math at the high school almost a year earlier. I knew it was a mistake when I took the position, but at that point, I just wanted to get away from the disaster that my life had become as a result of a messy split with my last boyfriend, who turned out to be a real psycho stalker!

Judging by Craigslist, Squirt, Adam4Adam, ManHunt, and a few other sites, I seemed to be the only gay man within a hundred-mile radius. Oh, there were plenty of horny "straight" men looking for a quick blow-and-go while the little lady was at work or doing the family shopping, but there didn't appear to be any real gay men who just wanted to be with other gay men.

As my mind wandered in that depressing direction, I realized that my cock was losing a bit of its rigidness. "Okay, Big W," I said as I rolled over onto my back, "it's time to take care of you before you go to sleep on me." My name is Wallace Webster, and I'd grown up referring to my dick as Big W. For some reason, it had always amused me. I'd also gotten fairly used to taking care of Big W during the year-long drought in my sex life.

I threw off the blankets, tucked the pillow back under my head, quickly unbuttoned my pajama tops to reveal my hairy chest, and reached into my pajama bottoms for a firm grip on my precum-dripping dick. I used my free hand to pull the waistband down and tuck it under my balls while my fist went to work on my rock-hard shaft. "Yeah, that's the way I like it," I praised my pumping fist as I worked my free hand under my pillow.

This was going to be a lazy Saturday morning session, and I was going to take my time and enjoy it. I closed my eyes and concentrated on the sensations of my fist slowly traveling up and down my warm shaft and tenderly teasing my sensitive cock head. I jumped slightly when the phone on my nightstand dinged to let me know that a text message had been delivered, but I wasn't surprised enough to let go of my cock.

I looked down and saw a bead of precum ooze out of my slit. With a smile, I wiped my thumb across the head of my cock to gather up the precum before releasing my dick and bringing my thumb up to my mouth. I opened wide, inserted my thumb, and then shut my eyes as I closed my lips around my precum-covered thumb. "Mmmmm," I sighed as I sucked the sweet juice from my thumb.

When my phone dinged again, my eyes flew open and I pulled my thumb out of my mouth. There was another ding and another. "Who the fuck?!" I growled as I wiped my hand on the sheet and grabbed the phone as it dinged yet again. I swiped the phone into active mode and saw that five text messages were waiting to be read. Just as I tapped the messenger, the phone dinged for a sixth time. "Seriously!" I growled, since it was barely past seven o'clock. When I saw that all of the messages were from Jimmy Jackson, I relaxed a little and shook my head.

Jimmy was one of the best students I ever had the pleasure of teaching. He made it almost worth the sexual isolation to come to this place and find such a smart kid who could have been permanently stuck out in the boondocks. Instead, I helped guide him through his senior year and worked to get him admitted to the state university on a full scholarship. Without the financial aid, his widowed mother would never have been able to afford Jimmy's tuition on her own. To confirm that my faith in him was well placed, he got straight A's across the board and graduated as valedictorian of his class just the day before.

"I'll bet you've been partying all night," I chuckled as I touched the screen to reveal the text conversation.

J: Hey, Mr. W!

J: What's up?

J: Too early?

J: Can we talk?

J: Can I come over?

J: Please?

I sat up in bed as my cock began to wilt and I began to text Jimmy back.

W: Everything OK?

J: Yeah, Mr. W.

W: You know what time it is?

J: Sorry, couldn't stop thinking.

W: About what?

J: You.

W: Me? What about me?

J: Hear me out.

W: Jimmy, what's going on?

J: Can I come over?

W: Why?

J: Hang out. Got questions. You'll like it.

W: What's this about?

J: I think I'm bi. Want to find out. With you.

W: Whoa!

J: Don't say no. On my way over.

W: Stop. NO!

After sending that last text, I waited. And waited. And waited. No reply. I nearly jumped out of my pajamas when the ringing doorbell broke through my concentration. It had to be Jimmy, and he must have sprinted the couple of blocks from his house to mine. The bell rang again. And again. And again. Faster and faster. I finally typed quickly and sent Jimmy another text.

W: STOP IT! GO HOME!

The doorbell stopped ringing, and a few moments later, my phone dinged to indicate that our text messaging had resume.

J: Please. Just let me in.

W: Go home!

J: I need this. I need you.

W: What is wrong with you???

J: I've been thinking about us.

W: What?

J: You and me. SEX! I need it so bad!

W: There is no you and me.

J: Please let me in to talk.

W: Go home now, Jimmy! Get some sleep.

I had barely sent the last text before the doorbell started ringing insistently again. I hesitated momentarily. I couldn't figure out what had come over Jimmy. He had always been such an innocent, studious boy. This sudden horny drama was completely unexpected, and the doorbell was driving me crazy. "STOP IT!" I yelled before I finally rushed from my bedroom.

As I unlocked the front door, the doorbell stopped ringing. I held my breath and yanked the door open to find Jimmy standing on my front porch with a totally innocent grin on his face. I quickly glanced from head to toe. He was wearing a reversed baseball cap, baggy t-shirt, cargo shorts, and untied sneakers.

"Morning, Mr. W.," Jimmy said.

"What the fuck's gotten into you, Jimmy?" I hissed.

"Nothing yet, but I hope you will soon," he replied with a suggestive raised eyebrow.

"Jimmy!"

"Or would you rather I get into you?"

"Now, stop it," I objected.

"Mind if I come in?" he asked innocently as he started to step into the house.

"As a matter of fact, I do," I said gruffly, planting my palm in the middle of his chest to stop him.

"Nice," Jimmy sighed as he raised a hand to rub the hair on my forearm. With that one exhaled word, I could smell the beer on his breath.

I reflexively jerked my hand and arm away from Jimmy and said, "You're drunk."

"Maybe, is that a problem?"

"It is when you act like you're acting. This is completely inappropriate."

"Why? You're not my teacher anymore. And you're so hot," Jimmy said as he slowly reached out to press his palm against my hairy chest.

"Stop it!" I growled, stepping back and quickly pulling my pajama tops closed.

"You won't be saying that when my cock is pounding your ass," Jimmy laughed as he started to step forward into the house.

"That's enough, Jimmy! Go home!" I gave him a soft shove that sent him stumbling back onto the porch.

"Don't be that way, Mr. W. You know you want this," Jimmy objected, reaching down to grope himself. "I've seen you drooling over me all year."

I quickly slammed the door in Jimmy's face and turned the lock. I didn't realize until I leaned back against the door that my breathing had become shallow and quick. I was even more surprised to see my pajama bottoms tented out when I looked down. "He's young enough to be your son," I reminded myself out loud. "Be an adult!" I buttoned my pajama tops and waited.

After Jimmy's earlier texting and insistent doorbell-ringing, the sudden silence finally got the better of my curiosity. I slowly turned around and looked through the window in the door. Jimmy was facing the door with both hands tucked under his baggy shirt. When he saw me looking, he just grinned and then tilted his head down. I followed his gaze and was stunned when he lifted the t-shirt with one hand to reveal the other hand slowly stroking the hard cock that jutted out from the opening in his shorts.

I gulped, looked up and down the street as far as I could see, flipped the lock, opened the door, grabbed Jimmy by the arm, yanked him into the house, and slammed the door behind him. "Are you crazy????!!!" I yelled. "The neighbors could have seen that."

"It wouldn't be anything Mr. Fisher hasn't already seen," Jimmy laughed, referring to my neighbor on the right.

"What are you saying?" I asked.

"Just joking," Jimmy laughed. "But after you, he's the hottest guy in town."

"Put that thing away!" I ordered, looking at Jimmy's hand still slowly stroking his big teenage cock.

"Are you sure?" Jimmy asked. "It looks like you're enjoying the view," he added, nodding toward my tented pajamas.

"Get over here!" I ordered as I quickly crossed to the sofa, sat down, and grabbed a small pillow to place on my lap to cover the hardon.

"You want this, don't you?" Jimmy chuckled as he stepped in front of me and waved his cock in my face. I couldn't keep myself from licking my lips, and it made Jimmy laugh harder. "I thought so."

"Do you want me to tell your mother about this?" I asked with a threatening voice.

"You wouldn't!" Jimmy said, with the first hint of nervousness.

"I just might if you don't settle down this minute," I replied forcefully. "Now put your dick away and sit down."

"Yes, sir," Jimmy muttered, finally tucking his cock back in his shorts and sitting down on the sofa beside me.

"That's better. Now, what all were you drinking, smoking, or swallowing last night?"

"Nothing," Jimmy mumbled. "Just some beer."

"Where did you get it?"

"I don't drink and tell," he replied, looking at me defiantly.

"Well, just being drunk doesn't explain this behavior," I observed. "What's gotten into you?"

"I guess I passed out for a while," Jimmy said haltingly. "And I had a dream about you."

"Oh yeah?" I couldn't help being a little proud of myself.

"Yeah. I've never had a dream about a guy before, but it was hot."

"Really?"

"Really, and I wanted to find out if sex with a guy was as hot as my dream."

"So you thought you'd just proposition your math teacher at 7 a.m. on a Saturday morning," I laughed.

"Well, when you put it that way...," Jimmy mumbled, slumping into the sofa.

"How else would you put it?" I asked calmly.

"Well, I just wanted to try it, and I trust you."

"In what way?"

"You know. To make it a good experience."

"What makes you think that?" I asked, flabbergasted since I'd made a concerted effort not to show any gay signs since I'd moved to town. I didn't like being closeted, but I figured I could handle it for a couple years until the psycho boyfriend was history and I could move back to the big city. From the number of women who kept making subtle and not-so-subtle passes at me, I was pretty sure my butch act was working. Even Jimmy's mother tried to show her appreciation for all the help that I'd given Jimmy. I let her down easy.

"Just the way you are with your students," Jimmy replied softly. "You really like teaching us things."

"Math, Jimmy. I like teaching you math!!!!"

"Well, I want you to teach me more, like what it feels like to have your cock in my ass," Jimmy said quickly.

"Jimmy!" I yelled. "You're crossing the line! This is inappropriate, and you know it. Besides, you're young enough to be my son."

"Yeah, I guess. Sorry, Mr. W. It's just that you'd be such a great dad. I know I wish you were mine."

"Well, I'm flattered to hear that," I said honestly. "You've been like a son to me since I've known you. That's why this behavior is so shocking...and inappropriate."

"I guess you're right. You think I could get Mr. Fisher to show me what it feels like to get fucked?"

"Jimmy."

"Well, I've got to find out somehow. I wasn't telling you the truth earlier. I've been fantasizing about you all year. I've just never had the nerve to do anything about it."

"Really?" I asked, unable to hide my pride at being the object of Jimmy's fantasies.

"Would this lie?" Jimmy asked, lifting his shirt to reveal the stiff tent in his shorts.

I gulped and said, "Probably not at your age."

"Wanna see it again?" Jimmy asked eagerly, leaving his tongue slightly jutting out between his ever-so-slightly parted lips.

"Jimmy..." My objection had become nearly nonexistent.

"I thought so," Jimmy chuckled as he stood up and moved in front of me. I held my breath. Jimmy kicked off his sneakers and fumbled under the t-shirt to unfasten his shorts. He then lifted the shirt to reveal a smooth, firm, young, hairless stomach. I gulped. Jimmy smiled at me and used his free hand to unzip his shorts slowly and let them fall to the floor.

"Nice," I whispered involuntarily as Jimmy's hard cock stood proudly before my eyes. "And so smooth," I added when I finally took my eyes off his dick and noticed his balls and crotch were as hairless as his stomach.

"Shaved just this morning," Jimmy informed me proudly. "Smooth as a baby's bottom," he chuckled. "Wanna feel?" Jimmy shifted forward so he was straddling my knees. "Go ahead."

"No, Jimmy, I can't do this. We can't do this," I objected firmly as I quickly maneuvered away from Jimmy and stood up beside him.

"You know you want it," Jimmy objected. It bordered on whining.

"I think you should go. Now," I said firmly and stared Jimmy down.

"Yes, sir," Jimmy finally replied, looking down at the floor. He bent down to pull up his shorts and tuck his cock back inside. He then picked up his sneakers and walked past me without looking up.

I hesitated for a moment but then finally turned to look at Jimmy as he reached the front door. His shoulders were hunched, and I knew how hurt he was that I had rejected him. "Jimmy," I said softly.

"Yes?" he replied, turning and looking at me with hope in his eyes.

"Go home and get some sleep. You've been up all night drinking, and you're not thinking clearly now."

"But--"

"No, Jimmy. When you've sobered up, then we'll talk again."

"You mean...?"

"I mean we'll talk...about what you're feeling and thinking. That's what you need to deal with before you jump into the physical acts."

"And then?" Jimmy persisted.

"And then we'll talk some more," I said firmly.

"Yes, Mr. W. Thank you, Mr. W. You won't be sorry."

"I said we'd talk," I emphasized again.

"Yeah, yeah, we'll talk," he responded with a huge grin. My knees almost buckled at the sight, and I felt my dick jump. "Later, sir," he added with a quick glance at the movement in my pajama bottoms.

"Later," I said, clasping my hands in front of my crotch to block his view.

"Definitely later," Jimmy replied with a wink before opening the door and walking onto the porch. As he went, he let the door swing open, so I had a full view of his ass as he walked across the porch and down the steps. When he reached the sidewalk, he turned and waved his sneakers at me. It was in that moment that I suddenly realized that I was gripping my cock through my pajamas and it was achingly hard.

I quickly released my grip on my cock and rushed to close the front door. Through the final crack, I saw Jimmy almost skipping down the sidewalk. There was definitely some joy in his step anyway. I finished closing the door and then said, "What the fuck are you thinking, Big W?" I reached into my pajamas and gripped my cock like I wanted to strangle it, and it felt good.

Quickly turning back to the door, I strained my neck for another look through the door's window at the departing Jimmy. Without thinking, I slowly started jacking my cock as I watched his firm bubble butt shifting in his shorts as he walked. "Damn, I want that ass," I muttered, starting to fuck my cock into my first rather than just jacking it. Finally, my dripping cock head poked out from the front of my pajamas. "Fuck," I grunted when my cock started rubbing against the door and leaving a slimy mess.

I barely managed to get myself under control before I turned to head back to my bedroom where I could finish off my load. However, as I neared the sofa, I couldn't help but picture Jimmy's hard dick bouncing in the air and him wanting me to devour it. Me wanting to devour it.

"Fuck it," I said to no one in particular as I flopped down on the sofa, pushed my pajama bottoms down to my ankles, and gave my cock and balls a vigorous shake. "Let's go for it, Big W," I growled as I bent my knees up, let my legs flop open to the sides, and took my cock firmly in hand. "That's it, boy," I moaned when I saw more and more precum oozing out of my rigid dick. "Show me how much you want that boy's ass," I laughed.

I sped up my jacking, and soon my balls were slapping noisily against my inner thighs. "Oh yeah, boys, get those contents good and whipped up," I ordered as I reached my free hand past my bouncing balls and began teasing my asshole. "Shit yeah," I growled as I began to work my middle finger into my ass. "That's it. That's it. Oh yeah, that's it. FUCK, YEAH, TAKE MY HOT CUM UP YOUR TIGHT AS, JIMMY!" I rammed my finger as far as I could up my ass, gave my cock a couple more quick pumps, thrust my hips up off the sofa, and stuck out my tongue as the hot cum began to spray over my convulsing body.

"FUCK, FUCK, FUCK, Fuck, fuck," I grunted with every shot as my hips began flexing of their own accord to shoot my seed higher and higher on my body. "Oh yeah," I moaned when one shot finally landed on my desperate, outstretched tongue. As I savored the bitter flavor, I shut my eyes and imagined Jimmy standing over me and shooting his young load all over me. The image of his shaved young cock was enough to force out a couple more loads of my own. "Oh shit," I finally groaned as my body relaxed and I opened my eyes to look down at the streaks of cum that were matting the hair on my stomach and chest.


As I stepped out of the shower, my phone dinged to signal the arrival of yet another text message. I picked up the phone from beside the sink, swiped it into active mode, and tapped on the messenger.

J: Sober. Haven't changed my mind. Let's talk.

I looked at the phone for several seconds and then my attention was distracted by the sight of my cock growing long and hard again. "You're gonna get me in trouble, Big W," I laughed, and then sent a reply.

W: Don't start anything you can't finish.

J: I never do.

W: You sure?

J: I'm a big boy.

W: So I saw.

J: So?

I hesitated for a moment, but Big W was not backing down; he had already made up our mind. "Fuck it," I muttered as I sent my reply.

W: See you this evening.

J: YES!!!!!!!!!!

I put the phone down on the counter and started to dry off my body. When I got to my cock, it was still as hard as ever. "Relax, Big W," I laughed, "I think you're gonna need all your energy for Jimmy's lessons this evening."


I hope you enjoyed this little bit of fun. Always play SAFE in the real world; you never know where that thing has been! ;)

For other stories by this author, check out www.nifty.org/nifty/authors.html#hotfordads.

Next: Chapter 2


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