tagMaturePrivate Lessons

Private Lessons


Author's note: Welcome to my latest story and my entry in the Summer Lovin contest. For this one I decided to delve into the classic-and one of my own personal favorites- fantasy of a teacher giving a lucky student a very adult education. Enjoy. LC68

At moments like this, lying by a beautiful pool and basking in the warm glow of the sun, it was easy to forget about life's troubles. In fact, as I stretched my arms out over my head and arched my back, I felt as happy and satisfied as a cat and reminded myself life was good.

Life was always good on Tuesdays and Fridays, the two days a week I tutored for Max, a sophomore at PC whose father was a wolf of Wall Street and owned the gorgeous twelve room house that went along with the amazing Olympic size pool.

I'd been tutoring Max since High school and as part of my payment for saving him from failing English in his senior year I was told I could use the pool on the days of Max's lessons. So my routine was to be here a couple of hours before Max came home from his summer job, go for a swim and lay out in the sun.

While I was here it was easy to forget about the rest of the week and life itself. Easy to forget I'd caught Jeff, my boyfriend of the last three years, cheating on me with Sarah, my-now former-best friend.

It was easy to forget that after I threw Jeff out, money was tight and I was sweating the payment on the condo this month. It was easy to forget I was an English teacher who was considering taking a waitressing job, at least for the summer, to make ends meet.

Last summer I'd had a half dozen other high school and college students I gave private lessons to; spending the summer giving them a jump on their upcoming college semesters, but only three this year which didn't help my financial situation.

But for right now? It was Friday afternoon and I was in a French cut two piece pink bikini I'd bought as a treat to myself and feeling sexy laying here by the pool in a well to do neighborhood and knowing the guy next door was watching me.

The yard was fenced in, but somehow the neighbor, I think his name was Rob, always seemed to be out on his second floor patio that overlooked the pool whenever I went swimming. I turned my head and sure enough there he was, 'watering' his plants.

I stretched again, making a show of arching my back and pushing my breasts out. I was pretty ample on top; probably too large to be wearing this skimpy top, but I technically wasn't out in public and my breasts felt as if they were ready to fall out of the tiny cups.

Part of me thought about making that happen, give him a little nip slip, but Max was due home any time and it was bad enough I was going to let him see me in the bikini. I sat up in the chair, and enjoying my audience more than usual today, decided to add to the show.

I stood up and after lifting my arms to run my hands through my long, wet auburn hair and lifting my tits up to a saucier angle as I did so, I bent over and fixed the towel I'd been laying on.

The bottom of the bikini wasn't much more than a thong and I made sure to wiggle my well rounded ass while pretending to fix the towel. I thought of him watching me and felt warm from something other than the heat.

Not that I had any interest in him, he was married and older, and older men did nothing for me, but it was nice to be looked at. I'd wasted too much time with Jeff and his games. I'd let him take me for granted and put up with his couple of nights a week of wham bam sex rather than finding someone who would appreciate me and treat me like a woman.

One thing was for sure, it'd been a few months since I'd even had his limited attention and it was high time I went out and found someone to remind me I was an attractive woman and let me show them how much I'd appreciate their appreciation.

I lay back on the chair and feeling mischievous, looked directly at my admirer and blew him a kiss. He jumped as if he'd been shot and then gave me an awkward wave before running back into the house.

I stretched again and sighed as the material between my legs rubbed against my pussy. I placed my hand briefly over it and moaned as my fingers eased over my excited clit. I quickly moved my hand before I ended up sitting here playing with myself in public. Yes, it was time to throw on a short dress, some high heels and go find some fun.

I heard a car in the driveway announcing Max's arrival and thought maybe that was the type of fun I should look for, a nice good looking young cub. Not Max, of course. Max had just turned twenty and I wasn't sure I wanted that young, plus he was a good kid. He was a cutie, damn fine actually, but sweet and nervous, a nice kid and everything that Jeff wasn't.

Most decent guys my age were taken and the rest either jerks like Jeff, married and on the make or unfortunately single for a reason with a ton of baggage and looking for a mom as much as a girlfriend. There were a few good guys out there, but at this point I didn't want serious so that left me with few options.

A couple of my friends went out as cougars on the prowl from time to time and raved about sex with young men, not just the young hard bodies and stamina, but they were eager to please and acted like it was about the woman, not them.

I was getting warmer between my legs and pushed my feet against the bottom of the chair, working my thighs back and forth as I curled my toes and kneaded the chair like a cat. Damn, I was getting horny.

The fact Max was going to show up any minute added to that feeling. I would never go 'Mrs. Robinson' on him, after all, if nothing else he was a student and his father didn't pay me a hundred dollars an hour to cock tease him, but I did enjoy doing just that because Max loved to look and I loved him doing it.

This was yet another reason to love Fridays.

I heard the gate open behind me and closing my eyes, pretended to be asleep. He had to pass me to go up on the deck and into the house and I figured I would let him get a nice long peek. I heard Max's footsteps approach on the walkway and then stop.

Behind my eyelids I sensed the sun dimming and knew he was standing over me. My breathing became heavier and not just to show off my tits, but because I could feel him staring at me.

I imagined his eyes roaming over my body, from my purple painted toe nails, up my long legs and across my flat stomach that I had recently adorned with a silver barbell piercing to celebrate being newly single.

I thought of his eyes lingering on my breasts, especially my now erect nipples poking through the thin material. I released a long sigh that ended in a soft moan while still keeping my eyes closed and pictured his young cock swelling as he stared down at me.

I should be ashamed of myself, but damn it was hot knowing this young kid was ogling me. I gave it another second then without opening my eyes said, "Hey, Max, how was work?"

I opened my eyes to see him already blushing.

"Oh, it...um, it was...um, good." He was nodding so quickly he looked like a bobble head and I had to struggle not to laugh. "H...how are you, Miss Phillips?"

"Max." I sat up and he stepped back so quickly he almost tripped, God he was precious! "I've told you before, call me Laura. This is your house, not a classroom."

"Okay, Laura." He bobbed his head again and this time I laughed.

"What's so funny?"

"You are, Max." I reached out and put my hand on his arm, "You're adorable."

"Thanks." His blush deepened and when he looked away awkwardly, I took a good look at him and thought adorable might not be the right term....delicious however, could work.

Max's father didn't want him lounging around all summer like his lazy, spoiled friends and wanting him to know what hard work was had gotten him a job at a friend's construction company.

Max had no real skill so what he did all day was run around with a wheelbarrow picking up debris and throwing it in a dumpster. He'd been working there for six weeks and it was already showing.

Max was wearing a sleeveless white t-shirt that accentuated the deep tan he'd gotten as well as showing off a damn sexy set of arms. He didn't have a large build, but his shoulders were wide and tapered down to his slender waist. His legs, protruding from a pair of jeans he'd cut into shorts, were well muscled from running and all in all Max had himself a nice tight young body.

He was the spitting image of his father, with a shock of thick curly dark hair and a pair of piercing blue eyes I could just imagine the girls his age getting lost in. Max was currently sweating and as I watched a drop of moisture slid down his neck to his chest I thought of following it with my tongue.

Max gave me a thrill, unintentional I'm sure, when he pulled his shirt up to wipe his face showing off his flat, hard and sweaty stomach. This time it was a drop heading for the edge of his shorts I wouldn't mind following with my mouth. Jeez, Laura, settle down. Kid was only twenty, but hell, that was a man, just a young one.

"So you study this week or am I going to have to tear you a new one again?" I asked. Damned if I didn't want to tear something right now.

He gave me the quick easy smile that was one of his best features. It was a sweet 'aw shucks' smile that always touched those gorgeous eyes and made you want to kiss him. He had to be killing it with the girls although I had never seen him with one.

"I studied." He sighed, "Not like I have much else to do."

"Oh, come on, good looking kid like you has to have a special girl," I winked, "Or two."

"No." he shook his head. "No girlfriend, so I just been working and studying the last couple of weeks."

"No girl? You're letting all this go to waste?"

Max blushed again and when I stood his eyes locked onto my breasts and the blush deepened. When he didn't look away and kept staring, I cleared my throat. "My eyes are up here, hon."

"Oh! I...I'm sorry, I was just um...I like your bikini."

"Thank you!" Unable to resist, I lifted my arms over my head and did a quick turn for him, showing off my ass. "You like?"

"Oh my god." He whispered, then his eyes widened as if he couldn't believe he's said that. "I mean...I...jeez I'm sorry, Miss...Laura."

"Don't be." I put my hand on his arm, admitting my long purple nails on his bicep. "A woman my age getting a compliment from a hot young guy like you made my day!"

"Yeah, but I shouldn't have said that."

"Why not? Nothing wrong with telling a woman she's attractive." I squeezed his arm thinking, goddamn, but to him I smiled and asked, "You're not very good with girls are you, Max?"

"I get nervous."

"No reason to. Max, you're a good looking guy and a sweet one and that's just as important, you need be confident and go for it, trust me, I can't think of a young lady that would say no to you."

"Really?" he grinned, "You think I'd do okay?"

"You'd do just fine with me." I winked and had to bite my lip not to laugh at the look on his face, "Maybe you should think older; we ladies appreciate a fine young gentlemen."

"You...you're messing with me." He laughed nervously.

No, but I'd like to be. I shrugged knowing it made my tits bounce and seeing his eyes follow them made that warm feeling return between my legs.

"Just being honest, don't waste your best years Max, find yourself a young lady" Or maybe a horny cougar... "Anyway, we're on your dad's dime now, so let me grab my stuff and I'll change and meet you in the kitchen okay?"

"Sure." He said.

I quickly turned around and bent over for him as I grabbed the short beach robe I'd brought with me. I pretended to look for something in my bag, before zipping it and made sure to let my ass sway back and forth as I did. I looked to the side at the glass doors leading into the house and in their reflection saw Max standing there gawking at my ass.

I opened my legs a little wider and pictured him staring at the strip of material between my legs. Thought of him dropping to his knees and moving it to the side and shoving his face into my wet pussy. I so needed to get laid this weekend.

I stood up and turning around said, "Oh, you're still here."

"Um, yeah...I was just..."

"Just?" I raised my eyebrow and looked him in the eye. My eyes were a deep green and Max had once told me he thought they were 'pretty'. He tried to hold my gaze, but didn't last more than a few seconds before he mumbled something and started to walk away.

He stopped when a voice called out, "Hey, is today's lesson by the pool?"

We both looked to see Max's father, Richard, leaning against the gate. Oh fuck, what the hell was he doing home and how long had he been watching?"

"Sorry, dad." Max spoke up, "I just got here and Laura was telling me to get inside so we could start."

"No, my fault." I quickly slipped my robe on, "I was talking to Max about work and wasn't watching the time."

"Well I'm assuming you'll stay the extra few minutes to make up for it?"

"Of course." I nodded, "I always give my students their money's worth."

"Maybe more than that in this case." Richard said as he strolled over to us.

Uh-oh, I didn't like the tone of that remark and the following one did little to set my mind at ease.

"Laura, could we speak for a few minutes before Max's lesson? Do you have time?"

"Of course." I told him feeling my stomach tighten. He'd been watching us and seen me flaunting myself at his son. Christ, I couldn't lose this job!

"Good." He looked at Max, "How about you take a shower. Miss Phillips doesn't need you sweating on her textbooks. She'll be ready by the time you come down."

"Sure, thing." Max hurried up the stairs of the deck and into the house.

"Sorry, Mister Thompson." I began, "I lost track of..."

"Richard, please." He waved his hand, "I've told you before we don't have to be formal, right Laura?"

"Of course not." I smiled, hoping I didn't look nervous.

"Good because we need to have a conversation and it may not be very professional." He gestured towards the small table next to the pool with a large umbrella over it, "Let's get into some shade at least."

He remained where he was and I walked past him to go sit down.

"Have to say that's quite the bikini, Laura." He said as he walked over and sat across from me, "I had no idea you were so well endowed."

"Well you said I could use the pool." I didn't remark on his comment wondering if he were being sarcastic.

I had no illusion he was flirting with me; Richard Thompson was not a rich playboy, he was always a gentlemen and since his wife had passed a few years ago had dated several women, but always respectable ones and he was good to them, he was far from a dog.

"I did, but I would think seeing I have a twenty year old son you might have used some discretion with your attire." He grinned, "Let's face it, young men get excited over seeing a woman period and that bikini is let's say, minimal."

"You're right. I'm sorry." I nodded, "I won't wear it again, I wasn't thinking."

"Really?" He leaned back in his chair and put his hands behind his head, "You're an intelligent woman, Laura, I would hazard to think you did think it through and were enjoying the reaction you knew that outfit would cause."

"What are you trying to say?" I asked, trying to sound put off.

"Laura, may I ask you a question?"

"Yes, anything."

He leaned over the table and gestured for me to do the same. The table was small and when our faces were only about a foot apart he smirked, "Do you like cock teasing my son?"


"What did you say?" Once again I went for indignant, trying to cover up the fact I felt as if he had kicked me in the stomach.

"You heard me." He rolled his eyes, "Come on, Laura, we're adults here. I got home right behind Max and I was watching. You were showing off and he looked like he was ready to pop and you..." He grinned, "Something tells me you were pretty close yourself."

"Richard, that's hardly appropriate." I kept up the act.

"Neither is that bikini or shoving your ass at my son and shaking it around." He sighed, "But all I want is for you to answer the question, and answer it honestly, do you like teasing him?"

"Maybe you should find another tutor." I made as if to get up. I couldn't lose this gig, but I couldn't admit I was teasing or it could be the end of my side job, hell my real job if Richard wanted to push things.

"Laura, please sit." Richard spread his hands out, "Do I look upset? I'm simply asking a question and want a real answer."

When I remained seated, but didn't answer, he nodded.

"Okay, this is my bad as the kids say, I should have started this differently, but I wanted to have some fun with you." He tapped the table, "Laura, what if I told you I am hoping the answer would be yes?"

"I would ask what game you're playing." For real, what was he getting at?"

"Right, I get it. You could get in trouble. Okay we'll try again. I'm hoping you were teasing him on purpose and if you were I can assure you, you're in no trouble at all."

I narrowed my eyes, "Have you been drinking Richard?"

"Laura, I need help with something, something that involves Max, so one last time, were you teasing?" Before I could respond he added, "There could be something in this for you."

"In it for me?" I shrugged, "I'm getting curious and I'm taking you at your word." I sighed, "Yes I get a kick out of your son looking at me."

"Good." He laughed, "Not so hard, huh? Well I bet he was in fact I know he was, know how I know?"

"I don't think I want to know that." I shook my head.

"Laura, remember last week I popped in right as you were finishing your lesson?"


"You left, Max went in his room and I had forgotten to ask him something so I walked in and caught him...well you know."

"You can call me a cock tease, but can't say jerking off?" I raised my eyebrows.

"Ha, good one." He laughed, "Guess it was a little awkward especially when I saw what he was jerking off to. It was a porn video."

"Nothing weird about that." I pointed out.

"The video was a teacher student thing. I stood behind him for a minute and couldn't help but notice the woman had red hair."

"Oh." I said simply.

"So the little shows you're putting on are getting results it seems."

"I am sorry; it was totally irresponsible of me and..."

"Here's the thing." He paused, "Laura, I'm going to trust you with this. You've been tutoring Max since he was seventeen and I feel we know each other fairly well so I'm going to take a chance."

"With what?"

"I could care less Max is whacking off to porn with older women and teachers. If he's got a little crush on you? Fine, perfectly normal, you're a hot cougar to him."

"Thanks, I think."

"But the problem is all he does is jerk off..." He lowered his voice as if he thought someone were listening. "Max is a virgin."

"Really? But he's such a great kid! Not just looks either, he's nice." I grunted, "If nothing else you have money. I would think the girls would be on him just for that."

"Well in that case, I have no issue with him not falling for a gold digger, but he's just shy. Girls make him nervous and I can't get him going. I've set him up with friend's daughters, dragged him over to girls at parties to talk to them."

He slumped back in his chair, "He's interested, he'll talk to them, he'll go on a date, but never a second one and when I talk about it he gets all flustered, says he's not ready. Christ he's twenty years old, a college sophomore! I don't want him getting married, but he should have some fun and it's not the girls, they run right up to them."

"I was talking with him about that, I asked if he had a girlfriend."

"I wonder if it's because his mom's gone and I never talked much about girls and sex. You know my mom died and I had no clue what I was doing either because my old man was too busy working to pay any attention to me."

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