Private Lessons

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
lovecraft68
lovecraft68
22,312 Followers

"So what are you asking? For me to talk to him, tell him to go get laid?" I laughed, "He'd probably be too embarrassed to talk."

"Um, not exactly." Richard resumed tapping the table nervously, "Know how I said I was like Max?"

"Yes."

"I was an attractive kid, a nice kid and girls flirted with me, but I was like him...just shy and scared and could never pull the trigger. I had chances, but I'd run with my tail between my legs."

"So what worked for you?"

"I'm getting to that. See my old man found out and he was outraged his son couldn't 'score' as he put it. So he did what he always did. He bought the solution."

"I'm not following." I said, confused.

"He picks me up from school, brings me to a hotel and leaves me with a hooker."

"What?" I exclaimed.

"Yeah, she wasn't a young college age type, but much older, early forties, probably about your age."

"Watch it." I pointed at him.

"But looking much younger of course." He grinned, "But yeah, pops bought me an escort to show me how to be a man. I was a nervous wreck, but she was nice. We chatted, she went nice and slow, eased me into it. I'd see her once a week for a couple of months."

"All paid?"

"Yup, my old man wanted me to know how to take care of a woman and that was the thing about it. He didn't want her to just take care of me, he wanted her to show me how to please a woman, to be a good lover, know how to make a girl happy. So she gave me some private lessons."

"I guess so."

"And it worked. Next time I saw a girl that caught my eye I had no trouble asking her out then letting nature take its course."

"Well that was still kind of crappy." I told him.

"It was, but he had no clue what to do and I had no mother to help with the emotional side of things so that's what I got."

"So what does that have to do with now?" I asked.

"Max is in the same exact spot and he needs to learn to be with a woman." He looked away, took a deep breath then asked, "Laura would you be willing to teach him?"

I stared at him, was he serious? He was avoiding making eye contact with me which told me this probably wasn't a joke, if it was he would be watching for my reaction, not looking everywhere else. He then sealed it when he said softly, "I'll pay you."

"Are you fucking kidding?" I blurted out, "What do you think I am; a whore?"

"No, no!" He put his hands out in a calming gesture, "I'm sorry, I know how it sounds, but I don't really mean it that way."

"You just offered to pay me to have sex with your son." I threw my hands up, "Who's barely a man."

"Eighteen is barely a man. He's twenty and let's face it; you didn't mind flaunting your tits to him, now did you? I know I just asked something out of the ordinary of you, but don't get so puffed up, you were cock teasing him and loving it." He pointed, "So am I really that far off in asking?"

"Ouch." I nodded, "Okay, you got me, but teasing and doing are different and I'm his tutor, been doing that for almost three years, I know him."

"That's the point." He said quietly, "You know him, he likes you, and he's comfortable with you. It wouldn't be like my old man dumping me off with a stranger. Max would trust you."

"And I'd be earning that trust." I rolled my eyes.

"Remember, I was watching Laura and it wasn't just Max that looked like he was ready to lose it, the look on your face was straight out of one of those porns he watches. You looked like you wanted to eat him alive."

"I know sex isn't everything. I've never been a player or womanizer and I don't want him to be one either, but he lost out on a lot of fun in High school and he's going into his second year of colleges and still a virgin!" "Come on, you remember college, think of the fun he's missing! These are the best years of his life and he's pissing them away because he's nervous." He laughed, "Come on, help the kid out!"

"I admit I've thought about younger guys in general lately, but Max is different."

"Only because you're afraid to lose the job." Richard smiled, "And that will not happen, trust me."

"So say I did this. I seduce him; show him what he's missing. Then we just go back to talking about English composition? I'll be done as his teacher, I would have to be."

"Only if you want to." He said, "And what if I told you I have two people on the hook that need a tutor; I can get you more work. So if you wanted to quit here you'd be fine."

"You really think I'd do this? That I would take money to fuck a student? What if he says something? He's a kid, he'll brag."

"He won't because you'll tell him real men don't kiss and tell. That's one of his lessons; if you have sex with a girl you have a better chance of more if you don't run your mouth." He shrugged, "If nothing else, deny it and I'll refuse to believe him and stick up for you."

"You still assume I'd do it for money."

"Laura." He grinned, "I know people, I make money knowing people. You broke up with Jeff awhile back and that's when you started really teasing Max. You just said you've been thinking about young guys."

He grinned as I frowned, and continued, "You commented you haven't had much of a life lately. All that adds up to you being frustrated and looking to ease that frustration. I'm offering you a chance to do that and help out Max at the same time."

"How magnanimous of you." I muttered.

"Oh, and there's your current financial woes as well." Reaching into his shirt pocket he removed a wad of hundred dollar bills and held them up to me. "One thousand dollars..." He paused and looking me in the eye added, "Per lesson."

"I..." I swallowed, a grand? A grand per lesson? Two or three thousand would really ease my worries for the next couple of months and he'd mentioned....

"And the names of two possible students? That will pay my rate?" I asked.

"Right here." With a smile he turned the money over and I saw a business card clipped to it with names written on it. "I have highly recommended you; they're waiting for your call."

"But I only get the names if I seduce Max?"

"Of course, business is business." He put the money down between us. "Come on Laura, this is win win for you! Money, more clients and you get to play out the graduate with a good looking boy who's already getting off to you.

"You said he was watching milf videos and one happened to be a teacher, doesn't mean it's me." I said lamely knowing damn well I'd done everything I could lately to make him think of me.

"Oh, it was you." He laughed, "I know because I talked to him and asked him if he thought of you like that."

"You did what?"

"Hey, it was guy talk." He shrugged, "I told him you were pretty damn hot and he agreed and I asked if he thought of you and he admitted he's had some dreams about you."

"You didn't tell him about this did you?"

"Of course not!" He exclaimed, "I don't want to be like my father, I want him to think you're just coming on to him, that you're into him and want him. Come on, admit it. If you go home and think about this you're going to get hot and bothered, you know you want to."

"Is that so?" I said, but even I could hear my insincerity. Paid to fulfill a fantasy and get some much needed relief.

"You're going to teach him, Laura, not just let him fuck you. You're going to show him how to please a woman; you're going to show him on your body, you're going to enjoy this as much as he is. Hell, the kid will worship you! Isn't that the point with young guys? They appreciate it?"

"I..." I stared down at the money. "How many lessons do you think he'll need?"

"I'll pay you for three." He was all business now. "If you choose to continue to fool around with him past that, it's because you're having a good time and want to." He smirked, "Something tells me you the way you act around him, you might want to."

"So you'll think he's learning from a slut then."

"I'll think he's learning from a woman smart enough to make some money doing what she's playing with herself thinking of anyway."

"That's pretty crude." I informed him.

"But true. We're adults here, Laura." He tapped the money, "What's it going to be?"

"I can't think about it?"

"No." He said simply. "I have to get back to the office for a late conference call and I want today to be the first lesson. So choose right now."

I leaned back in the chair and thought about it. I could so use the money and the clients could be worth a lot more than that long term and Richard was right, I'd been sitting there thinking about making Max putty in my hands. But could I really go through with it?"

"Once, going twice." Richard sighed and reached for the money.

"I'll do it." I said and watched him remove his hand from the money. "But I might not go all the way today, I want to go slow."

"It's your curriculum," He smirked, "I'll trust in your expertise."

*****

I stood in the huge bathroom and carefully applied my lipstick and wondered if I could really do this. Seeing the money and the card were in my purse, I pretty much had to or risk Richard firing me and calling the new clients and telling them not to hire me.

I pursed my lips, taking in the deep slut red I'd painted them and fluffed my hair out. Normally I wore it pulled back or pinned up when I taught, but for this lesson I would leave it down. I normally changed into a pair of slacks and a blouse or occasionally jeans and a t-shirt, but right now I was still wearing the short beach robe.

I had removed the top to the bikini so when I leaned over the table Max was going to get one hell of view. Despite my misgivings just thinking of Max seeing my breasts and what it would do to him had my nipples stiff.

I had to face facts; Richard had hit on everything he said. I was lonely, horny, frustrated and could use the money to do something I was fantasizing about anyway. I adjusted my robe so it wasn't tied so loosely it was obvious and slipped on the heeled sandals I'd brought with me to make my legs look sexier and add to my 'look'

I quickly grabbed the text book from my bag and zipping it up, left the bathroom before I lost my nerve. I dropped my bag that contained the clothing I should be wearing near the door and walked into the dining room.

Max was there dressed in another sleeveless t-shirt that looked damn good on his tanned skin and immediately eased some of my inhibitions, and a pair of loose shorts. He had his lap top open and his book and note book next to it. Little did he know, he wouldn't need those today.

"Sorry, I kept you waiting." I announced as I entered.

"That's okay I had to..." He trailed off when he looked up at me.

He gave me a quick up and down and then turned his eyes towards the table and said, "You can take time to change if you want, I'll wait."

"Silly me, forgot my damn pants." I laughed, "So it was either the robe or I could sit here in my underwear."

"Oh." He was already blushing as he mentally created the image I'd given him. "R...right, wouldn't want that."

"Not that the thong would show more than my bikini anyway." I sighed, "You know, Max I'm sorry about that."

"About what?".

"Wearing that suit, it was pretty revealing."

"Oh, I didn't mind." He stopped and his blush deepened, "I mean you know, you can wear whatever you want."

"You didn't mind?" I smiled as I sat across from him. "Did you like it, it's new?"

"It was, um...pretty."

"Think I'm pretty?"

"Uh...shouldn't we get to work?" He tapped his book. "We left off on..."

"Oh, you're dodging the question." I pushed my lips into a pout, "Guess you don't think I'm pretty."

"I do. I mean, well..." He frowned, "Pretty is kind of a young girl thing, you're..."

"I'm?" I prodded.

"Beautiful?"

"I like that." I gave him a huge smile.

"So, what did my dad want?"

"He found me a couple of leads for new students."

"Oh, good." He nodded.

"Why, what did you think?"

"I...I thought maybe he saw us and...thought I was looking at you."

"Were you?" Nice segue this was.

"No!" He shook his head, "Not like that I mean."

"Damn, must be losing my touch." I sighed, "I used to be able to turn heads in a bikini."

"Chapter twenty?" He suggested, opening the book.

"Is that where we were? Let me see."

Instead of opening my own book I stood up and leaned over the table to look at his. I felt the robe open and my breasts fall forward. Max looked up and his eyes looked as if they were going to fall out of his head. His mouth opened and remained that way as he stared down my robe. I figured he could see everything right down to my pink nipples and a wave of heat flowed through me. Goddamn Richard had been right on, that was for sure.

"Max?"

"Um, Miss....I mean Laura?"

I grinned and unleashed a classic, "The books here, honey." I tapped it.

"Yes!" He nodded, "Right." He looked down at it.

"You take notes over the week?"

"Sure," He started to slide the notebook over to me, but I walked around the table and sat next to him.

I pulled my chair over so close my bare leg was resting against his and leaned to the side to look at the book. That put my hair in his face I could feel his breath on my ear as I turned my head.

"Sorry." I moved my hair away from his face which left him looking at my neck. I imagined him kissing me there and wanted to squirm in my seat. "Wow, these are good notes."

"Thank you."

"You're good at a lot of things, aren't you Max?"

I sat up and turned in my seat to face him. I opened my legs, and saw his gaze drop down to my exposed thighs. My eyes were focused on his crotch and I had to force myself not to lick my lips at the sight of the bulge there.

"I don't know."

"Bet you are." I smiled, "So that's why I wonder, why no girlfriend?"

"I guess I haven't met anyone yet." He put his hand on the notebook, "Shouldn't we talk about..."

"I'm sure you have met plenty of girls and honey? I'm a woman and I know damn well you're getting attention from the girls, you are far too hot not to."

"You think I'm...hot?" His eyes were still on my thighs as if he were to mesmerized to care if I were looking and I spread them further open, but put my hand on the robe between them so he would only be able to see more of my thigh.

"You're a sexy young man, too sexy to be alone." I leaned over and whispered in his ear, "Max, are you shy?"

"No...well....a little."

"Why, what are you afraid of?"

"I don't know." He shrugged, "Can we..."

"Max, have you ever had sex?"

"That's a little personal!" He declared, finally pulling his gaze from my lap and looking at me.

"That's my answer then," I laughed and put my hand on his arm, "That's okay though, just makes you even cuter."

"Don't make fun of me." He sulked, his lip out, God he was adorable! I wanted to kiss him right on the spot.

"I think it's sweet." I lowered my voice to a sultry whisper and leaning closer spoke in his ear, "Sweet drives women crazy, especially older women."

"Really?" He asked and I noted he made no attempt to move.

"Really." I sighed, allowing my hot breath to blow on his neck, "God, a woman my age? We could just eat sweet alive." At this point my lips were almost touching his ear, "Sweet makes us not want to be sweet all."

"Hey, want a soda?" He blurted out and pulled away from me, almost falling off his chair.

"Am I making you nervous, Max?"

"No, uh...yes." He nodded, "You're getting kind of close."

"Is that a bad thing?" I gave him an innocent smile, "A beautiful woman getting close to you?"

"How about that coke?" He stood up and for a moment the now larger bulge in his shorts was right in my face and my eyes widened.

"Guess it's not so bad at all is it?" I grinned, "Because you look awfully happy."

Max blushed so deeply he looked sunburned and stuttering something about a drink turned his back and practically ran into the kitchen. When he was out of sight I leaned back in my chair and put my hand between my thighs, Christ, I was soaking through the bikini. Who the hell had I been kidding? I was so ready for this.

But now what? Just blatantly put a move on him? I stared at his lap top and recalled Richard saying he caught him watching porn. I looked over my shoulder to make sure Max wasn't already on his way back. I figured he would take his time and try to calm himself down and that was fine with me.

I went into his history and scanned through the sites he visited. My eyes lit up on "My First Sex Teacher" and I clicked it.

"Oh, you naughty boy." I whispered as I saw it was an entire site dedicated to teacher student fantasies, Richard hadn't been kidding.

I looked at the rows of small pictures of the videos and spotting a red head on her knees for her 'student' I clicked it.

The video was only a clip and started out in the middle of the action with the teacher already kneeling and sucking on her pupil's huge cock.

"Damn." I sighed as I watched her slowly suck while staring up at him. I licked my lips and thought about being in her position very shortly, but then again I wanted to go slow and ease him into it and I was getting paid per lesson.

I heard Max pop open a can in the kitchen and knew I only had a minute or two to figure out what I wanted to do. On the screen the woman was now teasing, sitting back and stroking his glistening cock, jerking him and asking him what he wanted.

He moaned and pumped his hips, begging her for more, but she giggled and kept stroking him while waggling her tongue over the tip of his cock. Inspiration hit me and at the sound of footsteps in the kitchen, I closed the lap top and took it off the table along with his note book and went into the living room.

I placed it on the coffee table and sat on the edge of the couch to wait for him. Max came from the kitchen and looked at the table then out into the next room.

"Why are you in there?"

"Its cooler in here and honestly, this couch is so soft!" I laughed, "I'm not wearing pants so it feels real nice." I winked at him and his eyes went down to my legs again.

"Well come on," I tapped the couch, "I don't bite, I just nibble from time to time."

Max walked over looking like a dear in headlights "Here you go." He handed me the glass and I heard the ice clicking, the poor kids hand was shaking! Priceless.

"Thank you." I took a couple of long swallows, making sure to press my lower lip to the glass.

I then took the cool glass and rubbed it along my upper chest.

"That feels good, the sun was warm today." I told him as I slid the glass up my neck leaving a wet trail from the condensation. "Oh, damn."

"What is it?" He asked, placing his can on the table.

"I got lipstick on the glass," I sighed, "Lipstick gets all over everything I put in my mouth."

"Right." He agreed and gestured at the lap top, "Laura, can we get started?"

"Of course." I tapped the couch next to me "Sit down and go to the PC site, I want to look at your class schedule again, see who you have, I know some of the teachers there, we can figure out what to focus on."

"Great!" His relief was comical as he sat on the middle cushion and leaning over opened his lap top.

The screen came up and the red haired teacher was right there stroking her moaning student.

"What the fuck?" Max exclaimed.

"Oh, look at that!" I laughed, "You bad boy, Max."

He went to close the lap top, but I reached out and caught his arm.

"Let it play."

"What? I..."

Just then the woman spoke, "Hmm, you're being such a good student for me, you're working so hard; you think maybe your slutty teacher should reward you?"

"Well now." I looked at him, "That's a different lesson isn't it?"

"L...Laura, I don't know how that got there." He tried to move his arm, but I pulled on it once more, stopping him, but using my other hand used the mouse to pause the video.

lovecraft68
lovecraft68
22,312 Followers
123456...8