ClaraKanneClaraKanne
KarinaSmithKarinaSmith
Karina_pleasureKarina_pleasure
JaquelinePlayboyJaquelinePlayboy
IsabellaEvaIsabellaEva
ReeyaReeya
HaneiHanei
Swipe to see who's online now!

Graduating School

Story Info
Sandra will do anything for her daughter, time to prove it.
5.9k words
3.88
7.2k
9
0
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
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

A good education is an important stepping stone in hopefully helping people live a successful and fulfilling life. At our school we pride ourselves in providing an opportunity for all our students to excel at what they desire by building on their individual talents and skills. Every school has stories of the trials and sacrifices that parents and students make to achieve their goals.

This is one of those stories which shows how small sacrifices and strong collaborations between members of the school family can help a student achieve her goal.

"Thank you for coming in Ms Dean," I say meeting her at the door and shaking hands.

"My pleasure Headmaster, though I must admit I'm surprised to be called to the principal office this early in term."

"Please call me Richard and you know our career advisor Nathan."

Nathan is already sitting at my desk, I escort Sandra to the vacant chair beside him.

"Yes we have met before," Sandra says sitting down.

"Nice to see you again Ms Dean," Nathan says holding out his hand.

"Please have a seat Ms Dean and I'll explain why we invited you."

"Thank you Richard and please it's Sandra."

I take my seat studying Sandra Dean, single mother, aged 37, works as an exotic dancer at the local nightclub 3 nights a week and topless barmaid at the top pub two nights. Had her daughter at 19, the father disappeared when she was six months pregnant, she's had various boyfriends over the years but none lasted.

Sandra is very attractive at just over six foot tall, her pole dancing has given her an athletic figure, her legs long and shapely, a firm tight ass, flat stomach and a pair of firm round fake 34DDD breasts.

"Sandra we invited you in to discuss our plans for Jill this year, we were disappointed when she failed to graduate last year and had to repeat."

"Yes she was very depressed and I was worried for her."

"I've spoken with Jill at the start of term Sandra," Nathan says turning his chair to face Sandra directly, "She wants to graduate this year and says she will work extra hard but to be honest with you Sandra she's not the brightest of students and will struggle."

"Yes sadly with school she does take after me, I was never a great student."

"Sandra I do see it's positive that Jill has an career ambition for after graduation and we can use that to help motivate her," Nathan says.

"She's always wanted to be a hairdresser, she was always doing my hair or her friends hair from when she was a little girl."

"Yes and to be a hairdresser she needs to go to community college and to go to community college she needs to graduate," Nathan says.

"Nathan has spoken to me about this Sandra and we want to make this happen for Jill," I say leaning forward in my chair drawing her attention to me, "I have spoken with some of her teachers and they are all in agreement to provide extra help for her."

"And what will this extra help be?"

"Her teachers under my personal guidance will provide extra tuition for her after school each afternoon Monday to Thursday for one hour per day."

"That would be wonderful and you think it will work."

"To be honest Sandra we can't promise anything, we will do our best but at the end of the day it will still be up to Jill."

"Of course but how can I help?"

"Sandra I'm very glad to hear that, it's going to take effort from everybody to get Jill across the line," Nathan says. "Richard and myself will be holding regular meetings with the teachers monitoring Jill's progress and with Jill herself."

"Tell me what I need to do, I'll do anything to help Jill."

"To start with we need you to ensure Jill comes to all the extra classes, does all the extra homework she is assigned and attend regular weekly meetings with Richard and myself to assess her progress."

"Yes I can do that."

"Excellent, thank you Sandra."

"Now Sandra, Nathan and I are having a meeting with Jill this afternoon, tonight we need you to discuss everything with her and confirm her agreement."

"Yes fine, not a problem."

"Good, if everything goes to plan we will start the program next Monday and will have our first follow up meeting with yourself the following Wednesday afternoon, I'll confirm a time later."

"Just let me know, I'll make sure I'm available."

I stand up walking around my desk to stand beside Sandra holding out my hand, "Again thank you for coming in Sandra I feel confident that everything will work out and we'll all get what we want."

Sandra stands up shaking my hand, Nathan walks her to the door where they exchange pleasantries and shake hands, Nathan closes the door returning to my desk.

"Hmm you were right Nathan she is a hottie, you out did yourself this year."

"Thanks Richard, what's next?"

"We'll give it a few weeks, get a couple of assignments and test done and then we'll meet with Sandra to discuss the disappointing results."

"Not a problem, I'll catch up with you at 2pm for our meeting with Jill."

"I'm looking forward to it."

"Do you think we could get her involved this year also?"

"We will work on that, don't get many 18 year olds, be a shame to waste an opportunity."

We have our meeting with Jill explaining our proposition as we put it to her mother, she wasn't overjoyed about the prospect of extra school work but dangling the hairdressing carrot helped. We instructed her to go home and talk it over with her mother and if they agreed to let me know first thing in the morning and I'll arrange everything to start from next Monday.

Nathan and I spent the meeting devouring Jill with our eyes. her school uniform is at least one if not two sizes too small for her. Like her mother she has long blonde hair which she ties in a ponytail, she is about six foot tall, her breast full and perky with pokey nipples, and in her tight white blouse with no bra they always look magnificent, Her skirt barely reach a third of the way down her thigh and when seated it rides up showing off all her long tanned legs with a hint of juicy ass or glimpse of panties depending on your position. To finish off her uniform she wears white knee length socks and black two inch high heels.

I will definitely be having more meeting with her and making sure she does that little bit extra herself to earn her graduation.

Jill came to my office next morning agreeing to the tutoring proposal.

The tutoring begins on the Monday as scheduled, there are four teachers Ted doing Math, Bruce doing English, Don doing Science and Max doing History. The weighting given to these four subjects will be enough to allow Jill to graduate if she passes them no matter the results in her other subjects.

The first week goes smoothly, each teacher has one afternoon with Jill making her sit at the very front of the classroom directly in front of their desk, giving them a lovely view. Nathan and I have a meeting with Sandra Wednesday afternoon, followed by a meeting with Jill Thursday morning.

Over the next month Jill does two tests from each teacher and one assignment from each, she fails each test and passes each assignment. It's following the second lot of tests that we put our plan into practice.

We choose Wednesday afternoon for our meeting with Sandra as it is sports afternoon with the majority of students and teachers off campus, giving us more privacy for our meetings.

As normal Nathan meets Sandra in reception bringing her into my office, showing her to the seat in front of my desk.

"Sandra I won't beat about the bush," I say leaning forward staring into her eyes, "I'm concerned, I've expected Jill's results to be a lot better than what they are."

"She did pass her assignments."

"They are only worth 30% of her final results, the classroom test and final exam make up the other 70%."

"Yes I know but she trying really hard," there's a slight tremor in Sandras voice, Nathan places a reassuring hand on her arm.

"I appreciate that but it's looks like her best efforts just aren't going to be good enough by themselves."

"What can we do, she's desperate, we're both desperate for her to graduate."

"Sandra this is where you can really help her."

A glimmer of hope appears on her face, you can hear it in her voice as she asks, "What can I do, I'll do anything, anything for my baby."

"Anything, you'll do anything."

"Yes, yes anything."

"Surely you must have some limits, anything has a broad definition."

"No I don't care what it is as long as it helps Jill graduate."

"So if I hand you this letter opener telling you to kill Nathan with it and guarantee that Jill's will graduate, would you?"

"No, no of course not that's murder."

I move one of Jill's test papers in front of Sandra placing the letter opener on it, "Then just stab him, if you do I'll change this F to an A."

"No, no I couldn't."

"You did say you would do anything, alright go across the street and rob the cafe and I'll change it to an A."

Sandra stares at me for a moment, she quickly glances at Nathan in the hope of some support, he just smiles at her his hand still resting on her arm.

"Your joking, you can't be serious."

"You said you'll do anything."

"Yes but murder, robbery no it's wrong."

"Like most people it's easy to say you'll do anything until you find out what that anything is," I stare at her for a moment, "Ok, how about I give her an E if you take your top off."

"What, you can't be serious."

"Oh I'm deadly serious, if you want to help your daughter you need to do things."

"Things, sexual things you mean."

"Anything, you said you will do anything, time to demonstrate what anything looks like."

"Your sick, both of you, I won't do it, I'll..... I'll report you to the school board."

"And who do you think they will believe, two upstanding school administrators or a cheap stripper."

There's anger on Sandra's face, her lips quivers with rage, hands forming fists.

"Hang on Richard that's a bit harsh on Sandra, it's her choice how much she wants to help Jill, we might have been looking at this all wrong."

"What are you thinking Nathan?" both Sandra and myself look at him.

"Jill is a young adult now, it's about time she accepts responsibility for her life and take actions herself to improve it."

"Hmm maybe your right Nathan, maybe it's time for Jill to stand up or maybe standing isn't exactly what she needs to do to improve her grades," Nathan and I both chuckle.

"What," a horrified look appears on Sandra's face, "No, no look here I'm taking my top off."

Sandra pulls her jumper up, she now sits in her bra and slacks.

"There happy?"

"No but I'm a generous man Sandra and will give you a second chance." I stare at her tits bulging out against her bra, out of the corner of my eye I see Nathan enjoying the view also. "Sandra to give you a chance to prove your truly committed to helping your daughter I'll make you a special offer, for a C take your bra off and give Nathan a blow job."

She stares at me for a second then looks at Nathan, letting out a sigh she removes her bra.

As Sandra removes her bra Nathan unzips his pants pulling his cock out. He slowly strokes it as he stares at Sandra's bare tits, he smiles at her as he waves his cock in her direction.

Slowly Sandra lowers her head into Nathan's lap, his cock disappearing into her mouth. Nathan places a hand on her head grabbing her hair, he begins moving her head up and down as she slurps on his cock.

I sit in my seat enjoying the show as I imagine what I'll be doing to Sandra's body in the weeks and months ahead.

A gagging noise from Sandra and grunt from Nathan signal his ejaculation, he holds Sandra's head down for a few minutes before releasing it. Sitting up she gasps for breath, cum dribbles off her chin onto her tits.

"Good work Sandra," I say sliding the test paper in front of her, the F crossed out replaced by a C. "In future you will need to do more to get this grade starting with each meeting from now on you wear a dress with no underwear."

Nathan is standing beside Sandra's chair handing her the jumper, taking it she reaches for her bra which is on the ground. "Leave it Sandra, we'll keep it as a sign of your offer to assist Jill." He pulls Sandra to her feet, with a hand on her back he directs her to the door as she hastily pulls the jumper on to cover herself up.

"See you next week," he says opening the door for her to leave.

"Shit Richard one of these days someone might take you up on that offer with the letter opener."

I smile, "Hmm I hope I can find another career adviser as good as you," I say with a chuckle.

"Ha ha, see you in the morning for our meeting with Jill."

"No, tomorrow I'll meet with Jill alone."

A knock on the door, 8am on the dot, if nothing else she is punctual.

"Enter."

"Good morning Headmaster."

"Good morning Miss Dean, please take a seat."

I mentally undress Jill as she walks to the chair, I can see why she is a favourite of the male teachers and why my quartet of teachers were very quick to volunteer to do one on one tutoring with her.

"How is your mother Miss Dean, did you talk last night."

"Yes, she was very upset and kept going on about making another sacrifice for me, it was upsetting watching her."

"I understand, I was worried about her after our meeting yesterday, did she discuss it with you."

"Not really I just sensed it had something to do with her mood."

"Yes she is very worried about you and what will happen to you if you fail to graduate."

"She keeps saying she wants a better life for me than what she has."

"Most parents feel that way and at this moment your mother feels lost, she feels she can no longer help you and is feeling useless and helpless."

"I don't understand."

"To be blunt Miss Dean your results haven't been up to standard and there is little sign or hope of improvement. Your mother knows she can't do the test for you, she knows you are an young adult that now must lead her own life and come up with your own solutions to your problems."

"What can I do, I'm doing extra work, studying hard and still failing?"

"This is where you need to look outside the box and come up with others way to graduate."

"What can I do, I need to pass my exams to graduate, I'm too dumb to do that."

"Don't put yourself down Miss Dean you have many attributes that the teachers feel you can use to improve your results. Your not a naive little girl anymore, I'm sure you can come up with a way to encourage your teachers to improve your grades."

A smile crosses Jill's face "Are you saying I should fuck my teacher?"

"Miss Dean I feel insulted if you interpreted our conversation that way, we are a respectable school and pride ourselves in providing an educational environment where our students can excel at what they do best."

I stand up walking around my desk to stand beside Jill, pulling down my zipper, "All I'm suggesting Miss Dean is that you look beyond the current teaching options we are giving you and come up with some new ways that will help improve your results and importantly relieve some of the stress and concerns your mother is having."

Jill smiles up at me, her hand reaching inside my open zipper pulling out my cock, leaning forward she takes me in her mouth sucking me off.

"Now Miss Dean your mother doesn't need to know about any of the actions you decide to take. She will just be satisfied with your success and happy that you graduate," I say pulling up my zipper.

"Yes Headmaster," she says running her tongue over her lips.

"You better head to class now Miss Dean, come to see me again tomorrow morning to update me on any plans you have."

"Yes Headmaster," Jill says.

The next morning Nathan joins me to meet with Jill, she pleasures both of us with her mouth, the following week she passes her first test and her body is now ours for our pleasure.

On Wednesday afternoon we meet with Sandra, she is also happy with Jill's result reluctantly agreeing that sacrificing her body is a small price to pay for her daughter success. Bending her over my desk Nathan and I pleasure ourselves with her pussy and ass before sending her home with cum dribbling from her holes.

For the next three weeks we pleasure ourselves with Jill each morning and Sandra every Wednesday afternoon, the first semester is nearing an end I decide it's time to take things to another level.

So far it's only been Nathan and myself that has enjoyed the extra curricular activities of Jill as she improves her grades and Sandra helping her daughter graduate, now it's time to include her tutors.

We watch Sandra lick the cum off my desk as we get dressed, fresh cum dribbling down the inside of her thighs. "Sandra I need you to come to the school Saturday afternoon at 1pm."

She turns around, "Why?"

I admire her body, drops of cum on her tits, nipples hard and aroused, pussy lips swollen and wet, "You don't need to know why, you just need to turn up appropriately undressed."

She stares at me for a moment, I sense she wants to say no but the resistance is only a momentary thing, a look of resignation crosses her face, "Ok."

I meet Sandra at reception, "Follow me," I say leading her away from my office to the staff room. I stop outside the door, "Take you dress off." I watch as she pulls the straps of the dress off her shoulders allowing it to slide down her body onto the ground. She starts bending down to pick it up, "Leave it, you can get it on the way out," I move her in front of me opening the door and pushing her inside.

The sick bay bed sits in the middle of the room on a sheet of plastic, five naked men stand behind the bed facing the door. As Sandra enters the rooms falls silent at first before a low murmur starts as the men discuss Sandra's naked body amongst themselves while stroking hardening cocks.

They all knew today was coming, it's part of their reward for spending the extra time with Jill. The sight of Sandra with her big juicy tits and firm body makes their wait worthwhile.

Nathan comes across taking Sandra's hand leading her over to the men, he places his hand on her shoulder pushing her to her knees, the men step forward hard cocks at the ready.

Sandra doesn't say anything, she knows what's expected of her, reaching out she takes a cock in each hand and a third in her mouth. For the next half an hour she works her way around each of the men sucking and stroking their cocks as hands groped her tits.

The men come in her mouth, hands dragging her head from one cock to another to pump their cum into her, I watch as cum dribbles down her chin, dripping onto her tits.

With the first loads gone the real fun begins, Sandra is laid on the bed the men taking turns using her pussy, ass, mouth for the next couple of hours. By the time they finish Sandra has cum dribbling from her three holes and a liberal coating over her tits.

I help Sandra to her feet leading her to the change rooms, giving her a towel I tell her to shower. I wait for her to finish handing her the dress, "Same time next Saturday and every Saturday for the rest of the year."

"What, wait no, why?"

"Jill's teachers need encouragement also to give her passing grades."

Sandra stares at me, tears run down her cheeks, without saying anything she starts to leave. As she walks pass me I slap her hard on the ass making her jump, "See you Wednesday afternoon."

It's the last Wednesday of term when there's a knock on my office door, "Enter," Sandra walks in closing the door behind her. She's not happy, it's written all over her face and her body language shouts it out. Last Saturday had her questioning everything, it's the reason Nathan's not here, I want to talk with her one on one.

Standing up I walk around my desk before Sandra sits, pointing to my chair I tell her to take a seat, I sit on the corner of the desk studying her face.

12


Story of Amaka sucking Linda's breast"free audio sex stories""supergirl nude""literotica stories""literotica search""literotica mom""point your toes" spank storylitertica shedआईसोबत शारीरिक संबंध कहाणीKJLarson the last guest"erotic mind control stories"mom son breaking bounderies taboo sexstoriesliterotica mom nurseliterioca/love of breastsaltha lesbian sex storiesi feel your cock pressed against my ass/audio/literotica.com" not only looking " taboo "i.literotica""erotic stories"roshni armpit licking storiesadmin rights remote access femdom"fuck me hard"Student found his teacher in a chastity belt literticalyricsmaster family taboocervix cock womb literoticaStory of Amaka sucking Linda's breastmm fleshlight stories literoticamy son hugged me like this way that i could feel his cock will nudge in in pussy over the clothes.. indian Literoticamy aching ass feels good from the previous ass fucking gay anal confesionTwas the night before literoticdI.literotict Incest mother and son welcome home my love ch 1my female landlord incest litroticalitertica shed"incest chat""literotica big cock"vampire graps boys dick and pleses master and sex it roughly sex storyviolating Mommy sex [email protected]Nurses litoricabrokenlance13 Literotica neswangy"literotica futa"daddy kitty kristen archives"free taboo sex stories"i don't want to do with my son but my body betreyed me/ Literotica"wife threesome""literotica most read"sexstories my mom is my mistressLierotica silver tree cronical bk 8story she convinces boyfriend to suck cock and swallowasstr sister prankliterotica incest sister blue pantiesowengreybeard hooklerotica women with eyepatch stories"xxx stories""erotic wife stories""nude dancing"old uncle is my husband in lterotica"literotica crossdressing""literotica crossdressing"suprose for husband liroticaBred on the bus incest storiesliterotica kandi the school teacher was cheating on him"literotica pregnant"literotica.com dancing bear party story"family fucking"Hot college sex in short shorts literotica"bdsm stories"Literotica "skirt was any shorter"/s/her-anal-punishment/comment/6102427cheating aunt couldn't handle nephew's girthy cock in her neglected pussy,horny lush storiesplaying horsey dad daughter story incest"incest sex stories"edging clit lick cockring literoricacordelia faith "her cock"slut mommie ch.4