14 years ago I posted a couple of stories from my first sexual experience, which…
A Christmas to remember
It was the Christmas holidays, but despite that Matthew still found himself driving up his school drive. He had several major essays to be ready for the start of Spring term and had completed nearly all of them, but he had left his notes for his English essay in his locker so had to retrieve them now before school shut up completely over the Christmas week.
Matthew’s locker area was directly on the other side of the staff room and as he opened his locker he heard a sobbing coming from the other side of the thin wall. Normally during school the corridor was too noisy to hear anything but now as he listened he heard crying. He walked round to the staff room entrance and went in. He found sitting on one of the chairs his English teacher.
She looked up surprised to see him there. She quickly wiped away tears running down her golden cheeks and asked,
“Matthew what are you doing here?”
Matthew was a bit taken aback but responded
“Sorry miss I came in to collect some English notes for my essay and heard you crying, are you ok? Or do you want me to leave?”
His English teacher, Mrs Cartwright, looked up at her pupil. He was a tall, polite and very clever pupil; and was also renowned throughout the school for his athletic abilities. As she looked up at him she noticed how defined his upper body was, without his usual athletics sweater on his pecks were clearly visible through his white t-shirt. Mrs Cartwright smiled and patted the seat next to her, and Matt sat down. He smiled at her and she blushed slightly, Matthew was very attractive and although Matthew was ten years her junior she felt a rush as she sat alone with him. If she was honest with herself, it was getting more like one of her dreams every second. Matthew looked across at his teacher, she seemed happier to see him now and her tearful eyes shone as she smiled at him. She wiped her eyes again, and Matt took that instant to look over his favourite teacher’s body. He adored Mrs Cartwright and thought she was beautiful. She was taller than most girl he knew, and had shoulder length golden her which she let hang down. She had big blue eyes, which could seduce anyone, and she now gazed into Matt’s eyes. She always had a golden tan and wore suits that showed off her long legs. The first thing anybody noticed about Mrs Cartwright was how attractive she was, and the second, which Matt never failed to notice, were her breasts. Mrs Cartwright had lovely, firm, rounded 34DD breasts and no matter what she wore they were always visible under her jumpers or blazers. Matt spent most English lessons at front of the class to get as close to Mrs Cartwright as possible so he could smell her perfume or stare at her breasts when she was looking over his head to talk to the rest of his class.
Matt began asking his teacher why she was crying and bit-by-bit she explained her husband had left her and run away with a younger woman.
“How can there be anyone other than you?” Matt blurted out.
She looked up at him flattered by his comment, but Matt turned away blushing realising what a mistake he’d made. But Mrs Cartwright drew closer to him on the chair and gently laid her hand on his lap.
“I really appreciate you being here Matt.”
She noticed Matt’s eye fix on hers and then flicker towards her now pounding bosom. Mrs Cartwright’s hand then slowly slipped its way down Matt’s jeans. She wasn’t sure how he’d react but Matt just sat there gazing at her. They both leaned forward and their lips met. Just as they kissed Mrs Cartwright’s hand found Matt’s throbbing cock and she gave it a playful squeeze. It drew Matt’s breath away and to some extent Mrs Cartwright’s because what she felt in Matt’s jeans seemed to be enormous. They began kissing more passionately now and her wet warm tongue snaked its way round his. He drew her close into him and she reached over with a delicate arm and took hold of his hand and placed it on one of her breasts. Matt gasped but carried on kissing as his hand began to fondle her incredible chest, and very soon he felt her nipples erect through the soft cotton material.
After a while Mrs Cartwright drew away and cooed.
“Now lie back hunny, I’d like to have a closer look at this cock of yours.”
Matthew just leant back and nodded slowly as she ran her hand down from his cheek, over his muscular body to his jeans. With no difficulty at all she undid his jeans and he pushed them off to the floor. Released from the tight jeans, his cock rose up in his cotton boxers. Mrs Cartwright gasped with a huge grin on her face. Matt began to relax now as well, seeing his teacher obviously thrilled by his package. With eager but nervous hands Mrs Cartwright reached forward and grasped the elastic waistline and pulled the boxers over Matt’s now throbbing cock.
“Oh my Matthew,” She exclaimed. “It seems like somebody’s become a man, and accomplished it very well!”
“What do you mean Miss?” Said Matt not sure what she meant.
“Has a girl never told you what a big and beautiful dick you have sweetie?” She asked amazed, as with a cock as nice as Matt’s every girl in the school hadn’t been begging for a good shagging.
“No Miss, I mean I’ve had girlfriends but they’ve never lasted because I’m so committed to my sport and school work.”
Mrs Cartwright looked happy at this news.
“So this will be your first time?”
“Yes Miss, and…” He hesitated. “I’m very happy it is you.”
Mrs Cartwright smiled and while he said this began to slowly pump his giant cock with her right hand. Drops of pre-cum escaped from the top of his cock running down over the helmet making it very wet and shiny. Matt closed his eyes and moaned as his teacher put both of her dainty hands easily onto his cock and stared pumping faster and harder. Her hands slid up and down the full length of his head, and occasionally rubbing the head of his cock so Matt’d shudder all over. Mrs Cartwright looked down at Matt’s crotch admiring his giant dick, and how big his balls were.
“Where did you last masturbate my dear?” she asked curiously.
Matt responded after a couple of breaths saying he couldn’t remember it’d been so long. Mrs Cartwright tut-tuted.
“Its bad for a boy of your age not to masturbate regularly, I guess we’ll have to fix that.”
Mrs Cartwright leant over until her mouth was directly above his cock and lowed her mouth over his member. It wasn’t until Matt felt her lips that he knew what was going on, and by then it was too late. He moaned loudly as Mrs Cartwright’s beautiful lips slipped over the enormous head of his giant dick. Mrs Cartwright pushed her head down as far as she could go on Matt’s cock; it was so big she couldn’t take as much of it into her mouth as she wanted but a satisfied moan told her her pupil was happy. Matt felt the tongue of his teacher lick and caress the smooth rounded head of his cock as she moved up and down on it, letting him into her warm mouth. After several minutes of Mrs Cartwright’s mouth fucking, she withdrew her head and reached over to her handbag, drawing out a 30cm ruler. She gently laid one end at the base of his cock and looked to see where Matt’s dick reached…10inches! Mrs Cartwright knew her star pupil was big but 10inches! She chuckled to herself, and said to Matt
“If that bastard want to run off with some bimbo let him. I’ve got you all to myself haven’t I sweetie?”
Matt grinned and replied, “Anything you want Miss.”
She looked back at him and said cheekily, “Also you’ve got a giant dick compared to him, to think I’ve put up with his little pecker for two years!”
Matt smiled and peeled off his shirt revealing his toned 6pack and defined pecks. Mrs Cartwright cooed at him and ran her fingers over his body in ecstasy. She then stood up, reached down to the bottom of her shirt and stripped off her shirt. Matt sat in the chair slowly stroking his hard-on gazing in am
azement at his teacher’s chest. She then reached behind her and let her bra fall to the floor. Matt stared speechless.
They were the most perfect pair of breast’s he’d ever seen. Plump and heaving with her breathing she swanned over to him and dropped to her knees between his legs. Matt reached out with his spar hand and cupped a breast in his hand. Matt pinched her nipple in-between this thumb and forefinger and she gasped in joy. She then took a breast in each hand and wrapped both breasts round his cock and began to tit-fuck him. Matt felt her warm soft but yet firm breasts massage his cock and it felt like ecstasy. Every so often his cock would slip out of place because it was pumping out so much pre-cum, but after a little kiss and lick she’d place it back between her breasts and wank him even harder. Mrs Cartwright accompanied this with
“Cum for me big boy, I want your cum so badly, let me taste you. You’re such a good boy and if you cum for teacher you won’t have to do that essay for me in the spring.”
After a few minutes Matt began to feel his cock throbbing insanely and he stared to moan loudly. Mrs Cartwright at this slipped his cock back into her mouth and began to suck for all she was worth.
“OHHHHHHHHH, I’m cumming!!!”
Matthew exploded into his teacher’s mouth and Mrs Cartwright began to drink his cum. She had not expected so much cum however and it began to escape from her mouth running down her chin. Matt saw Mrs Cartwright’s eyes bulge slightly as she drank down the flowing juice. With her right hand Mrs Cartwright reached down and slid it up the front of her skirt to her now quivering pussy. He panties were completely soaked and she moved them to the side before she began to cub her clit. This released even more juices now from her already dripping clit and they ran down the sides of her leg.
After licking all the escaped cum off Matt’s cock and telling him how great he tasted, she stood up in front of him. Matt watched her as she rose and noticed her hand pull out from under her skirt and the insides of her legs were like steaming with her own juices.
“Now its my turn Matthew.” She said lifting up the front of her skirt…
TO BE CONTINUED…