Maggie and the Headmaster Pt. 02

Thank you to my followers and readers for your feedback. This series is a little of a slow burn until Maggie has to have sex before their annual trip together!

The summer term was exam season but Maggie was busy preparing for the Summer School sessions which were financially lucrative for the Governors and Bursar and good advertising for the school. The partner sports organisations provided coaching. A Classics summer school also attracted Oxford and Cambridge professors and sold out to six form students.

Maggie was now an important part of the school success and she grew used to hosting diplomatic staff and even Royalty from various countries. She relaxed in her flat and thought how happy she was with her work. "You are allowed to enjoy every day of your work!" she thought to herself. Her flat was a joy as she listened to the return of swallows nesting around the building. The Rookery across the Park was noisy and she developed an interest in birdwatching. One of the teachers loaned her binoculars and taught her to recognise different species.

Roger had behaved very professionally since Easter but she enjoyed the sexy conversations when no one was around them. Plain though she was and conscious of her small bust and odd inverted nipple she had shared such intense orgasm with him. Her underwear from the conference had been washed and returned to her. She imagined him wanking and sniffing her afterward. He often had erections on these occasions usually behind his desk when she chatted. to him.

He had found an interesting isolated country retreat which had both a hot tub and outdoor shower with a wonderful view of the Downs. It was owned by two gay men who lived on a farm but let the property with own driveway so they were out of sight but very anxious to please. Roger and Maggie had visited and they had use of the property several weeks of the year but had two weeks use during the summer. Roger hoped to join Maggie in the second week of her stay. She was effectively being given a free holiday week but she imagined would have to work hard for the following week!

She was happy in her work. She was one of the younger staff and older teachers were very helpful. There were married male teachers who with their wives acted as house parents to the pupils and occupied houses in the park. There were excellent medical care facilities for staff and students. Maggie had recently had her IUD replaced by the female doctor with no discomfort or problems.

Apart from her concerns about her small breasts and inverted nipple she felt healthy. She swam one evening a week in an adult female session and did cross training with her lesbian trainer who had hit upon her and was so friendly when she arrived. Maggie had been a little flustered at first but had made clear she was straight and enjoyed a happy relationship with the instructor who was friendly and Maggie enjoyed evenings socially with both her and her partner. They in fact became dear friends to her. Her fitness improved in the care of her trainer and the three of them teamed up to bulk shop for the staff pool.

Maggie began to feel very horny, waking at night with wet contractions. She finger masturbated at bedtime and readily came. Now she had a man entering her she tried to open her vagina wider as she had felt tight when Roger had entered her.. She felt relaxed about her sex. For three weeks of her regular cycle she was relaxed sexy and dreamt of a man entering her. She played for up to an hour a day in bed and came easily after 5-10 minutes fingering. She stretched herself as wide as she could and played with four long fingers as deep as she could. This relaxed her but during the night she would wake and need to come again.

She desperately wanted Roger again but there was little she could do about this as he was busy and they only met professionally.

She dreamed of sitting on his hard on with her suit trousers and underwear around her ankles and coming rapidly all over him. "Oh I need to shag him and the holiday won't come soon enough!" she thought. She decided to offer him her worn underwear to remind him of her smell and her needs. She simply entered his office and left the carrier bag beside his chair when he had work alone. It was time for her to walk across the park to her flat for the evening. She wondered if he examined the warm creamed wet ones she had slipped on and replaced with a fresh pair of briefs. She was dripping wet and had had to soak up her wetness with several sheets of toilet tissue.

Roger was indeed breathing in the smell and lapping at the wet creamy crotch of the lacy knickers that had been against his young secretary only minutes before. He had seen her long ginger hair as she bent over earlier in the day and smelt her hair that morning in the office. He had ached with an erection each time and now he simply had to wank his hard cock in his excitement. Tasting her he longed to lick around and inside her but he thought even a brief encounter was not possible. He wanked as slowly as he could but still came explosively far too soon. He must find a remote place to meet her away from the school away from people where she could play with him. He was excited by the thought of her exposed out of doors on a warm evening. He liked the way she played with him when they were in a hotel. Pure lust no emotion before or after from either side just the sexual innuendo when he finished dictating letters to her. He was very fortunate to have appointed such a competent young woman when the governors had suggested a mature male secretary. He could now demonstrate her effectiveness in presentations and recruiting pupils and his Deputy Head also endorsed her. The Governors could see the financial value the Bursar referred to and gave her an annual bonus and salary increase. The consensus was Maggie was a distinct asset to the school and must be retained at any cost. Oh how Roger wanted to spread her legs open and fully appreciate her. He knew he had to find a deserted spot for outdoor sex that both could reach in their cars and walk to.

As the summer weather was warm and dry a month later at dusk the couple approached the deserted World War 2 pill box by the river. This was going to be a naked encounter in darkness. She wore trainers and tiny briefs under her on piece trouser suit. She was tingling with sexual excitement and her briefs were soaked. Even her inverted nipple was hard against the summer fabric. Roger had running shorts on and was first to the concrete structure. She entered and found his erection in her hand. She pushed him back to the wall slipped her suit and briefs off and lay them on her bag and slipped the condom on him. He handled her long straight hair sniffing her as he felt the condom.

She forced his legs apart and rapidly opened her cunt wide and slid the rampant aching cock fully inside her and squeezed him as she closed her legs and began to slide him in and out of her. She came within seconds gasping quietly at the force of her orgasms and the power she exerted over her employer. She put a finger to his lips. Roger was trapped inside her wet soft contracting orgasmic pleasure unable to move as he clamped him tight inside her. He was almost dizzy with excitement but she was controlling his bursting cock and he was hers to play with. He loved the feeling of helpless excitement and her body warm against him as his back was cold against the old concrete wall. He would never forget the damp musty smell of this place or the excitement of being unable to come whilst young Maggie came again and again loving the cock and the having him helpless for her pleasure.

Eventually he spurted helplessly his toes curling in his trainers as she came yet again and went on squeezing his shrinking cock. She retreated and wiped herself with the travel towel in her bag. She handed him the tiny briefs after wiping her crotch dry then slipped on clean underwear and dressed. She left him naked and adjusting her head light she moved rapidly back to her car and moved away. She would soon be back on lit roads to the school. She showered and brushed her hair still feeling contractions vaginally. She had loved the power she had held over Roger for the hour she had trapped him and fucked him in the smelly place. Next time she would let him enter her and passively absorb his cock inside her. She knew she exerted more power over their shared sex than he did. Her cunt had been given free rein. Her muscles were still working and were tired, but she had relieved her sexual need for a man inside her. Her cunt felt satisfied and so was Maggie!

The following morning she felt her cunt length had worked out as she felt burning muscles but realised that her cross training had strengthened and conditioned her. She was slim but realised she was also developing muscles. Her six pack had felt the work out too. Roger was all smiles that day and the dirty secret they shared was not mentioned. Maggie chatted in the staff room and watched him happily talking to various staff before leading a staff meeting whilst Maggie returned to her office. She still felt horny but decided not to finger herself that night.

She was beginning to count the days until her holiday stay. A few days Roger met with her in his office. he was more than usually flirty and she saw a rampant hard on-he was usually discreet and hid it behind his desk. She flirted in return and teased by telling him she was having a salon electro depilation before her holiday. He almost came violently jerking in his underwear which greatly amused her. He was going to have to masturbate in his ensuite as she wiggled out of the room just to add to his discomfort. She rather enjoyed these touches of feminine power to her role as his mistress.

Roger was longing to be alone again with her. He had enjoyed the young woman pinning him against that rough cold wall and he was passive as she took over and satisfied herself repeatedly until he could not control his emission any longer and she had left. He was repeatedly excited by Maggie's assertive behaviour and would be quite happy to be completely passive to please and satisfy her. He had never felt like this before and he was happy to play this game. He realised in the dark smelly concrete structure that his young secretary was physically powerful and had pleasured herself and utterly controlled him. He was surprised at her stamina as she had pinned his arms and legs powerfully to enjoy her orgasms. He had liked his helplessness pinned in the meeting place of his choice.

He had never before met a young woman like her. He admired her professional skills, she was invaluable to the school. Although plain she excited him. He wanted to feel her naked, to smell and taste her to enter inside her and empty himself between her legs. Now however he equally wanted her strong body to engulf his excitement and satisfy her lust for his erect manhood. Neither of them would kiss but he would do anything to lick her normally hidden breasts and genitals. As he pondered all this he became erect feeling desire for her naked smooth vulva with its ginger strip of exciting hair. Her hair swelled his excitement wanting to run his hands through the long straight hair to her waist. He was delighted to provide her with everything she needed for her to create a memorable holiday break for them both. His wife was away with family and attending professional conferences in Europe.

The term ended with Maggie being included in various leaver chat groups and the girls leaving with the exception of a small group involved with summer study and sports groups. The housekeeping staff worked hard to clean all furniture and curtains before the large summer school enrolment moved in with coaching and teaching staff who did not travel daily to the site. Maggie had just the two weeks holiday as she had much to do to organise the return to school in Autumn. Staff had a long vacation but their foreign study groups and student language groups would return to board in different accommodation as students progressed within houses and house parents supervised return. Maggie was new to this process of farewell and welcome and proved to be a key role in the smooth operation. She was popular with the six form as she was only a few years older than them, She was also friendly and sought out by students. She loved working in the school environment and became a friend of the entire teaching staff. She ran in the park with a group and was enthusiastic as part of the Saturday Park Run. She felt at home! Her parents would visit and she would share days out with her older sister's family.

The term ended for the younger boarders and Roger was away from the school site in meetings and University work interviewing students. Maggie reached the final week of June with a period. She lost interest and sexual drive for a week and was ending her period as she loaded her car for the drive to the holiday stay, stopping to stock the freezer and buying vegetables. She loved to cook and had learned new recipes from colleagues at the school. She loved the girls night out atmosphere of social evenings informal and often quite amusing chat about sex and female experiences. Maggie had decided not to masturbate so she could be wet and horny for him. She had decided to sit on his face when he arrived and let him lick her out. She was hungry for his cock inside her as much as he could get it hard for her.

She arrived on time and received a warm welcome from Sandy a rather camp half of the gay owners. Sandy ran a business in Brighton whilst his partner was a doctor in private healthcare in Hove. They had mutual business links and had bought a farm and were developing holiday business. "It's nice to have a woman guest we have so many queer customers! "He winked and showed her the property and assured her that she could call if there were any problems. "The Wifi sometimes gives no signal. Don't worry just turn off the socket and turn it on again. Ignore the gay content on the TV from previous customers. There are adult channels on the TV if you want them."

Sandy left her to the property and she had a sunny week relaxing with trips out. Luckily she found a nearby EV charging point and a marvellous tea room so treated herself to cream tea. She didn't spend long in the sun but did sit out nude. Her freckled skin wasn't suited to sun bathing. She felt very comfortable and slept well. As her period ended she began to feel very sexy for Roger. She didn't masturbate so that by the time he arrived she was feeling she urgently needed to come over and over. She hoped he was horny for her.

Roger arrived one evening to have the door opened by a naked Maggie. He unloaded his holiday luggage and stored his laundry in another case. Maggie stripped him naked and silently forced him onto his back on the bed then parting her lips wide she sat down on his face sliding his nose inside her tiny opening dripping on his mouth and chin. He lapped at her and she didn't take long to come several times eager for his tongue to slide inside her. She could feel the slapping hard cock behind her and when she was ready she would end her orgasmic release and feel his balls and invite him to put on a condom and enter her any way he wanted.

Roger stroked her hair and sucked her nipples. He wanted to fuck her fast and hard so he lay her on her back with her feet against his shoulders and slid into her eager slit. He was slow to give her his full length but then slid back to enter her repeatedly increasing his stroke rate. Maggie encouraged him.

"Fuck me Headmaster fuck deeper give it to me as many times as you can. I'm rather a slut for your cock it's so long since I took you in my cunt. I badly need fucking several times. Is it good?"

Roger moaned with pleasure he had never heard anyone talk dirty before and he was struggling with the excitement of it all. He didn't want to come yet but he did want to become forceful inside her. She was already coming as he thrust her full again then withdrew. He edged for as long as he could but then brutally rammed her as she became louder and was unable to hold back her climaxes which continued long after he subsided and slipped from her. "Now lick my cunt clean " she insisted. He obediently licked and sucked her wetness as she continued to twitch and jerk in her relaxing contractions and rolled on her side and parted her legs. Roger stroked her hair which reached her tight bottom, it was so long and amazed him. It was trimmed straight across and was thick ginger and she smelled of naked woman unlike any other woman's body.

She giggled and climbed on top of him. "Now i am going to fuck you Roger even though you can't get hard little sausage."

He loved her well spoken accent when she was dirty and slutty. What was she going to do to him? He remembered her pinning him in darkness. he had been excited by that dirty smelly desperate sexual release for them both.

She brushed her hair across his chest and face. "Do you want my young cunt on your face to smell and lick my slit again? I am such a wet horny slut and I am going to give you some hard fucking tonight."

She slid along his soft cock wetting it with her dripping cunt. Maggie wanted to work out on that slowly rising member. She wrapped him in a textured condom. She loved the friction against her wet clit hood and took him half hard and sucked him inside her cunt close to her orgasm.

She forced his legs apart and began to squeeze him tightly inside her edging for a minute then sliding so fast he became rigid and she stretched to devour his hard boner. She came again and again roughly gasping and panting as she worked hard on him. "I love cock up my cunt, love fucking you until you squirt." He was amazed that she kept going through so many orgasms and what a dirty young sex machine she became as she relieved her frustration for over half an hour. He tried to last but couldn't and exploded inside her sex but she didn't stop even when he shrank she tightened around him and encouraged him to harden for her. He couldn't believe she got him hard again and celebrated with yet more orgasms and dirty talk. Eventually she slowed and his shrunken cock dropped out of her. She mopped up his cock and dripping balls and took him out into the darkness and the hot tub sweeping her ginger hair up and into a swim cap then firing up the bubbles in the hot tub, She let the bubble stream blast her clit and came and came with the thrill of wet orgasms which were caused by the brutal stream of pounding water.

Roger relaxed in the warm steaming tub' exhausted by the young women he was lucky to have. His only concern was how he could hope to rise to the occasion again. She lead him to a warm shower and enclosed the tub before drying her hair and naked except for her cooks apron she prepared supper then took him to bed where she handled him through the night waiting for his morning erection and seizing it again in her wetness as she lay legs open on her side accepting him gasping and grunting to his thrusting orgasm. He lay exhausted feeling her subsiding orgasms around him.

Roger was exhausted after a week! She playfully encouraged him when he just couldn't get hard for her as much as he wanted to. She ensured she creamed every item of lingerie he had bought her so he would have souvenirs for him to smell for weeks ahead. She showed him her fingering herself and sat on his face when she came. They toured and spent time in the countryside. He enjoyed the secret time with such a sexually charged woman.

Then the week came to a conclusion and he left her first. She chatted to Sandy and his partner and made arrangements for their next autumn stay and then drove back to school to launch into a new year of admissions open days and all the school traditions. Relaxed, confident Maggie shone brightly confident in her sexuality and feeling her warm wet sex beneath her business suit and sexy underwear.