*** Special Assignment ***
Ned was hanging out in the Headmistress' office at a midwestern Total Woman Academy campus. He enjoyed the break, having traveled in from another campus where he had been kept busy by his Coach Tutor Emeritus responsibilities to the organization. He was equally familiar with this locale and this office, a frequent visitor to this four-year educational institution. His duties gave him privileges at all the campuses worldwide but he liked coming here for its variety of coed ages and ethnicities. The Headmistress had summoned him, stating she had a special assignment, notably suited to his mature expertise.
"I hope we haven't interrupted your other undertakings elsewhere but a request arose that required your attendance here for a few days."
"I'll help in any way that I can. My other appointments will still be there afterward, though probably waiting impatiently."
"Thank you, Ned. You are too generous with your time and attention to our students."
"So, how can I help?"
"You know we award our best Senior coed with her choice of Coach Tutor for a final Tune-up and Evaluation Assessment before formal graduation. This year's winner requested you. Do you remember Kellie?"
Ned didn't have to think for very long. Kellie was one of the attractions that prompted his frequent visits to this manicured estate. He didn't always have a coaching session with her but just seeing her in passing was a delight.
"I do remember Kellie. Who wouldn't? So, she's graduating?"
"With the highest grades and recommendations that I have seen in quite a while. She has accepted an offer to join her Scholarship Sponsor's company as the Executive Suite's Comfort Secretary."
"Lucky guys."
"A couple of the executives are Pledge Contributors here and elsewhere and they understand what a Comfort Secretary can do for them. But Kellie will certainly exceed any of their expectations."
The collegial pair chuckled at the probably similar musings of those lucky fantasying men who soon would be on the receiving end of Kellie's special office skills.
"So, no reason to delay. Kellie is waiting for you in her dormitory suite. And... take it easy on yourself, old man; I don't fancy explaining an ambulance call to the TWA Board."
Ned chuckled and took his leave, walking the hallway to the door of Kellie's private dorm suite, a useful perk for the Senior Year coterie. Their days and nights were often filled with endless Poise tune-up sessions that they were fortunate to undergo before graduation. Then, suitably primed, they were delivered onward to the greater world of alpha male gratification that had always been their destiny.
Kellie was waiting inside, excited about this final Poise Tune-up with her selected favorite Coach Tutor Emeritus. Ned had been there for her Poise curriculum special events and she longed to make this Goodbye reunion one that she, and hopefully he, would hold in their hearts forever.
Kellie had requested Ned specifically because he was so instrumental in her development and success. He felt honored that she thought so fondly of him, as he had been very impressed with her enthusiasm and level of overall improvement.
She wanted to make a good first impression of his lasting impression, so she wore the standard topless day uniform that she had learned as a newly enrolled freshman: tallish spiked black heels with clasping ankle straps, sturdily attached to remain afoot through any rambunctious sexual activities, paired with a red see-thru silky thong, tight enough to mold her plush pussy into camel toe snugness, yet light enough to ineffectively conceal it. And those were it.
She stood respectfully in her heels, hands behind her back, fingers loosely interlinked, tits thrust forward awaiting her alpha male visitor's attendance. The door opened and Ned's face took on a smirky grin at the sight of his weekend companion's first presentation. She looked even better than he remembered. The long wavy hair fell behind her back, her neck exposed. The 'fuck me' hooped gold earrings, sultry dark eye shadow, and tempting red lips drew his eye to her impish salaciousness. Together with the rouged nipples capping generous nubile tits, Kellie had succeeded in making her sought for good first impression at the start of this weekend rendezvous.
Ned's weekend hostess stepped forward to take his hand and led him to the dorm suite's side table where, when seated, the catching-up banter was mellow and easy as their reunion grew towards touching hands, arms, and thighs to emphasize points.
*** Passionate First Coupling ***
It was natural that as the words waned, they leaned in for light kisses. The fondness between them warmed. Ned stood first and drew Kellie to her feet. They embraced for a deeper kiss before she moved a half step back and dexterously disrobed her weekend man. Folding his clothes, she set them aside in a bureau drawer, intending them to stay there for a few days until Ned's last, unwished-for, goodbye. But those eventualities would wait; she was grateful for this exclusive intervening time.
She stood again before him; her tits bare to his gaze. He took the lead, as a gentleman alpha male should, and picked her up like a man carrying his bride across the threshold. But it was merely a few paces across the room to lay her nearly naked body in bed. Sliding her silky panties down her silky legs exposed her hardly hidden pussy to his gaze. He easily climbed on top of her and, with another lip-locked kiss, he smoothly entered her, getting a pleasant little reactive moan as they connected tongue to tongue and cock to cunt for this first of many copulations. Showing simultaneous concern for the other's state of arousal, they took time and attention to please the other, holding back the inevitable ecstasy. The conjoined pair worked slowly into mutually timed orgasms and Ned poured forth into her womb the first of the weekend's intended doses of his manly liquid gift.
*** Virginal First Time Memory ***
Decoupled and recovering, Ned lay naked among the throw pillows as Kellie's naked body cuddled against his. His arm circled her shoulder as her head lay in his pectoral bend. His fingers circled her nipple, still erect in the afterglow emotions. He rolled and tweaked the stiff nub in idle affection.
Their first fuck had been delightful, easing off the initial peak, and boded well for the days ahead. Even though there was never enough time for these special sessions with a favorite coed, he wanted to pace himself and space out the fucks so that each would be wholly fulfilling for him. Kellie could take care of her own expectations.
Habitually, the rigors of sexual training meant he had to deny himself impetuous gratification in order to properly enhance young coeds' stamina or techniques. But now, after years of graciously focusing on coaching countless young ladies in learning the skills to be perfect mates to world-wise alpha males, he owed himself this befitting self-indulgent session.
Kellie was demonstrating those learned tangible skills now; her fingertips skimmed his prone body: nipples, tummy, inner thighs, slowly circling his groin but avoiding his flaccid cock lolling aside, its plump head pointed away from her.
He mused on their first time together in her pre-promotion freshman evaluation assessment. She had been busy then, as now, in touch arousal; confirming her freshman practiced abilities to satisfy a man without resorting to the, as yet then, forbidden coitus or fellatio. She had succeeded admirably in giving Ned a very satisfying handjob, timed with pauses to relax and then raise his ardor to draw out the orgasmic conclusion.
He remembered being spellbound by the talented girl and had decided there and then that her introduction to vaginal penetrative sex was due.
Back then, at poolside, seated next to him, engaged in idle chatter, with her topless beauty on display, he couldn't wait to get into the adorable little shaved pussy he knew was nestled in the white cotton bikini bottom. He took her hand and casually promenaded her around the pool deck, belying his urgency, letting his comrade guest coach tutors get a good eyeful of the young virgin coed they knew was destined to soon be transformed by Ned into a woman.
In his suite, he adroitly removed her bikini and laid her in bed. Getting in next to her, he pulled her atop his prone body, feeling her tits weigh softly on his chest. A kiss for calmness and a barrel roll got him properly atop her. He kneed aside her thighs and settled his fat knob against her virginal wet labia.
Kellie hoped that this would be the man and the moment she pined to experience. She widened her legs giving Ned the access he required to easily slip his cock inside and pierce her maidenhead.
Ned felt her body open and relaxed in cooperation with the deed. He was ready and pressed against the split pink flesh, pushing in, a little back to gather moisture and in again, a little deeper. More shuttles gained him inches until his cock tip felt a resistance. Taking a deep breath for power, Ned felt her body tense in his arms just before he rammed against the vaginal barrier and broke through. The force of his thrust sent him all the way down her tube and he felt a second resistance when his tip banged her cervix.
His ears heard her muffled cry: pain, woe, delight? He wasn't sure and, in his hyper-aroused state, didn't really care. His hips cycled smoothly as his strokes started long and slow, caringly easing her discomfort as her tight little channel distended to accommodate his bulk. But he was feeling the verve of yet another virginal baptism and irrepressibly quickened his pace. His roaring orgasm was overwhelmingly intense and Kellie earned his enduring approval.
Those thoughts helped in bringing the present Ned to growing erection again under Kellie's learned ministrations.
He asked her to give him her side of the dual first enjoyment and she fell for his rouse. Her story told of fear, courage, suspense, and finally resignment to the inevitable.
Ned was intrigued by her tale and became fully aroused. She welcomed his stiffened reaction and asked him to fuck her now, just like he had then, during their first time.