The Head Master and Mistress Missy

byKethandra©

Leaning Trudy back against the counter, hand working between her legs. She bent and flicked a tongue, one he could watch, slim and pointy and pink, over the center of the light brown half dollar. Trudy's slack jaw closed. Her eyes opened.

The hand circled, harder. "Full of hot fresh cum."

Trudy's lips pursed, a silent 'oooo.'

Pink tongue flicked again and he saw it now, the tiny raised center, a perfect rounded monolith in miniature. "And someone to suck her tender..."

Flick. The shoulder and arm slowed.

"Tasty..."

A softer, unhurried lick.

"Little nipples..."

Ever so gently, lips kissed a nibble around the tiny bump.

"Until you explode."

The arm moved, hand plunged up between shuddering thighs. Muscles began to flex with sudden rapid motion. The whole nipple, areola included, disappeared, sucked into her lips. A sharp pink tongue flashed out from under the seal briefly.

Trudy howled. Her lips stayed pursed, her eyes stayed open, staring up at nothing but the early morning light on the plaster ceiling. The sound was plaintive, despairing, a cry of the lost.

"no." It was a tiny word, barely voiced. She was panting, eyes wild when she finally looked down.

Missy smiled up at her, lips millimeters from the wet reddened nipple. She nodded. "Yes."

Trudy shook her head from side to side, eyes tight at their outside corners. 'no.' Her lips made the motion but there was no sound at all.

Missy nodded again, slowed. Blue eyes held the brown ones as lips found the nipple again. He could see the sharp little tongue working inside sucked-in cheeks. The brown eyes pleaded. Failed. Then squinted tight as she came.

Trudy's chest, neck, face flushed red. With the first deep spasm racking her, Missy spun the arching body, guided her back and down with a small but strong arm cinched around her waist while the other hand, now soaked, was still buried three fingers deep, clasping and massaging her pulsing center. Her erupting center.

He heard the sound of splashing on the floor before he saw the flood of juices leaking around the small hand. Watched the smaller girl, so agile and graceful as she lowered Trudy safely onto the pile of pillows and blankets they had deposited there last night.

On her back in a pile of softness, the dark haired girl let go.

"Oh. Yes. Sexy girl. You show us how much you like to cum." Missy kneeled above her, straddling one spread leg. He could see her little thumb, flicking, teasing, side to side, above where her fingers disappeared inside the now violently shaking body, rigidly arched above the piled pillows.

Trudy's shallow, rapid breaths had a dull voicing. "Uhuhuhuhuh. Uhhhhh!"

The last was sharper and signaled another outpouring of juices around Missy's fingers.

"Poor baby just needed some hot cum up inside her." Forcing her fingers in deep, Missy grinned as more liquid squirted noisily out around them. As the climaxing girl below her gasped for air.

"There's more inside there, isn't there?" The hand slowed, feeling her. "You've been holding back."

The rhythm the fingers adopted was not too slow or too fast, but began deep and pulled back only an inch or less before pushing back in. Then out, halfway or more, for another deep return. Short, deep. Long, deep. Short. Long. Steady. Even.

"Oh god no. Please." Her arch returning, Trudy whispered it at the ceiling.

"No more holding back, sweetie."

"Please."

"Poor baby was so cruelly deprived last night. Isn't that right?"

"Uh."

"Isn't that right, baby?"

"Uh. Huh."

"Good girl." Missy reached out, let her flat downturned palm stroke over a quivering breast. Not squeezing, no fingers, her hand moved as though she might be rolling a ball of dough. She moved a second knee between the curvier girl's legs, spreading them wider.

"You wanted to feel his cum inside you so bad."

"Uh-huh."

"Cumslut."

"Uh-huh." Eyes closed tight, Trudy managed a pout. "Can't help it."

"Cum. Cum, sweet baby!" Short. Short. Short. The pace almost doubled. Fucking her with a little pointed, folded-in hand. "Show him what a slut you are, how much you crave being filled up, feeling him pumping inside you. Show us."

She did. She screamed. Not a sharp, piercing scream, but a guttural hoarse howl.

He felt himself rising. His breaths were shallow. Without deciding to, he stepped closer to the two on the floor. Part of the motivation was for a closer, better view now that Missy knelt directly between the spread legs. Legs now stretched out straight, straining in the air.

The howl lowered to a murmur; the legs began to move. Feet idly pedaled a large vague bicycle in the air as the overwhelmed girl panted, her hands squeezing handfuls of comforter, her eyes clamped shut.

He leaned over the crouched blond, saw the spreading wet spot she was encouraging with fingers still working into the source of the moisture, thumb working a slow massage just above.

The weight of his head changed as blood flow returned, starting with the extremity, inspired partly by the repeated orgasms of the sexy young graduate he was witnessing, but at least as much by the dominant, confident control of the tiny girl making her friend climax again and again.

Splitting two fingers in an upside-down peace sign, he wedged them around his base, shook the thickening shaft. With no sense of urgency he stroked himself, watching.

Missy's hand slowed, her touch lightened before it again disappeared from his view. She leaned forward enough to lower her lips over a nearly-smooth nipple, her gymnast's hips rising under him.. He heard the slow slurping, saw big brown eyes open.

Trudy looked up at him, saw him looking, leaning close, stroking. Swelling. Her hands found the blond head, pulled it close, tucking it against her at the base of her throat. Arms wrapped around Missy, holding her close.

Planting a kiss on the girl's head, Trudy wrapped her legs behind the smaller ones kneeling close to her. Feet locked around the backs of knees, pulled them wider as arms held the tiny frame close.

Trudy stared up at him, grinning. She stroked blond hair. Her eyes dropped to his waist, saw what she wanted to find.

Teeth biting into lower lip, silent words shaped her lips. Familiar words. "Fuck her. Fuck her now."

The brown eyes dropped again, stayed on him. He stood out now, not fully filled and rigid, but heavy and perfect for what she intended. He dropped to his knees between Missy's spread legs, behind her. He saw her own glistening before his hand found it as it reached the top of one smooth inner thigh.

"Oh." High pitched, surprised. Trudy wrapped her arms tighter, held her usually dominant little lover tight.

"Ahh!" His hand had roamed up over a small, very round cheek before pausing while a thumb explored lower, again finding a slick invitation. He accepted, slipped inside.

Missy squeezed tight around the thumb, squirming, held tight. The thumb pressed on, deeper, his fingers enjoying their journey into a magic valley, separated by two polished hemispheres.

She had offered up Trudy, unsuspecting, last night. Just now she had forced groping, tormenting hands on the protesting girl. She had touched his constricted sack, an unexpected invasion. He waited for her protest.

He waited in vain. She struggled, some. She whined, and growled, and made sounds that might be interpreted as unencouraging. A hand still stroking himself, he eased the thumb deeper with a constant pressure. He stopped only when he felt the its spreading base stretching, widening her.

Her breaths were deep. A ragged drawing in followed by an explosive, grunting exhale. "So. Fucking. Full."

He laughed. "Too rich."

She struggled then. He pulled the thumb from her and heard a surprised squeak. Then the hand was in the middle of her back, pinning her down. Trudy, under the smaller girl, grunted at the sudden pressure.

"I didn't mean you." She probably was too rich, most students the Academy were, but he was laughing at his thumb filling her up so. "It's about time you learned what fucking full feels like."

His stroking hand aimed his tip where his thumb had disappeared, where the twin globes tucked under into wet dark shadow. He had just cum, impossibly hard, inside Trudy. He had cum three times last night, and felt like he'd hardly slept. It surprised him he was up enough to stuff his way inside her, rather than feeling he was falling short of being fully erect.

Thumb and forefinger guided his puffy head to her opening, his shaft held straight by its passage through his hand. He hoped his flexibility would make this easier, for him and for her. He didn't want a repeat of last night's forcible reaction. He pushed forward and in.

Missy blew out a steady, concentrating breath, the athlete preparing for her vault onto the beam.

No wider than the spreading base of his thumb, the head entered smoothly. It met resistance almost immediately.

Twin impulses whispered to him, arguing. He didn't it went to hurt her, and nervous hesitation to cause a repeat was a distraction from his full arousal. Perhaps a good one, as he was at least part way inside this time, and no cries so far. The other side saw, smelled, heard, wanted to taste what was being offered. It wanted to pound into the little tease in front of him, pound her down into her sexy, curvy friend.

The hand pinning her down massaged tight-strung back muscles. "Relax, little girl."

He pushed, met the same contracting resistance. "I don't want to hurt you, Missy. Let go. Don't fight it."

She blew out another long breath. He pushed, and again, could feel his shaft flex in his hand rather than push deeper between her struggling walls.

"Relax, baby." Trudy whispered, kissed the side of a blond head. "Please."

He pushed once more, felt her body resist. His shaft and head seemed to be softening with the delay and distraction. Without any substantial force, he kept light pressure moving forward, pushing against girl.

"I love you, sweet girl. Open up for me, baby." Trudy again, her voice low and soothing, pleading. Almost aside, she added, "Oh fuck. He pumped so much cum up inside me."

Missy groaned. His head slid deeper; a breath blew out harder, sharper than before from below him. Leaning in close, he fed more inside her.

"Uhhhhhh!" The groan changed pitch, sounded of surrender, giving in. "It's really going in."

Trudy honked a short laugh at her petite friend. "That's the idea."

He felt himself swelling, stiffening again when he heard and felt the domineering blond give in. He pushed, now needing less support from his feeding thumb and fingers.

"Oh. Oh god." She blew air out of tight lips.

"Don't be scared: I won't stop." His smile was almost a sneer as he reassured her from a groundless fear.

"Uhhh!" She responded when he inched more inside her. "I...oh shit...I wasn't really...uh!...worried about that right now."

He sunk his fingers into the firm little hips, securing his grip. There was no room for his hand on his shaft now, and no need. He was almost all he way inside her and growing toward completely erect. He pushed forward while he pulled her back onto him.

"Ahhhh!" Her ass hit his belly. He held her there, close to him. She squeezed, achingly tight, but her body not attempting to expel him like before. "So. Damn. Full."

Missy's voice was full too. Of wonder and surprise. He could see her clenched smile as Trudy held her head. He twitched, blood flowing, swelling him within her. With her held snugged against him, they both felt his head push walls aside deep inside her, felt him lengthen, thicken, grow, with nowhere to go but further up inside the tiny gymnast.

Holding her tight, his hips began to pulse. Tight, small thrusts, pulling back only a fraction of an inch before pushing in deep. Missy's groans began to match his pace. "Uhh. Uhh. Uhfuck yes. So...uh...full."

"Yeah. The little slut likes it." Trudy kissed her friend's forehead. "Don't you?"

Missy cranked her face up, found Trudy's lips to kiss. "Oh. Uhh! God yes."

He watched the kiss renew, deepen. He pulled back more, thrust in harder. Fully erect, he fucked her tight, finally relinquishing little body. Muscles clenched down her back as the kiss, the moans explored the border between pleasure and overwhelming sensation.

Trudy shifted, her eyes finding his above the two girls. She slipped one hand between her body and the trimmer one above her. Her whisper was rapid, encouraging. "Do you wanna cum, little girl? Do you wanna cum with that nice, hard cock buried deep inside you?"

With her words, he felt her touch. Fingers worked the sopping spot where he entered Missy, forcing themselves into the narrow gap to massage the little blond's sensitive and overwhelmed pussy, two of them stroking in a V around the root of his rigid shaft. It reminded him of the reversed situation against the counter, with Missy stroking his sack from behind, and his filling Trudy's belly with wave after wave of his seed as she came around him. His balls pulled tight at the thought; he knew his own eruption was again imminent.

"Not nice. Uhh. Not nice at all." Missy gritted the whisper out, breathless.

He pulled back, allowing the V to stroke his cock until the fingers neared the ridge at the base of his head. Giving Missy's body no time to react and clamp down, he pulled her little hips back onto him immediately, shoving himself deep inside.

"Yeah, baby." Trudy's low voice continued. "Feel that? Feel how close that fat cock is to cumming deep inside you? Pumping you full of that delicious cum? And you know I'm going to suck it right back out of you."

Missy howled, at the combination of her friend's words and the overwhelming sensation of him again pulling back, again impaling and stretching her wide, full, open.

He heard a rushing roar behind his eyes, inside his head. A tingling grew down his spine, increasing its volume and intensity. His balls were sucked tight up against him. His breaths were ragged, barely conscious gasps as he plunged into her hard a third time, her howl increasing in volume and pitch. Trudy's fingers worked faster.

"That's it, sweetheart. Cum for me." Trudy's eyes again locked on his. "Do it. Fucking fill her little twat with your cum. Now."

Somehow he did. He erupted on command, pinning her hips back to him, holding himself buried as deep as possible as his body pumped stream after stream inside her.

Missy's cry dropped off into a series of low grunting moans as her own orgasm joined his. "Nuhhh. Uhh. Uhh. Nuuuuhhh!"

Looking down, it seemed as though every muscle in her athlete's body fired at once, spasming along with the tight clenches he felt crushing his still-pumping shaft. She squeezed hard around him, but the spasming walls now milked him, almost begging for more, rather than crushing, attempting to force the invader out.

"Ohh!" Trudy's lungs were forcibly compressed when the other two collapsed on top of her, spent. He rolled to one side, one hand still pinning Missy close to him, rolling her with him so he'd spoon behind her, tiny shuddering spasms continuing to tease him inside her. Trudy rolled onto her side, keeping the two girls' faces close.

They kissed. Soft, open, moist. Missy's voice was unusually hesitant. "I think I'm gonna be sore."

Honk. Trudy laughed. He reached out, past the little form impaled on him, stroked down over the brunette's smooth, soft curves.

He chuckled along with her, then jumped when the telephone rang. Missy squealed in surprise as he slipped out of her, making Trudy honk again. The sound cut off when she saw him stand: still full and thick, shining slick. Trudy licked her lips, pulled the little blond even closer. Missy tilted her head for another soft kiss.

"Shhh." He stepped to where the phone hung on the kitchen wall, gave them a stern look.

"Yes, Dean. With no heat, I had to put her in my spare room. She's sleeping now.

"No. No, Dean. She's actually been surprisingly good."

Missy looked as though she was going to pipe up and protest. Trudy put a finger to the blond's lips. Playfully, Missy tried to bite it.

"Six? Alright. I'll make sure she's ready."

"No. No, really. It has not been a problem."

"You too. Thank you. Stay warm." He hung up the phone.

"What? What problem? What's a surprise?" Missy stood on her knees, fists on hips, tiny naked body on display.

"Nothing." He ruffled blond hair. She pulled away, trying to look indignant. He sank down on the pile of blankets, snuggling in behind Trudy's curvy rear. Missy glared at him. "I was just teasing you. Dean Witherspoon just thanked me for my extra, unexpected dorm duty.

"Now the news. Missy, your flight is back on for tonight. The roads are scheduled to be cleared and Coach McClellan will drive you to the airport in his Bronco. The Dean said he'll be here to pick you up six."

"Six tonight?"

He nodded, looking at the wall clock. "Almost twelve hours from now."

Trudy considered with her chin in one hand, nodded her own agreement. "That's enough time."

"For what?" Missy's indignance was replaced with curiosity.

Trudy yawned. "For us all to take a nap. And then for me to get this old-timer hard again and watch him fuck you another time. I gotta make sure that last one wasn't a fluke."

Missy squealed, falling back on the pile of blankets when Trudy slipped a hand up between her thighs. They both laughed, the little blond's soft tinkle all but drowned out by the brunette's happy honking bray. Even in play, the smaller gymnast ended up on top of Trudy.

He smiled as he swung open the heavy iron door of the stove, added split pine. A hand snaked in to tilt one piece of wood up enough for more air, more quickening oxygen, to draft under and around the new fuel once the vent was opened and the door shut tight.

When he stood, the growing fire roared, whistling more air through the narrow vent. Rising heat sent soft pings from the expanding joints in the black metal stovepipe as turned back to the girls.

The End

Postscript:

Don't believe everything you read. It may say 'fiction' but turn out factual. And many well-known facts are total fiction. But in this case, I can confirm that the above fiction is my writing. Not surprising, as it was taken from my desk during an illegal search. It may even include bits that are true.

I appreciate the outpouring of support during my brief exile to my own literary and legal Elba. I am hopeful that we will soon have your favorite adventures of Mistress Missy and the Head Master available again in both print and digital editions as well as some exciting new ones, based on what Trudy reports on the new recruiting class.

In the meantime, I hope you enjoyed this 'origin story'. If you did, vote, comment, let Kethandra know you want more. And may your holiday be as memorable as the above one was for a certain snowed-in young teacher.

- Dexter Wayne, called the Head Master

Report Story

byKethandra© 7 comments/ 37850 views/ 35 favorites

Share the love

Similar stories

Report a Bug

Previous
5 Pages:345

Please Rate This Submission:

Please Rate This Submission:

  • 1
  • 2
  • 3
  • 4
  • 5
Please wait
Favorite Author Favorite Story

heartSlickDickRick, DamienPS and 33 other people favorited this story! 

Recent
Comments
by Anonymous

If the above comment contains any ads, links, or breaks Literotica rules, please report it.

There are no recent comments (7 older comments) - Click here to add a comment to this story or Show more comments or Read All User Comments (7)

Add a
Comment

Post a public comment on this submission (click here to send private anonymous feedback to the author instead).

Post comment as (click to select):

You may also listen to a recording of the characters.

Preview comment

Forgot your password?

Please wait

Change picture

Your current user avatar, all sizes:

Default size User Picture  Medium size User Picture  Small size User Picture  Tiny size User Picture

You have a new user avatar waiting for moderation.

Select new user avatar:

   Cancel