Jen, a Pony-Girl Story

by A. Broadsword
- do not use without the author's permission.



Synopsis: Jennifer Fforbes a executive PA and an enthusiastic amateur pony-girl is tricked into becoming a full time Pony.
Another unpublished 2008 story updated and uploaded following a request from a reader who likes my earlier work better!

Beginnings.

"She certainly is a beauty Jack" Phil Reilly agreed.

Jack Newbold gazed lovingly at her long swan neck so supremely elegant in the dazzling white backless ball gown she wore as his partner at the Pony-club Ball.

"Yes Phil she is," Jack agreed.

Phil turned and spoke seriously to him, "But not a winner"

Phil had an eye for these things, Phyllis Reilly, statistically the all time most successful Pony-girl trainer in America,

Phil continued, "You pay top dollar for my time Jack but I can only do so much."

"But Phil," Jack pointed out, "Jenny came second in deportment, she is an amateur, Phil, it's unprecedented"

"Yes, she's good Jack," Phil agreed, "Fantastic actually, by far the best I have trained, but the occasional evening and Saturday is all I have, and the other girls she competes against are in full time training, guys don't work in an office all week and play pro football on Saturday, and this is the same. I have done all I can but I don't get the time to get the details right."

Jack looked at Phil, and again at Jenny, Jennifer, his PA and fiancée, whirling around the dance floor in a Viennese waltz, talking and dancing with owners so soon after her near triumph.

"I need a win Jack," Phil reminded him.

"I know Phil," Jack agreed, "Second is no good to you, its that top step"

"I can't force you," Phil admitted.

"What exactly could you do differently with more time?" he asked.

"Arms, she can't get her elbows together," Phil suggested, "The lashing looks wrong, ugly that's where she loses points, with training she would be so much more elegant."

"How about if she came straight from work?" he suggested.

"She would find it too much," Phil explained, "No she needs to be in full time training, or back off, accept she is just making the numbers up and I'll find someone else to work with."

"Show me the barn again," Jack requested.

They left the genteel gathering it the high oak panelled Ballroom, the small orchestra playing, the rich and elegant members dancing, diamonds glittering, against thousand dollar suits, down interminable passage ways to emerge into the cool night air, the Gravel crunched as they crossed the moonlit yard, an owl hooted in the distance.

They rang for the watchman and looked idly back at the Grecian columns framing the front entrance to the mansion and the incongruous Art Deco ball room add on they had so recently left.

A voice on the intercom, "Yes"

"Phyllis Reilly and Jack Newbold to see Oriel"

"Come on in," the voice replied.

The lock clicked and the handle was suddenly free, they walked in. A typical high airy American Horse barn, hard concrete floor, the rows of stalls with blue painted top and bottom stable doors, A guy in blue coveralls beckoned.

They walked towards him past the doors to the individual stalls, sound of rustling and breathing indicated many were still occupied.

"Hi. how is she," Phil asked as she saw the young stable lad who answered the intercom.

"Fine, disappointed of course," he replied.

"Does she understand what she did wrong?" Phil asked.

"I guess so, you're the trainer," he replied.

"Here she is." he announced as he opened the top element of the door.

Oriel stood passive, her back to them, Jack noted her arms brought behind her back and bound tightly together from wrist to elbow, now in her training tack, the tarnished brass and worn leather no head dress plumes or tail, but still the high polish of her boots the task of fitting and removing them not to be undertaken lightly.

"Hi Oriel" Phil stroked her shoulder, "are you disappointed/"

Twice she stamped her left foot.

"Do you want to talk," Phil asked.

She replied with a very firm single stamp.

"Do you need a cock?" Phil asked.

She stamped twice, Phil looked at Jack quizzically,"It would mean a lot to her," she said.

"But she is filthy!" he replied. Her dung on the stall floor and the stains on her buttocks showed where his concerns lay.

"Quiet," Phil ordered, "Either you help her or it will have to be my riding crop."

The young stable lad in blue coveralls coughed quietly, "I have a bucket of warm water and a sponge if you wish to mount her sir."

"Thank you," Jack replied, "Yes Mrs Reilly will attend to her while I adjust my dress."

Jack felt strangely self conscious as he watched the young man carefully soaping Oriel's rump and legs and the exquisite care with which he cleaned the soft folds of her rather pronounced lower lips, Oriel's breathing had deepened and Jack sensed the love Jenkins felt for his charge, and saw how she responded.

"Is there anything going on between those two Phil?" Jack asked.

The young guy blushed bright crimson, but before he could deny anything Phil laughed. "I don't know but by the size of that bulge he sure wants to!"

The coveralls strained, as the young man stood aside, to allow Phil access to his charge and Oriel squealed in delight as the handle of the riding crop loosened up her vagina while with her other hand Mrs Reilly caressed her nipples,

"She is hot and ready for you," Phyl suggested.

Oriel bent over offering her rump to him, "I think she wants you, ah." Jack suggested to the stable lad.

"Jenkins sir," The lad explained.

"It's against policy. Jack." Phil warned but Jack over-ruled her.

"I guess we can make an exception here, if you want to, Jenkins?" he suggested.

"Yes sir, thank you sir." Jenkins agreed.

"Get on with it then," Phil suggested as she handed Jenkins a condom and as she watched Jenkins undid a few buttons and pushed his shorts aside to release his manhood. he pulled her part way from the stall so she could bend forward displaying herself to him properly and he grasped her round the waist and prepared to enter her, he was tempted to use the smaller tighter hole but ploughed instead into her waiting cunt and started to pleasure her.

"I dreamed of this Oriel." he whispered in her ear as he humped into her

Jack remembered her when he had first known Oriel, she had been an office junior, and before his father had seen her potential and paid for full time training, they had snatched brief moments of sex in the stationary store, long ago now, before his father's accident. He watched as Jenkins cupped her breasts in his hands, nicely rounded, not to big so as to sag. maybe a B cup but it was long since she had worn anything so whimsical as a bra; leather, leather corset. leather boots leather straps, and a silver plated bit, the uniform of the Ponygirl showed off her bronzed flesh.

"It must be three years now" Jack muttered.

"Yes Jack, and just one third place," Phil reminded him, "She needs her thighs done again, and she forgot the routine, perhaps we should accept she will never be more than a supporting act, a good looking one. Jen is our best prospect by far if only we could get her arms right, her elbows together."

Jack watched Jenkins thrust into Oriel with renewed vigour and was gratified to see how Oriel ground back equally as hard, her muscles milking his rock hard cock, "I'm coming Oh god oh gosh" Jenkins squealed as his face contorted in ecstasy.

He pulled out staggering backwards, Phil grasped his member pulling off the condom and wiping it with wet then dry cloths, he stiffened, once more to his embarrassment then the the same thought crossed their minds together, then a shake of the head.

"No leave her." Jack ordered. "I think we should consider asking young Jenkins to keep her satisfied if she performs well, how about it?"

"I got carried away sir." he apologised.

"No, you did well,"Jack reassured him, but unless Oriel improves she will have to be retrained as a girl, maybe you are the guy to help her through the changes?"

"I guess," he said expectantly.

"See she much more content now," Jack observed, "do you want Jenkins to fuck you regularly?"

Oriel stamped twice, gently.

Jack smiled, Ponygirls were his father's passion, the family tradition indeed but for the war his Grandmother would have been all America champion 1942. and his Mother had been a very successful amateur.

Jack now handled the stud's affairs, his father watched from his bed since the stroke, but Jack's dilemma was desperate, his fiancee, was possibly the best natural pony girl of all time and if trained she could clean up the next season but untrained she could be his wife right now.

"We need wins, Jack," Phil reminded him, "The operation is barely breaking even, we need results, Fifty Thousand for second Two Hundred and Fifty thousand for the win Jack, that's the difference."

A transport arrived and they watched as the pony-girls were let out of their stalls one by one and led up the tailgate ramp to be secured, each girl in her own tailored foam insert, exactly matching her breasts, with a chin rest and straps, often he girls travelled lying on their fronts but this one had them leaning forward, but strapped in.

"Thats Colin's string," Phil explained, "Achante missed a hurdle or she would have beaten Jen."

Jack sat on a straw bale, "I don't know, I sleep with her Phil," he explained.

"No shortage of wlling replacements" Phil took his hand and placed it on her own warm crotch.

"I want her to have my babies," he added.

"Plenty of time," Phil observed, and they made their way back to the Ball.


Only Second Overall.

"You are quiet."

Jack Newbold observed as Jennifer Fforbes, his PA drove her Corvette through the tortuous turns of the highway back to town.

"You were second overall, are you not pleased?" he asked

"And twenty seven places ahead of the next amateur" she smiled.

"Phil says it was the arms" he probed.

"Always why was I not first, never the success," she sighed.

"But you are so close, Jen," Jack observed

"I can't help it," Jen explained, "I need to work and that spoils my posture, and I like my work, I don't want to sacrifice that for transient success.

"You don't need to work, you will be paid to train," he assured her.

"What live like an animal? No thank you, I do this for you," she replied, "I think I do enough"

They drew up outside the apartment, "Are you putting the car away?" he asked

"No," she explained, "I want some time to myself, I will sleep at my own place."

He waved goodbye as she drove off.

He made his way to bed.

A clock struck Four A.M. He sat frustrated and concerned, he needed Jen here, in the apartment, taking his cock, he looked across at the big house, where an army of nurses ate the companies profits as they nursed his father.

He remembered a calling card, a street girl, a call girl, anytime she had said, call anytime, he dialled, "Its four fucking twenty what do you want," she replied.

"Hi its Jack one thirty two Greebe " he identified himself.

"House call is a hundred dollars and I can be with you in twenty minutes." she suggested.

"Make it ten," he ordered.

She arrived in ten, her tracksuit soaked with sweat despite the cool night air, she was no beauty, her wide snub nose fat lips, her huge tits sagging and heaving, her fat hips, but she was willing, willing to turn out in the middle of the night for him.

He sat by the door in his bath robe and as soon as she entered the hallway he was undressing her, the tracksuit spilled down round her ankles and his condom clad member speared easily within her voluminous cunt, her ebony skin gleamed and his pink Penis in its clear condom made a strange contrast as it pistoned in and out.

"What your name again," he asked.

"What ever you want it to be lover," she replied.

"Stay till morning?" he requested.

"I want breakfast," she countered.

"Of course, waffles?" he offered.

"Lovely" she agreed.

He stiffened again

"Anal is extra." she reminded him.

He reflected, Anal was not on the agenda with Jen, foreplay; one fuck, vaginal, position optional, then sleep, those were Jen's unwritten terms, yet here with a cheap street whore everything was available.

He woke around eight thirty and rang Jen, he got her answer machine, perhaps she had gone to training.

"Girl trouble huh," He turned as he heard the voice behind him,

"Come back to bed and forget her" she offered.

"I got Waffles," he offered.

"Later" she took his hand and led him away, he gazed at her sagging breasts, dirty short black hair, and her sopping wet cunt.

"How much extra is this" he asked.

"On the House, I guess you will be needing me real often from here on in"

He drove her home, to a street corner on the way to Church