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Another unpublished 2008 story updated and uploaded following a request from a reader who likes my earlier work better!

Memories.

Jen thought back to how it used to be, when she first came to Newbold Associates, she knew they were into property and investments but the Ponygirl involvement was a surprise.

Jacks father, Jack senior, had first let her discover this facet of the company's activity.

"I need someone to accompany my Wife and I to the Pony Girl ball with the Crown Prince, take notes and all that"

"I guess I can do that" she had answered.

"You know about Pony Girls," Jack senior asked.

"Know what?" Jen asked?

"Well you had better look at these", and he produced pictures of a naked lady dressed harnessed like a Horse. "My Mother, nineteen forty one"

She did not know what to say, "She is beautiful" was the best or was it worst thing she could think of to say.

"My wife did some but we had young Jack and that was that: So you are not shocked?" he asked.

"No Sir!" she had said more confidently than she felt.

"Then that's a date," he confirmed.

They drove out, Old Jack, his wife and her Jen, in the Limo to the glittering Ball, Pony-girl memorabilia was displayed and pony-girl portraits hung round the sides of the Ballroom.

"Are you thinking of joining?" A girl her age asked, Jen stared in disbelief at the girl dressed in the leather pony-girl uniform, her breasts and sex revealed to plain view yet with her bit hanging loose she was talking to guests quite un-self-consciously.

"Oh no, just taking notes." Jen told her .

"You should join, the facilities are divine," the girl suggested, "gymn, pool, sauna!"

"Is it expensive?" Jen asked.

"No, silly, as long as we perform, compete in a few shows we get it all free, " the girl assured her.

"Perform"? Jen questioned.

"As Ponies," the girl confirmed

"Oh I could not do that," Jen replied.

"I thought that at first, the girl told her, "but, gee when I tried it was fantastic, the guys drooling, you see they can't touch, only look, the arena you see" the girl motioned to an approaching figure. "Look here is my Trainer,"

Phylis Reilly had entered Jens life.

"Ah Miss Fforbes, Jack said I should look you over." Phil greeted her.

"And you are?" Jen asked.

" Phyllis Reilly, best damn Ponygirl trainer there is, come and see the girls"

She followed Phil down to the Pony Barn and recognised Sandra from accounts, and Bob Andrews' PA standing around, dressed in full Ponygirl regalia, Jen felt over-dressed in her business suit.

"Is it not horribly uncomfortable with that thing in the mouth, and why they have all got their hands tied," Jen asked.

"Oh no I show you, do you see," Phil ushered her into a small room lined with lockers where the girls changed, she took a bridle from the wall,

"Its soft see" she said as she placed it on her head pulling her hair through the loop at the back, then she had added the rubber bit,

"Heffog lump," Jen answered.

"Yes it is hard to talk, look you're dribbling," Phil slid Jen's jacket from her shoulders and wiped the spittle with a tissue, before hanging it in a locker, her white blouse and skirt followed and Phil quickly and loosely fitted the belts around her breasts and round her waist. she quietly cuffed Jens hands behind her back and attached them to the main belt.

"Comfy" Phil ignored her reply but closed the door before pulling down her panties.

"Regulation underwear only, she slid regulation pants up her legs, a vee of canvas front and rear with a cord tied with a bow at each side, she also removed Jens Bra replacing it with a similar canvas and rope creation to preserve her modesty.

Finally Boots, high heeled boots in black leather, "Not proper boots it takes months to learn to walk on the balls of your feet but these give something of the idea"

Jen had started to admire herself in a mirror when a bell sounded, "Novice deportment, come along you might get a prize"

Phil led her from the room and she was relieved to see several similarly attired girls in front of her

Jen had followed and as the ball room floor cleared she and thirty other young ladies had paraded round the hall, Phil had her stop by the Judges where she got several 5s and then they crowded round to hear the judging.

"Third place Miss Reilly's entry," the head Judge announced.

"You got a third," Phil beamed, "That means you can join the intermediates, quickly, see if you can manage the heel less boots."

She had managed the boots somehow, although they felt very strange and without further ado they went to follow the other Intermediates contestants out Jen noticed they all had bare buttocks and bare breasts, she wondered why and as they entered the arena Phil pulled the knots and her own knickers fluttered to the ground and her bra disintegrated into canvas and string.

She felt humiliated yet the crowds cheers seemed to please her, fingers pointing at her, not the others but her, she had straightened up, playing to the crowd, "Push your breasts out they are a bit small," Phil had whispered, and that was her introduction. She did not get a prize for Intermediate but Old Jack was ecstatic and his wife so thrilled that Jen had been talking for fifteen minutes after Phil removed her bridle and bit before she realised she was actually naked in a room full of people as indeed were most of the other girls.

Jen also met the Crown Prince and Jack's son, and many other influential people, and had signed up as an associate member before the fairy-tale ended and she re emerged as an ordinary girl again.

It was Jack senior who had sealed her relationship with Jack, she could not believe she had done it, looking back, but Jack senior had asked point blank if she liked Jack, and when she said yes, he said "Enough to let him fuck you"

She had been so embarrassed, but said "Yes"

"Stupid boy is shy, come over the house at seven, Phil is coming and I'l get this show on the road."

And in he stables, with straw on the floor, Phil had helped her undress then dressed her in full tack, and waited,

"Little present in the Stables for you son" Jack senior advised his son.

And Jack saw her and fell in love, she clutched a piece paper in her tiny hand "Yes" it said

"Can I?" he asked.

She waved the paper and soon her was deep inside her, wrenching, tearing her almost virgin cunt, the bit stifled her cries as he pleasured himself and took her too through he pain to ecstasy.

That had been the high water mark of their passion, the last time in the office had run it close but she now realised he really saw her as an animal not an equal.

Training Again.

The morning sun brought the morning routine

Phil arrived, "We will try you with the high collar," she announced, "It will feel strange but it keeps your head up."

She placed the leather against Jen's neck and started to tighten the straps, Jen fidgeted

"Where is it tight?, Top, one stamp for no two for yes, Top?" one stamp, "Middle?" one more "Bottom?" Phil asked.

Stamp stamp, Phil loosened the strap, "better?" Stamp Stamp.

Suddenly anger flared and Jen lashed out at Phil with her foot , how dare they kidnap her like this.

"Stop or feel the whip," Phil ordered and Jen stilled.

"Bad Pony, Pony must not kick, Pony will do damage," Phil spoke as if she were some kind of half wit but Jen felt something being tightened round her legs, just above her boots, holding her thighs firmly preventing the swing needed for a kick.

"Pony needs something to calm her" Phil gently caressed Jen's breasts, despite herself she felt her nipples start to stiffen, she felt something cold, on he nipple contracting squeezing maddeningly she could not see.

"Jack said no piercings so these are clamp on, see, she showed her the tiny clamp on silver bell, " little nipple bells, pretty, make Pony look pretty" she was unable to respond. She felt an unwanted sensation within her, dampness, surely she she should not find total helpless a turn on.

Jen felt Phil's fingers stroking her clit then the fingers slipped within her, tormenting her "I wanted you so much, you never guessed did you," Phil cooed as she eased a finger into the warm inviting moist cavern between Jens legs,

"You will like this," the finger withdrew Jen felt suddenly lonely, she wanted it back, the attention, then something larger, something cold and hard easing within.

"You like that don't you?" Phil asked.

No she couldn't like it, she felt Phil fiddling between her thighs the collar prevented her seeing the tripod with a dildo on top which Phil had assembled beneath her.

"There just bend your knees," Phil ordered and Jen obeyed and the intruder eased in, Jen straightened in surprise, "Yes you can pleasure yourself." Phil advised her and adjusted the tripod to ease the dildo further within Jen's sex.

Jen did not want to pleasure herself, she should be at work but she relaxed sinking down onto the dildo, then straightened, and down and up, and down and suddenly as she struggled to find a comfortable position, she instead settled into a comfortable rhythm.

Phil watched, as slowly the rhythm became established, she loved watching her ponies pleasuring themselves, especially as their juices flowed sloshing noisily around the cleverly shaped dildo head, which encouraged the juices to flow and leak down the ponies' legs.

"Relax," Phil whispered, as she slid her small whip from the long pocket of her horse riding pants, "listen to your instincts, just be yourself, you're free you're a pony it's just you and me, my love, no need to put on an act"

Jens movements became faster her breathing more ragged. Phil encouraged her "That's it race for me pony." Phil gently tapped Jen's buttocks with the whip in time with her thrusting, then as the tempo increased so skillfully did Phil increase the slashing from the whip, turning Jen's unblemished pale pink buttocks to a rosy pink and then a checker-board of livid red marks.

Jen squealed helplessly into her bit and then suddenly she was cumming,

"Good pony, release the tension, let it all go, let go." Phil encouraged as she took her whip and ran the handle through Jens fluids as they ran down her thigh, then as climax approached Phil laced the whip handle against Jens anal bud and pushed hard.

Jen squirmed with primeval pleasure and thrust ever harder as Phil's gradually eased the whip further and further up inside her, and then with a single kiss on Jen's neck, something seemed to erupt within her, she realised her legs were all wet and she was soaked with sweat, and she was horribly aware that the whip still hung from her anus, the strands tickling her legs as she moved, but all was peace and tranquillity, she swung limp only the harness keeping her on her feet, and as she did so the dildo forced ever deeper, and she sought to find a comfortable position and a gentle rhythm restarted.

Jen tried to resist but instead she took a big drink from her dispenser and refreshed she allowed herself to take pleasure from the aparatus once more.

Phil returned at lunchtime, Jen was completely exhausted covered with glistening sweat, her juices flowed down her legs. Phil removed the dildo and bar and tripod and led her out to join the others.

She rolled in the dust to dry her sweat and realised she was doing what a real pony would do, she was learning, the air smelled good the view magnificent, she had food and drink and was worn out from pleasure, perhaps life was not too bad after all.

"I have a new toy for you, Jen," Phil told Jen as she led her back to her stall, Jen looked in disbelief. "It's a trainer," her stall was now divided into two by a polished wooden rail at almost crotch height, she would have to stand upright, but then as Phil pushed her inside she felt the rail first pushed against her crotch and then something was forced into her unwilling tight vagina.

She realised it was the dildo from earlier, or a similar one, but now the wooden rail held it firmly against her and she felt something strange.

In fact unseen Phil was securing the dildo to the wooden rail, the rail fitted into stout A frames was far more secure than the tripod and as Phil showed Jen a foot treadle released a stream of soothing lube whenever it was needed.

Jen screamed into her gag, but Phil closed the door and wished her "Good Night!"

Jen thought of her predicament, she wished she was home with Jack, and as she wished she realised she was growing damp, the dildo stopped hurting, she found it soothing, and gently rocked up and down, she didn't know Phil was watching nor did she hear the door open and it was not until later that she realised that Phil had helped her to her first orgasm of the long night with her little whip.

Phil went away, but Jen could not sleep, every time she sank down she became aroused and every time she became aroused she had to relieve the tensions, she came to rely on the foot treadle for lube, as her own juices were temporarily overwhelmed but by morning she was completely exhausted.

Phil collected Jen from her stall and led her across the soft grass of the meadow, the soft rain fell nd Phil found Jen a nice muddy depression in the field. "Lie there and rest." she ordered. and thankfully Jen lay down.

"Roll over," she suggested, and as Jen rolled in the soft mud Phil smiled approvingly she knew now that she had an obedient animal she could work with.