The Encounter at the Theatre

Olivia cradled her stomach while glancing up at the unmoving line to the old theatre's women's restroom. She was fairly early to the play, but it seemed like all of the women in town had the same idea that night.

'God, why does this always happen at the worst times?' she thought in frustration.

She kneaded her fingers in the thin fabric of the front of her dark blue, floor length dress. Her heel was tapping on the tile, because movement seemed to help fractionally. Knowing she may have to sit for minutes while strangers impatiently waited to use one of the three stalls filled her with dread.

Something tapped Olivia between the shoulder blades and she jumped, turning around to face a sweet-looking elderly woman.

"Would you like to come with me dear?"

Olivia looked longingly at the restroom, and the woman delicately pulled at the crook of her arm.

Smiling, she said "I'm Elizabeth, long time attendee of this theatre's fine performances."

"I'm Olivia...?" Olivia phrased it as a question. She had no idea what was happening.

Elizabeth whispered "I have my own private box... with its own private bathroom," and everything clicked into place.

"Oh my, was it that obvious?" Olivia whispered back, slightly embarrassed.

"Don't worry dear, I've gone through the same thing my whole life," Elizabeth said as they arrived at her seating area, then pushed aside a dark curtain to reveal a door.

Olivia walked inside and shut the door. The restroom was much larger than she imagined, and even had a velvet chaise lounge taking up one wall. She sighed and bunched her dress up to her hips, settling onto the toilet. It was in the center of the room like a small throne. Glancing around, she tried to let herself relax since no one was waiting on her now.

Ten minutes later, her forehead had a glaze of sweat and she had made no progress on relieving herself.

"Is everything okay, my love?" Elizabeth's muffled voice came from the other side of the door.

"I'm uh... having a little trouble," Olivia squeaked out, straining one last time to no avail.

There was a clicking sound and the door eased open a fraction. Olivia's anus tightened as she moved to cover her knees.

"W-what are you doing?" she asked, cursing herself for forgetting to lock the door.

Elizabeth's white-haired head poked inside right as Olivia was smoothing her dress down after pulling up her black lace panties.

"I have something that can help you. I carry suppositories in my bag just in case," Elizabeth softly offered.

Olivia sighed and said, "It can't hurt to try, but I've never used one before."

She did a quick search on her phone, and the website said suppositories are inserted directly into the rectum to induce a bowel movement. A shiver ran through her as she imagined it.

Elizabeth said, "Ah, that probably makes you nervous. If you don't mind trusting me, I can help you get it situated."

Seeing as this day couldn't get any weirder, Olivia gave a what the hell shrug and waited for direction.

"Put one foot up on the toilet lid," Elizabeth instructed.

Olivia did as she was told, her dress still covering her. The dress began to pull up, the lace and her butt cheeks in full view. Olivia's face and neck blushed red as Elizabeth's cold hands pulled her panties to the side. Olivia shifted her weight slightly and Elizabeth put her hand on her standing thigh to steady her.

"Lean forward please, love," the old woman said as she pushed lightly on the younger woman's low back.

Olivia leaned forward and pushed her round bottom out farther. Elizabeth let go of Olivia's thigh to dab a small amount of Vaseline on her own finger.

"Now, relax as much as you can..." Elizabeth said softly.

Olivia tried to think serene thoughts as she felt the tip of the suppository putting pressure on her small butthole. She squeezed her eyes shut. Elizabeth used the fingers and thumb of one hand to spread Olivia cheeks further apart and with the other hand she slowly pushed the suppository all the way in. Her painted fingernail brushed the opening. Olivia couldn't stifle a gasp and her legs shook on her heels. She reflexively moved to put a hand over her behind and Elizabeth put a hand over hers.

"Now you'll have to lay down for a bit. We still have some time before the show starts," Elizabeth said, guiding Olivia slowly to the lounge chair.

She helped Olivia settle onto it on her side, facing the wall. Then she lifted Olivia's top leg into a bend, bottom half still uncovered, and patted her nude butt in a comforting way. Olivia peeked out of the corner of her eye and saw Elizabeth staring between her legs. She felt her pussy growing wet and her breathing grew shallower.

"I'm sorry if this is embarrassing for you, but I promise it will help," Elizabeth told her.

Olivia adjusted herself, poking her bottom out more and letting her thigh rub on her clit. She could feel the suppository pushing on the walls of her rectum and clutched her stomach.

Elizabeth said, "Sometimes a massage helps get things moving, but I don't want to overwhelm you."

"I'll do anything at this point..." Olivia said, excited despite herself at what that would entail.

Elizabeth gently pulled up on Olivia's side that was lying flat and got her into position with her knees on the lounge and her legs spread wide. The old woman tapped Olivia's clit in a steady rhythm and circled her anus slowly with one finger as Olivia took deep breaths. Her midsection quivered, and Elizabeth put her hand there and rubbed Olivia's bare stomach below her belly button. Olivia's breathing slowed and she closed her eyes, feeling comfortable and turned on.

Twenty minutes later, Olivia felt a small pang in her abdomen and her lower half clenched.

"Okay ma'am, I think I'm ready to try going again," Olivia said, trepidation in her voice. She made her way to the toilet and Elizabeth left the room, leaving the door slightly cracked.

Olivia relived herself quickly, surprised, then wiped and pulled up her panties. She washed her hands and left the restroom feeling leagues better.

"How can I repay you for this?" Olivia asked Elizabeth as the lights dimmed.

Elizabeth smiled and said "I'll tell you after the show. Why don't you sit with me? I'm usually by myself and it gets lonesome."

They watched the play in silence, giving a standing ovation at the end.

Elizabeth said "My limousine is waiting out front, please join me and we can talk about the repayment you asked about."

Olivia followed Elizabeth to the sleek limo and climbed in after the elderly woman. Both of them settled in seats toward the back, facing each other.

"Now back in the day, I was responsible for all the young ladies in the ensemble. I helped to lead their exercises and also had to discipline them from time to time," Elizabeth said with a gleam in her eye. "You've done nothing wrong, dear Olivia, however; you have a beautiful bottom and I think you would benefit from an old-fashioned spanking."

Olivia looked at Elizabeth through her lashes and adjusted in her seat.

"I've never been spanked before, are you sure I can handle it?" she said, feeling nervous and coy at the same time.

Elizabeth stated plainly, "All young ladies should be spanked at least once in their lives. It helps you stay humble and a little vulnerability never hurts."

"Okay, I guess now would be as good a time as ever!" Olivia said cheerfully, but there was a shaky edge to it.

"Come on over here then and crawl over my lap," Elizabeth said with laughter in her eyes.

Olivia crouched to avoid the ceiling of the limo and lowered herself across Elizabeth's knees, lying flat on her belly. The limo driver knowingly in the rear view mirror and rolled up the dividing window.

"Now," Elizabeth said, "I am leaving it up to you whether you'd like your panties up or around your ankles. When I worked for the theatre, I always opted for on-the-bare to drive a point home."

"We can start with some cover and maybe see how it goes?" Olivia suggested, even though the idea of getting her bare bottom spanked by this woman got her wet again.

"Very well," Elizabeth said and swept Olivia's long dress up toward her mid-back.

The stately woman rubbed her hands along the muscles of her eager punishee's back, the sides of her hips, and squeezed her ass cheeks together a few times appreciatively.

"You really do have a pretty backside, Olivia," Elizabeth cooed.

"Thank you ma'am," Olivia said and flexed her toes.

Laying like this made her breasts push out of her dress, and since she wasn't wearing a bra underneath her nipples brushed the soft seat of the limo and grew tight. She propped herself up on her elbows, letting her girls hang. Elizabeth glanced at this but said nothing, then started to smack Olivia's butt checks in an alternating pattern. Olivia resisted the immediate urge to clench herself and folded her hands together tightly.

After several minutes of spanking, Elizabeth suddenly stopped and Olivia looked up at her in surprise.

"Well, you're getting nice and pink down there, but I think you should feel it on your skin without this fabric in the way," Elizabeth said.

She took each side of Olivia's panties and yanked them down to her ankles, then pushed one of Olivia's legs between her own. Within seconds of this straddle position, Olivia's arousal dampened the knee of Elizabeth's hose.

"You like this, don't you girl?" Elizabeth smirked, openly staring at Olivia's glistening pussy.

"Mmm I think I do.." Olivia murmured from the seat.

Elizabeth started to spank Olivia again, this time pulling one cheek away and swatting the inside of it, closer to her pussy. She did this to both sides, making the tender inner thighs and sit spot glow red. Olivia's anus was still tender from the suppository and straining earlier.

"Ooo" Olivia moaned and tried to pull away and remove her butt from the onslaught.

"Oh no you don't!" Elizabeth shouted, using surprising strength to haul Olivia's legs up and spank her vagina lips full on.

"Oh please, oh please!" Olivia cried, tears starting to well up in her eyes and blink down her face. The stinging stopped and there was only the cool breeze of the air conditioning caressing her wet pussy now.

"Get up and turned around," Elizabeth said sternly.

Olivia stood and turned around, holding her dress away from her painful bottom.

"I think that's about enough, don't you?" Elizabeth said softly, out of breath.

"If you agree ma'am, then yes," Olivia sniffled and risked a look back.

"Now come here, but take that thing off first" Elizabeth said, waving her hand nonchalantly at the dress.

Olivia looked out the window at the theatre-goers milling around outside.

"Don't worry, these windows are fully tinted," said Elizabeth.

Olivia slipped her dress the rest of the way off and blushed at her nakedness. Elizabeth took her hand and guided her to the seat next to her, where Olivia sat down with her knees up and pressed together.

"Let me see," Elizabeth said expectantly.

Olivia let her legs fall apart, showing off her reddened pussy area and the bottoms of her butt cheeks.

"Oh you poor thing!" Elizabeth said.

She put a hand over Olivia's clit and began moving it side to side, making Olivia's nipples harden and her thighs tremble.

"This will make it all better, hmm?"

Elizabeth pinched Olivia's clit lightly and rubbed it between her two fingers, watching Olivia's face as she already headed toward orgasm. Olivia's mouth opened and she lifted her bottom off the seat, moaning and bucking her hips. She started coming undone as Elizabeth slowed her hand then slipped a finger inside and felt the pulsing and wetness.

"There now, you're all taken care of, my love." Elizabeth whispered. "Take my number, and if you ever need some relief again we can try a an enema. I would enjoy teaching you about that."

Olivia put on her panties and dress, then took Elizabeth's contact info at the old woman's urging and left the limo. She had so many feelings warring inside of her. She drove herself home with her dress hitched up and her bare bottom on the cool leather seat to ease the dulling pain. Olivia got in her apartment and went to bed, finding herself aroused again thinking about tonight's events. She touched herself under her blankets and had another quick orgasm before finally drifting off, wondering what play would be showing next.