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Ella in an Anal Wonderland

Story Info
Ella and David meet new and old friends on an anal vacation.
16.1k words
4.71
29.1k
18

Part 6 of the 6 part series

Updated 11/12/2024
Created 11/12/2023
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ADVISORY: While predominantly focusing on heterosexual sodomy, this story also features some lesbian sex, and a few scenes include involuntary female urination (normally as a result of strenuous ass-fucking). There is also one instance of a man drinking a woman's urine (as a prelude to more sodomy). You have been warned!

-- -- --

For EStaccato, with love

A stand-alone sequel to A Good Girl Gone Bad

-- -- --

Précis of A Good Girl Gone Bad

On a business trip to an East Coast city, Ella, an ex-engineer and current tech start-up advisor, meets two college girls, Amy and Emily, who befriend her. Together the three of them actualize aspects of Ella's sexuality that had previously only featured in her masturbatory fantasies.

During this exploration, Ella meets one of the girls' friends, a man called David. He is older than Ella by around the same margin that Ella is older than Amy and Emily. Ella and David later become close.

At the time, and nearing graduation, Amy and Emily were struggling to reconcile their career aspirations with their relationship, the precise nature of which they didn't even fully agree on.

This story begins about eighteen months later.

-- -- --

A mid-January Thursday
A plane en route to San Francisco

"Are you fucking serious? This isn't Last Tango In Paris!" Ella couldn't quite believe what David was suggesting.

"Well, not the most accurate of analogies, not least as it was you who came up with the idea of an anal only rule for the vacation. Given that, how else are we going to make it work?" Asked David. "It's not like we could smuggle lube onto the plane. Not that I'm complaining, I enjoy sodomy as much as you, and rules are rules. I guess we don't have to fuck."

This was of course BS. They were both super worked up. Making out, and then using blankets to cover up mutual manual stimulation, will do that to you. Especially if both parties have off-the-scale libidos like Ella and David. "OK, let's try. But hurry, we've been in here too long, and that flight attendant was looking very suspicious. I can't afford a flight ban with work."

Ella shifted round awkwardly, it wasn't as if the plane restroom was designed for the purpose they were going to put it to. At least she was wearing a skirt, which she hiked up. "Can you pull my panties down? It's hard for me."

David managed to somehow get Ella's thong down to her ankles, banging his elbow noisily on the door as he did. At least the flight was not a busy one. Maybe they wouldn't attract too much attention. Ella opened the lid of the toilet and stood astride it. David's length and girth were such that they often opened Ella's internal faucet. Best to be safe.

She adjusted her glasses, which had become slightly dislodged by her maneuverings. Glancing in the mirror, she could see David looking down, and hear the sound of his zipper. A familiar hardness tapped against her now naked ass. "OK, get on with it." She reached back and pulled her butt cheeks apart.

David had wriggled his pants down, and was now fiddling with a small foil packet. Getting it open, he smeared its yellow contents onto Ella's puckered tightness, and the smell of butter permeated the cubicle. She felt a greased finger slip inside, and suppressed a yelp. David was now on to packet number two - each of their lunch rolls had had one - and seemed to be applying most of it to his shaft.

Satisfied, he spoke. "Ready?"

"Always," said Ella.

With that she felt a familiar pressure, and bit her lip as her ring began to yield. David was a lot to take at the best of times, and the situation wasn't exactly relaxing. Ella bore down, melting her muscles, and couldn't avoid a shriek as his bulbous head defeated her anal defenses.

"OK," she breathed, "that's nice. But no need to be gentle. We have to be quick."

The space was constrained, especially as the pair measured just either side of six feet tall, but David knew Ella's anatomy well, and he reached round, unerringly finding her clit. With his other hand, he took the precaution of covering her mouth. A few preparatory rubs, and he lunged forward. For many women, it would have been much too much, much too soon, but Ella was not inexperienced, and she savored the intensity of her rectum accommodating so large an invader.

"Mroc mwee radd," she pleaded through David's fingers.

David removed his hand."What?"

"Fuck me hard, you moron!"

David did as he was told. The butter was a less than ideal lubricant, but Ella didn't mind things being a little rough. The rhythmic pounding of her ass, together with David's expert massage of her clitoris, and her already considerable arousal, led quickly to the inevitable destination. Ella closed her eyes tight as waves of pleasure crashed through her body, and - as David also released, warming her anal cavity with his liquid emissions - her urine flowed into the waiting bowl.

David released Ella's lips, and, in a low voice, she half moaned, "Fuck, I'm shaking. I love you ass-fucking me, but we have to clean up."

David slipperily eased himself out, and Ella scrunched her sphincter to keep his cum inside. "Give me some room."

David squeezed himself against the wall, and Ella managed to turn and squat on the pan. Touching her ring with a finger, it popped open again, and David's white fluid drizzled out. Being at a convenient height, and seeing as he was still pretty erect, Ella decided that she could help clean David up, though she preferred the taste of his semen and her ass over the buttery undertones. She stopped before he got too excited.

Then it was a case of awkward ablutions and pulling clothes back into place as best they could. Just as they finished, there was a sharp knock on the door. "Sir, Ma'am, are you OK? I'm going to have to open the door."

"Just a second," said Ella in something of a panic. David's face was a picture of consternation.

Ella took a deep breath and opened the door. There was the same attendant, arms akimbo, and appearing to be decidedly unimpressed.

"I'm sorry, Miss. I... I dropped one of my earrings and my... er... husband was helping me look for it."

The attendant looked pointedly at the two diamond studs that Ella was clearly wearing, and then the pair's unadorned ring fingers. She was about to speak when Ella continued. "He's hopeless, half blind. Maybe you could help instead?"

With that, she pushed David out and - being a woman of some stature and strength - basically pulled the startled attendant into the stall, closing the door behind them both.

David walked back to their seats, a bemused look on his face. Fifteen minutes later, Ella sat down. When she kissed him, the taste and smell of pussy was unmistakable.

"You didn't?" David asked, eyes wide.

Ella just grinned, took her Kindle out of the seat pouch, pushed her glasses back up her nose, and started to read. Ten minutes later, the flight attendant placed two glasses of champagne on their pull down tables. "Congratulations on your wedding, United wishes you a lovely honeymoon."

With a very obvious wink, she left the two of them to enjoy their drinks and the rest of the flight.

-- -- --

Ella and David collected their cases from the carousel, and Ella began to walk toward the oversized collection point.

"Hold on, Ella," said David.

"But our skis?"

"I didn't bring them."

"But it was your job. You said 'Leave it to me, and just meet me in departures,' right?" Ella was wondering why she had ever trusted a man to do anything.

But David was smiling. "It's not going to be that sort of break. In fact, I have a surprise for you."

He pulled out his phone and flipped through some photos, before locating what he wanted, and handing it to Ella. "Like what you see?"

Ella did. The photo was of a man, maybe closer to her age than David's. He was almost, but not quite handsome; then she had never been one for pretty boys. Pretty girls were quite another thing.

It was Ella's turn to have wide eyes. "And he's... joining us?"

"Yeah. He's outside in a car." David looked at Ella closely, trying to assess her reaction.

"And... he wants to... well... you know?" Ella had become suddenly shy, in a way that David found both humorous and irresistible.

"You just seduced a United employee in the restroom and now you're suddenly blushing at the thought of some guy?"

Ella pouted, she was practicing how Amy did it. "OK, I guess I mean, he wants to fuck me, right?"

David nodded slowly, still smiling.

Ella continued. "Just me and him, or...?"

"Whatever you desire, angel."

"And... he knows about our little rule?"

David laughed. "Do you really think I would introduce you to someone who wasn't into your kinks?"

"I guess not. Well... thank you, I suppose. Shall we go meet him?"

David gestured to the exit with his hand.

"Oh, and his name...?"

"Noah. It's Noah. He's very keen to meet you. He was positively rhapsodic about the nudes of you that I sent him."

"No, you didn't!" Ella exclaimed.

"Of course not. Never without your permission. But I might have given you a glowing write up." David grinned as he spoke. "Nothing too far from the truth obviously. Your blow jobs really are to die for."

Ella looked at David sternly over the top of her glasses, trying to assess how serious he was being. "OK, enough of your BS. Let's go meet him."

There was a black Highlander standing in the pick-up lane, with a guy leaning against the hood. He was wearing one of the most stupid Xmas sweaters that Ella had ever seen. Then, even by the coast, it was a little chilly, low fifties maybe. David and the man waved in recognition, and, when they had reached the car, the two of them hugged.

Ella stood mouth open in theatrical questioning shock. "You two boyfriends, or...?"

David turned, his arm still around the other guy's shoulder. "Ella, this is Noah, my cousin."

Looking at them, Ella could see a vague facial resemblance, though Noah was shorter and stockier, as well as younger. Despite wearing flats, she had an inch or two on him. Noah stepped forward and kissed both of her cheeks. "Really pleased to meet you, Ella. David seems pretty smitten. Won't stop messaging me about how wonderful you are."

David rolled his eyes, but also turned a slight pink. Ella saw an opportunity to pay her friend back for his deception. "Oh, really? So he just told me that you and he were talking about my oral technique. Is that right?"

Noah now also blushed, but said nothing. Having the two men both embarrassed pleased Ella no end. "OK, let's get the cases in the back. Then David can drive, and you and me are gonna share the next row of seats. I think we need to break the ice."

As David drove away from the airport, Ella leaned over and kissed Noah, as a prelude to unzipping his jeans.

The plan was to stay at a local hotel overnight to recover from the flight, and then head for the resort the next morning. By the time that David pulled into the parking lot, Ella had a pleasant sour-salty coating to her mouth and tongue, and Noah had a broad smile on his flushed face.

As they stood behind the SUV, and David popped the rear door, Ella's phone beeped.

Hey, angel. Don't you dare think you can get away with being in San Fran and not saying hi

Ella grinned and tapped a reply:

Hi, Amy 👋. Wanna meet?

The response came quickly.

You know David, he's always thorough.We have a Lazy Bear table at eight. See you then 😈

David seemed to have guessed the contents of Ella's conversation. Maybe he had even planned to have Amy message her. "Come on, let's get cleaned up and take a break before heading out. I got two rooms, thought maybe you and Amy might like some privacy later. Noah and I will just have a catch up, and maybe dream a bit about tomorrow night."

Ella embraced David. "Thank you. You really are the best."

He grinned. "I know. Now let's get those cases."

-- -- --

Thursday evening
The Mission District, San Francisco

Ella knew the restaurant by reputation. Two Michelin stars and a price to match. In their Lyft to the venue, David explained that it had been Amy's idea, and that she had insisted on paying. Their friend was waiting for them just inside. Ella thought Amy looked even more stunning than normal in a short, black tunic dress that accentuated her graceful legs and close to perfect curves. Her makeup was flawless, her dark brown hair lustrous, and her face as elfin as ever.

Ella often wondered what the gorgeous twenty-something lesbian saw in her. Amy banished such thoughts by reaching up to kiss the older woman full on the lips in greeting. "Hello beautiful, lovely to see you! How have you been?"

Amy warmly greeted the other two as well. It appeared that she and Noah were also acquainted. Seeing the look on Ella's face, she explained, "Noah visited David a few times. He was very fond of Em, weren't you, sweetie?"

Ella reflected that, as with so much in her sexual life, she was once more following in her diminutive blonde friend's size six foot steps. She was about to pick up on Amy's reference and inquire about Emily, but Noah spoke first. "Yeah, she is a little firecracker for sure. I couldn't keep up with her."

"Few can," said David, perhaps a little too wistfully for Ella's liking.

A waiter appeared bearing a tray with four flutes and a bottle of Amy's signature Taittinger. Ella decided her question could wait. They drank and chatted for a while before eventually being shown to their table. Amy had booked the tasting menu, and the courses, while exquisite, also seemed never-ending.

It was not until they were nearing the end, that Ella got round to asking, "How is Emily? Do you two... talk?"

A cloud crossed Amy's finely-drawn features, and she spoke quietly. "No... not so much... not at all really. She's started her Ph.D. Or so I assume. I... I guess she's busy."

Amy sat, eyes downcast and silent. David spoke up. "She's fine, maybe a bit more preoccupied than normal. A bit intense about her study. You know how she can get."

Then he rapidly changed the subject to other things, and how Amy was getting on in San Francisco. She seemed happy enough to talk about setting up a West Coast operation for her family business, and her role in the work. The topic seemed to improve Amy's mood. Later, she spent the limo ride back to the hotel sitting on Ella's lap, with their tongues renewing an old and close acquaintance.

Back at their room, Amy closed the door behind them, unclipped and stepped out of her dress. She led Ella by the hand to the bed, wearing only her heels.

Ella adopted her customary role. "What can I do to please you, Mistress?"

Amy frowned, sitting on the bed and undoing her shoes. "Not tonight, OK? What you can do is strip, and come cuddle me."

Ella did as instructed, placing her glasses on the nightstand, then joining her now supine friend. Amy's skin felt warm and silky as they held each other, hands caressing flesh. The younger woman's aroma was as intoxicating to Ella as always, and she nuzzled into Amy's shoulder before taking one glass-cutter nipple in her mouth. Amy stroked the taller woman's curls, and parted her legs with a sigh, as Ella slipped a hand between them.

Ella's fingers brushed lightly between Amy's sculpted lips, trailing through the moisture within, as she closed her teeth on her now erect tower of flesh. Ella wanted to taste her younger lover directly, but told herself they had all night. Instead she briefly licked her fingertips before moving on to Amy's other breast.

However, it seemed Amy had similar ideas, as soon she put a hand on Ella's head and pushed her downwards. Now nestled between Amy's thighs, Ella looked up and met her lover's coffee-colored eyes. "I don't want to talk about her, OK, Ella? She's not here. We both are. And I want your tongue in my pussy."

Ella nodded and focused on Amy's request. It was not as if she found it a chore. Indeed few things were as arousing as her friend's taste and smell. That, and the barely contained moans and sharp yelps she emitted as her pleasure mounted in direct proportion to the depth of Ella's lingual probing.

Having suffered the first petite mort of the night, Amy kissed Ella, the scent of her intense orgasm filling both their nostrils as two tongues intertwined. Then it was Ella's turn to lie back, and Amy's oral expertise was such that the older woman could think of nothing else beyond the bespoke world of pleasure that Amy's lapping and thrusting created just for her.

Later, much later, two satiated women slept soundly and contentedly in each other's arms.

-- -- --

Despite the night's exertions, and the wine they had consumed at Lazy Bear, Ella woke early. She got her stuff together as quietly as she could, knowing that Amy was far from a morning person. Ella couldn't help looking at her friend from time to time, now currently lying on her stomach, head buried in a pillow, with one shapely leg, and one perfect butt cheek sticking out from under the covers.

Ella retreated to the shower, a little reluctant to wash the scent of the younger woman from her skin. When she emerged, Amy was sitting on the bed, mahogany hair tousled, unconcernedly naked, and looking at her phone. If anything, she looked prettier to Ella than when elegantly coiffed the previous day.

Back on the East Coast, she and Amy had shared much more extreme experiences, several more aligned with the anal theme of Ella's trip. But last night had been tender, even in its occasionally unrestrained wildness. She did wonder how Emily could ever forego such beauty and ecstasy. Then she wasn't her other young friend, and knew Emily had her reasons, even if they were buried in the often non-traditional way that her brain worked.

Amy looked up brightly. "Just talking with David. He wondered whether we were coming down for breakfast. Maybe we should make an effort." The last word was lost in a more habitual yawn.

Without really thinking, Ella blurted out, "You should call her." There was really no need to clarify the pronoun.

Amy bristled. "Maybe the bitch should call me." Then she softened. "I know. I know. Maybe I will."

With that, she bounded off the bed. "But not today. You need to get going, and I have the room until noon, so I'll shower later. Breakfast now."

Amy next rummaged in her case and triumphantly found some passable clothing. Ten minutes later they were making for the elevator and much needed coffee.

-- -- --

Early Friday evening
En route to Mammoth Mountain

It was a six hour road trip, and they had started rather later than intended, also stopping for lunch. It was now nearly 5pm, and the sun was almost gone. Ella was driving in the gloom. Beside her, David had his eyes closed, and she could hear Noah snoring in the seat behind.

Snow had begun to cloak the roadsides as soon as they hit the foothills of the Sierras. But thankfully the Tioga Pass was still open, albeit with plowed snow forming icy walls on either side in many places.

Ella tried to focus on the road ahead, the way picked out by the Toyota's beams, glistening off the snow and ice. But she also had other things on her mind. Excitement for the long weekend ahead, arousal at what might be in store for her. But also a strong desire to chill, ideally in front of a log fire. To chill, and to recover from two days of travel.



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