Lola Puts the “Fun” in Fundamental Fantasy

Lola Dreams of Gang Bangs

 

“Lola, by any chance did you watch Lily Phillip’s fucking a hundred cocks?” I asked over breakfast.

“Who do what?” she replied.

“Don’t be coy.”

We were sitting on the roof deck of a fancy five-star hotel in South Beach.  To my right was the famous Ocean Blvd. and then the Atlantic.  To my left was the roof deck pool, cabanas lining the side of it, and a bar at the far end.  In the pool and lying out in the early sun were topless women and their husbands sunning themselves and drinking cocktails.  It was only ten in the morning, and at that hour a Bloody Mary is basically breakfast.  Or, at least it is when you’re on vacation.

“Of course I watched it,” she finally blurted out.  “Why?”

“I was reading an article this morning that was quite enlightening about it.”

“I bet you were,” she said with jealous derision in her tone.

“Do you care to read it?”

“What’s it called and what do you find so fascinating about it?”

“It’s called ‘Lily Phillips: One Woman’s Dream of Don Juan’ or something like that. In a nutshell, it says that there is an archetypal sexual fantasy for men and another for women.”

“I’m curious.  What would those be?”

“For men, it’s the – well, it’s a little difficult to explain,” I stumbled over my words.  “But basically, every man fantasizes about being an Alpha Male on steroids.”

“What does that mean?”

“Just imagine Rocky, The Terminator, John McClane from Die Hard, all rolled into one.”

“I get it, like Tyler Durden is to what’s his name in Fight Club.”

“Exactly.  And, he doesn’t have a name.”

“The fantasy figure?”

“No, the narrator for Fight Club, played by Edward Norton.  He’s so castrated that he doesn’t even get a name.”

“Castrated?”

“Never mind.”

“And what is a woman’s fantasy?  Please, do tell,” she said sarcastically, underscoring that it is not a man’s place to tell a woman her fantasy.

“According to this article, Don Juan.”

“Don Juan?” she repeated, stunned.  “He’s a male fantasy, if anything.  I mean, he is the prototype for those movies you just mentioned.”

“That’s what’s interesting about this essay,” I said.  “It’s a little too convoluted for me to explain.  Why don’t you read it yourself.”

I texted it to her.  She finished her breakfast, stood up, removed her bikini top, and sat in one of the lounge chairs facing the pool, phone in hand, reading the article.

I ordered a mimosa and sat across the pool from her.  I watched her from behind my dark sunglasses as her left hand held the phone in its palm and her right hand moved lower and lower down her abdomen, to her bikini bottom, and then between her legs, where she pulled the thong to the side and revealed her long, meaty labia.  She slowly stroked them in full view of all to see – especially me.

The boys get a real thrill when Lo’s around

When she was done with the article, she looked up from her phone.  There, in the pool, were at least two men and a few boys who had been spying on her just as I had been.  Let me be clear, everything she did was unconscious.  When she’s engrossed in something – a movie, a book, an article – she is oblivious to the onanistic meanderings of her free hand.  But her audience was engrossed in her.  Each of them – including me – tried to pass it off as if they hadn’t noticed a thing, but it was abundantly evident – to me and everyone else, especially the wives and moms around the pool – what captivated their attention.

She glanced over the brim of her large and dark sunglasses, smiled, fixed her bikini bottom, and walked to the bar where she sat on one of the stools.  It was a small, tiki-style bar, only big enough for four patrons at a time.  She waited for the bartender who, at that moment, was delivering a tray of drinks to various patrons around the pool.

I met her over at the bar and said, “Well?  What did you think?”

“I like that the author doesn’t deny Lily Phillips her right to claim her own pleasure, her own fantasy.  I like that he doesn’t say, “She says this, but she must be wrong.”

“And?” I was expecting a critique.

“I also agree with the observation that no man, no matter how virile, can ever get it up enough.”

“I thought you’d like that.  I mean, that was the theme of our second book, More!, after all.”

“But,” she began.

“Ah-ha!  I knew there was a but.”

The bartender returned to his post and asked Lo what she’d like.  Lo got excited.  She stood up from the stool and was now bending over, leaning on the bar, showing her thong-clad butt off to her loyal fans in the pool.

A.I. of Lola by the pool

“Hmmm,” she said, licking her lips, “you have all these specialty cocktails.  I love their whimsical names!”

“I think she’ll need a minute,” I said to the bartender, with a wink.

She was wiggling her butt in anticipation of the fun drinks, like a puppy excited to play.

“So,” I said, bringing her back to the conversation.  “What is the but?”

“Well, I think there are a lot of fantasies – not just two.”

“Fair, but I think he’s talking about a fundamental fantasy.”

“You know,” she said, looking at me now, “even Don Juan wasn’t so simple as people make him out to be.”

“Your point?”

“Well, when he was a young man – I mean, really just a boy – he was sold into slavery and then, when spied by the sex-starved sultana, Gulbeyaz, she had her eunuch buy him for her, dress him up as a harem girl, and sneak him into the sultan’s seraglio for him to please her on the sly.”

“You mean, in Byron’s telling of the tale,” I said.

“Of course Byron!” she responded.

“And your point?” I asked again.

She turned her head over her shoulder and looked at her admirers in the pool.

“Well, maybe Don Juan is a woman’s fantasy, just not the Don Juan who beds all the women.  Maybe the Don Juan who. . .”

“Lo, I think I know where you’re going with this.  You weren’t dreaming of Lily Phillips while reading that article over there,” I nodded to where she had been lying down.  “You were dreaming of MILF Meri’s son.”

“Por qué no los dos?”

“Madam?” asked the bartender.

“I’ll have the Red Headed Slut shot,” said Lo, licking her lips.

“Very good.  And you sir?”

“The Blue Balls shot.”

Meri and son with a bull

Danger Girl Dating

 

Danger Girl Dating App

 

In case you haven’t caught on by now, recreational drugs are not really part of Lo’s life.  She much prefers a French Martini, a Negroni, or a simple flute of Champagne to any drugs.  She claims that anything besides alcohol makes her anxious and feel “weird,” not in a good way.  So the amount of marijuana chocolate she ingested was far in excess of anything she ever had before.  Not to mention that Tara’s concoctions were highly concentrated and potent.

After Lo found out that she had inadvertently been drugged, she asked for a little time to herself.  As she tells it, Mr. Biggs and Tara both left her in Tara’s bedroom.  She took out her phone and called me, saying, “Daddy, I want more.”

I answered, “More what, Lo?”

She said that she wanted to go on a dating app and be in the dating scene again.

According to her, I said, “Lola, it’s a jungle out there.”  I warned her that people hooking up on the dating sites are animals.  But she was insistent.  She said she wanted to discover new things and she had found an app called “Danger Girl Dating.”  She downloaded it and created a profile, all while high as a kite.

Lo Left, Danger Girls center

Soon she was swiping left and swiping right, clicking ‘like’ and shooting heart emojis to men, women, and whomever.  But something stopped her in her tracks.

She suddenly found herself in the app.  I mean, in the app.

“Daddy,” she called to me, “I’ve been turned into a cartoon!”

Cartoon Lola

In the app, her cartoon avatar was named ‘Catnip.’

On her first ‘date’ she found herself dressed as a bride – I mean, if you call wearing a white veil, thigh-high white nylons, and long white gloves ‘dressed.’  She was leashed to a giant pig!  She quickly ascertained that she was betrothed to the pig and everyone she knew was attending the wedding!

Lola getting married

There was no escaping because the leash to which she was attached to the pig was fastened around her neck with a steel collar.

Apparently, I was the officiating heresiarch and after I pronounced them hog and wife, Lola was mounted by the pink, pot-bellied, cloven beast and fucked before the reception party! The pig got Lo on her back and went to town.  This pig was no Wilbur of Charlotte’s Web fame.  No, the hog Lo found in this interweb was far too heavy for her and she felt like she was going to die under the weight.

Talented pig

Suddenly, all the people at the reception also turned to pigs!  They were looking at Lola like they hadn’t mated in a year and she was, well, raw meat.  Each one wanted a go with her.  She was scared.  She could hardly handle her ‘husband’ pig.

Lola missionary style

Each boar had his way with her and Lo wished she had swiped right on a horse, dog, or goat instead of a pig.

Fresh Meat

At one point, Lo opened her eyes and saw that Mr. Bigg was sitting in a chair, pud in hand, Tara and a host of party guests were around the bed as naked Lo was holding her phone in one hand and diddling her bean with the other.

What could these pigs want?

Lo got up off the bed and crawled around on all fours like a pig or dog, her head waist high with the guests.  One of them called out, “What is that?” pointing at Lo’s bare bottom.

Tara approached Lo and said, “Um, looks like Mr. Biggs’ condom fell off inside you.”

Sure enough, there was a partially full condom dangling from Lo’s slit, hanging on like a hero of an action movie.  Lo reached back and found the condom.  She pulled it out of her twat and sniffed it.  Suddenly she was transported back to the sty with the pigs where she crawled naked through the mud and slop.

Marry in haste, repent at leisure.

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Frankie Gets Fucked

Lola awoke in a cold sweat and with a hot, soaked puss.

“What is it?” I asked, startled from unconsciousness suddenly.

“I just had the weirdest wet dream.”

“OK,” I said, realizing that there was no returning to sleep now, “tell me about it.”

“Well, you know how you try to make me jealous talking about what’s her name from what’s that show?”

“You’re going to have to be a bit more definite than that.”

“Anyhow, I had the weirdest dream about her.”

She then proceeded to tell me the following.

She was Casey’s babysitter.  Now it was just the two of them, home alone, and she was horny.  She had been fapping to Lola Down and the erotica of mysexlifewithlola.com all night.  She hadn’t slept.  Her sheets were soaked.  She wanted to feel another’s flesh on hers, between hers, deep inside hers.  She wanted that hot white cum.  She wanted to be a slut.  She didn’t want him to think of her as that “older woman,” a cougar, beyond the bounds of propriety.  She wanted to get down and dirty for him.  Shock him.  Shake him out of his innocent naivete about women of a certain age.  About women in general.  About her.  She was a woman – a woman with needs, wants, desires, lusts, and deep, dark, hidden shame, disgust, and revulsion.  “Debase me,” she thought, “and I can rest in my degradation.”

She led Casey to the bathroom where she had up a poster of Lola Down.  She lured him there with a request that he help her “clean the drain.  It’s clogged.”  He followed her, admiring her ass, against his better judgment.  He was ashamed of himself.

She showed him the drain.  It was clogged.  After only a few minutes, they agreed it was time to call a plumber.  He noticed her sex toys strewn around the sink, the bathtub, even next to the toilet.  He didn’t say anything.  He looked around.  She looked at him.  It was awkward.  In order to break the uncomfortable silence, he looked at the poster and said, “Nice.  You?”

 

They looked nothing alike.

“No, it’s Lola Down.  Have you heard of her?”

“No.”

He was shy.

“She likes to fuck.”

“Oh.”

“Do you like to fuck?”

“Excuse me?”

“You heard me.”

“Bridgette.  Um.  I. . .”

“I’m going to take a shower,” she said, removing her clothes.  She was naked.  She leaned over the sink.

“I guess I’ll get going,” he said, not leaving.

 

“Fuck me,” she said, protruding her ass back toward him.

“What?”

“You heard me.  Fuck me.”

He simply could not believe this was happening.

“Are you a virgin?”

The question took him aback.  Was it an insult?  Was she demeaning his manhood?  He was a virgin, that was for sure.

“I knew it,” she said without a word from him.  “Now’s your chance to change that.  Fuck me.”

He was fumbling to undo his belt and get out of his pants.

She turned around once she saw in the mirror that he had gotten it out, but not gotten hard.  She got on her knees and looked up at him.

“How long have you wanted me to do this?” she said, her lips parted inches away from the tip of his flaccid cock.

“I. . .”  He didn’t know what to say.  He couldn’t deny that he had often masturbated to the thought of her.  When she was babysitting and after he went to bed, he had stroked it thinking about her face or about finding her naked in front of the TV asleep.  Why had he fantasized about that?  Vaguely, as if in a dream, a distant memory rippled across his mind.  He saw her, on the couch.  He had gotten up in the middle of the night.  The TV was on.  People were on the TV.  It looked like they were fighting, wrestling.  They were naked.  Her jeans were down by her knees.  Her hand was between her legs.  She didn’t see him.  He just watched.  He stood silently on the stairs and watched.  She was engrossed in the images on the screen.  He noticed something bulging in his pajama bottoms.  He didn’t know what it was.  A change had come over her.  She pulled her hand out of her crotch.  She sniffed it.  She licked it.  She clicked the TV off.  She pulled her jeans up.  She stood up and walked to the kitchen, away from him.  He went unnoticed.  He returned to bed, feeling guilty and dizzy.  The hard thing in his pajama bottoms wouldn’t go away.

She blew gently onto his detumescent, flagging flesh.  It felt good.  A tickling, caressing breeze.  She put her warm wet lips over that thing.  He knew what this was now.  He was old enough to know.  He never thought it would happen with her.  His babysitter, whom he had fantasized about for so long with pangs of guilt.  The babysitter he had played football with – who tackled him like a boy with laughs and fun.  The babysitter he had cozied up to while eating popcorn and watching “Blue Mountain State” with, against his parent’s wishes while they were gone.  The babysitter who had kissed his bruised knee better, causing a tempest of confused feelings in the pit of his stomach.

She moved her mouth, tongue, lips in ways that made his thing grow.  It grew hard.  She let go and turned around again, facing the mirror.

“Fuck me, Casey,” she insisted.

He moved forward.  She was taller than he.  He needed to stand on his toes to get the right spot.  He couldn’t.  She reached back, impatient, grabbed it, pulled it forward violently.  “Go in!” she demanded.  He went in.  She was wet.

She grabbed something from next to the sink.  It was a dildo.  She covered it with lube of some sort.  She passed it to him.  “Put this in my ass.”

“What?”

“Put this in my ass,” she repeated.

He took the pointy fake penis and pressed it to the spot.  It didn’t go.

She moved her right hand back to the spot.  She inserted one, two, three fingers easily.

“Try again.”

He repeated the gesture.  It went in.

“Hold it there,” she said.

He held it there.

“OK,” she said a little later, “Pull it out.”

He pulled it out.

“Put your dick in my ass.”

These were very elementary instructions, yet they perplexed him.

“Put. Your.  Dick.  In.  My.  Ass.”

He pulled out and put his dick in her ass.

“Harder!”

He tried to go as hard as he could.

“Slap my ass.”

“What?”

“Slap my ass.”

He gave her ass a slight graze with his open palm.

“No, slap it!”

He slapped it.

“Spank it!”

He spanked it.

“Harder.  Fucking harder!”

He was hitting her ass as hard as he could with his open palm.  It scared him.

“Call me a slut.”

“What?”

His repeated questions were frustrating her.

“Call me a slut!”

“Slut?” he meagerly pronounced.

“Call me a SMILF.”

“SMILF?  What’s that?”

“Sitter-Mom I’d Like to Fuck.”

“OK, SMILF.”

“Call me a cunt.”

“You’re, you’re a. . .” he began crying.  She could see it in the mirror.

“Fuck, you’re useless.  I can’t even feel you in my ass.  Pull out.”

He pulled out.

She turned around.  She got on her knees again.  “How small are you?” she said, observing the thin, diminutive member with wonder.  In her haste to fornicate, she hadn’t thought about it much when she had it in her mouth.

She put the toilet seat down.  She grabbed a dildo from the bathtub, ran it under the water of the sink and suction-cupped it to the lid of the toilet.  She eased her ass down on it.

“Pass me that,” she said, indicating another dildo by the sink.

Casey passed it to her.  She took it and inserted it into her pussy.

She had a look of maniacal gratification on her face.

She looked up at him looking at her with wonder.  The wonder years, she thought.

She looked down and saw his cock, erect.  She realized he must be in incredible discomfort.

“You need to cum?”

“What?” he asked again.

“Shut up and come here,” she said, pulling him towards her with her left hand wrapped around his buttocks.

He involuntarily moved forward.  She put his cock in her mouth again, roughly.  Her right hand was manipulating the dildo in her pussy.  Her left hand controlled him from behind.  Her ass slid back-and-forth on the dildo attached to the toilet seat.  In her mind she thought about being a sexy cheerleader, the free-use girl of an orgy, a goddess worshipped.  She thought about Lola Down. . . .

 

She was horny.

“Call me a dirty, disgusting, whore.”

He was silent, looking down at her.

Her left hand moved down toward his ass.  She fingered his ass and slid a finger up inside.

He suddenly ejaculated in her mouth.  The thick, copious cum dribbled out of the corners of her mouth and onto her nipples.

“OK,” she said, “Go.”

“What?”

“Go!”

He pulled up his jeans and left her there on the toilet fucking both her holes.

The next day she called a plumber.  A large, middle aged white man showed up.  He was unattractive.  That suited her just fine.  The more disgusting, the better, she thought to herself.

She led him to the bathroom.  The same bathroom.

He noticed the sex toys, the poster, the toilet seat with the suction cup dildo attached to it.

“Is this the bathroom or the playroom?” he said with a chuckle.

“A little of both,” she said seductively.

Without much more conversation, they were both naked in the tub.  The same tub where it had happened.  The thought of it made her feel disgusting and worthless.  That’s how she wanted to be treated and that’s how men – real men, like the plumber, not like Casey – treated her.

“What do you think?” asked Frankie, looking up eagerly from the pages in her hand.

“That’s your treatment for the next episode?” asked Zach.

“Yeah.  You don’t like it?”

“I didn’t say that.”

“So?”

“Well, you’re going to do all that on camera?”

“Yeah.  What?”

“Nothing.”

“What is it?”

“Can I ask a favor?”

“Yeah.”

“Can I be there to watch.”

She laughed and leaned in to kiss him.  “Only if you call me a dirty little whore while I’m getting fucked.”

“Deal.”

“So you like it?”

“I do, but I don’t think you’re going to get the greenlight to make it.”

“Why not?”

“Frankie, there’s too much that is. . .”

“What?”

“Taboo.”

“I have a way of getting to green.”

“Through the redlight district, no doubt.”

“The way involves a few curves and back roads, but I’ll get there.”

 

“A dream within a dream?” I asked.

“More like multiple orgasms within an orgasm.”

“I think you need to call Christopher Nolan.”

“Yeah, we could make a film together and call it MetaPorn.”