Naive Teacher in Winston Ch. 10

"I thought it would be better. I'll keep it our secret." - the small-titted wife replies with a wink.

"Thankshhh, you're the beshts." - the brunette fiancee smiles.

The photo was the one where Lana was bending over the couch, with her dress hiked and her peachy bum partially exposed. Her panties were pulled down and her pink butthole was clear as day.

"Wow babe, -hic!-I never saw your anus -hic!- before..." - Dennis comments, adjusting his boner.

That was the photo she gave to Kenny. The one he came all over.

Realizing that, Lana takes another swig of wine.

"I know, it's beautiful. Sorry, Lillykins, but it's so pink and looks so tight." - the ugly fat man admires.

"All good. She does indeed have a pretty and tight hole." - the housewife says, but her comments went over Dennis' head.

"Oh, -hic!- who took this then?" - the husband-to-be asks worriedly.

"Lillykins did! It's my first time seeing it." - Jack informs.

Dennis nods, feeling at ease.

Lana burps and covers her mouth with her hand.

"Shorry... I don't feel well... bit queasy." - she mumbles to the group.

Curious, Jack moves to the next photo. It was similar, but Lilly was posing next to her naked asshole.

Lilly notices Dennis groaning.

"This is so hot..." - he mutters out loud.

The housewife discretely puts her hand on top of the neighbor's erection. He moans.

Jack and Lilly exchange a knowing smirk.

Lana burps again.

'Ugh... I'm really woozy... I'm so nauseous...' - she grumbles in her head.

Jack moves on to the last photo while his wife caresses Dennis' throbbing erection.

Regrettably, Lilly had removed the photo with Jack Senior's cock resting on Lana's booty.

Dennis groans with pleasure and Lana contains another burp.

This was the same photo as before, but Lilly's fingertip was inside Lana's asshole.

"Jeez Louise, Lilly. That's hot. Right Denny-boy?" - the potbellied neighbor says.

"So hot... wow..." - Dens comments, his stiffy straining his pants.

Lilly bends over and approaches his ear.

"I'll let you watch while I play with your fiancee's hot, wet pussy." - the housewife whispers, grabbing and stroking his boner even harder.

That was too much for Dennis. He grunts and ejaculates in his underwear, again.

At the same time, Lana abruptly gets up.

"I'm gonna be shick...." - she announces, running to the bathroom.

They overhear Lana being sick and vomiting from the toilet.

"I better go help her. She drank too much." - Lilly says, going to the bathroom.

Dennis was still blissfully riding his climax to realize what was happening.

~~~

Dennis POV

After a few minutes, Dennis is drinking some water in the kitchen when Lilly sticks her head out of the bathroom.

"Jack, dear. Can you come here help me carry Lana to the shower?" - she asks.

Jack promptly stands up from the couch.

Dennis was feeling way less inebriated, although his pants had a big stain on the front.

"I can help!" - Dennis offers.

"You can't come in! She's naked." - Lilly explains.

"The more reason for me to do it!" - the tall ginger fiancee says, exasperated.

Lilly makes a gesture with her hand and pops inside the bathroom.

"No! He cannot!" - Dennis hears his betrothed saying from inside.

The housewife's head pops back out.

"She said that you can't see her naked yet." - she states seriously.

"But Jack can?!" - he protests angrily.

"We don't have a choice." - Lilly shrugs.

"You do! Let me in." - he insists, clearly displeased.

"The lady said no, Denny-boy. You need to respect that." - Jack gives him a shit-eating grin.

Lilly opens the door, and her husband quickly steps in.

Dennis peeks inside and manages to see Lana doubled over the toilet bowl, in just her panties.

The gross overweight neighbor closes the door behind him.

Dennis hears some noises from the inside but can't quite make sense of it.

He decides to sit down in a chair and wait for it.

"Stop staring!" - Lana shouts from the inside.

"You're basically naked, what you want." - Jack complains.

"Hubby, look away." - Lilly says with a giggle.

Phew, Dennis was glad that Lilly was on his side.

He shakes his legs anxiously.

"Do not touch me there!" - Lana whines.

"Quiet! We need to remove your panties." - Lilly explains.

Dennis' eyes go wide. He knew Jack was going to see her vajayjay and there was nothing he could do.

Or maybe there was?

He gets up and knocks on the door.

"I'm coming in!" - he announces.

"Stop him! Nooooo, I am naked!" - his fiancee says desperately from inside.

Lilly opens the door a tad and pops her head out.

"Dude, chill. You need to control yourself. She's sick and we're trying to help, but you're making it worse." - the housewife says with a stern tone.

Dennis deflates instantly. He knew he was wrong, he should be patient.

"Sorry..." - he mumbles and sits back down.

The door closes again.

He was nervous, torn between jealousy and obeying his better half's wishes.

"Eeeek!" - Lana yelps, muffled by the door.

"Stop, Jack! Don't touch her there!" - Lilly chastises him, but her tone was playful.

"Sorry, it slipped" -- Jack says rascally.

Had he touched her vagina? No, that couldn't be.

Dennis was trying very hard to control himself. His stomach was in knots and his brain was running wild with thoughts.

"Okay... 'Imma go get it..." - he hears Lilly declare.

The door suddenly opens, and Lilly comes out. She closes the door behind her, but Dennis gets a peek of Jack's back. He seemed to be fully dressed.

Dennis sighs with relief.

"Need to get a towel and clothes for Lana." - she explains with a smile.

She was going to leave Lana naked and alone with Jack!

Dennis' eyes go wide again. Who knew what the lecherous gross neighbor would do with his naked wife unaccompanied?

"You can't leave her alone with him!" - Dens whimpers.

"Stop whining. She'll be fine." - the neighbor reprimands him, going to the bedroom.

His heart was beating extremely fast. He had never been so troubled about Lana before.

"Do not put it there!" - he hears her dull voice.

"Sorry!" - the fat man apologizes.

He hears some noises from inside.

"Oh... ugh... stop that..." - Lana complains, sounding displeased.

Did she sound a bit aroused too? Nah, that couldn't be, concludes Dennis.

"Just trying to position myself." - the despicable obese neighbor says.

A few more sounds can be heard.

"Eeppp!" - his fiancee yelps.

"How about now?" - the fat man asks smugly.

"Ahh... mmm..." - Lana moans in reply.

Lilly comes back carrying a t-shirt and a towel.

"Lilly, he's taking advantage of her, do something!" - Dennis pleads.

They can hear some moans coming from inside the bathroom.

"Fine, fine. Just because you're cute." - the overweight wife says, winking at him.

She goes inside hurriedly.

"Jack, leave now. You had your fun." - Lilly orders strictly.

"Sorry, Lillykins." - the large balding man says, sounding defeated.

The door opens and Jack leaves, huffing toward his bedroom.

Dennis sees Lilly aiding Lana, who is in the shower, obstructed by the opaque curtains.

He closes the door obediently, giving the ladies some privacy.

~~~

Lana POV

Lana is throwing up. A lot.

She had never puked due to alcohol before, this was a first.

'And last...' - she thinks, mid-vomit.

Lilly suddenly comes in and helps her.

Once the barfing subsides, her neighbor helps to clean her up.

"Oh, dear. You got it all over yourself and your dress. Let's take it off." - she says with care.

"Thanks... Lilly... ugh..." - the sick fiancee says.

She removes the teacher's dress and drops it in the laundry bin, leaving her in just her pink cotton panties.

After that, Lilly gets her some water from the sink, and she drinks it.

"Ah... I feel a bit better..." - Lana comments, still groggy.

"A shower will help!" - Lilly says cheerily.

"That sounds wonderful..." - the teacher admits weakly.

"I can get Dennis to help." - the woman with small titties says.

"No, I don't want him to see me naked yet. I'm not ready..." - the future-wife says bashfully.

She was still woozy from all the drinking and feeling drained from all the vomiting.

"Hmm... how about Jack?" - the lady of the house proposes.

"I do not think Dens is going to approve it..." - the busty brunette mutters.

"He didn't seem to mind earlier with the photos." - Lilly shrugs.

"Dens did not? I thought... he did..." - Lana asks, the night a blur in her foggy memory.

"Don't worry, Lana. Dennis was just drunk and all over the place. He admitted that the photos weren't a big deal." - the neighbor says, distorting what had happened.

"He said that?" - she asks, confused. 'I knew he would like them after all!' - she evaluates, her mind still impaired by drinking.

"Yeah, he was all right with it in the end." - Lilly concludes.

"Okay... you can get Jack." - Lana says, weakened by the events.

She bends over the toilet, hugging it, tired from all the puking.

Lilly goes to the door and discusses something with the men outside. Lana couldn't hear it properly.

She quickly comes back.

"Are you sure Dens can't come in?" - her neighbor asks.

"No! He cannot!" - the buxom teacher protests, feeling another wave of sickness hitting her. "Ugh..."

As Lana doubles down on the toilet, Lilly goes back to the door.

Suddenly, Jack comes in and closes the door behind him.

"What can I help with?" - he asks, ogling Lana lecherously.

Lilly instructs him to move a few things so they can carry Lana to the shower.

Lana notices that Jack is just staring at her massive naked melons.

"Stop staring!" - the busty fiancee shouts, her tits shaking uncontrollably.

"You're basically naked, what you want." - Jack complains.

Jack couldn't help but admire her bare breasts for the first time. They were out of this world.

The size alone was something of note, but combined with her large pink areolas and her cute and pointy nipples, it elevated her breasts to epic proportions.

The fact that they barely sagged was incredible.

Jack could feel his penis growing at the sight of the curvy neighbor's enormous tits.

"Hubby, look away." - Lilly says with a giggle.

With a smile, he pretends to look away.

Lana keeps seeing him steal glances at her, even though Lilly told him off.

The naive teacher is about to say something when she notices his massive bulge. Images of his meaty cock flash on her head.

'Gosh... I guess he is helping me out... nothing wrong with letting him look. Just a bit...' - she decides, her judgment still dysfunctional.

Lilly comes over and starts to pull her panties down.

Lana can feel her neighbor's hand brushing against her pubic hair and inner thighs.

"Do not touch me there!" - Lana whines feebly, secretly enjoying the touching.

"Quiet! We need to remove your panties." - Lilly explains.

The fat-titted fiancee nods submissively.

'I guess I should let her... she is just helping me clean up...' - she thinks.

Lilly removes her panties, leaving her naked on the floor.

All of a sudden, they hear a knock on the door.

"I'm coming in!" - Dennis says from the other side.

'I'm naked and covered in puke, he can't see me like this for the first time!' - she thinks desperately.

She opens her mouth to explain but something different comes out.

"Stop him! Nooooo, I am naked!" - Lana blurts out.

Weird, it sounded different in her head.

Lilly goes to the door and starts discussing something with Dennis.

"Can I see your snatch?" - Jack whispers, a gross perverted look on his face.

'I guess it's harmless... he will probably see it anyway....' - she rationalizes, the alcohol clearly affecting her decision-making ability.

Nodding, she opens her legs, exposing her bare pussy to her ugly blubbery neighbor.

It was already the second time that day that Lana had let a new person see her virgin vagina.

"Fuck me..." - he says, amazed and taking it all in.

Her coochie was beautiful, from her brown trimmed pubic hair to her pink tight snatch, which was already glistening with wetness.

Jack could smell her arousal in the air, a sweet and musky smell.

Lana hears the door close, and she instinctively shuts her legs tight.

"Okay, hubby. Help me move her to the shower." - Lilly orders.

"I get her legs, and you get her torso." - Jack explains with a grin.

Lilly shakes her head with a chuckle. She knew her husband was a pervert.

They grab a hold of the curvy and gullible teacher.

As they start to drag her, Lana feels a hand touch her cooch.

"Eeeek!" - Lana yelps, half in surprise, half in pleasure.

"Stop, Jack! Don't touch her there!" - Lilly chastises him, but her tone was playful.

"Sorry, it slipped" -- Jack says rascally.

Lilly chuckles again.

"I'll go slow next time, like this." - the gross man says, running his finger along her wet slit.

She contains a moan.

'Oh, gosh... Jack is touching my coochie now... I need it...' - she reflects dizzy.

"Lillykins, do we need anything for her shower?" - he asks with a knowing smirk.

"Ah, probably a towel and a change of clothes." - his wife says.

The large neighbor continues to caress the teacher's damp pussy, earning soft moans and whimpers.

The couple manages to put the busty fiancee inside the bathtub.

"Okay... Imma go get it." - Lilly says. "Behave while I am out." - she winks.

Jack positions himself with his back to the door, in order to obstruct Lana from Dennis' view.

As soon as the door closes, a naughty smile comes across Jack's fat face.

Lana whimpers, knowing that she was now at his mercy. But in her disoriented mind, this was not a bad thing, it was more of an erotic feeling.

He starts to paw at her naked body. Groping her ass, tits, pussy and anything else he wanted. He pinches and squeezes. He mauls her boobs and slaps her peachy butt.

The balding neighbor, wanting to take it a bit further, starts to prod at the entrance of her sex with his fat finger, coating his hand in her juices.

She moans with delight, the lust cloud taking over her brain.

He starts to slide his digit in her, when she stops him.

"Do not put it there!" - Lana complains, alarms sounding in her head.

"Sorry!" - the fat man apologizes.

"Everything else is okay, but my cooch is off-limits." - she whispers in a husky voice.

Nodding, he continues his exploration of her body.

He even starts to caress her asshole, but the teacher doesn't utter a coherent word, just moans.

Jack pulls his pants down and frees his fat erection.

'Wow... it's so thick... the widest one I have seen...' - she salivates in admiration.

He starts to rub his stinky penis on the teacher's beautiful face.

'It reeks... ah... mmm... it's not bad once I get used to it... so manly... ahhh...' - her mind lost to lust.

Lana groans with pleasure, her hand flying towards her vagina and rubbing it.

The potbellied neighbor starts to poke her lips with his prick, trying to get her to put it inside her mouth.

'Oh, he wants me to put it in my mouth... okay... wait... I shouldn't... I just puked...' - she decides, the vile taste still in her mouth.

"Oh... ugh... stop that..." - Lana complains, sounding uncomfortable.

"Just trying to position myself." - the despicable obese neighbor says.

She removes her hand from her needy sex, she knew it was going to end badly if she kept going.

Putting his penis away, Jack lowers his fluid-covered hand to her butt and opens it wide.

Suddenly he starts to poke at the entrance. Not hearing a complaint, he jabs his lubricated finger inside.

"Eeppp!" - the aroused fiancee yelps in surprise.

"How about now?" - the fat man asks smugly.

"Ahh... mmm..." - Lana moans in reply, the booze helping alleviate any pain.

'Oh, gosh... this feels so good... I'm letting my ugly obese neighbor finger my anus... it's so wrong...' - she moans, her nipples hard as diamonds.

He starts to move his finger in and out of her tight hole.

'Ahh... if a finger is this good... imagine a penis... a real thick cock sliding in my ass... nggg...' - she can feel her coochie gushing.

Jack continues to fingerfuck her butthole, lewd and wet noises echoing through the bathroom.

Lana moans with pleasure, her orgasm fast approaching.

'Mmm... yes... fuck my butt... do it... slide your slimy finger up my anus... ahh... - she convulses in pleasure.

She was so close, she couldn't think of a reason to not let him keep going.

But alas, this was not the most suitable time for our protagonist.

The door opens quickly, and Lilly enters.

Jack pulls his finger out of Lana's butthole with a plop.

The busty teacher groans in frustration. The build-up to her orgasm, subsiding.

Lilly looks at him upset. Jack cowers a little, knowing how bad her fury could be.

"Jack, leave now. You had your fun." - his wife orders strictly.

"Sorry, Lillykins." - the large balding man says, sounding defeated.

The big neighbor leaves quickly, leaving the door open. But suddenly, the door closes.

Lilly proceeds to help Lana take a much-needed shower.

~~~

As Lana exits the bathroom wearing just an oversized t-shirt, she smiles at her handsome fiancee.

He smiles back.

"Are you feeling better?" - Dens asks.

"I am... why were you so antsy?" - Lana asks, still queasy.

"Babe, sorry for my behavior. I know you weren't feeling well." - he says apologetically.

"I understand. We can talk later." - the busty fiancee says lovingly.

"Lilly, thanks for taking care of her." - Dennis says.

"You're welcome." - she says. "Now Lana, dear, go home, take some meds and try to sleep." - Lilly instructs.

"Will do." - the pretty teacher agrees.

"No sex for you tonight, or you will regret it in the morning." - Lilly says out loud.

"Okay..." - the curvy wife-to-be says obediently.

"Understood?" - Lilly asks Dennis, launching daggers at him, who cowers at it.

He nods sheepishly.

Lilly meant that as 'avoid strenuous exertion', but the buxom teacher took it to heart and interpreted as 'avoid anything remotely sexual'. Poor Dennis.

They say their goodbyes and make their way home.

~~~~~~~

Late Night

As the couple gets ready for bed, Dens decides to ask Lana a question about the bathroom.

"What happened at the end? Seems like Jack touched somewhere he shouldn't?" - he asks curiously.

"Promise you will not be mad?" - she asks with doe eyes.

"I swear!" - he blurts out immediately.

"He slipped a finger in my bum by mistake." - she admits bashfully.

"What?!" - her future-husband exclaims.

"It was an accident, he was trying to help!" - the busty teacher explains.

"Oh, that darn fatso! I'll get him!" - he says enraged.

"Hey! You said you were not going to be mad." - she reminds him.

"Ugh... sorry..." - he apologizes. "Did it hurt?" - he asks, feeling a pang of jealousy but also horniness.

"Initially, yeah." - she admits.

Lana takes a couple painkillers to prevent a hangover.

"And after the initial pain?" - he whispers, fairly curious.

"It felt weird, but he removed it after a bit. So, no harm done." - the wife-to-be concludes with a smile.

"I guess..." - he shrugs. He was happy it was just a fleeting mistake.

'Hmmm, so Dens doesn't mind.... I wonder if he would mind if it had been Jack's penis... wait, what am I saying... it's too thick for that... maybe I should find someone thinner to do it... wow, that would be something.' - she reflects, not even considering her future-husband as a suitable candidate.