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Era Erotica Ch. 36

Story Info
A romantic look back with Karlie Kloss ending in sadness.
5k words
4.33
5.2k
7

Part 36 of the 44 part series

Updated 06/09/2023
Created 09/27/2018
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Disclaimer: This a work of fiction. This is not real. It did not/will not ever happen in real life and should not be mistaken as such.

Chapter Thirty-Six: the 1

Starring Taylor Swift & Karlie Kloss

Codes: FF, Oral, Rom, Toys

*****

2021

Standing before the wrought iron gate, Karlie Kloss nervously shifted her weight from foot to foot. Her anxious hands kept absent-mindedly rubbing her rounded midriff, heart beating like a drum within her in chest. Having managed to bully her way past the initial wave of security, the second had stoutly refused her entry onto the grounds of the actual house itself. So, here she was, watching from afar as the front door of the mansion opened up and out came a masked figured. Pounding heart sinking like a stone, she saw a masculine figure with a dashing head of dark hair. Cole. Not Taylor. With a resigned walk, he gradually made his way down to her, stopping well short of the gate. Folding his arms and adopting a defensive stance, he called out to her.

"You've got a lot of balls showing up here Kloss. What? You couldn't take the hint? Blocked number. Burned letters. Unopened packages thrown out. It's been years at this point. Get it into your head that you are not welcome in this, or any of our households. Ever. The only reason we are having this conversation in person is to let you know how serious we are. How serious she is. Try to contact us again, and you'll be getting slapped with a restraining order. That wouldn't be too good a look for you, would it? And we all know that is all you care about. How it looks."

His words hurt, but deep down she knew everything he had said to be true. Eyes darting from window to window, she hoped to catch a glimpse of Taylor peeking out from behind a curtain. It would be one last desperate sign of hope. Something to tell herself that maybe all wasn't lost. She saw nothing. Staring back at Cole, she looked him up and down. A shiver ran through her body. He was looking good, the fabric of his shirt stretched taught over his muscles. Even a mask couldn't conceal the handsomeness of his features. The cut of his strong jaw with a hint of stubble peeking out. Emerald green eyes, normally so beautiful, instead staring daggers at her. With his sweatpants on, she could just make out the impressive telltale bulge of what she knew lay beneath. With pregnancy hormones rampaging through her system, it made her want to jump him. Right here. Right now. Or maybe that had just always been the case when it came to Taylor's longtime lover. Now fiancée.

"I'm so sorry Cole...for everything. I never meant to hurt her like that."

"Bullshit. You knew exactly what you were doing. Exactly how to twist the knife. There's...there's no coming back from a betrayal like that. And the worst part is...she really did love you. With all her heart. Every last ounce of it."

"I swear, I didn't know what I was doing. We just got to talking...and Taylor came up. He was my manager after all. We talked about lots of different things, but that's all different now. I'm sure you know. He's out. Gone. I'm not managed by Scoo-"

"Don't you dare say that fucking name anywhere near this house." Cole cut in harshly, his hand slicing through the air. "It's bad enough that you told him personal stuff, private details about Taylor, but to then try and defend him when shit really hit the fan? He's tormented her for years. It still tears her up every day that he got his grubby paws all over her masters, and you made sure he had all the information he needed to make it hurt as much as possible." He was breathing heavily, practically shaking with anger. "It's just...despicable. You're despicable. Now leave or I'll throw you myself. I don't care how pregnant you are."

"Please! I realized I fucked up. I'd never intentionally hurt Taylor. She has to know that. She has to forgive me..."

"No. She doesn't. And she won't. Goodbye Karlie. Forever. Now, get out."

The last two words were spoken with a deadly quiet before he turned his back on her and began the long walk back up to the house.

"Wait! I brought gifts! Presents! To congratulate you both on the engagement!" Karlie cried out in a last desperate effort to keep him talking.

He didn't even break his stride as he continued on his way back inside. Rooted to the spot, Karlie simply stood there, shaking. Keenly aware of the security guard's eyes on her back, she took a deep breath and steadied her trembling upper lip. Perhaps she should have worn a mask, it would have concealed so much more of her face. With a head held high, she waddled back to the car, eyes following her in total silence as she went.

The driver opened the door for her and once safely sequestered inside, concealed from the world by blackout tinted windows, her calm demeanor broke and tears began to flood down her face like a dam bursting. They slid down her high cheekbones, dripping off of her chin and landing on her rounded stomach. She'd thrown it all away. The best friendship she'd ever had. The best relationship she'd ever had. And for what? Money? Status? Prestige? To try and get ahead in the Hollywood game? Those things had all seemed more important at the time, but now, they somehow didn't hold the same meaning. So many happy memories with Taylor. Days full of fun and laughter. Nights spent between the sheets, secretly hidden away with honeyed words and soft lips. Those times flashed like a camera reel in her mind's eye, moving faster and faster until they were a blur of old happiness, a stark contrast to her current reality. Fingers gripped the leather seat until they were bright white. Sniffing and searching for a tissue, she wiped at her leaking eyes. Her mind had settled on one memory in particular. One that on the surface, seemed filled with romance but looking back at it now could only be described as bittersweet.

2014

"Oh, K-K-Karlie! Baby! KARLIE!" Taylor screamed out, her body writhing and wriggling like a fish as I felt the orgasm blossom to life beneath the tried-and-true effort of my tongue.

A veritable flood of arousal lit up my tastebuds as I lapped it up, my face awash with a fresh bloom of heat as her alabaster thighs squeezed all around me. Relaxing into a puddle of pure satisfaction, Taylor gave a contented groan as I finished up between her legs, giving a few final licks and planting a few final kisses. Crawling out from underneath the tent-like sheet, I slithered up and settled alongside her slim nude form. One hand lightly traced formless shapes across her toned tummy. The other propped my head up so I could take all of her in, a beautiful blonde goddess basking in the afterglow of her climax. The taste of her pussy still filled my mouth, clinging to my lips as my tongue passed over them. I savored it. Every last drop.

"Oh my GOD." Taylor finally managed to say after what was a very prolonged and pronounced moment of silence. "Your mouth is magic."

I laughed, giving her stomach a playful slap. "Haha! Thanks, TayTay. I've had a good bit of practice, but if you really want your mind blown, you should let Cara go down on you. That woman eats pussy like a fiend."

"I know. She makes sure to tell me every time she stays over." Taylor said, brushing stray locks of messy blonde hair out of her face and looking at me with those stunning baby blues of hers.

Her hands reached around my own naked body, pulling me in for a tight embrace. I rolled over on top of her, our pair of mile-long legs crisscrossing until they were intricately tangled up. Each of us could feel the warmth of the other's pussy. Our foreheads pressed together as we stared lovingly into each other's eyes.

"You're...you're not sleeping with Cara, are you?" Taylor asked hesitantly, a flicker of doubt appearing on her angelic features.

I laughed again, "Maybe. Why? Jealous TayTay?" Taylor broke eye contact, looking down and away, clearly embarrassed. I didn't make her squirm for too long before answering. "No. I'm not currently sleeping with Cara Delevingne. Or any of the squad. Or any other of the Victoria's Secrets models. Just you." Taylor couldn't hide her small smile of relief. "And speaking of sleeping with you, I have something else for tonight. Something I want to share with you."

"What's the rest of tonight? You've already made me cum twice!" Taylor said in disbelief, as I untangled our legs and rolled off of her.

Waving her away with a carefree hand, I slipped out of the king-sized bed and sauntered out of her bedroom. I could feel her eyes follow me as I departed. We'd been too preoccupied with one another when we'd gotten home earlier. I'd dropped my bag in the entryway and had left it there by mistake. I was lucky to have remembered to bring it inside at all. Between fooling around in the car and making out in the hallway, I had been immensely distracted, caught up in my new favorite blonde.

The ladies scampered away from, as I strutted naked down the hallway of Taylor's apartment like it was a runway. The kitties didn't seem to like me very much, but we steered clear of each other so there were never any serious issues. Passing a full-length mirror, I paused, momentarily distracted. Stopping for a moment, I admired my naked body in all its statuesque glory. My blue-green eyes stared back at me, from a model's face with high cheekbones and supple pink lips. Slenderer than even Taylor, I was firm and toned, a product of many hours spent in the gym and a strict diet. My tits were tinier than Taylor's, but oh so perky with well-defined brown areolas and nipples. The bottom half of me was dominated by legs than ran for miles and miles and were so smooth, you wouldn't find a single hair anywhere on them. My ass was so toned, you could have bounced a quarter off of it. Fluffing my own pale blonde mane, I blew a kiss at the sex goddess in the mirror before moving along.

The apartment was, of course, empty apart from me, so my nakedness went unappreciated. More often than not, you could find any number of incredibly hot women spending the night here, but more recently it was becoming a place just for the two of us. Making it to the front door, I picked up the bag. Unzipping it, I pulled out the special toy I'd brought over for the night's festivities.

"Lovely." I whispered to myself as I beheld it.

In these past few months with Taylor, I'd like to think I had a hand in expanding her sexual horizons. From the very get go, when we had shared her friend Cole, I'd slowly, but surely, made an effort to ramp things up. Encouraged her to try new things she'd never done before. Things she'd maybe always wanted to do. Or things she didn't yet know she wanted. We'd shared another couple of other men, including Cole on occasional. His knowledge of Taylor's body rivaled my own and I would be lying to myself if I said she didn't know how to pick them. His cock had properly and thoroughly plundered every orifice we had to offer, and I was immensely grateful for it.

I'd taught her how to eat pussy properly. She'd been a little unsure at first, but it turns out she was a natural. We'd begun using toys on each other. Tying the other up and experimenting with sub and dom roles. Things were progressing quite nicely, if not a little slowly for my liking. My grand plan was to eventually bring her to The Club, as it was simply referred too, where we could live out any and every wild sexual fantasy we could conjure up in our pretty blonde heads. Then, in my wildest of dreams, maybe she would consider becoming a regular at our Victoria's Secret orgies.

Looking down at my groin with a sly smile, the familiar weight rested comfortably on my slender hips as I secured each strap in its proper place until everything was tight and snug. Heading back to her room, I walked with confidence, swinging proudly with every strut. She was exactly the way I'd left her. Sprawled across the bed, her usually so perfectly styled blonde hair a tussled case of obvious bedhead. The sheets had been pulled up, just high enough to cover her perky chest, but I could still see her nipples through them. She was fucking gorgeous. Her big blue eyes widened, plump pink lips opening in shock, as they saw what exactly was jutting off of my groin in so spectacular a fashion. Reaching a hand down, I stroked it slowly, watching her closely for a reaction.

"Do you know what this is?" I asked with a hint of a smirk.

Rolling her eyes, Taylor nodded, "Of course I do! It's a strapon. Cara showed me her collection. She would have used it on me too, if I'd let her!"

"Have you ever used one before, or more precisely, had one used on you?" I asked, my pussy, still wet from our fun before, moistening further still with the anticipation

I was certain I already knew the answer. Biting into her luscious lower lip, she shook her head slowly from side to side. There was a demure nervousness that made her so damn cute, I wanted to pounce and take her right then and there. Instead, I opted for a slower approach.

"Don't worry TayTay. You'll love it. I promise." I said, walking to the edge of the bed and presenting it to her. "Go ahead, feel it."

Tentatively, she reached forward and wrapped her hand around the fake cock. She squeezed it tightly between her spindly fingers. It wasn't my biggest or most aggressive one. That one I saved for my fellow models, and especially for when they needed to be taught a lesson. It was a stiff flesh-colored rubber rod measuring in at a respectable, but shorter than my usual standards, half a foot long.

"Just like a dildo." Taylor said, squeezing it until her knuckles turned white.

"That's right. And we know how fun those can be. Especially when we use them on each other." I winked at her. "It's just like a dick, but better, because it never gets soft and never blows to early before you've even really had any fun."

We both giggled, as I climbed back into the bed and pushed Taylor gently onto her back. My hand drifted down to her twat, and to my surprise, found it still to be quite wet. Clearly, she was very excited. Shuddering even at my lightest of touches, I reached over to the nightstand and rummaged around for a bottle of lube. Locating it quickly, I squirted out a small dollop on my palm and smeared it over the surface of phony phallus.

"For a little extra sensation." I said, showing her the promise of tingling sensation on the label of the bottle.

Leaning down, I planted my lips on hers, pressing her pouty mouth hard against mine. Our tongues immediately began a familiar dance, swapping spit as they tangoed together. A little jerky with nervous excitement, her hands ran across the slim expanse of my figure. From cupping my face as our makeout intensified, her fingers trailed down along my spine, tracing along the vertebrate with the lightest of touches. Squeezing my hips, they gradually slid to my tight ass, even giving a playful pinch or two as we pushed back and forth. One hand found the head of the rubber rod, as she teased it slowly back and forth across her wet labia. The stimulation made Taylor tremble, breaking off our liplocking to moan loudly.

"You want me to fuck you, TayTay? Fuck you with my big hard cock?"

Those big blue eyes looked up at me as she nodded eagerly. The faintest trace of a whisper passed her lips.

"Yes..."

Then she kissed me again fiercely with one hand on the back of my head as she pulled me in close. As her tongue sought out my tonsils, I pushed my hips forward, splitting her velvety folds in twain with slick ease. I felt her breath catch and hold as I sank all the way down to the base, and held it in there.

"Feel that TayTay? That's all of me. All of me, just for you." I whispered, in a tone of pure seduction and lust.

Then I started thrusting, just rolling my hips in small circles, at first. It slid just a bit of the dildo in and out of her. As her hands scrabbled up my back, I felt her fingernails digging into the flawless flesh there as I put a bit more power behind my thrusts. My movements were slow, and deliberate, each and every motion intent on giving her all before pulling back to the tip and driving home all over again. My lips pressed against her neck, sucking on the delicate and tender flesh. Her face was now full of my own messy blonde hair as I licked and kissed in tandem with the motion of my hips.

"Oh, Karlie. Oh, Karlie. Oh, Karlie!" Taylor moaned as I fucked her. "You feel so good inside of me. This is amazing!"

"Enjoy it Taylor." I whispered, nibbling on her earlobe as I did so.

One of my hands sought out her breasts, squeezing those sweet perky sweater puppies that I adored. Fingers squeezed supple flesh, before convening on one of her nipples and tweaking it in exactly the way I knew she loved so much. Rubbing it between thumb and forefinger, it was not hard enough to pinch, just enough stimulate until it was harder than a bullet. Proceeding to do the same with the other, Taylor writhed and squirmed beneath my body. Fingers leaving her soft and supple skin to splay themselves wide on the sheets, I propped myself up. From this angle, I could leverage my height and weight to really drive home the stiff rubber rod. With my tiny titties jiggling and hanging beneath me, Taylor darted up with her pretty pink lips. They latched onto one of my own hard nipples, sucking with some force and sending powerful pulsating tingles down my spine. Her smooth legs slid over mine, inching upwards until they interlocked around my waist and toned buttocks.

"Karlie, this feels amazing! It's like-It's like you're really fucking me." She moaned loudly. "Even better then when we use toys on each other!"

"It feels like that for me too, TayTay. Like I'm fucking you with my long thick dick."

While I could only imagine what it felt like to have a dick hanging between my legs, the base of the strapon was position directly on my clit. Every thrust into her pushed down against the hard nub sending a jolt of pleasure coursing through me. And it wasn't like I couldn't feel the heat emanating from her cunt. Or smell the permeating scent of sex filling the room. Or hear the sounds of her wet twat sloshing as I filled her over and over again.

"Can I...can I ride you?" Taylor asked sheepishly from below, even as she squirmed with pleasure from each and every thrust.

Nodding eagerly, I did so relish the idea of her above me, radiant in expression of pure carnal bliss. Pulling out of her, I laid down flat on my back with the fake cock standing tall, unwavering in its hardness. Straddling me, Taylor looked down in-between the blonde strands obscuring her eyes. With a sly smile, she grabbed the rubber rod and rubbed it against her wet lips, before fully sinking down upon it.

"Mhmmmm..." She let out a long satisfying groan.

Taking a moment to savor it with eyes closed, she slowly began to work her hips. Back and forth and all around, gyrating on the dildo as my hands drifted to her hips and latched on. Lightly pulling her downwards, it gave just that slight extra inch of penetration. Her hands closed over mine, holding them there as I guided her up and down on me. They lingered there for a long time as she rode, but eventually slid upwards. Trailing along her toned and slim body, they paused to cup her breasts and tweak her own hard nipples. Continuing upwards along her collarbone and across her neck, I could already see a hickie forming from our earlier makeout session. Drifting further, they slid along the curve of her chin over her cheekbones and up into her hair, tangling her fingers in the blonde mane before lifting it high and letting it fall all around her. All the while, her hips never stayed still.

"Taylor, you're so beautiful." I whispered in awe.

Opening her crystalline azure pools and smiling, she looked down and said, "So are you Karlie."

12


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