📚 era erotica Part 5 of 44
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CELEBRITY STORIES

Era Erotica Ch 05

Era Erotica Ch 05

by slyguy1313
19 min read
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adultfiction
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Disclaimer: This a work of fiction. It is not real. It did not/will not happen in real life and should not be mistaken as such.

Chapter Five: 1989

Starring: Taylor Swift & Karlie Kloss

Codes: MFF, Cons, Oral, Facial

*****

2018

Despite all his big talk, Cole was nervous about his date. He was standing in front of his mirror, preening himself. He wore a loose collared shirt and jeans. His dark hair was that perfect combination of messy and styled.

"Nothing to be nervous about. It's just been a while." He said to himself in the mirror.

His phone buzzed. He looked down at it. It was his friend from work, Phillip, who was going on the date with Rachel's friend. Cole gave himself one last look and headed downstairs. Phillip met him on the street and they waited for their rideshare, chatting about nothing in particular. When they arrived at the restaurant, the girls were already there at the bar. Cole went to check on his reservation and soon the whole party was seated.

"Cole Stephens." Said Cole, extending his hand to shake with Rachel and her friend.

In person Rachel was just as attractive as her photos. She had a very pretty face, nice blue eyes, naturally blonde, tall and athletic, just his type. Her friend was also an attractive blonde. In fact, they looked somewhat similar and for a brief moment, Cole had a flashback to two other attractive blondes he had once spent the night with.

Shake it off.

He thought to himself.

The date progressed in the usual fashion. Each couple focused on their partner. As Cole talked with Rachel, the more he seemed to like her. She was into cooking, played the guitar and overall seemed down to earth. Cole felt a bit rusty, but overall, he thought the date went alright. Rachel seemed to respond well to him, laughing at his jokes and touching his arm affectionately. Phillip and his date, Nicole, also seemed to be getting along well. So well in fact that the pair left together, vanishing into the rumbling New York City nightlife. Cole made a mental note to ask Phillip about his date on Monday at the office. Cole didn't go home with Rachel, instead they hugged goodnight and promised to do another date next weekend. They would hash out the details later. Not really feeling up to going out, Cole decided to head home. He got to his apartment and decided on a nightcap. He mixed himself an

old fashioned

, his drink of choice, and sank into his couch. He just sat there, mulling the date over in his head.

"It wasn't too bad." He said out loud to no one in particular.

The more he dwelled on it, the more he worried. Rachel seemed really well suited to him, but he just felt like there was something missing. When he first laid eyes on her, his heart didn't jump in his chest. There had been no spark of electricity when their hands touched. There had been no small ache watching her walk away at the end of the night. He thought back to his previous relationships.

All of those things always happen with Taylor.

He thought to himself.

He took a deep swig from his drink and shook his head, trying to clear it. Rachel's friend had been cute too. Both women had been very attractive and for a moment, his mind envisioned a scenario where the date had went very well, so well that he had brought both of them back to his apartment. Even the thought of a threesome drove him to the memory of the first weekend he had ever spent in Taylor Swift's New York City apartment. He got up, walked over to the window and looked out in the direction that her apartment lay. Of all his encounters with Taylor, that one had always seemed the most like a fever dream. He laughed and took another sip.

2014

"Look at this place!" I said, staring around in awe at Taylor's brand-new apartment. "It's huge!"

"You really like it?" Taylor asked.

"Are you kidding me? This place is fantastic. I don't even want to know what it cost you. A place of this size, in New York City?"

"Would you like the tour?"

"Definitely."

Taylor Swift took me around her spacious apartment. She showed me the many rooms, but before we got to her bedroom, she paused.

"Cole. There is someone on the other side of this door I'd like to introduce you too."

"Is it another cat?"

"No!" Said Taylor with a chuckle.

She swung the door open and sprawled out on her bed was someone who didn't need an introduction. It was Karlie Kloss, professional model. She was relaxing in a t-shirt and tight yoga pants.

"Cole Stephens. This is Karlie Kloss. Karlie this is Cole."

I marveled at her beauty for a moment. Tall, thin, petite breasts ridiculously long legs with blonde hair longer than Taylor's. I checked myself and extended a hand to shake. Karlie put her phone down, got up off the bed and surveyed me with her hazel eyes.

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"Mmmm, he is cute Tay!" She shook my hand lazily. "Good to meet you Cole. What did he say, Tay?"

"I haven't asked him yet. I was building up to it."

I looked confusedly between the two striking blondes.

"Karlie is a little blunt Cole, but I invited you here this weekend in the hopes that you would help me out with something."

"Of course, Swift, you know that I'd do anything for you."

"I know you would Cole...Karlie could we actually have a minute?"

"Sure, thing Tay."

Karlie gave me another look up and down, her eyes lingering at my crotch for just a moment too long. Then he left the room.

"So, what's up Swift?"

"Something happened at a party not too long ago...and I...well...it may have woken something in me. Something that I want to at least try."

"What Taylor?"

"Let's just say I am a little more interested in women then I used to be."

That statement settled in the air as I digested the words. "Good for you! That's great! Sexuality is always fluid."

"I'm glad to hear you say that because...I was hoping that you would help me."

"With Karlie."

"Yes."

"You need advice or something to ask her out?"

"No." Said Taylor looking surprised at my thick-headedness. "I'm nervous to be with a woman for the first time, so I was hoping you could be there, with both of us."

The implication of her words hit me like a bolt of lightning. Taylor Swift was proposing a threesome with me and Karlie Kloss.

"Y-y-yea. Yes. Of c-c-c-course." I stuttered out.

Taylor laughed at the look at my face. She put her hands on my and kissed me gently on the lips. "You're sweet Cole. Thank you."

"Thank you Swift!" I said more excitedly then I intended.

She cocked an eyebrow at me. "Getting all excited about it now, huh?"

"Maybe." I said, unable to conceal my smirk. Then something occurred to me. "Wait, so are you telling that you kissed- "

She interrupted me before I could finish. "Yes. I kissed a girl and I liked it." Said Taylor with a wink of her eye.

We ended up having dinner, just the three of us. Taylor cooked, she was an incredible cook. Karlie and I got to know each other a little better. Then after dinner and bit of wine, we all were to retire to the bedroom. Karlie took me aside briefly.

"Look Cole, I know all about you." She said.

"Oh yea? Like what?"

"Taylor has told me many, many things about you. All very good. I just want to make one thing clear. I am here for Taylor, not you. Got it?"

I nodded slowly.

"Don't get me wrong. We are going to have fun. Lots of fun. But this weekend is about Taylor. Clear?"

I nodded again.

"Good. Now take this." She said, fishing something out of her pocket. It was a little blue pill.

"Viagra?"

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"Not exactly. It's just a little something to ensure that you will be able to keep up with the two of us. Take it, no harmful side effects."

"Are you sure I need it?"

"You probably don't, but like I said, do you think you can keep up with both of us?" She said before dropping the pill into my hand and turning around walking down the hall, her hips swaying seductively as she went. I audibly gulped and stared after her. I looked down quickly at the pill in my hand and then at the slightly ajar bedroom door. I quickly swallowed the pill.

I readied myself on the bed, clad in only my underwear as I waited for the other two women. Taylor came in first and her eyes lit up when she saw me. She looked a bit nervous, biting her lip with a crinkled forehead. She was wearing a set of simple yet elegant black bra and panties. Her hair was shorter than I'd ever seen, but her lips were still red and her eyes blue with just a touch of mascara.

"We'll start together and Karlie will just slip in." Said Taylor.

"Don't worry. This is going to be fun." I said reassuringly.

"Of that I have no doubt." Said Taylor. "For you especially."

She closed her eyes and puckered her red lips. I moved closed to her and embraced her, putting my lips on hers. As always when I kissed her, it felt like no other feeling in the world. Gradually she loosened up and we fell into one another. As we rolled around on the bed, running our hands over one another I felt Karlie slip into the room and onto the bed. Taylor jumped slightly as she felt the gorgeous model's hands on her back, running up her spine and unclasping her bra. Karlie was already completely naked. I noticed her toned abs, sun-glistened skin, petite breasts and totally bare pussy before I returned my attention to Taylor who slid off her bra. She pulled down the waistband of my underwear, revealing my cock and gripping it gently. Karlie's lips found Taylor's neck as the popstar slowly worked my cock. I watched the two women, as Karlie moved her lips ever closer to Taylor's until they finally met. I watched as their lips pressed together, kissing one another deeply, their tongues slowly creeping into the other's mouth. All of a sudden, Taylor pulled back, looking a little flustered, cheeks red from blushing.

"Sorry." She muttered. "That was...overwhelming."

"Shhhhh..." Said Karlie, lazily placing one finger to Taylor's red lips. "Let's start with something you are a little more comfortable with."

She gestured at my hard dick, still firmly held by Taylor. Taylor nodded, blue eyes looking at me as her red mouth descended, first swallowing the head and then moving down the shaft. Karlie brought her own head down close to my groin, watching greedily as Taylor increased her speed, blonde head bobbing up and down my shaft. As Taylor blew me, Karlie moved one hand between Taylor's legs to lightly brush her wet panties. Taylor looked shocked for a moment, but then focused on me again and moaned in pleasure as the model's fingers slipped beneath the wet fabric. The vibration of her moans felt wonderful on my throbbing shaft. Karlie moved her fingers in and out of Taylor until she withdrew them completely and brought them up to her mouth. Taylor's eyes followed her hand as Karlie popped those fingers into her mouth, sucking off the remnants of Taylor still present on her digits.

"Stand up Cole. We'll both show you a good time." Said Karlie, pointing to the side of the bed.

I gladly stood up as Taylor wiped her mouth off. I moved to stand by the side of the bed as the two blondes laid on their stomachs, each face level with my rod. Taylor was the first to take the initiative. She kissed the side of my shaft, pursing her red lips. Up and down the shaft she went as her tongue darted out, licking the veiny underbelly. Karlie smiled and brought her face to the other side of my cock, directly across from Taylor. As Taylor kissed and slobbered her way over my prick, Karlie met her lips on the other side. Suddenly their tongues were intertwined, wrapped around my dick as their lips met each other's around the shaft. In unison they slowly moved, carelessly sucking face until they reached my bell-end. Taylor took my head into her mouth, pressing it against her cheek so she looked like a squirrel with a nut. Karlie brought her lips to Taylor's and forced her tongue inside. I could feel the model's tongue wrapping around my swollen cockhead inside of Taylor's mouth. I threw my head back and groaned at the sheer absurdity of the situation. Both girls giggled and smiled at my reaction.

"He is a big boy. You were right Tay." Said Karlie, firmly gripping the base of my shaft as Taylor enveloped more of me.

Karlie stroked the shaft as Taylor sucked like a vacuum, extracting any precum that was forming at the tip. Karlie had one hand on the back of Taylor's head, guiding her. Karlie pulled my cock upwards, out of Taylor's mouth exposing my testicles to the view of the two insatiable blondes. Taylor latched onto one nut. Karlie took the other. Each applied suction to my scrotum, tongue-wrestling with my testicles. The longer they sucked, the closer their mouths inched together until, yet again, their lips found one another. Taylor stroked my cock as they the pair of them played tonsil tennis with my testicles and each other. I groaned loudly and could feel myself growing ever harder. Taylor looked up at me and smiled, taking me back into her mouth, working my entire member inside. The whole experience was too much for me. The sight of these two long legged beauties with my cock at the center of their attention drove me over the edge. As Taylor sucked me I could feel myself about to burst.

"Shit!" I yelled out in warning. "Cumming!"

"Do it Tay!" Yelled Karlie, positively squealing with delight. "Take that jizz!"

Taylor smiled and took me deeper into her mouth. Karlie placed a hand on my scrotum and gave a gentle squeeze as I erupted. Taylor's mouth was flooded with white hot jism. I pumped and pumped and pumped, dumping an impossible amount of semen into the popstar's mouth. When I had spurted my last milky globule, she pulled her red lips back, opening her mouth to reveal the pool of creamy white spunk swirling amongst her writhing pink tongue. She grinned widely, looking up at me and then looked over to Karlie. She grabbed her, kissing her with a mouthful of cum. The model looked surprised, but she fell into Taylor as their lips and tongues intertwined. I watched as Karlie lapped cum out of Taylor's mouth with her own pink tongue. The popstar positioned herself above the model, puckering her red lips and allowing my load to drip out into Karlie's gaping maw. The model gladly took it all, following it up with a sloppy kiss, traces of cum still leaking out of the corners of both of their mouths. I watched as what remained of my cum was exchanged back and forth between the two, until it had all been swallowed. The kissing didn't stop there, instead the pair continued their vigorous lip-locking as their hands explored each's other's bodies. Taylor moved to cup Karlie's erect nipples, tweaking them between her long fingers. Karlie rubbed along Taylor's inner thigh, firmly gripping her butt. I looked down and still found myself hard a rock. For a few minutes I simply watched as the kissing became more ferocious and the rubbing more vigorous until I stepped forward, prodding Taylor with my stiff member. She broke free of Karlie and looked at me.

"Oh my god Cole!" She said, her face in shock, complete with the perfect O-shaped mouth. "You're still so hard!"

"Of course! You didn't think I was done with the pair of you yet?"

Taylor smiled and pushed me over. I fell onto the bed laying on my back, my cock standing at attention in the air above us. Taylor grabbed hold, giving it a few strokes. She straddled me, teasing my cock with her wet pussy lips, rubbing in and out. Karlie emerged from behind her, grabbing both her breasts and kissing her neck.

"Go on Tay. Let me watch you ride him."

Taylor eagerly complied, descending and engulfing all of me in one quick movement. It felt so good to be inside of her again. As I slammed into her she gave a loud moan, throwing her head back. I put my hands on her hips and started thrusting upwards as she bounced. Karlie disappeared from behind her and as Taylor and I built up a good rhythm, my view was suddenly obscured as an exquisite and toned buttock mounted itself on my face. Karlie rubbed her wet pussy against my own surprised mouth and I happily obliged, slipping my tongue in-between her velvety folds. I continued thrusting my hips upwards as Taylor rode me. I could no longer see what was happening, but I could hear well enough. Taylor's moans became muffled as she and Karlie resumed their game of tonsil tennis. I shoved my tongue in deeper and Karlie's own cries began to intermingle with Taylor's. In response to the increased pleasure, Karlie shifted her weight and suddenly everything was deafened as Karlie's muscular thighs gripped my head. I didn't relent in my tongue-fucking, my nose now nearly buried in her asshole. Karlie rode my face and Taylor rode my cock. In that position it was hard to know how much time passed. All I knew was suddenly Karlie removed herself from my head and I took a deep breath, slick juices covering my chin.

"You nearly suffocated him Karlie!" Said Taylor as she paused the grinding of her hips.

"I would have died a happy man." I replied, a big stupid grin on my face.

Taylor got off of me and clambered on all fours, bringing her face to mine. She kissed me, running her tongue over my lips, tasting Karlie's juices. I shoved my tongue, that had so recently been in Karlie's pussy, into Taylor's mouth. She sucked on it, savoring the taste. I got up to kneel on the bed and reached around to grab onto Taylor's ass, probing a finger into her wet pussy and pulling it out to give myself a taste.

"Get behind me Cole." Taylor said, and I repositioned myself.

Taylor was on all fours, wiggling her ass in my face. I couldn't help myself, I went in for one quick lick, swiping the broadside of my tongue from clitoris to butthole in one swoop. Taylor gave a gleeful shout and turned her head as I positioned myself behind her. I entered her easily sliding my full length in and out. Karlie sat upright across from us, legs splayed wide, bald pussy clearly visible.

I leaned down to whisper into Taylor's ear. "Swift, eat her pussy."

For a split second, Taylor gave me a nervous side eye but then lust took over and a sly smile broke out over her features. I gave a particularly deep thrust and reached my hands to grab her swaying breasts. Karlie looked gratefully at me as Taylor's blonde head slowly descended. Cautiously, she placed her tongue on Karlie's sopping twat and began licking. It didn't take long for her to warm up to it. Before long, the popstar's face was buried between the model's thighs and she was full-on munching box as I gave it to her from behind. Any trace of red lipstick that had been left on Taylor's lips was smeared all over the Karlie's slit. Karlie's eyes were fluttering and she ran her fingers through Taylor's hair. Based on the noises the model was making, I would say that Taylor must have been doing an excellent job. Karlie brought her eyes to watch me as I railed her friend. Her free hand was playing with her breasts, tweaking her own dark nipples as the three of us went at it. The longer Taylor spent between her legs, the more Karlie's face became contorted with pleasure. Taylor had her chest heaving, body twitching and eyes rolling back into her pretty blonde head.

"That's it Tay! Keep that up! I'm about to cum!"

I could feel Taylor quivering with anticipation as I thrusted in and out. I could audibly hear the popstar's tongue flicking against Karlie's cunt as the model grabbed Taylor's head with both hands.

"CUMMMIINNNGGG!!" Karlie screamed, shaking as the orgasm rocked her body.

She held Taylor's head between her legs as she bucked. Taylor never let up for a second, slurping up every ounce of fluid that came out of Karlie's pussy. When she finally removed her blonde head from between the model's thighs, I could see pussy juices coating her mouth and chin.

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