Era Erotica Ch. 25

Disclaimer: This a work of fiction. It did not/will not happen in real life and should not be mistaken as such.

Chapter Twenty-Five: Should've Said No

Starring Hailee Steinfeld

Featuring Taylor Swift

Codes: MF, Anal, ATM, Oral, Swallow

*****

2019

"YES! OH YES BABY! FUCK ME! YEAH! YEAH! FUCK MMMEEEEE!!" Taylor screamed, her body and face pressed hard into the bedsheets.

Cole's sweat-drenched muscular body was on top of her, slamming into her with every ounce of lust-crazed strength he could muster. Propped up by his arms, the sheets were balled in his fists as he rammed her pronebone form. Every sweaty ball-slapping pelvic thrust inched her further up the bed until her hands were splayed wide against the headboard just to prevent a concussion. Just about ready to blow, he pushed through to get her off too. Her ass, rippling with the force of his thrusts, presented itself for a hearty smack. He followed it with another. And another. Whacking those jiggling cheeks like the beat of a drum.

"OHHHHH!! THAT'S IT BABE!! I'M CUMMING!! COLE!! I'M CUMMING!! C-C-CUUUMINNGG!!"

Screaming like a banshee, she bit down on a pillow as her body jolted, limbs flying every which way. The velvet sleeve undulated around his member, as powerful orgasmic waves rocked her, smashing every fiber of her being with sexual gratification. Her climax subsiding, he released his pent-up breath and wrenched his prick from her still twitching snatch. Fisting his prick, he gave it a single stroke from tip to base. It sprayed like a firehose. The drenched shiny fuckstick fired sizzling fat ropes of cum far across Taylor's back. More stroking. Cum splatting across her flawless skin until she was covered from ass to shoulder blade with thick, white streaks. Squeezing the crown, he spurted out final glob right into her buttcrack. The singular sticky sphere of man gloo slid down between those peachy globes, coming to rest right atop her butthole. Beating out the last remaining dribbles against an already painted asscheek, he fell forward onto the bed. Breathless, sweaty and heaving, they were both exhausted after a lengthy session of fornication. Flipping her blonde mane back off her face, she looked at him dazedly.

"That was just what I needed. Things have been so hectic since Lover came out."

"Don't I know it. And you know, whatever you need, I'm here."

Smiling, she replied, "Thanks darling, but I want to make sure you're taken care of too."

"After that? I don't want to do anything but lay here with you for a while..." He said, closing his eyes.

Several minutes went by before sufficient feeling returned to Taylor's legs and she felt she could stand. Cole tried to wipe up the congealing cum with a tissue, but only served to smear it further into her soft skin. Looking like a newborn foal, she made her way to the bathroom and after cleaning up, flopped down on the bed. Automatically wrapping an arm around her, she snuggled up next to him. The silence stretched, unbroken for a long time until Taylor spoke.

"I was just thinking about the VMA's after party."

"Hell of a shindig..."

"The after after party was fun too. We must have fucked until the sun came up. Couldn't walk straight the next day."

"You know how I get after watching you perform..." He murmured, nearly asleep.

"You've been to a lot of my parties over the years. A lot them spent with me."

"Mhmm-hmm."

"Did you ever go home with anyone else?"

He opened his sleepy eyes, looking down at her nestled in the crook of his arm. "Huh?"

"What I mean is... look, you're gorgeous and my friends, let's be honest, are also gorgeous. They're also a horny bunch. Did you ever...you know? Take one to bed?"

Leaving the warmth of his embrace, she sat up on the bed, hugging her knees tightly. Breasts squashed against them, that normally would have been enough to distract him, but not today.

"Let me get this straight. You're asking if I have fucked any of your friends? I'm confused because, we," he pointed to himself then to her, "have fucked a whole bunch of them! Remember that orgy a couple of months back?"

"That's different. We," she pointed to herself and then to him, "as a couple decided to do that. I'm asking before we were together." Taylor asked, her tone level but her eyes watching him carefully.

Cole reflected on the many parties he had attended over the years hosted by one Ms. Taylor Swift. They were some of the best nights of his life. Stolen moments snatched from their hectic and crazy lives. Wonderful. Lustful. Sensual. Downright dirty. Then there were the other nights. Those when he went to bed alone. Lonely. Wanting. Yearning for something more than a one-night stand. Her friends were gorgeous, but he'd never wanted to jeopardize whatever their relationship was over all those years. Sleeping with her friends had always seemed a surefire way to screw that up. All but that one night. Chewing on the words as he considered what to say, he knew he had to be honest. He would never lie to her.

"One time. Yes." He admitted softly. Looking hurt, her blue eyes grew wide and she hugged her knees tighter. "Swift, what does it matter? One time, years ago? Where is this even coming from? I love you. I have for my damn whole life."

"Who was it?"

"You really want to know?"

"Yes, because you were supposed to be off limits!" She yelled out the last words.

"Off limits? What does that mean?"

Now it was Taylor's turn to consider the truth. "...I made it clear that I didn't want any friend of mine sleeping with you."

"Even though we weren't together?" He asked, anger now rising in his voice.

"Yes..." She whispered, looking sadly at him.

"Not that I ever would have, because I was too in love with you to ever screw up the slightest of chances that we would ever end up together, but you are telling me, that if I had wanted to, I would have struck out every time?"

"Well, evidently not!"

The situation was beginning to unravel. Cole stood up, pulling on some shorts. "That's fucked Swift. If you couldn't have me, then no one could? Even when you were off with all those other guys? You wanted me as your safety net? Your backup? Just in case you wanted a quick booty call, but nothing more?"

"No! It wasn't like that. Besides, you're the one who just admitted to banging someone else!"

"WE DO THAT ALL THE TIME!" Cole yelled in frustration. "But, yea one time, I left with Hailee Steinfeld and I fucked her until she was walking funny the next day. Is that what you wanted to hear? Is it?"

There were tears in Taylor's eyes, but her hackles were raised. She spat out a hurtful retort. Cole responded in kind and the argument only spiraled further out of control, other arguments and fights bleeding over into this one. It ended with him storming out of the room, slamming the door and sending all three cats scrambling, hissing and spitting at him. Retreating to one of the guest's rooms, he slammed that door too and laid down on the bed. His was head pounding. Punching a pillow several times, he swore in frustration. Rubbing his eyes, he thought long and hard about that night, picturing the events clearly in his mind.

2015

I was sipping an old fashioned, surveying the party going on around me. I was in LA on business. The young, hotshot upstart at my marketing firm on his first solo pitch. It just so happened my trip coincided with the VMA's. And an award show, meant a party at Taylor's afterwards. I had grown accustomed to spending these nights with Taylor, getting up to who knows what. She had been single for so long now, and with both of us living in New York City, our trysts had become more frequent than ever. But that was over now. This time she was draped all over her boyfriend, Adam Wiles, better known by his DJ pseudonym, Calvin Harris. It started out cute enough, but as the night dragged on and with the liquor flowing like water, their PDA had become too much for me to handle. Now they were nowhere to be found, disappeared to some quieter corner of the house no doubt. What might they be doing? I did my best to push that from my mind. She seemed happy, and I was happy for her. At least that's the lie I sold myself.

Still, even in her absence, the party was going strong with the squad out in full force. In fact, she had attended the awards show with her entourage in tow. Now they were all here. Stunningly beautiful models, singers and actresses as far as the eye could see. I tried not to sulk and took another sip, feeling the whiskey burn as it trailed down my throat. Deciding on some fresh air, I turned to head outside and immediately bumped into someone.

"Shit! So sorry!" I said, stopping dead and staring right into the beautiful rounded face of Hailee Steinfeld, resplendent in a flowy white outfit.

"No worries!" She said cheerily. "Have we met before? If we have, sorry! If not, I'm Hailee. Hailee Steinfeld."

Of course, I already knew that, but instead of saying that, I extended my hand and said, "Can't say I've had the pleasure. Cole Stephens."

Shaking it, I noted her firm grip as her eyes widened. Squinting, she surveyed my face up and down. "Ohhhh, your Cole? The Cole?"

"I suppose. Unless there is another Cole Stephens I don't know about."

"Taylor's Cole."

There was a twinge in my chest. I wasn't her Cole. Clearly, from the display tonight, but I didn't want to be rude. "Yep, that's me."

Her warm hazel eyes left my face, trailing down my form fitting suit. They lingered at the crotch of my slacks before quickly popping back up. Color flooded her cheeks as she cleared her throat, clearly embarrassedly. "Err, Taylor brags about you a lot."

My eyebrows rose in genuine surprise. I was always tight lipped about our fuck buddy situation, but perhaps she didn't need to use the same discretion. After all, I wasn't famous. "Oh, really? What has she said? Only good things only I hope."

Hailee gave a short, playful laugh. "Very good things. Very good things indeed. She said, you're well endowed...with good character." Smirking at first, her expression rapidly turned to one of horror. "Oh god. I can't believe I just said that. Sorry, I thought it'd be funny."

My face was as still as stone, before it broke into a kind smile. "It was." I said, giving a hearty genuine chuckle.

Hailee eyed me up and down once more. "You are very cute though."

"So are you." I quipped back. A sly grin formed on her face. "Can I get you another drink?"

"You could...if I was old enough."

I choked, nearly doing a spit take. "Ummm, how old are you?"

Grinning, she said, "It's not polite to ask a lady that question. But...I'm 19...and I'll take a Moscow mule."

Nodding, I scurried off to the bar. When I returned she was sitting on an empty couch. Patting the cushion next to her, I sat down and presented her with the beverage. We chatted, flirted even. Before long, her hand was lightly squeezing my thigh. Licking, her very full, plump lips, she opened her mouth, seemingly nervous.

"So, the party is winding down...do you want to continue this conversation at my place? Maybe have a nightcap?"

I looked at her. I wanted to say yes. Absolutely. Of course. But there was a part of me that held back. It was that same part that was wondering where Taylor had vanished too.

"I don't think so, Hailee. I've got a flight to catch in the morning and..."

She looked down, embarrassed and stammered, "Oh. Of course. I understand."

To cover the awkward exchange, I excused myself to the bathroom. Making a hurried retreat, I took care of business and exited to hear something coming from down the hall. Curiosity getting the better of me, I walked closer to the only ajar door. Approaching, it became clear that two people going at it. Hard. Stopping just outside, I decided on just a quick peek. You never knew what you were going to see at one of Taylor's parties. Peering through the crack in the door made my stomach turn and heart sink.

Taylor had her legs high up in the air, naked apart from her heels, shrieking loudly as her boyfriend jackhammered into her. From my position I could see his ass pumping like a piston as he fucked her.

"YES! OH YES! THAT'S IT!" She screamed, her voice impossibly high-pitched. "HARDER! FUCK ME HARDER BABE! MAKE ME CUM! PLEASE!"

"What do I get if I make you cum?" Adam asked, a hard edge to his voice.

"ANYTHING YOU WANT! YOU CAN FUCK MY ASS! PLEASE JUST MAKE ME CUM!"

"Deal." He said, the satisfaction in voice evident even from here.

I stepped back from the door, room spinning around me. I hurried down the hall, away from the cries of pleasure. I felt sick. The image was burned in my brain, there every time I blinked. We weren't together. We had never been together. We would never be together. I nearly rolled over Hailee in my effort to escape the party.

"Oh god. I'm so sorry." I said, pausing to look at her. "Hailee. I've got to stop running into you like this." Her offer fought its way into my brain. Taylor's screams of ecstasy still echoed in my ears. "You know what? Fuck my flight. Is that nightcap offer still good?"

***

Her apartment was luxurious. Upscale. It was decorated with the trappings of a true California girl. It wasn't as swanky, or reclusive as Taylor's many real estate holdings. But still very nice. Entering her bedroom, it proved to be a bit of a mess. Clothes strewn on the floor, discarded wrappers, and makeup cluttering every available surface. You know, the usual kind of lived in clutter.

"Sorry." Hailee said, hurrying forward and doing her best to quickly tidy up. "Didn't expect anyone but me to be seeing this room tonight."

I pulled her back towards me until only an inch separated us. With her heels on, I was still an inch or two taller than her, so her head slightly tilted upwards as she looked at me with round hazel eyes.

"I don't care about any of that." I said, and kissed her.

Her pink lips were so soft against mine and she responded immediately, placing a well-manicured hand on the back of my head as her tongue wormed its way inside. The kissing intensified as my hands groped her lithe body. Lingering at her perky breasts, barely contained beneath the thin silky smooth fabric of her ivory getup, they slid lower to her hips. Pulling her closer, our lips locked, my cock was like iron, digging into her waist. My mischievous hands slipped even lower, rubbing over the snow-colored folds to feel the supple curve of her ass, completely bare apart from the thinnest of G-strings flossing between both cheeks. Then they slid back upwards, along her spine until they reached the base of her neck. With the slightest of tugs, I pulled downwards on the golden collar she wore. Taking the hint and slowly descending to her knees, her dainty and delicate hands scrabbled at my belt.

"Lemme see that cock that Taylor talks so much about." Hailee said, discarding the top half of her outfit, revealing a lacy white bra underneath.

Removing my jacket, I began to unbutton my shirt as my belt came off and my trousers were pulled down around my ankles. Kneeling in front of me, she framed the outline of my hard member and then slowly, as if revealing a very special present, she lowered the waistband of my boxer briefs. Her eyes grew wider and wider as every inch was revealed. One final tug on the waistband and the tip came free, springing forward. It came within a centimeter of smacking her in the face. Instead she just stared at it slack-jawed.

"Damn. Taylor was not exaggerating."

"Glad to see I live up to expectations." I said, unable to help the grin spreading across my face.

"I've got a few other expectations for tonight, but so far, so good." She said with a girlish giggle.

Already her full pillowy lips were puckered, a mere inch away from the trembling, throbbing knob. Winking at me, she kissed the tip ever so gently before those incredible dick-sucking lips engulfed head. Tongue teasing the winking eyehole, she stared up at me, feigning innocence with those big brownish beauties. Groans escaped from me as more and more disappeared from sight. Lips like heavenly cushions, they slid along the pulsating shaft. Pressed tight together, not a single strand of saliva escaped as her dark-haired head bobbed back and forth. Every bob saw her working closer and closer towards the base. Hands reached up to tuck stray strands of raven colored locks behind her ears. Gurgling as went, she tried to take all of me but had to stop an inch or two short, releasing me with a small cough.

"So close." She said, a look of determination as her thick, full eyebrows knit together.

I couldn't even reply with a snappy quip before she took back into her mouth, gliding along the shaft with slow precision. This time she made it to the base. Her fantastic full lips pressed against my groin as I groaned loudly. Holding me there for only a moment, she pulled back, several strands of saliva still clinging to her lips.

"So, tell me. Who sucks dick better, me or Taylor?"

"Ah, everyone is different...and it depends. Are you done yet?"

"Not even close."

Diving back in she took me down the base again, quicker this time, vibrating my quivering cockhead with deep-throated moans of esophageal appreciation. Tongue tickling the veiny underbelly, the shaft rested upon her well-cushioned lips. Wet, squelching noises sounded as she started to move, impaling her face upon my dick with ever increasing frenzied movements. One hand was down the front of her billowy pantaloons, clearly playing with herself as my cock slid in and out of her warm, wet mouth hole. The other was gripped on my thigh for balance.

"Ohhhhh damn..." I moaned out loud, Hailee's eyes fixed unblinkingly upon me.

Releasing with me with a *POP* she smirked, fingers curling around the spit soaked shaft. "That was the reaction I was hoping for."

Rising from her kneeling position, I wrapped my arms around, kissing her spit wet lips before picking her up and tossing her onto the bed. Quickly shimmering out of the rest of her outfit, I spotted her matching white lace panties. Soaked through and giving be a perfect preview of her lady lips. Climbing onto the bed and on top of her, our mouths pressed together, tongues flailing wildly as I scrambled to remove her undergarments. Her bra came off just as I yanked her panties down, catching them around the golden heels she still had on. My cock jabbed her wildly as we rolled around atop the sheets.

"Get inside me!" Hailee gasped out, my lips glued to her neck.

Guiding my throbbing shaft between her smooth pale thighs, I pressed against her dripping wet honeypot. With a heavy grunt I pushed inside, splitting her velvety folds in two as she gave a loud gasp. Quickly filling her up, I reveled at the feeling of her tight hot cunt. Then I began to thrust, drilling into her as I quickly built up speed. Every thrust was accompanied with an appropriate moan from Hailee. Her long smooth legs wrapped around, urging me to go deeper and faster. I complied.

Yet, even as I humped Hailee, pushing her deep into the mattress, I couldn't help but wonder what Taylor might be doing at this very moment. Probably on all fours getting railed from behind by her boyfriend. Greedily pounding her ass after making her cum. Or maybe they had already finished. Her face flashed before his closed eyes, an ungodly amount of jizz dripping from her angelic features, sucking down a cock freshly pulled from her puckered butthole. Letting out a roar of frustration, I pounded Hailee even harder. Grabbing hold of both of her arms, I slammed them against the sheets above her head, holding them in place.

My muscular figure towered over her, she looked at me with those warm chocolate eyes, biting down on her lower lip. Letting loose another roar, I rammed into like a fiend. Focusing on her unblinking stare, I watched her face contort with pleasure as I drilled her good and hard. My grip still on her arms was vicelike, my cock harder than steel as it plunged in and out of her pussy. Her legs unwrapped from around me, giving total freedom of movement to slam every fat girthy inch into her with wild abandon.