Era Erotica Ch. 04

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 Four: Red

Starring: Taylor Swift

Codes: MF, Cons, Face-Fuck, Anal

*****

2018

Taylor told Cole everything. They ended up talking for hours. She confessed to him that she and Joe were having some issues, but that they were working on them. He listened and consoled her where he could. In turn, he told her about his repressed feelings and how sometimes her calls or their visits brought up old feelings. When both were finally done taking, she took a deep breath.

"Thank you, Cole." She said. "I don't know what I would do without you."

"I think you'd get along just fine Swift." He said. "In case you didn't know it, you are a very successful international popstar."

"And you were there for me before all of that."

"And I'll be there for you long after all that."

"Are you saying I've peaked?"

"Absolutely not. You've never sounded or looked better. Well, expect maybe during the Red era. I did always love that hairstyle."

Taylor laughed at that. "You certainly did..." She let a pause hang in the air for a moment. "Do you remember that weekend?"

"Yes." Said Cole, picturing the exact instance she was talking about.

"Hmmm...that was one of our better moments."

"We have a had a lot of them."

The conversation drifted to other topics until she had to go. As they said goodbye, Cole hung up the phone feeling good. He had done the right thing. He and Taylor would never be an item. That much was becoming clear. It was time that he let go of that silly notion. Besides, he had plenty of memories to fall back on and enjoy. That time she had mentioned on the phone stuck out particularly clear in his head.

2012

I was nervous. I hadn't seen Taylor in a long time. After our last fight it had been months before we spoke again. Eventually she called to apologize and we worked through issues. Still, she had been so busy working on her new album and I had been busy graduating from college. Our schedules had just never matched up. Now finally I was heading over to one of her houses for the weekend. It would be a great time to reconnect. After security let me in, Taylor greeted me at the door with a big hug. With the release of her latest album, she looked far more different than she ever had before. She invited me inside and we settled down to catch up.

"So, err..." She started to say.

"Yea, this is a little awkward. Huh?" I said.

"Look Cole, I know I apologized for the last time we saw each other, but still I'm sorry."

"Swift, we've been over this and I understand. We've both made mistakes in the past, we can let this one go. It was years ago."

She smiled, parting those red lips and got up to sit next to me on the couch.

"So...umm, you aren't seeing anyone currently, are you?"

"Why ever do you ask Taylor?"

"The truth is Cole I invited you over for a very specific reason. With the release of Red the media circus has become almost unbearable. I need to get away from it all, even if for only a weekend. You knew me before all this stuff and you always me feel like I am the only girl in the world. I don't want to feel like Taylor Swift this weekend, I just want to feel like a girl...with a guy who knows a thing or two and isn't afraid to try something new."

"What did you have in mind?" I asked, a sly smile breaking out over my face.

She met my smile with one of her own.

Taylor described exactly what she had in mind for today. She laid out all the ground rules and I nodded dumbly, the erection growing ever harder in pants the more she talked. Once she was done, I asked. "You sure about this Taylor?"

"Yes. I want you use me and be a little rough." She said, placing her hand on mine. "There's no one I trust more than you."

I stared into her blue eyes and she stared into my green ones. I nodded slowly. She smiled and got up to prepare herself in the bathroom. I got undressed and made myself comfortable on the bed. When she finally came out of the bathroom she was more beautiful that I had even imagined. She had done her makeup and hair perfectly. Plenty of mascara, ruby red lips and styled ponytail with her bangs on full display. I couldn't imagine a better face for what she wanted me to do. She was wearing a red bra and matching panties the exact same shade as her lipstick. She smiled and sidled over to me, swinging her hips back and forth seductively. Kissing me gently and grabbing my cock, she stroked it until it was at full attention.

"I always forget just how big you are." She said smiling and then laid on the bed as I took my place, standing next to it.

My cock was at perfect face level and without preamble she opened and swallowed my shaft. It disappeared between those ruby red lips. I watched her blonde head work up and down my cock, taking me deeper with each bob of her head. Her lips were wrapped tightly around my shaft and I felt her tongue tickling my mushroom head as she blew me. She scraped her teeth ever so gently over my hard prick and took more and more of me into her mouth. Her hand moved to cup my balls, fondling them between her fingers. As she got accustomed she took more of my length until her nose was buried in my pubic hair and she gagged, coughing and spluttering.

"So much man...I don't know if I can take it all." She said batting her eyelashes up at me.

"You'll manage somehow."

She grinned and darted forward, latching her mouth onto my scrotum. She draped my member over her beautiful face, the shaft squarely centered between her bright blue eyes, as she gave each of my testicles a saliva bath. She sucked inwards, taking one ball into her mouth, slurping and sucking. She then popped one out and switched to the other, one hand on my cock still stroking it. The other massaged my taint as she worked her magic. Beads of clear precum leaked out of my bell-end, dripping onto her forehead, sticking strands of blonde hair together. She reached a hand around my waist, placing it firmly on one butt cheek. She gave it a squeeze. That was the signal that she was ready. Taking what she had said earlier into consideration, I dared to do what no other guy had never done before. I grabbed her ponytail, pulled her head back and shoved my cock between those ruby red lips. Her eyes went wide.

"Mmmmmhhhhh..."

I pushed in further until I couldn't push anymore and held it there as she gagged and coughed, my mushroom head now leaking precum down the back of her throat. I held her by her ponytail with a firm grip.

"That's right Swift. You're going to take every inch of this cock into that talented little mouth of yours."

"Mmmhhhppp..." Was all she could manage.

"Let me know you want it." I said in return, still holding her.

"MMMHHHHH!!" She managed, eyes wide and tongue flailing around my member.

"Much better."

I relented for a moment, allowing her to take a breath before I rammed it back in and began thrusting, building up speed.

"GAAAWWKK-AGGGHHHH-MMMMM-BBHHHUURRHH!!"

I fucked her mouth like it was her pussy. She emitted sloppy, gurgling and choking noises that only served to heighten my carnal lust. Spittle already leaked from between her red lips. Those same red lips were already smearing, leaving long red streaks up and down my shaft as I entered her oral cavity repeatedly. Black tears were beginning to bead in the corners of her blue eyes. I continued like that, holding her head in place as I mercilessly used her pie hole. When I gave a particularly deep thrust, she completely retched on my member. Her eyes bulged wide and spit flew everywhere. I held her head in place as she attempted to clear her passageway of cock.

"Hold that cock! Take it deep!" I commanded, my voice thundering around the room.

She complied, choking but eventually recovering and as she did, I withdrew my cock from her mouth.

"Good girl." I said. "Now flip onto your back."

Her eyes were wide and watery, but the smile on her smudged lips gave away her joy at being used like this. She flipped over onto her back, nipples visibly erect even through her red bra. Her head was just hanging off the side of the bed. She opened her mouth wide and I entered again until my balls were resting on the bridge of her nose. Her mane of blonde hair hung low, nearly touching the floor. I placed a hand on either side of her face and then I resumed face-fucking Taylor Swift. I went just as hard as before, sliding my length in and out of her, slamming the bell end of my cock into the back of her throat every time.

"AGGHHHH-GAAAWWWKKK-BRRGGGGHH-GAAAHHH!!"

These sounds filled the room. From this angle I could get even deeper into her oral opening. Saliva was flowing freely down her face as thick black tears leaked towards her sweaty and disheveled hairline. Her makeup looked truly as mess as my balls slapped into her face with every thrust of my hips.

"You like that Swift?" I asked, looking down at her.

"MMMMMHHHH!!" Was all she could managed with my dick sliding freely in and out of her.

"Show me how much you like it!"

"BAHH-GAWWK-MMMHHHHPPP!!"

I forced every single centimeter of my skin flute into her mouth. Once again, she choked at the lack of air, but I held her there and as fresh black tears streaked down her face she moaned out in pleasure, one hand playing with herself beneath her red panties. I held her there until I felt two gentle squeezes on my buttocks, the sign that she needed a break. I released her and she took a massive gulp of air.

"You've done well so far Swift. Now get on your knees." I said, taking a step back from the edge of the bed.

She flipped back onto her stomach, breathing heavily. She clambered off of the bed and onto her knees. Her face was already a mess, black tears streaked both up and down her face. Her lipstick was essentially gone, the evidence of it smeared all over my cock and testicles. Saliva drenched her cheeks and chin, dripping onto the carpet. Her face was nearly as red as her underwear and her hair was a sweaty and disheveled mess. It was exactly what we had discussed before. The only thing missing was cum, my seed adorning that ruined face. I grabbed her by the ponytail again and forced her head towards my cock. She opened and I inserted myself. In and out without a break I fucked her face.

"GWAHH-MMMHHH-GWAKK!!"

The sounds of her choking on my dick echoed through her room as I continued my relentless oral assault on Taylor Swift. Her hands were wrapped around my buttocks pushing me further each time I impaled myself into her mouth. As she wrapped her lips around me tightly and my balls bounced off of her chin, I could feel myself getting closer and closer. I didn't let up as I felt the cum churning in my scrotum until I couldn't possibly hold it back anymore. I pulled my cock from her talented oral cavity. She sucked in an enormous breath, after having choked on my dick for so long. I gripped my cock tightly with one fist as she struggled to gain back a shred of composure. With the other I kept my vice-like grip on her ponytail.

I barked out in a loud voice, "Beg for it! You dirty slut! Tell me you want it!"

She was still struggling to regain her breath but managed to stammer out, "Yes! Please! Give it to me! Please! I need that hot sticky cum to cover me!"

"You can do better than that!" I shouted.

"PLEASE! Spray your hot cum all over my slutty face! I want to feel your hot load drip down me. I want to smear your seed into my skin! GIVE ME YOUR CUM! PLEASE!"

I stroked my cock fast and hard, pointing directly at Taylor Swift's ruined face. Then I came. Thick, hot ropes of cum assaulted her mess of a face. Cum splattered onto her sweaty and disheveled bangs, creating a sticky mess on her forehead. I continued pumping and aimed lower; blasting a load directly into her right eye, gluing her mascara-smeared eyelids together. Semen rolled down her cheek, following a line of fresh black tears. She recoiled at the sheer force and volume of my ejaculation, but I did not let up. As she pulled her head backwards, she exposed her nostrils, which I preceded to blast with another glob of cum. My aim was true as cum sprayed the base of her nose, ensuring a healthy amount of hot jism streaked up her sinus cavity. Now positively choking on my semen, I painted her gaping maw and chin with what remained of my reserve. As I finished, I squeezed my cock, expelling any remaining cum and smeared it onto her cleaner cheek. Then I stood back to admire my handiwork. She was clutching the side of the bed for support and it took her several moments to regain any sense of self-control. She blocked one nostril with her finger and blew out the semen clogging her nasal passageway. It hit the floor with a splat. She took several deep breaths, blinked her one good eye and opened her mouth to say something. In a fit of inspiration, I stuffed my cock back into her oral opening. Her one good eye went wide and she gagged again, but I held her there until she had thoroughly cleaned my member with her tongue and lips, drenching my nutsack in another saliva bath. Then I released her, pulled my cock out of her mouth and sat back down on the bed. I looked down at the ruined image of Taylor Swift before me, trembling.

"Was I too rough?" I asked hesitantly.

"No..." She said hoarsely. "That was...good...very good."

Cum dripped off of her face onto the carpet below.

"No one...no one treats me like that..."

"I should hope not!"

"No...it's not that." She cleared her throat again. "It's just everyone is so polite. So fake. That was real. That was primal. It was pure lust. It was nice...for a change."

"Is it something you would want again?"

"Maybe...it was a little tough of my most important asset."

"I didn't touch your legs." I said mockingly.

"Haha. I've got to keep the vocal chords in working order."

"Go get cleaned up Swift. Then we will see what else you can cook up in that dirty mind of yours."

"Well, now that you mention it. There was another thing that I wanted to try..."

Dinner that evening was brought by one of Taylor's assistants, away from prying eyes of the public. We sat together on her bed, eating Chinese food out of the carton as we talked about her proposal.

"So, let me get this straight." I said while sucking down some noodles. "You want me to fuck you in the ass?"

"Well, when you say it like that!" She said laughing and rolling backwards into some pillows. "You were so great before, that I thought why the hell not."

"I didn't know you were interested in anal."

"I have a new friend who swears by it." She said, nodding matter-of-factly. "She tells me it's the best orgasms she has ever had."

"What kind of man would I be to deny a woman such pleasurable orgasms?"

"Yea, you're making a big sacrifice." Said Taylor, her mouth full of rice.

"You know I'm down to try just about anything Swift. As long as it makes you happy."

"Thanks Cole." She said, pausing briefly. "I'll some time to prepare though."

"Prepare?"

"Prepare for that big cock I want you to stick up my bum." She said without breaking eye contact.

Even her saying that caused a reaction in my pants.

"I've been doing a bit of research." She pulled opened a drawer in her nightstand and revealed the contents inside.

There was a big bottle of lube and a very black, very round butt plug.

"Wanna help me put it in?" She said, a smirk on her face.

I nodded mutely, dumbstruck.

After a lengthy session of me assisting Taylor with inserting her butt plug, in which many other things were done as well, we went to sleep soundly. We woke up the next morning and decided to go out for a bit. The very idea of being with Taylor out in public while she was wearing a butt plug was enough to keep me hard for the entire day. After a fun day together, we retired back to her place. One thing led to another and I found myself about to take Taylor Swift's anal virginity.

My tongue was deeply pressed into her velvety folds as she writhed beneath me. I loved the taste of her, sloppily kissing her pussy and slurping up whatever I could find. My hands worked their way up to her shapely bottom until I found the hard plastic of the butt plug. With a gentle touch I tugged on it, testing the tightness of her sphincter. That got an immediate response from Taylor. She moaned loudly. I pulled a little bit harder, rocking it back and forth, slowly wiggling it out of her asshole. Each time I pulled, I stretched her sphincter a bit more and the louder she got.

"COLE!" Shouted Taylor as my mouth was still buried in her pussy. "FUCK! THAT'S MAKING ME CUM!"

I didn't relent my tongue fucking as I gave the butt plug one final pull and it exited her sphincter with a wet pop. The sensation sent an orgasmic wave crashing over Taylor.

"CUMMING!!" She screamed to the empty house.

I didn't give her time to recover, instead moving my tongue down, into her newly stretched asshole and slid it in. I tasted her asshole, a first time for both of us. Her whole body bucked as my tongue probed deep into her anus.

"SHIT THAT'S NICE!" Yelled Taylor. "EAT MY ASS! YES!"

Happily complying with her demand, I pushed my face further between those pert butt-cheeks and stuck my tongue as far as it could go up her bumhole. Taylor was shuddering with every rapid lick. As I began to probe with a spit-soaked finger, Taylor pulled on my hair, bringing me up for air.

"I'm ready for it. Put your cock in."

Our eyes locked as she spread her legs and stretched them upwards, grabbing onto her thighs with each hand. Each of those lengthy beauties hung the air as she presented her asshole for me. She was plenty aroused and I lubed both myself and her asshole, making sure to spread the lube in as far as I could go with my finger. Taylor spread her cheeks wide and was shivering with anticipation as her gaping asshole presented itself in front of me. I pushed my cockhead against her sphincter. Her big blue eyes went wide and she bit her lower lip, somewhere between pain and pleasure. There was resistance, even after being stretched out with the butt plug. I went slowly, but firmly. She whimpered slightly but urged me to keep going and I pushed until my mushroom head slipped past her sphincter and my shaft slide further in. She let out a wild cry as I filled up her rectum with my cock. It was tighter than I ever could have possibly imagined.

"It feels fucking huge!" Said Taylor gasping.

"It feels fucking tight." I said through gritted teeth.

"Go slow..."

Once I was all the way in, I sat still, letting her get accustomed to the pressure. She nodded and I started to rock my hips back and forth. I moved slowly and gently, staring into her eyes the whole time, watching her face contort with pleasure.

"How does it feel?" I asked.

"So good." Said Taylor through gritted teeth. "I just need to relax a bit. Talk dirty to me."

"Alright, Swift. Can you believe that you have this big cock up your tight little asshole?"

"No...it's so big, I can't believe it's fitting."

"Hmmmm... I'm going to stretch your asshole out so I can fit my cock up there whenever I want. Do you want that?"

"Yes." She said, now visibly panting.

I picked up my speed just a little, sliding just the tip in and out as she got more into it.

"You'll be feeling me in here long after I leave. I'm going to pound your asshole until you can't walk straight for a week."

"YES! TAKE IT! It's your hole! Use it!"

I built up a rhythmic cycle, pumping my hips and then driving in deep and resting for a moment. Each cycle I moved a little faster and slid along my length a bit more. As Taylor got more comfortable I began building up speed. She rested a leg on each shoulder and I held onto each from my kneeling position, digging my fingernails into her flawless calves from the pleasure of her tight asshole. Taylor moved a hand down and began to play with her pussy, stroking her clit and inserting a finger in and out.