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-Seven: Shake It Off Starring Taylor Swift Codes: Solo, Masturbation, Toys
2021 "Uhhh!" Taylor yelled in frustration as she slammed her laptop shut with undo force. Cole, who happened to be walking by her office, poked his head in and asked, "How's my record breaking three-time Grammy Album of Year winner doing? Frustrated by another tour meeting?" "More like lack of tour meeting. It's so frustrating. I want to get back out there so bad, but I need everyone to be safe. Band. Dancers. Crew. Stadium staff. And of course, the fans." Rubbing both temples with her hands, the ring on her finger caught the daylight, dazzling brightly for the briefest of moments before fading as she lowered her hands. Leaning against the doorframe, he found himself struck by her beauty, still so amazed even after all this time and even so casually dressed as she was. "It's not like they aren't telling me anything I don't already know. 2022 seems like the earliest right now. Then of course, it's all on me to figure out how the hell to work folklovermore into one complete show that isn't twelve hours long." Walking into the room, he leaned over and hugged her, planting a kiss on the top of her blonde head. From her seated position, she reached her arms up to squeeze him affectionately. "You'll figure it out. You always do. And, honestly, I don't think your fans would mind a twelve-hour show. In the meantime, I'll selfishly relish all the time we get to spend together while you aren't out on stage killing it every night." A look of concern crossed her features as her head titled upwards and she look at him. "Oh, I didn't mean it like that. I know touring is tough on our relationship. On any relationship really." "Relax Swift. What kind of fiancée would I be if I guilted you over the thing you loved the most in world? You up there performing your songs, that YOU own...it makes me happy in a way that's hard to describe. And I know for a damn fact that it makes you happy like nothing else in the world." She gave him a deep and appreciative smile, followed by a swift kiss from her glossy pink lips. "Still, it's tough. I think we can both admit that." He nodded, and justifiably so. "Remember finishing up the reputation stadium tour? After we had just started dating? Those video chats barely took the edge off." "True. Very true. With a full-fledged folklovermore tour, I might need to breakout PussTay again." "Puss...Tay?" She asked, absent mindedly fiddling with her engagement ring. "Come on now, you're telling me you don't remember PussTay? Think about a little "presents" you gave me to make the lack of physical intimacy easier?" It took a minute, but then comprehension dawned in her eyes and she let out such a powerful laugh it turned into a snort. Nearly falling out of her chair, she grabbed the desk for support as she laughed and laughed. "Oh my God. PussTay. I can't believe I really name it that. How could I have forgotten?!?" Cole didn't know, because he certainly hadn't. 2018 Sitting back on the California King sized bed, I propped up the pillows behind so I could be comfortably seated in a semi-upright position. Tilting the computer screen, my nerves were alight, tingling with excitement at the prospect of our upcoming video chat. Two months or so had passed since Taylor and I had formally begun our relationship. For the first time in our life, we were having a true and honest go at us. And for that, I counted myself truly fortunate. Unfortunately, she still had a record-breaking tour to complete and that meant being on the road. No time to stop. No time to rest. No time to fuck. Still, we were making up for it with these video chats just about every night. And every couple of days, they would turn from simple talk to something of...a more sexual nature. With a little bit of encouragement, I would masturbate. Or she would masturbate. We would masturbate to each other masturbating. Basically, frantic and frenzied masturbation from all parties involved. It was no substitute for the real thing, the physical intimacy of touching one another, but it helped take the edge off of being apart. Today seemed to be a special occasion because there was an unopened present on the bed, positioned next to my computer. It had arrived earlier in the day from Taylor herself and was addressed to me along with explicit instructions not to open until she said so on our video chat later that night. I was curious and intimately familiar with Taylor's love of surprises and gift-giving, so my interest was piqued to say the very least. "Hey Swift." I said with an enormous grin as her gorgeous faced lit up my screen. Wearing nothing but fluffy bathrobe, her wet golden hair hung loosely past her shoulders. It looked as though she may have just gotten out of the shower. The hem of her terrycloth robe hardly covered her ample buttocks, her long legs bare and gleaming in the fluorescent light of her hotel suite. "Cole!" She squealed with bubbly glee. "First things first. Tell me about the show. You knock 'em dead? What am I saying? Of course you did." "I think so. Everyone seemed to be enjoying themselves at the very least." I chuckled at her humble reply. "We can talk about that later though. Right now, I want those pants off and a peek at the goods." "Right down to business?" I asked, raising an eyebrow. "Couldn't even buy me dinner first." "I'll buy you dinner later. It's so hard being away from you. I'm horny as fuck. Like all the time." "I know what you mean. All too well." I said, even this simple conversation, the slightest suggestion of things to come was enough to stir something to life within my shorts. "Pull it out, for me. Let's see it." "Nah uh." I said, waggling a solitary finger in her direction. "I'll need a little bit more from you first." Now it was her turn to raise an eyebrow. Leaning forward, she placed an arm beneath both breasts, uplifting them as though under the effects of a push-up bra. Simultaneously, she loosened her robe ever-so-slightly, just enough so it slid down to the very edge of her shoulders. With a healthy amount of cleavage on display, and blue eyes positively screaming "FUCK ME", it was more than enough for me to be pitching a veritable tent. Squeezing the hardon through the soft fabric, it stiffened ever further beneath my touch. Lifting my ass up just enough to slide my shorts and boxers off, I wriggled them downwards. The mushroom head got caught on the waistband as I pulled. The shorts hit my knees and my cock came loose. It flew backwards, the crown hitting just around my bellybutton. The resounding SMACK echoed around the room and sent a visible shiver coursing through Taylor's lithe and supple body. Wrapping my fingers around it and giving a few solid strokes, I readjusted the laptop. With a watchful gaze, I spied Taylor's reaction to the sight of manhood filling up the screen. Her brilliant white front teeth sunk into her full lower lip, the pink of it gleaming with a sheen of gloss. Those baby blues of hers grew wide, like two perfect rounded saucers. An audible GULP sounded from her as well. "There he is." She whispered, her tone quiet and husky. "All of him. Goddamn, I need that dick so bad." Seemingly of its own violation, her right hand drifted offscreen. Down her body to underneath the bathrobe where she was undoubtedly going commando. Squeezing tighter around the shaft, I began to stroke, long and slow like. Her eyes followed the motion of my hand, up and down. Up and down. Playing with herself as well, I could see the small circular motion of her right shoulder rolling around, over and over again. Neither of us said anything for a long minute or two. Instead, heavy labored breathing filled the speakers. Squeezing the head, a bead of precum oozed forth and began to trickle down the swollen crown. That seemed to snap Taylor back to reality. "Before you get too excited there, Jerky McGee. Do you have my present? Like I asked?" "You bet I do." I said, letting go of myself for the moment to reach over and drag the ornate gift bag over into view. "Ok! Open it now!" Taylor said, unable to conceal her genuine glee. Tearing through the tissue paper inside, I peered in to find a large glossy white rectangular box. Draped over the top of it was a black lace thong. Picking up the panties, I held them up with a quizzical look. "Is this...the present? Are you going to ask for me to put them on or something?" "No, silly. Well...now that you mention it." She shook her head, then grinned with good-humored mirth and slyly winked. "Not this time. They're mine! Fresh. Freshly used, that is. They're for you to smell. To sniff." Still frozen, she nodded indicating for me to continue. "Go on..." Doing as she asked, I bunched them up in one hand and brought them to nose. With an exaggerated motion, I breathed in deeply. My nasal passages were flooded with the smell of her. Her essence. Her arousal. It was powerful. Pungent. Musky. Even being days old. And it was most definitely Taylor. Every woman smelled different, but this scent was all too familiar. Clutching the delicate fabric to my face, I let the smell wash over me and found myself harder than before, twitching with excitement in spite of the fact that I wasn't touching myself. As more precum flowed forth, one hand strayed to find my dick once more and begin jerking. Taylor was having none of it. "Nah uh. No stroking yet. The panties were actually just an afterthought. Open up the box for your real present." Letting the underwear fall onto my chest, the soft silk tickled my pecs as I reached for the box inside the bag. Pulling it out and making sure it was visible, I opened it up slowly. Inside was hard plastic cylindrical tube colored with a swirl of silver. Pulling it free, I stared down a pair of rubber lips on the other end. Rubber lady lips, that was. Pink, fleshy looking labia. It was unmistakable. A fleshlight. Holding it up, Taylor clapped with excitement and peered more closely at it. "It's so big! Perfect for my big guy. Now tell me, do you recognize it? Does it look familiar at all?" She asked, as though testing me. "Really take a good hard look." "It's a fleshlight, Swift. I mean, that's pretty obvious." "I know that. I mean do you recognize the vagina." Rotating it for inspection, I twisted and turned it every which way. There was no brand label, engraving or any indication of what she was hinting at. "Should I recognize this vagina?" Taylor threw her head back laughing. "I should hope so! It's mine after all!" "It's...yours!?!" I said, flabbergasted and nearly dropping it in shock. "That's right! When I was doing the LA shows, I stopped at a certain exclusive celebrity-centric sex shop. I'd heard from a friend about this service they do. So, I had them take a mold. Of me. Down there." She pointed downwards. "And in only a couple of days, you now have your very own personal PussTay!" "Wow...Swift...that's unbelievable. Like, seriously unbelievable. Have you trademarked it yet?" I said, unable to keep from laughing myself. "Not yet. You are my guinea pig." She winked again. "Go on! Try it out! If my man can't fill up my pussy while I'm away, then this the next best thing." She paused. "Ok, maybe not the next best thing, but if it's no good then maybe I'll just send Selena over and you can fuck her as a stand-in for me while we do these little chats." "Is that an option?" I asked jokingly, but Taylor shrugged it off with a noncommittal gesture that made me think it wasn't entirely out of the realm of possibility. "There should be some lube in there as well, handpicked by yours truly since I'm not there to made you nice and slick with this." She waggled her tongue at me. "Now, enough talk. I want to watch you fill up my pussy with that huge fucking hard cock of yours." There was indeed lube in the box as well. Squirting a healthy amount onto both my stiff dick and into the sextoy itself, I made sure everything was wet and slippery. Holding the plastic end of the fleshlight tightly, I placed the rubbery pussy against the bellend. With a quick glance, to make sure Taylor could see everything, I slid it downwards. A loud squelch and puff of air sounded as it sank with surprising ease and filled up the entirety of the toy in one fell swoop. The smallest of moans escaped my lips. Rotating it around, I felt a myriad of sensations assaulting me from all sides. All things considered, it felt pretty good. Ok, really good. It wasn't hot like a real pussy, but the feeling was otherwise quite accurate. Bringing it back up to the top, then back down again, I quickly settled into a steady rhythm. "How's PussTay feel?" Taylor asked, practically salivating as she watched with unabashed hunger as I fed the fleshlight over and over again. "Awesome." I said with gritted teeth. "So good." "Careful, now. I might start to get jealous. It is better than my pussy?" She asked in an airy, innocent tone. For the briefest of moments, she leaned back and spread her legs wide, giving me just a glimpse of her bubblegum pink twat and a couple of her fingers currently playing with it. It was bare and smooth, as she always kept it while on tour. Then she closed them and leaned forward once more. "Not a chance Swift." Smiling and nodding at the correct answer, she said, "Grab those panties again." It was a command, not a suggestion and it was followed without question. "Bring them up to your nose again. Inhale deep. Breathe me all in as you fuck my pussy." The visceral primal smell of her flooded my olfactory senses, stimulating in a totally nonphysical way that had me twitching with pleasure ballsdeep inside of the fake pussy. On the screen, Taylor had one hand mimicking jerking off a dick. "Match my pace. Watch me." She commanded, once more. Unable to take my eyes off of her, my hand matched hers as it moved up and down. The only sounds floating around were wet squelches, great puffs of air and groans as I slid the toy along every throbbing inch. Before long, she had my toes curling, legs shaking and squirming on top of the sheets. "That's it. Jerk it off for me. Jerk it off." She snarled with a curled lip before humming a melody under her breath. "Jerk it off, jerk it off, ahaha, jerk it off!" The speed and tempo increased. "Jerk it off, jerk it off, ahaha, jerk it off!" It had morphed into Shake It Off. Well, a lewd version of it. Keeping pace with her, she only sank more and more into the chorus, losing herself so much that eventually I stopped. Holding in a mixture of befuddlement and mirth, I watched her as she closed her eyes and sang even louder with her hand still pantomiming jerking someone off. Her body twisted and moved, the fluffy fabric of the robe barely clinging to her flawless alabaster skin, threatening to expose her bouncing tits as she worked it. "Jerk it off, jerk it off, ahaha, jerk it off!" Opening those beautiful blue eyes, she found me staring at her with bemused adoration. Quickly, she looked downwards, embarrassed as a red flush crept into her cheeks. "Sorry. Habit. God only knows how many times I've sang that song." She paused, before snapping at me. "Hey! I didn't tell you to stop! Keep going! I want to see a pussy get fucked! Go on!" Immediately, I jolted back into motion using the toy with renewed vigor. Her hand was speeding away now, up and down, up and down. It was a frantic frenzied pace designed for one thing. Her other hand was playing with herself. And just as fast too, by the looks of things. Her shoulder rolled around in its socket like waves crashing on a beach as she strummed her clit and fingerfucked herself. Faster and faster, I kept going. She kept going. I was playing off of Taylor. She was playing off of me. We were playing off of each other. The pleasure was beginning to reach its boiling point. Taylor was a fountain of encouragement, spewing forth breathy utterances of filth that flew forth from her lips with the greatest of ease. It was too much. "Swift. I'm gonna...hnghh. Gonna cum!" I blurted out. "Not yet." She moaned. "I'm close. Really close. Just a bit more. I want us to cum at the same time. Like if we were there together." Slowing down in an effort to hold off, Taylor shook her head and barked, "No! Don't slow down! Keep fucking that pussy of mine!" Sucking in my breath and matching my former speed, I was white-knuckling the fleshlight as I squirmed with frantic, jerking motions. Doing my best to hold back, Taylor desperately nodded her approval. "Watch this dick Swift. Watch it fuck this pussy and imagine it's your pussy getting fucked. Good and hard, like this one is." I said, balancing dangerously on the edge. With a moan of approval at my words, her arm was pumping like crazy, just like mine. Her mouth began to open, forming a perfect pink pouty circle. A low whine sounded through the speakers, growing louder by the passing second. "Uggghhh! Fuck! I'm cumming! Cum with me! Fill my fucking pussy up with your hot sticky cum!" Given the green light I released almost instantly as the rubber lips sank down to my groin, swallowing up all of me. Matching her moan of pleasure with one of my own, I began to unload inside the fake pussy. Hot, thick spurts of salty man goo rocketed outwards and upwards. A few more pumps ensured that I milked every last ounce of cum from my balls. All for Taylor, of course. When her open mouth turned into a smile and her stiffened body relaxed, she leaned back on her couch. Looking at me with satisfied eyes, a deep sigh of contentment washed over her. The feeling was mutual. "Let me see all that yummy cum drip out of my pussy. Please Cole." She asked in a honeyed tone as she batted her eyelashes. As if I needed convincing. Up came the fleshlight with a loud wet SLURP followed by my equally wet cock flopping sideways onto my thigh. Holding it up high, the cum had nowhere to go but down. It fell in great sticky clumps, slopping out of the toy, one after another onto my exposed groin. Those blue eyes followed the thick splooge it descended. "That looks delicious. If I was there right, I would swallow all that spunk. Lick it of you until there was nothing left. Swirl it around my mouth. Feel it slide over my tongue as I gargled with it before swallowing it all down." She said all this with exaggerated mouth motions that caused me more than the slightest of twitches of my spent cock upon my thigh. It didn't go unnoticed by her. "You'd do all that and more." I said, the melancholy taking over. "And you're not the only one. I miss the taste of you. Of your lips...and other things as well." Sighing sadly, she looked right into my eyes and said, "I miss you so bad." "I miss you too Swift, but we will be together soon. The tour is almost over and I'm flying out for the last couple of shows." I struggled to suppress a yawn as the feeling of cooling cum congeal on my bare skin. "And I can't wait. I've got another special surprise planned for when you do come out here on the road with me." There was a slight pause. "You're tired. The time difference doesn't help these calls. Go clean yourself up, get some sleep and enjoy PussTay whenever you miss the feel of these lips." Leaning back, she flashed her pussy at me once more. Even though it was only for the briefest of seconds, I could see the wet arousal of her orgasm coating her inner thighs. It made me twitch again, but the desire to sleep was overpowering. "I can stay up." I said, struggling in the post-nut haze. "I want to talk, just about whatever even."r"
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