Disclaimer: This story is a Chris Jackson original and is not to shared, posted, downloaded or distributed without my permission or credit given to me. This content is for mature audiences only. All characters are fictional and over the age of 18.
You can find Ch. 1 right here!
It was two days after the house show. One day after Jasmine Crane officially hired me as her “personal security assistant,” as she called me. It was her day off, but she had a part on the week’s Televised Wrestling Federation show she was worried about later in the week.
She planned a lazy day of staying in the hotel by the complex they would be filming in. I planned to stay in my room and just watch TV while remaining on call and staying nearby in case something happened or she needed anything.She was paying for my room, so why the hell wouldn’t I enjoy it?
It was only about noon or so that there was a knock on my door. I didn’t order takeout, and only Jasmine knew I had this room.
I silently got out of bed, grabbed my .38, and headed to the door. I peeped through the eye hole and saw that it was Jasmine herself, no makeup or anything. She didn’t look like she normally did when she wanted to go out. The poor girl always felt like she had to be camera-ready in case she got caught by paparazzi or fans.
I opened the door and put my pistol in my pocket. “Hey boss. What can I do for you?”
She looked up at me with a smile, given that I had a good seven inches on her. She liked it when I called her boss. “I’m bored.” Jasmine pouted.
“Go on…” I replied drily. Instead of saying anything else, she took my hand and pulled me out of my room. “Jas, where are we going?” I asked but let her take me away.
“Uh… to my room?” She said like it should have been obvious. “I’m bored. You were alone. Now you’re not alone, and I can share my boredom with you,” Jasmine said with a beaming smile.
I rolled my eyes at her. She could be such a little attention hog. “Jas, don’t take this the wrong way,” I said, stopping her just outside of her door, “but I don’t want to watch Disney movies all day. It’s great you’re still in touch with your kid side, but-”
Jasmine stopped me with a kiss and pulled back, a wily look on her precious, makeup-free face. “The Mandalorian is technically Disney. We can cuddle in bed together, too,” she sweetened the deal and kissed me again. “You’re a big tough security guy, but I know you want to cuddle me, to touch me,” she purred.
“This is the way.” I quoted the hit show, making Jasmine giggle as she turned and unlocked the door.
I’d only been with Jasmine for two days, but things were already complicated. We were more than fast friends. Friends didn’t do the things we’ve done.
Jasmine sucked my dick so good just the other day that my ghost almost left my body. We’ve been spending a lot of time together. My job and her safety require it. But because of her tight schedule and us trying to at least appear like it was a professional relationship only, we hadn’t done anything else like yesterday morning. However, she’s been spending a lot of time off the clock with me.
Jasmine closed the door behind us and unzipped the baggy, grey hoodie she wore. It was just a basic tank top, but no matter what Jasmine Crane wore, you fucking looked. She looked magically delicious in that simple tank and baggy sweatpants. The perfect cuddlefuck material.
I was just wearing a t-shirt and sweats as well. It was a lazy day for both of us.
Jasmine got comfy immediately, drowning herself in a sea of pillows as I joined her on the bed. Some of them were the hotel’s, and some of them were Jasmine’s from home. She could not be comfy enough. Her words. She could be high maintenance sometimes, and a little soft, but the woman trained hard and it showed on her tight little body.
“Get over here, weirdo,” Jasmine said, making grabby hands at me. I just smiled and shook my head. Like any sane man, I crawled into her waiting arms.
I took the PlayStation controller from the side table and started the first episode of The Mandalorian.
Meanwhile, Jasmine was more than happy to wrap her arms around my shoulders and hold me tight. She hummed along with the theme song and scratched my head. I was on my side, my head on her belly and a hand absentmindedly resting on her thigh.
As the show drew on, Jasmine kept rubbing my head, and my fingers began massaging gentle circles on her thigh. Occasionally I would catch a satisfied sigh leaving her full, bare lips. She didn’t wear lip gloss, liner, lipstick or anything. Just a peach lip balm I knew she used religiously.
I slowly expanded the reach of my hand, and I received no complaint from Ms. Crane.
“Wayne, if I didn’t know any better, I’d say you’re teasing me a little bit,” she said in a low, sultry voice.
I looked up and smiled at her naturally gorgeous face and inched my fingers just a little bit higher. I playfully tugged on the leg of her pants and she smiled coyly.
“What are you thinking, big guy?” Jasmine smiled, knowing damn well.
I wasn’t going to push too far on my own. She had to let me know it was mutual. Her taking advantage and instigating unprofessional behavior was one thing, but I didn’t think I was in a position just yet to do it myself.
“Nothing,” I said harmlessly. “Just… hanging out.” I pulled on her pant leg again. “What are you up to?”
“I’m thinking I might be a bit comfier without these.”
I sat up long enough for Jasmine to climb out of her overly baggy sweatpants, leaving herself in basic white panties that had the tiniest little pink bow on them. Once she did have the unnecessary clothing cast aside, I laid back down. I continued to rub her thigh as before, except this time I was able to properly enjoy her perfectly smooth skin.
As the show and the day wore on, we continued our laziest of days, and at some point I shed my layers as well, so that I was just in my boxers. Jasmine stayed in just her panties and a tank top, though.
We ate delivery that she thought was all too funny to go to the door and get dressed the way she was. She insisting that it was best for my cover that no one knew I was here.
The look on the young dude’s face was pretty funny, though I’m not sure he was a wrestling fan. I didn’t see any sign of recognition, just the unexpected face of seeing a drop-dead gorgeous woman wearing just panties and a tank.
We stayed in the room the entire day as our Star Wars binge continued. We switched over to Star Wars Episode II and ate yogurt covered pretzels Jasmine had kept in her mini fridge. It must have been around midnight when I tried to call it a night.
“It’s getting late, Jas. I should head back to my room and let you get some sleep.”
“Can you stay the night, Wayne?” She wrapped her powerful legs around my waist. “It’ll be fun. I love sleepovers,” she said with a grin. “We… don’t even have to do anything like that first night.” Her voice was soft and gentle, betraying some vulnerability I’m not sure if she meant to show or not. “I just sleep better when I’m with someone, especially someone I trust.”
“Alright. Let me just get my toothbrush.” I gave in easily and excused myself.
I took a quick shower, dressed in new sweats, underwear, and t-shirt, and hurried back.
I knocked and Jasmine let me back in, dramatically ushering me. She wore just as little clothes as when I left.
Jasmine sat on the foot of her bed and waited till I came to her. She reached out and looked up at me as she took the waistband of my sweats in her hands. She apparently wanted me back in the way I was dressed before I took off to freshen up.
She went further than last time, though, and slowly pulled down my pants and my boxers with them.
My rapidly hardening cock met free air. Just having her do it, watching her waiting to see what popped out was enough to get me half erect.
“I’ve been thinking about this guy since I tasted him earlier.” Jasmine licked her plump, kissable lips.
I put a finger on those sweet lips, stopping her from taking me in her mouth for a second time this week. “Jas, please?” I asked softly.
She slowly leaned back and looked up at me with intelligent, steel-blue eyes. It looked like she was trying to figure out if she did anything to upset me.
“Wayne, what’s wrong?” Jasmine asked, resting on her arms.
“Don’t get me wrong, you gave me the best fucking blowjob of my life. You’re an absolute fantasy of thousands, probably millions of guys.”
“What’s the problem?” she asked, still lost.
“I think I need some time to think about what’s going on here, okay?” I said, stepping away from her.
“You mean what we are, or like, is this ethically or morally bugging you?” Jasmine sat up again and clasped her hands together.
I was glad to see that she cared, and she wasn’t going to just try to push me into this anyway.
“Yeah. I mean, you hired me. I signed a three-month contract and everything… but we’ve been spending a lot of time together off the clock. We’ve got this benefits thing going on, too. I guess I’m not complaining, and maybe I’m making a big deal out of nothing.”
“And so fast,” Jasmine added, seeing where I was coming from. She looked up at me, and I saw her trying not to look hurt. “Do you want to go back to your room? We can sleep on it for one night, both see what’s happening here?Maybe we just want to be boss and employee friends. But with how much I like the benefits… maybe there’s something more here.”
“I’ll stay with you, if you’d like. But let’s slow it down a bit, maybe. Let’s play moments by ear and not rush into things. Okay?”
“Yeah. That sounds good.” Jasmine genuinely smiled, playing with the ends of her hair. “Let’s call it a night, then?”
“Yeah,” I concurred, and we both hopped into bed. I was still in the nude, and Jasmine was still in a t-shirt and her cute white panties. A little mixed signals there, but fuck it was comfy. How right it felt should have really bothered me.
We laid together under the covers and watched the rain that started outside. It got heavier and heavier until lightning flashed and thunder rolled.
With every boom and flash, I could feel Jasmine jolt. I never knew until now that she was afraid of storms. It explained why she wanted me to stay so bad; if she knew one was expected. I started rubbing her tight stomach to try to calm her down, and I felt her relax a little bit.
“Jas, you should have told me you hate storms,” I whispered into her ear.
“I’m an adult, Wayne. It shouldn’t be your problem,” she whispered. She wasn’t asleep like I thought she’d been before the storm started.
“It’s not my problem, but it’s something I want to help you with.” I slowly moved my fingers down, grazing past her belly button to rest on her panty line. She gasped at the sudden, not seemingly unwanted movement.
Jasmine put her much smaller, softer hand over mine. “Wayne, please. Touch me?”
I couldn’t deny Jasmine Crane twice in one night. Especially not right now, not the way her perfect ass was pressed up against my fully hard cock. I was physically strong, but when it came to my self-control for this girl, I was so very weak.
I did as my new boss asked and lowered my hand, cupping her hot sex over her panties. Jasmine gasped again and I had to smile a bit. I started slowly moving back and forth, rubbing her softly but enough to get her started.
“You pleasured me last night, and now it’s my turn,” I whispered as I traced her outer lips with two fingers. Then I ran a third along her covered opening.
“Oh my God, Wayne!” Jasmine groaned. She writhed into me, already stimulated by my first teasing. “Most guys just want to get straight into it, use my body,” she lamented as I continued to slowly rub her down. “You’re being so slow, so gentle, and I love it.” She moaned, and it was one of the sexiest things I had ever heard.
“Not me, Jas. You’re a goddess. Your body, you, deserve that proper worship,” I told her as I slid my hand down into her dampening panties and properly touched the hot opening of her bare pussy. Her dampening lips felt so fucking good on my rough, callused fingers.
I knew there was no going back now. I pulled her panties down to her mid-thighs before they could get ruined.
Jasmine moaned as I pressed two fingers against her opening but didn’t enter her. I wanted to get my fingers good and wet before I delved inside her. She usually liked it rough but tonight wasn’t about that.
“Fuck, Wayne. You tease me so good.” Jasmine whimpered into the pillow, her back arching as she rolled her hips to press her pussy against my fingers more. She was begging for my touch.
My fingers passed her slick lips, and I finally inserted one finger into her hot, wet tunnel.
“Wayne! Oh my God!” Jasmine hissed as I drew one finger in and out of her, going a little deeper into her spongy walls each time. “Second finger. Please?”
I happily obliged, swirling my first finger around her cavern to make sure there was room for another digit. I slid out my first finger and brought it to my mouth. I cleaned the nectar off of it and made sure she heard me sucking her juices off.
“Open your mouth,” I growled in her ear, and put my intended weapons in front of her.
She moved her head forward and hungrily wrapped her tongue around them, getting them good and wet, knowing what they were to be used for.
I plunged one finger straight into her. She sucked in a sharp breath, and she went ramrod-straight. I slowly started working her tiny clit and easing my second finger into her tight, slightly convulsing pocket.
“Oh Wayne! Oh my… oh!” Jasmine’s breathing began coming in shorter and sharper with each plunge and withdrawal of my fingers. “Right there! Right there, Wayne!”
Jasmine’s hands clamped down on my wrist and held me there, demanding that I didn’t stop.
I didn’t plan to. Even if I wanted to withdraw my fingers from her, I couldn’t. I followed her orders and kept plunging as deep as I could. My fingers curled, swirled inside of the hot wetness until Jasmine’s whole body shook against mine. It took a while because I never went fast, never used a lot of force. But she could feel every detail of my fingers. Every bit of pleasure I gave her was detailed and exacting, purposeful and calculated depths and movements.
“Wayne! Wayne!” Jasmine sobbed as I worked her to completion. My fingers were deeper in her than I’ve ever had them in anyone.
I slid my free arm under her side and began vigorously working her clit. I kept my fingers inside of her slow and deliberate, making her feel that controlled balance that made her lose hers.
She wasn’t able to bite back the yelp, and after it, gave up on being quiet as she absolutely humped my hand. Wanton gasps, moans, and pleas for me to keep going and not to stop dribbled from her lips as she soaked my digits.
“Oh fuck! I’m going to… Wayne, I’m going to-” She couldn’t hold back anymore and cried out as I worked an orgasm from her. Built up arousal flooded out around my hand and ran down to the sheets.
I slowly withdrew my hands from around her. I could feel the cool air of the room colliding with the warm honey on my fingers.
I brought my hand to Jasmine’s lips. She hesitated a moment before accepting what I offered. I got a little taste of her earlier, but now it was her turn to taste herself.
Her tongue was hesitant at first, but after she got a taste for herself, she sucked my digits completely clean. She pushed my fingers from her mouth with her tongue, and I licked them once to make sure Jasmine had properly polished them, which she had.
“Good God damn, Wayne,” Jasmine said with a tired laugh as she rolled over, coming face to face with me.
A flash of lighting lit up her eyes, and I found myself barely able to breathe from the sight of her, a little sweaty and heavily flushed.
“Did I help your storm anxiety?” I knew full fucking well that I did.
“Oh, yes you did,” she said with a sly smile before kissing me. “Thank you so much.” She kissed me again. “I hope you’re around every time I hear thunder.” She paused and sighed as she dug her face into my bare chest and lazily stroked my hard cock.
I knew she’d be asleep before I could really relieve myself, and that was fine. Tonight wasn’t about me.
“Tomorrow… we’ll try to talk about us, okay?”
“Yeah. That sounds good,” I said and kissed her forehead. “Get some sleep right now, Jas.”
“Okay, but I want to fall asleep like this, with you close, hot and in my hand.”
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