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Taylor - Chapter One

I was nervous. As counter intuitive as it seemed at first glance, I was convinced my plan was the best route. I'd always valued honesty, and I believed she did too. She might be offended and run the other way, but I didn't think she would tell anyone or go to the authorities. Even if she did, it would be my word against hers.

No, worst case scenario, I'd lose a good nanny. My kids would miss her, but I'd find someone to take her place, assuming I wasn't blackballed from the app I'd found her on. At that point, I'd just have to start dating a single mom who wanted to stay home with the kids all day while I worked.

It was all risky, but I felt like I was trapped in a corner. I was starting to lose sleep over this girl, and it was spilling into my days. I'd been on more first dates over the past month than I'd been on in the three years since my wife had passed.

I checked my appearance in the mirror before heading downstairs. Still in my work clothes, I looked professional but comfortable without my jacket and tie.

"You're not an asshole," I told my reflection. He looked doubtful.

Downstairs I found Taylor sitting on the couch with the TV off. Tan skin, auburn hair falling over beautiful brown eyes, a cute button nose and full, pouty lips. Her black sweater and comfortable sweatpants did nothing to hide the curves I'd memorized.

She was watching a makeup tutorial on her phone, a new hobby of hers since she started seeing her boyfriend. As her skills improved it hadn’t been helping my cause.

"Hey, Mister P," she said as she looked up with a nervous smile. "You wanted to talk about something?"

I poured myself a glass of bourbon on ice. I'd debated offering her a drink, but I didn't want to risk coming across as a predator.

"I do. I wanted to thank you for all the work you've done over the past year. You've helped turn this house into a home. Since my wife passed, the kids really love having you around as a positive female influence."

She nodded. "It's been my pleasure. You know I love both of them."

She used the word love. Not 'fond of' or 'enjoy spending time with'. Damn it.

"And it's mutual," I said as I sat down on the loveseat facing her. "But… there's a problem I didn't foresee when I first hired you."

"What's that?"

I took a big sip of my drink. This was it. I could still back off from this whole thing.

I sighed. "I'm embarrassed to even say it."

She was silent, only watching me with her big eyes.

"I'm incredibly attracted to you."

Taylor snorted, chuckling nervously before growing serious again. "What?"

"When I first hired you, you were this cute, but - no offense - kind of mousy high school kid. Since then, I've watched you grow into this beautiful, confident, incredible woman. And despite my best efforts, I've developed quite the crush on you."

My words hung heavy in the air around us before she took a breath.

"But, Mister Peterson… I'm half your age."

"I know," I said. "And that's part of it. I'm not trying to make you uncomfortable, or blame you in any way because it isn't your fault, that lies entirely on me. I only wanted to be honest with you, since you're nineteen now. I want to treat you like an adult."

Her eyes misted up. "So you're firing me? This really sucks."

"It's been hard to be around you," I said. "Half the reason I keep hiring you for these bonus hours at night is to go on these first dates with women so I can try to get over you. But it never works, I come home, and there you are. Looking gorgeous, giggling with your adorable laugh, treating my kids like family."

She looked down at the coffee table. "You miss your wife."

"Of course," I said. "And I shouldn't be projecting my loss and wishing of being a family on you, it isn't fair. I’ve been trying my best not to, but I can't help it. When I see you playing with the kids, it tugs at a part of me that wishes you didn't have to ever leave."

"Wow," she said. "I didn't expect this. So what are you going to do?"

"Hire some old lady that looks like Mrs. Doubtfire."

She giggled again. "Damn it. You're really firing me."

"Unless you see a way around it?"

"I could wear baggier clothes. I assume part of the problem is how I've… developed?"

"Watching you turn into a woman is part of it, I'm sure."

"And I could stop wearing makeup. I only started using it to practice."

"Taylor, you're one of those girls who doesn't need any makeup to look amazing. And I'm not trying to punish you for looking great, or for growing into yourself, or for doing your job well. It's not fair, and I apologize. However, I'm still conflicted. I'm super attracted to you, to the point where it's become a problem with my sleep, with my focus at work, even when I get home. It’s become incredibly difficult knowing I can't ever be with you."

"And you're sure it's not going to go away?"

"It started last year, and it's gotten worse every day since."

She rested her chin on her hand, another adorable pose I was fond of. "This sucks. I really like your kids. And I like working for you."

"I know," I said. "You're a great girl. And I really like you. I only regret liking you perhaps too much."

"So that's it?"

"Well, I have one last ditch effort of a crazy idea, but I don't know how good of an idea it is, and you might not like it."

"What is it?"

I finished my drink. "We could say 'what the hell' and see if it's only sexual tension."

"What? How would that work?"

"Well, a lot of times with these kinds of things, the issue is someone, me in this case, knowing they can never have the other person, and that builds the obsession."

"What do you mean, 'have me'?"

"Well… hear me out. This is my problem, not yours. So for that, I'd like to make you an offer."

"Okaaay?"

I reached into my back pocket and pulled out an envelope, opened it and spread the contents on the coffee table to display a stack of fifty twenty-dollar bills. Could have made it easier with ten one-hundred dollar bills, but I figured this would be more tempting.

"I'll give you a thousand dollars to give me a topless blowjob."

She stared at the money with her mouth slightly open.

I continued. "I won't be offended if you say no, but this was the best I could come up with."

"I have a boyfriend," she said.

"And this doesn't have anything to do with him. It's a professional request, one which you have every right to decline, but I wanted to reward you if you decide to."

"So if I… you won't fire me?"

"You aren't being fired either way, Taylor. Firing implies you aren't doing a good job, which is the opposite. You're doing great. The problem resides with me, and this offer is for you to help me with my problem."

"So I get the money either way?"

Damn it. Since she asked, I could only assume she didn't plan on taking me up on my request.

"No," I said. "I would still leave you with a bonus for all your great work…" I pulled off five of the bills, putting a hundred aside that looked small compared to the stack next to it, "but not the full amount."

"Oh. I really could use that. My check engine light just came on."

Did she know I already planned to give it to her either way to make sure we parted on better terms? Smart girl.

I didn't say anything, instead letting her stare at the pile of cash. It was funny, if it was an offer of digital money, a one with three zeros, I doubt she would have considered it. But cold cash has a seductive power to it.

"I've never done that before."

"Really?" I asked, before realizing I may have just insulted the girl. "Because I know you've had guys chasing you."

"I wanted it to be the right guy," she said.

Her words hit me like a gut punch. I'd known I was being a real asshole going in, but this new revelation made me feel revolted.

"I'm sorry," I said.

I reached for my cash with the intention of handing it to her before sending her on her way.

"No, I'll do it."

I stopped. "Really?"

"I love working here, and it works perfectly with my new schedule with classes. And I wouldn't even consider it, except… I feel comfortable around you."

"I'm glad."

"You'll never tell anyone, will you?"

"Not a soul."

"And… topless?"

"That's part of it," I said. "Maybe I'll be less obsessed with you once I know you can't be as perfect and flawless as my overactive imagination thinks you are."

She gave a small smile. "Now?"

"Let me help you get comfortable," I said as I stood and grabbed my glass. "What can I get you to drink? Do you like wine? A cocktail? Something to ease your nerves and make this whole thing less awkward?"

"No, I'm fine."

"I'll get you something," I said as I walked over to the kitchen and grabbed her favorite from the fridge, a can of Dr Pepper. My feelings of self loathing were gone. In their place was giddy anticipation. I didn't know how far things would actually go, but the fact she'd agreed to my offer had me grinning despite myself.

After filling two small glasses with ice I returned to my whiskey cabinet to give her a medium pour and myself a bigger one before returning to hand her the can with the glass of bourbon.

"I'm driving after this," she said.

"One glass won't be a problem."

"I've never…"

"Drink the whiskey, then chase it down with the soda."

She stared at it.

"You don't have to," I said. "It's more to relax than anything. But if you want to, I'll drink mine with you."

She reached forward for the glass.

"And the can," I suggested.

She held up one in each hand. I reached forward with my glass to bring it up against hers, clinking the crystal.

"By the way, happy birthday!" I said before I took a big sip of the whiskey.

Taylor did the same, taking the full amount in the back of her throat and coughing.

"Now the Dr Pepper," I said.

She obeyed, chasing the bourbon down and recovering her composure in the process.

"Wow," she said when she finished.

"Well done," I said with a smile.

"Do we have to do this here?"

"No, let's go to my office," I said. I held out my hand to help her up, and felt how light the small girl was when she rose to her feet easily.

"Bring the soda," I instructed.

My office was adjoining the living room we had been sitting in, but it had the advantage of a locking door.

I sat on the brown leather couch, motioning for her to join me.

"This is weird," she said with a nervous smile as she sat down.

"And yet I think it's incredibly sexy you even agreed to consider this," I said. "Another sign you've turned into a woman right before my eyes."

"The thing I don't understand is, why wait for my nineteenth birthday?"

"I don't have an answer."

"Because I'm not so naive that I didn't notice the way you look at me."

"You're a smart girl," I said. "But I highly doubt I'm the only one who has been noticing you."

"No, but at least you're respectful about it."

"I'm glad. You deserve to be treated well."

"Even when I'm acting like a prostitute by accepting money to give my boss a blowjob?"

"Prostitutes deserve respect too," I said with a grin. "And they prefer to be called escorts."

She giggled. It was ridiculously cute. "So I'm your escort for the night?"

"Don't sell yourself short, Taylor. You're my fantasy, the girl of my dreams."

"What if I don't live up to them?"

"That's the goal," I said. "I want to humanize you, to bring you back down to reality, so I can look at you as only my hot nanny who gave me that blowjob that one time."

"Instead of what?"

"Perfection."

She looked down and blushed. "So, if I do a bad job, it'll actually help my cause?"

"Perhaps," I said with a grin to let her know I was joking. "And if your body isn't as great as I've imagined, that could help as well. Any chance you have a big scar or ugly birthmark? Giant, hairy mole? Were you ever a burn victim?"

Her laugh was musical. "I'm afraid not."

"Too bad," I said. "Now, are you ready to take off that shirt and bra?"

She bit her lip. "I'm embarrassed."

"I could help."

"No, I've got it. It has to be topless?"

"That's half of it," I said. "But only when you're ready."

She took a breath. "I think the whiskey is starting to hit me."

"Excellent, it's doing its job."

"So… you're a tit guy."

I said nothing.

"I've been nannying for you for over a year, and all of a sudden you say you can't handle yourself around me. And it just so happens to be right after I gained two cup sizes?"

"I'm not denying it."

The girl sat up off the couch and pulled up the bottom of her shirt.

"Slowly," I said. "Seduce me."

She obeyed, tossing her top aside and reaching back to unclip her bra, which she held there for a moment before covering herself with her forearm.

"Beautiful," I said. "I'm ready when you are."

She held there for a moment before dropping her arm and thrusting her chest forward, displaying her sizable chest in all its glory.G

"Holy fuck," I said. "I really didn't expect you to look better than I'd imagined."

"Sorry," she said with a shy grin.

"What is your bra size?" I could guess, but I wanted to hear it.

"I was a thirty-two B cup for a long time, but now I’m wearing a C."

"And it was looking far too small on you."

She grinned. "Yeah."

"You look amazing, girl. My sexy little nanny."

"Is that going to be a problem?"

"Not at the moment. Here, come sit on my lap."

She didn’t move. "I can't kiss you."

"Probably for the best," I admitted."Your boyfriend is a lucky guy."

It was okay for her to suck me off, but she still didn't want to kiss me? It was young naive girl logic, but it kind of made sense in its own weird way.

"Should I just get on my knees?"

"I'd rather you sit here first," I said. "But I won't kiss your lips."

"And my shorts stay on?"

"Of course."

She threw her leg around mine, sitting comfortably in my lap. "Why do I trust you?"

"It's something to be aware of when you've been drinking," I said.

"I agreed before that."

"I think you trusted me because I've been honest with you, Tay. I've told you all of my motivations and desires, and I outlined exactly what I needed from you."

"That makes sense," she said.

"Now, I want us to get comfortable around each other so I can explore your body," I said as I kissed her neck gently.

Her body tensed up, so I moved slowly, kissing down her collarbone and heading to her breasts.

I cupped her left and kissed her right, finding her nipple with my tongue and licking it gently. She shifted in my lap, and I felt her body relax as I began sucking, spending a moment before switching.

Finally, not wanting to take too much time and risk making her uncomfortable, I backed away.

"You taste delicious," I said with a grin.

She said nothing, breathing heavily and looking at me through half closed eyes. If I didn't know any better, I'd say she wanted to kiss me.

"Now, when you're ready, I'd like you to get down on your knees."

She took another moment to compose herself, her chest still heaving and causing quite the sight. I resumed giving her tits my full attention as she tried to compose herself, doing nothing to help her cause.

"Okay, stop," she finally said before climbing off me and dropping to the ground.

I loosened my belt and unzipped my pants, dropping them to the floor.

My boxers still contained me, and although my outline was visible, I waited for her to make the last reveal.

She took a moment, looking up at me with her big brown eyes before using her fingers to pull down the strap. My dick swung free, bouncing out and smacking her in the cheek.

"Whoa!" she said. "You're hard! And you're… big."

"That's something I can blame you for."

She smiled. It was always sexy, but never more than now with my cock right next to her lips. Her eyes were drawn to it, viewing it like a threat she didn't know what to do about.

I reached forward, grabbing her arm and pulling it up to place her hand on me. I guided her, showing how tight to squeeze and how fast to move her grip up and down my shaft.

"You can change the tempo every five or ten seconds," I said. "Guys like variation."

She nodded, now looking at my dick with fascination as she held it in her hands.

"There are several methods you can use to give a great blowjob, but we're going to stick to the basics. Right now, you're simply jerking me off. It feels good, but it's something I could do myself, which makes it not as special. What's something every sexual act needs?"

She shook her head.

"Lubrication. Now, I want you to lick it. Pretend it's a popsicle."

She leaned forward tentatively, sticking out her tongue and tracing it along the length of my shaft.

"That's great," I said. "I can feel all of it, but I'm far more sensitive at the head. Now, I want you to lick it."

She obeyed, making me sigh loudly. "Good girl. Now take me in your mouth and circle your tongue around it, like you're trying to keep an ice cream cone from dripping."

Once again she obeyed, showing she had some decent skills for a beginner. Before we could continue, she pulled back with a pop, a look of surprise on her face.

"Did you finish?" she asked.

I was confused. "No, why do you ask?"

"You were talking about keeping it from dripping when I felt some come out. It was… salty."

"That's precum," I said. "I don't do it often, only when I'm really turned on."

"Oh," she said.

"Before I finish, I'll warn you."

"Thank you," she said before popping her mouth back on me. She spent another minute using her tongue.

"Now, bring your hand back into the mix," I said.

She obeyed, using the hand and mouth combo very effectively. I moaned, whispering her name and letting her know how good it all felt.

Taylor was a quick learner, using everything I'd taught her by switching up her tempo and bringing me close to the edge.

I enjoyed the moment, thinking how a thousand dollars was a small price to pay to watch this girl of my desires slob my knob for the first time.

She switched it up again, trying something I hadn't taught her. I watched her cheeks shrink into her mouth as she sucked in, making sucking my dick literal. I was about to correct her, to tell her it didn't work that way when I was proven wrong. It felt amazing.

How had I never had a girlfriend use this move so well? This girl had talent.

"Oh, fuck, Tay! You have me right on the edge."

She looked up and smiled at me, mostly with her eyes.

"Where do you want it? On your face? Your tits?"

She pulled back off with another pop, still using her hand to jerk me slowly. "No. I'm going to see my boyfriend after this, and I don't want to ruin my makeup or take a shower."

"Okay, I'll cum in your mouth, but you have to swallow."

"Can't I just spit it out?"

"Spitting is the worst," I said. "You're probably not going to like the taste at first, and getting up to go to the sink will take much longer. Swallowing is faster and easier."

She made a face. "Yeah, I really don’t think I’ll like it."

"It won't be too bad. And I'm going to enjoy the shit out of it."

She gave a brave smile. "Okay. Anything else I should try?"

"You're doing wonderful, babe."

With another pop she took me back in her mouth, swirling her tongue around my glans while she sped up her hand.

"Mmm, fuck yes," I said with a groan as she reached toward the finish line. "Oh, could you do that sucking thing again? It felt- ohhh!"

I felt it building, slowly boiling up as I watched the little cutie work my pole like an expert. Time slowed as I tried to remember every little detail of the experience, as I knew I'd be returning to this exact moment many times in my mind.

"That's it!" I said. "I'm about to-"

I'd jerked off that morning in anticipation, but it had felt nothing like this. This was ten times better, the main event I'd been waiting for. I felt myself throbbing, filling her warm, wet mouth with cum as I blasted repeatedly.

She gagged for a second, some of it hitting the back of her throat and causing her to cough. But she took it in stride, swallowing repeatedly to keep up with the flow. If I hadn't relieved myself earlier I had no doubt it would have overwhelmed her, which was not something I wanted for her first experience.

Finally, I stopped, and she pulled off.

"Eww!" she said with a playful glare.

I held up her can of Dr Pepper which she took and drank gratefully.

"Much better," she said.

"See? Not the worst. Plus, it's an acquired taste. Some people grow to love it."

"Pretty sure that's just something guys tell girls."

"Maybe," I said as I held out both hands to help her up. She accepted, and I sat her next to me. "Thank you. You were amazing."

I put my arm around her waist, and she lay her head on my shoulder. "So, you'll keep me as your nanny?"

"My sweet, sexy ass nanny."

She chuckled. "But this was a one time thing, right?"

"If you want it to be."

"So what happens the next time you feel like you can't be around me anymore?"

"I'll deal with it. Knowing I got to have one night with you will get me through the long cold night."

She seemed to accept that. "Can I put my clothes back on now?"

"Of course. But first, a moment to say goodbye to my new friends,” I said as I cupped her chest and bounced it playfully, causing her to giggle.

“You really like them, huh?”

“Taylor, they’re incredible.”

When I finished, I turned and kissed her cheek. "By the way, you've got skills. The next guy you decide to honor with your touch will be very lucky."

"Thanks," she said awkwardly. "I know my boyfriend would love it, but I don't know."

"Do it when you're ready, not when he is."

"Yeah. It's just so… uncivilized."

"You're an amazing girl, Taylor. And now I know you're also an amazing woman."

I stood up, grabbed her shirt off the floor and tossed it to her. "See you out there."

A few minutes later she came out of the bathroom, having fixed her hair and double checked that she looked presentable.

I handed her the envelope on the way out and leaned down to give her a hug and kiss her cheek.

"You still like me?" she asked.

"Even more than my kids do," I said.

She chuckled. "You're a dirty old man. I can't believe my first blowjob was with a guy twice my age."

"Shh," I said. "You aren't supposed to tell anyone, remember?"

She sighed. "I can't believe tonight happened."

"Do you regret it?"

"I don't know yet. You?"

"Not a chance. See you Monday."

And with that, I sent my sexy little teenage nanny off to see her boyfriend with her stomach full of my cum.

To be continued... Thanks for reading! This story continues with new chapters available to patrons in any tier. There will be a total of around 140 pages and feature 4 different endings. They will focus on pregnancy, breast expansion, weight gain. The story will explore the pros and cons of having a transactional based relationship. https://www.patreon.com/expandinguniverse