Tempting Daddy's Boss

by Madison Faye

  And later, for the first time ever, we fell asleep together in each other's arms, without a care in the world.

  19

  Chelsea

  Jake had an early flight the next morning, which he barely got to in time after I’d joined him in the shower at the hotel. Although, I’d like to think he’d have been okay missing a flight in order to come inside my tight little pussy once and then all over my tongue and my small perky tits a second time.

  “I’ve got a surprise for you.”

  We were standing by the security line at Logan Airport, arms around each other and looking to all the world like a couple saying a sad goodbye. I looked up at him, still doing my best not to cry like a dope in our last moments together. Spring break wasn’t that far away, but it was far enough that not seeing him that long was going to suck. And besides that, even when we did see each other again, it was going to be at home, with family around, and our lives and all that.

  “So, uh, I’ve got some more business in two weeks back up here in Boston.”

  My mouth split into a huge grin as I looked up at him; Jake had no business here, it’d just been his pretense to come see me.

  I melted into his arms as he kissed me, never wanting to let him go.

  I knew I was glowing as I got to the library; I couldn't help it! I couldn't get Mr. Harding out of my head, especially after spending the whole night with him! On top of that, his surprise news that morning about coming for another visit had me walking on air as I sauntered through the study tables with a big sappy grin on my face.

  I saw Lucy, my roommate, at one of the far back tables and grinned at her as I made my way over and slumped into one of the chairs next to her.

  "Ok, spill it." Lucy was eyeing me with suspicion and a smirk on her face, and I found myself blushing.

  "What?" I tried to say it innocently, but I also knew I wasn't nearly that good at hiding things when they were that clear on my face.

  "Don't 'what' me, lady; you know what I'm talking about." Lucy arched her brow at me. "The guy, dummy. I might be a heavy sleeper, but I know an un-slept-in bed when I see one! You didn't come home last night!"

  "I-" I could feel my face burn bright red, knowing I'd been busted. But, I couldn't just tell her about the much older man I was seeing.

  "Chelsea, c’mon!” Across the room, someone shushed us. Lucy rolled her eyes and leaned close to me. "You know I'd tell you!"

  "It's- kinda complicated, Lucy."

  She sighed. “Chels-"

  “Okay, Okay!” The girl was persuasive, I had to give her that. I felt my willpower crumble, and then I was caving and telling her everything.

  Her jaw dropped. "Wooaaaah, Chelsea!"

  I groaned. "I know, I know; it's terrible and I'm a terrible per-"

  "No! Seriously, no. C’mon girl, you know I'm not judging, and I don't think you're a terrible person at all. I'm just- Wow. I mean, way to jump right into the whole sex and relationship thing with both feet!"

  I smiled at her, still trying to not think about how doomed or how wrong this whole thing with Mr. Harding was. God, I was still calling him “Mr. Harding” in my head instead of Jake!

  She suddenly grinned wider at me with a look of sudden realization. “Wait, is that where you were last night?! Is he here in Boston?"

  Crimson spread across my face, and I nodded sheepishly.

  Lucy hooted, bringing another round of shushes from the studiers. “That's my girl! Well, if he's in town, I wanna meet him!"

  “Was.” My grin faded and my eyes dropped as I thought about Jake getting on that plane.

  Lucy seemed to see the look in my eyes as she scooted closer and wrapped her arms around me. “How long?”

  I sighed, dropping my forehead onto her shoulder. “I’m not sure. A couple weeks, which is better than Spring Break, I guess.”

  “Dude, plenty of people do long distance, you know.” Lucy shrugged. “And the family thing? I mean, that’s not ideal, I’ll grant you that. But if you’re happy and your family see’s that, I bet it goes a long way to your dad not murdering the guy.”

  I had to laugh, even as I sniffed back the tears. “Well, it’s also a bit more complicated than-” I stopped myself short with a shake of my head. “Never mind.”

  Lucy frowned. “What?”

  “No, really, it’s nothing.” I smiled at her. “Just more moping.”

  I'd shrugged her off as we started to get some actual studying done, but later, I couldn't get that unfinished thought out of my head. Yes, it was complicated with the age thing, and the his being friends with my parents thing, and even if we were given the family green-light, where would we even be a couple where we wouldn’t get stern, disapproving looks anytime people in public realized we were a couple and not father and daughter?

  And then, there was the other big, big unfinished thought; the one I couldn’t even complete inside my own head, let alone share with Lucy.

  You see, a week after I’d gotten back to school from winter break, I got my first hint of something being different. I told myself it was nothing though, I mean these things happened all the time, right? And even a few days after that, I still told myself it was nothing to dwell on and nothing to worry about; it would come soon, definitely.

  But two weeks after I was due for my period without one, I knew something was up, and it was there in that library the day Jake left Boston that I knew I had to know.

  I had to know what was coming next.

  Taking the test was easy enough, once I’d taken a cab to the other side of the city to buy one where I was sure no one would know me, and then secreted it back to my dorm room. The hard part was going to be opening my eyes and looking at it, and seeing what was going to come next.

  Slowly, I cracked my eyes open and stared at the little stick in my hand. I could feel my heart start to beat faster, and a flush come into my cheeks as I gasped.

  I was officially nineteen, and involved in an illicit relationship with a man more than twice my age who also happened to be good friends with my parents. I was also struggling to figure out where the line between lust and love was, and where the heck we fell on that. Oh, and just to make things extra complicated?

  I was now officially pregnant with his child.

  Things were going to get really interesting.

  20

  Jake

  So, yeah, after that I was long distance with Chelsea.

  I mean, Jesus, I guess that meant we were in a relationship if we were calling it “going long distance”, but I was a-fucking-okay with that. Because this was the only girl I needed, and certainly the only one I wanted, so yeah, I was very okay with that.

  What I was not okay with was being so damn far away from her. What I wasn’t okay with was the two-thousand miles between me and that that perfect, angelic body and that impossibly tight pussy. She was like a drug, and I was a full-blown addict. And there I was, cold-turkey without her.

  I did send her a better fucking cellphone though, and a camera for her laptop so we could chat. And by that I mean, “so she could send me high-def pictures of herself sans clothes”. And I think after enough hints and shitty excuses, that roommate of hers started getting the hint that a video call from yours truly meant it was time for her to get gone, fast.

  “Jesus you look fucking incredible.”

  She was all glowy, wearing this tight little t-shirt with her university name across it, and those little sweat-pant material shorts college girls all seem to wear. And glasses. I’d never seen her with glasses.

  “Eh,” she shrugged and grinned at me. “My contacts were feeling dry, I know, they’re dorky.”

  They were, dorky that is, but in this obscenely sexy way. It was like those thick black rims just accentuated the whole dirty school-girl thing; like I wanted to tear every other stitch of clothing off of her but the glasses and fuck her senseless while she’s cooed my name. They were “dorky” like that nerdy girl who somehow doesn’t know how fucking unbeli
evably hot she is until the end of the movie.

  Actually, right then even if I was two-thousand miles away in my study back in Florida, I did want to tear those clothes of hers off. I caught a glimpse of her roommate Lucy giving a quick wave to Chelsea as she grabbed a backpack and headed out the door, and I grinned.

  Now we could have some fun.

  Chelsea started to turn back to me, and she started to open her mouth, but I quickly cut her off. “Shirt, off. Now,” I growled, loosening the tie around my own neck.

  I could see her blush pink and grin before she cocked her brow at me. “So demanding!” She said, giggling.

  “Get it off, or I’ll come up there and take it off for you, young lady,” I said with a dark grin.

  “You promise?” She whispered breathily in a way that had my cock rock hard in seconds. Chelsea bit her lip as she hooked her hands under her shirt and started to peel it off her lithe, sun-kissed body.

  Jesus, I could look at that girl's torso for days.

  She was bra-less, like she always was and I fucking loved it. Those cute, perky tits of hers capped with the dusky pink little nips had my mouth watering as I shrugged my shirt off and leaned back in my chair. “Jesus, I miss you.”

  Chelsea grinned. “I really wish you were here.”

  “Soon, baby. Another week and I can get away and head up there.”

  Chelsea threw me a fake pouty look. “Does that mean I should keep these on until you get here then, Mr. Harding?”

  Fuck. Me. When she used that little innocent voice on me and called me “Mr. Harding”, I was fucking putty for her. That voice of hers had my cock hard enough to cut diamonds with whenever she broke it out, and right now was no exception.

  She gasped as I unzipped and just pulled it out, with no preamble; her mouth opening in that adorable way it did basically every time she’d seen it. As if my cock was the best thing she’d ever seen.

  Yeah, I fuckin’ loved that look.

  “Off, baby,” I growled, nodding at her fingers hooked under the waist of her tiny little shorts.

  Chelsea bit her lip seductively as she suddenly brought her legs together and up in front of her as she leaned back in her computer chair, her toes pointed at the ceiling. She slowly licked her lips as she started to peel the shorts off her perfect little ass, and for a second, I was totally blown away at just how fucking sexy and confident this shy girl had become.

  I groaned as I watched her peel the shorts off her ass and up her legs, and then I realized she wasn’t wearing any panties under them. I started to stroke my cock as her fresh pink pussy came into view.

  She bit her lip as she tossed the shorts away, spreading her legs and leaning back in her chair with her eyes locked on my dick. We’d done this before, of course, and by now, it was like her fingers instinctively dropped to find her wet slit.

  “Jesus I wish I was there to taste that honey, baby,” I growled, watching her fingers push wetly through her sticky lips. My cock lurched in my hand, precum beading at the top and running copiously down the shaft as I stroked it hilt to crown while my nineteen year old sex kitten whimpered for me on screen.

  Chelsea’s eyes fluttered shut as she slid a finger inside, her legs spread wide over the arm-rests of the chair and her feet on the desk; totally open and exposed for me. She brought her other hand down and started to rub her clit in small little circles while she fingered herself. She whimpered and I started to jerk it faster. I could see her perfect body tense and release as she gasped, her tight little asshole winking as she slid her fingers in and out of her wetness.

  Suddenly, she looked me shyly before she reached for something off-camera.

  Oh fuck yes.

  They sleek little silver toy was also something I’d sent her. I made a very dirty sort of care package for the college freshman. We’d only had a chance to use it once on camera together, and I my dick jumped in my hand at the thought of watching her use it again.

  Chelsea gasped as the buzzing shiny silver toy touched her clit, her fingers holding her gorgeous pussy open as her head fell back and a gasp tumbled from her lips. I growled and started to stroke my cock even faster as I watched her drag it down and start to ease the head against her opening. “Do it, honey. I want to watch you fuck yourself with it.”

  Chelsea gave me a fake pout again. “It’s not as big as you though.”

  “One week, baby,” I growled. “One week and I’m going to give you every inch as much as you want.”

  “You promise?” She whimpered in that cute little innocent voice. She bit her lip, her cheeks flushed bright red as she started to slide the toy in and out of herself. “You know, Mr. Harding?” She flashed me a look, the picture of innocence even though she had the buzzing toy buried halfway inside her tight little slit. “I was thinking about trying something new when you come.”

  I raised my brow. “Oh?”

  “Uh-huh…” Chelsea gasped. Suddenly my eyes about fell out of my head as I watched innocent little college girl Chelsea bring the toy out of her slick pussy and suddenly press it against the tight ring of her ass.

  I had officially died and gone to heaven, I was fairly sure.

  “I want to try you here, Mr. Harding,” She moaned, pressing down with the toy and slowly easing it against her virgin ass. I mean, the toy was way smaller than my cock, but the idea of watching it pry open this little angel’s ass was such a debaucherous and dirty thought that I actually had to stop stroking before I came right there.

  She went slow, and haltingly, but then with a gasp, the head of the toy popped into her ass. I groaned loudly as she whimpered on camera, her ass clenching around the silver toy while her other hand rolled her clit around and around in her fingers.

  “Oh my fucking God, Mr. Harding!” She gasped, her breath coming in gasps and her chest heaving and bright red. “It’s so tight!” She let out another moan. “And it feels so fucking good!”

  I was gritting my teeth at that point and doing everything I could to not come right on the spot as I watched her start to slowly fuck her ass with just the head of the toy while she played with her clit.

  “Oh, God, Jake, baby, I’m…I’m gonna come! Are you watching me Mr. Harding?”

  She was babbling then, her whole body starting to shake and her lips trembling as the orgasm started to take her. I could feel my cock throbbing in my hand, and even though what I truly wanted to do right then was bury it to the hilt in that pussy and let loose a torrent of cum, I was not going to complain about coming while watching my little angel fuck her ass with that toy.

  “Oh fuck, Jake! I’m gonna come! I’m gonna come!” Chelsea started to gasp louder and louder on my screen, her moans filling my study by way of the speaker system. “I want to watch you come, Mr. Harding! I want to watch you come while I do!”

  With a roar, I grabbed the tiny little thong from my desk and wrapped it around my cock. The lacy black thong of hers that she’d sent me as a thank you for the new camera and toy. I growled at the feel of the silky material on my cock as I watched, and I knew I was moments away from exploding.

  “Oh fuck I’m coming! I’m coming, Mr. Harding!” Chelsea’s whole body started to shake as her orgasm tore through her. “Come in my panties, Mr. Harding! Fill my panties with your cum like you fill my pussy!”

  That did it, and as I watched the barely legal girl on camera come with a loud moan, the toy in her ass and her fingers strumming her clit, I erupted into her panties.

  “So, just another week, right?” She said, grinning and blushing a few minutes later after we’d caught our breaths. She’d slipped her t-shirt back on in case her roommate came back, but her face still screamed sex, not to mention I’m sure the whole room smelled amazingly like her delicious pussy.

  “Just another week, honey.”

  “Good, because I have a surpr-” She stopped herself and shook her head.

  “What sort of surprise.”

  “Nothing,” she shrugged, like it was nothing. “No
thing; it can wait.”

  21

  Chelsea

  “Hey.”

  Jake’s voice sounded distant on the phone; strained, like he was distracted by something.

  “Everything okay, Jake?”

  He sighed in response. “Chelsea, about next weekend.” He paused again. “I can’t come.”

  I felt my heart sink as the smile on my face from his call slowly faded. What?

  “It’s a bad time, honey.” His voice sounded edged; sharp and truncated.

  I could feel myself slumping into the chair, my hand pushing my hair back out of my face as I took a deep breath. “No, no, that’s okay, I understand.” I mean the man worked full-time for himself. I got that he had to push himself work-wise sometimes, right?

  “Well, maybe next weekend?”

  Jake sighed again. “It’s just bad timing is all.”

  It still felt like he wasn’t saying everything, like he was holding something back or was distracted by something else.

  “Oh, okay.” I tried to hide the disappointment in my voice, but I knew I was probably failing. “Well maybe we could video chat alter tonight-”

  “I have to go, Chelsea.” He said quickly, his voice edged. “Look, I’m sorry. I’ll call you tomorrow, okay?”

  Um, okay.

  Except Jake didn’t call the next day, or the day after. And on the third day, when my phone still wasn’t ringing, and after I’d restarted it five hundred times to make sure it was actually working, the dark clouds closed in.

  Somehow, something had gone wrong, and the worst part was I didn’t know what that was. I sulked in my room that whole third day after last talking to him, trying to puzzle things out in my head trying to see what I’d said or done. Had he pieced it together from my “I have something to tell you later” comment about what was up? Had he guessed what my not-so-little secret was and decided he wanted out? I mean, I still wasn’t totally sure what Jake and I were, even if I knew - or at least was pretty sure I knew - how I felt about him. But it wasn’t like I could hold him to me with a baby or something. That was something psycho girls did, I wouldn’t be that type.