Knock Me Up, Boss: A Bad Boy Office Romance

by Juliana Conners

  I relax into the vibrator as much as I can while I repeat what he says back to him.

  “Tell me I can have your ass,” he says.

  “Yes, Boss. You can have my ass. Please take it. It’s yours.”

  Chapter 30 – Cameron

  I have Ruby right where I want her: bound and blindfolded and begging for me.

  I’m so glad I came to Madrid to claim her. This is the best night of my fucking life.

  I look at her red ass sticking up in the air and I get some lube out and rub it all over her asshole, because as much as I love punishing her for her past transgressions, I don’t want her to hurt too badly.

  Then I push my cock into her quivering asshole. Just a little bit at first.

  “Ah,” she exhales, her body clenching up.

  “Relax,” I tell her, massaging her ass cheeks.

  “Yes, Boss.”

  I pull her back into me a little bit and push my cock slowly but steadily further into her ass hole. It opens up for me, allowing me in but fighting back against me some as well.

  “Oh, my god,” she groans.

  "That's a good little girl," I say, my cock pulsing inside of her.

  I had never gotten that much into the age dynamic between us but right now it’s fucking hot and I’m playing it for all it’s worth. I love that I took her virginity and now I’m fucking her in the ass for the first time too.

  I push the vibrator up against her clit as I push my cock deep inside her ass.

  “Yes,” she calls out, no longer having to be quiet like we have to be at the office. “This feels so good. Yes, yes, yes.”

  It feels amazing for me too. I thrust my cock in and out of her asshole, holding onto her hips with one hand while I make her come from the feeling of the vibrator on her clit from my other hand at the same time.

  “I’m coming too,” I tell her, my cock bulging and bursting with cum.

  “That’s a good little office whore, fucking me here in Madrid and letting me take your ass for the first time,” I tell her.

  I take off my condom and some cum gets on my fingers as I do so. I rub it on her face and in her hair. I love that I’m marking my territory. Claiming her. As mine.

  I take off her blindfold and handcuffs and then I hug her tight against my naked chest.

  “Are you going to come back and work for me?” I ask her.

  “Maybe at least part time,” she says. “I’ll be your tech gal for sure.”

  “Good,” I tell her. “And also, you have to be my wedding date. Asher and Madilyn are getting married. And he’s asked me to be his best man.”

  “Wow,” she says. “Good for them. When?”

  “Not for a while. Valentine’s Day of next year. So, you have to stay employed by me until then. Because I love being your boss.”

  “Deal,” she says. “I love you.”

  I kiss her and look deep into those sky blue eyes.

  “I love you too.”

  EPILOGUE

  VALENTINE’S DAY

  ASHER AND MADILYN’S WEDDING

  Cameron

  “Ron, thank you so much for coming to my wedding and being my best man,” Asher tells me, in a private toast after the official speeches have been given.

  We down shots of whiskey and clink our glasses together.

  “Any time, friend.”

  “I know we’ve been through a lot, but it’s turned out great for both of us. Thank you for starting this firm with me. And for sticking through it with me.”

  We look over to the dance floor, where Damien Hudson, owner of the toy company client I had brought to the firm, is doing the Cupid Shuffle along with some secretaries. Ruby is among them and she winks at me. He’s flirting with some of them but not her. Everyone knows she’s mine.

  Ruby has helped us do a lot of business and win a lot of cases— for Damien and other big clients— and she’s increased our technological capabilities too. She even helped me with my appeal on the case for which Judge Baez has wrongly granted summary judgment in favor of the little guy. But sometimes we do still represent the little guy.

  Even though Damien isn’t a small toy making company like I thought, he helps with many disabled kids’ charities that are near and dear to his heart, and we do the legal work for those organizations.

  Everyone was glad Ruby came back. She still goes by the name Ruby Mansfield because she says she likes the identity she’s created for herself better than the one she used to have. But I intend to change that soon.

  “Now we’re going to have a slow couples’ dance,” the DJ announces, and I catch Ruby’s eye again.

  “I guess I should go find my bride,” Asher says.

  I point at Madilyn, who is making her way over to the dance floor. We join her and for a second it’s just the four of us.

  “Congratulations again Madilyn,” Ruby says, hugging her as best she can with Madilyn’s poofy white dress getting in the way. “You’ve been such a role model to me.”

  “I’m not sure if that’s a good thing or a bad thing,” Madilyn laughs.

  “Definitely a good thing.”

  Ruby looks up at me and smiles with those same innocent eyes as the first time I took her virginity.

  “Happy Valentine’s Day, my love,” I tell her.

  “Happy Valentine’s Day.”

  I take her in my arms and dance with her. Asher does the same with Madilyn.

  And all is right for the law firm of Asher, Sanchez and Reed.

  Ruby

  Towards the end of the wedding reception, Cameron grabs my hand.

  “Come on,” he says. “Let’s get out of here.”

  “But it’s so much fun,” I protest, glancing over at Madilyn and Asher doing the chicken dance with their flower girl, ring boy and some other kids.

  I don’t want to admit it to Cameron, but I want to stay and catch the bouquet.

  “We’re about to have a lot more fun on our own,” he says.

  “Okay.”

  I follow him out of the reception— I’d follow him anywhere. My app has gotten really big and everyone uses Ruby now. They especially love the “Ruby This” feature. I’ve made some other ones that are under contract for other companies to buy as well. But I still love working at the law firm part-time under my boss, Cameron Sanchez.

  We get into a cab and before he can tell the driver the address I already know where we’re going.

  “You just can’t stay away from the office, can you?” I ask. “You workaholic.”

  “Sexaholic is more like it,” Cameron says, running his fingers up and down my thighs. “There’s really no where as sexy as when we do it there.”

  Once we’re in his office he leaves the door wide open. It’s highly unlikely anyone will be here this late at night, but Cameron can still hope. He loves the thrill of almost getting caught.

  He lifts me up and carries me over to his desk. He sits me down on top of it and I half expect him to tie me up. But instead, he gets down on one knee.

  “I figured there would be no better place to ask you this than where we started everything,” he says.

  “Ask me what?”

  “Ruby Mansfield,” he says, and then he pauses. “Or, should it be Randi Messer, in this context?”

  “In what context?” I ask, my heart racing.

  Is this really happening? Can one girl— me— really be this lucky?

  “Oh, fuck it,” Cameron says, laughing. “You’re going to be Mrs. Sanchez anyway, no matter what else you might feel like calling yourself.”

  “Really?” I ask, as if I didn’t hear the question he hasn’t asked.

  “Fuck,” Cameron says, always with the filthy mouth. “I did this all wrong. Fucking nerves. Let me start over. I really had this planned out better in my head, I swear.”

  He opens his desk drawer but instead of taking out a belt, tie or handcuffs like he usually does, this time it’s a small blue Tiffany’s box. I hold my breath.

  “I just
might need this,” he says. “Or, you might. If you want it, of course.”

  He opens the lid and reveals a huge, sparking diamond ring, more beautiful than any I’ve ever seen.

  “Ruby, you have given my life excitement and purpose. You have made me a better man. I’ve been honored to be your boss and I would love to be your husband. Will you marry me?”

  He looks up at me with pleading eyes, like he did back in the beginning. When he wanted to claim me. Make me his. And now he truly is.

  “Yes,” I say, practically jumping off his desk and into his arms. “Yes, yes, yes, yes, yes.”

  He kisses me and takes off my fancy dress. I unbutton his shirt and admire his toned chest and the tattoo that’s on it. It’s the millionth time I’ve done so but I trace my hand over it, feeling as if it’s the very first time. It is my first time seeing it as his fiancé.

  He wraps my legs around him and I rub my naked pussy against his aroused cock.

  “I don’t think we’ll be needing a condom anymore,” he says. “What do you think?”

  “No, Boss,” I tell him.

  Then I realize it’s the first time I’ve ever told him no.

  “I mean yes, boss. Good idea, about not using the condom.”

  He pushes his bare cock into my pussy.

  “I’m fucking your pussy without anything coming in between us,” he says.

  “Good,” I tell him. “Because I don’t want to let anything come in between us ever again.”

  “Let’s not wait a long time to get married like Asher and Madilyn did,” he says, as he thrusts in and out of me, his big cock filling up my pussy perfectly.

  “They didn’t wait that long,” I laugh.

  “I know. But I want to make you Mrs. Sanchez right away. I can’t wait.”

  “You never have been very patient,” I laugh.

  “I love your laugh,” he says, pushing himself further into me.

  Suddenly, we hear rustling in the hallway and both of us jump.

  “Oh, my god,” he says. “To think that tonight of all nights is the night we might get caught.”

  “Yeah, some of the thrill’s gone now that we’re engaged,” I tell him.

  He’s smiling and I can tell he still loves the thought of it.

  “Go shut the door,” he instructs me.

  I’m naked, but I say, “Yes, Boss.”

  I’m used to obeying his every instruction. I’ve been doing it for a long time and I want to do it for the rest of my life. And now I get to.

  I shut the door and then I get down on my hands and knees and crawl to him, just like I did back in the beginning.

  “That’s my little office whore right there,” he says. “My little office fiancé.”

  He gets down on the floor of his office and spreads my legs open wide. He nibbles on my clit in the same way that he had been nibbling on my ear before we got interrupted.

  “Who do you think is here?” I ask him, as he buries his tongue into my pussy and then bites my clit a little like I like, and like he knows I like.

  “I’m guessing the bride and groom,” Cameron says. “Reliving the early days on their wedding night. Just like we are, on our engagement night.”

  I spread my legs open even wider while he eats my pussy, getting closer and closer to climax. Feeling Cameron's tongue slowly moving up and down on my clit makes me ready to explode, and I come into his mouth with a release that feels better than any I’ve ever had. Now that we’re engaged, the sex feels even better.

  "That's my good little slutty fiancé," he says, lapping up my juices with his tongue. "I definitely wanted to make you feel good on the night we got engaged.”

  Then he climbs on top of me and rides me, looking deep into my eyes and pumping his cock just as deep inside my pussy. He pins my arms down to the floor and I love feeling like his submissive little slut.

  Then he grabs my breasts and plays with my nipples as his cock swells up even bigger inside me.

  “I’m going to come in your pussy,” he tells me. “For the first time ever. Do you want that? Do you want my cum inside you, mixing with the juices from your wet pussy that I’m pounding?”

  “Yes, Boss,” I say, feeling myself close to coming again, in sync with him.

  I love his filthy mouth. His dirty talk. His bad boy ways but his sweet boyfriend— now fiancé— charms.

  His cock throbs in my pussy and then we come at the same time. I feel his load of cum shooting into me and dripping out of me. He spreads my legs wide and looks at his cum inside me.

  “That’s so hot,” he says, “and there’s a lot more where that came from.”

  “Good,” I tell him, as he lays down beside me on the floor and wraps one of his strong arms around me.

  “Do you always want your husband to come inside you? In the office and at home and while we travel and anywhere else?”

  “Yes, Boss,” I tell him, feeling that tonight is the best of my life. At least until we get married. “Please, Fiancé.”

  EXTENDED EPILOGUE

  Ruby and Cameron’s Wedding Day

  Ruby

  I always wanted my hot boss to take my virginity. I just didn't think it would actually happen.

  I certainly didn't think we'd be getting married. It's one thing for him to tie me up in the filing room and quite another for me to be walking down the aisle to take my vows with him.

  But now we're doing exactly that: getting married. In Spain, of course. It's our wedding day and everything is as perfect as I could ever want it to be.

  It's just him and me and some very close family members and friends— as many as we could fit onto Cameron's private plane to fly with us here to our wedding— and that's how we wanted it to be.

  Intimate. Special. Ours.

  We're on a hilltop with a Spanish castle behind us. The backdrop and the scenery is like something out of a book of fairy tales.

  As we exchange vows, I stare into Cameron's eyes. He's so handsome, smart, successful and rich and he's about to become my husband. As the officiant pronounces us husband and wife, I can't even believe it.

  Afterwards, our guests are milling around for cocktail hour and Cameron and I are supposed to go get our pictures taken. But first I slide over to Katie to say hello.

  "You're so beautiful in that dress," she says, hugging me.

  "I bet you never thought I'd wear white or look so innocent," I tell her.

  "Oh please," she says. "I always knew you were such a good girl compared to me. And I love the whole ensemble. Your short veil is to die for."

  "And of course I'm wearing the garter," I tell her.

  Katie had made me a wedding garter with Cameron's initials embroidered on it.

  "I bet you didn't know I could embroider," she told me, when I unwrapped her gift at her house.

  She was right— I was surprised. There shouldn't be anything about Katie that surprises me anymore, though.

  We've hung out outside of work now that I no longer have as much time to sit around chatting in the file room. And I've found out that she's even cooler than I'd known her to be at work. She and I have become good friends.

  My app has taken off and I'm working on another one. I also manage the website and software that the firm uses.

  I've assigned Katie some tasks she juggles when she's waiting for the partner she works for to get out of court. Now that she has something to occupy her time, she smokes a lot less weed. She still uses it to manage her anxiety but having things to occupy her mind seems to help her a lot too.

  Suddenly I feel a gentle hand on my elbow and I turn to my left to see Madilyn standing beside me.

  "Congratulations, Dear," she says, giving me a big hug.

  "Thank you," I tell her.

  "It seems like not so long ago that Asher and I were having our own wedding," she says.

  As if on cue, her husband walks over with my new husband. The two had been talking over by the bar.

  "I don't know what's in the ai
r at our firm," Asher says, laughing.

  "Love is in the air for sure," Katie says.

  I shoot her a confused glance. It's not like Katie to be so upbeat, so peppy.

  "Well I was just apologizing to Cameron for being such an ass to him over these last few months," Asher says.

  I nod at him, impressed. He was an ass and I'm glad he recognizes it. Then I shift my glance to Madilyn, wondering if she has anything to do with the new, reformed Asher. She winks at me, as if to confirm that she does.

  "Asher couldn't handle the fact that I was bringing such big business to the firm," Cameron says, wrapping his arms around me.

  "Did I hear someone say something about big business?" someone asks, and I turn around to see Damien Hudson, Cameron's client that owns the toy company, walking over to us.

  "Speak of the devil," Cameron laughs.