Please Boss: A Bad Boy Office Romance

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Please Boss: A Bad Boy Office Romance Page 11

by Juliana Conners


  “Oh yeah?”

  This doesn’t seem to faze him. I realize there are probably a lot of people from his neighborhood who turned out the same of worse than I have.

  “When I was a teenager, I was caught shoplifting and sent to juvie,” I tell him, all in a rush. And then I hasten to explain more of my rationale. “It was only because we were poor and I wanted to give my mom something for Christmas. I had saved up a lot of money doing odd jobs and I went to buy a shirt I knew she’d like.”

  “Uh huh.”

  Cameron raises an eyebrow at me, either not too shocked or at least pretending not to be. Perhaps he had been afraid it would be much worse. But he hasn’t heard the whole story yet. I just hope he’ll still stick around once he does.

  Chapter 28 – Ruby

  “I tried on the shirt before I bought it,” I tell him. “Just to make sure it looked okay on a real person instead of a fake mannequin, you know?”

  He nods.

  “Well, in the fitting room there was some rich yuppie girl there trying on a bunch of different clothes. She kept complimenting me on my style. Because I was wearing this scarf I had already had on—I had made it, you know?—and some earrings that matched it and she kept saying that my look was just right and how did I know so much about fashion when I clearly didn’t have much money…”

  “Ouch,” Cameron interjects.

  “I know,” I tell him. “She was a really rude bitch. At first I thought she was just paying me compliments but then I realized she really actually wanted this shirt. It was the last one in the store.”

  “Oh no.”

  “Yeah. She followed me to the cash register and told the store owner she’d pay more for it than was on the price tag. The price on the tag was all I had. After saving up for months. And she was buying a whole armful of clothes in addition to that one shirt I had saved up to get.”

  “What a complete bitch,” he says, and I smile at him even though the thought of this chick still makes me so mad.

  “Exactly.”

  “So what did you do?” he asks.

  “At first, nothing,” I tell him. “I just stood there open-mouthed while she paid and left the store. But then I decided I wasn’t going to put up with it.”

  “Yeah!” Cameron cheers me on. “Good for you!”

  That reaction was not one that I was expecting. I’m glad he understands. I suppose his own upbringing gives us more in common than I thought.

  “I ran after the girl and told her that I had found it and it was only right that she give it back. Of course she refused.”

  “Of course.”

  “I was young and dumb and really mad. To this day it still makes me mad.”

  “Of course! I’m mad just hearing this story.”

  I smile at him. It’s amazing how supportive he is, even though I know in hindsight that I could have done things better.

  “I tried to take it from the girl and the girl called the cops on me. Just for that.”

  “Just for trying to take it from her?”

  “Yeah, I tried to grab the bag out of her hands and my hand kind of grabbed hers a little in the process. Just my luck, her dad was some police chief or otherwise connected and they came super fast. And charged me with assault and battery and attempted theft.”

  “Bullshit,” Cameron almost yells.

  We both look around the restaurant sheepishly to see if anyone is disturbed by his outburst. No one seems to care. And now I have to tell him the part of the story that is really quite indefensible.

  “Those were strikes one and two,” I tell him. “I got sent to juvie for a little while and then I got out and I had to be on my best behavior or I’d get in much more trouble.”

  “Sounds easy enough I guess,” he says.

  “You’d think so,” I tell him.

  I gulp. Here it comes. The whole story.

  “But I think the whole experience made me crazy. Being in juvie really sucked. I made some bad influences. But at the same time I know I’m my own person and I made my own choices. I just wasn’t thinking very straight. I didn’t realize how much it would fuck up my future.”

  “Yeah,” he says. “If any of us knew that we’d never do any of the stupid things we’d done when we were younger.”

  “Exactly. This was definitely a stupid thing to do. I was as mad at the store owner as I was at that yuppie chick. And I couldn’t go after the yuppie chick anymore you know? I’d tried that and failed. So I felt powerless and decided to do something about it.”

  “What was it?” he asks, nearly on the edge of his seat.

  “Well, a week later I went back, intending to say some shit to the owner— give her a piece of my mind and maybe have it out with her verbally, you know?”

  “Sure.”

  “Maybe even physically. I was a punk back then. I wasn’t really thinking ahead, just trying to see what happened. But when I got to the store there was another shirt there. I thought the store had obviously had another one but just didn’t want me to have it.”

  “Seriously? That’s fucking bullshit,” Cameron explodes.

  “I know. And I’m not sure if they had already had another one or just gotten that one in. I probably took everything too personally and assumed the worst because I was so mad. But I wanted justice. I still felt that shirt belonged to me. To my mom, actually, even though her birthday had already passed. So…”

  I take a deep breath. I look into his eyes and I’m not sure I can tell him. I don’t want him to think I’m so bad he can never love me the way he thought he loved me.

  “It’s okay, Ruby,” he says, reaching across the table and holding my hand. “Whatever it is, I know you’ve changed. We’ll be just fine.”

  “Okay.” I sigh, grateful that he’s reassuring me. Maybe I just needed to tell my story to someone— to him. To purge myself of my guilt and truly forgive myself and move on.

  “I stole it,” I tell him. “I just put it in my purse and tried to walk right out, like I’d heard of some real life girl doing in some autobiography she wrote. It worked for the girl in the book all the time, until she stopped. But it didn’t work for me, not only that once. I got arrested. It was my third strike.”

  “Oh no. Ruby. That sucks.”

  He looks genuinely crushed for me. And I’m so glad I have his support.

  “Yeah, I was sentenced as an adult and had to go to jail.”

  “That’s awful. You don’t even seem like someone who has been to jail.”

  “I know,” I laugh. “That changed me in a way that my juvie experience didn’t, for whatever reason. I was determined to turn my life around. Sure, I couldn’t buy my mom a shirt as a birthday gift so I freaked out and committed crimes. But what good was I doing her in prison? It paled in comparison to not being able to get that shirt.”

  “Yeah. It’s good that you did recognize that, eventually.”

  “I had always liked computers so I taught myself to code. I wanted to go to a coding school. But there were none that would take me with my history. Especially ones that received Federal funding and couldn’t give it to students like me who had a criminal record. Not to mention, there were no jobs that wanted to hire me. Randi Messer was screwed.”

  “Randi Messer,” he says, his mouth dropping open. “That’s your real name?”

  “It was.”

  I shrug.

  “I was never that found of it though.”

  “I see.”

  “Yeah, I decided I would do what it takes to get to coding school. And in the process I learned so much about coding and computers that I don’t even need to go. I’m completely self- taught. But I had to change everything about myself so that I could be given a chance.”

  “Yeah, I doubt our law firm would have hired someone with a record,” Cameron agrees. “It sucks, but it’s true.”

  “I didn’t hack your toy company client,” I tell him. “And I hope they still want to work with you because it sounds like a really goo
d opportunity.”

  “And they’re rich as fuck,” he adds.

  “Exactly. But I did hack a lot of places to make my resume look legit.”

  “Well, you fooled us,” Cameron says. “Good job.”

  “Not really, though,” I tell him. “You saw through me. You found out who the real me really is.”

  “And I love her,” he says. “I love you.”

  “I love you too.”

  “Oh, and there’s one other thing,” I tell him.

  “What’s that?”

  “My app got bought. I’m really rich now too. Not as rich as you. But pretty friggin’ rich.”

  “That’s awesome!” Cameron says, holding his glass up to mine. “Congratulations!”

  “Thank you.”

  We toast and I can’t stop smiling.

  “I guess you don’t need your job back,” he says. “Although I was going to offer it to you.”

  “I don’t know,” I tell him. “It was kind of exciting to be your secretary. And maybe I could help you out with computer stuff because you’re a little behind the times.”

  He laughs.

  “Your friend Katie told me the same thing when it came to vape pens,” he says.

  “Oh my god. Katie confessed?”

  “Yes she did,” he says. “I’m sorry I blamed you.”

  I shrug.

  “That’s okay. It’s not like I was coming clean. I wasn’t going to throw her under the bus. So you had to think I was guilty. And act accordingly. I never blamed you for that.”

  “Well, please forgive me anyway,” he says.

  “Only if you forgive me for lying my way into your firm.”

  “I have to,” he says. “Because otherwise I never would have gotten to know you.”

  Chapter 29 – Ruby

  It’s late when we finally get to our hotel suite at the Hotel Ritz Madrid. Cameron had continued being sweet and loving at the restaurant and on our way here.

  But as soon as he slides the chain across the door to make sure it's locked, he becomes more of the sexual dominant man I know and appreciate.

  "Take off your clothes," he orders me. “You’ve been a very bad girl, and I need to punish you.”

  “Please, Boss.”

  I start lifting up the bottom of my shirt to pull it over my head, and he says, "Not like that. Turn around and don't look at me."

  “Yes, Boss.”

  I do as I’m told and hold my skirt up while my back is to him, so that he can see my ass.

  He says, "That's good. Now stop."

  He's behind me again and he moves up close to me, so that I can feel his partially-aroused cock against my ass.

  "Bend over."

  I bend over and Cameron leans over to retrieve something from under the bed. What has he planned?

  I have to admit that it's rather intriguing. He obviously planned this all out before coming to get me today, since he didn’t even know when Carlos would call him and he was there very quickly once he did.

  So even though he’s acting in charge, he was waiting here for me. Waiting for the call. So that he could claim me.

  This is just like back home, when he tied me up in his office or the filing room and tell me to be his office whore. Back before things got messy and complicated. And now that we’ve smoothed things over, I have a feeling that things are going to get very, very messy in a different kind of way.

  Cameron puts a scarf over my eyes and ties it. Now this will be fun, I think.

  "You've been very naughty, and it's time for you to be punished. Keep holding your skirt up so I can see your ass, my little whore."

  I do as I'm told and he slaps my ass, hard. Then he squeezes both my ass cheeks and asks, "What have you been up to, my little office whore?"

  "I've been bad," I say, as he pulls my thong over, hard, and inserts a finger into my ass.

  He pushes me down so that I’m bent over onto the bed and he can have full access to my ass and pussy. I'm not sure which hurts more— the fabric of my underwear cutting into my skin, or his finger prodding and twisting my ass.

  "Whose ass is this?"

  He squeezes it hard with his free hand.

  "Yours, Boss."

  "And whose pussy?"

  He twists my pussy with his fingers.

  "Ouch. Yours, Boss.”

  “Do you want me to let me play with you until it hurts?” he asks.

  “Please, Boss.”

  "Tell me how you’ve been a bad little girl.”

  He presses his cock up against me while he twists his fingers in my ass and pussy, and I can feel through his slacks that he's now completely erect.

  I lay my head on the bed and try to relax so that his antics doesn't hurt as much, and I manage to grunt, "I wasn’t honest, Boss."

  He removes his belt and there's a pause while he removes his pants and underwear. Then he takes my underwear off and lets it fall down between my legs, while he massages my clit. This part feels good, and I can feel my juices start to drip onto his fingers.

  "Don't get too comfortable," he says. "Stand up."

  He lifts my skirt and top over my head and takes my bra off, pausing to take my breasts in his hands and squeeze them from behind.

  He pinches my nipples and says, "These are my nice little nipples you've been keeping from me by running off. Now they’re my nipples and I can do what I want with them. Now lay back down and stick your ass up in the air for me, where it belongs."

  Suddenly he locks each of my hands into a pair of handcuffs and uses a rope to tie each handcuff to a bedpost at either end of the bed. It's not a comfortable position, but I keep my ass raised up high in the air as he commands.

  “Yes, Boss.”

  "Now, we're going to try this again. I don't think you realize the seriousness of what you've done, and how I do intend to punish you for it. I want you to list the things you've done wrong, so that I can punish you for each of them."

  "I applied for the job under a new identity.”

  Whap.

  There's a hard and fast hit to my ass with his belt, which hurts so badly I want to scream. But I don’t. I just think, More, Boss.

  “I didn’t tell you that I had done that.”

  Whap.

  "Now what else have you done?"

  He bites each one of my shoulder blades and a bolt of electricity runs throughout my body, stronger even than the stinging on my red ass.

  “I didn’t tell you whose vape pen it was.”

  Whap.

  Cameron rams his cock up against my ass while he pulls my hair.

  "That’s right. You were a naughty little girl. Now you’re going to lie here and do what I want until I've had my way with you. So you should get this over with and finishing confessing your sins to me. Here's something that should make it easier."

  I hear a vibrating noise and then feel something pushed into my pussy.

  It feels so much better when Cameron does it here while I’m tied up and at his every command, rather than when I’m at home by myself in the bathtub.

  "I know you like this. I bet you’ve been doing similar things to your pussy and thinking of me while we weren’t together. So lean back and enjoy it while I punish you."

  I have to admit that the vibrator does feel good, and I try to concentrate on its pulsing between my legs instead of on the sting of the belt whips.

  "Now, continue with your list of transgressions."

  "Yes, Boss. I left the office when I was told I was fired.”

  Whap.

  I get another lashing for that.

  My eyes sting with tears but at the same time it feels so good. I love being handcuffed and spanked, subject to my boss’s every whim.

  Cameron pushes the vibrator further into my pussy and I move around on it as a distraction from the pain. I have to admit it feels good.

  “Cameron,” I moan, beginning to come on the vibrator. “I’m coming.”

  I almost wonder if this is another tran
sgression—a test he’s giving me that I’m failing. But instead of hitting me with the belt again, he leans over and massages my breasts while placing his hard dick up against my ass.

  "I bet you like how that vibrator makes you come while I punish you."

  “Yes, Boss.”

  “I’m going to fuck you in the ass,” he says, standing back up and playing with his cock on my ass while the vibrator continues to fuck my pussy. “I’ll take your anal virginity just like I took your regular virginity.”

  “Please, Boss. It feels so good," I say, leaning back as much as I can into the vibrator.

  I'm at the height passion and my orgasm is just about over when he pulls the vibrator out of my pussy and squeezes my ass hard with his hands.

  I want it back in me— or I want him in me—s o bad that I start begging him for it.

  “Please, Boss, More, Boss, Please, Boss.”

  Whap. He strikes my ass again.

  “No forgiveness for you until you tell me you're my little whore. Only my little whore." He squeezes my ass with his free hand while his other hand puts the vibrator back in my pussy. He presses so hard on my now-raw skin that I'm sure he leaves marks.

  "I'm your little whore, Boss. Only yours."

 

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