My Ex Boyfriend’s Daddy

by Callahan, Kelli

  “Oh you know why…” She grinned and gave me a nudge.

  My fatigue faded once I started working on the case. Phoebe yawned a couple of times, but that stopped after she finished her coffee. It was another busy day, but that was to be expected. I didn’t normally work on cases that took so much time—I missed being able to defend someone for drinking and driving one day and mediating a divorce the next. Mixing things up kept my job interesting and going through endless case files for one solitary defense wasn’t what I expected when I got my law degree. I grew up watching my father handle all sorts of cases, and it seemed pretty exciting, but I might have rethought my profession if he had a case like Demi Hart’s that took him away from Penny Grove for so long.

  “I think I found something interesting…” Phoebe held up a document. “Check this out.”

  “What is it?” I scooted closer to her.

  “This is an arrangement Demi Hart made with Harrington Energy.” She put the document down in front of me. “See the email exchange—they agreed that she would get a personal bonus upon completion of the contract.”

  “That is interesting.” I picked up the paper.

  “Look at the date. If the timeline you put together is accurate, this was the first account she handled once she became CEO.” Phoebe stood up and pointed at the date.

  “I think you’re right.” I nodded. “Damn, these files are out of order, but this time it’s going to work in our favor.”

  “I thought so.” Phoebe nodded. “If Demi Hart had an agreement for a personal bonus from the beginning…”

  “We might be able to paint a picture.” I finished her sentence. “It looks like a standard arrangement rather than something criminal.”

  “I figured that out, and I don’t even have a law degree.” Phoebe sat back down with a smile on her face.

  “Yeah, which means that a jury would see it too.” I let out a sigh. “This could be big.”

  It wasn’t a slam dunk by any means, but it did give us an avenue to put our own spin on the charges. In fact, it was worth filing a Motion for Summary Judgment, which would immediately put it on the prosecutor’s radar and force him to come up with a way to convince the judge that the allegations were still valid. The initial charges were designed to target wanton negligence rather than something that was agreed and customary for Demi Hart’s business transactions. It wasn’t enough to get the case dismissed, but it might be enough to get the charges reduced—which meant the prosecutor would be more inclined to offer a plea deal.

  “I feel like this calls for a celebration.” I turned my attention to my laptop so I could start working on my motion. “Maybe we should have dinner out tonight—your choice.”

  “I guess I could come up with something.” She nodded. “Even if it does mean we won’t get as much time together when we get back to the hotel.”

  “It’ll just have to be another long night.” I winked at her and smiled.

  I didn’t think we were going to get much sleep to begin with…

  Chapter Twenty-Four

  Phoebe

  After I left Penny Grove, I spent a lot of lonely nights wondering if I would ever be able to trust a guy again. Arlo made it easier than I ever expected. I was ready to give him my heart, commit to our relationship in every way, and find out what our future held. We literally couldn’t keep our hands off each other, but while the sex was amazing, and exploring my fantasies was something I enjoyed, there was a lot more to our relationship than that. I figured out how to stand on my own two feet after I left my hometown, but it felt so much better to just melt into his arms and let the rest of the world fade away.

  I didn’t think I was going to be much help when I agreed to work for him. I wanted to be, but I felt overwhelmed by the sheer amount of work that needed to be done. My doubts were erased when I found what appeared to be a smoking gun for his defense strategy. We celebrated that discovery over dinner and drinks, spent another long night savoring the passion that we craved, and were right back at work the next day. Being with him was easy. Our relationship wasn’t complicated. I never understood that it was meant to be that way when it was right, and it changed my perspective of what I once believed to be love.

  “When do you think the prosecutor will respond to your motion?” I looked over at Arlo as we packed up our stuff at the end of the day.

  “It’s hard to say.” Arlo shrugged. “I have a feeling he will be the one that is looking for a delay now. He isn’t going to give up without a fight, but I expect a recommendation for reduced charges to be on the table when we stand in front of a judge again.”

  “Will that keep Demi Hart out of prison?” I tilted my head inquisitively.

  “It could.” He sighed. “But I’m sure you’ve heard the old saying—ignorance of the law is no excuse. She’s still guilty, even if she was just being careless, but it’s a whole lot different than wanton negligence.”

  “Especially if she believed it was just a part of doing business, right?” I raised an eyebrow.

  “Exactly. I want to dig into this a little deeper once we get some help, but I bet we can prove that this was just business-as-usual for her father as well. I’m sure she didn’t come up with this on her own.” Arlo nodded in agreement.

  “Wouldn’t that be risky, though?” I gave him a concerned stare. “Couldn’t the prosecutor bring charges against him if he’s guilty of the same thing?”

  “Nah, there’s a five year statute of limitations on embezzlement, which is what they’re accusing Demi Hart of—she’s been CEO longer than that.” Arlo smiled. “It’s a safety net we will use to our advantage if we can.”

  Arlo and I decided not to rush back to the hotel room, despite the temptation because we had a few errands to run. I needed to stop by my apartment, take care of some bills, and let my roommates know I still technically lived there, even if I wasn’t sleeping in my own bed. Arlo needed to stop by the grocery store and pick up a few necessities. We also had to get dinner but decided to get something quick since it was already pretty late by the time we got done with our errands. We flirted and teased each other in the elevator once we made it to the hotel, then ended up making out on the couch for a few minutes before we finally sat down at the table.

  “I’m not looking forward to Friday.” I glanced over at him when I finished eating. “I’m going to miss you while you’re gone.”

  “You could always come with me.” He shrugged. “How long has it been since you’ve visited your mother?”

  “Too long.” I sighed. “We talk on the phone—I know that’s not the same.”

  “No.” He shook his head. “It’s isn’t.”

  “I just don’t know if I’m ready yet.” I reached for my purse and pulled out my Juul.

  “Fair enough.” He nodded. “Maybe next time.”

  “Yeah.” I stared at my Juul and realized that the pod was empty. “I’ve got another problem right now though.”

  “You finally ran out, huh?” Arlo narrowed his eyes and laughed under his breath. “You’ve made that one last two days—that’s an improvement, right?”

  “It is,” I sighed.

  “Are you going to ask for one?” He raised an eyebrow.

  “I literally have to ask?” I held up my Juul. “It’s empty…”

  “I’m not giving you one unless you ask.” He shrugged.

  I wasn’t scared of being spanked by Arlo. I didn’t believe he would actually hurt me. I still remembered how it felt when the spankings did hurt. It was hard for me to understand why something that was such a negative experience when I was younger made me sort of excited—it seemed like it should have had the opposite effect. It seemed playful when I selected yes at Monica’s party, but I didn’t think the spanking I was going to get from Arlo would be totally playful. Deep down, I knew he had my best interests in mind—I was the one that agreed to the conditions when he took the pack of Juul pods, to begin with. There was something inside me that longed for a sense of
danger blended with my desires.

  I put myself in this position, and now that the moment is here, it’s a mixture of excitement and concern.

  “Fine.” I let out a long sigh. “Daddy, may I please have another Juul pod?”

  “You may.” He nodded. “If you want it bad enough to take a trip across my knee.”

  “How bad is this spanking going to be?” I tensed up, even with the excitement lighting a spark inside me. “You said I was going to squirm…”

  “Yes.” He nodded again—confirming what he previously said without really telling me what to expect. “You will definitely squirm a little bit.”

  “But like…” I looked down for a moment. “I don’t really know what I’m agreeing to here.”

  “What do you think is fair?” He tilted his head slightly. “We can negotiate on the number.”

  I have to negotiate with a lawyer? This isn’t going to go well…

  “Um…” I felt a lump rise up in my throat. “Ten?”

  “Ten?” He blinked in surprise. “Are you trying to low-ball me? Fine. I counter with fifty…”

  “Fifty?!” I nearly jumped out of my seat.

  “You didn’t let me finish.” He narrowed his eyes. “Fifty, and then your panties come down for fifty more.”

  “Oh my god!” I shook my head back and forth. “No way!”

  “Then give me a reasonable number.” His eyes narrowed. “Otherwise my number goes up—on both sides.”

  I don’t think he would really give me that many. I shouldn’t have tried to start with such a low number…

  “Okay.” I nodded quickly as I tried to reign the negotiations back in. “How about twenty? I still have to be able to sit down tomorrow, otherwise I won’t get any work done!”

  “A fair point.” He nodded. “Why don’t we agree to twenty-five—before your panties come down?”

  “And after they come down?” I tensed up, somewhat scared of what he would say.

  “Ten more.” He leaned back in his chair.

  From fifty to thirty-five. That’s an improvement at least.

  “Could we—make it even?” I swallowed an even bigger lump that tried to rise up in my throat. “Fifteen and fifteen?”

  “Hmm.” He contemplated my offer for a moment. “That’s acceptable.”

  Thirty will definitely make me squirm, especially when my panties come down.

  I wasn’t sure if I truly won my negotiation, or if he would have been willing to settle for a smaller number, but it was too late to renegotiate. I was going to get a spanking. Arlo really was my Daddy—at least for a little bit. I wasn’t going to be punished for something I did wrong, but I was choosing punishment over what I knew was best for me. It was certainly making me consider tossing my Juul into the trashcan instead of lifting it to my lips—eventually.

  This may be the motivation I need to finally make it happen.

  He took my hand and led me to the bedroom. I couldn’t completely erase the apprehension, but the layer of excitement underneath it kept me in the moment. I should have been leaning more toward the apprehensive side, or actually scared, but I knew it was going to be hard to feel that when Arlo began to strip me down to my panties. They were going to be the only thing standing between his hand and my ass—I never really noticed how big his hand was before I envisioned it delivering a smack instead of a tender touch.

  “Okay young lady, I believe you’re familiar with this position.” Arlo guided me across his knee, and I felt his hand on the back of my panties.

  “Yes, Daddy…” I tensed up and nodded.

  Arlo moved his hand along the edge of my panties and adjusted them so that they were completely covering my ass. I considered that to be a hint of kindness since they had started to slide a little bit as he undressed me, and I got into position across his knee. I became aware of how wet I was once he shifted my panties. I mentally prayed that my obvious excitement wouldn’t cause him to spank me harder than he already intended. I had no way to control my body’s reaction—it felt so natural, even though it was one of the things that made me a Dirty Freak when I answered the question during the game.

  “You have fifteen coming before these come down.” Arlo patted the back of my panties.

  SMACK! SMACK! SMACK! SMACK! SMACK!

  “Ow!” I squirmed on his knee and tried to move, but he held me in place.

  SMACK! SMACK! SMACK! SMACK! SMACK!

  “Stay in position young lady, otherwise you’re going to earn yourself some extra ones when your panties come down.” Arlo’s tone was a lot sterner than I was used to. “You chose this, didn’t you?”

  “Yes sir!” I nodded quickly. “I’m sorry, Daddy!”

  SMACK! SMACK! SMACK! SMACK! SMACK!

  Arlo’s hand was rigid and firm. He didn’t spank me hard enough to leave bruises or injure me in any way, but he definitely made my ass sting. It still had a way of turning me on, even when he reached for my panties and started to pull them down. They were sopping wet—a lot more so than when he started. The spanking did feel like punishment, but I connected with it on an emotional level, like I had just stumbled into something that had been missing from my life. Calling him Daddy didn’t feel like a joke anymore. I felt like a naughty little girl that needed to be exactly where I was, with my bare bottom paying the price for exposing myself to the harmful things I always knew I needed to purge from my life.

  “Fifteen more.” Arlo patted my ass.

  “Yes, Daddy…” I tensed up and tried to prepare myself the best that I could.

  SMACK! SMACK! SMACK! SMACK! SMACK!

  “Ouch! Oh god!” I squirmed and threw my hand back to stop him from landing another one after the fifth firm smack found its mark.

  “That just got you five extra.” Arlo grabbed my wrist, moved my hand, and started spanking me again.

  SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK!

  “Ow! Please! Daddy I’m sorry!” I squealed and started to really squirm in his grasp—he was way too strong for me to actually do anything other than flail around on his knee.

  “Do you want to go for five more?” His tone got even sterner.

  “No sir!” I shook my head quickly.

  “Okay, then stay in position for your last five.” He lifted his hand before his words left his lips.

  SMACK! SMACK! SMACK! SMACK! SMACK!

  Arlo’s hand stopped falling, and I didn’t dare move—even if the spanking was over. I didn’t want to risk five more of those smacks. My ass definitely had some heat radiating from the surface, and it was stinging, but mentally—mentally, I was a bit of a mess. The emotional connection seemed to get stronger the more than he spanked me and pulled me deeper into my own subconscious. It was an entirely different experience from what I got when I was younger because I fully understood why I was across his knee and that I deserved it—I chose to be there and below the rendering of my thoughts was a desire that made me want to be there again. It turned me on, even if it did sting and burn.

  If this is what it means to be a Dirty Freak, I’ll wear that badge with pride.

  “How do you feel?” Arlo traced the crevice of my ass and slid it low enough to graze the bottom of my pussy.

  “Like I’m going to come in an instant if you touch me….” I sucked air into my lungs and shuddered.

  “Then I guess this is going to be something that we try again?” He let his finger move closer to my clit.

  “Yes!” I nodded quickly and squirmed on his knee.

  “Did you enjoy being punished?” He stopped short of rubbing my clit and moved his finger down my pussy-lips.

  “No…” I moaned and dug my nails into his leg. “Well maybe a little bit.”

  “I must not have spanked you hard enough.” His words weren’t as stern, and there was a hint of humor behind them.

  “That wasn’t the reason.” I let out a louder moan.

  Arlo’s finger moved to my clit, and I lost my train of thought.
The sensation of pleasure swirled through my body and made the pressure build. There would have been no way to hide how turned on I was, even if I tried. Being spanked was the strangest form of aphrodisiac, but it did things to me that I couldn’t make sense of—all I could do was accept what my body craved. It only took a few rotations of Arlo’s finger for me to get dangerously close to an orgasm, and in less than a minute, I was in heaven. My mouth opened wide, my hips jerked, and then the bliss was mine to savor. Arlo kept his finger moving as the orgasm peaked—he didn’t stop until every bit of pleasure had been siphoned from my soul.

  “Wow…” I exhaled sharply and went limp on his knee.

  “You definitely liked that spanking.” Arlo pulled me up into his arms and leaned back on the bed.

  “I really liked when it was over.” I grinned and snuggled against his chest.

  “I don’t think that was the only part you liked.” Arlo chuckled under his breath and pressed his lips to my forehead.

  Arlo was right. It was hard to explain the melded feelings of excitement and apprehension being a naughty little girl over my Daddy’s knee brought to life, but I didn’t want to exist in that headspace forever. I still needed to be a woman in his arms. It felt like two sides of a coin that could land on heads or tails. We talked about those feelings for almost an hour, and he didn’t judge or make me feel like some kind of Dirty Freak for enjoying the fantasy. There was a new facet to our relationship that we were both interested in exploring. The spanking didn’t seem to be as much of a turn-on for Arlo as it was for me, but he did admit that he enjoyed watching me squirm after my panties came down.

  “I hope that doesn’t mean we’re going to stop trying new things from my list…” My hand moved down Arlo’s shirt, and I unbuttoned it as I went.

  “Of course not.” He narrowed his eyes. “We might find a lot more stuff that we like before it’s over.”

  “Good.” I smiled when I got to his belt and started to unbuckle it.

  I rubbed Arlo’s cock through his pants and then pushed them down. His lips crushed mine, and he rolled over on top of me—his pants only survived long enough for him to get a condom before they hit the floor beside the bed. Getting to come after my spanking was good, but it was nothing like the feeling him inside me, which was exactly what I craved. Our bodies came together, and Arlo started to push his length into my pussy. It only took a few thrusts for the pressure to start building, and it seemed like he was getting there a lot faster than normal.