Daddy's Best Friend (Once Upon a Daddy)

by Kelli Callahan

  By the time you read this, I’ll be upstairs in bed. I’ll be waiting for you to come up to my room and punish me. I’ll probably regret these confessions if you do, but I know exactly what I deserve. I’m not asking you to violate your promise to my father—I’m asking you to uphold it. I need you to be the Daddy I’ve never had. I won’t kiss you. I won’t try to push what we have beyond what I deserve. I just need you to make sure I’m able to keep the promise I made to myself. Help me be a better person—give me the guidance and discipline that is required.

  -Chrissy

  I folded the paper in half and wrote Greyson’s name on the outside of it. I assumed he would check the table to see if I had read his letter when he got up—after that, everything was firmly in his court. I was giving up control. I was coming clean about lies that I had even convinced myself were true. I did that pretty often growing up. If I had a Daddy like Greyson, my ass would have been bared and spanked at least twice a week—well, until I figured out that I needed to actually follow the rules to avoid going over his knee. I doubted that my good girl perception would have been an illusion after he blistered my bottom a few times.

  He might actually kick me out when he reads this letter. I have to risk it. I don’t want to go back to Chicago as a failure, but I don’t want to be one in California either…

  8

  Greyson

  I was in a foul mood when I woke up. I wanted to lash out at someone, and I even started looking through my phone to see if anything was fucked up at work. Unfortunately, Lauren had everything under control, so all I could do was be angry at the air I was breathing. I showered, put on my clothes, and walked down the stairs. I was curious to know if Chrissy had read the letter, but I was actually afraid to even check. I poured my heart into it and quelled everything inside me until the words were right. She got the finished version. There were a half-dozen copies in the trash can that weren’t right.

  I had to press the reset button. There was no other choice.

  I languished in what happened between us after Chrissy locked herself in her room. I wasn’t angry at her. I was just disappointed that I didn’t see it coming and push her away before she kissed me. I regretted letting things progress that far. I kept losing my grip on the door in my head, and I took things too far. I let myself linger in the wrong moment until it consumed me. Her lips against mine were like a slap in the face—not because I didn’t want to kiss her, but because I realized just how wrong it was when I felt them. At least it was done—there was no turning back. I walked into the dining room and saw the letter where I left it—except it wasn’t my letter. My name was on the front of it.

  She wrote me a response… Okay, I guess I have to read it.

  I poured a cup of coffee that had been brewing since I woke up and hit the button on my phone to start it. I was definitely going to need some caffeine in my system—it would go well with the thoughts of an eighteen-year-old girl that I took advantage of. I expected it to be a flurry of scalding emotions hotter than the coffee I was drinking. I deserved it. I was the one who let her believe that something could happen between us—I was the one who kept refusing to slam the door the way I needed to and stay on the right side of the line.

  Here we go…

  I unfolded the letter and started reading. It started off well, but when I got to the part about her lies, my jaw fell open. It wasn’t just a letter—it was a confession. Everything she had told me about her Box of Shame was a lie. My mind started replaying the conversation in my head—she wasn’t just a liar; she could look me in the eye and laugh as the dishonesty poured out of her lips. My jaw was no longer hanging open when I got the last paragraph. It practically hit the floor and rolled across the room. I dropped the letter on the table in front of me and stared at it. I couldn’t believe what I had read. I had to read it two more times just to make sure that I wasn’t imagining it.

  Holy shit.

  I wanted to stand my ground and maintain the position that I claimed as my permanent one when I wrote my letter to Chrissy. I just didn’t know how that was possible after reading her letter. She even found a way to turn the promise I made to her father around and blast me in the face with it—like I would be breaking it if I didn’t take action. Chrissy needed a Daddy. Everything I had suspected was true, but it was much more complex than what I saw on the surface. She didn’t just need a spanking; she was a good candidate for the cane—not that I would ever use that on someone. I sugar coated the truth about her father—she sugar coated her lies. She fed me what I wanted to hear—while maintaining an air of innocence.

  She’s not a good girl at all. There’s a she-devil hiding behind those curves…

  There was no way I could just ignore her cry for help. My need to protect and look after her collided with what she needed, which was discipline. She needed rules with consequences because she had never lived in that kind of world. Calling me an old man and asking to be spanked—it was bratty behavior begging for a firm hand. I was going to have to give it to her. I could bottle my feelings and stay on my side of what was going to be a blurry line. I could be the Daddy she needed me to be.

  If she’s waiting upstairs for me, then I guess I need to go show her what it’s like to actually be punished—and she won’t be wearing those pajama pants when I do.

  The letter made me develop a whole new level of respect for Chrissy. She was able to see her needs and actually ask for them to be fulfilled. My letter didn’t deter her. It might have quashed the kiss, but it didn’t take away her need. I finished my coffee and picked up the letter. I found my place on my side of the blurry line as I walked up the stairs. I wasn’t going to pursue a romance with her—I was just going to keep the promise I made and look after the girl that needed discipline. I hoped I could find a way to keep one door shut while another one stood wide open. It wouldn’t be easy, but it was what she truly needed from me.

  “Chrissy?” I put my hand on the doorknob and turned it—the door was unlocked.

  She rolled over and looked at me. Her eyes immediately went down to the letter and I saw her tremble. She knew why I was there—I knew what I had to do. There was no confusion about that. I closed the door and walked to her bed. I still had to proceed with a little bit of caution. She was asking me to really spank her—and I would—but I had to make sure that I didn’t really hurt her in the process. I had to take her past her limit—to the point where the pain made her cry, and then I would find out how sorry she really was.

  “It seems that you’ve been a very naughty girl.” I tilted my head slightly. “I don’t even know where to start—but let’s discuss the lies.”

  “I told the truth…” She pointed at the letter.

  “That doesn’t change the fact that you lied.” I sat down on the edge of the bed and patted my knee. “You know what you’re going to get—and you know the position.”

  “Yes sir…” She nodded and crawled over to the edge of the bed.

  “Take off your pajama pants.” I gave them a quick tug once her feet were on the floor.

  “Okay…” She nodded and started to slowly slide them down.

  “Be quick about it. You know what you deserve.” I firmed up my tone.

  “Yes sir.” She swallowed hard and kicked her pajama pants off once they were around her ankles.

  “And now—your panties.” I motioned to her again. “You won’t need those while you’re over my knee.”

  “Oh god…” I saw another tremble, but she obeyed and slid her fingers into the waistband of her panties.

  “Oh god is right.” I nodded. “You’re in a lot of trouble and this is going to be a spanking that you never forget.”

  “I’m sorry I lied.” She swallowed hard and I saw her arm shake.

  “You’ll be saying that a lot before I’m done with you.” I took her arm and guided her across my knee. “You’re going to be saying it with tears streaming down your face, too.”

  “This one is really going to hurt is
n’t it?” She exhaled sharply once she was in position over my knee.

  “Yes, it is.” I let my hand rest on her ass. “But you know that you deserve it. That’s why you wrote that confession, isn’t it?”

  “Yes sir…” She nodded.

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

  “Ow! Oh god! That really stings!” She bounced on my knee, but I kept her firmly in place.

  “It’s going to sting—and then it’s going to hurt.” I lifted my hand. “Because that’s what bad girls get.”

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

  “I’m sorry!” She whimpered and shuffled uncomfortably on my knee.

  “I’ve already heard that from you.” I growled under my breath. “It doesn’t change what you did.”

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

  “Please!” She bounced on my knee and threw her hand back. “Just—I need a break.”

  “You don’t get to ask for a break while you’re being punished. Move your hand or you’re going to get more than you’ve already earned.” I pushed her hand away.

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

  “Ow! Oh god!” She bounced on my knee again and moved her hand like she was going to try and throw it back, but she stopped herself.

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

  She wasn’t crying. She was whimpering and the last smack brought out a squeal, but I hadn’t hit her limit. She was reacting to the pain, which was normal, but it was what she asked for. I wasn’t holding her tight enough that she couldn’t escape. If it really became too much for her to handle, she could get off my knee. Her ass had a little red in the middle and there was a pink halo surrounding it. I hadn’t even gotten to the part where she would start getting two in the same spot. I was still rotating my hand back and forth across her ass for one well-placed smack before the other one fell on the opposite cheek.

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

  “Please! I’m so sorry!” Chrissy’s head flew back, a sob rushed from her throat, and I finally saw a tear roll down her face.

  “Tell me what you’re sorry about.” I kept my hand bouncing on her skin so that the sting would keep getting worse.

  SMACK! SMACK! SMACK! SMACK! SMACK!

  “I’m sorry I lied! I was sorry when I wrote my confession!” Another sob rolled from Chrissy’s throat.

  “Then why did you confess?” I pulled her closer.

  SMACK! SMACK! SMACK! SMACK! SMACK!

  “Ow…” She squealed and bounced on my knee. “I—I knew you were the only one who could help me learn how to be the girl I’ve always pretended to be!”

  “With accountability?” I looked down at her. “And punishment?”

  “Yes…” She nodded and slumped forward. “I’ve needed it for a really long time.”

  She might not have been taken to the limit, but she had gained clarity. That was more valuable than testing her limit to see how much she could take. I was pretty sure she would end up across my knee again—one spanking wasn’t going to fix everything. It was a journey, and she had barely found her footing so that she could start her walk towards the future she wanted. The first step of the journey had been taken, and her punishment was over. I pulled Chrissy off my knee and held her in my arms. She really did deserve to be spanked for a little bit longer—but she didn’t need it. The appropriate lesson had been learned. It was the beginning, but it definitely wasn’t the end.

  “Thank you…” She leaned against my chest and dug her fingernails into my shirt.

  “Are you going to thank me every time I spank you?” I ran my fingers through her hair and pulled her closer.

  “I don’t know—I just feel like I should.” She exhaled sharply and I felt her tremble as a few more tears soaked into my shirt.

  It was the first time I had held a woman in my arms that was naked from the waist down without having a million dirty thoughts in my head. Things had evolved. I wasn’t focused on my lust. I just wanted to take care of the girl in my arms and help her find a way to move past her mistakes as she embraced the future she wanted. The desire wasn’t completely gone, but I found my place on the right side of the very blurry line. When the door in my head tried to open, I held it shut. I could be Chrissy’s Daddy—if that was what she needed.

  “Are you ready to talk?” I gently caressed her hair once she was no longer crying.

  “I—I guess so.” She gave me a slight nod and leaned back.

  “If you want me to be your Daddy, then we need to discuss the rules.” I tilted my head to the side.

  “What do you mean?” She gave me a slightly perplexed stare. “You already went over the rules with me…”

  “That was when I thought you were a good girl. Now that I know the truth, my expectations are going to be a little higher.” I nodded and made eye contact. “There will be no drinking—no parties—and you will have a curfew.”

  “A curfew? Really?” She raised her eyebrows in concern.

  “Do we need to discuss that while you’re over my knee?” I growled under my breath.

  “No!” She shook her head back and forth. “No drinking, no parties, and I’ll have a curfew.”

  She’s learning…

  “I know you won’t have homework in the traditional sense while you’re in college, but there will still be assignments—and I expect you to work on them every day when you get home.” I brushed a strand of hair out of her eyes.

  “Procrastination is one of my weaknesses…” She nodded. “I’ll try to do better.”

  “I don’t want you try.” I stared into her eyes. “I want you to prove that you’re not the same girl that made all of those mistakes in high school.”

  “I already know what will happen if I don’t…” She looked down at my knee.

  “That’s a motivator, but I want you to find your own inner resolve—because it’s what you truly want, not because you’re afraid you will get spanked if you don’t do what you’re supposed to.” I nodded and pulled her close for another hug.

  “Thank you—again.” She sighed as her head dropped down against my shoulder.

  I guess I’m her new Daddy…

  9

  Chrissy

  It felt so good to be in Greyson’s arms. I still had the strong urge inside me to press my lips to his—to try and get him to kiss me back—but I promised him that I wouldn’t. I had to keep that promise. My confession sent my panties to the floor, but it wasn’t because he wanted me. I had been spanked—like I had deserved for a really long time. My ass was stinging and hurting with heat radiating from the surface. It served as a reminder of why I had been spanked, even after the punishment was done. It was what I asked for and I got what I truly needed—finally. I just had to find a way to carve out my new existence underneath stricter rules and a positive influence—or else.

  “I’m going to go downstairs and make some breakfast.” Greyson leaned back from our embrace. “Why don’t you get cleaned up and join me?”

  “You’re—making breakfast?” I blinked in surprise.

  “Yeah, I don’t feel like calling the chef right now.” He shrugged. “I’m sure I can still remember how to scramble some eggs and burn some bacon.”

  “I’m sure they’ll be wonderful.” I smiled and stood to my feet.

  I waited until Greyson was downstairs and then I went to the bathroom. The first thing I did was strip off my pajama top and inspect my ass in the mirror. The redness was slowly starting to fade. It didn’t feel like there would be any bruises and he certainly didn’t keep me over his knee long enough to leave blisters, but it was still painful. I decided to go for a shower instead of a bath. If he was making breakfast, I didn’t have time to waste blowing bubbles in the soapy water. Normally, I liked a hot shower, but that wasn’t going to fe
el very good, so I left enough chill in the shower to soothe my bottom without amplifying the burn.

  There we go. That feels good…

  The first spanking Greyson gave me wasn’t true discipline. It was a little more playful and it left my panties wet. The one I had just received wasn’t playful, but there was still something about the experience that left me with a lingering sense of sexual euphoria. It wasn’t just the spanking. It was the way he took control—the way he talked to me—the firmness in his voice. It was the ability to just give in and trust him completely, even when I knew that it was going to hurt. My hand moved to down to my clit and I rubbed it until a hard knot formed against my finger. I was going to have to cum—it was the only way to release the pent up desire inside me that craved more from Greyson than discipline.

  Even if we don’t have a relationship that crosses the line, the desire isn’t gone—I’ll just have to satisfy those urges myself…

  I rubbed my clit until the pressure built beyond the point that I could control it. I stifled a moan once the endorphins sent pleasure shooting through my veins. It wasn’t as intense as the climax I got when the jets were doing most of the work, but the edge was gone. I finished my shower, dried off, and got ready to go downstairs for breakfast. My head was still spinning from the mixture of pleasure and pain, but I intended to keep my promise to Greyson. I would hold the attraction on my side of the line and never cross it, because I needed a Daddy more than I craved his touch. Maybe that was just a lie that I was telling myself.

  I’ll keep saying it until I convince myself that it’s true. Greyson won’t give me what I want, but he’s willing to give me what I need—I can fill in the rest when I’m alone…

  A few hours later

  The new dynamic was certainly different. I felt a simmer in the air when I was with Greyson before I made the mistake of trying to kiss him. He had a certain look in his eyes—a lingering desire that he was afraid to embrace—the same look that smoldered beneath my sky-blue orbs. Instead of seeing that stare when I looked his way, I was faced with the new reality that our letters had brought to life. It was loving and tender, but there was no hint of passion. I didn’t totally understand what I was seeing when he was fighting off his attraction, but I certainly noticed the difference when the door was completely shut.