Learning to Be Little Again

by Meredith O'Reilly

  A smiled crossed my face when I saw that. I had to admit that having his arm wrapped around me had definitely made me feel much safer, and as a result, it had kept the nightmares away for the rest of the night. The warm milk might have helped too, but I didn’t want to think about that right now.

  Another thing caught my attention. Robert was sporting a very nice piece of morning wood. I thought about last night and that he’d said our age play “test” was just for last night, so I rolled over so my head was on his shoulder and I very carefully unbuttoned his pajama shirt. When it opened, I leaned over and licked his nipple a few times. It hardened and made me softly giggle.

  I continued to play with his nipple as my right hand ran down his body and slipped through his pajama pants and boxers. I grabbed his shaft at the base and began to run my hand up and down his length.

  As I continued to slowly stroke up and down his length, he moaned softly in his sleep but didn’t wake up. I continued caressing him, rubbing my finger over the wet spot that was forming at the tip of his head.

  “What are you doing?” he asked huskily, without opening his eyes.

  “I think it’s obvious,” I said, lightly running my nails on the underside of his cock, producing another, louder moan from him as his entire body shivered.

  “You’re playing a dangerous game. If you don’t stop, then I might start teasing you.”

  “Go right ahead,” I said as I ran my thumb over the head of his shaft again.

  Without blinking an eye, Robert rolled us over so that I was flat on my back and he was braced over me.

  “Let’s see what I can do now.” His hand slipped under my shirt and bra and he started to play with my nipple.

  I moaned as I felt my breasts swell and my nipples harden. I momentarily paused what I was doing, but began again as I saw the smirk on his face. I continued stroking his cock and used my other hand to pull down his pajama pants and boxers. Once he was naked, I squeezed and gently massaged his balls while I continued stroking him.

  I paid attention to his entire length until I was at the base and gave it a firm squeeze. He moaned again and stopped playing with my breasts. It was my turn to smirk. I moved my fingers to the underside of his shaft and pretended that I was playing the piano. I had read in a Cosmopolitan magazine that guys really liked this and boy were they right.

  Robert moaned as his entire body shook. I smiled and began to stroke his shaft again, and every time I reached the head, I wiped my thumb over it.

  As I was continuing the sweet torture, he leaned down and gave me a soft kiss on the lips, then he kissed along my collarbone and ended up against my ear.

  When he nibbled on my ear, I jumped and shouted, “Stop! That tickles!”

  “Really? I found a ticklish spot, did I?” he said, right before he started nibbling on it again.

  “Stop!” I begged him, writhing underneath him.

  Finally, he stopped and claimed my lips once again. As we were kissing, he moved his hand from under my shirt and slipped it under my pants and panties.

  “Ahh!” I shouted as he flicked my clit. I could feel that my pussy was saturated. He flicked my clit a few more times and I knew I was right on the edge of orgasm. I could tell that he was too because his breathes were much shorter and I could feel his body tensing. But I wanted him to be inside me before either of us came.

  “Fuck me, Robert!” I pleaded, as he broke our kiss.

  His whole body froze making me feel like I had just made the biggest mistake in my life. “Are you sure? I don’t want to push you too far too fast, especially after last night.”

  “Yes, please!”

  “Okay,” he said, rolling off me and jumping off the bed.

  I was ready to cry at the lost contact until I saw him quickly peeling a condom onto his length. As he was doing that, I shimmied out of my pajamas and was naked by the time he came back.

  “You need your shirt off too,” I said, right before I lifted it over his head.

  “Thanks. Now where were we?”

  He brought his swollen lips down to mine and began to kiss me again as I ran my hands up and down his body. He slipped his hand between our bodies and started to rub my clit again, alternating between soft and hard circles. Again, just as I was on the edge, he stopped.

  I was ready to scream at him for doing that to me for a second time when I felt his shaft at my opening. He slowly inched it in until he was finally settled in me. I felt so full.

  “You okay?” he grunted.

  “No! For gosh sakes, move!” I shouted. I hadn’t meant to scream at him, but he’d left me on the edge twice and I needed to come now.

  A devilish grin flashed across his face, as he said, “Whatever you say, darling.” He pulled out of me and then slammed back into me.

  “Oh!”

  He continued to thrust in and out of me, building me towards an orgasm again.

  “Juliana, come now!” he demanded, flicking my clit and sending me over the edge. Just as I was coming down, he grunted and I felt him orgasm. He stayed on top of me for a minute, then he pulled himself off me and rolled to the side.

  I lay still, unable to move. All I could do was look at the stars still flashing past my eyes and just try to catch my breath. That felt fantastic.

  “Wow,” he breathed.

  “I know. That was amazing. Great morning sex after the best night of sleep that I’ve had in ages,” I said, rolling over and giving him a kiss on the cheek.

  “I’m glad I could help you have such a great night and morning.”

  “You did. I think we should do this again, soon.” I didn’t want to freak him out, but normally I got about three to four hours of sleep. Last night, I must have gotten seven hours. After sleeping so little, seven hours felt like the longest sleep in the history of sleeping.

  “I have a plan for us. You’re going to go and take a shower now, while I go make us some breakfast.”

  “Ehhh… how about if we go take a shower together, then make breakfast?” I said as I wiggled my eyes up and down at him.

  “No. If we do that, we’ll be in the shower all day. Now come on. Let’s get going,” he said, getting out of bed and giving my behind a hard smack.

  “Ouch!” I yelled, jumping out of bed.

  He just laughed as he left the room. I rubbed my backside and then turned and headed towards the shower. I knew that Robert was right, but it would have been much more fun if he’d joined me. Oh well, next time, I thought as I started the shower.

  * * *

  After I finished my shower, I headed downstairs towards the smell of bacon and pancakes. When I walked into the kitchen, Robert was placing two plates filled with food on the kitchen table next to two glasses of orange juice.

  “Right on time. Did you have a good shower?” he asked, taking his seat and gesturing for me to join him.

  I walked over and sat down. “I did. Though it would have been much more fun with you in it.”

  He smirked. “Yes, it probably would have been. But then, I wouldn’t have gotten the chance to make you breakfast. Besides, I wanted a minute to think about the discussion we’re going to have.”

  “What discussion?” I asked, my mouth full of pancake.

  “Don’t talk with your mouth full, sweetie,” he said, taking his napkin and wiping the little bit of pancake on my mouth. “Don’t you remember? I told you that we’re going to discuss how you felt about role playing for the first time after Boyle.”

  “Oh, yeah.” Suddenly, I didn’t feel all that hungry.

  “Hey. We can talk about it after breakfast. I don’t want the discussion to ruin your meal. Now come on, eat up.”

  I nodded and continued to eat, not wanting to upset him.

  After we both finished breakfast and the kitchen was cleaned up, Robert and I sat down on the couch, facing each other. Scared about where this discussion was going to go, I couldn’t help but stare at my fingers.

  “Don’t be nervous, sweetie. Just
say whatever comes to your mind first.”

  Taking a deep breath, I began. “I was surprised. I thought that after Boyle I would never do this again. With him, being my little self… it just wasn’t good.” I looked at Robert, trying to stay calm. Don’t think about the past. It’s done. “With you, this was fun. You let me choose things, like what I wanted to eat or what we played. When you decided things for me, you didn’t choose them to watch me suffer, you chose them to help me.”

  As I was talking, it was like a light bulb had gone off over my head. Boyle was a bad guy because he liked to watch me suffer and he didn’t really care about me. Robert, on the other hand, cared about me and he would never hurt me.

  Without thinking, I crawled into his lap and sighed contentedly. This felt right, being in his arms. This was how all the other times I was acting like a little girl should have felt.

  “So, it sounds like you liked role playing with me,” he stated, beginning to rub my back.

  I nodded because it was the truth.

  “Do you want to continue role playing?”

  “I would be okay with it. Maybe not all the time, but sometimes. I like being grown up too,” I said, looking up at him.

  He smiled down at me. “That works for me. How will we know though when it’s your little time and when it’s your adult time?”

  That was a good question. I thought about it for a couple of minutes and then the answer hit me. “How about on Sunday nights, we plan out the days and times when we want to role play. Some weeks we might not role play much, while other weeks, we might role play a lot. Then if we’re on a day that we aren’t scheduled to role play and either one of us wants to, we can go to the other and subtly ask.”

  “Subtly ask?” His eyebrows furrowed in confusion.

  “For instance, let’s say you want to role play. You would come up to me and say something like, ‘Little girl are you hungry?’ If I respond with ‘Yes, Daddy,’ that would be me telling you I want to role play. If I respond ‘No thanks, Robert,’ that would mean I don’t want to. The same thing would go for me. I could ask you a question and end it by calling you ‘Daddy’. If you responded with ‘little girl,’ that would mean you wanted to role play, and if you said ‘No, Juliana,’ that would mean that you didn’t want to.”

  “That sounds like it’ll work very well. I’m sure we’ll agree on this, but I just want to make sure: you don’t want to play in public, correct?”

  I was shaking my head before my brain fully processed the question. “I never want to play in public. Maybe I wouldn’t mind acting young in front of like Samantha, Jackson, Meghan, or Joey, because they role play in the lifestyle too, but even then it’d have to be in one of our houses. Otherwise, no public.”

  “That’s fine by me. Now, do you know what age you want to be when you regress?”

  Hmmm, that was a tough question. I liked being a little older like five or six because then I had some independence. But, I also still loved snuggles and being cuddled. I thought about it for a while, then decided on my answer. “I think I’ll be six. I’ll like having some independence, yet I’ll still be able to get lots of cuddles with you.”

  “Six is a good age to be. Would you ever be up to regressing younger?”

  “Like how much younger?”

  “Maybe around one or two.”

  I thought about that and the thought of relying on Robert that intensely made me want to run away. Maybe I could deal with it for a day. I could do bottles, but I wasn’t a fan of the thought of having to wear and use a diaper. “I don’t know, Robert. I don’t want to have to rely on someone that much. I mean, from what Samantha has told me, when she’s that young, she relies on Jackson for her every need. I don’t think I could do that.”

  “Okay, but if the time arises and I think it would greatly benefit you to rely on me for your every need, would you be willing to discuss it?”

  “Yes, but you’ll have to respect my decision, even if I say no. Honestly, I’m okay with relying on you for most everything. It’s just the thought of using a diaper for its intended purpose that has me not wanting to regress that young.”

  “I’ll make a note of that. That actually brings me to my next point. When we’re role playing, if there is something you don’t like happening, I want you to use the word ‘canine’. That will get any and everything to stop. That will be your safe word.”

  “Okay. Would you stop even if we were in the middle of a spanking?”

  “Yes, but don’t get any ideas about using that safe word just to get out of a spanking that you don’t want. Safe words are to be used as a last resort, when you feel like you can’t take any more.”

  “Okay. I wouldn’t use it when you’re spanking me anyway. Your hand hurts, but it doesn’t hurt so much that I can’t handle it.”

  “That’s good to know. Now, I think that we’ve hit all the important points. Is there anything else you want to talk about?”

  “One more thing, please.”

  “Alright, what is it?”

  I was quiet for a moment as I tried to decide how to best put what I wanted to say.

  “I… ummm… what do I call you?” I finally just blurted. Then I felt stupid, because that wasn’t what I had originally wanted to say. I just didn’t know how to say it.

  “What do you mean, Juliana? You called me Daddy earlier. I thought that was what you wanted to call me,” he said, clearly confused.

  “I… yes. I just wanted to make sure that’s what you wanted to be called. I’ve read books where the daddy got called other things, like Uncle or Master or something else.”

  A soft smile crossed Robert’s face as he said, “Juliana, you can call me whatever you want. If you want to call me Daddy, then that’s perfectly okay with me. Just call me whatever feels most comfortable to you.”

  “Okay. Then I’ll stick with Daddy,” I said, a bright smile on my face. Glad we got that covered, I thought as I snuggled closer to him.

  He tightened his hold on me and asked again, “Now that that’s settled, anything else?

  I thought about it. “Nope.”

  “Alrighty. Then we’re free to do whatever we want today. Do you know what you want to do?”

  “Yes!” I said, jumping off his lap. “I want to play with you and my dollies!” I shouted, running into my bedroom.

  I didn’t hear or see him running after me until he grabbed me and then tossed me on the bed. I giggled the entire time as he paused, grabbed the four dolls that he’d brought, and then jumped on the bed next to me. I knew then that since he was willing to spend his Saturday morning playing dolls with his girlfriend, I had found a keeper.

  Chapter Twelve

  It had been two weeks since Robert and I had our first age play date. Since then we’d been on five more dates, and two of those dates had been age play dates that were very similar to our first one.

  With Robert as my daddy, I was actually considering being his little girl on a much more permanent basis. For now though, I was happy with how things were. As we went on more dates, I found myself really starting to like him. He was so perfect. He always took care of me, no matter if I was acting big or little. He liked me for me, and that that made me feel extra special.

  Also, since we had started dating, I was getting more than three hours of sleep at night. In fact, lately, I’d been sleeping through the entire night without any nightmares—something I never thought I’d do again.

  I’d gained another five pounds, and I no longer had dark circles under my eyes. All this progress made Robert very happy, and of course, it made me happy too. I was starting to feel like my old self—even though I knew I still had a lot of work to do. Robert said he wanted me to gain about fifteen pounds more.

  It was a Tuesday night, and I was just walking out of my office when my phone rang. Robert and I didn’t have any plans until Friday night, so I immediately picked it up, thinking it was him.

  “Hi, Daddy!” I giggled into the phone.


  “Hello, Juliana,” a cold voice said. The same voice that haunted me in my nightmares.

  “B-Boyle.” I froze on the spot, fear washing over me like a tidal wave.

  “Yes. I’m surprised you even remember me.”

  “Y-you can’t t-talk to me,” I stuttered. I was trying to be brave, but that was really hard to do when I felt like a fifty pound weight had settled in my stomach.

  “Yes, I can. I don’t care about that restraining order your police friend set up. You’re my little girl, and I’m going to talk to you whenever I damn well please.”

  “W-what do y-y-you w-w-w-want?” I asked.

  “You, of course. I miss my little girl.”

  I just shook my head, no longer able to speak.

  “You’ve been a very naughty girl, Juliana. Getting a new daddy when I was still yours. I’ll make sure to punish you very hard for that.”

  “N-no!” I managed to whimper out.

  “Yes. I’ll be watching, Juliana. Think about the punishment you have coming the next time you hang out with your new daddy. Goodbye.”

  I heard a click as the call ended and then I ran to the closest garbage can in the office and lost the contents of my stomach. Thankfully, no one was around as I wiped my mouth with the back of my hand.

  He was back. I knew he would come back. I couldn’t do this. I felt just like I had when Mark had found me tied up, like I had no control over my life and what happened in it. Boyle was still in control. He always was, and I would never be free of him.

  * * *

  My cell phone rang just as I was finishing getting ready to go on my date with Juliana. I checked the screen and saw it was her.

  “Hey. Couldn’t wait to talk to me, could you?” I chuckled into the phone.

  “I c-can’t go on a d-date tonight,” she whispered into the phone.

  “Juliana? Are you okay? What’s going on?” I asked, immediately becoming alarmed. I’d talked to her Tuesday afternoon and she’d been fine. Mark hadn’t called me about any problems.