The Boyfriend Diaries: A Romance Box Set Collection

by S. E. Law

  With that, I usher her into the bedroom, and close the door behind her. Katie’s expression was one of shock, but there was also anticipation in her look. Her color was high, and her pink lips trembled entrancingly. I can’t wait to taste them, and to claim this beautiful little girl all for myself.

  42

  Katie

  I step into the dining room, where Xavier sits at the head of the table.

  “Hi Daddy,” I say. “Are we having dinner?”

  He looks up from the paper, and his blue eyes flare with arousal. I know why, too. It’s because I’ve changed into an outfit that clearly appeals to his tastes. I’m wearing a white baby doll dress with purple flowers scattered on it. It stops mid-thigh and has a wide lace collar with lots of ruffles. I also put on white bobby socks, making sure to fold them down so that the lace hits at my ankles, and paired them with black patent Mary Janes I found in a shoebox in the closet.

  “You look beautiful, Katie,” Mr. Carlton rumbles. “Come join me.”

  I bow my head and then skip forwards to seat myself at his right.

  “Yes, Daddy.”

  His color is heightened, and his breathing is slightly rapid. But otherwise, the CEO looks totally in control. He sits like a king in his throne, completely at ease, even though I know he’s just as aroused as I am.

  Because I’m incredibly drawn to this man. Even though it felt a little strange as I was putting on the dress and putting up my hair into two pigtails, I was also titillated by the roleplay. I wanted to see how Xavier would react, and clearly, his heightened complexion and the too-steady tone of his voice indicates that he wants me bad.

  Suddenly, a matronly woman enters with two steaming plates.

  “Your dinner, Mr. Carlton,” she says before putting them down in front of us. “Can I offer you some wine?”

  “Wine for me, but only milk for my guest. Thank you, Edna,” he rumbles in a low tone. She nods before coming back and with a glass of wine for Mr. Carlton, and a cold glass of milk for me. I murmur my thanks, and then Edna disappears after shutting the door firmly behind her.

  “Drink your milk, Katie,” Xavier chides. “I like my little girls to have lots of energy, and the calcium is good for you.”

  “Yes Daddy,” I say obediently. Then I turn to stare swiftly at him. “Should I be calling you Daddy?”

  He nods, while picking up a fork.

  “Yes, baby. Feel free to call me Daddy. Now eat your dinner like a good girl.”

  We eat, but then I get inspired.

  “Ugh, I don’t like carrots! No carrots for me tonight!”

  Xavier frowns at me while putting down his utensils.

  “Katie, we always eat our carrots. If you don’t eat your carrots, then you know Daddy will have to discipline you.”

  “Discipline me?”

  He nods and frowns again.

  “I don’t want to have to discipline you during your first night here. So why don’t you eat your carrots, and Daddy will give you a lollipop as a reward. Would you like that?”

  I pretend to think before nodding happily.

  “I would love that!” I cry out joyously while spearing the carrots with my fork. The truth is that I adore carrots. I’ve always been a girl who enjoys veggies, but this role play has been fun, I must admit. It’s nice to pretend I’m someone else for a change.

  We finish our dinner and I look at him hopefully.

  “Do you have that lollipop for me, Mr. Carlton? I ate all of my carrots.”

  He nods.

  “I do, indeed, Katie. Why don’t we go to your room, and I’ll give it to you there?”

  I nod.

  “Sure thing!” I jump up from my seat and grab Xavier’s hand like an excited child, pulling him down the hallway to my new room. Once we’re inside, I shut the door and twirl around on the carpet with my arms spread out.

  “Wheee!” I squeal. “It’s so fun to pretend I’m a top! Do you want to pretend you’re a spinning top too?”

  Xavier chuckles and looks at me with adoration.

  “No, Katie. But what about that lollipop? Don’t you want it now?”

  I gasp and nod furiously, my eyes sparkling.

  “Oh yes, please! I do want my lollipop!”

  Like a magician, Xavier produces a red lollipop from his suit pocket, holding it before me. But when I reach to take it, Xavier pulls it away at the last moment.

  “No honey. Daddy’s going to show you how to eat a lollipop like big girls do. Are you ready for that? Are you ready to learn how to be a big girl?”

  I nod.

  “Yes, I am.”

  He nods with satisfaction.

  “Good. Then hop onto the bed, honey, and lie back. Daddy will show you how this is done.”

  Oh my gosh, are we about to get dirty? Suddenly, I can’t wait.

  43

  Xavier

  This is a dream come true. Katie’s taken to being a little girl like a duck to water, and she’s playing along with enthusiasm, verve, and quite a bit of sensuousness too. Because I don’t think she realizes how tantalizing she looks as she settles herself on the bed.

  “Should I lean back?” she asks innocently.

  “Yes honey,” I growl. “Lean back and spread your legs for me.”

  She giggles.

  “Oooh, are we playing doctor?”

  I shake my head.

  “No, honey. I’m showing you how big girls eat lollipops remember?”

  She nods and then spreads her legs a bit.

  “Wider,” I instruct. “Even more.”

  Finally, Katie’s got her legs spread just the way I like them, and slowly, I lift the hem of her frilly baby doll dress up to reveal innocent white cotton panties. They’re modestly cut and not revealing at all, except that there’s a small splotch of wetness right where it counts. Good. My little girl is enjoying our time together, and that’s important to me.

  She looks at me with trusting eyes as I gently run my finger over her damp center.

  “Ooooh,” she sighs. “That feels yummy.”

  I smile, my shaft hard.

  “It’ll feel even more yummy in an instant, honey.”

  With that, I lift her panties to the side and away, baring her pink slit to my eyes. Katie is gleaming and wet already, swollen with need. As a I watch, a small bead forms at her hole and trails lightly down her lips. I can’t resist. I have to have it. Leaning forward, I swipe my tongue over her wetness, catching that bead with my tongue and swallowing her sweetness.

  “Ohhh!” she cries, tossing her head back as her eyes close. “That feels amazing.”

  I growl.

  “Good, little girl, because there’s more coming.”

  I settle myself between her thighs and begin swiping my tongue over her pulsing folds again and again. This girl tastes like sheer heaven mixed with a huge dose of cotton candy. Her nub is ripe and hard, and playfully, I twirl around it with my tongue.

  “Ohhhh Daddy!” she cries out, cupping her breasts with her hands. “Yes, that feels good.”

  I grin.

  “It’s going to feel even better in a second, honey, because remember how I told you that I’m going to show you how a big girl eats lollipops?”

  Her eyes open a bit and they’re dazed with need and arousal.

  “Yes. What should I do?”

  I chuckle.

  “You don’t need to do anything, Katie,” I growl while removing the lollipop from my pocket. I remove the crinkly wrapper and throw it on the ground, revealing the shiny red circle of the candy. “Oh wait. I think it’d be better if you took a few licks of this first,” I say, handing the candy to her.

  Katie takes the sucker with a trembling hand and lightly licks it with her tongue. Her eyes are large and innocent as she looks at me.

  “Like this?”

  I growl, my hardness morphing into a shaft of steel.

  “Yes, like that, but I think it’s better if you pop the whole thing into your mouth.” />
  She giggles and the red candy disappears between her sweet pink pout as she takes long sucks of the lollipop.

  “Mmm, it’s really good,” she giggles, popping it out of her mouth once more. “Cherry.”

  I grunt.

  “Now are you ready for Daddy to break your cherry with the lollipop?”

  Katie’s cheeks go red when with those words, she realizes what I’m about to do.

  “Are you serious, Xavier?” she pants, eyes wide. “That’s so dirty! And Mr. Carlton, I should mention this isn’t my first time. I’m twenty-eight, you know. I have some experience in the sack, even if it was pretty awful.”

  I merely stroke a finger lovingly through her folds, making her mewl and moan again.

  “This is our first time together as a daddy and a little girl, so I’m popping your cherry in a sense. That’s what matters, don’t you understand, sweet girl? We’re living in a very special world of our own, and I want to celebrate by taking your cherry. So give Daddy the lollipop back.”

  With a trembling hand, she obeys. The sucker is a deep, glossy red, moistened with Katie’s saliva and perfect for what I want to do.

  “Like back and pull up your knees, sweetheart.”

  She does as told, revealing her pink slit to me once more. Her hole winks a me a bit, as if taunting me and I lean down to give it another sensuous kiss.

  “Mmmm,” she sighs, pulling her knees up even higher. “That feels good.”

  “Excellent,” I growl. “Now, sweetheart, just hold still as Daddy feeds this into you.”

  With that, I trace the lollipop head over her soft folds. She bucks a bit and juices, her eyes closed. The hard candy leaves faint smears of red on her swollenness, and I yearn to lean down and suck it all off. But we’re too close to launch, and as a result, I force myself to continue with the task.

  “Now here goes,” I rumble. “You ready, honey?”

  Her lashes flutter a bit, and she sighs.

  “I’m ready.”

  With that, I nudge the tip of the red sucker against her hole and Katie mewls a bit. It slips in nice and easy, her lips spreading to take the round diameter, and then they close once more after I’ve inserted it all the way.

  “Mmm, you look delicious like this,” I say, indicting the thin white stick protruding from her sensitive spot. “Absolutely ravishing.”

  She pants heavily, opening her eyes to look at me.

  “But aren’t you going to do more?”

  I grin.

  “Of course I am. You’re going to eat this lollipop the old-fashioned way, didn’t I mention?”

  With that, I begin tunneling the lollipop in and out of her sweet reserves. It’s a filthy sight, to say the least. Her kitty absorbs it, the lips opening and closing again and again as that circular red disk disappears and reappears from her body. Katie meanwhile moans and gushes, loving the penetration.

  “Oooh, that feels good,” she mewls. “SO GOOD!”

  “I know sweetheart. Now, let yourself just feel. Let your kitty eat this lollipop like it wants to, and then let yourself burst with sensation and flavor.”

  She moans again, tossing that blonde hair on the coverlet.

  “I am, Daddy,” she whisper-pants. “Oooh, I’m almost there. Almost … almost … oh YES!”

  With that, Katie explodes. Her breasts tremble and shake as her sweetness convulses on the lollipop inside. That clit grows even larger, shaking as a I watch, and hot juices gush over my palm. Meanwhile, my girl screams loudly as her legs extend jerkily, the toes pointed.

  “Yes!” Katie cries. “Oh my god, YES!”

  I watch with satisfaction as my girl catapults into the beyond, her eyes rolling back so that only the whites show as her body spastically trembles and shakes on the bed. Nectar pools in my hand, and I have the urge to lick my palm at this very moment.

  But as Katie descends from her high, instead I pull the lollipop from her hole and look at it with satisfaction. Only a tiny nub of red candy is left, glistening and wet in the light.

  “You did a good job, honey. You ate up this lollipop like a big girl.”

  She smiles at me sweetly, still flushed and panting.

  “But don’t you want to give me an even bigger lollipop, Mr. Carlton?” she coos. “I see one right now, in fact.”

  It’s true because I’ve unzipped my trousers and now my enormous shaft points straight at her, dripping with seed.

  “If you’re ready, then let’s do it,” I growl, my eyes alight with fierce need. “I need you bad, sweet girl.”

  She merely giggles and parts her thighs again.

  “Then use my holes, Mr. Carlton. I want you to.”

  With that, the second part of our lollipop-eating lesson begins.

  44

  Katie

  Oh my gosh, I can’t believe this is happening, but it really is. I’m alone with a handsome, domineering CEO, and he needs me just as much as I need him. It’s obvious from the male intention in his eyes, and the tense, harsh pose of his body. Xavier Carlton is going to claim, and I can’t wait to be his prize.

  After all, the men I’ve been with in the past can’t even really be called “men.” They’re boys, or even the word “children” would be apt because they were so immature at times. I realize how ironic it is to refer to my past lovers as “children” given that I’m in the midst of pretending to be a little girl, but it’s true. They were immature idiots, full stop.

  Take Johnny for example. He still lived with his mom, despite having both a college degree and a Ph.D. in clinical psychology. He was supposed to be in the process of opening up his own practice as a therapist, but instead, he was moonlighting as an Uber driver while sponging off his mom. There’s nothing wrong with being an Uber driver, but what about his degree? What about his career? Why did he spend so much time and money getting a Ph.D. for crying out loud, when he was merely going to be a professional driver?

  And don’t even get me started on Thad. The guy was handsome, I’ll give you that, but he was like a big, handsome ox with a thick skull and a bovine look on his face. Sometimes, I had to help him sort his recycling because he’d get confused by the different bins. You’d think paper versus plastic was easy, but it isn’t when you have the IQ of a child.

  As a result, being with Xavier is a totally new experience. And the billionaire’s right. Although technically, this isn’t my first time, it certainly feels like it to some extent. The man I’m with now is gorgeous, commanding and absolutely masterful in bed. I can’t wait for him to put his lollipop in me, and to enjoy that tasty candy for the first time.

  Xavier’s blue eyes gleam as he looms over me.

  “Ready?” he growls. “I’m big, Katie, so it might hurt at first.”

  I giggle.

  “I think I’ll be fine,” I say. “I swear –”

  But then all the breath goes out of my lungs because Xavier’s done it. In one fell swoop, I’ve been skewered on that enormous stick and he IS big. He’s huge in fact, and my little kitty struggles to adapt.

  “Unnnh,” I moan, my eyes rolling up into the back of my head. “Oh my god.”

  He grunts low in his chest.

  “I told you I was big,” is that rough growl. “But you’ll stretch, don’t worry. Little girls always stretch for their daddies.”

  I moan again, taking deep breaths.

  “Mmmm,” is my melodious murmur. “I think it’s getting better now.”

  “Good,” he rasps. “Because I can’t hold back much longer, sweetheart. Let me enjoy your curves. Let me enjoy this tightness, and I promise I’ll make you feel good too.”

  With that, Daddy begins a punishing rhythm in me. The huge lollipop goes in and out, in and out, the stick dragging against my sensitive folds again and again, making me scream.

  “Mmmm!” I cry out. “It feels so good. Unnnh!”

  “I know, baby,” he rasps from above me, those blue eyes gleaming as his hips pummel away. “We’re almost there. Da
ddy’s about to burst, never you fear …”

  And suddenly, it happens. With a huge roar, Xavier explodes inside me, his rod jerking and twitching as reams of hot seed lash my interior.

  “Fuck!” he cries out. “Shit baby!”

  But I can’t answer because I’m on my second climax of the night. My folds clamp around him, pulling him even deeper while sucking the seed from his balls.

  “Mmm, Daddy,” I moan deliriously. “Yes, give it all to me.”

  But Xavier is a man with a deep well because he pumps and pumps for what seems like eons. My sweet kitty sucks it all up, and it’s only after I’m completely filled with spunk that he finally finishes before collapsing on me.

  “Daddy!” I squeal, “You’re heavy!” I exclaim, pushing at that massive chest.

  He laughs a bit and rolls off, pulling out at the same time.

  “Mmm,” I moan again.

  But Xavier is on it. In a flash, he’s up and in the attached bathroom, before coming back with a warm washcloth and dabbing it between my legs.

  “How do you feel, Katie?” he asks. “You know I always take care of my little girls.”

  I glance down at the handsome man, and he and I share a long, meaningful look. After all, how did I get so lucky? I have a gorgeous, dark-haired Prince Charming who wants to look after of me, and who am I to say no?

  “I’m fine, Daddy,” I murmur with a smile. “More than fine. I’m absolutely excellent.”

  “Good,” he says, reaching up to kiss me once more. His lips are commanding and sensuous, even after the incredible session we’ve had. “Because we’ll be doing a lot more of that going forward.”

  “More fun with lollipops?” I giggle.

  He laughs low in his throat before seizing my mouth in another passionate kiss.

  “Oh that was only the beginning, Kitty Kat. There’s a lot more with the lollipop, never you fear.”

  And with that, the next phase of my life opens before me, and the truth is that I can’t wait.

  45