Pleasing Josie (Surrender Book 5)

by Becca Jameson

  I squirm, trying to pull my legs together. If he’s not going to touch me, I need the pressure of at least squeezing my thighs together.

  “Hold still, princess,” Master Quinten demands. “Be right back.” He disappears into the bathroom and returns with a small bottle. I can’t read what it says on the side, but as he shakes it, I notice there is a clear liquid inside. “Hold her steady.”

  Master Grayson grips my thighs tighter, and wider, pulling my pussy lips apart farther.

  My heart is pounding.

  Master Quinten pops the top on the bottle, sets a hand on my belly to steady me, and leans over. He uses his fingers to pull the hood back from my clit, exposing it.

  I hold my breath, unsure what he’s doing. I watch as a drop of the liquid drips out of the tip of the bottle, and then I gasp when the cold hits my clit.

  Master Quinten steps back, closing the bottle. “You can let her up now.”

  Master Grayson releases my legs and stands me on my feet.

  I’m shaking. Confused. Nervous.

  Master Quinten angles me toward him. “I want you to have another experience. One I would use to punish a little.”

  I nod, so many sensations bombarding me. My bottom is burning, and now my clit is overly noticeable.

  Master Quinten takes my hand and leads me to the corner of the room. He angles me so that I’m facing the wall and then lifts my dress up, bunching it under my breasts. “You’re going to have a timeout. Hold your dress up high, princess. Nose to the corner. Legs spread. You’ll stand here for five minutes. If you squirm, the timer starts over.”

  I draw in a breath, my brain arguing that I shouldn’t do this. I’m not a child. I don’t need to be punished. It’s been fun and all, but I don’t think I like this part. I’ve seen Sabine stand in timeout often. But now that it’s me, I’m less certain.

  Master Quinten takes my chin and lifts my face, making eye contact. “I want you to have every experience this weekend. Timeouts are one of them. Do as you’re told.”

  I swallow and turn toward the corner when he releases me. I find it’s easier if I lean my forehead against the wall. I’m holding my dress up against my breasts.

  “Legs wider, princess.”

  I spread them apart.

  “Good girl.”

  I can feel both my Masters watching me. I’m shaking. I hope they don’t penalize me for trembling.

  “What was in the bottle?” Master Grayson asks.

  “A stimulant. It will start to tingle in a moment. For littles, it can be an effective way to punish, bringing her to the brink of arousal and giving her no relief. It’s very frustrating. For some girls, this kind of punishment is enough to ensure they don’t misbehave. Other girls need a hard spanking that leaves their bottom burning for hours. The important thing is for her to have boundaries. When she’s little, she must be obedient. If she misbehaves, she needs correction.”

  “What if she’s not in that headspace?”

  “I never punish a submissive for infractions they accumulated while they weren’t playing. It’s confusing and unfair.”

  “Of course,” Master Grayson responds. “I’m thinking I’d like to use that stimulant on her in other scenes, like when I have her strapped to our bed, spread open.”

  “That’ll work, too.”

  They’re talking about me as if I’m not in the room. It’s hard to focus on what they’re saying any longer though because my clit is throbbing. Now I understand why Master Quinten said I can’t squirm. It’s getting harder to obey that demand by the second. Whatever that liquid was, it’s working. I need contact with my pussy so badly that I fist my hands in my dress.

  “I love seeing her bottom all pink and rosy like this,” Master Grayson says. “It’s almost as good as seeing the pretty little plug between her cheeks.”

  I curl my toes in my shoes. My legs are shaking. I need relief. It’s so hard to stand still. I want to shift my weight, squeeze my thighs together. Hell, I would gladly rub my clit until I came if they’d let me.

  It seems like much longer than five minutes before Master Quinten speaks. “Okay, princess. Time’s up. You may turn around.”

  I blow out a sigh of relief as I turn to face them, dropping my dress. I hope I’m permitted to do that.

  “Come here, princess,” Master Quinten says. He’s sitting in the rocking chair. Master Grayson is leaning against the dresser.

  I slowly shuffle across the floor, pursing my lips when I realize how the action affects the tingling sensation that keeps growing between my legs. When I reach him, he strokes my cheek. “I realize that spanking and timeout were overkill for the minor offense of talking back to Master Grayson on the patio. I wanted you to have the experience though, and I wanted to guide Master Grayson on how to spank you in case it’s something you want to incorporate into your dynamic.”

  I nod.

  “I bet your clit is pulsing.”

  I nod again.

  He smiles and taps my nose. “If this were a serious punishment, I would leave you like that. I wouldn’t even give you your panties back. I would insist that you walk with your legs parted and endure the arousal. It will wear off in about half an hour.”

  I swallow. He said if. Does that mean he’s going to let me come?

  “Do you need release, princess?”

  “Yes, Sir.” My voice cracks. I shift my weight back and forth from one foot to the other.

  Master Quinten stands and turns me toward the bed. He guides me over to the edge and then spins me around again. When he lifts me up and sets me on the edge, I take a deep breath. Please, God. Please tell me he’s going to let me come.

  Master Grayson follows. He stands to one side of me. I feel them towering over me, and I quiver.

  Master Quinten sets a hand between my shoulder blades and presses against my sternum. “Lie back, princess.”

  I lower to my back, mostly under his control.

  He tugs my dress up over my breasts, making me shiver. When he lifts my leg, bends it, and presses it wide open, my heart rate picks up. “Open her other leg for me, Master Grayson,” he instructs.

  Master Grayson does the same with my other leg. I’m so aroused, I’m gasping now. I love the way they look at me. The exposure. The embarrassment. It all combines to make me hornier than even the liquid stimulant has accomplished.

  “Play with your nipples, princess.”

  I suck in a breath. This is an unexpected instruction. I thought they were going to touch me. Down there. My pussy. I need the relief.

  Master Grayson lifts an eyebrow. “I’d do as you’re told, Josie. You don’t want to miss this opportunity.”

  I reach for my breasts with shaky fingers and thrum my nipples. A sharp intake of breath accompanies me arching my chest. Every inch of me is humming with need.

  “That’s a good girl. Do it again. Pinch the little tips. Get them hard and thick.” Master Quinten’s voice is deeper. He’s not unaffected by my display.

  I do as I’m told, brazenly plucking my nipples while my pussy swells further and my clit throbs. Wetness runs out of me. I have to purse my lips to keep from begging. It seems like I’ll fare better if I keep my mouth shut.

  In less than a minute, I’m writhing. My Masters have a firm grip on my thighs though, so I can’t move more than a few inches.

  “Okay, princess, you may touch your clit now. Play with it. Show me how you like to be stroked. Keep your fingers out of your pussy, though. No penetration this time. I want you to make yourself come by masturbating your clit.”

  I whimper as my fingers trail down my belly and find my clit. I grip my breast with my other hand as if the action might keep me from floating away from earth. The moment I touch my clit, I flinch. Jesus. I’m so close already.

  No one has ever commanded me to masturbate for them. This is both heady and nerve-wracking at the same time. I flick my index finger over the swollen bud, rapidly. My mouth falls open, but I can’t draw in a breath.
I need more, and I quickly drag my fingers through my folds to gather wetness before rubbing my clit hard and fast. That’s all it takes. Seconds later, I’m coming. My pussy pulses around nothing. My clit throbs rhythmically against my fingers.

  When the orgasm subsides, I blink several times, my body relaxing. I’m still aroused. Edgy. Needing more. I need penetration. It hasn’t been offered to me.

  “Gorgeous,” Master Grayson whispers. “Best thing I’ve ever witnessed.”

  I try to smile at him, but I’m not sure he can tell. My mouth isn’t receiving messages from my brain yet.

  Master Quinten strokes my cheek. “Such a pretty little girl. I’m proud of you.”

  Chapter 17

  Master Quinten

  I let Josie have her panties back after she came, and now we’re in the kitchen. It’s lunchtime.

  Josie squeals when I lift her off the floor and set her on the counter. “What would you like for lunch, princess? Grilled cheese? Peanut butter and jelly?”

  She giggles, her face lighting up. “PB&J, please.”

  “I didn’t even know you liked PB&J,” Grayson states as he comes to her side and sets a hand on her thigh.

  She squirms when his fingers slide up between her legs, precariously close to her pussy. “I guess it just never came up.” She shrugs.

  “What about you, Master Grayson? How do you feel about peanut butter and jelly?”

  “Haven’t had one since I was a kid. Sounds good, actually.”

  “Perfect. PB&Js all around then.” It’s been so long since I’ve had a little in my home that I’ve nearly forgotten how fun it can be to take time to just relax and do silly things like swing and eat kid food.

  I prepare three plates. Two have sandwiches that I’ve cut in half. One has a sandwich I’ve cut into triangles. On that plate I’ve also included a sliced apple. I toss Grayson a full apple and hand him a plate before lifting Josie down from the counter and carrying the other two plates to the table.

  Josie winces as she sits on her chair.

  I tweak her chin and tip her face back. “Is your bottom sore, princess?”

  “A little, Sir.”

  “Good. I shouldn’t have to spank you again anytime soon I hope?”

  She shakes her head. “No, Sir. I’ll be good.”

  As we eat, Grayson glances around. “What happened to Esther? I haven’t seen her since this morning.”

  I chuckle. “Sent her home for the rest of the weekend. Figured her presence might keep you from relaxing.” I saw how Josie reacted when I asked her to show her plug to Grayson earlier.

  I watch as she squirms, takes another small bite from her second triangle sandwich, and then continues to nibble at it. It’s adorable how she manages to eat all the way down to the crusts and then leave them on the plate. She’s also fidgeting on her seat.

  I can see the darker shading of her nipples through the thin material of her dress. They’re stiff points that I’d love to tweak, though I resist the urge right now.

  When I glance at Grayson, I know I need some alone time with him. Even though I bathed him last night and let him come in my hand, so far today I have put most of my efforts into Josie. After lunch, I’m going to switch my attention to helping Grayson get in touch with his submissive side. Hopefully he won’t balk at the idea.

  I shift my weight as my cock stiffens. These two guests have shaken my foundation. I knew this might happen even before I invited them, so I shouldn’t be surprised I’m in this predicament now. I want them both. Every time I so much as glance at either of them, my heart rate picks up. I don’t want them to leave tomorrow or ever.

  It already seems like they’ve been here far longer than they have. They feel right in my home. It’s been a damn long time since I’ve felt this strongly about anyone, let alone two people.

  A sense of contentment I haven’t felt in a long time washes over me. I smile before reminding myself these people do not belong to me. I have them for the weekend, nothing more. I’ve invited them into my home to help them reconnect and find their way.

  It’s not simple. I can’t keep them. That was never the plan. Not for any of us. It isn’t on the table.

  I draw in a slow breath. I’m a busy man. I have obligations that are going to suck up a considerable amount of my time for at least the next year. Besides the release of my book, another one is coming out in a year. I have clients to see, a book to finish, a book tour that will keep me out of town more often than not. There is no end in sight to all that I’ve got coming up. It wouldn’t matter if Josie and Grayson and I somehow all landed on the same page and decided to enter into a relationship, I don’t have the time they need devoted to them.

  And who am I kidding? No one has once suggested such a thing. Just because I’m foolishly dreaming about what it would be like to dominate both of these two amazing submissives and keep them as my own doesn’t mean either of them has even once considered such a preposterous idea.

  My chest feels tight. How I’m I going to let them go? What other choice do I have?

  We’ve finished eating in silence, and I shake off my sadness and chuckle again at the four little slivers of crust on Josie’s plate.

  “May I be done, Sir?” she asks. I know she’s wondering if I will insist she eat her crusts. It’s too adorable to reprimand her for though.

  “Finish your milk, princess.”

  She picks up her plastic cup and downs the rest of it, leaving a milk mustache when she sets the cup down.

  I point at her napkin.

  She swipes it over her face. “Can I go play now?”

  I shake my head. “No. You’ve had a busy morning. You’re going to nap now.”

  Her eyes widen and then she groans. “I’m not sleepy. I don’t need a nap.”

  I lift a brow, hoping that will be enough of a reminder that she shouldn’t speak back to me.

  Her shoulders drop. “I’m sorry, Master Quinten.”

  “Take your plate to the sink, Josie.”

  She slides off her chair, not wincing this time, and pads over to the sink with her dishes.

  Grayson and I follow. I’m not unaware of the fact that he adjusts his cock when he stands from his chair, and the bulge is obvious, too. He definitely enjoys watching Josie submit to me.

  I turn toward Grayson. “I’ll meet you in my office after I tuck Josie into bed.”

  Grayson nods and licks his lips. They part for a moment, making me wonder if he’s almost called me Sir.

  After Grayson turns and walks away, I take Josie by the hand and lead her upstairs. She pouts adorably when I pull the covers back and then sit on the side of her bed. “Arms up, princess.”

  She lifts her arms, and I pull her dress over her head. I shake it out and lay it over the end of the bed before lifting her onto my lap to remove her shoes. I shuffle to one side and lay her on her back on the sheets. Her breasts are full and lovely. If she were mine, I would play with them often. I love the way they bounce, free from the restraint of a bra. There’s nothing sexier than a woman’s breasts unencumbered, especially when she’s her little self.

  Unable to resist, I set my hand on her belly and smooth it up until I stroke the underside of her soft globe.

  She squirms, her breath hitching.

  I smile at her and then drag my thumb over her nipple.

  When she whimpers, I stand and draw the blankets over her sweet body. “Little girls need more sleep than adults. They need to nap in the afternoon. Understood?”

  “Yes, Sir,” she whispers.

  “Usually I’d insist upon one hour, but since you talked back to me, you’ll stay in your bed for two hours today.” I lift a brow.

  She nods. “Yes, Sir.”

  I shift my gaze to the top corner of her canopy at the foot of the bed and point. “Do you see that little red light on the black box, princess?”

  She blinks. “Yes, Sir.”

  “That’s a baby monitor. I’ve turned it on. If you get out
of bed, it will alert me. You’re not permitted to play or leave this room. Either Master Grayson or I will return when your nap is over.”

  She lowers her gaze.

  I lean forward and cup her cheek. “You know what else that means, don’t you, princess?”

  She nods slowly.

  “Tell me.”

  “It means you’ll know if I touch myself, Sir.”

  “That’s right, so keep your fingers away from your little pussy.”

  “Okay, Sir.” Her face is a delightful shade of red, and I have no doubt that if I stroked her panties, they would be wet.

  I won’t torment her further though. Instead, I lean down and kiss her forehead. “Nap now, princess.” I close her blinds, leaving the room dimly lit, and slip out the door.

  There’s a reason I’ve insisted that she remain in this room for two hours. I need that much time to manage Grayson. I take a deep breath before heading downstairs, though. Grayson needs me, but dammit, I need him too. The next two hours should be all about taking care of his needs. That’s the plan. Unfortunately, I’m beyond aware that I’m going to enjoy every single moment of our time together. There are things I really want to do to him. He won’t be the only one benefitting.

  Chapter 18

  Master Grayson

  I spin around when Quinten enters the office and shuts the door. He also turns the lock, which makes my breath hitch. I have no idea what’s about to happen between us. Nor do I know how I feel about it.

  I’m standing by the window that faces out to the backyard. I was too restless to sit. From the moment he told me to head to his office, I suspected he intends to dominate me while Josie naps.

  Quinten heads for his desk and leans over to flip the switch on a small screen in the corner. He points at it and waves me over. “Baby monitor. She knows better than to get out of her bed. We have two hours.”

  I swallow, wondering what the hell we might do in that time.

  Quinten strolls over to the leather loveseat and sits near one end. He leans back casually and settles one arm over the back of the sofa. “Come here, Grayson.”