Pleasing Josie (Surrender Book 5)

by Becca Jameson

  My hands are shaking as I step into them. They’re sky blue with clouds and rainbows on them. Cotton. I swallow when they cup my naked pussy. Sabine has her dress back on now, and she hands me mine. I’m worried about my breasts. They’re bigger than hers. Maybe I should put my bra on. I glance at it where it lies with the rest of my clothes where I put them earlier.

  Lucy speaks. “Go without a bra. Might as well get the full effect. It’s freeing. You might enjoy it.”

  I hold my breath as I slide the dress over my head and then glance down at myself. The top is white cotton. It hugs tight against my naked breasts. On Sabine, it would be looser. My nipples are poking out and the darker areolas are visible through the thin cotton. The skirt starts halfway between my breasts and my natural waist, it has several layers of pale pink and white tulle that pouf out around me. It barely covers my panties. That’s not surprising considering I’ve never seen Lucy or Sabine wearing anything longer than this.

  “It fits perfectly,” Lucy states. “It’s so pretty.”

  I look at my reflection in the mirror and then pull on the front. “It’s tight across my breasts, and you can see my nipples,” I point out.

  Sabine giggles. “That’s half the point.”

  I shiver. I guess she’s right. I’m dressed like a small child, and I’ve never been more aware of myself sexually. My breasts feel heavy and exposed. My panties are already wet.

  Lucy and Sabine sit on the floor to put on their shoes and socks.

  I join them with the white frilly socks that fold down at the ankles and then add the pink light-up tennis shoes, noticing that Sabine and I have the same shoe size.

  When I stand once again and spot myself in the full mirror behind the door, I can’t breathe. I feel like I’m going to an erotic costume party. One where no one cares that my nipples will capture everyone’s attention.

  “Do you like it?” Sabine asks.

  “I’m not sure yet. I feel really strange.”

  “I did the first time, too. Try not to think about it too much. Just go with the flow.”

  “Okay,” I murmur, leery as I follow the two of them from the room.

  Two minutes later, we’re in the kitchen. Master Kellen has set plates in front of three bar stools. He smiles at us. “Don’t you girls look pretty?” He grabs Sabine by the waist and lifts her onto a pink booster seat on one of the stools before securing a strap around her waist and between her legs and pushing her up to the island.

  “Lucky for you two, I have extra seats. Which one would you like, Josie? The purple or the yellow?”

  I lick my lips. This is too real. “Yellow,” I murmur.

  Before I can think further, he lifts me by the waist and sets me on the next booster seat, pushing me up to the island. I’m glad he doesn’t buckle me in. That might have embarrassed me beyond what I’m already experiencing.

  As he settles Lucy in the third seat, I realize something I haven’t noticed before. The booster seats aren’t just part of the role. They’re necessary. Master Kellen is a big man. As he sits on the fourth stool, his body reaches the perfect height. The rest of us are small and short. We need the extra few inches to better reach. I wonder if he designed this island and stools specifically with this in mind.

  “Go ahead and eat. You girls must be starving after playing all afternoon and then swimming.”

  I take a deep breath and pick up the pink plastic fork beside my plastic princess plate. It has compartments. One has mac and cheese. One has cooked carrots. One has sliced apples.

  “Are you going to eat with us, Daddy?” Sabine asks.

  He ruffles the top of her head. “Nope. I’ll eat later after you girls finish. I thought you might like to watch a movie.”

  Sabine bounces slightly in her seat. “Yay.”

  I’m not a huge fan of cooked carrots, but I certainly like eating them more than I like cooking them. If someone else was going to set food in front of me for every meal and not require me to cook it and clean up afterward, I would probably eat just about anything.

  We eat quickly and finish off our plastic cups of milk at the same time. Lucy is cringing and holding her nose. “Bleh. I hate milk.”

  Master Kellen chuckles. “But it’s good for you, and you know that will be Master Roman’s first question when he gets here to pick you up.”

  “Yes, Sir,” she mumbles.

  Master Kellen wipes our hands and faces with a washcloth and then lifts us all down from our seats. My chest is pounding again. This is so strange and yet so normal at the same time. Neither Lucy nor Sabine flinches. They’re used to this lifestyle.

  We rush into the living room and settle in the big sectional while Master Kellen puts in a movie. All of his furniture is huge. My feet hang off the edge of the cushion. I’d have to scoot forward several inches to get to the bend in my knees. The three of us snuggle close together as the credits play. I’m not even sure what movie we’re about to watch, but I can tell it’s a princess theme and animated.

  I blow out a breath and relax. This is not my usual evening routine. If I were home, I would be cleaning up the dinner dishes and moving laundry to the dryer. When my household jobs were done, I would kneel in front of Master Grayson and settle my head against his thigh while he stroked my hair. Most likely after a blowjob, we would move to the bedroom, I would dress in sexy lingerie, and then Master Kellen would restrain me and make me scream with need.

  That last part is amazing, but what would it be like to live a different life? One where the Master takes care of me instead of the other way around? The one where I would call the Master Daddy?

  Chapter 4

  Master Grayson

  When I arrive at Kellen’s house, I’m not quite prepared to find Josie snuggled on the couch in front of a children’s movie. My gaze wanders over Lucy and Sabine, quickly landing on Josie.

  She has fallen asleep, and she looks so peaceful. She’s wearing a dress that hugs her breasts, gracing me with the darker circles of her nipples through the thin material. The skirt is a pouf of pink and white, and it has risen up enough for me to see she has on little girl panties, too. The pink tennis shoes and folded socks round out the outfit.

  I stare for several moments and then let Master Kellen lead me into his office.

  “You okay?” he asks as we sit in two armchairs.

  “Shocked. I never expected her to go for this aspect of the lifestyle.”

  “I think she enjoyed it. She was hesitant every step of the way, but she went along with Lucy and Sabine. I didn’t mean to open Pandora’s box, but you might have to discuss this with her. It might be something she needs.”

  “That’s my fear. I don’t think I can give her this. I’m not Daddy material. I wouldn’t even know where to begin.” I sigh and rub my forehead.

  “I don’t mean to pry, but I know you two have been going through a rough patch for a while. Maybe something was not quite clicking between you. It could be this.”

  I blow out a long breath. “You’re right. We’ve had some friction. I’ve never been able to put my finger on it. I adore her. We fit together so perfectly in so many ways. I had hoped that when she came to work for you, it would help. She needed time outside of our home. It gives her a sense of purpose and breaks up the submission.”

  Kellen strokes his chin pensively. “I know she cares deeply about you, and she worried about disappointing you tonight.”

  I flinch. “Why would she disappoint me?”

  Kellen shrugs. “Because she probably doesn’t think this dynamic is a path you’d be willing to go down, and you just confirmed she’s right.”

  I drag in a slow, deep breath and run a hand over my head.

  “I have an idea. Something that might help you two sort through your feelings and differences.”

  “What’s that?” At this point, I’m open to anything.

  “How well do you know Master Quinten?”

  I wince, mostly internally, remembering the odd interact
ion I had with him a year ago. “I know who he is.” I’ve seen him many times. I’ve watched him scene from the periphery. I’ve seen enough to know he’s a strong Dom.

  “Do you know what he does for a living?”

  I shake my head, curious now.

  “He’s a clinical psychologist. He specifically works as a sex therapist.”

  I groan. “Seriously?”

  Kellen chuckles. “Hey. Don’t knock it ’till you try it. Believe me, I was skeptical at first, too, but I had half-a-dozen sessions with the guy several years ago, and he’s very intuitive. Changed my life.”

  I don’t tell Kellen that the guy once hit on me. Didn’t he? I’ve often wondered if I read that interaction correctly.

  “Anyway, he’s very open to meeting with members of Surrender at the club for a quick assessment. He can either recommend someone he thinks you might be best suited to meet with, or sometimes he takes on members himself.”

  I dip my head and close my eyes, trying to visualize myself seeing a therapist. It’s not that I think I’m too manly or something. It’s just that I don’t really think I have a problem. Not personally.

  I wince as I acknowledge to myself that this isn’t about me. It’s about us. Josie and me. Our dynamic is off. We’re shuffling through our days okay, but there are a few eggshells under our feet. I don’t know how to fix it, and if Josie thinks she wants to dabble in the unfamiliar territory of Daddy kink, I’m afraid I’m not the right man for her. And that makes me sad.

  “I guess it can’t hurt to at least speak with the man,” I admit.

  Kellen shrugs nonchalantly. “That would be my opinion. Call Roman. He’ll arrange something.”

  Roman Cortell is the owner of Surrender. Lucy is his little. The very same Lucy who is currently sitting with my Josie in the other room.

  I nod agreement and then rise. “I better get Josie home. Looks like she’s sacked out on your couch.” I reach over and shake Kellen’s hand. “Thanks for the advice. I’ll see you in the morning.”

  Kellen leads me back to the living room. All three girls are asleep, and I stare at them for several seconds while Kellen does the same.

  I’ve never for a moment considered myself Daddy material, but I have to admit, Josie looks adorable curled up on the couch in that dress, the skirt having risen up enough for me to see her panties. Her hair is in braids. I’ve never seen it like that. She usually wears it down.

  I realize at that moment that I’m not prepared to lose her over this. If she wants to dabble in a different kink, then I’m going to let her. I don’t have the first clue on earth how to go about it, but maybe I’ll take Kellen’s suggestion and make an appointment with Quinten. If the man can help us, I’d be a fool to turn it down.

  Sabine stirs in her sleep and blinks her eyes open. “Daddy… I fell asleep.”

  Kellen smiles at her. “You sure did, little one. Try not to wake Lucy, and let’s get you up to bed. Roman will be here to pick up Lucy in a few minutes anyway.” Kellen picks her up and cradles her in his arms like she’s a small child. She giggles when he tickles under her chin.

  I’m jealous of their easy dynamic. I’ve never quite had that with Josie even though we’ve been together for over a year.

  “Be right back,” Kellen tells me.

  “No worries. I’ll let myself out.” I sit gently next to Josie and set my palm on her cheek before smoothing my hand over her hair and down her braid. When I give it a slight tug, she stirs.

  Her eyes blink open and then she bolts awake and sits up quickly next to me. She glances at a sleeping Lucy and slows her movements before turning back to face me. Her eyes are wide, and then she glances down at her clothes and looks back. A flush covers her face. “I should change,” she whispers.

  I shake my head. “I’m sure Master Kellen doesn’t mind if you wear the clothes home. We can bring them back later.”

  She holds my gaze for several seconds. I know she’s wondering what I’m thinking. I finally smile at her and cup her face, leaning in to kiss her lips. “Let’s get home. You’ve had a long day.”

  When I stand and offer her my hand, she takes it and eases off the couch. We tiptoe from the living room aiming for the front foyer.

  “Are you sure I shouldn’t change before we leave?” she asks sleepily.

  “You’re fine, Josie. Really.” It seems appropriate to continue holding her hand as I lead her to the car. I even open the front passenger seat and help her inside before closing the door and rounding the hood.

  When I’m settled and have the engine started, she speaks again. “Are you mad?”

  I jerk my attention to her. “No. Why would I be mad?” I know what she’s thinking, and I hate that our communication has disintegrated enough that she’s afraid of aggravating me.

  “I didn’t mean for this to happen.” She looks down at her lap and lifts the hem of the dress she’s wearing. It’s poufy and very young. “I got sucked into the role-playing with Lucy and Sabine and…”

  I reach over and lift her chin with my fingers, forcing her to look at me. “It’s okay, Josie. Seriously. You’re entitled to experiment with whatever makes you happy. Did you have fun?”

  She smiles, her eyes widening just enough to give away her emotions. “Yes. I really did. It was weird, especially at first, but I fell into the role easier than expected and had a great time.”

  “Good. That’s what matters.”

  “I don’t want it to affect us,” she murmurs, her expression switching to one of concern. I’m pretty sure her bottom lip is trembling. I’ve never seen her cry before. She must really be confused.

  “I can’t promise it won’t affect us, especially if the little lifestyle is something you want to pursue. I’ve never considered myself Daddy material. But I have a plan. There’s someone we can talk to. Maybe he can help us figure things out. Okay?” I don’t want her to feel discouraged. Not right now. Not without reason. Besides, maybe this is just something she needs to get out of her system. A phase.

  I can at least hope. Because the alternative scares me.

  Chapter 5

  Master Quinten

  I arrive at Surrender Tuesday evening, turn off my engine, and sit back in my seat for a few seconds, collecting my thoughts. There are two other cars in the lot. One belongs to Roman, so I assume the other belongs to Grayson.

  When Roman called me to ask if I could meet with a couple from Surrender, I readily agreed. I have a standing offer, and Roman knows it. Even though I work long hours, I like to make myself available to members of my own club when they need me. Luckily, I’m in town this week. My life is about to get very busy with my book tour starting.

  I was grateful that Roman had called me instead of making this request in person because it kept him from seeing my expression when he told me who I would be meeting with.

  My breath had hitched and I’d held it for several seconds. I’m familiar with Grayson and Josie. I’ve met them several times over the past year. The fact that I know them doesn’t bother me. It happens often enough. I’m a professional. My sessions with members of Surrender are just as private and respectful as any session I have in my office.

  I close my eyes and rub a hand down my face. I can pretend this is totally professional all I want, but the truth is, I’ve had a hard-on for Grayson for a long time. I even approached him once a year ago. I wonder if he remembers. Probably not.

  In addition, I’ve watched his submissive, Josie, on several occasions, too. She’s usually quiet and timid, but she’s also beautiful. Her long, silky, black hair, petite features, and pale skin make her look like a porcelain doll. I’ve often wondered if she has any tendencies towards being a little, but I’ve never seen her as a little in person, so it’s unlikely.

  I need to stuff my personal attraction down deep for the next hour. This isn’t about me. This is about Grayson’s relationship with Josie.

  I exit my SUV, make my way into Surrender, and then climb the stairs to the s
econd floor where Roman’s office is. He often lets people use his office for meetings. It’s private and convenient.

  In fact, he’s standing in the doorway when I approach. Roman shakes my hand. “I’m not going to stick around. Can you lock up when you’re done?”

  “Of course.”

  Roman gives a last wave to the occupants of his office and heads down the stairs.

  Grayson and Josie stand from where they’ve been sitting on the love seat when I enter.

  I smile at them both and shake their hands before sitting in one of the armchairs as they also resume their seats. “Before we get started, I just want you both to know that anything we discuss today is private. I would never share a word with anyone outside this room.”

  “Of course. Thank you,” Grayson rubs his hands on his jeans.

  Josie has a firm grip on Grayson’s arm. Possessive. As if affirming she is solidly with him. They both look nervous.

  I let my gaze linger over Josie for a few moments. I’m used to seeing her as a submissive when she’s at the club. She usually wears short sexy skirts and bustiers that lift her full breasts. Tonight, she’s casual. Jeans. Fitted white T-shirt. Tennis shoes.

  I shift my gaze back to Grayson and address them both. “Roman didn’t give me many details, but I assume you know that I’m a therapist, and I specialize in the kink community. I have a standing offer to help guide people who are members of Surrender. So, here we are. Would one of you like to share a bit about what’s been going on?”

  Josie squirms next to Grayson, still holding his biceps, her face tipped toward the floor. Finally, she glances up at Grayson.

  He gives her hand a squeeze, sits taller, and clears his throat. “Mostly we really click with each other. We’ve been together for over a year, living together I mean, and we have a dynamic that works for us. Most of the time.” He glances at Josie again. “But sometimes we feel like there’s a disconnect. We tiptoe around each other a bit, both reluctant to say anything. I for one couldn’t confront her if I wanted because I can’t put my finger on anything specific.”