Pleasing Josie (Surrender Book 5)

by Becca Jameson

  I’m a fairly small person, but my breasts are big for my frame. Master Grayson worships them, and he knows my nipples are sensitive and I’m easy to arouse.

  I had hoped we were done with the ice, but the freezer opens again, and then Master Grayson has a hand on my pelvis. “I think you need to cool off a bit.” A moment later, the ice is on my labia, stroking up and down my folds.

  I writhe, trying to get out of the path of cold, but not succeeding. I grip my pussy tight.

  He circles my clit and then eases the cube inside me and back out.

  I’m panting heavily as he does this over and over, tormenting me with the frozen cube, not remaining long in any one spot, but dragging it over my clit and then pushing it into me several times.

  A combination of my arousal and the melted ice runs between my legs, and by the time the ice is completely melted, I’m about to combust. “Please, Master. Oh, God. Please.” I need to come so badly. He knows this.

  “My mouth, my fingers, or my cock. Pick one,” he demands.

  I love all three, but right now I don’t have the patience for him to untie me so that he can fuck me with his cock, and I crave the warmth of his mouth to soothe the cold, so my choice is easy. “Your mouth, Sir.”

  His hands land on my thighs, and his lips are covering my pussy in less than a second. If I weren’t restrained, I would shoot off the island. He’s so good with his mouth. His tongue is everywhere at once, thrusting inside me and flicking over my clit.

  I moan so loud that I startle myself. There is no stopping the impending orgasm. I’ve been on the edge for so long now that he easily brings me over the crest in less than a minute.

  I cry out as I come, my pussy pulsing around his tongue. It goes on for longer than usual, leaving me shaking and limp when he finally eases off.

  “That’s my girl,” he whispers as he comes to my head and cups my face. “Deep breaths. I’m going to untie you.” He quickly removes all my bindings and then eases the blindfold off my head.

  I’m so sated that I don’t move. He lifts me off the island and carries me to bed. As soon as he tucks me in, I start to fade. He hasn’t come. I haven’t returned the favor. I reach out a hand and grab his. “Sir…”

  “Sleep, Josie.” I know he isn’t mad. This has happened before. Sometimes he comes before me. Sometimes we have sex on the end of my orgasm. Sometimes we do both. It’s not a contest, though. I know he’ll either take care of himself or let me do it after I’ve slept.

  He’s so good to me. I’m a lucky woman.

  As I squeeze my eyes closed, guilt shuffles in. I should appreciate what I have here. Why have I developed this sudden obsession with the idea of being a little? I have this amazing Master who makes my body hum nearly every day. It’s more than most people have in a lifetime.

  Chapter 7

  Josie

  I’m a ball of nerves when we arrive at Master Quinten’s house. First of all, house is an understatement. It’s more like a mansion. We pull around a circular drive to the front, and I slowly exit the car, not taking my eyes off the front of the house. It’s all done in white stone, including the dozen steps that lead up to the entrance. Two-story, but probably three considering there is obviously a basement.

  My head is tipped back and I’m still staring when Master Grayson sets a hand on my lower back. He’s holding our bags. And before we move another step, the front door opens. Master Quinten comes outside. “You made it. Did you have any problems finding the place?”

  Master Grayson nudges me forward. “Not at all.”

  How could we, I’m thinking. It’s probably visible from outer space. That’s an exaggeration of course, but it makes me giggle inside.

  I follow Master Grayson up the stairs and into the foyer, glancing around the entire time. The foyer is a huge, elegant space with white marble stairs that spiral to the second floor.

  Master Quinten leads us to the right and into a large room I assume would be called a library. Unlike the bright white of the foyer, this room has deep mahogany floors, bookshelves, and furniture. It’s warm and inviting, and we continue deep into the room until we reach a grouping of furniture.

  “Please. Have a seat. I thought we might be comfortable talking in here before I show you the rest of the house.” Master Quinten lowers himself into a brown leather armchair. He’s so calm and steady. Sure of himself. I’ve watched him dominate people several times at Surrender, and he always leaves me breathless. Any woman would want to sub for him.

  Except me, of course. I’m in a relationship. Although, I remind myself there’s no harm in watching other Doms. I jerk my attention to Master Grayson as he takes my hand and settles us on a sofa across from Master Quinten.

  “My cook, Esther, will have dinner ready for us in about an hour. I don’t always eat this late, but I figured it would be best tonight. It will give us some time to talk first.”

  Master Grayson nods. I think he’s nervous. He’s not his usual confident self, and that makes me uneasy.

  “Thank you, Sir,” I respond to Master Quinten.

  He smiles at me. “You’re welcome, princess.”

  I sit up straighter, enjoying the way he speaks to me. His voice is soft and endearing. And he called me princess. It makes me feel small. Young.

  He’s still looking at me. “I propose that for the weekend, you embrace your little. Would you like that, Josie?”

  I nod, but I glance at Master Grayson.

  “My thinking is that the two of you should experiment with new things under my guidance in a safe environment, and then I’ll help the two of you find some middle ground that will please you both.” Master Quinten shifts his gaze to Master Grayson. “I assume from what you’ve told me that you aren’t opposed to Josie exploring the lifestyle of a little, correct?”

  “That’s right. But I’m a fish out of water.”

  Master Quinten nods. “Understandable. Have you spent much time observing the Daddy/little dynamic?”

  “No. Other than in passing. Obviously, I see Kellen and Sabine, but not for long periods of time.”

  “Then one of my jobs will be to help her figure out what her needs are and find a way to ensure they’re met.”

  I pay close attention to Master Grayson’s posture and his reactions. He nods in agreement. “Sounds good.”

  Master Quinten is still looking at Master Grayson. “I want to work on your needs, too, Grayson. I’m sure you have your own unmet fantasies you’d like to explore.”

  Master Grayson shrugs. “Not sure what they are if they exist.”

  “We’ll work on that then.” Master Quinten looks incredibly confident, and I wonder if he has an idea he hasn’t shared. “How about if I show you to your rooms and then we’ll come back down for dinner?”

  We’re quiet as Master Quinten leads us upstairs and down a long hallway to the right. “The room at the end is the master bedroom.” He pushes open a door on the left and steps inside. The room is masculine with dark furniture and navy bedding. The bed is queen-sized. “This will be your room, Master Grayson. There is an attached bath over there.” He points to a door in the back corner.

  I flinch at my Master’s side. It hadn’t occurred to me that we wouldn’t be sleeping together. Interesting. I wonder how Master Grayson feels about that.

  Without lingering, we leave that room and head for the next room in the hallway, also on the left. “And this room will be yours, princess.”

  When I step inside, I gasp. It’s a child’s dream room, complete with a white, double-sized, four-poster bed that has a sheer pink canopy. The kind little girls admire in catalogs. The bedding is the same soft pink as the canopy. Fluffy with several pillows and stuffed animals.

  The rest of the room has matching white furniture—dresser, desk, vanity, and bookshelf. There is an oval rug in the middle of the room, a swirl of white and pink.

  “Do you like it?” Master Quinten asks.

  “Yes, Sir.” I wander around slowly, takin
g in everything. My heart is racing from nerves and excitement. I’m almost afraid to let Master Grayson know how much I really like this space. Something about it calls to me. The only other time I’ve felt this same longing was when I stepped into Sabine’s room the day I stayed for the evening. It, too, was soothing. Home.

  I don’t know why I crave this. It’s not something I thought about before Sabine moved in with Master Kellen. Or, maybe I’d considered it fleetingly from seeing Lucy and other littles at Surrender, but it wasn’t something I thought about consciously.

  Subconsciously though… That’s another story. In my fantasies, I’ve often been a little girl. Pampered. Doted on. Cherished. When I masturbate, I do so to visions of a Daddy figure cuddling me. He takes care of everything, including making sure I’m sexually satisfied.

  I shudder at the recollection and then realize I’m standing next to the bed, my dangling fingers running along the ruffled bedspread. When I turn around, both men are watching me.

  Master Quinten has a pleased look on his face. “The drawers and closet have various things you can choose from to wear. You’ll get the most out of the weekend if you immerse yourself. Since you probably have no idea what age range you might find yourself suitable for, I included a variety. If it’s okay with Master Grayson, I think it would be best for you to choose.” He glances at my Master.

  Master Grayson nods. He looks pleased, and his voice is thick when he speaks. “Seems like a good idea to me.”

  “Great. Let’s leave Josie to look around and change. Can you find us downstairs when you’re ready, Josie?”

  I nod. “Yes, Sir.”

  He points at a clock on the bedside table. “Dinner’s at eight. Do you think that’s enough time?”

  “Yes, Sir.” It’s seven-thirty now. Plenty of time.

  “Watch the clock and be on time,” Master Grayson tells me. He has one brow lifted.

  “Yes, Sir,” I repeat.

  The two of them back out of the room and shut the door.

  I’m left spinning around, still soaking in my surroundings. Now I understand why Master Quinten has assigned me to my own room.

  I rush over to the closet and open it. A dozen dresses are hanging in a row in a variety of age ranges. I run my hand over them, unsure how I will choose. Beneath them are three pairs of shoes that look exactly my size. Sparkly tennis shoes, white Mary Janes, and pink ballet slippers.

  I spin around again and head for the dresser. The drawers are filled with everything else a little girl would wear. Socks, panties, and nightgowns. I grab a pair of panties and hold them up. The only thing keeping me from dying of shock is the fact that I’ve seen clothing like this at Sabine’s house, both in her room and on her body every day. Little girl clothing in adult sizes.

  I choose a pair of pink panties with little red hearts on them. Go big or go home, I think to myself as I head back toward the closet. I’m not sure how Master Grayson is going to feel about this arrangement. He seemed fine the night he picked me up from Sabine’s and let me wear her clothes home. But this is different. We’re going to role-play for two days in this world.

  Right? This is a role I’m experimenting with, isn’t it? Like a naughty school girl or a sexy teacher. Right? I glance around, my heart beating faster as I consider the possibility that it could be far more than a role. It’s more of a lifestyle. For Lucy and Sabine, it’s their world. They aren’t pretending to be little. They live in that space.

  I’m not there yet, but it scares me a bit to consider the possibility. What if I lose myself in this role and it becomes more than I bargained for? I’m suddenly worried I’ll leave here not just having played in a role but finding out I have a little side that needs to be nurtured. Maybe that’s exactly what I’m here for. Master Quinten probably already figured this out about me.

  What will Master Grayson think though? I don’t want to give him a heart attack right off the bat, so I choose a modest dress, one that an older child might wear. Ten or twelve perhaps.

  I head toward the attached bath next, marveling at the inviting clawfoot tub. The counter and cabinets are white, as is the tile. The walls are painted a pale yellow, and the hand towels are also yellow. I smile when I see a row of rubber duckies on a shelf next to the tub.

  I quickly undress, removing everything. For a moment I hesitate, uncertain about my bra. I know Lucy has always had an awareness about going without a bra that both embarrasses her and arouses her. Sabine is unnerved by her unrestrained breasts, too, though not on the same level as Lucy.

  My breasts aren’t as small as theirs, and as I stand here in the bathroom contemplating my options, I’m uncertain. What would Master Grayson prefer?

  What would Master Quinten prefer?

  Damn, that man is intense. He’s also handsome. I find myself wanting to please him even though he’s not my Master. I decide to go without a bra and drop all my clothes in the hamper next to the tub.

  I start with the panties, slightly unnerved by my reaction to them. As soon as they’re in place, wetness gathers between my legs. If it weren’t for the fact that I personally know two littles and I’ve seen several others at Surrender, I would think something was terribly wrong with me.

  This entire kink feels naughty and taboo, and I love it. I tug the dress I’ve chosen over my head and then stare at my reflection in the mirror behind the door. The dress is pale blue. The top has short poufy sleeves and a poufy section that covers my breasts. The neck is rounded with little eyelets along the edge that match the seam of the sleeves. It gathers under my chest and flows out fuller from there.

  The material is thin and soft, and it strokes my nipples every time I move. I suck in a breath as I shimmy, giggling at how free I feel as my nipples stiffen. I’m beginning to understand how distracting it will be to go without a bra. My loose breasts are going to jiggle when I move.

  I smooth my hands down the front, acknowledging what I already suspected. It’s short. Only a few inches below my butt. If I spin really fast, I bet my panties will show. And to prove my point, I do so, heat rising on my face as I catch a glimpse of my panties and even my belly in the mirror.

  I’m not sure what to do with my hair, so I open a few drawers and find ribbons and bows and hairbands. I grab a comb, part my hair down the middle, and then gather one side in a pigtail behind my ear. I tie a pale blue ribbon around it when I’m finished and then repeat the same thing on the other side.

  I’m worried about the time, so I rush back into the bedroom and glance at the clock. I have five minutes left, and the last thing I want to do is find out what happens if I’m late. Not on my first evening. I sit on the vanity chair to put on a pair of ruffled socks and then choose the white Mary Janes. There is no time to dwell on this situation further. I have to find my Masters.

  Chapter 8

  Master Quinten

  After giving Grayson a tour of the rest of the house, we step into my office and sit across from one another. It seems prudent for us to talk without Josie present.

  Grayson is exactly how I remember him from our interaction a year ago. He’s protective of Josie and firm, but now that he’s alone with me, he’s slightly nervous and uncertain. It’s beguiling. On more than one occasion as I’d led him around the house, I’d wanted to grab his wrists, lift them over his head, and press him against the nearest wall. How would he have reacted?

  I can imagine his breath hitching, his eyes popping open in surprise. I wonder if he’s just as adamant that he’s not a switch today as he was a year ago?

  If I could get him into that sort of position, would his cock stiffen between us?

  I swallow my thoughts. I can’t jump this man. He’s given me no indication he would appreciate the gesture. And besides, this weekend isn’t about me tempting Grayson with my hunch. I need to be careful or Josie might catch on to the fact that I’m turned on by her Dom. I need to treat them both equally. It won’t be a hardship since I’m confident Josie is going to knock me on my ass
when she shows up.

  I don’t doubt Grayson is a good Dominant, but there’s more to him than that, if only he would let his guard down and explore. Open his mind to the possibilities.

  I won’t be telling him any of my suspicions yet. Not this early in the weekend. I’d like him to come to some conclusions on his own.

  And what the hell am I going to do when he finally turns to me? I can already picture the look in his eyes as they roll back in his head, his lips parted, his hands fisted at his sides.

  I’m a cocky bastard. He may have denied me that evening in the club a year ago, but this man is not going to be able to keep himself in check for an entire weekend in my home. Eventually, he’s going to crack around the edges.

  I don’t think he has any idea how submissive he is with me. I doubt Josie recognizes it, either. It’s subtle. The way he glances at me for approval. The way he lets me lead him around, always a step behind me. The way he glances down sometimes when I speak to him, not holding my gaze.

  We aren’t equals. He just isn’t fully aware of that yet, and I intend to take my time and tread carefully after the conversation I had with him last year.

  “I’m not a sub.”

  “You’re sure about that?”

  “Certain.”

  I’ve never forgotten the way his throat bobbed as he swallowed. His hands were shaking. He’d been embarrassed that I’d called him out for watching me dominate another submissive.

  I’d been hard as a rock as I’d walked away.

  On top of that observation, I wonder how many men he’s been with. I’m confident he’s been with at least one, but I could be wrong.

  I cross one leg over the other and lean my chin on my palm, watching Grayson as he plants his palms on his thighs and rubs them up and down. He has something to say, and I wait while he opens his mouth several times and then closes it.

  Finally, he clears his throat. “Would it be weird if I asked you to dominate Josie? Seems like she would get more out of it, and I could observe.”