Pleasing Josie (Surrender Book 5)

by Becca Jameson

  I close my eyes. I haven’t thought about any of these details. I’ve been consumed with my own giant pile of issues. The list is long. I’m trying to come to grips with my submissive side. I’ve been watching the woman I love transform into someone I’ve never met who I’m extremely attracted to. I’ve been dominating her the only way I know how while stressing about doing it to her satisfaction. So, no. I haven’t thought about Monday.

  “I want you to take the clothes I’ve provided her. Maybe talk to Master Kellen and Josie and discuss options. Either way, you can also give her the choice to change into little clothing when you get home at night. Give her the space to be free to be herself.”

  I nod, but I’m stressed. She needs so much more than I can give her. She needs giggles and snuggles and baby talk. I can give her the freedom to be herself, but over the weekend, I’ve confirmed what I already knew. I’m not a Daddy.

  I have a question. “Speaking of clothes, do you keep your home set up for a little all the time? I mean, the room for a small girl. Why do you have it, Sir?”

  Master Quinten nods. “I keep the room itself for visitors who have littles. You’re not the first couple I’ve helped adjust to the lifestyle. I did, however, make several changes and additions this week to make Josie feel at home.”

  “Oh, right. Of course.”

  “Sometimes I have out-of-town guests who are little. Other times, I train people.”

  “Have you ever had your own little, Sir?” I’m beyond curious and he doesn’t seem to have secrets.

  “Yes. I’ve had three. The longest one was six months. I’ve never met a woman who was quite the perfect match for me. It always seemed more…doctor-patient, I guess. Like I was helping the woman find herself. None of them ever seemed like they were truly mine. It’s been a few years since I last had a little living here.”

  “Oh. You must be lonely,” I murmur before I can stop myself.

  Master Quinten smiles. “Not at all. I’ve been busy. I play at Surrender when I have time, but most of the time, I’m working. With this upcoming book tour, I’ll be busier than ever. That wouldn’t be fair to any submissive, so I’m buried in my work right now and not looking for anyone permanent.”

  I stare at him while he repeats this memorized message yet again. He doesn’t meet my gaze. He’s lying. I know he is. Why?

  It’s infuriating. I want to scream. It feels like a personal affront. Does he think I’m an idiot? It fucking hurts.

  I also understand his predicament. There is a lot on his plate. I actually feel sorry for him. He must be lonely, but I can’t help but think he’s limiting himself. He’s an amazing Dom, Master, and Daddy. He’s missing out on life while he works long hours.

  Part of me wants to point this out. Part of me wants to shout at him that he’s perfect for me. For Josie, too. I want to shake him and force him to see that we need him. But I won’t. I won’t humiliate myself like that. He’s made it clear we’re only welcome in his life for this weekend. Nothing more.

  Maybe he’s just an amazing actor and has no interest in either of us beyond helping us find ourselves. Is it possible?

  No. I refuse to believe that. It’s impossible. I can’t reconcile that with the man who took me over his knee and spanked me, or the man who washed my body and gave me a handjob in the shower. I can’t believe he doesn’t have feelings for Josie, either. He cares for her like she’s precious. He’s gone out of his way to intimately shave her, cook for her, rock her world.

  None of that matters, though. What matters is that he has dug his feet in and insisted he isn’t available. If either Josie or I continue to pressure him, we’re liable to make complete fools of ourselves. We have no choice but to accept his demand and find a way to make our new realizations work for us.

  Master Quinten stands. “Come on, Grayson. Let’s get you to bed. It’s been a long day. You need some sleep.”

  I rise and put the cushion back in its place before following Master Quinten into the house and up to my room. Like last night, he enters without hesitation and leads me into the attached bathroom.

  He angles me so that I’m facing the mirror and then sets his hands on my biceps, looking at my reflection over my shoulder. “You won’t be someone’s sub when you leave here, Grayson. That’s why you need to fill that void at the club. Don’t let yourself spend all your time dominating Josie without getting what you need, too. For the time being, find someone to parent Josie while you’re at Surrender and find someone who can dominate you. It will help ease the stress until you two find the perfect Master to command you both.”

  I blink at his reflection. I’m listening to him, but a great deal of my attention is on his huge hands that are sliding up and down my biceps. The rumble of his voice against me is soothing even though I don’t care for the words.

  Chapter 23

  Master Quinten

  I should leave this room right now. Walk out the door and close it. Leave Grayson to think and sleep. But I can’t stand the idea of never having the chance to touch him like this again, and he’s so pliant under my hand.

  As a professional, I still want to continue to help him grow. He’s not fully convinced he can submit, especially not to someone else. I wince inwardly at the thought of him submitting to another man, but stuff that reaction to the side.

  Grayson needs me right now. The professional me who can help him relax and submit. Maybe that’s just an excuse, but I don’t give a fuck. I need him too.

  He has come a long way toward accepting his submissive side since he arrived. It’s sweet and satisfying. I love knowing I’ve helped someone get in touch with their inner kink, even if it is a new kink. And even if I do have to let them go like butterflies.

  Damn, this man makes me hard. He’s so fucking adorable when he trembles against me. He’s equally as attractive when he commands his own submissive. But that’s not where we’re at right now. We’re alone, and I’m not going to pass up the opportunity to ravage him one more time.

  I slide my palms to his hips, my gaze pinned to his in the mirror. “Set your hands on the counter, babe.”

  He’s shaking as he obeys me, but he manages.

  I slide my fingers under his shirt and up his belly, gathering the cotton as I go.

  His breath hitches when I tug the shirt over his head and then slide it down his arms.

  He starts to lift his hands.

  “Don’t move.” I twist his shirt around his wrists and tie the bulk of it into a knot between his hands, giving him the illusion of bondage.

  His lips part and I silence him with a shake of my head before I explore the planes of his chest and back and shoulders. I watch his cock as it lengthens behind the denim barrier.

  He’s panting by the time I reach for the button on his jeans and undo it before lowering the zipper. His cock pops free behind cotton boxers as I pull both underwear and denim down his legs. I hate that I have to break eye contact, but I must squat behind him to remove his shoes and the rest of his clothing, leaving him gloriously naked.

  As I stand, my hands trail up his legs, goosebumps rising in their wake.

  Desperate to have more of him, I mold my fingers to his thighs and then his hips. His cock bobs free, every gorgeous inch of it smooth and silky and hard.

  I grab his hips and tug. “Step back a few inches, babe. Bend at the waist. Put your elbows on the counter.”

  He obeys me with far less of a fight than he would have when he arrived.

  I open the bottom drawer of the vanity and pull out a bottle of lube and a good-sized plug.

  Grayson whimpers, clenching his butt cheeks. “Sir…”

  I squirt some of the lube onto my fingers and set them against his tight hole, meeting his gaze again while I rub the sensitive entrance. He looks a bit panicked. “Have you ever had a plug inside you before, Grayson?”

  “No, Sir,” he whispers.

  “It’s like anything else. You shouldn’t plug Josie if you haven’t experienced
it yourself.”

  His lips part, but he doesn’t speak. It’s possible he has no intention of plugging Josie in the same way he has no intention of spanking her.

  I tap his entrance, needing to confirm one more thing. “Has anyone had their cock inside you, babe?”

  “No, Sir,” he breathes, squeezing his eyes closed as if this admission embarrasses him. “Just your thumb, last night.”

  I close my eyes, too, trying to control my reaction. It’s ridiculous that I’m so pleased, and even more absurd that I badly want to be the first man inside him. I won’t. That wouldn’t be fair. But I will play. “Okay. Just relax.” I breach his hole with one finger as I speak, enjoying the hitch in his breath and the way he lifts onto his toes. “That’s it. Relax. Let me in.” I push my finger in deep and then slide it back and add a second.

  The soft mewl he emits makes me fight against a smile. God, he’s fantastic when he lets himself submit. I feel bad that he’s gone thirty-two years insisting he is strictly a Dom. He needs this side of himself, too.

  When he stops fighting me, his breaths picking up speed, his body rocking gently, I remove my fingers and reach for the plug.

  He whimpers. “That’s much larger than what you used in Josie, Sir.”

  I chuckle. “Her bottom is smaller than yours, babe. Trust me. You can do this.” I apply more lube to the tip of the plug and settle it against his tight hole.

  He clenches again, and I say nothing as I tease him with the bulb. He’s right. It is larger than the ones I’ve used on Josie so far, but it’s still small. It won’t hurt him. It will only help heighten his arousal. He has no idea yet how fucking good it feels to orgasm with something like this inside his ass.

  I shove the desire to put my cock inside him to the dark corner of my mind. There are so many reasons I can’t take Grayson’s virgin ass.

  For one, it should be someone he’s in a serious relationship with. For two, I fear he might cling to me even more if I create that kind of bond between us. And finally, though I’m loath to admit it, I know it would be even harder for me to let him go after I’ve been inside him. Not gonna happen.

  “Deep breath…”

  He draws in oxygen, and I push the plug into place without dragging out the suspense.

  He sucks in a sharp breath and drops his forehead down to rest on the T-shirt stretched between his hands. “Jesus. That’s…”

  I set a hand on his lower back and then twist the base of the plug. This one is a short, black rubber plug with a medium-sized neck that will leave Grayson feeling stretched.

  He squirms, a low moan coming from his mouth.

  “You’re doing great, babe.” I reach around his hips and wrap my fingers around his cock. It’s extremely hard, which tells me all I need to know. The tip is leaking precome, and I swipe over it with my fingers.

  Grayson’s hips sway back and forth.

  “You okay, babe?”

  “Yeah,” he murmurs.

  I squeeze his cock hard and hold it. “Is that an appropriate way to speak to me?”

  He groans. “No, Sir. Sorry, Sir.”

  I resume stroking his cock, harder and faster. I know he needs to come. He’s been hard for a while. I won’t make him wait. The plug will help push him over the edge. He can deny it all he wants, but I know from experience that a well-chosen anal plug can make a man reach orgasm in seconds.

  His breaths are coming in sharp, quick bursts. He arches his back. His elbows are pressing into the counter. “Oh, God…”

  “Come for me, Grayson,” I demand.

  Within seconds he gets his release, his semen shooting onto the cabinet door.

  I’m beyond humbled to have watched Grayson experience this kind of ecstasy for the first time. His mind will be blown again the first time he lets a man inside his rectum.

  A wave of guilt consumes me. I had no right even creating this experience with him. He’s not mine. This tight hole is not mine to play with. What have I proven except that it feels fucking good? Other than that all I’ve done is make my own chest ache more since I’ll never be able to erase the look on his face when he came for me with my plug in his ass.

  Chapter 24

  Josie

  When I wake up, I immediately feel a sense of sadness. Today is my last day at Master Quinten’s. Today I will leave with Master Grayson and we will have to figure out a way to pick our way forward on our own.

  I realize we’ll have more tools to fall back on, making it easier to understand each other’s needs, but the same information we’ve gathered to make our relationship stronger could also break us in two.

  I snuggle deeper under the covers. I’m on my side, my knees drawn up high, Mr. Bear gripped against my chest. I’m warm. Content. Cozy. And filled with dread.

  When my bedroom door opens, I blink into the dim lighting to see both my Masters entering. Master Quinten smiles at me. “I thought I saw you wiggling around on the monitor, princess.” He heads for the blinds and opens them.

  Master Grayson comes to me and leans over to kiss me. “Morning.”

  I wonder if he feels weird about not sleeping with me. We’ve slept together for a year. It’s strange that I’ve slept in a different room for two nights. I think I’ve benefited from having those hours to myself, though. I slept hard both nights. It’s not like I was lacking in sex before being tucked into bed.

  “I need to take a phone call for work this morning, Josie. Master Quinten is going to get you dressed and feed you breakfast. Be a good girl and do as you’re told, okay?”

  “Yes, Sir.” I roll onto my back and stretch out, still clutching Mr. Bear.

  Master Grayson kisses my forehead and then leaves the room. I can’t help feeling like he’s making up the phone call to give me more time with Master Quinten, and that’s okay.

  Master Quinten sits on the edge of my bed and pulls the blankets down.

  I giggle and release Mr. Bear as Master Quinten palms my belly and strokes my skin. My nightie has ridden up above my waist, exposing me.

  Master Quinten grabs the nighty and lifts it over my head, tossing it to the side. While my hands are still above my head, he clasps them and presses them into the mattress. “I think you’re even more beautiful today than you were yesterday, Josie.” His voice is reverent.

  I squirm at his words, my body tingling all over.

  “I want to reward you for being such a good girl this weekend. Would you like me to secure your wrists, or can you keep them above your head?”

  I lick my lips. “Secure them, Sir.” I love being restrained. I always have. It heightens my arousal through the roof.

  “I thought you might choose restraint.” He smiles, pats my cheek, and then rises to pad across the room. He enters my bathroom, and when he returns, he’s holding two long pink ribbons.

  My heart is beating faster as he secures my wrists together to the far corner bedpost.

  I whimper when he tugs my body diagonal across the bed, straightening my arms and making me hyper-aware of my nudity and vulnerability—the very things that make me so horny.

  He parts my legs and presses my knees wide before circling my nipples with his fingertips.

  I arch my chest, needing more contact, and then I gasp when he suddenly pinches both tips.

  “Gorgeous. You’re so pretty when you writhe with need, princess.”

  I love it, too. And he’s making me lose my mind with lust.

  Master Quinten leans over my body and sucks one of my nipples into his mouth.

  Wetness leaks from my pussy, and I hope he won’t torment me for long, though I know better than to beg. Instead, I let my eyes flutter closed and visualize him doing all sorts of kinky things to me. My mind flits around to various scenarios. Master Quinten spanking me, tapping against a plug in my bottom, tickling under my breasts.

  I’m tingling all over when my mind switches to flashes of Master Grayson. He’s suckling my clit. Thrusting his cock into me. Flipping me over and taking
me from behind.

  I gasp when I realize how very different my visions of each man are. I’m Master Grayson’s submissive. I’m Master Quinten’s little.

  As if he’s read my mind, Master Quinten suddenly flips me onto my belly. He parts my knees, nudging them wide open. My bottom is in the air, my torso flat on the bed.

  He stands and sets his palm on my bottom. “I’m going to spank you for pleasure, princess. As a reward. Not a punishment.”

  I squirm. I need his palm on me so badly that I’m whimpering. And then I’m so relieved when he sets a palm on the small of my back and spanks me right at the juncture of my thighs and my bottom. Instantly, my pussy comes fully to life, wetness pooling at the entrance, my clit swelling from the vibrations.

  He does it again. And then again. I can’t catch my breath in between swats, and I’m going to come.

  I squeeze my eyes closed and curl my toes under as he spanks me over and over, fast and low and so deliciously. Without warning, I’m right on the edge, and that’s when he thrusts his fingers into my channel and starts pumping in and out of me. His thumb hits my clit over and over, while I lift my forehead and toes off the bed.

  The world is spinning out of control, and I’m swirling down, down, down, until finally, I fall through the bottom of the funnel, and the only thing I know is sheer bliss. My pussy pulses around Master Quinten’s fingers. My clit throbbing. I’m not sure anything compares to an orgasm brought on by spanking, and all I can think about as I float back to Earth is that I’m so glad he has given me this experience again this morning.

  Master Quinten eases his fingers out of me, unties my wrists, and helps me collapse onto my side. For a long time, I remain like this, while he shuffles into the bathroom and then returns with a wet washcloth. I’m scared. Afraid of leaving here today and never again feeling the sensation I have when I’m with Master Quinten.

  I’m also worried that whatever I share with Master Grayson is precariously close to ending. We’re so good together, and I love him, and yet... Is it enough anymore? Will we be able to survive this upheaval we’re going through?