Little Black Book (LBB) is a series of erotica, based on real femdom stories from Mistress Maisie Wilder’s decade of Dominant sexploration. Names have been changed, and minor details may be fictionalized for privacy, but everything else (and everything good) is 100% true. Enjoy your peek behind the curtain into a Domme’s real lifestyle fun.
A dozen emails deep in the backseat of my Uber, I am suddenly jolted back into the real world when the smooth county road transitions into the pebbled private drive that tells me we have turned onto Marina’s property. I hadn’t noticed the forty-five minute drive, but here I was, just minutes from my destination. I power down my phone, using the long driveway as an opportunity to gather myself before I arrive at her front door. As the car glides past her barn, I scan the assortment of vehicles parked haphazardly on the paddock that has been left in disuse ever since Marina’s beloved gelding, Echo, passed away the autumn before last. As we pull past, I conclude that Jack has yet to arrive. The car pulls to a gravelly stop as I gather my purse and bag, giving the backseat a quick glance over to make sure I haven’t forgotten anything, before exiting into the cool October evening. Checking my watch, I realize I have arrived about ten minutes before I’d planned to meet Jack, so I decide to wait outside on one of the massive stone benches that flank either side of Marina’s entryway.
A few minutes, and half a cigarette later, I see Jack’s black Subaru appear at the other end of the drive. He parks near the barn along with the rest of tonight’s crowd, and begins making his way towards the house. Jack has arrived directly from work, still in his tailored navy suit and the easy confidence he wears with it. I chuckle to myself, knowing how quickly both will be shed. He has gotten close enough to recognize me waiting outside, and I see the boyish grin appear on his face as his demeanor shifts out of his work facade and into the nervous and eager plaything I know so well. He closes the gap between us with a slight jog and greets me with a breathy “Good evening Mistress!” I smile at his excitement – I know he has been waiting months for this night, and I find the sincerity behind his enthusiasm endearing. But of course, I can’t resist toying with him, just a little. I pull him in by the lapel of his coat and wrap my arms around his neck in a hug, and he cautiously slips his toned arms around My waist in response. I know his brain is already beginning to short circuit at the unexpected touch, so I make a point to press my body into his, simultaneously running my fingers though his hair, careful to ensure my nails softly graze the nape of his neck, eliciting goosebumps. I go up onto my tiptoes to whisper in his ear- “I am going to have so much fun with you tonight.” Then pull away, and in doing so let my lips delicately brush his earlobe, and a tiny groan escapes him. I laugh a little looking up at his blushing cheeks, enjoying knowing that my momentary teasing has probably already made his chastity cage tighter. It’s just so amusing to rile him up, and so easy, how could I resist? I take his hand and he trails behind me as I push open the dramatic wooden door and step into Marina’s grand foyer.
The home is already buzzing as we enter. The cozy warmth welcomes us in and I hear the sounds of different players melting into the sultry bass of the evening’s playlist. Jack and I quickly deposit our outermost layers in the coat closet before heading into the front guest room, which has always doubled as a dressing area for partygoers. I slink out of my street clothes, a silk camisole and leather skirt combo that I would’ve reconsidered had I bothered to check the weather. Opening my bag, I retrieve and begin to wrap myself up in a devilishly complicated lingerie set. I take a seat on the guest bed and watch as Jack sheds his corporate costume and methodically hangs his suit and tie in the travel bag he brought along. As I fish out my favorite heels, he takes the pile of clothes I have unceremoniously left on the floor, and carefully folds them and places them in my leather weekender. I smile at this, because he doesn’t even need to be told. Once my previous outfit has been safely stored, Jack takes a knee and gingerly fastens the buckle on the strap of each of my heels. Now that he has been stripped down to nothing but his cage and collar, his awkward nervousness has become palpable. He stands and offers me a hand as I do the same, and I take a moment to check in. He grins sheepishly and assures me he’s fine- “It’s just jitters.” I nod and open the door and we head out into the party together.
Marina has been hosting these parties for a few years now. Her home is sprawling, with plenty of rooms for players to spread out and enjoy. I can never remember where her money comes from, only that she certainly has a lot of it, and her parties have always felt like a luxury dungeon and a sexy speakeasy rolled into one. I head towards the main living room, with Jack following a few steps behind me. I scan the room, smiling a greeting at several friends, and laughing as I notice my close friend Elise offer an attempt at a wave while strapped to a St. Andrew’s Cross. She’s exchanging laughs with another switchy girl who’s name I don’t recall, and she appears to be getting tickled with some kind of devious feather-coated thing. Marina isn’t in the living room, so we head to the dining room which has been converted into a quasi-bar for the evening, complete with an acquaintance of mine in a leather pup hood playing bartender for the night. He hands me my drink, I offer him a silly head scratch, and Jack trails behind me as I head out the french doors to the back courtyard pool.
At last I locate our eternal hostess, and I head over to greet Marina, gushing over the couple new furnishings I’ve noticed she’s added since last month’s party. Jack chimes in, echoing my admiration, and after a few minutes as the conversation lulls, I glance around the poolside, nodding a hello to the other guests I know, and blowing a kiss to a friend I see flirting with someone I don’t recognize in the hot tub. Aware of the night’s chill, and Jack’s lack of attire, I signal to him that the mingling is over and it is time to head indoors, and smile at the relief I see on his face. We make our way back inside, skirting around some of the play beginning to unfold in the common rooms we traipse through on our way to the stairwell. I’ve staked a claim on one of the back bedrooms on the upper floor, and Marina graciously allowed Jack to bring by and set up My bench cage in said room earlier this week. As I reach the top of the stairs, I notice Jack in my peripheral vision, fidgeting nervously. I take his hand and pull him in for a kiss. He relaxes into me, and I feel some of his jitters fade into the background. “Still doing okay?” I ask. “Yeah”, he replies with a sheepish grin. “It’s good nerves.” I smile in response, and we head down the hall.
Once in the bedroom, I double check that everything is in place, and Jack dutifully crouches and crawls into his cage. Once he is situated and “comfortable”, I close the cage door in his goofy grinning face, and lock it. I take a seat on the supple leather bench top, taking a moment to finish the last of my drink while I turn my phone back on to check for anything from Benjamin. Fortunately, as soon as I open my messaging app I see his name at the top of the screen, letting me know he is about fifteen minutes out. I check the time and see the message is about ten minutes old. I quickly power my phone back down, and exit the bedroom, leaving Jack to wait anticipatorily in his cage.
I’ve been seeing Ben for a couple months now, but this is his first time at one of Marina’s parties, and I want to ensure he’s not wandering around her massive estate like a little lost puppy. As I head back downstairs, I survey the room – no Ben. I take a few minutes to check around the other rooms and the backyard before concluding he has not yet actually arrived. I make a momentary stop at the front closet to retrieve my coat, and then pull the heavy wooden door open as I am greeted by a rush of chilly air. I light another cigarette as I step outside and approach the grassy bit of pasture that is now nearly filled with guests’ vehicles, and I begin searching for Benjamin’s Audi in the conglomeration of cars. After a moment or two, I spy a familiar shape seemingly rustling around the backseat of his car. I grin to myself, crush my cigarette into the gravel with the platform of my heel, and then scurry up behind him, grabbing him at the waist and spooking him into a startled yelp. He spins around as I break into laughter, and the surprise on his face quickly shifts to realization before just as quickly being taken over by a devilish grin of his own. “Really, Maisie??” he laughs as he lunges towards me, intent on revenge. I let out a shriek as he grabs my waist – he knows how ticklish I am. He ignores my cries of “No no no no no”s, moments of faux-protest in between giggles, and then picks me up and spins me around while our mutual laughter peals through the night air. When he sets me back down, we are both gasping and giggling, and before either of us has a chance to catch our breath, I pull him in for a kiss between smiles. Benjamin and I have known each other since high school, which is why we still act like silly flirty kids at times. “You’re the worst”, he jokes as our kiss comes to a close. “Oh please,” I reply with a grin, “You can’t get enough of me, you’re obsessed!” He laughs, “You’re not wrong there”, and kisses me once more before taking my hand as we head towards the house.
Once the heavy entryway door thuds closed behind us and we are at last safe from the evening chill, I shed my coat for the second time and grin as Ben’s eyes widen at his first glimpse of what I’m wearing (or not wearing) underneath. He has just remembered what he’s here for tonight, and the vibe has quickly shifted from silly and flirty to hot and heavy with anticipation. His coat joins mine in the closet, and we float over to the “bar” to snag a couple drinks before we make our way to the living room, where I can hear Marina and a few others laughing and chatting as they play what sounds suspiciously like strip poker. The state of undress I witness as we enter the room confirms my suspicions, so I make quick work of introducing Marina to Ben, before nudging him towards the staircase. I make my way upstairs with Ben barely a step behind. As I reach the upper hallway, I slow my pace, and Ben summits the stairway mere seconds later. The air has become thick with desire. Ben and I have always enjoyed electric chemistry, and I know he has been looking forward to this night for a while, as have I. He is next to me now, as we begin making our way down the long hall. I am hyper aware of his body mere inches from mine, and in an instant, I turn towards him, the energy between us reaching a crescendo. I pull him towards me and his mouth is on mine, kissing me so deeply my head goes dizzy. He presses his body into mine, pinning my back against the wall, and I can feel how desperate he is for me and he kisses his way down my neck and across my clavicle.
I haven’t forgotten poor Jack waiting patiently in his cage down the hall, so before I let us go too far, I push Ben away just a touch, and gesture towards the bedroom where our boy is waiting. He understands immediately, and we scurry breathlessly down the hall, barely able to make it. The second we cross the threshold into the bedroom, there is no more waiting. We are kissing again, hungry for each other in the most primal way, and the need is tangible. I am faintly aware of Jack moving around in his cage, but my ability to think is quickly being overrun with nothing but pure undiluted desire. I stumble backwards towards the bench, pulling Ben along with me by the tie somehow still knotted at his throat despite his trousers already being missing in action.
As soon as I feel the leather of the bench at the back of my legs, I sit, yanking Ben down to his knees, between my legs, as I pull off the ridiculous tie and he fumbles with the buttons of his shirt in between ever-more-desperate kisses. I pull my fancy strappy bra off over my head like I’m ripping off a ratty t-shirt, and lock lips with Ben once more as I recline back against the leather bench. He kisses down my neck again, trailing his hands down my body. He presses kisses all over my stomach and I let out a breathy moan as I feel his fingers slip inside me. He wraps his other arm around my upper thigh and pulls my body closer to the edge of the bench as he settles back onto his knees, leaving a path of kisses down my lower stomach before pausing, fingers still inside me, mouth lingering just above my pussy to where I can feel the warmth of his breath teasing me. I drag the toe of my heel up his inner thigh before resting the weight of my platform against his balls, triggering a soft groan from him. We make eye contact, a wordless check in, and then his tongue is against my clit and I arch myself into his mouth, aching for more. He continues to eat my pussy, his tongue expertly dancing between my lips as his fingertips press against my G-spot. I let out another soft moan, and press his balls ever-so-lightly with the toe of my heel, the pressure and pain acting as our personal code for “yes”.
With one hand I reach down and run my fingers through his hair, gasping in pleasure as he begins to suck my clit. I reach my other hand over the bench edge, tapping at the bars of the cage to get Jack’s attention. He shuffles in the cage until he gets into the right position and is able to rest his head against the cool steel bars of the cage. I can feel his body heat contrasting against the chill of the metal. Ben has both arms wrapped around my thighs now, and his hand is applying soft pressure to my lower stomach as his fingers and tongue send waves of pleasure throughout my body. With Jack’s head against the cage, I can reach him now, and I grab him by hair at the crown of his head, pulling him face first into the hard bars. The sound that escapes him is beyond delicious. I press my toe into Ben’s balls again and evoke a similar expression of pleasure. Ben is so good at pleasing me, and as I feel his tongue flick deftly across my clit as the pressure from his fingers against my G-spot increases, my breath and my moans both becoming more rapid, and I feel my clit throb with pleasure as I get closer and closer to climax, I tighten my grip on Jack’s hair, he moans, Ben presses into me even more, and then suddenly, waves of ecstasy overcome me and the floodgates burst.
Both of my boys are panting now, and Ben is murmuring proclamations of love as he leaks onto the floor beneath my heels. After a few moments of shakily catching our breath, Ben rises from his knees and takes My hand as I move to stand up. He grabs two of the small white towels from my bag, one for himself, the other for me, which he delivers with a kiss, causing Jack to let out a little desperate whine. We both laugh at this, my at my poor little cuck stuck in his cage, and as Ben returns to my bag in search of my robe, I grab the key off the nearby side table, and unlock Jack’s cage. He crawls toward the cage door, and he’s shaking with anticipation as he catches sight of the mess of cum that Ben and I have left on the hardwood floor. He squirms with excitement before beginning to lick it up, making quick work of cleaning it up. Ben hands me my robe and takes a moment to wipe down the leather bench top giving me a space to take a seat while I drink some water. Jack is focused on his role of the evening, and as I notice him nearing the end up cleaning up, I nudge his back with my heel. He turns, still on his knees, and I gesture to him with my foot. He looks down and notices – Ben’s cum has gotten all over the heel I’d used to tease his balls. Jack’s eyes widen more than I’d have thought possible, and he bows his head and begins to slowly lick the leather at the front of my heel. I smile once more, because this will be the highlight of his evening – worshipping my heel with his tongue as he cleans up Ben’s cum. I lift my foot slightly so he is able to lick the very bottom of the shoe, and he closes his eyes in sheer bliss as he does so. Ben laughs a little, and then exits the room to grab us some waters from downstairs.
I lie back against the bench, flush with satisfaction at how the night has turned out. Jack continues to lick my heel clean, ensuring there is not a drop left behind, and I sigh happily, elated that the evening we’d planned for months had gone so perfectly. In a few minutes, Ben returns, just as Jack is finishing up. I stand so my boys can push the bench up against the side wall while I drink my water, and head down the hall to freshen up. When I return, Jack and Ben are in the guest bed awaiting me. I crawl in between them both, and curl up, resting my head on Jack’s taut shoulder as Ben plays big spoon from the other side. It doesn’t get better than a night like this.