Saoirse, the 23 year old Executive Assistant

Out of the corner of my eye I see a pop-up on my computer screen. A message notification. The sender and the salutation are enough to catch my interest, so I open it to read the full thing

Saoirse O’Clery - Miss Quill, I would like to meet with you to discuss a private matter. If you are available, please join me in the C-Suite conference room at your earliest convenience.

My eyebrows rise, for more than one reason. This is the first time Saoirse has reached out to me directly. She’s one of the younger employees at the office, a quiet and reserved woman who works as an Executive Assistant on the top floor. I’ve run into her a couple of times, and each time something has drawn me to her. Something more than her pretty face and gentle brogue. Something I can’t quite put my finger on.

And of course, her addressing me as “Miss” on a day like today tickles me in a way that I can’t ignore. I make up my mind and tap out a quick response.

Kellan Quill - I’d love to, Miss O’Clery. I’ll see you presently.

“Hey Sally, looks like they need me on the top floor. Something important. I’d better get going.”

My work wife looks at me incredulously. “They need you? And you’re going up there dressed like that?”

I smile. “I think the outfit might work to my advantage for this meeting.”

Sally’s incredulous gape morphs into an incredulous smile. “Aaaahhhh, okay. Okay. Well, try to get some raises for the rest of us while you’re under that big fancy desk. Good luck, slut!”

I laugh as I walk away from my desk and back to the lobby to grab an elevator to the top floor. As soon as I step off I notice the difference in sound, smell, the very quality of the air. This is no place for peasants, which makes me feel even more adventurous as I cross the exceptionally clean lobby to the frosted glass doors of the executive conference room. There’s no one else around right now, as all the brass and their assistants are no doubt busy with their morning meetings. I wonder how Saoirse managed to reserve the main conference room.

Perks to being the CEO’s assistant, I guess.

I gently knock on the door before opening it and stepping inside. The room is so big it makes the enormous black conference table in its center seem small by comparison. The opposite wall is floor-to-ceiling windows, showing how we tower over all the other buildings in the corporate park, the cluster of skyscrapers in downtown Seattle looming on the horizon. Saoirse is looking out that window, dressed conservatively in a knee length grey skirt and white button-up, her wavy brown hair primly done up in a tight bun. Without turning she motions with her hand and softly speaks. “Lock the door behind you, please.”

My curiosity rises along with my heartrate. The unfamiliar environment and my unrequited attraction to this young woman have me feeling uncharacteristically flustered. I follow her instructions, and when the sound of the latch snaps through the large room I see her shoulders visibly relax.

She starts to turn as I take another step into the room. “Thank you for joining me on such short notice Miss…” Her eyes are the color of a clear sky at twilight, and they widen when she sees me. “Mister Quill. My apologies. I had thought… I had hoped…”

“You were hoping to see Kelly?” I keep my voice calm and warm and free of the hunger and curiosity burning in my chest.

She takes a deep breath and gives me the smallest of nods. I accept her invitation and take a seat at the corner of the table. After a moment’s hesitation, she takes a seat next to me. “I’m afraid I’m not sure what to say… now.” She looks down at her small hands folded on the table, then shyly meets my gaze. “Pardon my asking, but… when you talk about Kelly… is she… another person? Like… are you…”

I put one hand on hers, causing her to sharply draw breath. “She’s me. Kelly is just the name I use for the part of me who’s a woman. Today the man felt like being out in the world, so here I am.” I see the question in her lovely eyes, and decide to show her what I mean. Reaching down inside me, I invite the woman I am to come to the surface. “I’m always me all the time, there’s just too much of me to be all at once.” Her eyes widen as she takes in the subtle changes to my voice, my expression, the set of my shoulders. “Think of my body like a lens, it allows the world to peek inside my soul and see a little bit at a time.” I take a deep breath and let my womanness recede so the man I want to be right now can show again. “Does that make sense?”

Saoirse blinks at me and shakes her head disbelievingly, but she doesn’t pull her hands away. In fact, she seems to be drawing comfort from my touch. “How… how on earth did you do that just now? It’s like… you were different! Even with the beard and… everything… you were... a woman.”

I smile. “Practice, mostly. I’ve been fortunate enough to be able to live as myself for quite some time, now. I wasn’t always able to do that. For a long time I had to sort of… ride the wave. Just let my feelings lead me. I still do that, most of the time, but these days I can consciously decide what I show the world if I want to.”

She chuckles softly and looks away, her face rueful. “And here I am after all these years and I still don’t feel like I can…” she becomes quiet very suddenly and pulls her hands back into her lap.

I give her a moment, then ask “what is it, Saoirse?”

Another moment passes, and I track a long emotional journey playing out on her features. Finally, she settles on determination, and looks back into my eyes. “Well, I was hoping to speak with Kelly… with you as a woman, because… I admire you. I want to be like you. I want to know how I can… how I can be so confidently a woman, too.”

Ah, that’s why I’ve been so drawn to her. “Does anyone else know?”

She lets out a breath, tension draining from her body as she unconsciously realizes she doesn’t need to hide from me. “Only my parents. We moved to Seattle from Killarney when I was twelve years old. Before they started me in school here is when… is when I told them. And God bless them, they’ve been nothing but supportive ever since.” She wipes a single tear away with a sniff. “So everyone in school, at work, everyone in America has only ever known me as Saoirse. It’s been wonderful, in a way.”

“But not in every way?”

She reaches her hand back out and curls her fingers around mine. “It’s just… been hard to let people in. I’m honestly terrified of people learning the truth. It’s funny, back in Ireland I was scared people would find out I was a girl, here I’m scared of people finding out I’m not.”

“You are a girl, Saoirse.”

Her smile deepens, and her eyes flick to the hickies on my neck. Suddenly color rises in her cheeks and she looks away. “Was it a girl who gave you those?”

“Girls, actually.” The sight of her eyes getting wider makes me bold. “Girls like you.”

Her breath is shallow now. “Like… like me? You mean… oh my. I… I don’t know why that’s so… I just… I guess I just wouldn’t know.”

I pull the reins on my building aggression, wanting to be careful that I’m reading her correctly. “Wouldn’t know about what, Saoirse?”

Her eyes flicker away from mine, across my face, my body, down to her hands. After a shaky breath, she meets my gaze again. “About… about… being with… a man. A man like… you.”

“Have you wanted to be with a man, Saoirse?” My voice is soft, inviting her in with gentle welcoming strength.

“Very much.” The words leap out of her, and she shuts her mouth quickly, shocked at her own words. Seeing the acceptance in my eyes, she finds her courage. “Yes, but… it was so hard to get close to anyone. Impossible when I wouldn’t… couldn’t open up about… about who I am.” She looks down at her hands and laughs, soft sad bell chimes. “I was too afraid to let anyone really… really see me.”

“Do you want to see me, Saoirse?”

Her eyes snap back up, searching my face for something to be afraid of. I see the fear in her body but the deep blue pools of her eyes shine with desire. “I… what do you… yes. Yes, I want to see you, Kellan.”

I smile, my heart leaping at her growing bravery. “Alright, Saoirse.” I stand in front of her. “Just say when.”

I shrug off my green plaid, joined soon on the floor by my t-shirt. Saoirse’s eyes crawl hungrily across the softly defined muscles of my torso, and she says nothing as I kick off my sandals and slowly lower my jeans. In a moment I’m fully nude before her, feeling a thrill at my own brazenness as the cool air of the executive conference room caresses my skin.

I can see the tension in her. She’s holding herself back, but she doesn’t want to. “Saoirse?” After a few heartbeats she reluctantly tears her eyes away from my body to look into mine. “Do you want to do more than see?”

She sucks in a sharp breath, and I see her ready to shake her head no. Instead, she finds her resolve and stands, stepping towards me, reaching out a tentative hand to brush against my chest. Her fingers flinch back at first, but then both of her hands are on me, exploring me, soaking in my heat. She runs them across my chest, down my arms, reaches one hand up to play with the scruffy line of my jaw.

“This… this is…” I can hear the tremor, the hesitation, begin to drain from her voice. “I’ve only ever been… just touches in the dark, never too much. Never too far. I couldn’t let myself see someone else because I was too afraid to show them me. But oh, Kellan, how I wanted to, how I wanted…” Her voice is now filling up with something else. Courage, strength, desire. One hand runs down and across my hip and comes to my slowly stiffening cock. “I wanted this so terribly bad.”

I smile at her. “You can have what you want, Saoirse.”

She doesn’t look back at me, her eyes are fixated on the member in her hand. Her response is to sink slowly down to her knees, bringing her face level with my hardness. Breathing in through her nose, her eyes close as a look of bliss settles over her face. She uses her hand to rub me against her cheeks, over her forehead, down across her nose and to her soft lips. She plants gentle kisses up and down my length. Just before I think she’s about to take the next step, her eyes shoot open and she sits back on her heels, suddenly unable to look at me.

“What is it, Saoirse?”

Her voice is trembling again. “I… I just… this is so nice. You’re… so wonderful… so… I just can’t help thinking about… my own…” She takes a gulping breath. “You’re so handsome, so fucking sexy, and I’m… I have…”

I take her hand and pull her to her feet. “You have beauty, Saoirse.” I reach up to undo her bun, allowing her rich brown locks to fall, framing her loveliness. “Your face is gorgeous, and your sexy body…” I pull in a breath as one of my hands caresses her through her clothes. I can see in her eyes, she wants to believe me. “Can I show you?”

Her eyes widen in fear, but she quickly nods her assent. My hand slowly, gently caresses her cheek. Brushes her hair back past her ear, which I tickle with soft kisses. Unbuttoning and pulling off her shirt, my lips move down to her smooth shoulders. Her hands are active, moving up and down my arms and across my back, pausing only to allow me to pull off her bra. I lean down to kiss her stiff brown nipples, my hands unzipping and pulling down her skirt as she gasps in delight. Finally, I pull down her panties to reveal her pretty cock, stiff and springy and shining with precum.

I can feel the hesitation, see the anxious blush in her cheeks. Without pausing I use one hand to gently grasp her length, the other reaching up to caress a small soft breast while my lips find hers. I kiss her with intent, with urgency, with desire. My fingers delicately stroke the head of her cock, spreading her secretions all the way down to the base. She’s breathing hard through her nose, unwilling or unable to break our kiss. Her soft sharp moans let me know how much she’s enjoying my touch.

It’s time now. Without breaking our embrace, I slowly move us toward the window wall. I turn her in my arms and push her so she’s pressed up against the glass, causing a sharp draw of breath as the cool hard surface touches her sensitive nipples and straining cock. My body presses up behind her, covering her, surrounding her with my firm warmth. My hand that had been on her cock reaches down to find my own, mixing our precum together and slicking down my length. I use that same hand to stimulate the puckered ring nestled between her soft cheeks, and her breath stops.

“Are you ready, Saoirse? Are you ready to show your truest self to the world?”

She can’t speak, but I feel her slight nod as a tickle of the top of her head against my chin. I don’t make her wait. Gently pressing the slick head of my cock against her entrance, I slip inside, pushing firmly past the resistance of her formerly virgin asshole. Her joyful cry makes me smile and tingle with joy all over, and I rest partially inside her, allowing her to become accustomed to the sensation of being stretched. Soon, she’ll know what it’s like to be filled.

“Oh, Kellan… Kellan… please…” There’s something new in her voice. There’s no more hesitation, no restraint, just her. “Please make me a woman.” You’ve always been a woman, Saoirse. I leave the words unspoken, and instead answer with my body.

I’ve never fucked anyone so slowly, with such care. With every gentle thrust I push a little farther inside. Her body is pressed flat against the glass, her cock caught between the cool hard surface and the soft warm skin of her belly. Finding a steady rhythm, I sync my movements to the gasps and exclamations of wonder escaping her open mouth. I can feel her whole being relaxing and tensing, my body around her just as hers is around me. The world is spread out before us, and I can feel Saoirse let go of her fear as the building ecstasy leaves room for nothing else. She is fully and freely herself for everyone to see, and I get to be here with her, feeling that pure elemental joy of self-emancipation flooding through her.

Our shared orgasm almost can’t compare to that euphoric height. Almost. I can no longer hold myself back, and the intensity of my movements inside her push us both past the point of no return. Saoirse lets out a high singing note as her ass squeezes powerful jets from my cock. Her own throbbing member releases a flood between her torso and the glass, coating both surfaces with the residue of her newfound freedom.

Slowly, we sink down to the floor, my arms around her as I cradle her in my lap, both of us breathless. I gently cup her soft penis in my hand and kiss her neck, my own softening cock lovingly squeezed inside her by the aftershocks of her climax.

I speak warm and gentle into her ear. “Thank you for sharing that with me, Saoirse.”

With a surprising sure quickness she turns her head to face me, one hand coming up behind my head to pull my lips to hers. She pauses just before we make contact, and whispers the words “I have so much more to share with you” and then she devours me.