by Katy Kaylee
I shook my head, trying to think of what to say. But for much as I had built up walls all my life, I had never been much of a liar. In such an uncomfortable situation, what was better than the truth?
“I, uh, I keep getting really nervous because I’ve never done this before.”
He leaned in, his thumb pressing against my lip and pulling the bottom one down ever so slightly. “I think I might be a bit alarmed if you made a habit of kissing your boss in their office.”
I shook my head, trying to find the words. But I didn’t really talk about that kind of stuff very often, so my normally quick wit was flagging quite a bit. “No, I mean any of it.”
His hand slowly glided up one of my legs that was still wrapped around his waist. I could feel him pressing into me, and by him, I mostly meant his erection. It felt far too large and it was distracting me more than I would like to admit. “All of it?” he murmured, his lips dipping towards my ear to whisper. “Do you mean an office romance? Or just that I’m older?”
“No, I mean…I mean, all of the above!”
He chuckled lightly which only made me feel that much more embarrassed. He still didn’t get it. He thought I was joking, or just worried because he was my employer. He didn’t get that I-
Suddenly his eyes widened, and he gave me an incredulous look. “Wait, by all of the above, you don’t mean…” He shook his head and laughed. “You’re making it sound like you’re a virgin.”
I swallowed harshly, looking up at him with wide eyes. I didn’t know what it was about my expression that convinced him, but it seemed to do the trick because he was suddenly stepping back and re-buttoning himself.
“You’re a virgin,” he repeated flatly, as if he wanted me to confirm.
I nodded slowly, feeling the worst. I had tricked him. I hadn’t meant to… but somehow, I couldn’t help but feel like I had. But I hadn’t planned any of it! I hadn’t even been looking for any sort of romance until he had suddenly kissed me, and my mind had gotten hooked on the elation he made me feel.
“I’m sorry…” I murmured, my heart aching.
He stepped forward once he was put together again, his hands coming up to either side of my face, his thumbs stoking my cheeks. “You have nothing to be sorry for. But I’m not going to have your first time bent over my desk like some sort of naughty secretary.” I watched his face color a bit at that. “Even if that’s pretty appealing.”
“Y-you don’t mind?”
He shrugged. “I want you. You want me. I’ll admit, I’m a bit surprised and I certainly wasn’t looking for the responsibility, but it doesn’t stop me from wanting you.”
My heart throbbed at the idea. I didn’t understand why he could want me so badly, but I was beginning to believe that he really was earnest in his affections. I didn’t think anyone could fake how he kissed me.
“I… I’m not sure I’m ready to lose my virginity yet.”
“That’s fair, although it’s surprising to me that you haven’t experimented at least a little. Are the people you went to college with blind, or just stupid?”
I blushed a bit. “There might have been people who were interested. I was just too busy.”
“Too busy for sex?” he repeated dubiously. “College is supposed to be the time where you have all the time for sex.”
“Well, I was busy trying to graduate early.”
“Right,” he pressed another kiss to me, this one much gentler. “Tell me, my little assistant, although you’re not sure if you’d like to go any farther physically, would you like to go on a date with me?”
“A date?” I parroted, sounding like an utter idiot.
But Mr. Fitzgerald just nodded, completely unjudging. I managed to nod slightly, and he chuckled.
“Alright then, Bev. What I need for you to do is go home and get ready to be taken out like a lady.”
Everything was going so fast and I had to wonder if the whole day was some sort of fever dream that I would wake up from with a wicked sleep hang over. But even with all of that going, I didn’t lose all of my sass.
“And what would a hardass of a boss like you know about treating someone like a lady.”
He caught my defiant chin between his thumb and ring finger, holding me still as he kissed me giddy yet again. “I think I’d rather show you than tell you, if you trust me.”
“If I trust you?”
He nodded, his eyes hooded and burning through me in a way that I couldn’t describe. “I don’t think I’ve had a chance to tell you this, but you look absolutely delicious like this.”
“D-delicious?”
He nodded, his hands on my thighs again and slowly sliding upwards, taking my skirt ever so slightly. “Do you think you’d like to let me have a little taste?”
But we’d already been kissing so I didn’t catch what he meant. Looking at him in puzzlement, I allowed him to pull my hips to the very edge of the desk while gently pushing my chest back until I was leaning on my elbows.
And then he started to kneel between my legs and suddenly, very suddenly, I got it.
“Oh, oh! You don’t have to!” I blurted, and I was sure that my entire face was absolutely crimson. But he just pressed a kiss to my stocking covered thigh before looking over my body at me.
“But I want to, if you’re ready.”
Oh.
Was I ready?
I didn’t know.
I was definitely scared, nerves piling in my belly, but God if I didn’t want him more than I wanted oxygen.
“I want to try,” I said finally, voice weak with desire and trepidation.
He nodded, face full of a hunger that made me feel like the sexiest woman on earth. “If you change your mind at all, let me know. You can change your mind.”
I nodded, forcing myself to breathe. “I know.”
“Good.”
Mr. Fitzgerald returned to the task at hand and time seemed to do something funny as I watched him press his face into one of my thick thighs, his lips almost feeling like they burned a brand there.
He worked his way up, hands caressing and lips gently pushing against me until I felt him reach the top of my stockings and where they were held by my utilitarian garter belt.
Normally lacy, frilly things for sex and looking nice, mine was a solid black one with thick clips that I used purely for my office outfits. I had known that I could always buy regular, over the waist stockings, but being fat and tall for a woman always left me with either a much too low crotch, or a crotch that sat there it was supposed to but the tights themselves were incredibly baggy.
But now, with possibly most handsome man I’d ever seen between my thighs, it was hard not to feel a bit self-conscious as he mouthed the skin above one stocking, and then the other, lightning seeming to crackle through me as his lips finally touched my flesh.
His hands moved upwards, pushing my skirt that final bit out of the way before his fingers danced along the waistband of my underwear. He bent forward, his nose gently brushing against my still-covered center and I was reminded so sharply of my dream from earlier that I was surprised I didn’t soak his face right then and there.
Was all of it really happening? Was I dreaming again? I couldn’t quite tell, the world melting into buttery sweet waves of excitement and pleasure with only a hint of the usual trepidation that coiled in my gut whenever I thought about being sexual.
I lifted my hips slightly, allowing him to pull my panties down and off until they were past my knees. I settled back again, blushing vibrantly when I heard the quiet sound of them hitting the floor.
“You’re so pretty for me here,” Mr. Fitzgerald muttered as I swore I went that much more crimson. I thought about saying something snarky, but then one of his fingers gently glided through my slick center and I couldn’t help but gasp. “That’s my girl,” he practically purred into me.
I didn’t even realize that my eyes had closed at some point, so I nearly jolted when that finger stroked me again, ghosting over
my entrance. Instead it almost felt like it was mapping me out, as well as warming me up to his touch so it wouldn’t be a shock when he-
“Holy shit!”
No, it was still definitely a surprise when he pressed a single kiss over that sensitive bundle of nerves at the top of my slit. I nearly bucked off the desk at the slight pressure, but one of his hands moved from my thigh to my hip, holding me in place.
Those perfect, warm lips pulled away and when I looked down at him, I could see a bit of shine clinging to his professionally-kept beard. It took another beat to realize that wetness was from me, and that if I kissed him, I would probably be able to feel and taste myself all over him.
“Is this alright?” he asked, voice rumbling in his chest and I could practically feel it through my thighs.
“Uh-huh.”
I couldn’t manage anything more eloquent, but he just chuckled at that and returned to his previous work. I lifted one of my hands, biting at my knuckles and reminding myself that two secretaries were just on the other side of all the shuttered glass.
He kissed me again, pressing a little harder against that button. Pleasure washed through me, almost drowning, and I was once more struck by the impossibility of it all. I was in my boss’ office, letting him eat me out like it was some sort of porno, and I was loving it.
Then his tongue came into play, sliding through me and swirling a bit at my entrance. I let out a strangled sort of sound which just made Mr. Fitzgerald chuckle against me. And boy, if that sound didn’t do things for me with its pleasant vibration.
His continued to move against me and the uncertainty I felt faded with each swipe of his tongue. Sure, I had heard plenty of my girlfriends talking about how good it felt to get head from someone who knew what they were doing, but I had always assumed that they were exaggerating.
They were not.
He was better than my fingers. Just as good as my vibrator and way less work. Just when I thought I had his game figured out, he picked up one of my legs and put it over his shoulder, allowing him to press his face even deeper into me.
“Oh my God,” I gasped again, one of my hands reaching down to grasp for his hair. “How are you even breathing?” I didn’t know where I had found those words, but they quickly faded again as his tongue slid into me, going where no one else had ever gone.
I let out another yelp and bucked into his mouth. I didn’t even have time to feel self-conscious, because then he was gripping my hips with both hands and pulling me as tightly to his mouth as physically possible.
It didn’t take much beyond that, just a few more licks with his nose sliding past that tense button, and then I was climaxing so hard that I swore I pulled something in my shoulders.
The world went white at the first wave of pleasure, then more and more color swept in with each successive burst of euphoria until I collapsed against the top of his desk, breathing hard.
I wasn’t sure what exactly happened for several moments. I was vaguely aware of my leg being gently removed from his shoulder, then he was leaning over me.
His face blocked out the light for a moment and I felt myself blushing again when I saw how shiny his lips were from pleasuring me.
“Still think I don’t know how to treat a lady?” he asked ruefully, grinning like he was proud of himself.
“I…” Part of me wanted to say something clever, but I was still so blissed out that I couldn’t figure which words meant what. “I didn’t know it could feel that good.”
“What, being eaten out in the middle of my office?”
I shook my head. “No. I mean, yes, but I was mostly referring to someone else giving me an orgasm.”
He paused for a moment, and I could tell that he was processing everything I said. “When you said that you were a virgin, how inexperienced are you?”
He offered me a hand and pulled me into a sitting position, handing me my cup so I could drink water greedily. He was being surprisingly tender considering that we had definitely broken about a thousand and one rules in the code of conduct. Was this what it was supposed to be like?
“I meant what I said when I said, ‘all of the above’.”
He seemed to grow more serious at that, and he stepped just far enough back so he could look at my face. “So, no one’s ever gone down on you?”
“Nope,” I said, my face coloring again. I’d thought we’d already had this conversation, but apparently virgin didn’t mean totally and completely inexperienced. Ugh. What was wrong with me!? “Just you.”
“Fingered you?”
I shook my head.
“Really, not even some heavy petting.”
“I told you, I was busy.”
He made a disbelieving sound at that. “Your poor high school boyfriend. I can’t imagine being a teenager and making out with you in the back of a car only to go home and take a cold shower.”
“Uh, I didn’t have a high school boyfriend.”
“Fine. College then.”
I could quickly sense where the conversation was going but I couldn’t stop myself. “I didn’t have a boyfriend in college either. So, I can happily say that the only person who might have had to take a cold shower after kissing me is you.”
He was pressed against me again, his face so serious that it was downright intimidating. “Bev, am I the only person who’s ever kissed you?”
I nodded slowly, worrying that I was somehow ruining everything with him. “I…I’m sorry.”
His fingers gripped my chin again, tilting it up towards him. “You have nothing to be sorry for,” he said. “The thought that I’m the only man to have ever touched you is…” he took a deep breath. “Maddening.”
“But in a good way?” I questioned nervously, my blood starting to pick up pace in my veins again as I recovered.
“In the best way.”
He pressed another kiss to my face, this one much more chaste than the others considering all that we had done, before he was finally pulling away.
“Straighten yourself up in the bathroom and then head home, like I told you to before we were… distracted. I’ll pick you up when I’m done with work.”
I nodded, sliding from his desk and heading to his bathroom. But as I went, I couldn’t help but shake with anticipation. It was like someone had opened a door to a world that I was previously forbidden from, and while it was certainly nerve-wracking, I really wanted to see what was on the other side of the door.
And I definitely wanted Mr. Fitzgerald to be the one to show me.
Fitz
I stared at my computer, but I definitely wasn’t seeing any of the words. I didn’t know why I had expected myself to be capable of being productive working at the same desk that I had just had Bev splayed out over, but I was forcing myself to at least go through the motions.
I felt like I could still smell her, wanton and warm and earthy. I was probably just still picking her up from my short beard, but it just made me want to bury my face in her all over again.
She had come undone so prettily, legs shaking on either side of my head and I could feel her reacting under my tongue. And then the thought that I had been the only one to ever touch her like that? It was enough to make me burn from the inside out, and I felt myself start to harden again.
I sat back, my eyes flicking to the clock to see how much longer I had. Just another twenty minutes. I could survive that. And while part of me just wanted to go straight to her house and whisk her away, part of me also felt like I needed time to digest everything that had happened.
She was a virgin, in every sense of the word. It made sense with how she had reacted to our first kiss, and the way she had fumbled with her words with our ensuing talk afterwards. I felt a bit guilty now, just claiming her lips like I had at the party, but I also was a bit punch-drunk on the idea.
For twenty-two years she hadn’t desired to even so much as touch another, but after only a month with me, she’d been whining and wet below me. How could that not do things to
my ego? She was beautiful, alluring, intelligent, poised, basically everything you could ask in a woman, and she had decided that I was worthy of her.
What a thought.
I chuckled at myself, amused at how much the whole situation was affecting me. Knowing I wasn’t going to get any work done, not really, I headed to the closet just outside my bathroom and decided to get changed.
Unfortunately, getting changed definitely meant I needed to wash my face and brush my hair back in order. Bev had certainly done a number on the style I had on early, but I hadn’t minded at all. Her small fingers had tugged at me so sweetly, like she was somewhere between holding on for dear life and trying to push me farther into her.
My dick responded to the memory of how responsive she had been, how eager. Virgin though she may have been, she had no trouble communicating how much she wanted me, and that definitely made me harder than iron.
But I ignored myself as I went about getting ready and making myself presentable. If everything went right, I’d have plenty for my manhood to do later. And even if it didn’t, I could always jerk off after our date.
By the time I was dressed with my face washed and my hair looking far less sexed-up, it was just a bit past our normal quitting time. Perfect. I pressed the button on my intercom that would alert the valet that I was ready to go, knowing my car would be down at the front and waiting for me by the time I exited the building.
Sure enough, it was right where it was supposed to be, and the valet tossed me the keys. That part wasn’t necessarily protocol, but Izzy had been the valet at my work for seven years and we’d built up a sort of repertoire that was less formal. It helped that the man was in his seventies and had a sense of humor of a man who’d been in far too many wars. We’d tried to make him retire over a dozen times, but he insisted his life would be far too boring without the four hours he worked every evening.