Her Boss: A Billionaire and Virgin Romance

by Roxeanne Rolling

  Lily steps into the room, her hair wet and falling down around her. I didn’t realize just how long it really is. It looks beautiful wet.

  She’s wearing a pair of my gym shorts, which are short on me, but somewhat long on her, covering about half of her thigh. I can still see the creamy, beautiful texture of her thigh, and as she moves, the shorts move along with her, revealing more of her leg.

  She’s wearing a button down shirt. I left her a t-shirt, though.

  “I found this in the closet,” she says. “I hope you don’t mind that I put it on. I thought it might be a little cold in here with the air conditioning on.”

  I nod and grin at her. “Of course,” I say.

  I don’t know what it is about seeing her in my clothes, but it’s hot. The button down shirt is quite long on her, but she doesn’t have it buttoned all the way up, and while I can’t see much of her cleavage, I can make out that she’s not wearing a bra.

  My cock stiffens as she walks towards me.

  Slow, I remind myself.

  She sits down.

  “Pizza! I’m starving.”

  “You’re going to love this,” I say, opening the box and handing it to her.

  She takes a bite daintily, eating just the tip of the triangular slice.

  ‘Wow,” she says out of the corner of her mouth as she chews.

  I chuckle. “Best pizza in San Francisco,” I say. “And I’m willing to defend that.”

  “You don’t need to,” she says.

  I grab myself some, and a minute later, we’ve both devoured our first slice.

  “I guess that fire took a lot out of us,” I say.

  She nods. “So,” she says. “I remembered in the shower about what it was I figured out in Simmons’s paper… I think we can use it to reverse engineer his algorithm… and now I know why it’s been so hard to figure out what he’s doing, even though we have all the code…”

  “Shhh…” I say, putting my finger to her lips.

  “Don’t you want to hear about it?”

  “Let’s just relax,” I say.

  “But what’s more important than this? Your whole company is at stake.”

  “You’re more important,” I say, looking her right in the eyes, speaking calmly.

  She pauses for a moment, not saying anything.

  She moves slightly, and I look down to see that her nipples are hard in her shirt.

  My cock springs up, swelling completely. The ache is so strong, it’s painful.

  Lily

  There’s just something about him.

  I can’t keep my eyes off him. I find my eyes moving along his arms to his shoulders, where his sleeve is bunched up a little, revealing more of his tattoos, more of his muscular shoulders and upper arms.

  It’s now or never, I tell myself.

  This is why you’re a virgin, I tell myself. You’re never admitting to yourself what you really feel. You never have before.

  But now I am. I know what I feel. I know that the gym shorts I’m wearing are wet. I know I’m breathing differently. I know I can’t stop thinking about his cock, and what it would be like to taste it, to have it deep inside me.

  He’s right. There are more important things that the algorithm.

  I lean in towards him, and he leans towards me at exactly the same moment.

  We don’t have to speak.

  Our lips connect, and for a moment it’s gentle and sweet.

  He’s a real man. My mind won’t let go of this thought. He’s a man, not the awkward gangly guys I’ve messed around with before.

  Something clicks in my body, and my desire is suddenly unleashed. All it took was feeling his lips on mine.

  Now I’m all over him, pressing my mouth forcefully onto his. Our tongues mash into each other. His breathing is hot and heavy. I press my hand onto his torso, pushing my palm against his hard muscles.

  His hands are gripping me on my sides, pulling me towards him. We’re both on the couch, and there’s hardly any space between us. I can feel the heat from his body now that I’m near him.

  I push my hand forcefully down along his torso until I reach his cock. It’s massive and rock hard. I don’t think he’s wearing underwear. Just these thin mesh gym shorts covering his massive manhood, which is raging hard… hard for me.

  “I need you,” I say, breathless, pulling my mouth away from his for a moment.

  He uses the opportunity to bite my neck very lightly, and now he kisses my earlobe.

  I moan softly as he does so.

  “You sure you’re ready?” he growls, pulling his head back to look at me.

  His hands are still gripping my thighs. The gym shorts I’m wearing have ridden up along my thigh, exposing it. I’m incredibly conscious that I’m not wearing any panties, and there’s not much space between his cock and my pussy.

  My clit is swollen and aching.

  I’ve never wanted anything so badly in my life.

  “Yes,” I whisper.

  He looks at me and his eyes are filled with desire.

  His mouth is back on mine, pressing savagely against me. Our teeth connect for a moment. His tongue pushes into my mouth viciously.

  His hands are on my breasts, but he doesn’t bother going under my shirt.

  My nipples are rock hard.

  He rips the shirt off with two hands, grasping the edges and pulling like a savage. The buttons pop off and the shirt comes open. My breasts hang out and he pulls me further against him. My legs are splayed open in a crouching position. He repositions himself so that I’m straddling him and pulls me even closer.

  I wrap my legs around his back and I feel his chest against my breasts and my stomach.

  His hands are on my breasts, cupping them gently.

  I can feel his breath against my neck, hot, heavy, ragged.

  He pulls off his shirt and pushes my body towards him, trying to merge with his flesh.

  Unconsciously, I’m grinding my pelvis against him. His cock pushes against me, right up against my swollen clit, and it already feels so good, even without him inside me. I’m rocking my body against him, riding my clit against his cock.

  It reminds me of when I would sometimes masturbate by riding my pillow, face down on my bed. Only this is completely different…

  “Let me show you something better,” he growls, and picks me up easily and places me down on the couch.

  With a single motion, he pulls off my soaked gym shorts and tosses them aside.

  Now I’m completely naked, with my wet hair in a mess around my head, which is pushed into the plush couch cushions. I’ve never been so vulnerable, but I love it.

  He pushes his hand down between my legs, his other hand on my stomach.

  I breathe in suddenly and sharply as his tongue does a broad stroke along my pussy, just barely touching my hot, swollen clit.

  I moan as he keeps licking me. It’s so intimate.

  It’s a good thing I shaved, I think to myself.

  But that’s the last thought that enters my head as the pleasure overtakes me, running like a bubble through my body.

  My body begins to shake slightly. This is so different from getting myself off. So much better.

  So much more intense.

  He’s concentrating on my clit now, using the tip of his tongue expertly, and I moan loudly without trying to. It just comes out of me, an extension of the intense pleasure I’m feeling.

  “I’m going to… come…” I manage to say.

  “Good,” he growls, pausing for just a moment.

  His hands are now gripping my ass, between me and the couch cushions. He’s holding on tight, and I grip his head with my thighs, squeezing my legs tight around him.

  The orgasm pulses through me.

  I let out a cry as it hits me full on.

  He doesn’t stop for a moment, continuing his magic with his tongue until I’ve reached my crescendo.

  He reads my body. He doesn’t just know what he’s doing—he antic
ipates my response, as if he knows what each shiver and moan mean exactly.

  “Your turn,” he growls at me, standing up.

  He towers over me and looks down.

  I feel miniscule in comparison to his massive, muscular figure.

  I’m still feeling the after effects of the orgasm, and I’m breathing heavily, my breasts rising and falling.

  He drops his shorts, kicking them aside as they slide easily down his thick, powerful legs.

  He’s buck naked, his erect cock pointing up and out, like a spear.

  I can’t keep my eyes off his cock. I zone in on it and I want it.

  “Come here,” he growls.

  As I move my head towards him, almost instinctually, he grips my head with both his powerful hands and pulls me towards his cock.

  Not that I need it.

  I couldn’t keep away from it if I wanted to.

  I purse my lips as I take him in my mouth.

  Oh fuck is this hot.

  My clit is throbbing intensely.

  I take him all the way in my mouth. His girth fills my mouth completely, and I long for it inside my pussy, filling me up in the same way.

  I jam my head down along his cock, until it hits the back of my throat.

  I gag slightly, but I fucking love it.

  He pulls my head away but I want more; I want his cock jammed inside my mouth.

  “You’re eager,” he growls. “That’s good, but I’m not coming yet. I need your pussy.”

  I keep my eyes locked onto his as I throw myself back down on the couch, which is wide and deep. I can throw my legs out, spreading them widely while I’m on my back.

  He lowers his massive body on top of mine, his cock falling right between my legs.

  “Fuck me,” I say, practically breathless.

  He just growls as his cock enters me. He doesn’t even use his hands. It just glides right in.

  Holy fuck.

  It hurts like nothing else.

  But there’s pleasure too, more pleasure than I’ve ever felt.

  “Does it hurt?” he says.

  His cock is pushing its way into me, very, very slowly.

  But its girth fills me and stretches me.

  I nod my head. “Don’t stop!” I say frantically, thinking that he might because he doesn’t want to hurt me.

  “Don’t worry,” he growls.

  His cock is all the way in and now he’s moving it in and out with quicker strokes.

  I’m groaning with the pleasure and the pain.

  The pleasure takes over and the pain is mostly gone.

  He’s riding me faster now, and gradually his strokes grow harder.

  He’s grunting as he rides me.

  I’m crying out as he’s fucking me harder and harder.

  Suddenly, the release happens, and my second orgasm bursts through me. It’s more intense than the first, incredible.

  My vision starts to go.

  My body feels light and exhausted at the same time.

  I’ve never felt anything like this.

  I’m looking him right in the eyes and his powerful gaze is piercing me, concentrating on me and me alone as he continues to ram his thick cock into me.

  Ryan grunts as he pulls out of me.

  My small hand instinctively moves to his cock, but his hand is already on it, sliding up and down it, from the girthy base to the massive head. I let my hand fall around his own and move my arm back and forth with his.

  A moment later, his cock erupts, and he comes, shooting his thick load onto my naked stomach.

  Ryan

  It’s afternoon, the next day. The sunlight is streaming into my kitchen, where I’ve just lunched on a steak and a huge pile of potatoes. I worked out this morning, going beyond my normal max, so I know I’ve got to carbo load and get in my protein if I want to keep the gains going.

  Lily fell asleep right after we fucked, and I drove her back this morning, to a beat up old house that she shares with a thousand roommates or something. She was still sleepy in the car ride back. We kissed and I said we should meet up again today.

  Meanwhile, my cock still grows instantly hard at the mere thought of her.

  She was incredible.

  Except for a certain innocence about her, I would have never guessed she was a virgin. She was drawn to me, doing everything instinctually, sinking her mouth around my cock, for instance.

  It wasn’t exactly slow like I’d promised myself, but it was fucking hot.

  But there’s business to take care of today. There are things to do. I can’t be thinking about a woman all day, no matter how fucking sexy she is, no matter how hard she still makes my cock, just thinking about her.

  I make a few phone calls, making sure that the new office is ready. Sounds like everything is set up.

  I don’t bother calling Johnny, the black hat hacker, since I’ve gotten everything I need from him.

  I grab another laptop and load up the information I need: the Simmons algorithm along with the unpublished research paper that Johnny delivered.

  Lily said she was onto something, and not to insult her intelligence, but I’ve been in this game for years, and if she can find it, then I can too.

  But an hour later, and a couple cups of strong coffee later, I haven’t found anything that she was talking about. Maybe she was mistaken.

  But maybe she’s right. Sometimes it takes another programmer with a different mentality to find something you can’t. I may be a good programmer, but I’m not block headed enough to think that I can see everything, or find every solution. Some people are, and that’s what gets them into trouble.

  I don’t regret, however, fucking her, feeling her sweet pussy gripping my cock as I plunged into her.

  My phone rings. It’s Sheila, the secretary who’s now working as the de facto office set up person.

  “I’m sorry to bother you, Mr. Hudson,” she says, nervous.

  “What’s up?”

  “Well, I wanted to let you know that we’ve gotten the office set up. The crews were here in the morning and the cubicles and phones and computers and everything were delivered… everything’s fine.”

  I check my watch, turning my wrist slightly.

  “Sounds good.” I paid good money for everything to be set up as quickly as possible, so that business can go on as normal. I don’t see the point in waiting around while the business flounders—that’s money that could be coming in.

  “The thing is, Mr. Hudson, is that there aren’t any sales.”

  “Well…” I say, dumbfounded for a moment. “How often do you expect sales?”

  I realize now I don’t have a good idea of how much we’re actually selling or at what frequency.

  “Usually there are some calls, at least… But today, there’s absolutely nothing.”

  “Maybe it’s just a problem with the phones,” I say. “Check everything. Get a couple good people to do some tests and make sure everyone has our correct contact information… Although that all should be the same.”

  “OK, Mr. Hudson.”

  I hang up the phone just in time for it to ring again.

  This time it’s Marty.

  I groan. I don’t need to talk to him right now. He’s just going to want to tell me about some women he fucked at the beach or something.

  “Marty, what’s up?”

  “We’ve got to talk, Ryan,” he says. “Can you meet me at Lugino’s for lunch?”

  “I’ve already eaten.”

  “This is important, Ryan.” His voice sounds anxious. I don’t think I’ve ever heard him like this before. There’s a rare urgency in his voice.

  “I don’t have time to listen to you brag about your beach trip,” I say.

  “We’ve got to talk about your business.”

  “Since when do you want to talk about business? I thought this was just a hobby for you.”

  “I’ll admit that… well, I do feel a certain responsibility when things are going… well, poorly
.”

  “What the hell are you talking about, Marty? Could my business really be doing that horribly that you’re suddenly concerned about your own reputation?”

  “Basically,” says Marty.

  Shit, then it must be really bad.

  “I’ll be there in fifteen,” I say, hanging up the phone, not even waiting for a reply.

  I drop what I’m doing and race over to the restaurant, one of these fancy lunch places that suits Marty’s taste. I doubt he knows of any other types of restaurants.

  The waiter takes my order for a water and I pull out my phone to wait.

  A few minutes later, Marty arrives. His suit is rumpled and his hair is messy and plastered down onto his forehead with sweat.

  “What the hell happened to you?” I say.

  “Don’t worry about that,” says Marty. “We’ve got a big problem.”

  “An image problem or something? What? Did I run over some old lady and not even notice? You know, I paid her for the damages, plus a whole lot extra. She’s probably wheeling around in the Rolls Royce equivalent of a wheelchair.”

  Marty makes a grimace instead of laughing. “No one’s buying your algorithm,” he says.

  Something clicks… The phone call with Sheila earlier. She was saying there weren’t any calls coming through, but I figured it was just something to do with the office wiring or something.

  “Yeah?”

  “Seriously,” says Marty.

  “But the Simmons algo isn’t even out yet. What are they using in the meantime?”

  “That’s the thing,” says Marty. “I can’t believe you haven’t heard. His algorithm is already incorporated into a fully functioning enterprise system… it’s ready to go… boom, just like that.”

  “What the fuck?”

  I grab my phone again and hit the standard tech websites. They’re not saying anything about it, but that makes sense, since they tend to just focus on personal gadgetry. But I heard over to another site, one that focuses more on business tech…

  …and there it is, staring me in the face.

  I check this site almost every day, but somehow I must have missed it.

  “Simmons’s Algorithm Packaged and Ready to Run,” reads the headline.