Her Brother’s Billionaire Best Friend (Her Billionaire #1)

Chapter EIGHTEEN

(Matthew)

There were so many things I wanted to do to the woman shamelessly displaying herself for me. So many scenarios I could concoct in my mind. Her proclivity for exhibitionism unlocked a Pandora’s box of possibilities, each more deviant then the last. I could see her tied to the roulette table in the game room, legs shackled open to take on whichever lucky gambler’s number came up. Or bent obediently over the bar in the night club, ready to serve my guests. To serve me, on her knees, sucking my cock for all to see.

“Tell me a story, Mr. M,” she pleaded, rubbing herself over the panties. “You promised.”

“It’s not your place to tell me what to do,” I scolded her. “Get your hand away from your cunt.”

I let my imagination run wild for a moment longer and began, “Once upon a time, there was a particularly bratty princess—”

“Hey!” she objected, hands obediently at her side.

“See?” I went on. “She always had a smart mouthed retort for everything the dragon said—”

“You’re the dragon?”

“And that’s why he gagged the princess before he played with her.” And I would have to; it was difficult to stay in character when I found her so god damn charming. “You have to be my hands. Cup your breasts.”

She did but brushed her thumb over one nipple.

“I didn’t tell you to do that,” I said sternly. “Though the princess knew the dragon would never hurt her, she still feared him, for he could give her something the knights who ventured to the dragon’s tower could not. Stroke your fingers down the sides of your breasts.”

This time, Charlotte did exactly as she was told, and only what she was told.

“Very good, princess,” I said, before continuing with my improvised story. “The knights who came to the tower brought her tributes of roses and sweet promises. When they spread her thighs, they gave her pleasure. But nothing like the hours of mindless bliss her dragon could inflict upon her. He made her body burn with desire hotter than his own flame and rewarded her for her imprisonment and obedience with nights of ecstasy that kept her so enthralled, no dashing prince could rescue her. For she would not leave the dragon.”

I broke from the story to ask, “Do you have any lube?”

She nodded and whispered, “Yes, my dragon.”

And fuck me, did I love the sound of that.

“Get it.” I waited for her to reach into her bedside table and produce the bottle. Then, I instructed her, “put a few drops on your nipples.”

She flipped open the cap and squirted a little over each peak, gasping at the touch of the liquid.

“A bit cold?” I asked and didn’t wait for an answer. “You’ll need to warm up. You can use one finger from each hand to circle your nipples with very light pressure.”

Her chest hitched at her own touch.

“Continue until I tell you that you may stop.” I cleared my throat and went back to my story. “One day, a group of strong, determined knights from a neighboring kingdom arrived at the dragon’s tower. They knew nothing of the dragon except that he kept a beautiful princess captive. They were set upon killing the dragon, but the princess pleaded with them for mercy. If they would only meet the dragon, she knew, they would understand that she stayed with him of her own volition. And so, the dragon invited them in. All… twenty of them.”

Charlotte’s eyes flew open at the number, no doubt wondering if I intended a similar scenario for her.

“He laid out a feast for the knights, and in the center of the table lay the princess, naked and bound.

“‘Offer yourself to them,’ the dragon ordered her, and she obeyed him, begging the knights to use her, to fuck her mouth and her cunt and her ass, to defile her until their lusts were sated and no prince desiring a chaste maiden would want her. And when they were finished, the dragon would bestow sacks of gold upon them as a reward, for he, too, wished to see his princess behave like the common slut he knew her to be.”

Charlotte moaned aloud at the word, and I filed it away. Not every partner liked degrading names, but it had clearly worked for her. I paused my tale to watch her, still circling her nipples, tightening them to tall, stiff peaks that must have ached with longing by now.

“You can touch them however you like, now,” I told her, and she made a noise of relief, rubbing her thumbs over the dusky tips. “Keep going.”

“Yes, dragon,” she giggled, but it was a breathy, distracted sound. Her hips shifted against the mattress.

Good.

“‘But none of you may make her come,’ the dragon warned the knights. ‘Her orgasms belong to me, and me alone. No matter how she begs—and she will beg—, no matter how mindless and desperate she becomes, you cannot allow her release.’ And to the princess, the dragon said, ‘And should you come without my permission, you’ll be punished by the lash and made to suffer a week of edging without relief.’”

Charlotte’s breathing quickened. I was glad to see my ridiculous fairytale working on her.

“The knights, eager to claim their rewards, doffed their armor and surrounded her, their feast ignored in favor of a far more enticing banquet. The first knight came forward, and the princess quaked with fear at the sight of his massive cock. Her cunt was already slick with anticipation, and this knight’s lance would almost certainly bring her to orgasm. The knight cared not and thrust into her deeply while the dragon watched with amusement.”

“And did the dragon stroke his own cock?” Charlotte asked.

I flipped the camera and took myself in my hand, but I couldn’t commit to jacking off. I wouldn’t last and I would definitely lose the thread of the story. She threw her head back and moaned, rolling her nipples between her thumb and forefinger, pinching and pulling.

“You’re not allowed to come without my permission, either,” I warned her, flipping the camera back and stilling my hand. “Princesses all get the same punishment. I’d hate to have to fly all the way out to California to spank you.”

“Oh fuck, I love getting spanked,” she gasped. “I’ll buy your plane ticket.”

“Shush. Don’t speak unless spoken to.” I went on with my story. “The knight stretched the princess’s cunt wide, every thrust raking his iron-hard shaft across her clit. She tried to squirm away, but the knight, in a frenzy of lust, held her hips still in his huge hands while he pounded into her. The princess struggled to hold back, but she couldn’t fight it. She was close. So close. Nearly there and weeping at the cruel punishment that lay ahead.

“And when it seemed all was lost, the knight pulled out and shot ropes of cum over her belly and her thighs. Though she knew she would be punished if she orgasmed, at that moment the denial seemed crueler than any punishment the dragon could dream up.”

Charlotte’s legs shifted restlessly. “Sorry for interrupting but I think… I might…”

“Then take your hands away for a moment. Tell me when you’re ready to continue. And stop writhing around like that. It distracts you,” I scolded her.

“From the story?”

“From what you’re feeling,” I clarified. Because fuck the story entirely. I could barely keep the damn thing straight.

“Isn’t it good to be distracted from what I’m feeling? So I don’t come?” she asked.

“No. The point is feeling it and fighting it. Like the princess in the story. I want your mind at war with your body over something you desperately crave. Something you need but resist. And I want you locked in that battle solely because you want to please me. Is that something you’d like to do?” I asked. That was the biggest question, because it seemed like the heart of submission, in my opinion. The desire to please one’s dom even at the expense of one’s own needs, no matter how desperate. A total surrender of will, physical and mental, given freely out of perfect trust.

She nodded. “I want that. I want it so bad.”

“Can you keep going without coming?” I asked sternly.

Another nod.

“This time, you can touch your clit,” I instructed her. “Slow circles, lightly, over your panties. No direct contact. No real pressure.”

I swallowed hard as she hesitantly touched her fingers to the crotch of her panties, molded to her but not yet wet-through.

“Tell me what happened to the princess?” she asked, tipping her head back.

“Of course.” I struggled to remember what the princess had been doing, because I was frankly too caught up in my princess. “The next of the knights stepped between the princess’s legs and she greedily lifted her hips. But the dragon said, ‘don’t forget, there are other holes to enjoy.’ The knight took a handful of butter from the table and rubbed it over his cock—”

“Oh my god,” Charlotte whispered.

“You like the idea of that?” I paused to ask.

“I do,” she admitted, almost shyly. “I’ve tried before but it was way too painful. I’m fine with butt plugs, but I’d like to enjoy taking a dick up my ass.”

“I would like for you to enjoy that, as well.” God, what I wouldn’t give to have her riding my cock with that tight little ass. But not if it was going to be unpleasant for her. I marked the idea for later and went on. “The princess was no stranger to anal and gave no resistance when the knight entered her. And at her head, from the other side of the table, a third knight pressed his cock against her lips. The knight in her ass came quickly, filling her up; her talented mouth wrung every last drop from the third knight.

“And all the while, the dragon watched, knowing the princess teetered on the brink of ecstasy but would not succumb to it.” God, I wanted to hear Charlotte come. I should have started out with ten knights instead of twenty. “How’s your clit? Aching? Demanding to be touched?”

“Yes, please,” she begged. “I promise I won’t come. I need to—”

“I know you won’t come.” I used a firm but gentle tone. “I know you won’t come because I told you not to. And you’re a good girl, aren’t you, princess?”

She pressed her lips together on a moan.

“Are you somewhere you need to be quiet?” I asked. It was one thing to have anonymous hotel guests overhear, but neighbors? That would be awkward.

She shook her head.

“Then I want to hear you. Put your hand in your panties. You can circle your clit, but slowly. Very, very slowly.”

A long, high-pitched “Ohhhh,” squeaked from her throat. God, some of her sex noises were adorable. And some were downright pornographic. I wanted to hear them all.

I was so glad I was recording them.

“The knights each took their pleasure from her, three, sometimes four at a time. And the princess watched her dragon through it all, through every man who filled her with his cum, through every gagging, choking swallow as they emptied into her mouth. And she burned hotter than the dragon’s fire, but she wasn’t afraid of him or the knights, because she knew the dragon would protect her.

“Put two fingers into your pussy,” I told Charlotte, and her eyes flew open. I clarified, “Slowly. Not deeply. No further than your nailbeds. Just a touch. I want to see how wet you are.”

“Very,” she gasped, her hand curling under her panties to do as I instructed. “Oh, please let me put them in.”

“Out of the question. Shame on you for asking,” I scolded her. “Are you wet?”

“Mmhm,” she whimpered with longing.

I felt it keenly; I wanted to feel her on my own fingers. Taste her on my tongue. “Show me.”

She pulled her fingers free and held them up. They were glistening; my mouth watered.

“Suck them clean. Since I’m not there to do it, myself.”

Her lips parted and she swirled her tongue around her fingertips, finishing her task by sucking them both in, but only as deep as I’d allowed her to put them in her cunt in the first place.

“You can touch your clit directly now. And I’m trusting you not to come. You have to wait until it’s time,” I reminded her. “On and on, the knights used the princess. Far from slaking their lust, the princess’s agonies of denied pleasure only spurred their lusts higher. Every man fucked every hole while she screamed and thrashed and begged the dragon desperately for release.”

“Please,” my Princess begged.

“I said you have to wait,” I scolded her. “Slow that hand down.”

Her mewl of disappointment went straight to my cock.

“What the princess didn’t know was that the dragon had placed a spell upon her. No matter how close she came to orgasm, she would not go over, even if she wanted to disobey her dragon.”

“She didn’t want to disobey him,” Charlotte breathed.

I chuckled. “No, she didn’t. She wanted to be a good little princess and wait for the dragon’s permission. Are you close?”

A muffled squeak confirmed it.

“The dragon’s spell had another component, as well,” I went on. “And when the knights had collapsed in exhaustion, and the princess was crazed with her need, the dragon began to count down to the end of the spell. When the countdown reaches one, Charlotte, the spell will be broken, and worthy princesses are allowed to come. Do you understand?”

She nodded vigorously.

“The dragon began to count,” I said. “‘Five… four…’”

Her mouth dropped open as she gulped in air, her fingers working harder under her panties.

“‘Three…’ and the princess couldn’t have known that when the spell was broken—two—every orgasm she had been denied would wash over her at the same time.”

“Oh god!” Charlotte curled up from the pillows.

“One.”

Her face contorted in an agony of release, and for a long moment she didn’t seem to breathe. Then, her body became a flurry of motion, hips bucking, legs jerking, and an almost surprised-sounding yelp shocked her into a huge, gasping breath.

The crotch of her panties was soaked.

“And then,” I said gently, after a long, quiet moment passed, “The dragon held the princess and let her slumber until her satiated body recovered.”

Charlotte’s eyes were closed, and remained that way, but she raised her brows and gave me a weak thumbs up.

“Tell me what you’re feeling?” It was a question, not a demand.

“Tired.” Her voice was hoarse. “Sweaty.”

“I want you to get up and go drink some water.” I hadn’t realized how frustrating it would be to not provide after-care in person. I’d thought walking her through it would be enough for me. What I wanted to do was get her that glass of water and wrap her in something warm, to hold her and talk to her until we both came back to ourselves again.

She carried the phone with her as she stumbled to her kitchen. I watched as she gulped it down, then filled it again and repeated it. When she’d slugged back roughly a half gallon, she wiped her mouth on the back of her hand. “Gotta stay hydrated.”

“It’s important,” I agreed with a smile. “Now, how do you feel?”

“So good,” she said, running a hand through her sweaty hair. “The edging and the anticipation, it made everything so much more intense.”

“That’s the point. But was everything all right? You don’t feel weird about it?” Jesus, get it together. I was supposed to be comforting and reassuring her, not the other way around.

But she shook her head, staring thoughtfully into the middle distance. “Do you mean, did I feel degraded? Am I going to go to bed tonight and feel icky about doing this?”

“Exactly.”

“No, of course not. If it hadn’t been working for me, I would have stopped.” She shrugged. “How did you feel about it?”

“I had an amazing time. Thank you. You have no idea how much I appreciate that someone as cool as you wants to fuck me.” And I meant that, deeply.

She rolled her eyes. “Right, I’m sure it’s so difficult for a hot billionaire to get fucked.”

“Not now, it isn’t. But trust me, when I was a scrawny, nerdy guy in his twenties, all the money in the world couldn’t have bought me a night with a girl like you.” Okay, that was an exaggeration. Money could—and had—gotten me anything.

“Wait, you mean I could be charging you for this?” she joked.

At least, I hoped it was a joke.

“Right now, I would write you a blank check and hand over the keys to my house, if you asked me to.” I was going to end up a sugar daddy if I wasn’t careful.

There were worse things to be.

“I hate to fuck and run,” she said, filling up another glass of water. “But I’m exhausted now. Is it rude if I hang up to take a nap?”

Is it rude if I ask you to stay on and let me watch you sleep? Some things were too creepy, even for me. “It’s perfectly fine. Get some rest. I’ll be in touch.”

“I know you will,” she sing-songed with a little smirk. “You’re weirdly good at telling stories, by the way.”

“Thanks,” I said with a shrug. “I used to DM all the time in college.”

“Oh my god.” She covered her face with her hands. “I did not get Facetime dommed by a D and D nerd.”

“‘Fraid so.” I grinned at her. “Good night, Princess.”

We hung up and I immediately opened the recording I’d made and gripped my aching cock.

I didn’t get past “Once upon a time,” before I came.