Chapter 60

It’s just another sexy night in the office. That is until a longtime lurker with the username Deep Pockets starts typing a message in the group for the first time since I started doing this a couple of months ago. I expect just another low-level tip and request, but instead, the dollar amount that pops up on the screen is well over the average. My eyes widen with wonder. He just dropped a hundred.

Good evening, Nina.

“Hey there. You have my attention, Mr. Deep Pockets,” I purr.

I can see a flurry of the other guys typing furiously. The jealousy is palpable.

The new guy sends me another hundred. My jaw drops. He messages again.

How are you doing tonight?

“Much better now that you showed up,” I flirt shamelessly. “How are you?”

To my shock, a third hundred-dollar notification goes off. It’s like music to my ears. I lean in, excitedly awaiting his next message.

I’m well. But I think some privacy would do us good. Do you agree?

My heart is racing like mad. The other guys are still competing for my attention with their pervy requests and petty cash, but I’m focused on Deep Pockets. He wants to go into a private chat room with me! That means I’ll be making more money per minute on top of whatever extravagant price tag he racks up by the end of… whatever he wants to do with me.

I’ve only gone private a few times in the couple of months I’ve been moonlighting as Naughty Nina.

It’s expensive for the customer, and most can only afford a few minutes of alone time with me, tops. Even the ones lucky enough to afford it aren’t blessed with charm, too. They get me alone just to show how awkward, inexperienced, or sleazy they are. I play along, but I’m faking it all the way.

But there’s nothing false about my enthusiasm for Deep Pockets. He’s not afraid to drop serious cash, and that gets my juices flowing.

I have to say, the way he takes charge is a turn-on, too. He does it in such a dignified, confident way. He doesn’t even consider the other's competition. This is a man who knows what he wants, and he can afford to take it. If that happens to be me, then I’m one lucky girl.

“Let’s take this private,” I respond into the microphone piece. “Sorry, boys. I’ll be back tomorrow night.” Deep Pockets replies.

Better luck next time

The next moment, a separate chat room bubble pops up on my screen and I nearly smash my keyboard in my haste to open it. There he is--Deep Pockets. Just his name and mine on the screen. Every second tallies up cents on cents. Minute by minute, dollar by dollar. But that’s not good enough for my newest, most intriguing suitor. He drops another hundred with his first message to me.

I’ve had my eye on you for a while. Happy to finally make your acquaintance.

I smile at the webcam and murmur into the mic, “I noticed your username before, but you never said anything. You have the money. Why wait so long to make the first move?”

Call me old-fashioned, but I wanted to be sure. I cock my head to one side. “Sure about what?”

What I want. Who I want. But I know now. You’re perfect, Nina. You’re what I’ve been looking for all this time.

Even a seasoned pro like me can still blush.

“I can give you what you need,” I whisper.

Show me.

His command makes me feel wet between my thighs. This is serious. The vibe with him is so different from anything else I’ve felt so far. I reach down and pull my camisole up over my head. I let it drop to the side, revealing my full breasts in my black mesh bra. My rosy pink nipples are visible through the tiny holes in the fabric.

Deep Pockets sends two hundred. My whole body is tingling with anticipation now. I’ve already racked up more cash from this one guy than a week’s worth of entertaining the other guys. I lick my lips at the camera while my dainty hands smooth down over my plentiful chest.

“You’re very generous,” I point out.

You’re very worth it. True beauty ought to be worshiped.

“I just wish we could be closer,” I sulk, poking out my lower lip.

There’s another notification in my ears. A message pops up on the screen. My heartbeat picks up when I see that it’s a video invite. Deep Pockets wants to show himself! I’ve never had this happen before. I swiftly accept the invitation.

The screen opens up to another video square like the one I’m in, only this window has a very different picture. I enthusiastically soak up every detail. I can see him from the neck down, his face obscured out of frame. He has a broad set of shoulders, thick arms, and a barrel chest. He’s dressed in a white button-up shirt and dark gray fitted trousers.

He’s sitting in what looks like a sumptuous, dark leather armchair close and center to the frame, and what little I can determine of the background seems quite elegant. There’s only the faint amber glow of a lamp on the glossy wooden side table beside him to hint at the fancy furnishings surrounding him, but I am fascinated.

I stare at his muscular body, his dignified posture, the size of his hands in his lap.

No wedding ring, I notice. I’m already salivating over him when he taps into the microphone and speaks, low and vibrational, right in my headphones.

“Hello, Nina.”

His voice is deep and sumptuous, a gruff purr in my ear. I feel goosebumps all over. My nipples stiffen to peaks and my pussy aches between my legs.

“Hi, Mr. Deep Pockets,” I reply. “You’re very handsome.”

“I’m even better in person,” he says smoothly. “I bet you are, too. But for now, let me see that gorgeous body of yours. Take your bra off.”

I reach around to unclasp the bra and it falls to the floor. I push it aside and start caressing my full, bare breasts with my soft hands. I fondle and squeeze them while I moan, letting my fingertips trace ticklish circles around my perky nipples.

“Beautiful, Nina. Now, take off those panties for me,” he commands.

I tug my panties down and sit on my ass, lifting my legs to slowly pull the lacy panties down my legs. I kick them off with my toes and center myself in the frame again.

“Show me your pretty little pussy,” he orders.

I gradually spread my legs open wide and leaned back against the end of my bed to give him a fuller view of my body. My fingertips stroke at the sides of my labia as I peel myself open, showing him my dewy, irresistible pink flower. He scoots forward a little, on the edge of his seat.

“Good girl. Spread her open for me. Perfect,” he groans. “Now, touch yourself for me, Nina. Put your fingers on your clit.”

I dutifully obey, letting out a soft sigh when my fingertips start massaging rhythmic motions around my clit. The taut bundle of nerves is so sensitive to my touch. I can hardly keep from twitching and moaning as the tension within me grows tighter. I gaze into the webcam, eyes wide and lips parted, waiting for my next order.

“Grab that vibrator,” Deep Pockets says. “Turn it on.”

I pick up the tiny purple vibe and flick it on. The vibrations tickle my fingers.

“Put it on your clit and hold it there,” he instructs.

“Yes, sir,” I replied obediently.