The Next Generation

I'm not playing hookie, just in case you're wondering. However, one of the benefits of my current job is that I get to telecommute a few days a month -- and today is one of them.

Right. This week, I was surprised to receive a phone call from a 305 area code. For those who aren't in the US, that happens to be the area code for Miami. I picked up, wondering if it was a past client. To my surprise, the call was from the guy who replaced me for my former agent.

You know, the one I found so that my agent wouldn't lose any income once I left escorting and Miami for New York.

"I'm in Manhattan," he said. "Just for a few days. Want to meet?"

We met at a sushi restaurant and caught up over tuna rolls and a bit of sake. He's loving his life, obviously. My clients in Miami were some of the best, and I'm glad to hear he's treating them well.

Still, I couldn't help but feel nostalgic. Yes, the artist painted a nude portrait of him. Hell, he even went for a ride with the woman who had a penchant for speed racing through I-95. He talked about the Four Seasons in Brickell, the Loews Miami Beach, all the hotels I used to prowl en route to the client's guest suite.

"Are you okay?" he said, after I was silent a bit too long. "You look a bit--"

"Nostalgic," I said. "It's because I am."

"Really? You actually miss escorting?"

"Sometimes. The 'real world' has its advantages, but a sense of adventure isn't one of them. That, and the pay per hours worked is pretty fucking good in escorting. Not so much on the other side."

"So?" he said, with a shrug of the shoulders. "Start doing it again part-time. I doubt anyone would ever know. And hey, didn't you say you work with all women at your new job? Maybe they'd ask for a booking themselves."

I couldn't help but laugh. Yes, the thought of escorting part-time for shits and giggles and even a bit of extra money has crossed my mind. But how could I do that and still keep a relationship with Simone? Not likely. 

"The grass is always greener," I said. "I should know better than to whine."

"Well, if you ever do want to go back, you know what to do."

"Yeah. Just like riding a bike..."

Return to Escorting

Julian isn't dead. And on Saturday night, he was out and about in New York City.

I arrived at the client's apartment at eight o'clock. I shook her hand, then pulled her in for a kiss on the cheek. Believe it or not I actually recognized her perfume -- it was Obsession by Calvin Klein. I told her it was one of my favorite's on a woman.

"Really?" the client said. "I didn't know men paid attention so such things."

"They don't," I replied. "But then again, in my line of work, it pays to pay attention to such things."

She slipped me the white envelope quickly and discretely. I tucked it into my pocket, sure that it was all there. We settled on the sofa where she'd prepared a snack tray of sorts: wine, cheese, sliced pepperoni. Very rare, and just as considerate.

"Forgive me for making a pig out of myself," I said. "But I just love pepperoni."

"The wine is good too," she said. We toasted to what would be a good night, for that was what I was paid to provide. I won't lie -- I loved the feeling of being back in the game. The anticipation, the lingering glances... and yes, the sex.

We made our way to the bedroom. She lay down on the bed, lowered her panties to her ankles and told me to leave them there. Don't take them off. She liked it when a man ate her cunt when she was still dressed.

"Gladly," I said, then plunged my tongue inside of her. Her taste was delectable -- neither bitter not sweet, just hot and wet and filling my mouth. When I finally came up for her I pressed my mouth against hers and gasped when she plunged her on tongue deep into my mouth.

She wanted to know what she tasted like, I gathered. Plenty of women do.

But then again, Simone isn't what I'd call "plenty of women."

I treated her like I would a client. I was assertive, aggressive even, letting my hands do the talking. The idea of role playing had come up last week, and she very much liked the idea of me resurrecting Julian in order to see her as a professional, and not a boyfriend.

Finally I did manage to get her out of her dress. The bottle of wine we'd brought in from the living room stood on the nightstand; I picked it up and poured it over her breasts, then licked each of them clean. I sucked her nipples and then cried out as she did the same to me.

"Fuck me," she said. "But I'm on top."

"You're the boss."

She mounted me slowly, delicately, but quickly gained momentum. She cupped her breasts then let me suck the remnants of Merlot off her fingers. We came together, as always. She fell on top of me, kissed me once more, then let me inhale the sweet smell of her hair.

"We have to do this more often," I said. "Once a week at least."

"Deal," she said. She slid off of me, took the condom off my cock then tossed it in the trash can beside the bed. I was still hard, though that wasn't unusual. Seems at my age erections have a habit of lasting -- something I won't complain about, ever.

"Do you ever really miss it?" Simone asked. "Escorting, that is."

"Of course. The money, the hours -- or lack thereof, however strange -- and being with so many different women."

Simone laughed. "This coming from the man who waxed and waned on his blog how much he just wanted to have sex with me when he was still escorting. Now you're going back on your word."

"Am not," I said. "And don't pretend that you don't miss a few of your clients, too. We all do -- it's part of being an escort." I paused, brought her in close. "Besides, you still get to see yours."

"Yes, but now I beat them instead of fucking them."

"True. But for some guys, that's just as good." Though my eyes were closed, I could practically see Simone smiling.

"Very true," she said. "So rest up, then get ready for round two. My leather belt is waiting."

Sex

I am so glad Simone is back.

After I picked her up from the airport, took her out to dinner (kudos to my boss for the great recommendation), we returned to my apartment at a little past eleven o'clock. True, my place here in New York City isn't anywhere near as glamorous as the pad I had in Miami, but it'll do.

Besides, it's not like either of us were paying much attention to the decor.

"Have you missed me?" Simone asked, though she knew damn well the answer was yes. "I've missed you."

I didn't bother answering with words. I grabbed her by the waist, brought her close to my chest and kissed her like it was my last night on Earth. We tore at each others' clothes until we were both clad in our underwear. Simone pushed me back onto the sofa, then stripped down for me herself.

Her naked body was almost hypnotic in its beauty. Seeing her again -- her nipples, her cunt, the strip of blonde pubic hair that I'd grown to love -- it was like seeing into heaven itself.

I carried her to the bedroom, peeled off my boxers and pressed my mouth onto hers once more. I broke away only to make my way down to her neck, then lingered on her breasts. I licked and sucked at the nipples, her fingernails running through my hair, her hands gently guiding my downward.

I went down on her, yes, but not as she expected. I rolled her over onto her stomach, smoothed my hands over her bare ass, then spread her cheeks and used my tongue on her from behind. There's something primal about performing oral sex from behind. It's really one of my favorite sex acts to do.

"Fuck me," she said, after I'd given her a good fifteen or twenty minutes. "Fuck me -- now."

I always took orders well. I rolled her onto her back, then entered her in one smooth thrust. I gazed into her eyes as we connected, joined once more after what felt like an eternity apart.

I pumped in and out of her like a jack hammer, kissed her mouth along the way, until we both finally climaxed in a bed-rattling, profanity-shouting, holy-mother-of-fuck moment.

Soaked in sweat, I lay panting on the bed. Simone draped herself over me, fingers weaving through the hair on my chest. We showered soon after, then returned to the living room for some Netflix.

She moved into her apartment today -- and once again, it's pricier and nicer than mine. I wouldn't be surprised if I ended up spending my weekends there.

Now if I could just get a spanking before this week is done, I'd really be a happy camper.

A Very Brief Update...

Simone is finally here.

She's sleeping beside me as I type this blog post. Yes, we had sex. Yes, it was amazing. And yes, I'm grinning like a bloody idiot that the girl I fell in love with is finally back in my life.

I want to show her the city, maybe even take a drive to my hometown. Not quite ready to introduce her to my parents yet -- but give me time. Oh, there is one thing that is off-limits for now, though: She's not going to my place of work.

It's not that I don't trust her -- it's that my co-workers are quite nosy, and I'm afraid that if they were to ever ask any naughty questions, Simone would answer them all too honestly. I'm pretty honest, but do I want my co-workers knowing that I like my sex a bit on the kinky side? Not quite yet.

But anyway, I'm tapped. After all, Simone and I did fuck. Twice. I deserve a night's rest...