Leave it in last night.

 byblquick•09/22/2024•XL

If I had woken up first it would have all been different.

I had agreed to Nick's stupid plan. For me to be his date to the governor's ball. "I can't even walk in heels," I had said. "Well can you learn for $5,000?" I bit my lip. I nodded.

It was about the connections he would make. The chance to rub shoulders with the countless business interests that would be at the event. "We have to doll you up. I hired the best fashion consultants in town."

I shook my head, trying to act cool, but already thinking about what I'd do with the money. I've been building out a woodworking shop. I have a lot of equipment — but I want to buy more. "Isn't a call girl cheaper?" He frowned. "Are you kidding? I don't need the $5,000, this is an investment! Besides, all the politicians know them. I need to impress. And I need someone who can keep a secret."

"Why not Nancy?" I suggested her flippantly. He would never go with her, but I needed to be sure he didn't think I was that easy.

"Nancy!?! Do you think her — or any woman for that matter — can truly keep a secret?"

Touche.

"I need someone with tight lips"

I nodded. "My lips are sealed."

In the morning Nick pried them open.

They were undeniable. They had left lipstick imprints on champagne glasses. And on napkins when I reapplied in the ladies room. And they had left a subtle ring of red around the base of Nick's cock.

The night was a rush. My pussy tucked snug in the delicate embrace of my thong. The string cutting up my ass. My crotch flat and cockless and trimmed.

I had protested at the last second. When I changed back everyone would see my body hairless, my eyebrows sculpted. They would think I was going out at night as a female.

The makeup and hair consultants had hovered over me, tweasers, threaders, and a feminine pink shaver in hand. "You have to impress tonight," they said. Nick had asked for the works they said. I was soaking in the bath with my leg dangled over the side as one shaved my leg in long delicate strokes. "You're pussy is next. Soak well." I nodded. They were working on me. A delicate gown hung by the door and with every minute that passed I was becoming more and more feminine. Another woman began to thread my eyebrows. She yanked and I cried out. The voice was feminine. It reverberated on the tile of the luxurious bathroom.

Now my voice was muffled. I was shocked but receptive.

I giggled. "What are you doing? The guy at the shop said — "

He shushed me. "I know what he said, but one more time won't hurt."

I rolled my eyes. Men.

The man at the shop, deep in the alleyways of Chinatown had said clearly. Leave it in last night. What do you mean, I had asked. I mean that as long as it stays in last night, you won't risk it being forever. When you wake you must wake as yourself. Not as her. Do you understand?

I had nodded.

God, he was hard. I liked when he was hard. I think at first he was a little nervous last night. I could feel him in my hand as we waited for the driver. He said he was a little intimidated. I stroked his reluctant burgeoning erection, drunk on champagne. "Oh that was fun," I cooed, "we should do it again." I had completely forgotten myself. And the money.

"James, I think you're drunk."

I stroked the outline of his cock in his thin dress pants and giggled. "I am." I stood close to him in the dark so no one would see my little fingers working. His breath quickened.

The driver pulled up. As we drove off I pressed the button and rolled up the privacy screen.

"What are you doing??!?"

"I want to talk to you in private."

Oh fuck, what was I doing. I was reaching over. Like watching a movie. Disembodied and lost. It was just that I felt so bothered. So empty and aching. He was half hard and I wanted him to find me attractive.

The women had looked at me with such jealousy at the party, and the men undressed me with eyes of pure envy. I stood beside him all night, admiring his deft hand with people. He was brilliant. He would be so successful after tonight. I wanted to reward him.

"James." I was unzipping his pants.

"Joanna" I corrected. "Nick. Let me." My lithe feminine fingers spindled around his cock. Then I leaned in. "Let me."

"Joanna!" He tried to stop me, but my lips wrapped around the head of his cock before he could push me away.

I flicked my tongue.

He woke me up this way.

Gone was any reluctance.

He had the courage to wake me up. He was already hard when he slipped in.

He had been thinking about it.

"You want it don't you?"

I ran my tongue down the underside of his cock and popped my lips off.

"I do."

That undeniable jiggle.

The uncanny way your hips move, working it.

Your skeletal structure retooled within. Hips wide. Spine bend. Ass curving out behind you.

That delicious split feeling of your pussy lips parted from each other, no longer slick together, but desperately wide around an impossibly hard cock. A tight connection and a thin layer of your lubrication painting it, your body making more, getting wetter for him, a constant drip. And him stiffing up, pulsing your lips wider and wider, the swollen head of his cock pummeling you good and thick as it slides across the walls of your pussy. The seal of your pussy lips tightening every thrust and the pressure building as lovely topographies of veins slip by and twist you into knots.

My pussy feels so good I almost feel sorry for Nick having a cock. All the more reason to make him feel good. I squeeze him softly as if to say I'll take care of you.

My earrings keep rhythm for us against my neck. My nipples do too, brushing the bed as I return to receive the next thrust.

This would bother me a few days ago, but I have to admit — Nick's cock really hits the spot.

My pussy loves his cock. I feel an uncanny hardness, knowing it's my clit, shallow in my pink inviting folds, hooded and ready to be petted.

My eyebrows had risen in the car as he stiffened up in my mouth. My tongue worked eagerly, so curious as to when he'd stop growing. My expectations were met and then exceeded. I moaned out as he stiffened down my throat. Oh, god, did he have to be so big?

His resistance melted in no time. Occasionally a taste of his precome would present itself on my tongue. He was dripping and the triangle of fabric was clinging to me. I was wet, too, my lips throbbing. He pulled my dress up and settled his middle finger right down the middle of my lips and I cooed on his cock and wiggled my ass and grinded into his finger.

And when we stumbled into his door, down his hallway, and he shoved me into the bed and spread my legs — the only word I have for it is: Fuck. He kissed my pussy passionately and I was so glad to look down and see my mound flat and sculped and the beautiful pink valley waiting to receive him.

"You got a brazilian?" he whispered. "I didn't order that." I nodded sweetly. "I did. It was a last minute decision. I hope you don't mind."

God, the way he went down on my clit after that. . .

We fucked all night until I was spent. I moaned softly and Nick tucked me in, my body still spasming occasionally with orgasmic aftershocks. He kissed my neck and whispered in my ear. "Now we leave this in last night."

I had nodded softly.

I like being woken up like this. I could get used to it. Especially the way his cock tasted. Like us.

The sweet inviting scent of my pussy is present and Nick is swelling and swelling inside of me. Even though I've been a woman for just a night, I know what that feeling means.

"Joanna. . . I'm close. . . "

Nick has a nice place. I could shave my legs in his bath. And do my make up. He has a lot of counter space and a dual sink.

"So close. . . "

He cares about how I look. He was so generous about preparing me for last night. I looked so hot. He likes when I look hot for him.

"Joanna. . ."

He grabs my ass firmly and squeezes. He's holding on. Trying his hardest to fight his edge.

He holds me close after we fuck. And I love the taste of his come. And he's good with people and money.

For a moment the air is still. But then he moans.

I don't need the $5,000. . . my pussy feels it. . . like an investment.

We have a tight little connection, and he can feel the flurry of encouraging squeezes I'm giving his cock.

My legs looked so good in those heels. And my dress. Oh, god. . . and my lingerie — fuck. — I want to buy more.

"Joanna. . . If you keep doing that I'm going to come inside of you"

I nod.

And keep doing it.

.

.