Good Girl Ch. 07: Business Trip

Story Info
Jasmine learns you can mix business and pleasure.
9.4k words
4.6
6.7k
5
1

Part 7 of the 7 part series

Updated 10/29/2023
Created 10/17/2023
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
SC_sissy
SC_sissy
101 Followers

We pulled up to the hotel as the sun was setting.

Our accommodations were right on the beach and I could smell the salty air.

We checked in and an attendant took our bags to our room ahead of us.

The woman at the concierge desk gave us directions to the hotel amenities.

She told us of events happening in the city over the weekend.

When she was done, we took a long elevator ride up to the floor of our suite.

Once inside, I explored the rooms. This was the largest hotel room I had been in.

Their was a walk-in shower with three shower heads.

I couldn't wait to wash off the stale airplane air off of me.

I slid the door open to the balcony and looked out over the ocean. The air was salty, wet, and warm.

I could see people walking and running along the beach below us in the setting sun. Seagulls drifted in the breeze beneath us.

Mommy said we were getting up early for breakfast and shopping.

We showered and spent the evening in our room watching a movie in soft, white hotel robes. I sat on the floor while Mommy brushed my long wet hair.

The next morning, Alex drove us to a cute café where we had fresh fruit and omelets. It was such a lovely morning. We took our time everywhere we went.

We visited half a dozen specialty shops and boutiques before lunch and a few more after.

At a swimwear and lingerie boutique, we spent a long time trying on bikinis. That was my favorite part of the day.

Mommy sat outside and brought me bikini after bikini to try on. Different sizes, styles, colors. I modeled them all for her.

She would place them in a discard pile if they didn't fit or she didn't favor them. She seemed to be searching for a look.

I liked a number of the bikinis that didn't make her cut, but we continued until she found two that she liked.

The first was a bubble gum colored triangle top bikini with a g-string bottom. The cups were a thin mesh material. That was the slutty look.

I wondered where she had in mind for me to wear it.

The second was a cute, blue and white striped bandeau with a red ribbon in front. It came with a flattering, cheeky thong bottom that tied on the sides.

The pair gave a cute nautical vibe and I loved the way it fit. This one was significantly more modest than the first.

I couldn't wait to wear them somewhere. She selected shades that complimented my pale, pink skin.

Everyone in Miami seemed tan. Even Mommy had a nice warm glow. I thought I stood out like a tourist.

By mid-afternoon we were exhausted. We returned to our room with the things she didn't have shipped home.

She made some calls while I showered and dressed for the evening. She said we were meeting an old friend for drinks.

Mommy knew I didn't drink so she made clear that she would order me something non-alcoholic.

She laid out a dress she picked from today's marathon fashion shows. It was a backless, lace-trimmed coral satin cami.

The neck plunged low and put the girls on display. She fastened a lariat necklace around my neck that hung seductively between them.

I enjoyed the way my hair cascaded over my bare shoulders and how the satin hugged my new curves.

I learned a lot about sizes that morning. For example, I wear an 8.5 in women's shoes, but I wore a 6.5 in men's.

I also learned that bra sizes don't make any sense.

Mommy selected a pair of nude lace-up heels that tied around my ankles with a bow. They showed off my fresh rose colored toenails.

In my heels, I was the same height as her. I enjoyed that for a moment and then she put on her shoes. I was tiny again.

Lastly, she bent me over the dresser, raised the back of my cami, and popped a lubed, pink crystal plug in me.

She pat my ass and with a warning said, "You'll be a good girl tonight, princess"

"Yes, ma'am," I replied.

Alex pulled up as we walked out. The sun had set and the air was becoming cool. The back of my cami was nothing more than four crossing spaghetti straps until just above my butt.

The cool ocean breezes gave me goosebumps from head to toe.

Alex helped me into the car with his warm hand on my low back. That gave me a shiver.

Before he closed the door, I looked up at him and sweetly said, "Thank you, Alex."

The door shut and Mommy ask, "Are you going to suck all of our drivers?"

Alex let us out in front of the restaurant.

The restaurant was dimly lit and had a 1950s feel to it. Semicircle booths with tall backs and privacy partitions lined the rear of the restaurant.

The seat and back cushions were covered in red velvet padding.

The round table appeared to seat four or five and was covered with a long white tablecloth upon which two lit candles sat.

Sitting in the booth was a gentleman who rose to greet us as we approached.

"Miss Anne, you are beautiful as ever," he said as he kissed her cheek.

"Ceasar, it's been too long," she replied.

Ceasar smiled at me and asked, "Who is your stunning young friend?"

"This is my sweet girl, Jasmine," she answered.

I started to offer my hand, but he pulled me in for a quick hug and a kiss on my cheek.

"What a lucky man I am tonight to be seated with such beautiful company," she said.

Ceasar appeared to be around fifty, Mediterranean, and dressed sharply in grey suit pants with a black dress shirt, the collar unbuttoned.

His hair was receding but he was well groomed, clean shaven, and had a light masculine fragrance when he hugged me.

We sat and they began to catch up. He ordered oysters and a Muscadet. Mommy ordered two gin martinis, one of them virgin.

She knew I didn't drink, but I suppose she didn't want me to be uncomfortable.

The waiter asked, "How do you take them?"

She replied, "We'll take them both dry and dirty."

I had no idea what that meant, but I knew virgin meant non-alcoholic.

Our drinks arrived minutes later. I didn't like it at all but I drank it to be polite.

The olive flavor helped but it burned my throat. I decided to drink it quickly and get it over with.

I felt a warm flush through my body after I finished it.

Mommy took a sip of hers and then looked at my glass. She put her hand on my lap and gave me a quick, concerned glance.

I felt it seconds later. A giddy, light-headed feeling. I was still in control, but I felt loose.

They began to catch up with each other. They talked about mutual friends and past events and places. It was hard for me to focus on their conversation.

But, as they talked I noticed he was looking at me more and more. I couldn't tell if he was trying to read my face or if he was expecting me to say something.

I started to feel self-conscious. I was still unsteady from the martini and I realized it was playing tricks on me.

I was seated in the back of the booth with Ceasar on my left and Mommy on my right.

Ceasar glanced at me for a long time as they talked and then he asked Mommy, "I have to know, where did you find this beautiful girl?"

"I've known her for longer than she's known herself," she replied.

He studied me. It wasn't subtle. He was puzzling something out and then it came to him.

"She's done modeling work?" he asked.

"I'm certain I've seen this face before. I couldn't forget it," he said before she could answer.

Then his expression changed slightly. He grinned as if suddenly please with himself.

"Even after all those men finished using you," he added with a smirk.

"Do you still have the body stocking?" he asked.

I stopped breathing for a second. There was an awkward silence.

His gaze was locked on me.

"She is such a talented girl, her video is one of my favorites. You must be proud of her," he said to Mommy as he stared at me.

Mommy broke the awkwardness.

"Sweetie, I dropped my napkin. Be a good girl and get it for me," she said as she lifted the tablecloth in front of me.

I looked down at the darkness under the table. Her napkin sat in her lap.

Understanding what was expected of me, I slid under the table.

Ceasar's legs were spread. I kneeled between his dress shoes and I ran my hands up between his thighs until I reached the front of his pants.

I felt him growing in the darkness as I searched for his zipper. When I had his pants open, I reached in and pulled out his cock. The base of it was thick and it tapered to a head that felt shaped like the head of a snake. His balls were large and hung low between his leg.

I licked him from balls to tip and swirled my tongue around him before I took him in my mouth.

I knew I couldn't be under the table long before my absence was noticed, so I started sucking.

I worked my mouth up and down on him with determination. I knew I couldn't return to my seat without making him cum.

I felt his hand find the back of my head and push me down on his cock. As he came in my mouth, his legs clamped together and nearly crushed me.

I swallowed then sucked him clean. When I finished, he relaxed and his legs spread, releasing me.

Mommy could tell by his reactions that I had finished my job. She lifted the tablecloth so that I could find my way out.

I sat up in the booth, straightened my dress, and wiped a little of his cum off my lip with my finger. I smiled at him as I sucked that finger into my mouth.

I spent the rest of the evening at his side. He fed me oysters from the half-shell with one hand, and fondled me under the table with the other.

I could see that this pleased Mommy and I could feel that it pleased Ceasar.

When we were all finished, Ceasar paid the bill and escorted us out to Alex's car which was waiting against the curb a short distance away.

He thanked Mommy for the evening and suggested that they shouldn't wait so long before seeing each other again.

Alex assisted her into the rear driver side and Ceasar opened my door. As I climbed into the back, I lost my balance and stumbled a little.

Ceasar seized the opportunity and got a feel of my ass.

As Alex drove off, Mommy pat my thigh and said, "Good girl."

It had been a long day. We washed up in our room and put on our robes.

Mommy made a call while I searched for something to watch on the television.

I realized she was talking to Mistress Sorina.

"He recognized her from the videos," she said.

"No, not that one. The gangbang."

"Yes, that video."

"You should have seen her."

"Right there, under the table."

"Probably just our waiter."

"Yes, yes she is."

"Is everything ready?"

"Good. Be here at three on Monday."

She laid in the bed with me and played with my hair.

I must have fallen asleep first. The television was off in the morning and I didn't remember turning it off.

We rose from bed late morning and had brunch at a little bistro a short walk from the hotel.

She held my hand on the way back to the hotel as she spoke to somebody on the phone.

Back in our room, Mommy told me to take a shower and clean myself deeply. I knew what that meant.

She had packed enema kits in my luggage. I showered and freshened up.

While I bathed, she had laid out the blue and white bikini on the bed along with a white gauzy mini dress cover-up.

A pair of heeled sandals sat on the floor.

She said, "Get dressed. Ceasar is taking us out on his boat."

She wore a red once-piece suit that flattered her fit figure and complimented her tan skin tone. Around her waist, she wore a floral print wrap.

Alex drove us to a marina where Ceasar was waiting for us.

He was wearing boat shoes, linen pants, and a silk camp shirt.

He greeted us and mentioned that the weather was going to be great. It was bright and warm in the mid-afternoon sun.

In the direct sun, it felt unseasonably warm. When a cloud would pass, the temperature drop was noticeable.

But, the sun was setting and I knew we wouldn't enjoy the warmth of long.

I knew from my limited experience that boats are very windy, and you almost always get sprayed by the wake.

I was worried that we were not adequately dressed.

In the slips there were offshore fishing boats, sail boats, catamarans, and runabouts. Seagulls flew overhead and hopped ahead of us on the dock.

We walked until we reached Ceasar's boat.

It was long and bullet-shaped. A speedboat.

"A lot of wind," I thought.

He climbed on-board and offered his hand, "Please Miss Anne, step carefully."

She climbed into the boat with grace and sat on the bench that wrapped around the back of the boat.

Ceasar turned to me and said, "My lovely Jasmine" with his hand outstretched.

He made sure I had my balance once I boarded by cupping my ass with his hand. I enjoyed the squeeze and pat that followed.

From the moment I swallowed him under the table, he took any opportunity to cop a feel. I tried to provide him with opportunities.

I knew I was going to be sucking his cock on the boat ride, but I wondered how soon Mommy would have me on my knees.

Ceasar untied us from the dock cleat and we idled away.

I sat beside Mommy for warmth as we cleared the no-wake zone and began to throttle up.

I had oversized sunglasses which helped with the wind on my face. But, I had a lot of exposed skin and the cover-up help minimally.

We reached open water about ten minutes later. I was watching the shoreline disappear behind as the boat began to slow.

I raised my head to look over the bow of the speedboat. A large yacht was anchored before us.

Ceasar pulled the speedboat up along the backside of the yacht. A tall, man stood on the rear deck at the top of a ladder.

A deck hand waited on the aft deck to tie the dock line to the cleat.

"Robert, you wore the whites for me didn't you? You know they make my knees weak," Mommy shouted up to the tall man.

"Yes, Miss Anne. Anything for you, my love," the man replied.

She climbed out of the boat onto the rear deck of the yacht without assistance.

She was climbing the ladder when Ceaser placed his hands on my waist and lifted me out of the boat.

When my feet landed on the deck, he held his hand on my rear until he knew I was steady. Every opportunity he can find.

I climbed the ladder to the aft deck before Ceasar. I could feel his eyes on my ass.

Ceasar introduced us, "Miss Anne, you remember Captain Robert."

She stuck out her hand inviting a kiss and Captain Robert seemed happy to oblige.

I could see there was history there. It piqued my curiosity.

"Captain Robert, this lovely, young girl is Jasmine," Ceasar said.

"Welcome aboard, pretty Jasmine," the captain said.

I reached out to shake the captain's hand and he gave it the same courtesy kiss.

He was charming and handsome. He looked exactly like what you might conjure in your mind if you closed your eyes to picture a boat captain.

I'm certain the uniform and captain's hat helped.

I looked quizzically at Mommy as Ceasar and Captain Robert talked.

I was fascinated by her interactions with the captain. She was smitten.

I had seen her be playful and tease, but I had never seen her flirt like that.

"It's a long story," she said in a frustrated tone. She could sense the question in my stare.

The man that tied the speedboat to the yacht was now speeding away toward shore in it.

Minutes later, he was nearing the horizon in the direction from which we came.

"Robert, I will show our guests to their cabin. Please take us further out," Ceasar instructed.

Robert nodded and disappeared into the boat. It was huge, bigger than the summer home in which I had been staying.

Ceasar was handsome and pleasant, but I was ashamed to admit he had just become sexy.

He turned to Mommy and said, "I sent most of the crew home. Only Robert, Stefan, and a few hands remain.".

We followed him down a couple flights of stairs to the cabin deck.

He said, "I had a room prepared for you. There are fresh linens. Please feel free to freshen up, if you like. You can find me up on the sun deck, when you are read."

It was warm inside. I had worried about the temperature for nothing. Then again, this wasn't what I ever would have imagined "out on his boat" meant.

I removed my sunglasses and Mommy brushed the tangles out of my hair from the windy ride out. She gave me some gloss to freshen up my lips.

She lifted the hem of my cover-up and I instinctively raised my arms as she pulled it over my head.

My nipples were still a little sensitive from the implants. Dr. Laura said that would fade over the next few months.

On the ride over, the cool wind made them harder than they have ever been. So hard, they almost hurt.

That had been the most pleasant part of the boat ride - I casually rubbed them a few times. Mommy noticed and played with one too.

Now without the cover-up, they were plainly visible protruding obscenely into the cups of the bikini top.

When we were ready to join Ceasar, we started up the stairs until we were at the top of the yacht.

The sun deck didn't have much sun at this hour. I shivered in the cold night air.

Ceasar appeared indifferent to the chill. He had changed into swim trunks and was shirtless

He had what many would call a dad body. His chest was broad. He had strong shoulders and arms. His stomach wasn't flat, but it also wasn't fat. His legs were thick and muscular. I remembered the power of his thighs when I was under the table.

Ceasar said, "A good night for the jacuzzi."

"Since you enjoyed them so much last night, I had the Stefan prepare oysters. I will have him bring them to us here."

He lead us to the large round jacuzzi at the front of the sun deck.

The steaming water was lit from below. It glowed a soft blue-green.

Ceasar stepped out of his swim trunks and disappeared naked into the bubbling water

Mommy removed her cover-up. Her body was magnificent and perfectly proportioned. She had an hourglass shape and remarkable tone.

She stepped gracefully into the tub across from him.

I shivered in the night air.

Ceasar pulled me toward him by my wrist and I climbed into the jacuzzi next to him.

As I sat, he slid his leg under mine so I was half-way in his lap. With my leg stretched over his, he traced his fingers up and down my inner thigh.

The champagne and oysters arrived and Ceasar offered a toast.

I drank my glass to be polite and sat it down. The champagne was much more agreeable than the martini.

Ceasar reached for the bottle and filled my glass again.

His missile-shaped cock was visibly erect under the water.

"I believe Ceasar needs a hand, princess," Mommy said when she noticed.

I reached into the water and wrapped my fingers around the base of Ceasar's cock. I slowly started stroking as she looked on with approval.

Mommy shared two more glasses of champagne with us. When she had her fill of oysters, she announced that she would retire for the night.

I began to rise out of the jacuzzi with her but she put her hand on my shoulder, "You will stay with Ceasar tonight, Princess."

I was light-headed from the glasses of champagne, but I thought I heard her whisper "cumslut" as she walked away.

I was standing in the jacuzzi as she disappeared below deck. Ceasar pulled the string on my bikini bottom causing it to fall away.

Before I could even react, he grabbed my arm and pulled me down onto his lap.

He held me by my waist and spread my legs apart with his.

I moaned his name as he slowly impaled me.

He kissed on my neck as I laid my head back on his shoulder and began grinding my ass in his lap.

He fucked me slowly in the jacuzzi for a long time but did not cum.

With a pull of the bow on my bandeaux top, I pulled it off and let it fall into the jacuzzi. I guided his hands around me and helped him gently massage my breasts.

I could have stayed on that dick all night, but he wanted to continue our evening somewhere else.

He told me to stand up. As I did, he spun me around to face him.

SC_sissy
SC_sissy
101 Followers