A Boat Trip with Her Boss

It had been a couple of months since Alexandra had visited Randall at his cabin. She was wracked with guilt about choosing and arranging to be back there, but she loved the sex with Randall. Her husband was neglectful, and everything in their marriage was a stale routine. She thought about arranging another cabin meetup, but hadn't gone through with it yet. She fought the urge, and things were getting busier with her work. Travis was also around more, but was focused on getting his sets ready for summer festivals.

It was early in May when Alexandra's boss called her and said the CEO of their company wanted to interview her for a promotion. In the new position, she would do more traveling in the Southeast of the country for sales with top clients. Alexandra was ecstatic. It would be a significant increase in pay and a much more prestigious title. The company was flying her to Tampa on a Thursday morning and put her up in a beach hotel in St. Petersburg. Thursday was a free day for her. She would meet with the CEO on Friday morning, and the meeting would last all day. She would stay at the beach hotel on Friday night and fly home on Saturday. Alexandra made her arrangements. She took a personal day on Wednesday to get her hair and nails done and pack her suitcase.

Alexandra looked into the CEO on the flight to Tampa. Thomas Harmon had been CEO for a decade. He was 60 years old, divorced, and had two adult sons. He lived in St. Petersburg, Florida. She read about his career and the different positions he had as he rose to be CEO, after taking an Uber to her hotel. Alexandra showered and shaved her body. She got into her conservative bikini and walked along the beach. The Florida heat was already in effect in mid-May, with temperatures in the mid to high 80s. It was nice after the winter and cool, wet spring months. She received a text from Harmon's secretary to be at a restaurant at 9 am. Alexandra made it an early night, eating at a small restaurant close to her hotel and going to bed early.

The next morning, Alexandra got up early and got herself all dolled up. She wore a suit coat over a blouse with a skirt that went down to her knees. She wore high heels and had on a matching black bra and underwear. An Uber to the restaurant had her there 10 minutes early, and Alexandra found Thomas sitting in a corner booth already. He was reading a tablet when she approached. He saw her coming and stood and shook her hand.

"Great to meet you, Alexandra."

"The pleasure is all mine, Mr. Harmon."

Not yet, thought Harmon. He was thrilled. Alexandra was beautiful with a tight, toned, skinny body. She had long blond hair and long legs. She was 5-foot-9 and had B-cup tits. Like many others in the past, Harmon thought she looked like Cameron Diaz. A waitress quickly came over.

"So what would you like- bloody Mary or mimosa?"

Alexandra was surprised that Harmon was offering a drink with alcohol for her interview, but she saw he was drinking a Bloody Mary.

"Oh, just coffee for me."

"Nonsense, I want you to relax and be yourself. Bloody Mary or mimosa?"

"Oh, I guess a mimosa then. Thank you."

Thomas Harmon started to talk to her about the regional head of sales position, and talked about how there could be times when they would do sales pitches together. He said there would be bonuses, and she would meet a lot of top people in the industry. Alexandra was excited and liked Harmon. He had thinning silver hair parted on the right.

"I was amazed to see that you got a sale with Dr. Stemmler. We've been hoping to land him for years. How were you able to do it?"

Alexandra thought of herself being strapped to Stemmler's exam chair. The chair was rocking loudly as he slid in and out of her pussy with his big cock. She thought of her moaning, screaming, and squirting all over him while he fucked her hard.

She blushed and said, "I'm not sure. I just did my normal pitch and he seemed receptive."

Harmon noticed the blush and had an instinct as to why. Harmon turned the conversation to Alexandra's background and asked about her husband. Harmon asked Alexandra if she enjoyed living in Lexington.

"Yes, I do. It's a beautiful place to live."

"I agree. I have really liked it the times I've been there. And I love Appalachia. When my boys were young, we rented a cabin in Tennessee by a lake and loved it."

Alexandra blushed again, thinking of her recent cabin experience in Appalachia. When she finished her mimosa, the waitress brought a refill without her even asking. Harmon had them order breakfast; by the time Alexandra finished her mimosa, she had downed three mimosas.

After a pause in the conversation, Harmon said, "So I'll pay and then we will head to the boat."

"The boat?"

"Oh yes, didn't my secretary tell you?"

"No, she didn't say anything about it."

"Oh, she must have forgotten. Yes, I am going to take you out on my boat for a cruise around the bay. It's beautiful and you will love it."

"Oh, but I didn't bring my swimsuit."

"No problem, I have one for you. It's brand new."

"Oh, okay."

Harmon led Alexandra out of the restaurant and on a short stroll to the dock. He guided her to his boat and climbed aboard. He gave her a hand and led her on.

"Beautiful boat, Mr. Harmon."

"Thank you, I love to use it this time of year. There are lots of great places to cruise to around here. I'll show you around."

The boat was a medium-sized boat, but it seemed pretty big to Alexandra. It had a bench that ran along the back and sides of the boat. A covered area where the controls and wheel were. There were steps down to a mini kitchen, a small bathroom, and a bedroom.

"I'll get us cruising out of port, and you can go change into your suit, Alexandra, but first, I'll make you a drink. How about a screwdriver?"

"Is that what you're having?"

"Yes, it is."

"Okay, that's fine."

Alexandra went down into the cabin and closed a pocket door behind her. She saw a gift bag sitting on the bed. She pulled out a bathing suit that shocked her. The bottom was a black thong bikini. Her ass would be on display for her boss, but the top was different. It was a bikini top, but made of rhinestones without any cloth on the inside. Alexandra sighed and changed into the bikini. She was happy she had taken the time to get her body shaved. There was a mirror on the wall along the side of the bed. She looked at the front and then turned to check the back. Her gorgeous ass cheeks were completely uncovered by the black thong. It made a little black triangle right above her ass crack, and then the thong disappeared into her ass. Alexandra paused and sighed when she got to the door, and then went out to her boss.

As she went up the few steps towards the deck, she stumbled a little with the boat rocking. Harmon reached out and grabbed her forearm to help steady her. She questioned whether it was the three mimosas or the boat rocking, but she felt it was probably the boat.

"Thank you."

"Here is your drink, Alexandra, cheers."

They clinked their glasses and had a sip. Alexandra looked at her boss. He had taken off his button-down Tommy Bahama shirt and his shorts. He was wearing a navy bathing suit that was tight. He had a massive bulge pushing out. He had a good amount of body hair and what most would describe as a dad bod. Harmon was tan and clearly had already spent a lot of time on his boat.

"You look amazing in that suit," he said to her.

"Thank you!"

"How do you like it?"

"It's very nice, I feel a little exposed though."

"Oh, don't worry, Alexandra. In Florida, that suit is conservative for where we are going."

"Where is that?"

"A special island."

"How is it special?"

"You'll see," he said with a smile.

They had to speak up to hear each other over the boat engine noise and the sounds of the boat churning through the water. Alexandra looked at the large beach homes they were going by as Harmon drove them away from the port. After a few minutes, Harmon pointed to a little island.

"That's the last one close to shore, and then we are out to the water. Then we will have more privacy."

Alexandra wasn't sure what he meant by that. She was a little nervous, but she assured herself that people knew she was there, this was her boss, she was good at her job, and it wouldn't hurt to have drinks and flirt with her boss. Still, she was at his mercy. He could toss her overboard and leave her to die, and claim she fell overboard in an accident. She was completely at his mercy. She took a few gulps of her drink and finished it.

"What do you mean by more privacy?"

"Nobody will be able to see us on the boat."

"Oh, okay."

"You want another drink?"

"Sure, thank you."

"Here you drive the boat."

"Are you sure? I've never driven a boat."

"Yes, it's easy. Just hold the wheel steady while I make your drink."

"Okay."

Alexandra grabbed the wheel next to Harmon's hands, and he stepped back. He admired her perfect, perky ass cheeks. They looked so smooth and little. He thought they would look so nice to squeeze in his hands while fucking her from behind. He went and made her drink, brought it back, and set it down. Harmon noticed that Alexandra was smiling as she held the wheel. He moved behind her and grabbed the wheel around her. His large, covered cock pressed into the crack of her ass. Alexandra's eyes went wide behind her sunglasses. She just froze and kept her hands on the wheel.

"You're doing a great job," said Harmon.

"Thank you," she said with a smile.

"Here, keep driving. I'll get your drink."

Harmon had a straw in her refill and held it up to her mouth. She took a big gulp, and he put it down.

"That suit really looks amazing on you. How do you like it?"

"It's pretty good, I like how it looks."

"I sense there's something about it you don't really like."

"Well, the rhinestones feel a little hard and uncomfortable on my skin."

"Oh, no problem. You really don't need it now that we are away from the shore. Nobody can see us out here."

Harmon pulled the string behind her neck and the string on her back and undid her bikini. He held on and pulled it away from Alexandra. She was shocked and couldn't believe her tits were out in front of her boss. Harmon moved to the side, grabbed her drink, and held it up to her mouth. He looked at her perky B-Cup tits. Her little hard nipples were poking out, and he loved her little areolas. The circumference of her areola and nipples was barely bigger than a quarter. Her stomach was flat and tight. He loved the natural curve of her tits on her skinny frame. The black thong covered her mons pubis and married pussy. Alexandra knew that Harmon was getting an eyeful while she sipped up her drink from the straw.

Harmon set her drink down and walked up behind her. He pressed his thick bulge into her ass and put his hands on the wheel around her. His chest was pressed against her back, and Harmon could smell her perfume. Alexandra thought his cock felt big pressed into her. Harmon took a step back and put his hands on her shoulders. He rubbed down her arms. He put his hands on her shoulders and started massaging them. She was feeling beyond tipsy and on her way to being drunk. The alcohol helped her relax and enjoy the warm weather, the beautiful ocean, and the nice massage.

"We're at the spot. I'll take over," said Harmon.

Alexandra stepped to the side, and Harmon took over the wheel. He throttled down the boat and pressed a button to drop anchor. Alexandra grabbed her drink and sipped it down some. She was facing Harmon, and he eyed up her tits. He thought she was so hot, and he hit the jackpot with this young employee.

"How'd you like the boat ride?"

"It was nice, so what is special about this spot?"

"Here I will show you."

Harmon grabbed Alexandra by the hand and led her to the back of the boat. At the end of the boat, he pointed to an island that was about 200 yards away. Alexandra could see some other boats anchored around the island.

"That right there is known as the naked island."

"Really? I didn't know they had nude beaches. I thought that was just in Europe."

"Well, it's not technically legal, but everybody walks around that island naked, and there are no police there to enforce bathing suits."

Harmon started telling Alexandra stories of fun parties at the naked island, and how everyone there was very friendly. He said it was similar to a nudist community. They sipped their drinks and finished them. The water was calm, and the boat had some gentle rocks from time to time. The sun was hot and glaring on them.

"Did you put on sun lotion?" Asked Harmon.

"No, I didn't."

"Oh, okay, I thought maybe you saw it down in the cabin. We'd better put some on."

Harmon led Alexandra into the cabin and got out the bottles of lotion. He handed one to her. Alexandra saw a mirror on the wall and put lotion on her face, working her way to her neck and arms. Harmon quickly put his lotion on and stood to the side of her to see in the mirror her rubbing the lotion on her gorgeous tits and tight stomach.

"Here, I will do your back," he said.

"Thank you," she responded.

Harmon started to slowly massage the lotion into her shoulders and down her back. He took his time rubbing it in and going down to her lower back. Alexandra closed her eyes and enjoyed the massage. He added lotion to his hands and started working up her sides. Harmon slowed as he started to rub into her ribs, but he couldn't help himself; he moved his hands around and cupped her tits.

"Huh?" She said.

Harmon massaged and rolled her tits in his hand and finished with a slight tug on her nipples. Alexandra gasped. Harmon let go of her tits and got down on a knee. He started massaging and rubbing lotion into her calf. He worked her right leg and slowly moved his way up to the top of her thigh. Harmon smirked; she didn't need him to do this, but was allowing it. He did the same with the left leg and stopped just below her ass. He put more lotion in his hands and started massaging her little perky ass cheeks. Alexandra sighed. Harmon massaged the lotion into each cheek, and at the end, he pulled them open and admired the look of the black thong covering her pussy and ass.

"I'll do the front of your legs. Sit on the edge of the bed."

Alexandra turned and sat on the edge of the bed. Harmon was on a knee and put her right ankle on his shoulder. He massaged the lotion up her legs. At the top of her thighs, he let the side of his hand bump against her pussy. He repeated the process with her left leg. The back of his right hand was bumping into her pussy as he massaged the lotion into her thigh. He could feel some wetness on her thong.

"Let me check something real quick," said Harmon.

Harmon lifted her ankle off his shoulder and moved the leg wide, holding her leg open, bent at the knee. With his right hand, he grabbed the side of her thong and lifted it to the side, exposing her married pussy to his hungry eyes.

"Oh my!" exclaimed Harmon. He loved the sight of her perfect little pussy. Her smooth lips were small and tight, and everything was tucked behind her cute little lips.

"We shouldn't," said Alexandra.

Harmon exhaled a large, hot breath right on her pussy. The hot breath felt nice blowing on her. Harmon ignored her and moved his mouth closer. He blew on her pussy, and Alexandra let out a little moan. She couldn't believe her boss was gazing on her tight, bald, married pussy. Harmon gave a soft kiss right in the middle of her pussy lips. He started doing soft little kisses on each lip, up and down.

"Mmmmmm, no, we can," she said.

Harmon ignored her again and used the tip of his tongue to lick up the middle of her slit. He repeated it and slid his tongue down her slit.

"Ohhhhhh mmmmmm," she moaned.

Harmon started sliding his tongue up and down her pussy faster. He extended his tongue longer, using the flat part of the middle to spread her lips and then licked up, rubbing his tongue on her clit.

"Fuckkk.... We should stop," she groaned.

Harmon French kissed and sucked on her clit. He licked all over her pussy lips and pushed his tongue into her opening.

"Unnnn, no stop. I'm married."

Harmon kept eating her, and Alexandra couldn't help the wetness that flowed. Her hips started rolling, pushing her pussy onto his tongue.

"Uggghhh, you're really good at this."

Harmon was devouring her, and Alexandra was gushing. She was building towards an orgasm. Her lips and clit were swollen with arousal. He stood up, and her eyes shot open, feeling his mouth pull away. Harmon pulled the string on his bathing suit and let it drop to the floor. Alexandra gasped as she saw a thick eight-inch cock pointing at her married pussy. Harmon was thick around, as well as being longer than average. He was shaved smooth, and she thought his cock looked really nice, but she couldn't do this.

"No, we can't!" She shrieked and closed her legs. "I'm married, I can't do this."

Alexandra quickly rolled away and stood up. She moved her thong back over her pussy.

"Sorry, so sorry, Alexandra, I got a little carried away," said Harmon. "You're just so beautiful, and I have never seen such a perfect pussy in my life. The drinks got to me, and I forgot you were married."

"It's okay, the drinks got to me also."

"Well, let's go chat and sit out on the deck."

Harmon grabbed her hand and led her out of the cabin. She went and stood at the back of the boat and looked out at the island. Harmon made them some more drinks and brought them over. He clinked her glass, and they drank.

"I'm sorry about that, Alexandra. I got carried away. Your body is just so perfect and gorgeous."

"It's my fault, I should have stopped it and put on my own lotion," she said.

Harmon then hugged Alexandra.

"Would you do a favor for me, Alexandra?"

"What is it?"

"Would you take off the thong and sit naked? I loved looking at that beautiful pussy of yours."

"No, I don't think that's a good idea."

"Well, how about this then?"

Harmon set his drink down, grabbed the sides of her thong, and pulled it up higher on her sides. That caused the material to ride up her pussy. Her lips were on display, being split by the material. The triangle of the thong covered only her mons and lower stomach, but her pussy was on display.

"Mmmmm, wow, that is so hot," he growled.

Alexandra blushed and felt exposed, but he had already done a lot more than just see it.

"I guess that's okay."

"Perfect, here you sit."

Harmon had her sit on the bench where it curved around the side of the boat. He sat across from her a few feet away. He resumed talking with her about work and her new position, if she was selected. His eyes were devouring her and loving every second. Scanning from her gorgeous face, the perky tits, and the perfect little pussy lips on display. He had not bothered to put his suit back on, and he noticed Alexandra stealing looks at his cock. With the sexy married woman in front of him, Harmon was rock hard.

Alexandra felt so exposed. It was turning her on the way he was looking at her and seeing how aroused he was. She had come so close to an orgasm, she was still wet, aroused, and feeling the building lust. Alexandra adjusted. Her leg against the boat was bent at the knee with her foot flat on the bench. Her other leg was open, dangling off the side. Harmon reached and grabbed her foot that was on the bench. He guided it so it was straight out and resting on his thigh. He started massaging her foot with his hands. He kept engaging her in conversation and didn't even address the foot massage. Occasionally, her heel bumped against his hard cock.