The Orlando Vacation
by A Bad Attitude
Copyright© 2026 by A Bad Attitude
Fiction Sex Story: The O'Shea family is on vacation when Captain Jack meets an old friend from his days in the Marine Corps. This friend tells his life story since leaving the Corps while Captain Jack's oldest sons have their own adventure. As usual, I had trouble with the codes.
Caution: This Fiction Sex Story contains strong sexual content, including Ma/Fa Ma/ft Fa/ft Mult Coercion Fiction Crime Cuckold .
Captain Jack— The following story takes place just after my wives, Ginger and Becky, turned 40 years old. Our two oldest sons, Sean and John, are both 17 years old and will start their senior year of high school in the fall. My two younger sons, Tim and Robert, are both 15 years old and will be sophomores. We are in Orlando, Florida on our yearly vacation with the kids. Of course, Sean’s girlfriend, Barb, is with us. She is always with us. Though she is two years older than Sean, she is only one year ahead of him in school. That makes her 19. She just graduated from high school.
I am sitting in the restaurant at the hotel drinking a glass of iced tea and watching my wives laying on the lounge chairs getting some sun. They have been laying out at our pool for the last two months, so they are already very tanned. They are wearing their string bikinis as normal for them. You could not tell that they are 40 years old. They watch what they eat and exercise in our gym every day. I am very proud of them.
My son John is sitting in the shade at a table near them watching over both his mothers and my other children playing in the pool. My wives always called me the ‘sheepdog’ of the family. I think John has taken over that job. He is always so serious and at times he seems introverted. He rarely dates and has never had a serious girlfriend. He says he has just never found one that interests him. What does interest him? Not any type of group sports. At 6’3’ tall and 210 lbs. of solid muscle the coaches at school beg him to play sports. Any sport, just play. All he is interested in seems to be horses and working out in our home gym. But this story is only partly about him.
As I watch my family, I hear a voice shouting my name.
“Jack O’Shea? It really is you! How are you? I never expected to see you again.”
Then this short balding man hugs me and shouts for a woman and girl to come over to my table. I must have looked startled because I truly did not recognize him.
“You don’t remember me, do you? I’m Tommy Donahue, from O.C.S. (Officer Candidate School). Remember?”
“Hell yeah! How are you doing Tommy? I am surprised that you recognized me.”
“That eye patch had me confused for a minute, but I knew it was you.”
“What brings you to my part of the country?”
“Brought the wives and kids to check out Disney World.”
I always try to get out the fact that I have two wives in the first few minutes of a conversation with people that don’t know me and my family situation. There are usually three reactions.
First, “You are joking, right?”
Second, “That is not natural. Are you trying to live in the dark ages?”.
Third, “Wow, I heard about that, but I did not believe it. You are a lucky guy.”
Tommy was taking the third option.
“Where are these lucky girls?”
I point them out and he just shakes his head as he mumbles, “Damn!”
Then he introduces me to the two with him. The tall skinny woman with the glasses is his wife, her name is Beth. The girl with them he says is his foster daughter, Molly. Beth has on a beach cover-up like my girls would wear. Molly is wearing a bathrobe from the hotel. It looks like it would fit me. It has long sleeves and falls below her knees. She is going to burn up if she does not take that off when they go to the pool.
We talk a minute about O.C.S. and the Marine Corps but Beth wants to get to the pool. Molly does not seem excited about that idea. I tell them to go introduce themselves to my wives and it may be best to stay on that side of the pool. It looks like there are some frat boys getting drunk on the other side. As they go out Tommy wants to know how I became the luckiest man in Mississippi. I give him the short version of my life after the Marine Corps while I watch his girls introducing themselves to my wives. Ginger looks into the restaurant at me. I wave. She knows all is fine and seems to invite them to pull up chairs next to her and Becky. Beth does, then proceeds to put suntan oil on her front and lay down. She is wearing a modest two-piece bathing suit. Molly on the other hand prefers to sit in the shade and takes a chair across the table from John. She does not take off that bathrobe.
Tommy starts on reliving our days at O.C.S. That was 25 years ago. I know I helped him get through it, even carrying his rifle on some of the long marches. But that is all in the past. I decide to ask about how he met his wife.
Tommy— I can’t believe I run into Jack O’Shea! He has always been a hero in my eyes. If it were not for him, I would not have become an officer in the Marine Corps. I do not know what I would have done. He helped me get through and I went to work in Washington D.C. I was also a Captain when I got out 4 years later. I was wearing my ‘fire-watch’ ribbon on my last day. I never left Washington and never wanted to. I am a very good lawyer, but I would not have been any good in a firefight. I would have gotten myself and any Marine who followed me killed.
I did follow his career. I know about his silver star, his two bronze stars and the two purple hearts. I do not tell him I know all this. When he asked about my wife I decided to tell him the truth. Not what I had put in the official reports to the Justice Department.
“I was in the Gainesville office of the F. B. I. (fucking big Indians, for those of you that don’t know). It is a small office with only a couple of special agents assigned to it. I was working on a case, trying to decide what type of deal to offer a two-time drug offender. The secretary buzzed me and asked if I could talk to a lady who needed to speak to someone about a crime. In walked Beth.
First, I need to tell you my state of mind that day. In the prior 4 years I had had two serious relationships with girls I thought loved me. The first one I dated for 2 years then asked her to move in with me. We lived together for almost a year. One day as I was getting out of my car in front of the house, my next-door neighbor, a retired cop, asked if I could come over to his house. As my girlfriend was not due home for another half hour, I said sure. As we sat in his kitchen, he said that he had heard that I was going to ask my girlfriend to marry me. I said that was correct and had already bought the ring. I was just waiting for a good time to pop the question. He asked if I knew she had another boyfriend. I just stared at him. He said he figured that I did not know. He proceeded to tell me that once or twice a week a red corvette pulled into my garage with her and an older man. They usually arrived at about 10:30 and stayed until about 2:00. He was sorry, but he thought I should know. I thanked him and gave him my work number. I asked if he would call me the next time it happened. He did not want me to get into any trouble; he advised me not to get into a fight or shoot them over this. She was not worth it. I assured him all I wanted was video evidence since I knew the guy in the red corvette was her boss. I had reviewed her work contract and dating within the company was not allowed. This guy was also married. I just wanted enough evidence to ruin his career and marriage. I left and went to an electronics store and bought a video camera.
I did not have to wait long. It was the very next day that my neighbor called and said that the red corvette had just pulled into my garage. I jumped up and ran out of the office telling my secretary I would be back later. In less than fifteen minutes I was in my neighbor’s driveway. He met me and said he would go with me to keep me out of trouble and be a witness if needed. This ex-cop was about 6’ 2” tall and weighed about 240 lbs. After using my pocketknife to flatten all four tires on the corvette, we silently went into my house. We could hear them in the bedroom. I turned on the video camera as we walked down the hall. The bedroom door was open. I got a good shot of him on top of her. He was an older man and he looked it. His face was red and he was trying hard not to cum, or so it seemed. She was urging him on by screaming how close she was to cumming herself and how she loved his big dick inside of her. I got about one minute of porno action before she noticed the two people watching and filming! She started screaming for him to get off her, he rolled out of the bed and started looking for his clothes. They had been taken off in the living room and all he could find was his boxers. I had put his shoes, pants, shirt and a suit coat in the living room closet! He ran to the garage and saw his flat tires. I guess he realized that he did not have his keys so he just ran! He went out the side door and down the street. I filmed him running barefooted in only his underwear until he turned left at the corner.
I told my girlfriend she had 30 minutes to pack and leave. They had taken his car from work so hers was still in the company parking lot. I called her a cab. Then I called a tow company and had his corvette towed. I got his wallet out of his pants and called his wife and told her what was going on. She asked for a copy of the video. I confirmed her address and told her I would mail it to her. Then I called the company where they worked. I explained to the president what was going on. Instead of suing his company for not enforcing their no fraternization policy, I would settle for them both being fired. They were a publicly held company, and he did not want the publicity. Both were fired.
The old man got divorced. I heard his wife took him to the cleaners. My girlfriend wanted to explain but I would not listen. She moved back in with her parents in Atlanta. I never heard from her again.
About six months later I started seeing a beautiful girl. She loved to try to fuck me to death. Nothing was off the table for her and that was new for me. I would not let her move in with me because she loved to drink. She drank a lot.
I started suggesting she might have a problem. She decided to fix the problem. I did not know the problem was me! She had told me not to ever call her again the night before Beth walked into my office.
I was sitting at my desk when Beth walked in. I had been in the middle of a pity party wondering where to meet a nice woman. I don’t go to bars or church. My life revolved around my work. I looked up and see this nice-looking girl about 10 years younger than me. I told her to take a seat and asked what I could do for her.
She started by telling me she grew up in Gainesville but got a scholarship to go to Stanford. Wow! That’s impressive! She majored in computer science and studied for a master’s degree. More impressive! Just as she was about to graduate, her mother had a stroke. Her father needed help in caring for her. So instead of taking the job in Silicon Valley she had been offered, she went home to help dad with her mother. Very impressive!
She started looking for any type of job because money around the house was tight. She answered an ad looking for someone to set up and run a web site. No problem she could do that. When the owner, a guy named Sloan, saw her resume he knew she was the one he needed. He offered her more money than any of the tech companies had offered. She immediately accepted. She admitted to being too naïve at the time and not asking more questions. The company Sloan owned produced porn videos! and he was wanting to get into on-line pornography. She found this out the first day she showed up to work. She was trapped. Not by Sloan, by her parents. She had told them about her new job and what it paid. The relief on her father’s face said it all. No more worrying about whether to buy groceries or medicine. This job was a lifesaver.
The one thing that saved her was that her boss was very computer illiterate. She convinced him that his studios were too far out of town to get a good internet signal and that he should get her an office in town where the internet speeds were fast enough to do what he wanted. She picked out her office and bought the computers and the servers. She taught a secretary at the studio to send her what Sloan wanted to put on the internet. She set up a pay site where for $19.95 a month people could watch porno videos of all types. They could even watch behind the scenes footage of the videos being made. There was a place where the viewers could suggest what they wanted the stars to do next month. It was a huge success. They were raking in about $50,000 a month after only three months.
I stopped her at this point and asked if all the stars were 18 or older. She assured me they were. She kept all records at her office, and everything was on the ‘up and up’. I asked why she was here it seems like the business might not be socially acceptable and even immoral to some, but I could see nothing illegal.”
Jack—This story was getting interesting, but I was more interested in what was happening at the pool. John had ordered Molly a lemonade after giving her a taste of his. She had taken off her bathrobe but was not getting any sun. Too bad, she needed it. She was white as a sheet. Then about the time Tommy was starting on the pornography story, John had gotten out of his seat and taken Molly’s hand and led her to the concrete steps at the shallow end of the pool. They waded into the water and John had her kneel down. He cupped his hands and gently poured water over her shoulders. She was laughing and saying something to him that I could not hear. I stopped Tommy’s story and asked him to look at the pool.
“I can’t believe that! She is terribly afraid of the water. She almost drowned as a kid and has not been in a pool since. We had a hard time just getting her into a swimsuit and agreeing to sit by the pool while Beth got some sun.”
We watched as John led her into deeper water and supported her back as she floated. He moved her around and eventually let her go on her own. Tommy was amazed. Apparently, she had never had a boyfriend or even talked to a boy that he knew of. Then he started his story again.
“Remember, immoral maybe but nothing illegal so far. Then one day she was told to set up another web site. This was to handle specialty videos. It was to be centered on a cuckold theme. Wife watching, humiliation that sort of thing. She met Sloan in his office at the studios and was shown a script of what they were going to film. Sloan had this idea of making a porn movie about a family who borrowed money from a man who demanded they use their bodies to repay him. It was based on the truth!
One day Sloan had been in a bank when he overheard a loan officer tell a couple that their loan application had been denied. The man had pleaded with the banker to re-think his denial. His small farm was going to be auctioned off the next week by the I.R.S. for back taxes and something called the death tax. They had been everywhere trying to get a loan and this bank was the last hope for them. As they left the bank Sloan followed them out to their old truck. He told them he was the owner of a finance company and that he may be able to help. He gave them a business card and told them to come to his office that same day at 2pm. They were to bring all the I R.S. paperwork and any other loans they may have including credit cards and personal loans. They left smiling and feeling like there may be some hope for them.
At 2 pm they were seated in his spacious office sipping coffee while Sloan’s secretary ran all their financials. The farm had been in the woman’s family and never had a mortgage on it. When her father died, he left it to her. With the new tax laws, it was like selling it to her. She had to pay taxes on what it appraised for. Land in the Ocala area was sky high at that moment. They could not come up with the money. The husband had lost his job when the factory he worked for had closed. Getting a loan proved to be impossible. They had lived on credit cards for the last four months but they had eventually been cut off. They had until next Wednesday to come up with the money, or they were out on the street. They had two daughters. One was 18 and about to graduate high school. The other was 15 years old. The man was 40 years old and the wife was 36. She was a pretty red-haired woman who exercised regularly and was in good shape. With that red hair, her green eyes and those long legs, Sloan knew she would be a star in his videos. His secretary buzzed him and he smiled at them.
“Good news, you have been approved!”
They started hugging each other then they both hugged him. The tension went out of their faces and their bodies. He told them to sit down, and he would explain the terms of the loan. If they did not agree to the terms, they could get up and leave. They could deal with the I.R.S. themselves. If they agreed to everything the husband and his secretary would pay off the I.R.S. this afternoon along with the various credit card companies and the $5,000 they had borrowed from a family friend. They would leave his office owing only him.
What he was proposing was a 2-year loan of $150,000. There was no interest and no monthly payments. They would leave the office with everything paid and $15,000 in their pockets. They were ecstatic. But what was the catch?
They were told they would work for him for the next 2 years. He would pay them a monthly salary of $4,000 in total. They would be on the company health insurance plan and would be given a company car to drive. The catch? He looked directly at the couple and said, “I make porn videos here and you two are going to be stars. I think you will have to work maybe two days a week. You will do everything I tell you to do. If you ever refuse your loan becomes due in 48 hours and you will leave the house with nothing but the clothes on your back. At the end of two years the farm is yours free and clear.”
The husband just stared at him and then got up to leave. The red head grabbed his arm.
“We must do this. We have no other place to go. Think of our girls.”
He sat back down. He asked exactly what things they would be required to do.
“I and other’s will fuck your wife; you will have to watch. Sometimes we will be rough. She will have to act like she hates it. Other times we will be nice and loving. She will have to act like she is enjoying it. Sometimes you will have to participate and other times you will have to act like you hate it. It just depends on the script we are using that day. Like I said we may get rough sometimes, but we do not want to damage you. You will be treated like a prize mare because that is what you are. We are going to make money off you and want you to be able to work. Don’t worry about one of us falling in love with your wife. That is not going to happen. You will probably get more love and pussy than you can handle from her in the next two years. I think you both will grow to love your job.”
He buzzed his secretary and told her to bring in the contract. It was about four pages long and single spaced. Much of it they did not understand but did not question their new boss. They signed and the secretary notarized their signatures. She told them when they left, she would have copies for them.
As the secretary closed the door Sloan said, “Let’s get started. Help her take her clothes off. I want to see her naked.” They both stood and nervously the husband helped her unbutton her dress and step out of it.
“Lose the bra and the panties.”
She complied and stepped out of the green panties then he unclipped her bra and her 36D breasts were free and visible to the first man besides her husband in over 20 years.
“I love those tits. Make her big nipples hard for me.”
The husband stood behind her and put his hands on her breasts while rolling her meaty nipples between his thumbs and index fingers. She loved the way her husband played with her breasts. It was even more exciting with Sloan watching! Soon her nips were hard and extended.
“Enough. Now sit in the chair and put each leg over the arms.”
That gave Sloan a view of her pussy. She sat there staring at Sloan who was looking directly into her vagina. Sloan looked at the husband and told him to go help his secretary pay off the loans and to tell her to send Leroy in with his shaving kit. Then he said to her, “Wow! Girl don’t you ever trim that thing?”
“Only in the summer when I wear a bathing suit. Joe likes a full bush.”
“Your fans are going to want to see a bare pussy. Get up here on the desk and lay on your back. We will take care of that today.”
The husband sat in a chair next to the secretary as Leroy walked in. “Who needs a trim?” he asked.
“The red head in Sloan’s office” replied the older woman.
“I saw ya’ll come in. That’s your wife ain’t it?”
“Yeah” said the husband.
“Why don’t you let him watch on the TV,” Leroy said pointing to a TV on the wall.
The secretary did not reply, just picked up a remote and turned it on. As the screen lit up you could see four mini screens from four different channels. She handed him the remote and said, “Change the channel and it will show the full screen from each different camera.” He saw his wife lying on the desk as Leroy walked into the office. The first channel he flipped to was an overhead shot directly over the desk. The next channel was a shot looking directly at her pussy. The last two were from either side of the desk.
He changed back to the overhead shot. Sloan was standing by her head, running his fingers through her red hair.
“Turn up the sound,” said the secretary.
As he did, he could hear Sloan tell Leroy he did not want her shaved bald.
“I want a small triangle of that red hair left so that all her fans can tell she is a natural red head”.
Leroy picked a pen up off the desk and drew a triangle in her hair on her ivory skin.
“That good enough boss?”
Sloan leaned down and traced the ink marks with his fingers. Then he gave him the okay to proceed. Leroy plugged in the electric beard trimmer and started cutting her pussy hair. He pulled on her outer lips and made sure he got it all. Then he went into the bathroom in Sloan’s office and returned with a dishpan of warm water and a washcloth. He wiped her clean. Then he placed the warm cloth over her pussy for a couple of minutes while his hands rubbed her stomach.
She would later tell me that she had never been touched by a black man in her life. That coupled with the fact that due to the stress of the money situation it had been over two weeks since her husband and she had made love. She was excited and she could feel her pussy juicing up.
She could also feel her body turning red with shame. Then she saw Leroy attach a razor strop to a hook on the wall next to the desk. He took a straight razor out of the kit and began to sharpen it. Her husband watched as her eyes got big with fear. Sloan noticed also.
“Don’t worry, Leroy here is an expert with a razor!”
She closed her eyes as the big black man applied shaving cream to her lips and began to shave away the stubble left by the trimmer. In less than 10 minutes he was done with her pussy.
Then he told her to turn over on her stomach.
“Grab your ass cheeks and spread um,” he ordered.
She had never been so embarrassed in her life. She was showing her asshole not only to a black man, but Sloan wanted to examine it also. Little did she know that her husband and the secretary were also watching. Before long this would also become one of her bestselling videos.
After he finished shaving her ass, he had her turnover and bend her knees up to her chest. He took some oil out of the kit and dripped it on the sides of her pussy and started to rub it gently into her skin. His hands brushed across her clit a couple of times. Then she felt a greased finger enter her asshole! She gasped! She felt his tongue lick her clit. His teeth nibbled it! She started to cum! Sloan turned her head and guided his penis into her mouth! As she climaxed, he pumped into her mouth until he came also. He ordered her to swallow.
As she was coming down from her climax, Sloan and Leroy switched places. Suddenly she felt another mouth on her pussy, licking and biting on her clit as Leroy shoved his cock into her mouth. She could barely get her mouth around his thick 10 inches, but she somehow managed. He was not gentle. Feeling a mouth on her pussy while sucking a cock drove her to another massive climax. Leroy deposited a giant load of cum in her mouth and she again swallowed it all. Sloan told her to get dressed.
Leroy packed up the shaving kit and walked out of the office. He winked at the husband and said, “She did real good for the first time.”
The secretary had finished with the payoffs and told him that the I.R.S. would send him a registered letter. She would file the mortgage the company now held on their farm. She said she would call him in the morning with the time for the doctor’s appointment for their insurance physicals. His girls would have to have them also. Then he was told to go back into Sloan’s office.
When he walked into the office his wife grabbed him and gave him a big kiss. She did this because Sloan had told her to do it.
On the way home he told her he had watched what went on in the office. He had saw her climax with both men. This was going to be their life for the next two years! They decided to accept it and enjoy it! After supper and the kids were in bed, she fucked his brains out! Sucking him and swallowing, then cowgirl (his favorite) and doggie (her favorite). They would not let what they did ‘at work’ interfere with their private lives. They slept better that night than they had in almost a year.”
Jack—John is now rubbing suntan oil on Molly. Both Tommy and Beth are staring with their mouths open. As far as they know, no boy has ever touched her! She seems to be carrying on a conversation with John and laughing at whatever he is telling her. Suddenly everyone gets up and walks into the restaurant.
“We’re hungry,” shouts Ginger.
“We have invited your friends to have lunch with us.”
We push three tables together and everyone orders lunch. Mostly hamburgers and fries with sodas. We are on vacation.
After lunch the sky had clouded up, and it looked like an afternoon thunderstorm was coming. The girls said they were tired of laying out and wanted to take a nap. The kids wanted to watch a movie in their room and John invited Molly to join them. She was excited to accept John’s invitation. We all saw her squeezing his arm. We had adjoining rooms with the kids, so we shut our door and got in bed to sleep. The kids carried a couch and a chair from our room into their room so that no one would have to sit on the floor. Sean and Barb laid on the bed. John and Molly got the love seat and the younger boys sat in the chairs. They watched two of those $10 pay per view movies before we woke up.
Sean and John asked if they could walk down the street and have supper at an Applebee’s that was on the next block. They wanted to take the girls (Barb and Molly) on a dinner date away from the families. I thought it would be fine but told John he should ask her “parents” if it was all right with them.
Molly was so excited that John was going to do this. It was like he was asking for her hand in marriage! He came back saying that it was ok with Tommy and Beth. Sean said they would meet in the lobby at 6pm to walk to the restaurant. After she left to get ready for the date I called Tommy. I asked if they would like to have supper with the balance of my family. He told me they would love to and that he really wanted to finish his story. We agreed to meet at 7pm in the lobby.
Everything went off as planned. Dinner was great. Tommy and Beth could not get over what a nice and polite boy John was. He had really brought Molly out of her shell.
The two couples walked in, arm in arm as we were finishing our meal. They were laughing and talking like they had a secret between them. The younger boys had found a game room and wanted some money to go play Pac-man or whatever. They headed off with a couple of twenties. I hoped that would be enough for the night. The women wanted to go look at the shops inside the hotel. That left Tommy and me sitting in a booth in the bar nursing a couple of beers. He began his story at where he had left off.
“Now I have heard of some crazy deals and some really stupid contracts, but I could still not see that a crime had been committed. They knew what they were getting into when they signed so there was no deceit or fraud. Then Beth told me that she had copies of everything at her condo. She asked me to come over to her place that night to go over it. She said there was something I needed to see. She offered to fix dinner for us.
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