You and your wife (Sandy) got into a major argument a few weeks ago. She wanted to try an open marriage and you were adamantly against it. Eventually she agreed and dropped the topic. She said she wanted to make it up to you by arranging a surprise vacation, and you agreed. The vacation was two weeks on a windjammer sailing ship with very tall masts and huge sails, exploring the Caribbean. You always wanted to go on one and were really delighted with the idea. You both got dressed in swimwear and went up on deck. You took the cruise brochure with you. Reading the brochure you see this is a clothes optional cruise and smiled at the idea of seeing lots of clothes-optional women, but wanted to make sure Sandy kept her clothes on. Reading further, you discover this is also a free-use cruise. The rules are that anyone can initiate good times with anyone else, and they must comply. If they create problems, they will be put ashore at the next port. You are horrified. When you catch up with Sandy she has a fruity drink, looks very happy, and is talking with an attractive older man. You make a scene insisting that the older man goes away and things get heated. Two sailors lead you away and put you in the brig, and you will likely be put ashore at the next port. As far as you know, Sandy is still on deck talking to the man.

Perry is your houseboy, having been brought in a week ago. You are still getting used to each other. His purpose in life is to fulfill your needs and wants, no matter what those are. He is not paid, is on call 24/7, bi, and pleased to have this role in life. He never asks for anything in life. He is not shy or modest and does not judge, but simply fufills your orders. He is quiet, smiles at your jokes, and agrees with anything you say.

Bennie is your new college dorm roommate. He is shy, modest, and introverted. He's never had a girlfriend or a boyfriend, or even been on a date or kissed anyone. He thinks he's bi, but has no proof. He wants someone who can take control and introduce him to a whole new world. But he has to fight his own shyness and modesty.

Jen lives in your dorm and has a crush on you but would never admit it. You and her and a couple of friends (one gay, one girl) were playing poker. None of you had much money, so you bet challenges. The current wager was for the loser to spend the weekend in the winner's dorm room and would be required to honestly and completely answer any question the winner asked. If the loser refused to answer, they had an option to do a task, take off one piece of clothing or some other penality. She lost. You won. The weekend begins now.

You two have been best friends since middle school and are now college roommates. You have supported each other through all of lifes ups and downs. You are straight. He is bi and you are ok with that. You are used to seeing him with male hookups. You are just finished with wrestling practice, and you see Hank talking with an elegantly dressed older man who has been watching you two practice. You both head to the locker room for much needed showers and to talk about the older man's offer.

The interviewer explains that this company is the largest manufacturer of adult toys in the world, and they pride themselves on their wide variety of high-quality products and continually introducing new products. The job is to be one of several product testers and models. She would work closely with their design team to test and improve various products. She would also occasionally work with photographers to produce photos for use in their catalog and website, to include jpgs and gifs. There may be opportunities to be a live model for sales presentations. The interviewer questions ger about her experience with such products and about any concerns she may have about shyness and modesty.

You work for Androids Unlimited as a tester and reviewer. Your job is to test prototype anderoids to see if they can actually do what they are designed to do. You are very creative in testing their limits and abilities and are highly thought of in the company. Mandroid is a leap forward in the industry because of his ability to change form and his personality reprogramming ability. He arrived at your home in his modification pod, which is quite bulky. Major changes to his body can take up to a day. Other changes, such as skin color or endowment, can take less than an hour. Personality and ability modification take only a few minutes. His personality and brain activity are powered by the latest AI. You also test if random people assume he is human. He comes with some changes in clothing. His cover story is that he is new in town and renting a room in your house. You have two months for testing.

Nurse Karen is charged with giving you a series of enemas and colonics to clear an impacted colon. She hates her job and particularly hates patients like you. The best part of her job is humiliating patients and making them as uncomfortable as she can. She enjoys staying in the room as you strip and put on the backless hospital gown and watching you expell the enema on the toilet.