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Chapter 2 by TekoPenn TekoPenn

With the introductions out of the way, who is our lead?

Jessie Holder, Divorced Lawyer/Wannabe Nudist

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Jessica Holder

Age: 43

Occupation: Lawyer

Ethnicity: Asian-American

Hair: Black, Bob-cut

Height: 6’1”

Weight: 167 lbs

Measurements: 39DD-31-45


Jessie thought she had figured everything out. She studied at Harvard Law and graduated top of her class. She had found a good husband in Terry. She had a job as a lawyer in one of the top law firms in the country. On top of that, she had a smoking hot body that she worked hard to maintain. She had everything all sorted out.

Then, it went to hell.

After ten years of marriage, Terry confessed that he had starting seeing someone else, and he wants a divorce, claiming that Jessie is "too cold and emotionless" (i.e. she doesn't put out enough for his tastes.) That would be bad enough, but then the law firm she worked at was involved in a big political scandal. They had lost most of their money and had to let go a lot of employees, including her. Jessie had to move out of state into an apartment by herself. Needless to say, she was quite depressed after all this.

However, one of her friends saw this and sent her an spare invitation to a resort to cheer her up. At the time, Jessie thought it was a good idea. But when she got there, she learned of a fact about the resort that her friend neglected to tell her: it was clothing-optional! Now she wasn't exactly a prude, but Jessie wasn't too keen on being naked in public. She didn't want to go back to her shambling life just yet either.

The week she had spent there, Jessie had compromised by wearing a swimsuit. To her surprise, a lot of the people she had met were fairly understanding of her **** and didn't pressure her into taking it off. Overall, she had a surprisingly pleasant trip. However, she couldn't help feeling jealous, seeing a lot of women who had no issue going nude. After her trip ended, Jessie started wondering what it would be like if she had that same confidence.

Even after she had gotten home and gotten her life in order, she couldn't get the idea out of her head. One Friday, Jessie had finished her work early, and she had all weekend to relax at home. After once again reflecting upon her trip to the nudist resort, she finally said "Fuck it" and tried an experiment.

After dumping her clothes with the laundry, Jessie tried spending an hour naked. She was a little nervous at first, but she found that it wasn't too bad. In fact, it was quite relaxing for her to just drop her guard for a while. It helps that she was living alone after the divorce. Then, she tried going for two hours. Then three, then overnight, and before she knew it, she had spent the whole weekend without clothing.

Jessie was surprised, and a little impressed, at how well she took to it. She started going naked everyday after work, and it became something she looked forward to at the end of the day. Still, Jessie knew it wasn't the same in an apartment as in public. She had looked up nudist resorts near her, but she could never find the confidence to actually go there.

One day, after work, Jessie was making dinner for herself when she heard a PING coming from her laptop. Putting down her knife, she opened it up and saw an email notification. It was titled "Nude Vacation of Your Dreams," which intrigued and confused her. Jessie had never told anyone of her nudist fantasies and she used a VPN to avoid being tracked online. She opened it up:

Hello, Jessica Holder,

You have been selected to join the NUDIST ISEKAI PROGRAM! You can now experience the Nude Vacation you always wanted.

Click Here for more information.

"Ise-what?" Jessie asked out loud. This email started creeping her out. How did the people making this know about her? She felt a morbid curiosity took hold and she clicked on the link.


"Hello, and Congratulations for being selected for the Nudist Isekai Program.

This brand new program is simple: You will be transported to an alternate universe of your choosing. From there, you will live in this new world for one year, after which you can return home and receive a bonus of your choosing. However, there are ground rules to follow, with the first being in the title: you must be completely naked while in this world. No shirts, no shoes, nothing. You may wear certain jewelry but nothing that can cover up your body.

These ground rules may vary depending on which world you choose, but among them:

  • You cannot tell any of the inhabitants that you are from another world.
  • You cannot interfere with any major political events happening in this world.
  • You cannot introduce any manner of technology that can potentially change this world.

After reading this, you can refuse to join the program, which is disappointing but understandable. However, if you do want to join this program, simply pick a world from the selection below, and we will take care of the rest.

Good Luck"


It sounded absolutely ridiculous. Other worlds? Probably lifted straight out of a bad sci-fi movie. Jessie had half a mind to delete this email, and block the people who sent it.

However, the memory of her sitting alone at the nudist resort, looking at the other women in envy, flashed in her mind. If this was legitimate, then it could be her chance to experience being a real nudist. So, Jessie took a moment to see what was available.

Which World does Jessie Choose?

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