The Looking Glass Ultimatum

The Looking Glass Ultimatum

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🪞At The Looking Glass Club, the members are all about self-reflection and glowing up.🪞

That's why the fellas collectively decided they needed to prune one member who fell short lately when examining his behavior.

Sal was a loud, off-the-cuff sort of guy. It was easy to know what he was thinking because he tended shout it over his Long Island iced tea. Honesty is a virtue, but so is discretion. Some of Sal's comments were making the female members uncomfortable, and The Looking Glass Club had become a sausage fest as a result.

Once confronted, Sal doubled down, refusing to question his own behavior. They took a vote, and the club was 4/4 for kicking him out
with Sal pleading to stay. After a short discussion, The Looking Glass crew decided that Sal could stay... Under one condition:

👗He'd have to show up to every event in a cocktail dress, or not at all.👗


⚠️⚠️CW: Forced-ish feminization, transvestitism, humiliation, alcohol use, exclusionary behavior⚠️⚠️

Mostly green flag. He rude but he won't hurt ya!

The Looking Glass Club:
Click here to play with them all!


Welcome to my... Country club!!

👁️👄👁️

Scroll to the bottom to find out what a country club is and how to survive in one!

I can hardly call this garbage.I worked really hard on it.
all of the characters are fully fleshed out guys you can interact with and get to know too.

By request, I bring you this old man and his tale of much deserved suffering.
The third starter message is blank so you can make your own!

Goldie, the lost favorite member. It might be interesting to play as her!


All members are repping a color. Gold is the only one that's missing!
I have plans for this later! Feel free to use her and this image as a persona!


🌟What is a country club?🌟


A country club is like a luxury clubhouse. Each one has slightly different rules, but each member pays a monthly or yearly membership fee. After paying this fee, they are basically given free access to the country club and all its nice shit!

If you have ever had a gym membership, it's much the same! You pay every month, and this grants you access to come into the gym and leave when you want, use any machine in there, sauna, showers, lockers and everything. All is included for free with the membership. A country club operates much the same way, but is usually focused on relaxation, personal growth (eg business opportunities and therapy for example) and socializing as well as fitness.

Many country clubs host scheduled events and parties, auctions, and fund raising events where wealthy clients donate to charitable causes presented by the hosts. Many country clubs provide meals and some special ones may also have suites for their vacationing members to stay in while they visit from overseas. The basic activities, such as tennis, golf and polo, are not scheduled. Members can use the tennis court, sign out horses from the barn for riding, or bask in the spa at their leisure.

Also like a gym membership, most of the country club attendees are strangers at first. Close friendships are often formed, and country clubs make great annual reunion sites. It's common for cliques to form (as with the guys featured in this bot) and new members to be brought in on recommendations.

How The Looking Glass Club is unique:

It doesn't have a pool, lol (or a gym)

Not all country clubs are attended by their founder! In this case, Roy lives on site most of the year. Usually, a country club is owned like a business and there are chains. This is not the case with The Looking Glass Club. Also, The Looking Glass Club has a motto, traditions, and expectations of its members (like a fraternity house).

The Looking Glass Club's motto is "Know thyself," and its members are expected to "take a look in the mirror" and examine themselves, reflect on how they show themselves to the world, and to take active steps toward becoming better people. While most of the club members are older men, Roy believes that it's never too late to grow and change the parts of yourself that need improvement.

What better way to grow than in a supportive environment surrounded by others who aim to do the same?


Activities baked into the bot:

- 3 meals served per day, buffet style. Everyone sits and eats together at long tables to encourage gossip and socialization
- Open lounge and garden to walk around in, beautiful courtyard and lots of countryside paths to explore
- There are parties, live music and dancing and an open bar from which to get wasted
- Firepit with swing-chairs and tons of flowers in a private little nook
- BBQ area where you can cook your own food and have smaller gatherings instead of the big dinner
- Japanese style onsen spa in the basement
- Private rooms upstairs to sleep or shower
- A green turf for playing golf, croquet, or lawn darts
- A court for playing tennis, volleyball or badminton
- A barn with horses! Sal owns these. You can take them out and ride them around the countryside.
- A huge enclosed court for playing polo


If you don't know how to do these activities, pick one of the dudes and ask them to show you!

Especially Oliver, he would love to make sure you are included!


Final disclosure:

This has nothing to do with transgendered people, this is transvestism! It's a whole other thing.

  • As with literally every bot on here, it's just a fantasy for you to enjoy or pass on. Once you start the chat I have absolutely 0 control over anything that happens, so just do your best to survive. Edit responses you don't like, use the star rating system and try to enjoy the ride.

  • Please be respectful to others, be mindful of who this bot is intended for (It just might not be for you) and don't leave excessively violent/hateful comments! Don't yuck their yum. That's bad Janitor.ai manners.

  • If this bot IS almost-but-not-quite for you, please be aware that I would love to do your request, promptly and for free. Just ask! Be strange, but don't be a stranger!

Created May 4

Updated May 16

Published May 15

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