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The Whore Goin’ Trail [v0.2.8] [Ben Rosewood]

The Whore Goin’ Trail [v0.2.8] [Ben Rosewood]

August 5, 2026F95


You have decided to brave the journey to Oregon to join the Council of Pimps. Gather your hoes, practice your pimp slap, and get ready to make some serious cash as you prepare for a journey that can be as dangerous as it can be rewarding.
Welcome to the trail, Pimp

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You are a party leader of a wagon heading to Oregon.  Gather your hoes, practice your pimp slap, and make sure to collect plenty of green on the way, player. After all, you’ll have to prove to the Council of Pimps that you’re a real MacDaddy and not some two-bit street hustler.
Pick your party from a variety of women, who vary in skill and randomised traits.  Once you’ve made your pick, select what kind of art you want to represent your woman. There’s 4 unique images each with 4 color variations for a total of 16 sets. You can also add your own artwork if you are so inclined.
You can have up to four party members. Will you fill your party with a harem of women? Or do you only want to take care of your one true love? The choice is yours. Just make sure to take care of your women, otherwise they might leave your party at the first opportunity to do so.
Be sure to buy supplies too. You’ll want to buy essentials such as food and oxen to drag your wagon and fat stacks of cash. In addition, you might want to pick up some trade goods such as gold, alcohol, and animal hides. If you’re feeling real fancy, you might want to pick up some extra items such as that new fangled camera.

Along the trail, you’ll have to contend with wild animals, hunger, disease, river crossings, and numerous random events. As the party leader, it will be up to you to manage these dynamic encounters. With great risk comes great reward, and with the right moves, you might just be able to find a fortune on the trail.
You won’t have to face these dangers alone,, either. Your party can come to your aid. Many of the women you can recruit have a variety of skills that will be helpful. Some women are skilled survivalists who can help you find animals and forage for food. Others have plenty of medical knowledge that can help treat injuries.  Best of all, some can offer you the sort of comfort only a woman can.

When the trail gets too much, don’t be afraid to take a break. As you rest up, you can interact with your party by talking to them, praising them, and even get intimate with each other. This downtime can be vital to easing the burden of the trail and keeping your party happy.
There are also numerous locations to visit along the way. These range from towns, river crossings, military outposts, and more. These places offer opportunities to resupply, interact with other wagon parties, and conduct business.

You ain’t gonna head to a new land with empty pockets, are ya? There are a variety of ways of making money. Run a brothel, work numerous jobs, or sell whatever you find on your travels.
Every location has its own unique economics. Some places are rich in food, whilst others offer trade items such as alcohol and gold. If shop prices are too much, you can always engage in trade. Trades are random and savvy traders can take advantage of parties.  Do your best to take advantage of each location, and make sure you don’t get taken advantage of!

Thread Updated: 2026-07-30
Release Date: 2026-07-21
Developer: Ben RosewoodPatreonitch.io
Censored: No
Version: 0.2.8
OS: Windows, Linux, Mac
Language: English
Store: itch.io
Genre:
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Oral Sex, Prostitution, 2Dcg, 2D Art, Male Protagonist, Character Creation, Handjob, Stripping, Vaginal Sex, Adventure, Combat,  Sandbox, RPG
Installation:
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1. Extract and run.
Changelog:
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v0.2.8
  • Added books back to the store in Sutton.
  • Fixed issues with solo foraging.
  • Fixed an issue with the abandoned wagon random event.
  • Various fixes with random events, Fort Mercer, and being stranded with a broken wagon.
v0.2.7
  • Revamped Shop UI.
  • Minor text fixes.
  • Fixed minor issues with Alcoholic and Gluttonous traits.
  • Fixed an issue with the Fort Mercer Quartermaster when trying to buy bullets.
  • Fixed issue where giving party members medicine would mess up sickness.
  • Numerous bug fixes with the random events.
v0.2.6
  • Fixed issue with not being able to leave the training page at Fort Mercer.
  • Fixed issue with stress gain events
  • Fixed issues with the Getting Lost random event.
  • Fixed bug with health when setting rations to ‘Bare Minimum’.
  • Fixed various issues with the Missing Person quest.
  • Fixed issue with fleeing bounties leading to the same location.
  • Fixed a bug that can occur during foraging alone.
v0.2.5
  • Added photos and camera into inventory display.
  • Added images of women when taking photos of them.
  • Added text to indicate you can get sick when looting the dead body during the Dead Body random event.
  • Fixed bug where you could fish without a fishing kit.
  • Fixed issues with quartermaster at Fort Mercer.
  • Fixed issues with prostitution at Fort Mercer.
  • Fixed issues with training at Fort Mercer.
  • First pass at complete bounty encounter for women with the ‘Bounty Trait’
  • Calm, Anxious, and Bipolar traits now trigger during more events that cause stress.
v0.2.4
  • Added autosave part before the shop in Costa Rosa.
  • Added a warning that there is a slight chance that an error can happen during trades where no item is selectable. I am working on resolving this issue.
  • Minor text adjustments during failed river crossings.
  • Fixed issue where food wouldn’t appear for trades.
  • Fixed resting so it cannot be set to a negative number.
  • Fixed issue with recruitment in towns looping.
  • Fixed various bugs that would occur when hunting a bear.
  • Fixed issues with dealing with dead party members.
  • Fixed issue where players wouldn’t get poisoned if bitten by a snake when hunting.
v0.2.3
  • Added a note that clarifies travel is automated.
  • Fixed minor issues with the shop menu UI.
  • Removed the option to remove party members. This mechanic will come back in a later build.
  • Fixed bug where you couldn’t select a party member to heal during the Overburdened Hunter encounter.
  • Fixed a bug where earning a rifle during any random event would mess up your inventory.
  • Fixed some text errors when encountering a snake during the Abandoned Wagon random event.
  • Fixed a bug where you would be taken to Sutton after you try to take certain actions in Avonwick.
  • Fixed a bug when resting in towns with rations set to ‘Meager’ or ‘Bare Minimum’
v0.2.2
  • Corrected ‘Widower’ background to ‘Widow’
  • Adjusted link text after a sex scene during prostitution
  • Added shameless links to my Patreon
v0.2.1 Release
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All: DATANODESMIXDROPMEGAPIXELDRAINGOFILE

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    The Whore Goin’ Trail [v0.2.8] [Ben Rosewood]