While on the road to Barnacle-Water, a curious name to be sure, Gwyn made some observations along the way. She had attempted to catalog some of the finer things she found along the way but she realized that she did not have a journal! And therefore, was at a disadvantage. She made it a point to buy a journal soon.
New Quest: Buy a journal
While along the road Gwyn began to notice the oddfolk she sees along the way. Be they beastkin (Who she hid from) or decidedly unfriendly lowlives. By the grace of the Die, she remained undetected in the foliage.
Unfortunately when she walked out of it when they left she discovered she had sat on a set of bushes containing GreyItch, so named for the fact that the flowers are curiously grey and cause a irritating itch to form on whatever body part it managed to hit. Unfortunately for Gwyn the flowers managed to be crushed past her leather pants, and she spent a good portion of the walk itching her butt like crazy.
It got to the point where Gwyn had pulled her pants down and spanked her own butt silly just to get it to away, humoring the supposed rumor that the fire from a spanking will cancel out the itch.
"In a way it had, but at what cost?" Gwyn growled to herself lowly as she walked, holding her burning ass. Hearing some laughter she glared at a pair of peasant girls walking by, who mockingly waved to her.
"Hey! Hey! Come over here you sluts! I'll make your butts pay!" Yelled Gwyn as she chased the two scared girls off. Huffing she kicked at the dirt and continued her march.
Eventually she makes it the outskirts of the massive port city. According to what she knew, it was a port city inhabitated primarily by people of oriental and Asiatic descent, or were those two the same thing...?
Regardless, judging by the state of the dilapidated houses nearby, living here is not like the comfort of her old home at all. Avoiding what appears to be a gang of pirates nearby, Gwyn found herself in a rundown alleyway, a big mistake.
"Ahoy there laddie! Drop yer purse and yer pants or we'll make yer arse be hurting!" A lavishly dressed pirate calls out to Gwyn, who stops with her eyes widening. Quickly turning around she is stopped by the pirate's two companions, and stuck between 3 hostile pirates she decides to do as they say.
Her cheeks redden considerably when their laughter hits her ears as she drops her pants, revealing her frilly pink panties but it stopped when she dropped her considerably empty purse. Without warning her two friends held her hands and pushed her against the dirty cobblestone wall while the pirate walks behind her.
"Well lass, looks like yer arse won't be escaping tis' arsekicking after all." and with that simple promise the pirate woman heaved!
"EEEEEEK! AHHHH! S-stop! What are you-" she was cut off when her panties were yanked even harder, "I'm giving yer a wedgie of course lass!"
Gwyn was no stranger to wedgies of course, but this was nothing like the naturals Gwyn have had in the past nor the teasing of her half sisters. It felt like her ass was on fire, and adding in with the self afflicting spanking she did on herself earlier, it made the wedgie worse!
"Awwwww wot's this? Somebody's already had some fun with yer arse? Bah! That won't stop me!" and true to her words the pirate made Gwyn‘s pink butt redder and redder until it was an angry cherry color. With another mighty heave she stretched the frilly waistband until it was barely touching the back of Gwyn‘s head until she let it snap back down to her waist. Tears rolling down her cheeks, Gwyn shakily got her hands off the wall when the pirate was satisfied with what she had done. Snapping her fingers her subordinates walked away to Gods knows where.
"Well, I suppose I was a little harsh there to a newbie, so how about ole Alith Camden of the Blue Sharks, gives you some information? Free of charge eh lass?" A little made at her humiliation but acknowledging her lack of knowledge in the surrounding environment Gwyn agreed. To start she wants to know about the gangs in the city, and their area of operations so Gywn could avoid her mishap here. Nodding her head "Alith" began telling Gwyn what she knew.
Blue Sharks are a gang of pirates that operate around the outskirts of the city and the gates. They run exhortations, protection rackets, bullying peasants, and robbery. They are the gang with the largest group of members but due to their mentality of quantity over quality, they won't win most engagements. unless they outnumber their opponents greatly. Their base of operations is by the outskirt harbors and their leader is whoever is strong enough to take control, kicking off the previous leader. A "Samantha Buttspanker" is the one currently in charge. Their gang colors are blue, either in armbands or bandannas. Peasants are unsure of their general feelings towards them but it's more of a good hearted annoyance.
The Fire Serpents are a gang of pirates that operate inside the city, they are ruthless, and enjoy the bullying and humiliation of others. They mainly get their profits through maritime piracy and robbery, as well as exhorting and accepting bribery for "protection".
They have a strange leadership in the form of a powerful leader known as "Mother Supreme" who chooses her lieutenants by having them complete impossible tasks, either robbing Dynasty vaults, humiliating enemy leaders, or fears of extreme bravery and skill.
Aspirants are grouped together and go through various trials, with many washing out and being humiliated as a result. However those who complete these trials successfully AND impress Mother Surpreme as well, they will be accepted as her lieutenants and an extension of her will, from now on called "Sister [Name]".
However as a result of the strong martial culture of the Red Serpents and the fact that the competition introduces a lot of competitiveness between Aspirants, there is a strong rivalry between the lieutenants and the “Sisters” are likely to be fighting each other as often as their enemies. Regardless, the Red Serpents are a powerful and ruthless force in the city.
The Wu-Qen Dynasty however are the "official" rulers of the city, but lately due to a War of Humiliation going on in the mainland, the outlying cities and colonies are getting less and less troops and supplies, leading to desertions and defeats. It doesn't help that their people absolutely love being humiliated. The reason why being that the Dynasty is an oppressive and controlling empire, that hates humiliation and anything fun. Therefore it is been decreed the 15 Virtues and that limited the amount of freedom it's people has.
They are expected to act formal and "ladylike" constantly. Therefore, many of their people begin seeing humiliation as a freedom to their oppressive life and embraced it. As such, they often lose their wars due to their troops purposely embarrassing themselves or letting themselves get wedgies/spankings/humiliated. Currently in the city they are equipped rather well but their troops are unmotivated and often find themselves in trouble a lot in their lust. Their commander is a woman named Jin Yuhan who has already been reportedly found numerous times naked and hanging from towers by her colorful print frilly panties.
"Well sweety, if yer want to know more, you'll need payment hehehe..." said Alith. Gwyn thought about it for a while...