While TiTS is largely designed with "new gear = better gear" in mind, CoC2's designed with pretty much the opposite philosophy. Gear bought in Hawkethorne is intended to be just as viable as later gear, even at the very end of the game. In practice, this largely means the Hawkethorne gear is generalized, whereas found gear has specializations. For example, if you compare the Leather Coat sold by Leorah to the Kunoichi bodysuit, the Leather Coat has slightly higher armor, slightly lower evasion, ward, and sexiness, and lacks the resistance bonuses of the bodysuit, but it has a +25 bonus to focus (The stat which decreases the lust/mental damage taken), whereas the bodysuit (and royal leathers) have no focus bonus, meaning that they're much weaker against attacks that target resolve (because they provide literally no resolve resistance) but in exchange have better sexiness and resistances.Not sure how that's gonna hold when better shields come out, though. Unless there is some way to upgrade gear or replace one armor's stats with another's (which could be awesome), it's possible that most "themed" gear will simply become obsolete at some point. Even the Kunoichi chest piece, obtained at a fairly high level (probably midway through level 5), is already pretty weak compared to the Royal Leathers. Oh, the tragedy of vertical progression... ah well, we'll see.
Additionally, while comparing the Kunoichi Bodysuit to the Royal Leathers, the Bodysuit has slightly higher evasion, but the bigger draw is that it has specific bonuses to magic and physical resistances, with physical resistance making you less likely to be hit by knockdowns/disarms and "body" type attacks, while magical resistance just makes you less likely to be hit by single target magic attacks. The Royal Leathers provide a significant damage reduction to physical and magical attacks compared to the Kunoichi Bodysuit, but you're less likely to be hit at all with the bodysuit.
Of course, things being sidegrades don't always work out perfectly. While everything is intended to be sidegrades, the Quarterstaff is a straight downgrade to the Blade Staff from beating Tollus in the prologue, the Spiraled Staff from Berwyn's recruitment quest, and even the Girthy Rod from beating the Tainted Witch (though the Girthy Rod does need 20 corruption to use, and gives 5 corruption when first equipped). And those three staves specialize in different areas, with the Blade Staff being better for making basic attacks due to its armor penetration and higher base damage, the Spiraled Staff having the highest spellpower and spellpenetration of the trio, and the Girthy Rod providing a sexiness/temptation bonus and access to an at-will that deals tease damage based off of your spellpower, which means they're suited for a spellblade, a pure spellcaster, and an anti-resolve spellcaster respectively.
The Spiraled Staff is still the best two-hander for a pure caster, though dual-wielding catalysts in each hand can result in a higher total spellpow and spellpen. The Girthy Rod is outclassed in sexiness/temptation by using the Fox Jewel as an offhand catalyst, but that lacks an accuracy buff and has 10 less spellpow (though in practice you can also equip a mainhand catalyst to make it just plain better). The Blade Staff, meanwhile, gets outclassed in basic attack damage by the War Scythe and the Sprialed blade, but those two are quite a bit worse in terms of spellpower and spellpenetration, so they serve as actually sidegrades depending on what your preferred flavor of spellblade is.