The thing with grapple is you need only 5 of Strength there, which is more than reachable with Thief, but when the Paladin lacks in Agility, that hurts.
The problem with being a slut and losing battles is you're missing on much of a content. Usually, if you lose, you only get one scene, and not the best one. If you're strong enough, you still can be a slut if you want, or you can not, but if you're a weakling, you don't really have a choice.
Bottoming with Kylira is a bad example. Its context is a consensual sex, so the punishment for it is a minimum loss in Purity and Dignity. There are the enemies that will corrupt you much faster, most of the enemies will. And later on you will even get egged instantly.