Ignatius of Loyola was Cannon-Proof
Living in the early 1500s, Ignatius spent a good chunk of his life as a military man. A gambling, barroom brawlings military man. Oh, did we mention the whoring? Or as he put it in his autobiography "wenching."
During a huge battle with the French, his own men knew they were doomed and proposed a surrender. Ignatius would have none of that shit. He fought on and, shortly thereafter, he was shot with a friggin' cannon.
The ball passed right between his legs, tearing one open and smashing the shin in his other leg. When he was carried to town to be treated, his broken leg had to be set, rebroken then set again. A chunk of bone sticking out had to be sawed off. When it was discovered that whoever set his leg had fucked it up so bad it was now shorter than the other one, they used weights to try to unsuccessfully stretch it out.
"Boy, we are just not good doctors."
When you consider this was around 1520 and they didn't have frivolous luxuries like sterilization and anesthesia, you realize the guy was more hard-core than entire countries' worth of today's pansies.
It was during his recovery, when his cannon wound made the whoring and brawling inconvenient, that he was forced to read stories of Christ and eventually decided to devote his life to God. That led him to one day found Society of Jesus, what most of us know as Jesuits. You may know them from their statues of a guy giving the finger to a cannonball.
Vladimir of Kiev: Saint with 800 Wives and a Viking Army
Yeah, this guy had his own army of Vikings. We could probably stop right there.
Before becoming a saint, Vladimir Svyatoslavich enjoyed a career as a marauding pagan. One day he decided he wanted to be the Grand Prince of Kiev, so he amassed the aforementioned army of Vikings to go storm the city and depose the asshole who currently held the title (his brother).
Along the way he decided getting married might be fun and he sent some people to ask for the daughter of a nearby royal. After all, isn't that the time when men first start to think about settling down? When storming across Europe with hordes of Vikings to kill their own brother?
"Anyone else have a craving for wedding cake? I have a craving for wedding cake."
Sadly, the would-be bride declined the offer so he took a detour, killed her father and married her by force. Presumably there was a break for a nice dinner and some dancing before he got back to the task at hand and killed his brother, becoming ruler of Kiev.
Over the years he expanded his territory and his inventory of boobies, reportedly taking somewhere in the neighborhood of 800 concubines and several more wives.