IMHO it should not take 100 miles to "break in" a seat.

Women have several types of pelvis' hence the several different styles of bike seats.

Find a woman in a LBS, or a man with a female partner who cycles, and get a female perspective and assistance and get a new saddle.

Get the LBS to "fit" the seat with you sitting on it - so that the seat is far enough forward or back for your length and reach.

Once you have a seat on and ready to go, you may still need to play a bit with it - if your girly bits are still feeling squished despite the "love channel" (LOL, that is what the cut out bit in my seat was marketed as) then drop the nose a tad. By a tad, I mean a mm or two... just a tiny bit at a time...

As for saddle sores, bruising, chafing and all of that... there are a couple of threads here... maybe someone could add a post with links to it? My connection takes a long time to load each page so I prefer not to do too much hunting...

If its mostly bruising, I recommend arnica in the form of pillules or liquid dropd you take internally (arnica is brilliant for bruising and shock, but should never be applied to open wounds). Arnica is also brilliant for sore muscles or bumps and bruises... (massage oil or cream).

If its chaffing or infections, wash as soon as you get home, use a chamois butter or sports cream, never wear shorts twice in a row without washing them... as I said, lots of suggestions in a couple of other threads.