This one is brown and dripped when turned sideways.

When I cut it open, again it seemed to be largely intact, my clippers beat it up a bit, and some brown on the inside if the hole. Flesh still firm, intact throughout the fruit.

Tomato fruitworm (aka corn ear worm) . You usually can't see the entry hole as it is pinhead size. Usually it is up in the dark tissue on the tomato where the stem joins the fruit but can also be anywhere on the fruit. What you are seeing are the exit holes and he is already in the ground below the plant pupating.

Tomato fruitworms pics

Dave