At move 45, if you want to keep white confined to the corner, try c15 so that white can't make sabaki to get shape and run. White will be able to get a tripod group in the corner, but the side will stay weak.

At 53, taking the base while white has a way out is consistent with letting white live and attacking the group to make profit while it runs. I'm not sure it's the best idea, but if you want to try to kill, you need to confine white first. You can also confine white with the intention of letting white live small, and attacking the surrounding white groups later with your new strength.

Regarding leaning, I think if you lean on the running white group with the left black group, an invasion around g3 or so becomes a real worry for white.

At move 69, I think just e16 or f16 to make territory while white doesn't get much is fine. Letting white split black is a terrible terrible thing and ruins the chance to attack the top white group.

At 99, I think the black top-right corner is too weak to attack with, and the black top center group is also floating a bit. Consider if black takes the bottom left corner with B3. White now has to worry about that long string getting cut off on the bottom and can't defend the rest of the corner.

If black presses on the top white group, I think black needs to make sure that moves on one side don't damage the group on the other side, and black should be playing forcing moves to ensure that his own groups become strong, not to weaken white. One goal could be to strengthen both groups and then attack the white group on the right side, which is not particularly strong right now either.