Tips please
Found the way to beat octopus
TheBlueKnight and MegaBlackJoe beat me to it. I can give some elaboration, though.
For a start, lose two times until you can pick 9000 for a power level. You can use those tries to perfect your strategy. After that begins a really hard fight of rock-paper-scissors. You have 3 options on your turn(technically 4, but running won't help) - Attack, Grab and Defend. The maid also has 3 moves corresponding to yours - Attack, Free and Defend. Attack beats Grab/Free, Grab/Free beats Defend and Defend beats Attack.
What is important to know here are the special interactions:
-if you pick a move and she counters it you get dealt damage(ex.: PC: Attack, M: Defend; PC: Grab, M: Attack).
-if both of you pick the same move, then a winner is decided(if the maid is not captured completely then it's going to be her most of the time). In the case of attack, if you win - maid get's dealt clothing damage, if you lose - you get dealt damage. Grab/free is self explanatory. If you both defend, however, you get around 1000 hp back, while the maid gets a damage boost
-if you pick Grab and she picks Defend you...well, grab her
-your Attack vs her Free prevents her escape and damages her clothes.
-if you counter her Attack with a Defend you are dealt no damage and Stun her. The Stun allows you to Grab a part of her body for free if you have already captured all of her limbs!
-if she counters your Defend with a Free she frees a limb and deals damage to you.
Notes:
-Your health is represented by the tentacles on the screen and how much of your main body you see. If you see a black eye in the bottom right corner - full health, if the game tells you that your core is exposed - next attack will kill you.
-While the maid won't use Free if she isn't captured, be careful of spamming Defend in order to recover lost health at the beginning. With a few damage boosts she can destroy half of your tentacles with one attack!
Strategy:
After the maid attacks twice she is most likely to use Defend, so follow with a Grab. After that try to capture as many limbs as possible without letting her get free. After getting her legs and arms captured you can try using a Defend, since a Stun will give you a free capture. Read the cues in battle - if they tell you she can't use a move, adjust your plan accordingly(use Grab if she can't Attack this turn, for example). Once you capture all the available points on her, try to get her naked - the Attack command has 3 variations, each of which targets a different part of her body. Losing clothes will reveal more grab points(1 on breasts, 2 on lower body), which you need to capture in order to win the fight.
That should be it for the guide. Just remember, this is fight has awful RNG and can be quite frustrating at times. Keep trying and you'll get the hang of it.