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The free DLC Swaying Girl - Exciting must be pre-installed for some achievements to unlock.
The following message should appear at the bottom of main menu if it was installed correctly:

• Click on the first girl.

• Press BackSpace to skip the dialogue.

• Wait for the four numbered scenes.
  
• Choose the correct option.
  
• There's no penalty for picking wrong; keep picking numbers until progressing.
  
• During the sexual intercourse:

ㅤ       │ Press Spacebar twice to max out sex speed and fill the top bar.
ㅤ       │ Press Enter to grab her hair and fill the bottom bar.

• Fill both bars to win.
  
• Repeat the process one more time.
  
• Wait for the four numbered scenes again and choose the correct option.
  
• During the oral sex scene:

ㅤ       │ Press Spacebar to increase movement speed.
ㅤ       │ Be careful of not going too fast or the bottom bar will start to fill.
ㅤ       │ Fill the top bar to win.

• You're now in Free Mode. Press Esc key to quit back to girl selection menu.
  
• Click on the second girl.

• Wait for the four numbered scenes.
  
• Choose the correct option.
  
• During the sexual intercourse:

ㅤ       │ Press Spacebar twice to max out sex speed and fill the top bar.
ㅤ       │ Press Enter to grab her hair and fill the bottom bar.

• Fill both bars to win.
  
• Repeat the process one more time.
  
• Wait for the four numbered scenes again and choose the correct option.
  
• During the side sex scene:

ㅤ       │ Press Spacebar to increase movement sex speed.
ㅤ       │ Be careful of not going too fast or the bottom bar will start to fill.
ㅤ       │ Fill the top bar to win.

• Click on the X once the popup shows up.

• Replay the first girl (click top option when asked) until the oral sex scene.
  
• Then, suffocate her by increasing sex speed to the maximum with Spacebar until the bottom bar is completely filled.

• Replay the second girl (click top option when asked) until the side sex scene.
  
• Then, suffocate her by grabbing her neck with Enter until the bottom bar is completely filled.