Hurt & Heal, with a twist!

Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 16
Starmie (Psychic): 12
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 32
Dugtrio (Ground): 26
Yanmega (Bug): 16
Rampardos (Rock): 20
Dragonite (Dragon): 18

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
ToxBox, please bold your changes. If you can't, say what you are doing.

Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 16
Starmie (Psychic): 11
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 32
Dugtrio (Ground): 26
Yanmega (Bug): 16
Rampardos (Rock): 20
Dragonite (Dragon): 19

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 16
Starmie (Psychic): 9
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 32
Dugtrio (Ground): 26
Yanmega (Bug): 16
Rampardos (Rock): 20
Dragonite (Dragon): 21

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Psychic isn't weak against Dragon, so the hurt/heal only worked once.

Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 14
Starmie (Psychic): 10
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 32
Dugtrio (Ground): 28
Yanmega (Bug): 16
Rampardos (Rock): 20
Dragonite (Dragon): 20

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 12
Starmie (Psychic): 10
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 32
Dugtrio (Ground): 30
Yanmega (Bug): 16
Rampardos (Rock): 20
Dragonite (Dragon): 20

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 12
Starmie (Psychic): 8
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 34
Dugtrio (Ground): 30
Yanmega (Bug): 16
Rampardos (Rock): 20
Dragonite (Dragon): 20

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 12
Starmie (Psychic): 6
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 34
Dugtrio (Ground): 30
Yanmega (Bug): 18
Rampardos (Rock): 20
Dragonite (Dragon): 20

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 12
Starmie (Psychic): 4
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 34
Dugtrio (Ground): 30
Yanmega (Bug): 20
Rampardos (Rock): 20
Dragonite (Dragon): 20

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 10
Starmie (Psychic): 4
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 34
Dugtrio (Ground): 32
Yanmega (Bug): 20
Rampardos (Rock): 20
Dragonite (Dragon): 20

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 10
Starmie (Psychic): 2
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 34
Dugtrio (Ground): 32
Yanmega (Bug): 22
Rampardos (Rock): 20
Dragonite (Dragon): 20

Fainted:
Sharpedo (Water)
Heracross (Fighting)
 
Miltank (Normal): 20
Electivire (Electric): 34
Froslass (Ice): 16
Weavile (Dark): 20
Breloom (Grass): 18
Toxicroak (Poison): 10
Gyarados (Flying): 38
Skarmory (Steel): 16
Houndoom (Fire): 36
Gengar (Ghost): 36
Dugtrio (Ground): 32
Yanmega (Bug): 22
Rampardos (Rock): 20
Dragonite (Dragon): 20

Fainted:
Sharpedo (Water)
Heracross (Fighting)
Starmie (Psychic)