I thinking story about That Darwin's Nightmare for The Conflict Girlfriend are Rachel, Masami and Carrie... I hope to Darwin didn't get nightmare choking, It's because He's sleeping in His fish bowl..

Let's explain in The Short...

First case for Masami has attempt to Darwin get Girlfriend in The Pressure episode, but failed due to Treehouse Girls has destroyed by both Tobias and Banana Joe, and He's kissed to His big Brother (Gumball)...

Second case for Rachel, It happened in The Party Episode (Only Rachel has Appeared as Major episode) . When Rachel has upset for her party has ruined, Darwin have Cheering to her for Helping cleaning in Her house. It making to Rachel have a Kiss to him into Fainted...

and the last case for Carrie, The most common appeared for About Darwin become to a Girlfriend, back in The Ghost Episode as Just normal Friend. Her kissed Darwin has happened in The Matchmaker Episode after Teri's love-Spell has breaking off...

*The data are My think from the Gumball's Fandom about Three case to Darwin get a Girlfriend in Short way. It depend to Different version of TAWOG Fanfiction, in My case will be Either to Rachel or Carrie ones*