Anko would make for a good girlfriend.
They are both crazy.
Have a unique fashion sense (Itachi with his pony tail, necklace and purple nails. Anko with her sexy fishnet undershirt).
They can take long walks across the Konoha park and reminsence about Itachikilling his family, kicking Oro's ass and Anko being molested by Oro when she was a Genin training at Snakeland Ranch.
