Sai helps Jenna cast models for her false eyelash line. Brynn helps her ex-fiancé shop for luxury classic cars. After keeping her IVF journey a secret, Jessel finally reveals her infertility struggles to her mother. Brynn invites the women to holiday wreath making, where Erin confronts her about her antics.

In Anguilla, Jenna continues to open up to the group and Sai gets surprisingly vulnerable. Jessel's story of her own upbringing causes confusion. The ladies beach and bond with a sun-soaked photoshoot, but when leaving lunch, Brynn finds herself on the defense again.