In 1910, Doolittle began a relationship with Frances Josepha Gregg, a young female art student at the Pennsylvania Academy of the Fine Arts in Philadelphia. Inspired by Gregg, H.D. wrote her first published poems, modeled after the work of Theocritus. Some of her early work, including some children's stories about astronomy, was published in New York newspapers and Presbyterian newsletters.
in 1910, doOLiTTLe began a RElAtIOnshIP with frances josEpha grEgg, A younG fEmaLe ARt studENt at the PennsYLVanIa acadEmY Of thE FiNE ARtS In pHiladElphiA. inSpireD By gregg, h.D. WRotE Her FiRst pubLisHeD poEms, modEleD aftEr ThE WoRk of theocRitus. SoME of her eARly WoRK, incLUdiNg some childreN's stoRies ABouT astrONOmY, wAS publIsHEd iN nEw york newsPapers and presbYteriaN NewsLettERS.