Markpud asked me this question and it is such a long list it needs a thread of it's own. I have almost certainly missed someone, please add them to my list.
Kirk was notably unsuccessful in maintaining a long-term relationship with any woman, but that didn't stop him from trying!!
i) The "blonde lab technician' referred to by Mitchell in 'Where no one has gone before' who Kirk almost married.
ii) Rayna or Reena Kapec, Flint's android ward in 'Requiem for Methuselah'.
iii) Lieutenant Helen Johanson described Kirk to Miss Piper prior to the events in 'The Menagerie Pt1' (from Kirk's reaction, it appears to have been more than casual.)
iv) Ruth-- reincarnated by the Caretaker in 'Shore Leave', he was involved with her when he attended Starfleet Academy.
v) Kirk's prosecutor, Lieutenant Areel Shaw in 'Court-Martial'.
vi) Uhura gets a passionate kiss in 'Plato's Stepchildren' although they are forced against their will to do it.
vii) Dr. Janice Lester, with whom he also spent a year during his Academy years, 'Turnabout Intruder'.
viii) Social Worker, Edith Keeler, whom Kirk met in Earth's past, but was forced to allow to die at a focal point in time in 'City on the Edge of Forever'.
ix) Endocrinologist, Dr. Janet Wallace, who later saved his life in 'The Deadly Years'.
x) He teaches Sahna they meaning of love in 'Gamesters of Triskelion'.
xi) He marries Miramanee in 'The Paradise Syndrome' after getting amnesia.
xii) He regrets not asking Antonia to marry him, but returned to Starfleet after his first retirement (Star Trek: Generations)
xiii) Dr. Carol Marcus in Star Trek II: The Wrath of Khan, with whom he had a son, David, but was not invovled in his upbringing at her request.
xiv) He had dinner with Dr. Gillian Taylor in Star TrekIV: The Voyage Home, and she does kiss him.
If you are a single human female, with any kind of doctorate, beware this man!!
Kirk was notably unsuccessful in maintaining a long-term relationship with any woman, but that didn't stop him from trying!!
i) The "blonde lab technician' referred to by Mitchell in 'Where no one has gone before' who Kirk almost married.
ii) Rayna or Reena Kapec, Flint's android ward in 'Requiem for Methuselah'.
iii) Lieutenant Helen Johanson described Kirk to Miss Piper prior to the events in 'The Menagerie Pt1' (from Kirk's reaction, it appears to have been more than casual.)
iv) Ruth-- reincarnated by the Caretaker in 'Shore Leave', he was involved with her when he attended Starfleet Academy.
v) Kirk's prosecutor, Lieutenant Areel Shaw in 'Court-Martial'.
vi) Uhura gets a passionate kiss in 'Plato's Stepchildren' although they are forced against their will to do it.
vii) Dr. Janice Lester, with whom he also spent a year during his Academy years, 'Turnabout Intruder'.
viii) Social Worker, Edith Keeler, whom Kirk met in Earth's past, but was forced to allow to die at a focal point in time in 'City on the Edge of Forever'.
ix) Endocrinologist, Dr. Janet Wallace, who later saved his life in 'The Deadly Years'.
x) He teaches Sahna they meaning of love in 'Gamesters of Triskelion'.
xi) He marries Miramanee in 'The Paradise Syndrome' after getting amnesia.
xii) He regrets not asking Antonia to marry him, but returned to Starfleet after his first retirement (Star Trek: Generations)
xiii) Dr. Carol Marcus in Star Trek II: The Wrath of Khan, with whom he had a son, David, but was not invovled in his upbringing at her request.
xiv) He had dinner with Dr. Gillian Taylor in Star TrekIV: The Voyage Home, and she does kiss him.
If you are a single human female, with any kind of doctorate, beware this man!!
