painful / イタい: (slang) cringy; embarrassing

stem or continuative form of ことわる (kotowaru) [godan]

断り, 断わり, 断: / rejecting / reason; logic / reason; motive

to date (someone)

date (pre-arranged social meeting, meeting with a lover or a potential lover)

he / distal demonstrative, something far off removed from both speaker and listener: that / boyfriend

distal demonstrative, something far off removed from both speaker and listener: that, yon / particularly, male personal third person pronoun: he / by extension from he: boyfriend

he; boyfriend

pain

mind, heart, spirit, soul; thoughts, ideas / attention, mind, interest / heart, feelings, emotion, emotional state / wholeheartedness, sincerity, true heart