How to say hard as he was, his eyes filled with tears. in Japanese

1)無情無情(mujou) (n,adj-no,adj-na) heartlessness/hardness/cruelty/ruthlessな(na) (prt) connects adj to noun/indicates emotion or emphasis/command/prohibition男(otoko) (n-pref,n-suf,n) male/man/ husbandだっただった(datta) wasけれどけれど(keredo) (conj,prt) but/however/although、(、) Japanese comma彼の彼の(kano) (adj-pn) that目(me) (n) eye/eyeball/eyesight/sight/vision/look/stare/glance/an experience/viewpoint/stitch/texture/weave/ordinal number suffix/somewhat/-ishは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh涙(namida) (ok) tear/tears/lachrymal secretion/sympathyで(de) (prt) indicates location of action/at/in/indicates time of action/indicates means of action/cause of effect/by/and then/so/indicates continuing action/ indicates certainty, emphasis, etc.一杯一杯(ippai) (adj-na,adv,n,adj-no) amount necessary to fill a container/drink/full/one squid, octopus, crab, etc./one boat/ fully/to capacity/a lot/much/ all of .../the entire ...になったになった(ninatta) (v) it became/became/turned into。(。) Japanese period "."    
mujou na otoko dattakeredo 、 kano me ha namida de ippai ninatta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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