Hi Anonymous, According to Grammar Books a possessive adjective can be used as the subject of a gerund (and so do object pronouns, names or the possessive case). eg. I'll never forget his/him/John/John's arriving home after midnight .
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AnonymousBut I think this sentence pattern would be not so natural:It might not feel natural, but it's completely correct. You can always re-write if it seems weird to you. His late-night studying habits are interfering iwth my sleep!
His studying English past eleven at night has caused difficulty in my getting a good sleep at nights.
AnonymousDo you agree?No. Your sentence His studying English past eleven ... is not so unnatural as you claim. Your replacement of English with a prepositional phrase does nothing to change the "naturalness" of the grammar.
Anonymouswhen can I use the words "at nights'' instead of "at night"Never. at night is a fixed expression.