Bob and Dick both secretly love Dorothy but are too timid to propose. Bob rehearses his proposal to Dorothy, accidentally proposing to the maid, who accepts. Dick arrives, leading to a comical standoff. The maid reveals Bob's "proposal" to the chef, who, jealous, bursts in with a knife. Dorothy, finally arriving, clarifies the misunderstanding, and Bob proposes to her, leaving Dick as best man.
Unfortunately the movie A Proposal Under Difficulties is not yet available on Disney Plus.
| Writing | John Kendrick Bangs | Story |
| Directing | C.J. Williams | Director |
