You should never propose if you are not 100% sure the answer is yes. You talk about it before. The only thing that should be a surprise is where and how you propose.
To be fair — if I talked to my hypothetical pilot boyfriend and agreed I would marry him and then he proposes on a flight he pilots, in front of all the passengers, I might say No no matter what we discussed previously. Because that would certainly make me question the whole relationship.
There can never be a 100% sure while the where and how to propose is still open, since it includes a lot of scenarios that range from uncomfortable to batshit insane.
You should never propose if you are not 100% sure the answer is yes. You talk about it before. The only thing that should be a surprise is where and how you propose.
I agree, but I would also add “the particulars of when” to the list of surprising qualities.
Proposal commencing in
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To be fair — if I talked to my hypothetical pilot boyfriend and agreed I would marry him and then he proposes on a flight he pilots, in front of all the passengers, I might say No no matter what we discussed previously. Because that would certainly make me question the whole relationship.
There can never be a 100% sure while the where and how to propose is still open, since it includes a lot of scenarios that range from uncomfortable to batshit insane.
Hopefully your hypothetical pilot boyfriend would understand that about you before proposing and not do such a thing.
Presumably in the OP, he had a sense of what would be exciting for her.