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Obviously as an author, you are going to wind up with 1) No girls, 2) Girl 1, 3) Girl 2, 4) Both girls. You have to decide. Probably, no matter the outcome, you should have him try with both girl...
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#4: Attribution notice removed
Source: https://writers.stackexchange.com/a/40066 License name: CC BY-SA 3.0 License URL: https://creativecommons.org/licenses/by-sa/3.0/
#3: Attribution notice added
Source: https://writers.stackexchange.com/a/40066 License name: CC BY-SA 3.0 License URL: https://creativecommons.org/licenses/by-sa/3.0/
#2: Initial revision
Obviously as an author, you are going to wind up with 1) No girls, 2) Girl 1, 3) Girl 2, 4) Both girls. You have to decide. Probably, no matter the outcome, you should have him try with both girls. Take the one he will not end up with, so he discovers in the course of that relationship **why** he can't be with her, then have him try with the other girl, and (A) discover why he can't be with her _either_, or (B) discover she was the right girl all along. The excuse for starting with the wrong girl can be simple: She called first, they dated, they slept together, then Girl 2 comes back, and he isn't a cheater, so he puts her in the friend zone. Until Girl 1 turns out to be a drunk, or drug user, or rage-a-holic, or she's into cosplay sex as a chipmunk and that weirds him out. That covers situations (1,2,3) and situation (4), he ends up with both girls, probably means the girls are into each other, or you are telling a more modern tale of more open relationships, like multiple friends with benefits.