I suspect it's something Baal overlooked (and will change in future versions), but you don't need the keys to get to the Bar without travel time.
You can 'shortcut' through the Park.
Front Yard > Park > Bar has zero travel time.
Nothing is ever 'locked out' in this game. Not permanently.
The design of the game is such that you can change the girls ATs and the MCs Lifestyles back and forth as desired to see the content you want to see.
Currently only the 'vanilla' path ATs for the girls are implemented, but several routes are planned for each girl.
In most games you'd have to restart (or load from a mid-game save) losing progress in other areas just to see the alternate paths.
In Loser we'll be able to switch girls to other AT routes 'on the fly', so to speak.
An initial example of this can be seen with Gina in this version. Once you've seen all here Brother Fucker content, switch her back to previous ATs. There'll be content there you didn't see on the first time through some of those ATs.
With Nathan, if you get tired of being an OCD neatfreak that organizes the booze table at the party, you can switch to Disorder and become a drug dealer hanging out in the local park and harass passer-bys. Then switch back again when you get bored with being a douche.
See everything you want to see in a single 'playthrough'.
I think its a very smart game design