It is initially a very slow process before you really get into the rolling of inhib gains -I have a crazy question. How do i lower Inhibition without cheating? The only thing i can find is flashing panties on the bus but that takes so much time to do. And all it seems to do is raise the inhibition buff.
Always do the flirt/flash options if you see them, always try and trade up to the girliest clothes you can, go buy the mags from the stall in the Uni district and read those (normally refreshed once a week on Mondays),
Do girls night with Melissa after working @ Hooters and talk with her and even getting a bit drunk looses up the character for some events to trigger earlier,
many random events working at hooters can trigger later that should modify that too,
I think even watching porn (if you get enough to buy the laptop early enough) can help not only boost that, but you can unlock other traits with the flavor types,
the hypnotist in the comm area you can wander can boost stats and give you certain traits if you want,
participating and then redoing (even with it being part of the gypsy quest chain) the saturday wet tshirt contest at the beach should help,
the community center classes all boost various things including that for some,
theres the coffee shop in uni area that i think contributes too, but its hard to get to that plus hooters job if you do both cause of how the system works - miss too many days it closes it off - then theres a take me back path where you do "a favor" but i think that has some requirements,
Without digging into the code more right now thats at least a few ideas I know of.