1d30 Reasons you shouldn't enter the city

1 Outstanding warrants

2 There's a bounty on you
3 There's a ridiculously gigantic bounty on you
4 You were exiled on pain of death
5 You faked your death
6 You pissed off the mob
7 You pissed off the guilds
8 You pissed off the city guard
9 You pissed off the church
10 6, 7, 8, and 9 all at once, outstanding
11 The longstanding grudge between your family and the ruling House
12 The Mayor hasn't forgotten you destroyed their statue and still thinks you instigated the riots
13 An old personal enemy holds considerable power there
14 Your ex still lives there
15 You broke your betrothal and there's a shotgun wedding waiting
16 Your parents live there and you're not ready for that right now
17 Your mentor lives there and you're not ready to face them yet
18 Your family is there, don't want to make them a target
19 Your dog is there, don't want to come back just to leave them again
20 Your fan club's HQ is there and it's incredibly uncomfortable
21 Don't want to get conscripted
22 You're banned for life after the last time
23 You definitely can't afford the bribes
24 You'll be expected to attend Society functions and make endless formal visits so as to not give Offense
25 The Steward will insist you take up your duties of state
26 You'll spark another succession war
27 You'd make a valuable hostage
28 Extra-planar travel makes you nauseous
29 It's not safe to be that close to your phylactery
30 The wards would incinerate you