it would depend on how dictatorial the regime was, the length of time which people had been exposed to such a regime, etc. etc.....
and what do you mean by "free speech?" - we don't have completely free speech in the UK.....equally, freedom of assembly has limits......
it's an interesting question but needs more clarification - how "dictatorial" is "dictatorial"? Do you mean a contemporary regime like that in China or Russia - with some dictatorial tendencies? Or more Stalinist/Nazi models - with rather more? Or a theocratic-democratic system like Iran? Or a strongly theocratic system like under the Taliban? Or a much more general comparison with libertarianism?
but on a very general level, people seem to just get on with their lives - going to work to pay the rent, getting married, having kids, getting old....
I'm not sure how accuarate Maslow's hieracchy is deemed to be but i think it serves as a general representation of how people have priorities which far out-rank luxuries like "freedom of speech"......
Physiological needs
the need to breathe
the need to regulate body temperature
the need for water
the need for sleep
the need to eat
the need to dispose of bodily wastes
the need for sex
When the physiological needs are met, the need for safety will emerge. Safety and security rank above all other desires. These include:
Safety needs
Security of employment
Security of revenues and resources
Physical security - safety from violence, delinquency, aggressions
Moral and physiological security
Familial security
Security of health
After physiological and safety needs are fulfilled, the third layer of human needs is social. This involves emotionally-based relationships in general, such as:
Love/Belonging needs
friendship
sexual intimacy
having a family
A regime can fulfil all of the above needs on an individual level without the necessity for free speech/free assembly.....
On a contemporary level Putin's Russia is a decent example of a regime which has restraints upon free speech and democratic process but remains popular because a "strong man" is seen as necessary to meet an individual's safety needs.....
so for an "average person" who just wants a steady job, a safe neighbourhood and a couple of kids, i don't think their lives would be affected that much - but of course, it all depends on just how intrusive the dictatorship is......