Each gender had its own issues and difficulties, and they can't really be objectively measured as more or less difficult.

For men:
-They are expected to maintain a cool, stoic attitude. A guy who shows his feelings all the time is called a wuss.
-Men work the most dangerous jobs (Construction, police, Army, etc)
-They are expected to be the breadwinners, not only putting food on the table but doing the physical labor around the house.
-Men have become subject to objectification in media. Topless male models are popping up everywhere. There is little outcry though, because men are expected to deal with it.
-Men constantly face rejection at every turn of the dating world.
-Men are often treated suspiciously. If a man is walking through a park alone, or standing in a dark alley, people tend to assume the worst.
-The traditional school structure is more oriented towards girls than boys.

For women:
-Women are expected to be passive and not voice their opinions. Women who express themselves are "bitches"
-Women are expected to be clean and tidy, to shave their legs and armpits, to hide their period, and wear make-up.
-Women are looked down upon in public, and assumed to be less intelligent.
-Women go through great pains to bear and deliver a child. Being a single mother is an extremely demanding job.
-Women who have very active sex lives are shunned and called "sluts"
-Women can be extremely vicious towards one another. Almost every woman has experienced passive-aggressive behavior and friends that "betrayed" them