Solution:

The Order of stupidity in decreasing order(most stupid to least) is 4,1,2 and 3.

Explanation:
Cutting his own trunk so Guy-4 is most stupid.
Next is Guy-1 as he is gagging on a tree that is to be cut down by guy-2.
Next is Guy-2 as he is not considering him to go down.
Guy-3 is a bad person but not a stupid one.

Solution:

Lucky days are here again.

Explanation:
Lucky + Day + s + R + H + Ear + Again (Flower represent lucky symbol)

Solution:

Although it looks complicated, the answer is simple. The password to his computer is JIGSAW.
1st letter of Jug = J
2nd letter of Birthdays = I
3rd letter of Fights = G
4th letter of Cars =S
2nd letter of Laptops = A
1st letter of Watch = W

Solution:

At each draw, the number of strawberry candies are either decreasing by 2 or not decreasing at all. In the case of orange candies, at each draw, they are either increasing by 1 or decreasing by 1.

Thus on an assumed outset with at least one candy in the jar to begin with, if the number of strawberry candies are 0 or are even in numbers, they will finish off leaving an orange candy at the end. If otherwise, the remaining candy will be a strawberry one.

Solution:

2 minutes (duration between 9:59 and 10:01)

Solution:

If you take a look closely, you will acknowledge the fact that every symbol in the given figure is somehow associated with the surrounding one’s position. The upside-down spade is used to the left of a right-side-up heart every time.

Solution:

The driver is actually the wife and mother.

Solution:

If two widows, each having a son married the son of the other widow, and then by the consummation of marriage, both the couples had a daughter, all the aforementioned relationships will turn to be true.

Solution:

Tilt the barrel until the fruit juice barely touches the lip of the barrel. If the bottom of the barrel is visible then it is less than half full.If the barrel bottom is still completely covered by the fruit juice, then it is more than half full.

Solution:

23rd day

1 + 2 + 3 + 4 + 5 + 6 + 7 + 8 + 9 + 10 + 11 + 12 + 13 + 14 + 15 + 16 + 17 + 18 + 19 + 20 + 21 + 22 + 23 = 276

Thus our anniversary falls on the 23rd day of the month.

You can apply other formulas to shorten the process but that is the simplest way to do it.

Solution:

Align the toothpicks to form TEN. Use one toothpick for each of the lines.