Let
\(\ell_{1}\) and
\(\ell_{2}\) be a pair of lines with a transversal
\(t\) that intersects
\(\ell_{1}\) at point
\(t_{1}\) and
\(\ell_{2}\) at point
\(t_{2}\) such that the sum of the angles on one side of
\(t\text{,}\) say
\(\angle1\) and
\(\angle2\text{,}\) is less than two right angles. We claim that
\(\ell_{1}\) and
\(\ell_{2}\) intersect on the same side of the transversal as
\(\angle1\) and
\(\angle2\text{.}\)
Assume the contrary, that is
\(\ell_{1}\) and
\(\ell_{2}\) do not intersect on the same side of
\(t\) as
\(\angle1\) and
\(\angle2\text{.}\) Then, we have two cases:
\(\ell_{1}\parallel\ell_{2}\) or
\(\ell_{1}\) intersects with
\(\ell_{2}\) on the other side of
\(t\text{.}\)
Case 1: \(\ell_{1}\parallel\ell_{2}\text{:}\) Since parallel lines are equidistant, assume the distance between
\(\ell_{1}\) and
\(\ell_{2}\) is
\(d>0\text{.}\) Here, we will explore two subcases.
Subcase 1.1: \(m\angle1<\pi/2\) and \(m\angle2<\pi/2\text{:}\) Then, we know that
\(|t_{1}t_{2}|\) is not the shortest distance from
\(t_{1}\) to
\(\ell_{2}\) and
\(t_{2}\) to
\(\ell_{1}\) by Theorem 3.1.3. So, draw the distance lines from each point to the opposing line.

If \(\ell_{1}\parallel\ell_{2}\text{,}\) we know that \(|t_{1}a_{2}|=|t_{2}a_{1}|=d\) since parallel lines are equidistant. By reflexivity, \(\overline{t_1t_2}\cong\overline{t_2t_1}\text{.}\) Further, by Theorem 3.1.3 we know that \(m\angle t_{1}a_{2}t_{2}=m\angle t_{2}a_{1}t_{1}=\pi/2\text{.}\) So, by Right Angle-Side-Side, \(\triangle t_{1}a_{2}t_{2}\cong\triangle t_{1}a_{1}t_{2}\) and therefore \(\angle 1\cong \angle t_{1}t_{2}a_{2}\text{.}\) By the Supplement Postulate,
\begin{equation*}
m\angle2+m\angle t_{1}t_{2}a_{2}=\pi\implies m\angle2+m\angle1=\pi,
\end{equation*}
which is a contradiction since we are assuming \(m\angle1+m\angle2<\pi\text{.}\) Note that the same reasoning would apply if instead \(\angle 2\) was an interior angle to a triangle instead of \(\angle 1\) (that is, if instead \(t\) crossed \(\ell_{1}\) first when going from left to right or if \(\angle 1\) and \(\angle 2\) were on the other side of \(t\) in the figure.)
Subcase 1.2:
\(m\angle1=\pi/2\) and
\(m\angle2 < \pi/2\text{:}\) Then,
\(\overline{t_1t_2}\) is the shortest distance from
\(t_{2}\) to
\(\ell_{1}\) by Theorem 3.1.3 and thus
\(|t_{1}t_{2}|=d\text{.}\) Now, we have even more cases. If the distance line from
\(t_{1}\) to
\(\ell_{2}\) is on the same side of
\(t\) as
\(\angle 2\text{,}\) then we have the following figure.
Since
\(\ell_{1}\parallel\ell_{2}\text{,}\) \(|t_{1}c|=d\) as well. Thus, by the property of isosceles triangles (Theorem 2.1.8)
\(m\angle2=\pi/2\text{,}\) which is a contradiction. If instead the distance line from
\(t_{1}\) to
\(\ell_{2}\) is on the other side of
\(t\text{,}\) then we have the following figure.
Again, by the properties of isosceles triangles
\(m\angle t_{1}t_{2}b=\pi/2\) and by the supplement postulate
\(m\angle2=\pi/2\text{,}\) which is a contradiction. A similar reasoning applies when instead
\(m\angle1<\pi/2\) and
\(m\angle2=\pi/2\text{.}\)
Case 2:
\(\ell_{1}\) and
\(\ell_{2}\) intersect on the other side of
\(t\text{:}\) Suppose
\(\ell_{1}\) and
\(\ell_{2}\) intersect at a point
\(X\) on the other side of
\(t\text{.}\)
Then, by the Supplement Postulate,
\begin{align*}
m\angle3 \amp =\pi-m\angle1,\\
m\angle4 \amp =\pi-m\angle2.
\end{align*}
Further, by the Exterior Angle Theorem,
\begin{align*}
m\angle1 > m\angle4 \amp \implies m\angle1 > \pi-m\angle 2,\\
m\angle2 > m\angle3 \amp \implies m\angle2 > \pi-m\angle 1.
\end{align*}
Adding the inequalities, we get
\begin{align*}
m\angle1+m\angle2 \amp >2\pi-m\angle1-m\angle2,\\
\implies 2m\angle1+2m\angle2 \amp >2\pi,\\
\implies m\angle1+m\angle2 \amp >\pi,
\end{align*}
which is a contradiction. Hence, if \(m\angle1+m\angle2<\pi\text{,}\) then \(\ell_{1}\) and \(\ell_{2}\) must intersect on the same side of \(t\) as \(\angle1\) and \(\angle2\text{.}\)
One should notice that in the process of proving this theorem, we showed that if two lines are parallel, then the angles on the same side of a transversal between the lines sum up to two right angles. This is the converse of Theorem 3.1.4