Copyright
All Rights Reserved
Written by Robert Segarra & Nicholas M Garofolo
Manhattan Skyline Films
Dilemma
1 : an argument presenting two or more equally conclusive alternatives against an opponent
2 a : a usually undesirable or unpleasant choice
b : a situation involving such a choice
3 a : a problem involving a difficult choice
b : a difficult or persistent problem
Summary
Jack Ruggiero has almost got it made. He has a great job, with an
excellent future, but there's just one little catch, he hasn't had a
serious relationship in quite some time.
With his professional life already taken care of, and seeing his
friends all happily paired up, this void is bothering him more and more with
each passing day.
Jack frequently discusses his situation with his best friend Ashley.
The two share a close but platonic relationship, and they are closer
with each other than either of them has ever been with anyone of any sex.
In desperation, Jack decides to enlist the help of another of his
friends, the self-proclaimed ladies man, Carlos. What ensues only serves
to upset Jack further as he is paired off first with a bitter librarian
named Janice, whose own love-life is also hopelessly skidding into a
pattern of disappointment. Then, with an unstable fashion magazine
editor named Sandy, with equally disterous results. In another act of
desperation, Jack asks Ashley to be his date at the wedding of another of
his friends. This opens up their relationship to new analysis, with both
agreeing that perhaps together they might be able to find what each has
been searching for in their relationships with others.