Madonna
almost
had
sex
with
John
F
Kennedy
Jr,
but
they
stopped
because
they
did
not
have
a
condom,
it
has
been
claimed.
The
singer
and
John,
whose
father
was
assassinated
US
president
John
F
Kennedy,
had
checked-in
to
a
cheap
Chicago
motel
behind
their
partners'
backs
in
1988,
but
their
steamy
rendezvous
was
cut
short
due
to
a
lack
of
protection.
Rob
Littell
-
who
was
a
close
friend
of
John's
when
they
were
both
students
at
Brown
University
-
revealed
the
incident
to
C
David
Heymann,
the
author
of
new
book
American
Legacy.
Rob
claims,
"They
were
working
their
way
around
the
bases,
and
as
they
rounded
third
and
headed
for
home,
she
asked
him
if
he
had
any
protection.
He
didn't,
so
now
they
began
discussing
how
they
were
going
to
get
a
hold
of
a
prophylactic."
"She
was
still
legally
married
to
Sean
Penn,
and
he
had
a
steady
girlfriend.
They
were
afraid
of
being
busted.
They
couldn't
very
well
just
meander
into
a
pharmacy
and
ask
for
a
pack
of
Trojans.
They
were
too
well
known.
To
John's
great
chagrin,
the
relationship
was
never
completed."
Madonna
separated
from
Sean
at
the
end
of
1988.
The
couple
divorced
the
following
year.
John
married
Carolyn
Bessette
in
September
1996,
but
the
pair
died
in
a
tragic
plane
crash
in
July
1999.
Madonna,
48,
is
now
married
to
British
film
director
Guy
Ritchie.