Danielle
Ditto
His
first
love
was
Danielle
and
they
were
high
school
sweethearts
in
their
hometown
of
Millington,
Tennessee,
1996.
Ditto
even
revealed
to
the
press
later
that
she
and
Justin
lost
their
virginity
to
each
other.
"I
was
a
virgin
and
so
was
Justin," Ditto
said.
"Of
course,
the
first
time
was
very
scary
and
kind
of
awkward.
But
when
you
do
something
like
that
with
someone
you
love,
it's
incomparable."
Fergie
In
1996,
Justin
Timberlake
had
a
small
fling
with
singer,
Fergie.
"It
wasn't
a
long-term
serious
relationship,
so
there's
no
bad
blood," Fergie
said.
Fergie
was
seven
years
his
senior,
"He
was
16
and
I
was
23,"
she
told.
Veronica
Finn
Justin
fell
in
love
with
Veronica
and
the
couple
ended
their
romance
after
dating
for
2
years
in
1998
.
"He
was
very
special.
Our
love
was
unique,
and
he
was
an
absolute
sweetheart,"
Veronica
told
on
her
romance
with
Justin
to
Radaronline.
Tonya
Mitchell
Before
Britney
entered
his
life,
Justin
was
linked
to
Tonya
Mitchell.
Britney
Spears
This
is
one
of
the
most
popular
romances
of
Justin
Timberlake.
The
childhood
friends
and
Mickey
Mouse
Club
alums
were
sweethearts
and
they
were
even
loved
by
all.
However,
the
frontrunner
of
the
boy
band
N'Sync
and
pop
diva,
Britney
could
not
last
together
and
after
dating
from
1999-2002,
the
romance
ended.
It
was
rumoured
that
Spears
cheated
on
Justin
with
choreographer
Wade
Robson.
His
single,
'Cry
Me
A
River' is
reportedly
based
on
his
ex,
Britney.
Nicole
Appleton
Rumours
abuzz
that
Nicole
was
dating
Justin
Timberlake
when
they
were
snapped
together
in
London
entering
in
his
hotel
together.
Nicole
hid
her
face
from
the
paparazzi.
However,
nothing
was
confirmed.
Alicia
Keys
After
his
split
with
Britney
Spears,
Justin
was
linked
to
Alicia
Keys.
Reportedly,
the
singers
had
lunch
together
on
Sunset
Boulevard
in
Los
Angeles
and
were
seen
getting
cosy
also.
Jenna
Dewan
Tatum
Justin
and
his
back-up
dancer
for
‘N
Sync
was
rumoured
to
have
had
a
short
fling.
However,
nothing
lasted
and
she
is
now
the
wife
of
handsome
Channing
Tatum.
Alyssa
Milano
Justin
and
Alyssa
dated
briefly
in
2002.
However,
the
stars
fling
did
not
work
out
and
they
parted
ways.
Emma
Bunton
Former
Spice
Girl
Emma
spoke
about
her
fling
with
Justin
Timberlake
on
John
Ross
-
"We
partied
a
bit,
he
was
very
sweet." Ahaan!
We
know
that
Emma.
Cameron
Diaz
In
2003,
Justin
found
love
in
the
beautiful
actress,
Cameron
Diaz.
After
dating
for
3
years,
Diaz
and
Justin
called
it
a
quit
in
2006,
but
are
friends.
They
were
seen
together
on-screen
in
Bad
Teacher
years
after
breakup.
Scarlett
Johansson
After
seeing
their
sizzling
hot
chemistry
in
Justin's
song,
‘What
Goes
Around/Comes
Around",
it
was
speculated
that
the
stars
were
dating.
However,
nothing
was
confirmed
and
the
rumour
faded.
Jessica
Biel
After
dating
so
many
ladies,
Justin
fell
in
love
with
Jessica
Biel.
They
two
started
dating
in
January
2007,
and
after
4
years,
the
couple
got
hitched.
Jessica
and
Justin
are
now
expecting
their
first
child
together.
Rihanna
However,
the
link
up
rumours
did
not
stop
for
the
handsome
stud,
Justin
Timberlake.
He
was
rumoured
to
have
had
a
short
fling
with
RiRi
in
2009.
Olivia
Munn
According
US
Weekly,
Justin
cheated
on
his
wife
Jessica
with
American
actress,
Olivia
in
2010.
Olivia
Wilde
Justin
was
also
rumoured
to
have
had
a
fling
with
Olivia
Wilde
while
shooting,
In
Time.
Thaila
Ayala
Justin
was
rumoured
to
have
kissed
married
Brazilian
actress
Thaila
Ayala
while
in
Rio
de
Janeiro
for
the
Rock
in
Rio
Festival,
2013.
However,
nothing
was
confirmed.
Lindsay
Lohan
In
a
letter
obtained
by
In
Touch
of
the
actress,
Lindsay
Lohan's
former
list
of
lovers
was
revealed
which
included
the
handsome
Justin
Timberlake's
name.