Facts
The Connecticut-born former homecoming queen made her 
film debut at age 20 as Candice Bergen's
 daughter in  Rich and Famous  (1981) 
before turning to TV. She was a troubled teen 
in  Amy and the Angel  (ABC, 1982), 
and soap opera cultists embraced 
her as Betsy Montgomery 
on  As the World Turns  (CBS, from 1982-84). 
After the premiere of  Charles in Charge  (CBS, 
1984) and the short-lived Western series  Wildside  
(ABC, 1985), Ryan pretty much abandoned the medium, though.
First registering in features with a 
small but memorable role as
 Anthony Edwards' wife in 
 Tony Scott's  Top Gun  (1986),
 Ryan went on to play a journalist 
in the Joe Dante sci-fi flick  Innerspace 
 (1987), opposite Dennis Quaid,
 whom she later married. The pair then headlined 
the unsuccessful noir remake  D.O.A.  (1988).
Ryan garnered some positive notices 
for her atypical performance as a tough, 
desperate drifter in  Promised Land  (1988) 
but her generally bubbly, accessible persona has 
been best served by romantic comedies. 
Ryan  gained fame with her first 
leading role in Rob Reiner's 
romantic comedy  When Harry Met Sally...
 (1989), opposite Billy Crystal.
 Ryan's vociferous faking of an orgasm in a NYC delicatessen has been hailed as a modern comedy classic.
She has been paired with 
some of Hollywood's most charismatic 
leading men in comedies and dramas: 
playing multiple roles opposite Tom Hanks 
in  Joe Versus the Volcano  (1990); 
with Val Kilmer as Jim Morrison's 
spacey common-law wife in  The Doors 
 (1991); and as Alec Baldwin's bewitched 
bride in  Prelude to a Kiss  (1992).
 Ryan has also re-teamed with Hanks 
as his long distance love interest in  Sleepless in Seattle 
 (1993), directed by Nora Ephron. 
The trio once again reunited with  You've Got Mail 
 (1998), an update of the 1940 classic 
 The Shop Around the Corner.
Although nearly typecast as a lightweight 
performer, Ryan has offered several change-of-pace dramatic performances; several of the films, however, proved to be disappointments 
at the box office. She starred opposite Quaid 
in the moody Texas-set romance  Flesh and Bone 
 (1993) and Andy Garcia as an alcoholic 
wife and mother in  When a Man Loves a Woman 
 (1994). In Michael Hoffman's
 long-delayed  Restoration  (1995), Ryan 
undertook the pivotal role as an Irish patient 
in a Quaker hospice who becomes romantically involved 
with a doctor (Robert Downey Jr.) 
and acquitted herself nicely although her 
brogue had a tendency to come and go. She was better served 
as the US Army captain whose actions
 during Operation Desert Storm come under investigation 
in  Courage Under Fire 
 (1996), as a surgeon romanced by a heavenly 
creature in the person of Nicolas Cage 
in  City of Angels  and as a drug-abusing 
go-go dancer involved with a second-rate 
actor in  Hurlyburly  (both 1998). But 
regardless of whether she is playing at being the 
queen of screen romance or essaying far more interesting 
and dramatic characterizations, Ryan holds the screen. 
One senses that her full range and potential 
remain untapped. Perhaps if she ever undertakes 
her dream role to portray poet Sylvia Plath, 
audiences may see her at the real peak of her 
prowess.
After yet another turn as a cute 
romantic comedy lead with her male 
cute romantic comedy counterpart Tom Hanks 
in  You've Got Mail  (1998), Ryan 
next starred in the disappointing  Hanging Up 
 (2000). Also in 2000, Ryan 
starred in the thriller  Proof of Life  with Russell Crowe. 
While the movie was of little interest to moviegoers and 
critics alike, it spawned the highly interesting 
love affair of Ryan and Crowe 
which would result in Ryan's 
eventual divorce from Dennis Quaid.
2001 found Ryan consistantly in the 
gossip pages following her highly 
publicized split with Crowe 
in December of 2000. Reports of his abrupt 
ending of their passionate affair put  Ryan 
in a rather uncomfortable spotlight. She 
starred in the lightweight romantic 
comedy  Kate and Leopold 
 (2001) opposite Hugh Jackman and sported a 
sexy, revamped post-breakup look on 
several magazine covers. Feeling her image as 
America's Adorable Sweetheart growing a bit 
shopworn (and her box office clout 
diminishing) Ryan--always a tad edgier than 
her established on-screen persona--relished the opportunity to take 
some chances with her choice of roles: she 
starred opposite Mark Ruffalo in 
the thriller  In 
the Cut  (2003), directed by 
Jane Campion. 
In a role originally slated for 
Nicole Kidman
 (who produced the film), Ryan stretches as a dark, 
alienated woman with masochistic leanings, 
entering into a potentially troubling 
relationship with a police detective 
following a violent robbery. Baring the darker corners of 
her soul on screen as never before, Ryan 
also bared her body in controversial full 
frontal nude scenes that were both a Campion 
trademark and a radical 
departure from previous Ryan fare. 
She next took on another non-cupcake role 
as hard-hitting real-life female boxing 
promoter Jackie Kallen  in 
 Against the Ropes 
 (2003) for actor/director Charles Dutton.