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''Kissing Jessica Stein'' is a 2001 RomanticComedy film about a Jewish woman named Jessica (Creator/JenniferWestfeldt) whose life is changed when she meets a bisexual woman named Helen (Heather Juergensen). It was written by its stars and directed by Charles Herman-Wurmfeld.
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''Kissing Jessica Stein'' is a 2001 RomanticComedy film about a Jewish woman named Jessica (Creator/JenniferWestfeldt) whose life is changed when she meets a bisexual woman named Helen (Heather Juergensen). To her surprise (since before she only dated men), Jessica falls for Helen. They begin dating, but the relationship becomes difficult as a result of Jessica wanting to keep it a secret from everyone. It was written by its stars and directed by Charles Herman-Wurmfeld.
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* ShaggyDogStory: The whole movie is about Jessica breaking out of a string of relationships with the wrong man and discovering her own bisexuality through a relationship with Helen. The movie ends with their happy relationship eventually breaking down to the point that they split up and Jessica then hooks up with the nice guy who's been doggedly chasing her for the entire length of the movie. For anyone expecting a bisexual girl-girl romance flick, the ending makes the movie come off as this trope.
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* ShaggyDogStory: The whole movie is about Jessica breaking out of a string of relationships ReallyGetsAround: Before dating Jessica, Helen casually mentions she was having sex with the wrong man and discovering her own bisexuality through a relationship with Helen. The movie ends with their happy relationship eventually breaking down to the point that they split up and Jessica then hooks up with the nice guy who's been doggedly chasing her three men at once (but breaks off those arrangements for the entire length of the movie. For anyone expecting a bisexual girl-girl romance flick, the ending makes the movie come off as this trope. her).
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* RomanticTwoGirlFriendship: [[spoiler:Jessica and Helen's relationship ultimately turns out to be this]].
* SecretRelationship: What Jessica tries to have with Helen, keeping their affection with each other from the public. Helen finds this increasingly annoying.
* SecretRelationship: What Jessica tries to have with Helen, keeping their affection with each other from the public. Helen finds this increasingly annoying.
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* RomanticTwoGirlFriendship: [[spoiler:Jessica and Helen's relationship ultimately turns out to be this]].
into this. It's increasingly clear that Jessica isn't keen on having sex with Helen (though she says it was enjoyable) and likes only the romantic closeness. They break up but remain close friends.]]
* SecretRelationship: What Jessica tries to have with Helen, keeping their affection with each other from the public. Helen finds this increasinglyannoying.annoying, and eventually insists on them being public about it, with Jessica acceding.
* ShaggyDogStory: The whole movie is about Jessica breaking out of a string of relationships with the wrong man and discovering her own bisexuality through a relationship with Helen. The movie ends with their happy relationship eventually breaking down to the point that they split up and Jessica then hooks up with the nice guy who's been doggedly chasing her for the entire length of the movie. For anyone expecting a bisexual girl-girl romance flick, the ending makes the movie come off as this trope.
* SecretRelationship: What Jessica tries to have with Helen, keeping their affection with each other from the public. Helen finds this increasingly
* ShaggyDogStory: The whole movie is about Jessica breaking out of a string of relationships with the wrong man and discovering her own bisexuality through a relationship with Helen. The movie ends with their happy relationship eventually breaking down to the point that they split up and Jessica then hooks up with the nice guy who's been doggedly chasing her for the entire length of the movie. For anyone expecting a bisexual girl-girl romance flick, the ending makes the movie come off as this trope.
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* ArmouredClosetGay: Jessica who dates Helen in secret and struggles to keep her bisexuality hidden from the public.
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* ClosetGay: Jessica, who dates Helen in secret and struggles to keep her bisexuality hidden from others.
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* BadLiar: Jessica is a terrible liar, and Helen sees through it instantly when she tries, saying it's one of her best qualities.
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* ComingOutStory: After a kiss with Helen, Jessica struggles to come out to her mother as a bisexual. Fortunately, her mother knows and approves.
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* ComingOutStory: After a kiss with Helen, Jessica struggles to come out to her mother as bisexual (she does tell a bisexual.friend, who finds it surprising but is excitedly approving). Fortunately, her mother knows and approves.
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* SecretRelationship: What Jessica tries to have with Helen, keeping their affection with each other from the public.
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* SecretRelationship: What Jessica tries to have with Helen, keeping their affection with each other from the public. Helen finds this increasingly annoying.
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* TooMuchInformation: Helen says this after her gay friends briefly discuss their sex life in front of her.
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* GrammarNazi: Jessica finds it a deal-breaker with one date that the guy lacked proper diction.
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%%* JewishMother: Jessica's mother is a textbook example.
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* ClosetKey: Helen for Jessica.
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* ClosetKey: Helen for Jessica.Jessica realizes she's attracted to women by meeting (later dating) Helen.
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* DepravedBisexual: Helen is a minor example. ''"Who do you have to blow to get some fucking pussy around here?"''
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* GirlOnGirlIsHot: It is lampshaded in a hilarious scene. What makes it hilarious? [[spoiler:Helen stroking Jessica's thigh under the table, and the fact that the guys to whom they are talking are completely oblivious to it.]]
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* GirlOnGirlIsHot: GirlOnGirlIsHot:
** It is lampshaded in a hilarious scene. What makes it hilarious? [[spoiler:Helen stroking Jessica's thigh under the table, and the fact that the guys to whom they are talking are completely oblivious to it.]]]] The guys they talk with say it's because one woman may be sexy, but two is ''double'' sexy.
** It is lampshaded in a hilarious scene. What makes it hilarious? [[spoiler:Helen stroking Jessica's thigh under the table, and the fact that the guys to whom they are talking are completely oblivious to it.
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* JewishMother: Jessica's mother is a textbook example.
* JewishAndNerdy: Jessica.
* JewishAndNerdy: Jessica.
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* JewishAndNerdy:
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* LipstickLesbian: Jessica and Helen.
* LoveTriangle: Josh/Jessica/Helen.
* LoveTriangle: Josh/Jessica/Helen.
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* LipstickLesbian: Jessica and Helen.
*Helen (lipstick bisexuals actually). They dress and act femme, with a plot point being that both love lipstick (discussing what kind is good).
%%* LoveTriangle: Josh/Jessica/Helen.
*
%%* LoveTriangle: Josh/Jessica/Helen.
* RomanticTwoGirlFriendship: [[spoiler:Jessica and Helen's relationship ultimately turns out to be this]].
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* RomanticTwoGirlFriendship: [[spoiler:Jessica and Helen's relationship ultimately turns out to be this]].
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''Kissing Jessica Stein'' is a 2001 RomanticComedy film about a Jewish woman named Jessica (Jennifer Westfeldt) whose life is changed when she meets a bisexual woman named Helen (Heather Juergensen). It was written by its stars and directed by Charles Herman-Wurmfeld.
to:
''Kissing Jessica Stein'' is a 2001 RomanticComedy film about a Jewish woman named Jessica (Jennifer Westfeldt) (Creator/JenniferWestfeldt) whose life is changed when she meets a bisexual woman named Helen (Heather Juergensen). It was written by its stars and directed by Charles Herman-Wurmfeld.
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Dewicking per TRS decision.
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* BiTheWay: Helen, who dates both guys and girls. Jessica, who discovers her bisexuality and comes to terms with it.
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* ShaggyDogStory: The whole movie is about Jessica breaking out of a string of relationships with the wrong man and discovering her own bisexuality through a relationship with Helen. The movie ends with their happy relationship eventually breaking down to the point that they split up and Jessica then hooks up with the nice guy who's been doggedly chasing her for the entire length of the movie. For anyone expecting a bisexual girl-girl romance flick, the ending makes the movie come off as this trope.
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* ArmouredClosetGay: Jessica who dates Helen in secret and struggles to keep her bisexuality hidden from the public.
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* BiTheWay: Helen, who dates both guys and girls.
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* BiTheWay: Helen, who dates both guys and girls. Jessica, who discovers her bisexuality and comes to terms with it.
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* ComingOutStory: After a kiss with Helen, Jessica struggles to come out to her mother as a bisexual. Fortunately, her mother knows and approves.
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* OpenMindedParent: Jessica's Jewish mother, who tries to fix Jessica up with a nice guy, surprisingly supports her daughter after she comes out to her.
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* SecretRelationship: What Jessica tries to have with Helen, keeping their affection with each other from the public.
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* ClosetKey: Helen to Jessica.
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* ClosetKey: Helen to for Jessica.
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* JewishAndNerdy
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* JewishAndNerdy JewishAndNerdy: Jessica.
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* {{Narm}}: The taxi cab honking loudly as Helen and Jessica first kiss. Subtle.
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* {{Narm}}: The taxi cab honking loudly as Helen and Jessica first kiss. Subtle.LoveTriangle: Josh/Jessica/Helen.
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* ExactWords: "Trust me. There is no guy."
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* ExactWords: Jessica to Josh when he asks if she's seeing a new guy. "Trust me. There is no guy."
** The taxi cab honking loudly as it drives past the scene where Helen kisses Jessica can be seen as this.
* {{Narm}}: The taxi cab honking loudly as Helen and Jessica first kiss. Subtle.
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* TransparentCloset: Helen finally finds the courage to tell her mother about Helen, only [[spoiler: the mother knows already and approves of Jessica]].
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* TransparentCloset: Helen Jessica finally finds the courage to tell her mother about Helen, only [[spoiler: the mother knows already and approves of Jessica]].
Helen]].
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Fixed picture
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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/img_1028_8.JPG]][[caption-width-right:350:''[[TagLine When it comes to love, sometimes she just can't think straight.]]'']]
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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/img_1028_8.JPG]][[caption-width-right:350:''[[TagLine org/pmwiki/pub/images/d92ff41af8e1ce0b7b8c0cedd3d6904f.jpg]]
[[caption-width-right:350:''[[TagLine When it comes to love, sometimes she just can't think straight.]]'']]
[[caption-width-right:350:''[[TagLine When it comes to love, sometimes she just can't think straight.]]'']]
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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/img_1028_8.JPG]]
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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/img_1028_8.JPG]]
JPG]][[caption-width-right:350:''[[TagLine When it comes to love, sometimes she just can't think straight.]]'']]
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* LipstickLesbian: Jessica and Helen.
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--> '''Helen''': It's just like kissing a guy.
--> '''Joan''': No, it's not!
--> '''Helen''': No, it's not.
--> '''Joan''': No, it's not!
--> '''Helen''': No, it's not.
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* AnguishedDeclarationOfLove: [[spoiler: Helen delivers one to Jessica]].
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* AnguishedDeclarationOfLove: [[spoiler: Helen Josh delivers one to Jessica]].Jessica right before kissing her]].
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* BiTheWay: The titular Jessica Stein.
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* BiTheWay: The titular Jessica Stein.Helen, who dates both guys and girls.
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* AnguishedDeclarationOfLove
* BigApplesauce
* BigApplesauce
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* AnguishedDeclarationOfLove
AnguishedDeclarationOfLove: [[spoiler: Helen delivers one to Jessica]].
*BigApplesauceBigApplesauce: The film's setting takes place in New York.
*
* BiTheWay: The titular Jessica Stein.
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* TransparentCloset: Helen finally finds the courage to tell her mother about Helen, only [[spoiler: the mother knows already and approves of Jessica]].
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''Kissing Jessica Stein'' is a RomanticComedy film from 2001, about a Jewish woman named Jessica whose life is changed when she meets a bisexual woman named Helen.
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[[quoteright:350:http://static.tvtropes.org/pmwiki/pub/images/img_1028_8.JPG]]
''Kissing Jessica Stein'' is a 2001 RomanticComedy filmfrom 2001, about a Jewish woman named Jessica (Jennifer Westfeldt) whose life is changed when she meets a bisexual woman named Helen.
Helen (Heather Juergensen). It was written by its stars and directed by Charles Herman-Wurmfeld.
''Kissing Jessica Stein'' is a 2001 RomanticComedy film
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'''''Kissing Jessica Stein''''' is a RomanticComedy film from 2001, about a Jewish woman named Jessica whose life is changed when she meets a bisexual woman named Helen.
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* TerribleIntervieweesMontage: Jessica encounters "Malaprops Guy", "Weird Smooth Guy", "Calculator Guy", and "Not-Yet-Out-Gay Guy" (as per the credits).
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One of the greatest lines in movie history!
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* DepravedBisexual: Helen is a minor example.
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* DepravedBisexual: Helen is a minor example. ''"Who do you have to blow to get some fucking pussy around here?"''
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added tropes
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* BigApplesauce:
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* BigApplesauce: BigApplesauce
* BittersweetEnding: [[spoiler:Jessica and Helen break up, but they remain friends, and it's implied that Jessica gets back together with Josh]].
* BittersweetEnding: [[spoiler:Jessica and Helen break up, but they remain friends, and it's implied that Jessica gets back together with Josh]].
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* RomanticTwoGirlFriendship: [[spoiler:Jessica and Helen's relationship ultimately turns out to be this]].
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added a trope
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''Kissing Jessica Stein'' is a RomanticComedy film from 2001, about a Jewish woman named Jessica whose life is changed when she meets a bisexual woman named Helen.
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* CampGay:
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* CampGay:CampGay: Helen's co-workers include a gay couple who are very camp.
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--> Helen: So you know how you'll react to ''anything''?
--> Jessica: Pretty much, yes.
--> Helen: (kisses Jessica and watches her become stunned and silent)
--> Jessica: Pretty much, yes.
--> Helen: (kisses Jessica and watches her become stunned and silent)
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--> Helen: '''Helen''': So you know how you'll react to ''anything''?
-->Jessica: '''Jessica''': Pretty much, yes.
-->Helen: (kisses (''Helen kisses Jessica and watches her become stunned and silent)
silent'')
* TheReasonYouSuckSpeech: Josh gives Jessica a truly brutal one in front of her friends.
-->
-->
* TheReasonYouSuckSpeech: Josh gives Jessica a truly brutal one in front of her friends.
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* ExactWords: "Trust me. There is no guy."
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* NaughtyUnderTheTable: Two guys who try to chat up Helen and Jessica at the bar, join them at a table and they start discussing sex. The guys say they love the idea of lesbian couples. Helen asks them what men find so fascinating about lesbians and lesbian couples, so the guys expound on their philosophy awkwardly and at length. Meanwhile, the scene is intercut with a view under the table of Helen feeling up Jessica's thigh. This naturally causes still-very-shy-at-this-point Jessica to squirm in her seat (uncrossing her legs and recrossing them in Helen's direction) and desperately try to not make a sound, while trying and failing to ask Helen just what she thinks she's playing at. Until Helen's hand disappears under the bottom of Jessica's dress, at which point Jessica can't help but give a sudden gasp of arousal. This is passed off as a leg cramp by Jessica, and Helen makes excuses of "You don't look well, I should get you home and into bed", and they leave to make love at Helen's place immediately. Just after getting through the front door however, they're interrupted by Helen's ex-boyfriend.
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''Kissing Jessica Stein'' is a RomanticComedy film from 2001, about a Jewish woman named Jessica whose life is changed when she meets a bisexual woman named Helen.
----
!!''Kissing Jessica Stein'' provides examples of:
* AnguishedDeclarationOfLove
* BigApplesauce:
* CampGay:
* DeadpanSnarker: Meyers is like this, mostly due to bitterness caused by past events.
* DepravedBisexual: Helen is a minor example.
* DidYouJustHaveSex: After she has been with Helen for a few months, Jessica comes to work practically dancing. Immediately one of her friends asks Jessica whether she's been seeing someone.
* GirlOnGirlIsHot: It is lampshaded in a hilarious scene. What makes it hilarious? [[spoiler:Helen stroking Jessica's thigh under the table, and the fact that the guys to whom they are talking are completely oblivious to it.]]
* JewishMother: Jessica's mother is a textbook example.
* JewishAndNerdy
* IronicEcho: Early in the movie, Helen says that she does not get sick, and Jessica repeats it to her when Helen is in bed with a cold.
* NoBisexuals: This seems to be the attitude of the characters. The word "bisexual" is never used. Two characters even argue about how you can't just "switch" back and forth.
* PostKissCatatonia: Jessica goes through this:
--> Helen: So you know how you'll react to ''anything''?
--> Jessica: Pretty much, yes.
--> Helen: (kisses Jessica and watches her become stunned and silent)
----
----
!!''Kissing Jessica Stein'' provides examples of:
* AnguishedDeclarationOfLove
* BigApplesauce:
* CampGay:
* DeadpanSnarker: Meyers is like this, mostly due to bitterness caused by past events.
* DepravedBisexual: Helen is a minor example.
* DidYouJustHaveSex: After she has been with Helen for a few months, Jessica comes to work practically dancing. Immediately one of her friends asks Jessica whether she's been seeing someone.
* GirlOnGirlIsHot: It is lampshaded in a hilarious scene. What makes it hilarious? [[spoiler:Helen stroking Jessica's thigh under the table, and the fact that the guys to whom they are talking are completely oblivious to it.]]
* JewishMother: Jessica's mother is a textbook example.
* JewishAndNerdy
* IronicEcho: Early in the movie, Helen says that she does not get sick, and Jessica repeats it to her when Helen is in bed with a cold.
* NoBisexuals: This seems to be the attitude of the characters. The word "bisexual" is never used. Two characters even argue about how you can't just "switch" back and forth.
* PostKissCatatonia: Jessica goes through this:
--> Helen: So you know how you'll react to ''anything''?
--> Jessica: Pretty much, yes.
--> Helen: (kisses Jessica and watches her become stunned and silent)
----