20 years ago, on Christmas morning, Jennifer got into a big fight with her "best friend" Gabby which completely ruined their friendship.
It's close to Christmas Eve and Jenny is getting ready for her wedding to her fiancé David. However, she's quickly getting cold feet, which isn't helped by David's overbearing parents and the fact that she now has a hard time around Christmas due to the loss of Gabby and her father. Overwhelmed, she goes outside for a walk where she runs into Azrael who takes her to a timeline where she had the courage to confess her feelings for Gabby. Will Jennifer stay in the original timeline and marry David or will she stay in the alternate world and continue her relationship with Gabby?
This film has examples of the following tropes:
- Against My Religion: Father Kelly at first gently refuses to wed Gabby and Jenni as Catholic doctrine doesn't recognize same-sex marriage. However, he later relents on this and does it anyway.
- Ambiguously Gay: Azrael comes off as Camp Gay, with a sassy attitude and vocal fry, while he doesn't show any other signs. He's an angel, so perhaps they don't even have any sexuality here.
- Artistic License – Religion: Father Kelly reads part of First Corinthians, saying it's from the Old Testament, which is wrong. Any priest would know it's from the New.
- Be Careful What You Wish For: Well, more like "Be Careful Who You Pour Your Heart Out To". They might just be angels who'll send you into alternate timelines.
- Bisexual Love Triangle: Jenni is engaged to David, but then gets transported into a new timeline where she's with Gabby, whom she loved before him (and they're going to get married). She's torn between them for a time until she firmly decides on Gabby, having gotten reassured by seeing David in the new timeline with a wife and kids, so Jenni knows he'll still find love despite this.
- Coming-Out Story: In the prime timeline, Jenni tried coming out then but failed as her attempted Love Confession to Gabby never happened, and she got engaged to a man. She might have come out later though as David shows no sign of surprise after Jenni calls Gabby her first love later. In the final timeline she successfully confesses her love to Gabby as well, who knew already.
- Dead All Along: Gabby in the prime timeline. She was Driven to Suicide after losing her baby. The split in the timeline was that, instead of killing herself, Gabby sought refuge with Jenni and her father.
- Deus ex Machina: A bit of one at the end. Azrael offers to send Jenni back to Set Right What Once Went Wrong with Gabby somewhat out of the blue, and it lets her change her past mistakes with Gabby.
- Driven to Suicide: In the prime timeline Gabby was so devastated after miscarrying that she killed herself by walking in front of a car.
- Fish out of Temporal Water: Jenni, stumbling around very confused in the new timeline. Since she's in a timeline where hers and Gabby's split was only temporary the last decade is, for all intents and purposes, a complete blank to her.
- Good Girls Avoid Abortion: The word isn't said, but Father Kelly advised Gabby not to have an abortion, instead giving up her baby for adoption. She followed his advice in the prime timeline but miscarried anyway. However, in the new timeline it's indicated that she had an abortion rather than do as he'd said, as Gabby still mentions getting pregnant but has no child in the present, and the conversation the two have implies she'd rejected his advice.
- Good Shepherd: Father Kelly is a kind, tolerant Catholic priest who's an extremely progressive and accepting person. He embraces his LGBT+ congregants and even marries Jenni and Gabby when he'd at first refused to, while renouncing all homophobia before his congregation.
- Guardian Angel: Azrael is Jennifer's guardian angel, who offers her a second chance to make things right with Gabby.
- Heroic Sacrifice: Azrael when he sends Jenni back. He's the unborn child Gabby lost. By letting Jenni change history he'll never have been conceived in the first place, and so presumably cease to exist.
- Hollywood Genetics: David in the new timeline has two kids with his wife, who is White. Both are very dark-skinned, like him, which is genetically unlikely.
- I Choose to Stay: After her two days are up and she and Gabby are married, Jenni tries to invoke this. Unfortunately, that isn't an option and she's sent back anyway to the prime timeline.
- I Have No Son!: Gabby's parents disowned her when she got pregnant out of wedlock. Twenty years later in the new timeline they still haven't reconciled, and only her brother goes to her wedding.
- Jerkass: Vinnie is a huge asshole to Gabby, which is why nobody feels bad when Jenni punches him right in the face.
- Last Het Romance: Gabby in the new timeline tells Jenni that after having sex with Vinni she realized she's a lesbian. There's no sign she ever dated men again, instead dating Jenni.
- Law of Inverse Fertility: Gabby got pregnant unintentionally the very first time she slept with a guy, her boyfriend.
- Lipstick Lesbian: Gabby and Jenni are both feminine women. They have long hair, like jewelry, (subtle) makeup and fine dresses, though generally they dress more casually. Jenni had fallen for her in the past, and finds they're engaged within the new timeline. Gabby is a lesbian, Jenni appears to be bisexual as there's no indication she wasn't really attracted to her fiancé David in the prime timeline, feeling torn between them at first.
- Love Confession: Jenni planned on confessing her love to Gabby in the prime timeline, but angrily broke off contact due to the latter blowing her off for her boyfriend. In the final timeline, she succeeds and Gabby reciprocates, kissing her.
- Ms. Fanservice: Jenni and Gabby are both very good-looking. Both in the past and present they appear scantily clad or even topless from the back, including making out together once with implied sex afterward. A particularly notable example is when Jenni puts on a red spaghetti strap dress which displays her cleavage that Gabby gushes over, as she looks just stunning wearing it.
- Oblivious to Love: Subverted. At first it seems like Gabby was completely unaware that Jenni loved her initially, but the last timeline shows that she knew deep down.
- One True Love: Gabby is Jenni's, which she realizes over time. The prime timeline had Jenni lose Gabby years ago and move on to David, but when she's sent back being with her again sparks Jenni's realization.
- Our Angels Are Different: They're apparently former humans (or at least some are) and hang out on Earth doing ordinary things some of the time. While they can be affected by physical things, they're unharmed. They also look just like regular humans, but have an ability to transport anyone instantly across space and time. At least some are also guardian angels watching over specific humans. Granted, this is based on a single example.
- Queer Romance: The film revolves around Jenni's and Gabby's romance (including marriage) which occurs across different timelines.
- Parental Abandonment: In the prime timeline both of Jenni's parents died by the present. The new timeline sees her dad still alive, to her joy. It's unclear if he's alive in the final timeline, making it all pretty zigzagged.
- Pseudo-Romantic Friendship: Jenni was very close friends with Gabby. They had great affection for each other, and it turns out this extended into regular romance, as the pair later became a couple.
- Race Against the Clock: Jennifer has until the end of Christmas to experience what could have been and see her real life differently.
- Ret-Gone: Azrael sending Jenni back to make things right with Gabby (who it turns out is his mother) results in his conception not occurring, so he's presumably never an angel since he didn't even come into existence.
- Second Love: David was this to Jenni after things didn't work out with Gabby in the prime timeline.
- Set Right What Once Went Wrong: After learning that Gabby killed herself following Jenni's failed attempt to reveal her feelings, Jenni takes up Azrael's offer of going back then and doing it right, which prevents the chain of events causing this.
- Shameless Fanservice Girl: Gabby is this, at least from Jenni and the audience's point of view. In Gabby's timeline, she and Jenni are engaged and have been living together for years, so she doesn't mind being naked or barely dressed around her. Jenni, on the other hand, is from a time when she may never have actually yet seen her undressed in any form, so it is somewhat shocking to her.
- This Is Unforgivable!: Jenni broke off contact with Gabby when the latter had blown off their tree decorating to spend time with her boyfriend. It seems petty, but Jenni had planned to tell Gabby she loved her, with the boyfriend coming between them. She regrets it deeply later when Gabby kills herself due to losing her baby, which might have gone differently if Jenni had been there supporting her.
- Tickle Torture: Gabby is very ticklish. In flashbacks we are shown that it was a fairly common part of her and Jenni's "friendship" for Jenni to tickle her.
- Transparent Closet: In the final timeline, Jenni admits her love to Gabby, which she'd already sensed.
- Tragic Stillbirth: Gabby miscarried in the prime timeline, and it devastated her so much she killed herself.
- Twofer Token Minority: Jenni is a bisexual Black Latina woman.
- Violently Protective Girlfriend: Jenni punches Vinni out when he insults Gabby, who's her fiancée.
