The best Black sitcom Valentineâs Day episodes to stream and chill
We're breaking down some of our favorite Cupid-themed episodes.
From new classics like âblack-ishâ to older hits like âThe Fresh Prince of Bel-Air,â weâre looking back at five great Valentineâs Day episodes for you to revisit this year.
“The Fresh Prince of Bel-Air”

Weâre kicking off our list with âStop Will! In the Name of Love,â the beloved Season Four episode of âThe Fresh Prince of Bel-Air.â In the episode, Will goes on a double date with his young cousin Ashley, where his overprotective tendencies eventually are on full display and ruin the date. Fans might also remember the episode from its musical performance. Near the end, Ashley sings âRespectâ by Aretha Franklin.
âThe Fresh Prince of Bel-Airâ is available to stream on Max.
“Family Matters”
We’ve got another Episode 18 for you to revisit this Valentineâs Day, but this time it’s Season Three of the beloved ’90s hit âFamily Matters.â The Urkel-centric episode, âMy Broken-Hearted Valentine,â offers signature hilarity, but it’s equally powerful. Urkel has doubts about the intentions of Daniel Wallace, whom Laura has chosen to be her âvalentine.” The episode dives into deep topics such as saying “no” and sexual harassment, proving to be another example of a sitcom episode that uses the format to teach viewers of all ages important life lessons.
“Family Matters” is available to stream on Hulu.
“Sister, Sister”

âSister, Sisterâ delivered a memorable episode on Feb. 14, 1996, during Season 3. In the 16th episode, titled âValentineâs Day,â Tia uses skills she learned in her psychology class to help her sister Tamera salvage the special day after her boyfriend leaves her hanging. But the most memorable event is how the episode develops Ray and Lisaâs budding romance.
“Sister, Sister” is available to stream on Hulu.
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“black-ish”
The first season of âblack-ishâ contains a classic Valentineâs Day episode, âBig Night, Big Fight.â Appropriately, it’s Episode 13 because Dre and Rainbow are having a rough and rocky night with nothing but bad luck and miscommunication. Dre (Anthony Anderson) desperately tries to save the romantic holiday and keep the peace with his wife, Rainbow (Tracee Ellis Ross). Relive the episode with a clip below, featuring a hilarious conversation where they break down the often misused pronunciation of the holiday, âValentimeâs Day.â
âBlack-ishâ is available to stream on Hulu.
“Abbott Elementary”
Kismet? Coincidence? Our latest offering from âAbbott Elementaryâ is …wait for it… Season 2 Episode 14. Sweet! One of the biggest hits in the current era of TV comedy, the show delicately balances hilarious jokes with heartwarming character development, which is on full display in this holiday-themed episode aptly titled for the day devoted to love. Laying the groundwork for the Janine (Quinta Brunson) and Gregory (Tyler James Williams) romance, the episode is a perfect watch for this Valentineâs Day.Â

âAbbott Elementaryâ is available to stream on Hulu.
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