Episode 1: "Merge?! Fall in love with fortune bang bang chicken"In the anime's opening the main character is shown in his boxers and then towards the middle of the episode he's stripped to his boxers and chased by rival delinquents
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Frieren Beyond Journey's End Episode 13: "Aversion to One's Own Kind"Stark and Sein lose their clothes while gambling leaving them in only their boxers.
Migi To Dali Episode 5: Daphnia SongMigi gets accused of being a thief so he's stripped searched. After the strip search concludes he's locked in a room and interrogated in just his briefs before eventually being put into a cloth diaper.
Migi To Dali Episode 4: "Become Orikou-San"Dali's adoptive mother embarrasses him by revealing to the maid that he wears striped briefs. Dali goes back to his room and rips them off stating how much he dislike them since he's been embarrassed. Migi To Dali Chapter 9: My Briefs Are StripedThe manga version of the scene above.
Sailor Moon S (Season 3) Episode 15: "Seeking Friends! Chibi Moon's Actions"A weird kid bothers Chibiusa and at one point, he takes off his pants and tighty whities, holds them in the air, and compares himself to an elephant
Migi And Dali Episode 1The twins contemplate a plan in the bathroom wearing only briefs. Migi and Dali Chapter 22: "I'm hatori"The same scene as above but in the manga.
Dragon Ball Episode 17: Milk DeliveryGoku sleeps in his T-shirt and boxers (Usually I wouldn't include since the boxers lack details and look like shorts but this episode had briefs in it as well)
Master Roshi wakes up in the morning and gets dressed so we see a flash of his briefs for a moment Special Thanks to Jay Heard Listeners Episode 2: Emotional Rescue + Episode 3: A voice in the darkEcho ends up losing his clothes and spend a bit of both episodes in his boxers. Listeners Episode 4: Some Kind Of LoveDuel Masters King! Episode 28: "“Joe's Dad is Back in Elementary School! Katta Kirifuda and Katsuking!”Katta gets his costume sliced in half, leaving him in his tighty whities
special thanks to Resse Ball Ranking Of Kings Season 2: Treasure Chest Of Courage, Episode 6: Bojji The KingBojji strips and gives his clothes to a boy who's clothing was taken and ripped while he was swimming.
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