Fics like Put your money where your mouth is

The pair of Chika and Kaguya made a bet with the frustrated Ishigami, setting the stakes really high just for the young boy to finally get his just desserts.

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1. Yu Ishigami Looks Away by milensiwrites (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya Wants to be Confessed To (Manga))
2. Kaguya Sama: Harem is Fair Game by AzureGigacyber (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime), かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya Wants to be Confessed To (Manga))
3. A NNN Askbox by M4typewriter (Multi-Fandom, Snowbreak: Containment Zone (Video Game), more)
4. A fluffy love! by AantoBiotic (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya Wants to be Confessed To (Manga), かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime))
5. Fujiwara-Sama Wants To Be Forced by SinfulPolarBear (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime), かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya Wants to be Confessed To (Manga))
6. Shirogane Miyuki Wants to Ask by peachwriter (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya Wants to be Confessed To (Manga))
7. Shota Askbox/Prompt Fic (RWBY, 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga), more)
8. The Devils in the Details by NovelSolvings (その着せ替え人形は恋をする | Sono Bisque Doll wa Koi wo Suru | My Dress-Up Darling (Manga), イジらないで長瀞さん | Ijiranaide Nagatoro-san | Please Don't Bully Me Nagatoro (Anime), more)
9. Kevin's harem 4 by Haremking (盾の勇者の成り上がり | Tate no Yuusha no Nariagari | The Rising of the Shield Hero (Anime), スライム倒して300年 知らないうちにレベルMAXになってました - 森田季節 | I've Been Killing Slimes for 300 Years... - Morita Kisetsu, more)
10. choco late love by thesicaeffect (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime), かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya Wants to be Confessed To (Manga))
11. Kaguya Learns A Lesson by MisterretsiM (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime))
12. Inventory of Chaos: Iconic Scenes That Shattered Everyone Instantly by Icedrone24 (ワンパンマン | One-Punch Man, ゼロの使い魔 | Zero no Tsukaima | The Familiar of Zero, more)
13. A Shelter from the Rain (Oregairu/Kaguya-sama) by Writey_the_Writer (やはり俺の青春ラブコメはまちがっている。 | Oregairu | My Teen Romantic Comedy SNAFU (Anime), やはり俺の青春ラブコメはまちがっている。 - 渡航 | Oregairu | My Teen Romantic Comedy SNAFU - Watari Wataru, more)
14. Plum Wine by earlgay_milktea (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya Wants to be Confessed To (Manga), かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime))
15. Good Servant Hayasaka by uspmn (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime))
16. Reacting to Kaguya-Sama Love is War: Watching The Show by Guardian_Loli (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime), かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya Wants to be Confessed To (Manga))
17. Hayasaka's Fantasy Fulfilled by CrystieV (かぐや様は告らせたい | Kaguya-sama wa Kokurasetai | Kaguya-sama: Love Is War (Anime))
18. Being a demon hunter in Japan is not easy. by Raiden11 (Devil May Cry (Gameverse), やはり俺の青春ラブコメはまちがっている。 | Oregairu | My Teen Romantic Comedy SNAFU (Anime), more)
19. My Quiet Beach Vacation Is Actually a Government Population Initiative, as I Suspected by 13thsephiroth (やはり俺の青春ラブコメはまちがっている。 | Oregairu | My Teen Romantic Comedy SNAFU (Anime), やはり俺の青春ラブコメはまちがっている。 - 渡航 | Oregairu | My Teen Romantic Comedy SNAFU - Watari Wataru, more)
20. Shirogane-san and his Outside Friends! by earth_m78 (堀さんと宮村くん | Hori-san to Miyamura-kun | Horimiya (Anime), 可愛いだけじゃない式守さん | Kawaii dake ja Nai Shikimori-san | Shikimori's Not Just a Cutie (Manga), more)