Shouwaru Tensai Osananajimi to no Shoubu ni Makete Hatsutaiken wo Zenbu Ubawareru Hanashi

Every time I lose to the girl I hate, my true feelings are exposed—Wakaba Yoshizawa's childhood friend is absolutely perfect. She is an honor student who is gifted in both beauty and intelligence... or so it appears on the surface. In reality, she's a mean-spirited girl who looks down on others. In my desperation to beat Komaki, I bet my most precious thing—my dignity. In the end, I lost.

"Wakaba, kiss me of your own volition."

My first kiss was taken. I try to challenge Komaki again to reclaim my dignity, but she adds a new condition: each time I lose a bet, Komaki will take another of my firsts. My first date, my first confession of love, my first time sleeping in the same bed as someone else. I should feel hatred towards Komaki, who stole everything from me. But what are these emotions that flood into the hole left in my heart from all of my stolen firsts?

(Source: Kakuyomu, translated)