Yes, several times. I won probably 80% of them, but a few times I got ganged up on and lost. I got into fights quite often, especially in early highschool.
In elementary school I remember knocking out some little faggot and that was my first real fight, luckily for me it didn't last long. Once you draw blood the normies really get scared of you. No one in elementary school gave me shit after that.
In high school things were different. I was a bit of a late bloomer and compared to elementary school most kids were bigger and more developed than me. I looked very young for my age so faggot kids often tried to start shit with me.
My worst defeat was when some angry wiry soccer thug set his sights on me for seemingly no reason. I was scared, I'm not going to lie. He was physically stronger than me and he was popular. I was just a faggy little edgy metalhead kid with long hair. It was the first month of high school and everyone knew each other and I knew no one.
He threatened me for no reason during class. When the bell rang, the entire class followed me out and all the way to my tram station which was a few hundred yards away. It was the longest walk of my life.
When we got out of school he immediately threw a punch at the back of my head, he basically sucker punched me like a bitch. I turned around and saw a few dozen kids shouting and laughing and this angry soccer hooligan fag telling me how he'll kill me. I was very scared because the guy was clearly stronger than me and he had his friends with him.
Keep in mind this was 10 years ago and at that time in my country, goth/metal/edgy kids were hated, especially by your typical soccer normie hooligans.
After he threw the punch I told him to fuck off and turned around trying to just walk away hoping he'll go away. Obviously that didn't work so he and a group of his friends/classmates followed me for 5-10 minutes occasionally throwing punches at the back of my head. Surprisingly all of his punches were weak as fuck. After a few minutes of that, I quickly turned around and threw a few punches. I don't even remember if any landed, all I know is that as soon as I did that one of his friends pushed me really hard into a ditch and the hooligan kid came up to me and kicked me a few times while I was on the ground. Luckily one of the more popular guys stopped him almost immediately.
I guess the class Chad felt sorry for me and decided to help me. He was popular and friends with the guy kicking my ass so he easily calmed him down. For the rest of those 4 years the guy that saved me treated me quite well and would often stand up for me when I got into trouble.
I don't know why he did it, but I can't say I'm not grateful. It's good having "protection" from a popular Chad, especially if you're in a school like mine was (95%+ male.)