(Posting here because it got removed from Reddit, which is the reason I left that hellhole site and joined this place. Hope you guys like my introductory post!)

I used to have an acquaintance that I knew through a mutual friend who was a "cis" man (so technically not a TIM), but was very woman-presenting and identified as a "femboy". He liked looking feminine and presented feminine better than most TIMs I've met, but he didn't claim to actually be a woman and admitted he was just a very feminine man. I decided to give him a chance because I figured, what the heck, there's nothing wrong with men wanting to embrace femininity and at least he's self-aware enough to know his gender. Oh boy, HUGE mistake.

He instantly made me uncomfortable because his socials were full of 4chan posts about how "femboys" were superior to real women and how more men and bi women preferred them over actual women. My all-female friend group gave him a chance, but when I even hinted I was uncomfortable with his misogynistic jokes, he would imply I was just overthinking it and "didn't get his humor".

By the way, this guy was straight. And in his 20's. And he was REALLY horny (always making inappropriate sex jokes). So he definitely got flirty when he was in our all-female friend group. When someone called him out, he fell back on his "i'm just a soft fem guy" shtick and tried to make us feel bad for him. He also tried REALLY hard to be "relateable" to us since he also wore women's clothing and make-up. I don't dress very feminine because I just don't like the feeling of a lot of women's clothes, but he kept pressuring me to do it so that way he can "give me tips" (i.e. his thinly disguised way of making advances on me).

He believed that "all women are bisexual" and that they liked women's bodies but also liked dick. He thought he could convert any woman into liking him since he had both a womanly aesthetic and a penis.

We were considering cutting him off and breaking contact with him, when he sent texts to my friend repeatedly giving her suggestive messages. We then dropped him, but not before he flipped out and called us all b*tches who "couldn't handle a femme man" and we were just jealous because "femme guys make better women than even real women".

We thought that was the last time we would see of him, until shortly afterwards, he showed up at one of our friends' house begging for forgiveness, and eventually sexually assaulted her when she told him to leave. But as hard as it was, we encouraged her to come forward with the case. We reminded her how much of a scumbag he had always been even before the assault and that an asshole like him deserves to be put away. She agreed and was determined to take him down. Eventually, we were able to get him arrested and charged for what he did to her. My friend made it crystal clear to all of us that she wasn't backing down and was going to do whatever it took to put him behind bars, and thanks to her, we were able to get him convicted.

A female judge sentenced him to almost a decade in prison, and he will have to register as a sex offender for the rest of his life once he's out. He's currently serving his punishment in one of the most notorious, horrible prisons in our area. His mugshot looks like he was about to cry (🥰🥰🥰).

I guess "femboys" are just as bad as any other man. I sometimes let me guard down near him because "he just likes femininity and he's isn't a TIM", but being feminine and not being trans doesn't inherently make a man less toxic.

I'm still heartbroken for my friend, but I'm so proud of her effort in getting him locked up and the support we gave her. I'm also so, so relieved that he's fucking miserable now and is going to fear for his life as a femme man in prison for almost 10 fucking years, before being monitored for life. Every woman will know what he is and what he did. He tried so hard to lure women in by wearing women's clothes. Now the only clothes he's wearing is a fucking prison uniform.