Fiance always does this and it's hurtful and annoying

So my fiance can't talk about other females without it somehow being sexual. It doesn't matter if it's a celebrity or someone he actually knows...he could be telling a story about a girl that has NOTHING to do with sex, but then all of a sudden talk about how many dudes she's fucked, or objectify her, or make a comment about her body..

Example - we work at the same facility and we were hired for different departments, but his department was low on work tonight and he ended up working in my department so we literally worked side by side tonight. And not even a half hour into my shift, somehow we ended up talking about old coworkers and he brought up some girl that worked in his department that got fired because she was a lunatic and did things like drink antifreeze in the parking lot for attention. And then just had to throw in that she "went back to Puerto Rico with a fake set"...and I immediately rolled my eyes..like of course you'd mention her fake tits even though it has nothing to do with her getting fired and leaving. Totally could have left that out...

It just bothered me because we've had issues with porn in the past, we've had issues with him checking out our other coworkers right in front of me, he has a friend that he made at a porn shop he worked at before he started working at our current place of work, who he said he has seen naked, she would invite him over and she'd just be hanging out naked in her bedroom when he got there, and he said they both used to just chill naked around each other and hot tub nude together, but SWEARS they've never had sex, and we've had issues with him telling me things about his exes...like one time he told me him and his ex wife got into a car accident, they hit a snow bank or something and had to report it, and while they were waiting for a police officer to show up she gave him head with their toddler in the backseat...or like how one time she rode him while he was driving. And like okay cool, good for you I guess, you're 40, I'm 27...you've experienced more than me. & I have a past too. I've fucked other people as well. But I'm not sitting here telling you about it.

If it isn't obvious already, all of this stuff has made me really insecure..like I'm not "slutty" enough for him or like I'm not adventurous like his exes were. We've had fights about how I never initiate sex with him, he always has to do it. Which is really weird for me. Because in my past relationships I did initiate with my partners when I wanted sex. But my other partners didn't make me feel less than and intimidated or made me feel like I was in competition with pornstars and exes. So yeah...no I don't have the confidence to initiate. And he just doesn't get that. I mean I understand him wanting to feel validated and wanted just like I would want to feel those things...but he's really ruined the odds of that happening since he's always talking about other women the way he does to me.

Idk. Am I being overdramatic?