When and where?

Give me some ideas!

Facefuck me hard!

Salt City Books in Mattydale has good selection of enema equipment.

Painful Anal - Pornhub.com https://www.pornhub.com/view_video.php?viewkey=ph5b3596f852e61

Most Hardest Anal Ever.. must see !! - Pornhub.com https://www.pornhub.com/view_video.php?viewkey=ph5a4e361f2e0da

Sexually Broken Poundings - Pornhub.com https://www.pornhub.com/view_video.php?viewkey=ph5b518061dc3cf

THE MOMENT OF INSERTION ANAL COMPILATION - Pornhub.com https://www.pornhub.com/view_video.php?viewkey=1948370925

The best kind of anal here would be where you can see the slut's face as her asshole is penetrated. The look of surprise, pain, delight, etc. is the thing you want to see. Second to that would be where the slut's body/asshole visibly changes/reacts to the penetration. In real life, it's a big deal for a slut to take a cock up her ass, and the reaction to it is what makes the event a little more nasty than conventional pussy penetration.

I have this fantasy of getting caught playing with women lingeries, dildos, anal beads, toys and anal porn. You walk in, caught me and see what I'm doing. You say this is the last time your going through these stuff. You say that I need to be taught a lesson. That since I like going through women's lingerie and toys so much; that you are going to show me what it's really like to be a women in the bedroom. So you dress me up and make me bend over on the bed for what's going to happen next. You tell me that only sluts and whores plays with them and I need to be treated like one. You say I'm going to spank you then show you where those dildos are going (up my tight little ass), but first you tell me I’m going to learn how to deepthroat a dildo like a real slut and for every second that I try and don’t get my lips to touch the balls is one hard spanking with the leather paddle. You tell me that I'm going to have to prepare my ass for these dildos, so lube is put on my asshole and some anal beads are inserted in to open me up. And then a dildo is put to stretch my ass open more. You let me know that my ass is going to get pounded hard like a pussy. I want it rough like the way those slutty girls in porn video doing anal. I would like to fulfilled my fantasy of being forced to dress, bondage and force to take a huge dildo, someone who can show me how anal sluts are truly fucked.

My newest addition to my plug collection.

I like to be degraded, so if you message or email me you'll get further being extremely demeaning and domineering. I am an anal slut and my purpose is to have my little ass up in the air.

That is how ass fucking should be done. https://www.pornhub.com/view_video.php?viewkey=ph5b9d52313612d

Anyone up to this rough challenge? https://www.pornhub.com/view_video.php?viewkey=ph5b93f152d804a