https://pornfaze.com/tags/chastity-sissy-training/ Wed 15 Apr 2026 01:24:44 +0200 https://pornfaze.com/videos/7070462/sissy-s-shopping-list/
Every sissy -whether new or experienced- needs a checklist of basics to help her stay focused on her feminization journey. this is goddess's personal list of the items i deem necessary for a sissy to feel her most girly and sexy while having fun exploring her kinks. how many of these can you already cross out, sissy? ]]> Tue 04 Mar 2025 12:16:52 +0200 https://pornfaze.com/videos/7070462/sissy-s-shopping-list/ https://pornfaze.com/videos/6798544/sissy-hole-training-videos-1-4/
Sissy hole training 1find your best sissy outfit and put it on! you will need to wear your chastity cage until i tell you to take it off. you will not cum until i tell you to. you will cum if i let you cum! you want to be a good sissy, don't you? you will be training your asshole, i want you to be loose. you will repeat mantras to help for you to know that you're not a real man, just a sissy! you will vibrate your cage, but not jerk off like a real man. you will not cum unless given permission! you'll even put nipple clamps on and tug and pull on them, showing me what a sissy slut you are! i will let you cum, eventually, but you don't deserve a full orgasm. full orgasms are for real men! sissy hole training 2get completely naked and take your cage off. you will need to put on a pair of soft pink panties that can be pulled to the side when it comes time. i want you to show me what you learned, show me your progress. how big can your asshole be stretch? before we get there, i want you to show me what your mouth can do and how far down your throat you can take a dildo. you're going to want to make sure this dildo is covered in spit, because you are going to use that dildo in your ass! i can't let you get too excited though, so you will put your cage back on. you will need to practice using a vibrator on your caged cock to get off, but you will need to fill your asshole. you are desperate, you're willing to do whatever it takes to cum! sissy hole training 3you will put your cage on and put your inflatable buttplug in. with each snap you will pump it to inflate it. i go over the things you have learned in the previous videos. i tell you what the future holds for you once you have perfected your skills, how you could make money for me. i give you instructions on how you will cum now, the things you have to do to earn your orgasms, and what you are allowed to look at during. you wanted to be the very best sissy, i am just trying to help! sissy hole training 4you have been doing so well with your sissy training. we will continue this! you are going to put on a cute woman's shirt and pair of very short shorts. make sure you can pull your panties to the side so you can access your asshole. you will need a couple sizes of buttplug and dildoes for this. we are training that asshole and throat to take all sizes of cock! if you can show me how much of a slut you are i might let you jerk off, maybe not. you have to prove to me that you have learned how to be the very best sissy slut and that you can continue to perfect the art. ]]> Sun 25 Aug 2024 05:34:48 +0200 https://pornfaze.com/videos/6798544/sissy-hole-training-videos-1-4/ https://pornfaze.com/videos/5932603/wednesday-wants-a-stepsister/
Your big stepsister, wednesday, sits you down to tell you that she never wanted a stepbrother. she asked her parents for a stepsister and they gave her you instead - ugh! wednesday tried to get used to having a stepbrother, but she's decided that it's just not working out. she's going to turn you into a girl! first, she needs to remove your penis. she starts by dripping melted wax all over it, hoping to burn off your boy bits. when that doesn't work, she tries another technique - electrocution! that seems to have no effect, so in frustration she decides to cut off your dick (using a wartenberg pinwheel) but your penis is a lot tougher than she expected. after all attempts at removal have failed, wednesday finds an alternative by locking your cock up in a cage and turning it into a pretty pinky clitty. with your boy bits out of the way, it's time to dress you up in your new girl wardrobe. wednesday reminds you that she will always be the smarter, better stepsister, and your new style needs to reflect your inferior status. she dresses you up in frilly pink undies and a girly top, skirt, and heels, along with a blonde wig and slutty red lipstick. now that you look like a silly bimbo, it's time to learn to get off like a girl. wednesday rubs her clit through her panties, instructing you to do the same. your big stepsister wednesday can easily make herself cum that way. can you? ]]> Tue 26 Mar 2024 04:44:23 +0200 https://pornfaze.com/videos/5932603/wednesday-wants-a-stepsister/ https://pornfaze.com/videos/1986089/gooning-sissy-chastity-break2/
I made this clip as a custom follow up to sissified and caged gooning spend addict. have your sissy gear on. take a big sniff. have a drink. i'm going to rattle your cage then set it free and teach it a good sissy lesson contains elements of; chastity, mind fuck, financial domination, tease and deny, sissy training, sissy sluts, sexual rejection, ruined orgasms, cum denial, orgasm denial, tease goddess also purchase; sissified and caged gooning spend addict ]]> Tue 25 Oct 2022 09:34:07 +0200 https://pornfaze.com/videos/1986089/gooning-sissy-chastity-break2/ https://pornfaze.com/videos/1958699/sissified-and-caged-gooning-spend-addict2/
This is a clip i made for a new addict of mine who is hooked on my incessant taking of his money. i've learned so much about you. you need to be sissified and denied. you need to be hopped up on sniffers. (have them ready) dressed in your sluttiest sissy gear and caged up. you need to be fucked mentally, financially and even more so physically. goon, sniff, twitch and spend to my words. contains elements of; findom, sissy training, chastity, mind fuck, gooning, good boy, financial domination, tease and deny, mind melt, mental domination, cum denial, erection denial, orgasm denial, slave training ]]> Mon 24 Oct 2022 17:04:08 +0200 https://pornfaze.com/videos/1958699/sissified-and-caged-gooning-spend-addict2/