https://www.pornwatchers.com/tags/sissy-anal-training/ Sat 27 Jun 2026 18:07:07 +0200 https://www.pornwatchers.com/videos/329133/sissy-summer-camp-with-elle-eros/
I’m going to miss you while you’re away a sissy summer camp this weekend sweetie. I know the bus will be here soon, but we have time for a quickie. Show me just how good those pretty lips can suck and how well you can get fucked before you go! Oh, the other sissies at camp are going to be so impressed with you ]]> Thu 20 Jun 2024 11:03:10 +0200 https://www.pornwatchers.com/videos/329133/sissy-summer-camp-with-elle-eros/ https://www.pornwatchers.com/videos/326176/v-gets-his-ass-double-fisted-hard-to-try-to-fit-a-giant-toy-in/
We want to fit this 2XL toy inside V, so I've been double-fisting his ass more often to try to loosen him up. This one we also recorded with the professional camera, so it took longer, but feels much more intimate and sexual! (Ref 048A) ]]> Wed 29 May 2024 22:47:34 +0200 https://www.pornwatchers.com/videos/326176/v-gets-his-ass-double-fisted-hard-to-try-to-fit-a-giant-toy-in/ https://www.pornwatchers.com/videos/328546/taking-my-sissy-wife-s-virginity-pegging-pov-with-elle-eros/
I, your wife, find your secret sissy box and after months of waiting for you to come out, I decide to confront you. You admit that you are a sissy and to your surprise, I say I know with a coy smile. Over the past few months I’ve been learning more and more about sissification and I want to fuck my new sissy wife. I dress you up in sexy red lingerie, admiring your new look and making you pose for me. Then I tell you to get on your knees and wait while I get my supplies. I return in nothing but my panties and a pink strap on. I tell you that from what I’ve learnt, sissies need to be more than just pretty need to have skills. I proceed to teach you how to suck a cock, whispering my fantasy of inviting a real man over for you to suck one day. After I’m satisfied with your cock sucking, I look you in the eyes and ask if you’ve ever been fucked in your sissy pussy. ]]> Thu 16 May 2024 11:29:18 +0200 https://www.pornwatchers.com/videos/328546/taking-my-sissy-wife-s-virginity-pegging-pov-with-elle-eros/ https://www.pornwatchers.com/videos/326932/medical-anal-training-compilation-by-dominafire/
Asian Nurse DominaFire anal stretching her anal patient in chastity cage ]]> Fri 19 Apr 2024 23:12:53 +0200 https://www.pornwatchers.com/videos/326932/medical-anal-training-compilation-by-dominafire/ https://www.pornwatchers.com/videos/316443/top-10-femdom-ideas-2022/
Gaping, golden showers, ass stuffing, pegging, sissy training, cum in ass... Get horny with us reviewing the best perversions in 2022! ]]> Mon 01 Jan 2024 11:59:59 +0200 https://www.pornwatchers.com/videos/316443/top-10-femdom-ideas-2022/ https://www.pornwatchers.com/videos/325783/strapon-piss-enema-for-diapered-sissy-husband/
My sissy husband needs to learn new ways of submission. Today she is going to use diapers, pee on them, and receive a warm piss enema from my pussy, just to be ready before being pegged with my strapon dildo... Don't miss it! ]]> Wed 06 Dec 2023 03:41:31 +0200 https://www.pornwatchers.com/videos/325783/strapon-piss-enema-for-diapered-sissy-husband/ https://www.pornwatchers.com/videos/323764/sissy-training-15-inches-dildo-challenge/
He wants to be my bitch, he has to develope some anal skills. Today is training day for deep dildos, so first I'm going to stretck his ass opening it with my long white cock, and then I'll try to insert a 15" dildo inside... Will he be able to take it? ]]> Sun 24 Sep 2023 17:33:59 +0200 https://www.pornwatchers.com/videos/323764/sissy-training-15-inches-dildo-challenge/ https://www.pornwatchers.com/videos/330889/pissing-and-pegging-my-sissy-slave/
My sissy bitch is thirsty and hungry for cock, so I'm going to give what he deserves. I start with some ass stretching with my long dildo, and when she is ready I'll plug her sissy ass and help her to pee on his own face. Totally wet and humiliated it's time to fuck her ass with my strapon giving her a lot of pleasure, to end with a golden shower and cumming in her own mouth. Be carefull! This is one of our kinkiest sessions ever! ]]> Sat 16 Sep 2023 20:35:35 +0200 https://www.pornwatchers.com/videos/330889/pissing-and-pegging-my-sissy-slave/ https://www.pornwatchers.com/videos/222146/dominafire-anal-training-her-sissy-with-glass-dildo/
Dominafire giving her sissy slut anal training to prepare her for pegging session ]]> Thu 01 Dec 2022 05:32:49 +0200 https://www.pornwatchers.com/videos/222146/dominafire-anal-training-her-sissy-with-glass-dildo/ https://www.pornwatchers.com/videos/198781/latex-asian-dominatrix-pegging-her-chastity-sissy-with-huge-strapon/
DominaFire Strapon pegging wearing latex ]]> Tue 13 Sep 2022 05:57:16 +0200 https://www.pornwatchers.com/videos/198781/latex-asian-dominatrix-pegging-her-chastity-sissy-with-huge-strapon/ https://www.pornwatchers.com/videos/208821/sissy-anal-training-by-dominafire/
Training the boypussy so it can take my fist! ]]> Sat 04 Jun 2022 12:12:09 +0200 https://www.pornwatchers.com/videos/208821/sissy-anal-training-by-dominafire/ https://www.pornwatchers.com/videos/216813/sissy-slut-gets-strapon-experience-full-version/
Sissy Slut Gets Strapon Experience From Her Lady Teacher. Lady has warned Sissy Slut in advance that today she will need Sissy Slut's ass and that Sissy should be dressed appropriately for the moment. ]]> Fri 03 Sep 2021 23:40:32 +0200 https://www.pornwatchers.com/videos/216813/sissy-slut-gets-strapon-experience-full-version/