https://pornito.xxx/tags/sissy-dress-up/ Wed 15 Apr 2026 17:05:17 +0200 https://pornito.xxx/videos/7061833/964-sexy-outfit-for-sissy-get-dressed-by-mistress-in-wolford-neon-40-suntan-gobi-pantyhose-strap-on-training-feminization-pink-panties-for-femboy-sissy-tasks-nylon-goddess-9-inches-huge-high-heels/
Episode 964. sexy outfit for sissy - get dressed by mistress in wolford neon 40 suntan gobi pantyhose - strap-on training, feminization, pink panties for femboy, sissy tasks, nylon goddess, 9 inches huge high heels. hey sissy girl! today i have got a lot of pink panties for you to wear. have a look how i will dress you up as i want you to be a very pretty sissy for me. i think you should wear pink panties and shiny suntan pantyhose. for pantyhose i have wolford satin touch. watch me showing you all panties i would like you to wear for me and make a fashion show for ur nylon goddess. i wear wolford neon 40 suntan gobi shiny pantyhose, 9 inches red open toes platform heels, a red latex dress with a deep cleavage where you can see my big tits. as a surprise i also a strap on under my dress, cuz as a sissy you love sucking, do not you? and i think it is a good idea to use ur holes when you are dressed for me sissy! i tell you how you should masturbate as a sissy. i give you a task which you have to fulfill to make ur mistress happy. follow me on twitter: sexyteacher20 ]]> Sat 24 Jan 2026 22:42:01 +0200 https://pornito.xxx/videos/7061833/964-sexy-outfit-for-sissy-get-dressed-by-mistress-in-wolford-neon-40-suntan-gobi-pantyhose-strap-on-training-feminization-pink-panties-for-femboy-sissy-tasks-nylon-goddess-9-inches-huge-high-heels/ https://pornito.xxx/videos/7060678/the-mistress-envy-bimbo-training-for-my-new-sissy-slut/
I just can't get enough of feminised sluts. transforming and training them. moulding them into the perfect toys to play with. i have a  brand new one to educate! to dress and guide. today's lesson involves, latex, frills and sucking on dildos. thankfully i have an obedient yet filthy alternative rubber doll, to guide and show the new gal the ropes! enjoy my gorgeous british voice as much as i enjoy turning naughty men in to sissy sluts. don't be too jealous of her latex knickers now! its time to practice deep throating, open wide. ]]> Sat 24 Jan 2026 21:46:00 +0200 https://pornito.xxx/videos/7060678/the-mistress-envy-bimbo-training-for-my-new-sissy-slut/ https://pornito.xxx/videos/7033930/dressing-you-like-a-sissy/
You come over for a play session. i make you stand there outside and show off your pink panties to me. not caring if anyone drive by sees you. i don't mind exposing you as pink panty sissy. i dress you up, treat you and talk to you like a real sissy. ]]> Tue 06 Jan 2026 13:08:11 +0200 https://pornito.xxx/videos/7033930/dressing-you-like-a-sissy/ https://pornito.xxx/videos/7027142/sissy-dress-up-spitroast-clara-dee-pov-virtual-sex-with-elle-eros/
It's date night, and your wife clara has a surprise. her friend elle is joining you again! they've prepared some pretty pink lingerie for you, and a cute little dress. clara does your makeup, and then they have you pose and show off how pretty you look! you're such a pretty little sissy, they can't wait to fuck your holes with their strap-ons. keywords: virtual sex, sissy, pegging, strap on, airtight, spitroast, sissy dress up, pussy, clara dee pov, pegged, pov pegging, sissification, feminization, roleplay, dildo, strap-on, spreading, pussy spreading, spread pussy, gfe, wife, reality, praise, encouragement, soft femdom, gentle femdom, clit rubbing, boobs, real boobs, real tits, shaved pussy, hairy pussy, girl next door, small tits, small boobs, milf, length: 13 minutes ]]> Sat 03 Jan 2026 01:20:09 +0200 https://pornito.xxx/videos/7027142/sissy-dress-up-spitroast-clara-dee-pov-virtual-sex-with-elle-eros/ https://pornito.xxx/videos/6928036/sissy-pillow-humping-joi-clara-dee-joi4/
You look so cute all made up, in your little sissy outfit! but your sissy transition wouldn't be complete without learning to masturbate like a girl. you need to get off by humping a pillow, just like a real girl. no hands, don't be greedy, just rub your clitty on that pillow. it turns me on so much watching you, i think i'll touch myself too. i'm allowed to use my hands though ;) you can cum, but only after i do. keywords: joi, sissy, sissy training, sissy joi, pillow humping, masturbation, orgasm, clit rubbing, sissy wife, dirty talk, femdom, clara dee joi, pillow humping joi, sissy dress up, clit rubbing orgasm, female orgasm, gentle femdom, soft femdom, sissygasm, female masturbation, girl masturbating, plugged sissy, praise, encouragement, puffy nipples, perky nipples, robe, thong, eye contact, cum for me, milf, chubby, thick, thick thighs, big ass, thong, small tits, blonde, girl next door, shaved pussy, sexy, ass, pussy, roleplay, real boobs, length: 15 minutes ]]> Mon 03 Nov 2025 01:00:15 +0200 https://pornito.xxx/videos/6928036/sissy-pillow-humping-joi-clara-dee-joi4/ https://pornito.xxx/videos/6919949/sissy-pillow-humping-joi-clara-dee-joi/
You look so cute all made up, in your little sissy outfit! But your sissy transition wouldn't be complete without learning to masturbate like a girl. You need to get off by humping a pillow, just like a real girl. No hands, don't be greedy, just rub your clitty on that pillow. It turns me on so much watching you, I think I'll touch myself too. I'm allowed to use my hands though ;) You can cum, but only after I do. \n\nKeywords: \n\nJOI, sissy, sissy training, sissy JOI, pillow humping, masturbation, orgasm, clit rubbing, sissy wife, dirty talk, femdom, Clara Dee JOI, pillow humping JOI, sissy dress up, clit rubbing orgasm, female orgasm, gentle femdom, soft femdom, sissygasm, female masturbation, girl masturbating, plugged sissy, praise, encouragement, puffy nipples, perky nipples, robe, thong, eye contact, cum for me, MILF, chubby, thick, thick thighs, big ass, thong, small tits, blonde, girl next door, shaved pussy, sexy, ass, pussy, roleplay, real boobs, \n\nLength: 15 minutes ]]> Mon 27 Oct 2025 04:33:56 +0200 https://pornito.xxx/videos/6919949/sissy-pillow-humping-joi-clara-dee-joi/ https://pornito.xxx/videos/6844010/sissy-wife-date-night-pegging-and-pussy-eating/
Your wife convinces you to go out on a date caged and dressed up as a sissy. Yeah, of course people will stare, but it's because you look so hot! \n\nBack home after your date, she makes you get down on your knees and eat her pussy until she cums. Then she gets her strap-on, lays you down, and pegs you. It's hard to cum with your cage on, and even harder when I slow to tease and edge you before I let you have your sissygasm.\n\nKeywords:\n\nvirtual sex, sissy, roleplay, GFE, wife, sissy exposed, sissy wife, sissy husband, sissy dress up, chastity, encouragement, sissy encouragement, daddy, pussy eating, moaning, orgasm, pussy eating POV, strap on, pegging, teasing, pegging POV, pegged, sissy pegged, sissygasm, Clara Dee POV, POV virtual sex, virtual POV, strap-on, daddy, perky nipples, chubby, dominant wife, blonde, MILF, small tits, praise, good girl, girl next door, \n\nLength: 14 minutes ]]> Thu 28 Aug 2025 20:43:45 +0200 https://pornito.xxx/videos/6844010/sissy-wife-date-night-pegging-and-pussy-eating/ https://pornito.xxx/videos/7033269/24h-stepbro-sis-body-swapped-maid-dress-up/
You wake up to a phone call, very confused, only to discover you’re in the body of your stepsister in her bed with a maids outfit laid out on the bed, she’s swapped you cuz she doesn’t want to do her housework and chores, she’ll only swap you two back if you dress up in the costume and do all her cleaning for her & she wants proof, or you won’t be swapped back. you have 24h to do everything she asks, better get dressed!!! ]]> Mon 10 Feb 2025 02:20:32 +0200 https://pornito.xxx/videos/7033269/24h-stepbro-sis-body-swapped-maid-dress-up/ https://pornito.xxx/videos/6316515/your-lesbian-wife-turns-you-into-a-woman-clara-dee-pov-virtual-sex-sissy-pegging/
Honey, I have a confession: I'm a lesbian. I don't want to break up with you, but things would be SO much easier if you were a woman. Would you try wearing a dress for me? And could I put some makeup on you? Oh, babe, you look so pretty as a woman! I'm actually getting really turned on... Would you let me fuck you in the ass?\n\nKEYWORDS:\n\nSissy, virtual sex, sissification, feminization, sissy dress up, sissy wife, pegging, strap on, butt play, fingering, Clara Dee POV, virtual pegging, role play, pegging POV, ass fingering, pegged, sissy transformation, dildo, femdom, gentle femdom, soft femdom, dominant wife, GFE, reality, girl next door, non nude, SFW, MILF, blonde, amateur, \n ]]> Sun 27 Oct 2024 18:05:51 +0200 https://pornito.xxx/videos/6316515/your-lesbian-wife-turns-you-into-a-woman-clara-dee-pov-virtual-sex-sissy-pegging/ https://pornito.xxx/videos/6244946/the-house-sitter-is-a-sissy-with-elle-eros/
You’ve been house sitting for me all week long and i’ve come home early, unannounced. i’m so surprised to find my house sitter in my bed, masturbating to my secret porn, wearing my lingerie. i’m surprised, but i also love it, i’ve been yearning for a sissy slut of my own. so i make my presence known, and show you just how good i can care for my sissies by using my hitachi on your caged clitty until you cum all over it. after you cum i make you lick my hitachi like a lolly ( i know how much sissies love cum). i’m pleased with your obedience so far, but now i’m not done with you yet. i pull out my strap, look you in the eyes and say “ once i fuck you with this you will be my sissy, my plaything forever. do you want that?” *spoiler alert by the end of this clip i own you* for more of my sissy content click here keywords: elle eros, pegged, pegging, peg, femdom pegging, joi pegging, strapon strap-on, strapped, strap play, strapon pegging, male strapon, pov sex, virtual sex, virtual sex pov, pov virtual sex, pov pegging, pegging pov, pov strapon, strapon pov, sissy wife, sissy transformation, sissy slut, sissy husband, sissy, sissification, feminization, sissy training, sissyboy, sissy exposed, exposed sissy, sissy fetish, cei, cum eating instructions, cei instructions   ]]> Sun 22 Sep 2024 19:12:49 +0200 https://pornito.xxx/videos/6244946/the-house-sitter-is-a-sissy-with-elle-eros/ https://pornito.xxx/videos/5880231/sissy-maid-humiliation-transformed-into-pussy-free-sissy/
I told you today we would have some fun! well, i've been hiding a little secret. my idea of fun isn't conventional.. i promised i'd take that chastity cage off today and let you wank over my gorgeous breasts, didn't i? i've got an outfit for you to put on. maybe then i'll even wank that dick for you! let's remove those boy clothes. then i'll release you.. get you into my outfit of choice. a nice satin pink sissy maid outfit. with bloomers and petticoat! i get you fully dressed into the sissy maid outfit. with the promise of unlocking that cock. however, my demeanor soon changed once you're transformed. haha! you look like such a prissy sissy loser. as if you thought i actually got off on this! so pathetic. lots of humiliation and laughing at you, loser. now, you're a pussy free sissy! with that in mind.. here's a fake vagina that you're gonna fuck, in front of me. so embarassing! now go wash that fake pussy, loser. the only one you'll be getting from now on. ]]> Sun 16 Jun 2024 02:57:27 +0200 https://pornito.xxx/videos/5880231/sissy-maid-humiliation-transformed-into-pussy-free-sissy/ https://pornito.xxx/videos/5692454/pretty-sissy-spitroast-with-elle-eros-hasmik-joi-and-clara-dee-pov/
Your girlfriend elle eros invites her friends clara dee and hasmik joi over to help her dress you up and fuck your holes. they give you a purple sheer bikini to match elle's, and tell you how pretty you look in it. then they give you the choice of the big dildo or the small one, and obviously you choose the big dildo, you little butt slut, you! hasmik fucks your sissy pussy with her big dildo, while clara throat fucks you with the smaller one, and elle strokes your sissy clit until you have a big old sissygasm. keywords:sissy, virtual sex, pov, pegging, strap-on, sissy dress-up, pov pegging, pegged, virtual sex, fingering, anal fingering, sissygasm, prostate play, sissy pov, clara dee pov, elle eros, hasmik joi, soft femdom, airtight, gfe, butt slut, sissy slut, sissy encouragement, lingerie, big boobs, small boobs, friends, bffs, huge dildo, big dildo, girl next door, cute, sweet, sissy clit, dildo sucking, gentle femdom, length: 12 minutes ]]> Mon 06 May 2024 03:00:03 +0200 https://pornito.xxx/videos/5692454/pretty-sissy-spitroast-with-elle-eros-hasmik-joi-and-clara-dee-pov/