https://fapster.xxx/tag/sissy-dress-up/ Sun 19 Apr 2026 05:27:27 +0200 https://fapster.xxx/videos/7500737/sissy-wife-date-night-anal-joi-clara-dee-joi/
Let's go out tonight! I'll help you get all dressed up and act like a lady, so you can pick up a big strong man to fuck you. In fact, let's practice what you're going to do to him when you get him home! Grab your dildo and show me how you'd suck him, and how you'd take his throbbing cock in your sissy pussy. You look so pretty with a dick in your ass. \n\nKEYWORDS: Sissy, JOI, sissy JOI, sissy wife, anal JOI, sissy dress up, feminization, Clara Dee JOI, high heels, armpits, anal instructions, jerk off instructions, SFW, non nude, sissy instructions, wife, GFE, dildo JOI, sissygasm, MILF, chubby, thick, small tits, blonde, girl next door, cute, pretty, ]]> Mon 16 Jun 2025 16:31:59 +0200 https://fapster.xxx/videos/7500737/sissy-wife-date-night-anal-joi-clara-dee-joi/ https://fapster.xxx/videos/7722653/neon-pink-sissy-slut-dress-up/
I have my sissy slave in front of me for some neon pink sissy dress up! his little sissy cock is locked away in the chastity cage i have locked him in - my little pussy free sissy loser. i begin by putting a wig on him, but not just any wig - this is a pink and purple girly swishy wig! i make him twirl around showing it off for me and humiliate his useless sissy cock. i add a lacy pink thong over the top of his cage, and dress him in more lingerie like stockings and a bralette, making him twirl around like the big sissy he is. i make him bend over and make him show me his little sissy asshole, looking very pretty with the thong stuck between his cheeks and the chastity cage poking out between his legs. i add a frilly pink skirt, making him spin around like a ballerina to further humiliate him! i make sure to focus on his pretty little bottom under his frilly pink skirt! ]]> Tue 10 Jun 2025 12:35:12 +0200 https://fapster.xxx/videos/7722653/neon-pink-sissy-slut-dress-up/ https://fapster.xxx/videos/7700919/man-in-our-body-ft-queen-ava-and-kaiia-eve-a-gender-transformation-scene-featuring-body-swap-sissification-hot-girl-take-over-transform-and-dress-up-4k-mp4/
This gender transformation scene features: body swap, sissification, hot girl take over, transform, and dress up (starring queen ava racks and kaiia eve). you felt it the moment you slipped inside—our bodies welcoming you with overwhelming softness. kaiia and i were just lounging, unaware, until something magical filled the room… and suddenly, you were part of us. every curve was yours to explore. you tried on slutty clothes and felt up your tits. lightly fingering the slit of your wet pussy, you fantasize about getting railed. you watched through our eyes and caressed your soft curves. your first day being a woman was magical. ]]> Fri 06 Jun 2025 10:14:41 +0200 https://fapster.xxx/videos/7700919/man-in-our-body-ft-queen-ava-and-kaiia-eve-a-gender-transformation-scene-featuring-body-swap-sissification-hot-girl-take-over-transform-and-dress-up-4k-mp4/ https://fapster.xxx/videos/7539284/sissy-masterclass-let-s-get-dolled-up/
Hello my little sissy slut! i know you've been waiting for this one. you were all like, princess christina i've been following all of your master classes and sissy training: i've been practicing my twerking, my dick sucking skills, i've done it all, but when do we finally get to dress up together? well, good things cum to those who wait my little sissy. because today is the day! let's get you all dolled up and make sure you look like the biggest sissy whore there ever was! i want to turn you into a little mini-me ;) today the theme is: red. (like the color your hole will be after i whore you out) ]]> Fri 09 May 2025 12:07:14 +0200 https://fapster.xxx/videos/7539284/sissy-masterclass-let-s-get-dolled-up/ https://fapster.xxx/videos/7267512/tricked-sissified-and-blackmailed-roleplay/
You’ve taken me out on a hot date, been teased all night by me and ended up back at my place. i’ve tricked you into dressing up like sissy slut for me. little did you know there has been a secret camera recording everything. now you are fucked! with this recording to use against you you will do anything for it not to leak and i want you to be my full time slave.. not my boyfriend!!! i’ve got you exactly where i want you, bitch ]]> Thu 01 May 2025 04:30:52 +0200 https://fapster.xxx/videos/7267512/tricked-sissified-and-blackmailed-roleplay/ https://fapster.xxx/videos/7217634/sissy-training-booty-pic-practice-clara-dee-joi/
Let me show you how to take sexy selfies! go put on your cage, and some cute panties. now arch your back, purse your lips... great job babe! ok, a few more poses, and then as a treat, you can cum with your vibrator. (note: a word is muted to comply with c4s rules) keywords: sissy, sissy wife, sissy training, chastity, sissy joi, chastity joi, cum countdown, sissy dress up, sissy chastity, clara dee joi, roleplay, feet, soft femdom, sissy chastity, panties, panty wearing, spreading, ass spread, pussy spread, ass spreading, pussy spreading, pussy reveal, blonde, big butt, big ass, round butt, thick, thick thighs, chubby, thick ass, pretty face, milf, chubby milf, small tits, natural boobs, booty, butt, ass, jeans, jean shorts, pussy, holes, asshole, tight pussy, pussy reveal joi, vibrator joi, cum countdown joi, thong, caged cum, jerk off instructions, girl next door, shaved pussy, gentle femdom, length: 13 minutes ]]> Sun 20 Apr 2025 09:38:31 +0200 https://fapster.xxx/videos/7217634/sissy-training-booty-pic-practice-clara-dee-joi/ https://fapster.xxx/videos/7087232/964-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 ]]> Mon 24 Mar 2025 17:16:26 +0200 https://fapster.xxx/videos/7087232/964-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://fapster.xxx/videos/7248549/989-perverted-step-daddy-panty-sniffer-turned-into-sissy-slut-cei-ruined-orgasm-step-daughter-in-a-schoolgirl-outfit-beige-satin-panties-shiny-silk-panties-blackmail-fantasy-sissy-slut-training-pegging-strap-on-pantyhose-domination-wolford-n/
Episode 989. perverted step-daddy, panty sniffer turned into sissy slut - cei, ruined orgasm, step-daughter in a schoolgirl outfit, beige satin panties, shiny silk panties, blackmail fantasy, sissy slut training, pegging, strap-on, pantyhose domination, wolford neon 40, tie shirt, pig tails. step-daughter finds out that her step-daddy is a dirty pervert! she comes home and finds him with her satin panties close to his nose. she decides she can get something from him if he wants her to keep his dirty secret. a bratty dominant student in a school outfit with pig tails decides to dress her step-father into her satin panty, and lets smell the panties she has on - a silky satin beige gold panties. but those panties has some secret thing in them - a thick cock, a strap on! she tricks his dirty step-dad become her dirty slut, cuz that what he deserves! dominant step-daughter in wolford suntan pantyhose does pegging, cum control, ruined orgasm, cum eating instruction cei. follow me on twitter: sexyteacher20 ]]> Tue 18 Mar 2025 20:03:44 +0200 https://fapster.xxx/videos/7248549/989-perverted-step-daddy-panty-sniffer-turned-into-sissy-slut-cei-ruined-orgasm-step-daughter-in-a-schoolgirl-outfit-beige-satin-panties-shiny-silk-panties-blackmail-fantasy-sissy-slut-training-pegging-strap-on-pantyhose-domination-wolford-n/ https://fapster.xxx/videos/7054370/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. ]]> Mon 17 Mar 2025 02:12:38 +0200 https://fapster.xxx/videos/7054370/dressing-you-like-a-sissy/ https://fapster.xxx/videos/7085447/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. ]]> Sun 16 Feb 2025 12:07:07 +0200 https://fapster.xxx/videos/7085447/the-mistress-envy-bimbo-training-for-my-new-sissy-slut/ https://fapster.xxx/videos/7053747/24h-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 19:08:49 +0200 https://fapster.xxx/videos/7053747/24h-stepbro-sis-body-swapped-maid-dress-up/ https://fapster.xxx/videos/6844745/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 30 Jan 2025 00:23:22 +0200 https://fapster.xxx/videos/6844745/sissy-wife-date-night-pegging-and-pussy-eating/