Sissy Anal Training (481 videos)

19:16

Double Sissy Strap-on Fuck (MP4). Two sissy sluts, eager and ready to impress princess aurora and myself. these tv girls are going to suck our strap-on dicks like pros whilst we watch and encourage them. natalie and kari sure look pretty in their girly outfits, they look even better with their mouths full. once we have our cocks fluffed, the sissies can bend over, open their legs and feel us penetrating them, fucking them...with our sexy strap-on dicks. they can even look each other in the eyes, like the slutty stepsisters they are and get pounded over and over again.

06:36

Borgia's Sissy Tasks: Multi-task those Holes for Mistress!. If you have been a good girl up until now you should definitely have completed my other sissy task about training your whore mouth! so this time i want your pathetic sissy whore mouth and your ass working for me. i want you bouncing up and down on a good sized dildo whilst sucking cock in the most slutty fashion!  better get those slut holes working for mistress hadn't you?

08:51

Fuck your ass for Me [720p, mp4]. You keep on professing your love for your goddess, you keep on saying that you would do anything to please me, to worship me and to obey me. well, my slave, i have just the perfect challenge to test your commitment. you see i have this nice big thick cock here and i want you to fuck your ass for me. simple as that, do you think you can follow my instructions and enjoy a perfect prostate orgasm? follow my countdown and cum when you are told, as a reward you'll be allowed to eat your own load. such a dirty slut! available in 1080p mp4. more clips like this: cum, but like a sissy whore! the girlfriend's surprise victimized by goddess jordan fuck your boy pussy for step-stepdaddy perform for me like a good whore finally allowing my sissy to cum  

13:25

Chaste Sissy Slut One Bar Prison Tease. My chastity sissy has been locked up for so long, i decide it's time to give her a little break. but first, she needs to be put in her place so she doesn't get the wrong idea. using my one bar prison, i lock a huge dildo into her pussy and shove it in extra deep, cuffing her to the pole and with her hands behind her back, she is stuck and helpless as i take her cage off to tease, torment, and humiliate her. she fucks herself on the pole and sissygasms over and over while i laugh at her predicament... eventually choosing to leave her locked up for a while so i can go grab my guy friends to help me with her...

12:02

Goddess Andreea and Faith - hardcore strapon fucking with my sissy whore. A great clip with goddess andreea and her slave faith. mistress andreea was in agreat mood to destroy faith ass with her long black strapon. she dress faith in a sissy outfit and the she trained his mouth first then destroyed his ass. she makes him cum twice just fucking his ass deeper! a perfect anal destroying clip for strapon fans !

14:38

Sissy Oral-Job Cumslut Anal Dream

12:35

Pegging with my sissy slave - [720p]. my new sissy slut loves sucking dicks and get fucked! today i will get some fun with him. he will suck my strap on and be pegged ;)

01:21

the easiest way to reach a sissygasm

19:44

Sissy Anal Coach - the Pornstar Roleplay

13:36

Sissy Desires - Mistress Kendra James, sissy training, femdom, chastity mp4. Your desire to be a sissy is overwhelming and it's time you gave into those carnal instincts. from now on you'll be caged so you can't possibly play with your clitty, and stretched like a little whore. it's time to get on your knees and practice your dick sucking skills before i bend you over and anal stretch you while you moan and beg for a sissygasm as your dicklette leaks through your cage. you're not a real man, just a sissified slut.includes: kendra james, mistress kendra, femdom, female domination, sissy training, sissification, anal strap on instruction, chastity, caged cock, joi, humiliation, shiny, spandexorder a custom video *kendracustoms *

15:52

Slavena is giving an Anal Lesson to her three Sissies. Slavena is giving an anal lesson to her three sissies

18:46

Sissy's First Fuck Part 1 : Stretch the Hole. Foxtress is with sissy matilda. matilda has never taken strap on before so today is her first time! this is the first in the two part clip - nearly 30 minutes of footage across the two parts! in this part, foxtress gets a range of dildos to insert and really stretch her sissy's hole! in part 2, the pegging begins!

16:19

Lady Fyre's college for Boys and Good Sissies 4K. You start as a new male student at a college that is now run by me and soon find out that it is quite different from what you expected. i am the new headmistress. the head master was fired for, among other

08:31

I will train you to be My sissy lesbian slut- A POV with Matriarch Ezada Sinn. You know that i like to have sex with women. no one knows how to satisfy a woman like another woman. everything about a woman is better, and you, as a man, are different. i like you, but i have no interest in you sexually. although you can never compete with a woman, maybe you can be improved by being my sissy slut. i am going to introduce you to lesbian sex.

08:29

Frilly PINK PANTY Sissy JOI (mkv). Don't you absolutely adore the wide selection of pink panties? pink satin, pink frills, pink bikini tops and bottoms, shake that sexy ass in pink! you could model metallic pink, shiny pink, vinyl pink or today's current favorite - this adorable and luscious frilly pink lingerie. try it on! it'll adapt to ass in any shape and add the perfect touch of delicate, making you feel like a pretty pink princess! let's pair that with a pink garter belt, pink nylons and a matching pink bra, rock that sexy pink in frills! hot in pink!

16:04

Sissy slut getting spit-roasted. Part three of sissy training! a complete whore is ready to be spit-roasted by mistress black nymphetamin and goddess healah. the sissy's already forgotten how to be a man, wrapped up in in a sexy pvc dress, thigh high heels and fishnet stockings. she can't wait to suck mistresses' strap-on dicks and to get her boy-pussy fucked hard. and this is the day her dreams come true...

09:21

Sissy Slut Passed Around the Party. I see you did as i asked, my little sissy: you took a nice, hot shower and shaved yourself down. i want you soft and smooth for my party tonight! you're going to be my party favor this evening. that's right, we've been talking about diving deeper into your servitude to me, and this is me making one of your dreams come true. be grateful! all of my dominant male and female friends will be at this party tonight and i want you ready to be used to the fullest. i have just what we need to get you prepared - a beautiful glass butt plug and a sassy lip gag to make sure your holes will be ready for action. any of my guests will be able to use and fuck you as they please. i expect you to enthusiastically service anyone that approaches you. this party is about you offering up your sissy slut body for any and all desires. it's not about *your* pleasure, so i'll be locking up your cock to remind you of that. you're just my lovely sissy party favor tonight, dear, so get ready to get passed around!

08:05

you are a Set of Holes. You are a set of holes.  you can call yourself a sissy slut, a bitch, an anal whore… but at the end of the day you are two holes.  both are to be used.  that is all you are worth!  you are nothing but a flashlight.  you are a sex toy.  you are a submissive sex slave.  your only worth is those two holes.  they should be filled up at all times.  you have no opinions or thoughts.  you are a set of holes.  that’s it.  

07:03

Borgias sissy tasks! Sissy Dress Up and Butt Plug. If you want to be a good stepsissy you really must learn to complete all the tasks a mistress might set for you! i expect all the tasks i set you to be completed!  follow my orders to the letter and don't forget to send the proof!

11:09

Taunting Sissy Wardrobe. I mean i didn’t throw away all your boy clothes just for you to get lazy about all this.  i got you some cute pink plugs with sparkles on them... now back that ass up on the suction cup dildo on the wall while i tell you all about your new wardrobe.  heather higborne categories: sissy training, cross dressing, feminization, lipstick fetish, makeup fetish, humiliation, pantyhose stockings nylons. 

06:28

Being a sissy is what makes you happy. Girl, i know you love dressing up sexy and getting all the attention from the guys. it’s so much better to be a sissy than pretending to be a man. don’t you agree?how much do you love just to sit in bed with panties on rubbing your clit, mmmmm.you love the feeling of those satin panties over your clit,don’t you?you wish you had a big cock to suck right now.

08:31

My Little Dildo. Happy birthday you sissy slut! i got you this super cute pastel carrying case. you can put your satin panties in it. here, let me open it for you! oops, i filled it with dicks! i know it's your birthday, but you're going to do something for me today. you are going to take all of these huge, thick cocks up your ass. i am going to stretch you so much that regular cocks feel like nothing to you. you've been having challenges taking it up the ass when you go out on the dates i arrange for you. this 3-cock mega gift will fix that right up for you sissy. but first things first slut, you're going to prove your desperation for cock by sucking on these. open up whore, it's a birthday surprise!

15:32

PEGGING Double Domme & Double Sissies. Pegging double domme & double sissies   angelina & slavena vs lusinta and nathali

11:59

french joi

07:58

Bending My Maid Over And Putting HIm In His Place. Having my sissy maid house boy prancing around my home in my service in his tight, little, short, maid dress and heels has got me in the mood to put him firmly in his place. he needs to understand well that he is mine to bend over and take whenever i feel like. he will learn to drop his knickers around his ankles and present himself for my use whenever i want. he will also be repeatedly reminded that this is the only way he will ever have penetrative sex.

15:13

Sissy Fuck. part2 only of sissy suck and fuck training a good sissy should always be ready to take cock, an always wide fuck hole that is regularly stretched. i need to make sure jessie's whore hole is prepared to take all length and girths.

03:12

Mach dich schick, Sissy. Du willst mir als kleine sissyschlampe dienen und wartest sehnlichst auf meine anweisungen? heute erzähle ich dir, wie du dich schick machen sollst, bevor ich mit deiner erziehung beginne. erfülle meine aufgaben und lasse mir einen beweis zukommen, wenn du es ernst meinst. im nächsten video sage ich dir ganz genau was ich von dir, als brave fickschlampe, erwarte.

14:10

You're Not A Man You're A Sissy Slut pt 2. now i get you down on the floor, making you use your holes to satisfy my knowledge that you're not a real man. i put my fingers inside you, opening that little ass slowly. i love giving it some little spanks of encouragement. in no time, you're ready to take the adorable heart shaped anal beads. you get them nice and wet before i slide them in and out. this of course, to prep you for sucking this big, glow in the dark dildo i plan to strap-on fuck you with. and you'll take it like the good little cock whore you are. it's okay if you dream of one day having the real thing or if all you ever want is a lady cock. but regardless, you're my femme slut and you're always going to be one. kiss the manhood goodbye and moan for this shaft in your butt. 

31:53

Stages of Bimbofication- 30 minute Training by Sinstress (720x1280). In this 30+ minute video, maya sinstress physically and mentally feminizes you to your fullest sissy potential. admit you are not a real man and you need to be transformed into a bimbo. you can't keep faking it for much longer. sinstress strips you of your masculine attire. she cuts up all your boxes since you won't be needing those anymore. you will now be wearing panties for the rest of your life. you will train with falsies and a bra until your natural breasts grow from female hormones. miss maya will do your makeup and give you huge lips until it's time for you to get lip injections. once you fully look the part, sinstress teaches you how to be the biggest bimbo whore. you will be gag trained until you learn how to master deep throating. your ass will be stretched until you can gape for huge dick. once you are physically and mentally trained, sinstress is going to make you a true whore. you will have to service all the alpha cocks. you are so excited from your feminization training. sinstress will allow you to stroke for this last time. but, it's anal orgasms only from here on out. now, eat up your cum! if you enjoy feminization and sissification clips by maya sinstress, you will also enjoy these clips- gaping bimbo mindfuck training cum obsessed bimbo transformation panties at work sissy for maya sinstress slutty sissy slumber party  

09:18

Scots Sissy Sluts Makeup Part 1. Running our femme-domme mansion costs money so we need our sluts to work hard and go out to any street corner or dock-side and sell their bodies, suck cock, be sucked or get ass fucked so mistress inka, mistress patricia, mistress charlyn and i can live the life that we are accustomed to!

15:29

Double Trouble Queens - Anal Plays With A Slut (Italian Language). double domination lady g. and mistress iside(playing with her sissyslut) just a new collab with my partner in crime mistress iside.we were together in her dungeon for having real fun with

11:51

Strapon Fucking Your Cock Hungry Sissy Hole (1080p). You love having your sissy holes stuffed and stretched.you crave cocks,especially mine,so i'm going to give you exactly what you need.my big strapon. i'll fuck your brains out.. i'll make you rub your sissy clity while i'm fucking you until you squirt, and then i'll make you kiss my cock and thank me.

08:06

Getting My Sissy Fucked Challenge. Come here sissy slut. we are going out tonight. we are going to play a little game at the club. you will wear the sluttiest outfit, that i've chosen for you of course, and i will see how soon a man comes over and hits on you. i bet it will only take 3 minutes before some hunk wants to bend you over and fuck your slutty sissy ass. look at this micro mini skirt and slutty lingerie top! by the way, you are not allowed to wear panties tonight. i want the men to be able to have easy access to your fuck hole. i'll be at the table, enjoying a meal and dancing with friends as you're getting your ass and mouth railed all night. aren't you excited to finally go out with me, whore? you should be. now put on your heels and lipstick, i want to go out!

16:26

Pegging time with little slut. I have a new bitch, pretty sissy slut, i fuck her throat and ass, from both sides, i stretch her holes by my dick. she is my sex toy and she loves to be used like this. so i fuck her without mercy.

18:32

Pegging men is My pleasure. Boy, this is your lucky day! today i'll show you the correct way for you, to get pleasure! as a sissy, as my slut, not as a man , because as a man you are only a loser! i love pegging men and i'll make you love me digging deeper and deeper , harder and harder ! from now, you don't have a cock, but a clity and your ass will be a pussy for my rubber cock! the only way you will be allowed to have pleasure, from now, is by getting my cock up your ass! open wide boy and look how i like to drill inside your ass! buy this clip and while you watch, moan like a slut ...it arouses me!

10:44

400 bucks and the hope for a release Part2. The sissy slave has noticeably a problem with the merciless ass fuck of the machine and begs and moans what the mistress but all not interested, because she wants more bucks for the key to the chastity. completely fucked in every way now the salve agrees, as a reward he may then suck the boots of the mistress and look forward to 2 more weeks of suffering in his tiny cock cage

15:37

Sissy Playtime with Mistress Youko [HD WMV]. Mistress youko is training her new sissy pet. today the asshole of this fuck toy will be lubed up, fingered and stretched with a large dildo. of course the clit of this pink sissy pet is locked up permanently in a tiny chastity, just as it should be for such an anal slut that is nothing else but a toy for the amusement for a goddess like mistress youko. this clip is also available in fullhd sissy playtime with mistress youko

16:47

TS CindyTooMuch is slut trained and left covered in cum. This cuban trans can be found in miami and she loves to take dick. she called me over to break for a good time and immediately she gave me the gak gak 3000 type blow job. her ass was so phat and she looked hot as i fucked her ass hard. it was fucking her on her back that made me blow a load all over her. no creampie bcuz i wantd her to remember shes a cum slut ; so i pulled out and cum all on her sissy cock 

11:12

Lady Scarlet - And the winner is. Italian language me and my friends gea and cleo are looking for a little bitch to have fun with and this one here today with us is the sissy who passed our casting: we can't wait to find out if we chose well... red dress and ripped pantyhose like a slut, we position her on all fours and prepare her ass for our huge cocks. i start fucking her good while my friends enjoy getting blown to keep all her holes busy. in turns, we fuck her all with ever bigger strapons until they break this ass wide open among her moans of pleasure mixed with pain. she enjoys and thanks us but it doesn’t end here, at the end of the fuck we stick a dildo in her ass that she'll have to keep for an hour when we’ll come back to check her dilation... e il vincitore e’… io e le mie amiche gea e cleo stiamo cercando la puttanella con cui divertirci e questa qui oggi con noi è la sissy che ha superato il nostro casting: non vediamo l’ora di scoprire se abbiamo scelto bene… vestitino rosso e collant strappati da puttanella, la posizioniamo a quattro zampe e le preprariamo il culo per i nostri enormi cazzi. inizio io a scoparla per bene mentre le mie amiche si divertono a farsi spompinare per tenerle sempre tutti i bucchi impegnati. a turni la scopiamo tutte con strapon sempre più grandi fino a spaccare e spalancare questo culo tra i suoi gemiti di piacere misto a dolore. gode e ringrazia ma non è finita qui, al termine della scopata le infiliamo un dildo in culo che dovrà tenere per un’ora quando torneremo a controllare la sua dilatazione… mobile version similar extreme double pegging

11:05

The Sissy Bitch Is Back For More - Sinn Sage. Once a sissy bitch like you gets a taste of my big cock, they can't stay away. i get off on your sissy humiliation. you're a pathetic sissy bitch whose sissy dick can't compare to my big dicked boyfriends. they've used my holes in ways your small penis can't. they busted their nuts all over you and your little cock was so hard as you were cum eating. you have to follow your mistress's orders because you love being my sissy slave. i was thinking of ways for you to dick worship my perfect shaft. get on your fucking knees for your cock sucking training. i don't know if you deserve the blow job training because of your neediness. prove your sissy submission by kissing my big ass. have you earned the privilege of deep throating cock? show me your eyes as i'm face fucking you. i love hearing you gagging from the skull fucking. i called up those real men and dominatrixes to give you more dicks than you can handle! we're going to dress you in a frilly tutu, perfect for framing your asshole stretching. we'll start with anal fingering until i'm fisting your sissy asshole. you'll do anything i say because you're addicted to goddess sinn sage! keyw0rds - dirty talking dirty sph body worship white booty whooty pawgs brunettes natural tits blowjob instructions sissification you may like -  eager little bitch hole - sinn sage cock and blow sissy - sinn sage

07:16

Sissy butt plug training. Follow me on twitter: thealphadiva personal website : alphadivagoddess watch me prepare my sissy bitch ass for future pegging. but first we have to prepare it with a good sissy pussy enlargement using the inflatable buttplug.

30:56

Shut Up Fuck Face - Stella Liberty and Candi Cumdump Femdom Sissy Training with Fuck Machine - hd mp4. Custom with no names used. reports have come in on candi's most recent deep throat gang bang and miss stella is furious. today she will re-train candi's

10:02

Classy babe pounded by her black boyfriend. Classy babe pounded by her black boyfriends fat cock

08:25

Evilwoman and Mistress Glamorous penetrates holes of sissy slut. Today mistress glamorous and evilwoman got this sissy slut ready to use and humiliate! he supposed to be a maid and clean the house, but he failed... mistresses will punish his holes then! he will get rough and hard pegging and deep throat!

07:37

Inspecting Sissy's Hole. I need to check up on my sissy. they've been in chastity for a while, so i need to make sure all is in order.   i strap her into the gyno chair and slip on my gloves.   i'm going to check their hole, poking and groping inside the ass - if she's going to be out making me money, i need to make sure her holes are in good working order.

09:05

VOR UND NACH dem ALPHASEX! SPERMA-TRAINING für SISSYS! GERMAN. Heute konditioniere ich dich zur spermahure! oder soll ich lieber sagen wir? denn heute geht es um alphasex! aber zuerst werde ich dich trainieren! mit allem was dazu gehört! schminke, kleidung, cumshots, blasen und analdehnung! ich bereite dich auf deinen großen tag vor! dein größter traum ist das sperma meines hengstes ! du fängst bei dem gedanken schon an zu sabbern meine schwanzgeile hure! ich weiß doch wie geil es dich macht, mit dem sperma im mund zu spielen! also darfst du heute das vollgewichste kondom auslecken!

06:38

Strap-on pegging on my sissy slut - Polish Language. [clip in polish language] evilwoman will use this loser, she will transform him into her sissy slut. mistress in leopard catsuit will put a wig on his head and make him a makeup, to penetrate hard both of his pathetic holes!

08:56

Return of the Southern Sissy Slut Part 2 -Pegging extravaganza! female domination, strap on, male moans, male screams, role play, hard sex, humiliation, leather leggings, sissy, sissy slut, slave training MP4. Return of the southern sissy slut part 2 - con

07:19

Scarlett Kage rides her sissy Bunny Amazon style -- he wears the harness in this one SD. Clip from the sissy maid bunny collection where scarlett kage rides her bunny boy while he is caged and plugged and wearing her pegging harness. dommes need cock once in a while too. 

05:00

SD MP4 Excerpt clip from Southern Slut Returns series - Scarlett Kage - pegging, impact play, smacking sub with dildo while he gets roughly fucked, dirty talk, domination, humiliation. If you're worried about committing to the full video/series, buy this shorter clip. one of the most intense pegging scenes. watch mistress scarlett kage roughly peg a sissy slut while she smacks them with a larger dildo.  sd mp4 excerpt clip from southern slut returns series - scarlett kage - pegging, impact play, smacking sub with dildo while he gets roughly fucked, dirty talk, domination, humiliation

08:46

Mistress Glamorous and I made strap-on pegging on our sissy step-stepbrother. Mistress glamorous and i caught our step-stepbrother on wearing our clothes and putting anal plugs in his ass in hiding! we decided to play with him and show him how is to be a real sissy slut! we pegged his pathetic ass and made sure he has a deep throat in a strap-on spit-roast!

20:01

Hotel Sissy Assignments. Request:  hi, i'm planning a day alone at a hotel room which i want to spend as a sissy according to your instructions. i want to be kept in chastity and diapered, while having to do humiliating tasks throughout the day. i will bring a couple of diapers and  pullups, 4 different sized butt plugs, an app controlled vibrating plug, a dildo with suction cup, a chastity cage, a time lock which i can use to lock things away in my luggage, a magic wand vibrator, an enema bulb and sissy clothing: bras, panties, garters, stockings, skirts both in pink and black, nighties, a student outfit, a pink dress, and a pink wig. oh and a laptop i can watch stuff on. please give me tasks to do inside the room (but not outside) throughout the day starting in the morning and going until late evening or into the night, including but not limited to tease & denial, cum eating, sissy training, toilet humiliation and diapers (please don't just make me wear a single one but give me some changes, maybe as rewards for taks completion). i love your creativity so i like to be surprised by what you come up with.  

05:55

Dahlia Stretches Her Sissy. It’s time for gaping gabriella to have his sissy hole stretched. goddess dahlia is going to fuck him with a huge cock and she is *** enough to stretch him first. she has her bitch bring over her favorite giant corkscrew shaped dildo. gabby’s ass will be wide as can be when she is done with him! but first goddess dahlia humiliates her slut by slapping his face and spitting on him. it’s now time for dahlia to ram the huge ass spreading dildo up her sissy’s ass. gabby moans and cries out in a mix of pleasure and pain. this is what sissies crave and this is what sissies get!

15:44

Your Dirty Little Secret - MP4 - 1920. You know what you are... you're not a real man, you were born to be a sissy, to serve a dominant woman like me! there are times when i'll dress you in frilly outfits and make you look all sweet and pretty, but there are other times where you will be my cock sucking fucking whore. you need the training and your transformation will be begin when i start to remove the male testosterone from your body. you don't need that anymore, all you need to do is listen and obey.

10:03

Theft feminized and punished by 2 mean Dommes - Part 2. Evilwoman and black widow caught panties thief! mistresses will punish him and make him their sissy slut! dommes made pegging on his pathetic holes with strap-on hard and rough, then he will get deep throat with fucking machine! there will be no mercy for his ass!

17:09

Maximum Perversum, the Orgy! Part1. Part 1 of the ultimate latex, fist and gangbang orgy with me and lady sarah and our 2 sluts. sissy dee was ordered to suck the cock of the rubbergimp multiple times:) cause she’s been a good girl and took the fat cock all the time deepthroat, she got a hard and rough fuck by the rubbergimp in return.  but before both sluts are enjoying them both too much, it’s was time to fuck and fist both of them. we did not need a long warm up, cause both of them are huge anal sluts and their holes are open anytime to get fucked and fisted. lady sarah and myself had amazing fun, showing them what we are able to do:)) double trouble at it’s best!!!!amazing fist action, sissysluts, big toys and lot more! don’t miss this clip! it’s a masterpiece! 

04:19

Sissy slut training femboy get pegging dildo fucking anal slut

33:45

Mistress Amrita Interviews her new sissy maid. Mistress amrita is interviewing what she believes to be a female slave for the job of her new maid. but the sissy refuses to speak or answer her questions, afraid she will hear what the sound of his voice. amrita suspects the slave is not really a woman but a man in disguise! so she decides to punish him for lying to her by turning him into a sissy and totally emasculate him by making him suck her strapon. she punishes him for not telling the truth by destroying his useless balls with vicious kicks before putting the sissy's cock & ball into rope bondage and stretching them. mistress amrita make sure this new sissy maid never forgets his interview with her and will always tell her the truth in the future!

09:45

The final transformation Part 2. I now explain to my sissy rubber doll how important really big tits are and that i only want to see her with big tits in the future. then i explain to her again that her testicles are completely unnecessary and should be removed and that the only thing she needs for the future is her fuck holes. and it is exactly one of this fuck hole that i want to use now, so i give her a hard and deep fisting. what a fun :)

00:23

Feminization and anal training for Lgtb sissy slut. Full video on my Onlyfans ( link in bio)

18:37

Sissy Hole Playtime in Chastity. Want a taste of my sissy hole? cum watch me use my black vinyl gloves to stimulate my prostate while i'm completely sissified in my pretty outfit and chastity cage. good sissies don't jerk off with their male cocks, right? so i guess i just have to grind desperately on my sissy hole and train myself to cum from anal.

25:47

Delicious Blonde Has Fun Banging His Sissy Ass (WMV SD). When it comes to sex, this manly guy prefers to be a bitch. exuberant blonde has fun making this sissy guy kneels down and sucks her strapon dildo. then she fucks him long and hard in multiple positions. visit also naughty lesbians visit also femdom insider

00:23

Feminization and anal training for delivery sissy boy. Full video on my Onlyfans (link in bio)

06:00

sissy training#3 dripping assfuck in swimsuit

00:23

Feminization and anal training for sissy slut. Full video on my Onlyfans ( link in bio)

09:54

Sissies have to eat it!. Are you a good little sissy for me? how well-behaved do you really think you can be for goddess? i reckon you gotta work harder to truly please me today and earn your permission to cum! so be a good lil sissy and bring some toys over - i want some anal beads, a butt plug and a nice, big dildo, too! prepare yourself with lube, cause you're gonna be needing loads of it! if you work those holes of yours hard enough, maybe i'll even let you cum - but you gotta build it up in those balls real good first! wouldn't want you to miss out on that protein, since you're gonna be eating it all up for me!

11:19

TECHNICAL TRANSFORMATION (wmv) PART 1. Enema, sissy slut, vacuuming, gynchair, humiliation

10:55

Sissy Fisting. ladies of sissy manor, miss patricia and mistress wildfire decide that sissy daisey’s pussy needs a good stretching. as soon as they start they quickly realise that she is much more loose than they originally thought. as soon as she loosens up with fingers, they manage to put their clenched hands inside her and finally both ladies of the manors clenched hands go in at the same time. daisey is having a good assgasm and we see a nice rosebud.    enjoy

00:18

Anal training for sissy slut with Mistress. Full video on my Onlyfans ( link in bio)

06:26

Sissy gets a good fuck - Multiple Cumshots. Follow me on twitter : thealphadiva personal website : alphadivagoddess    now that my sissy has his sissy pussy ready i can easily fuck her using my big strap-on. she just loves it when i push it deep and make her moan for me.

10:34

sissy Academy Classroom student Punishment Part 3 and Final. The truth is out now about the lesbian sissy gurls and their smutty fantasies. the spanking has now moved on and other punishments are administered! hands, bottoms and kissing sissys.

07:30

sissy Academy Classroom student Punishment Part 1. A sissy classroom is a place of learning but there are rules to follow and standards to uphold! what punishment will befall the gurls as the strict mistress' measure them up?

05:26

Sniff the magic bottle you’re turning into my sissy slut whore. Mistress genevieve gives you a little magic bottle and you suddenly can’t stop craving. you take deep breaths and she has big plans to turn your hole inside out and feminize you into a big titty whore. she turns you into the type of woman you lust after.

08:42

Spitroast Sissy. how many fingers can the sissy swallow up?! find out! we explore this bitches cavernous rectum with our fingers, hands, wrists?!? and then onto more exertive measures such as our big beautiful strap ons! how humiliating, but how erotic..     in need of more sissy training? then click here bitch, and pay attention.

13:54

Sissy Spanked For Fucking. I leave a sissy to wash some things but the sissy fucks its slut hole with a big black dildo so i give the sissy a hard spanking. then i make the sissy with a bright red ass fuck its hole in front of me.

05:43

Femdom strapon POV. Follow me on twitter : thealphadiva personal website : alphadivagoddess    after so many sessions with pain, my sissy slut deserves a little bit of pleasure. i will fuck her sissy pussy  with my big strap-on . watch me dominate her and make her moan for me, making her edge so hard

16:27

Good Girl Cock Slut. *** you're going to be a good girl for goddess. if you're my good girl, you're going to need to have skills. eve keeps you on a leash so she can make sure you're a good girl. she commands you to suck her cock before she stretches your little slut hole, giving you special spit rewards. you love eve's spit almost as much as you love being filled by her cock. she makes you sissy-gasm and clean up that milk you made. you're a good little slut for eve. cei , spit, strap-on , leash & collar, slut training , pegging ***

12:10

Twat of cutie is banged

00:16

Feminization and anal training for sissy boy. Full video on my Onlyfans ( link in bio)

00:23

Feminization and anal training for sissy slut. Full video on my Onlyfans ( link in bio)