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duration 27:27
Sis Helps You Crossdress, Part 2 video from Fiona Dagger
Sis Helps You Crossdress, Part 2 by Fiona Dagger (This video is a bit cheaper because it's shot on my phone rather than my filming camera!) It's been a couple of days since your sister accidentally walked in on you trying on a dress, and today she's got you a present! She explains that she was out shopping and there was a a sale on at a lingerie store, and she remembered that you said you wanted to try a garter belt and stockings, so she bought you a full set of bra, panties, garter belt and nude stockings to go with them! She tells you she's really happy that you're enjoying yourself experimenting, and says that she thought you looked so good when you tried on her clothes the other day. She asks if you want her to leave so you can try them on, but you tell her you're fine with her staying - and you suggest that she puts on the other set, which she'd bought for herself, so that the two of you can try your new lingerie together! Your sister seems pleased at your suggestion, and the two of you turn around and face away from each other while you get undressed and put on your new items (though of course, you do take a few sneaky peeks at your sister while she's changing...) Once you're both dressed in your new lingerie your sister helps you fasten the stockings to your garter belt, giggling as she notices how sheer your new panties are, and how visible your cock is! She gives you lots of compliments, saying that she really thinks she's going to have to get any future boyfriends to dress up in girls clothing for her, as she thinks it looks so hot! You're enjoying her admiring your body, and feel your cock starting to get hard as she watches you. Your sister notices it and does her best not to stare, but she can't seem to tear her eyes away.... She realizes that the panties she's wearing are actually crotchless, and tries to hide herself with her hands, but you tell her it's fine! She seems embarrassed but admits that she can feel herself getting wet, and that's very conflicting for her - she shouldn't be getting wet over her own little brother's cock! She says she should probably go, as this is all getting a bit weird - but you convince her to sit down on the bed and calm down, assuring her it's fine. You ask her if she really likes seeing you like this, and she tells you it's really turning her on, and in fact she's been thinking about you dressed up like this ever since the other day... You tell her you think she looks really hot too, and that you don't mind that she's turned on over you - your cock is rock hard for her right now, after all! Your sister shyly asks if you'd let her watch you stroke it; admitting that she's been fantasizing about seeing you stroking your cock whilst wearing panties... You slide your hard into your thong and start slowly jerking your cock as your sister stares, then tell her it's fine if she wants to touch herself too... You notice she's making a puddle of wetness on your bed as she opens her legs, revealing the crotchless part of her panties and her pink, wet pussy peeking through... She starts rubbing her clit shyly as she watches you stroke your cock, with both of you growing more and more confident, and confessing how much it turns you on to see each other like this... She tells you she's getting close, and asks if you really want to see your big sister cum? You tell her you do, and that you'll cum with her as well. She moans at this and tells you she so badly wants to see your cock cumming in those panties, so the two of you keep pleasuring yourself and looking into each others eyes as you make yourself cum really hard! Afterwards, your big sister tells you how much she enjoyed that, and leans in nervously, asking you if you'd like to try kissing her... TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, taboo, bro sis, brother sister, crossdresser, crossdressing encouragement, sissification, sissy, feminization, mutual masturbation, jerk off encouragement, lingerie, fingering
duration 20:35
Found You Wearing My Stockings video from Fiona Dagger
Found You Wearing My Stockings by Fiona Dagger (This was originally filmed as a custom video, and the name Dominik is used once) We're roomates and I come home from work one day and ask you if you know anything about why my panties and stockings keep going missing and re-appearing days later back in my drawer... You deny having anything to do with it but I'm not convinced and keep quizzing you. I ask if you wouldn't mind me having a look around your room for them and before you can protest I pull open your bedside draw and what a surprise, there's a pair of lacy black panties, black stockings and a suspender belt in there! I'm a bit exasperated but I don't seem too annoyed any more, in fact I seem flattered and I admit that I had guessed you had a crush on me, I just wish you'd owned up and not lied about having them! I even admit that I've occasionally stolen your boxers out of the laundry and snifffed them, so you don't need to feel embarrassed. But then I notice that the stockings seem a bit stretched out - what exactly have you been doing with them?? Wait a second, have you been wearing them...? You awkwardly try and deny it but I can tell you're lying - thankfully I don't seem to be mad at all, in fact I seem really turned on by the idea of you wearing my lingerie! I ask if you'd model them for me and when you say no I tell you it's the least you could do after stealing them from me and then lying about it! I watch as you put them on, encouraging you and telling you how hot I think it is, and when you're all dressed up I seem super into you in ladies lingerie! I can see that you're turned on as well as your hard cock is very visible through my lacy panties, so I suggest you rub yourself through them while I play with myself. I strip down to my own set of lingerie and start rubbing my pussy as I watch you stroking your cock, then tell you that I'm just too turned on now and I think we should fuck! I tell you to pull your panties to the side and fuck me, and as you do I tell you all about how I want us to go lingerie shopping for matching sets, and how I can't wait to see you all dressed up in different kinds of lingerie! After we both cum I tell you that you should take the day off tomorrow - there's a second hand wedding dress in a shop nearby that I think would look amazing on you, so we should go out and buy it and then you can fuck me while you're wearing a big puffy wedding dress!
duration 26:57
GF Gives You A Makeover video from Fiona Dagger
GF Gives You A Makeover by Fiona Dagger (This was originally filmed as a custom video) You're experimenting with your girlfriend's makeup, believing she's safely out of the house, when to your shock she walks in and catches you! You try to explain away what you're doing but she can see that you've got makeup all over your face, and you reluctantly admit that you've been applying it to yourself. Your girlfriend is surprised, she had no idea that this was something you wanted to explore, but she reassures you that it's fine! She's not mad at all, in fact she's always quite liked guys in makeup! She offers to do your makeup for you, as you've made a bit of a mess doing it. You shyly agree and she leans over you to remove the makeup you've applied, telling you she's sorry if she alarmed you and that she's actually happy that you can do this together. She takes her time slowly applying a full face of makeup to your face, and as she's brushing contour onto your cheeks she notices that you have an erection! You're embarrassed but she tells you that she's turned on too, and says that you should stroke your cock while she's doing your makeup. She gently encourages you to stoke as she makes you over, complimenting you lots and talking about how hot you look and how turned on she's getting. When your face is done she suggests that you try on some of her lingerie, and she picks out severl possibilities before you settle on a red lacy set. You try it on and can see that she's really into it - she makes you twirl and pose for her, telling you how pretty and sexy you look. She notices that your shade of lipstick matches the dress she's wearing perfectly and insists that you try it on, stripping it off herself and handing it to you to wear, before putting a different dress on herself. She makes you pose for her again and tells you you look amazing, then suggests that you take your first steps outside all dressed up and go for a walk with her...
duration 21:02
Mom Caught You Cross Dressing video from Fiona Dagger
Mom Caught You Cross Dressing by Fiona Dagger (This video is a bit cheaper because it's shot on my phone rather than my filming camera!) Your mom is supposed to be out at work, so you get a nasty shock when she walks in on you when you're all dressed up in your girly lingerie! She screams in shock and immediately begins demanding to know what you're doing - and when she spots some of her own and your sister's clothing items on your bed she snatches them up and starts yelling at you for stealing them! After a while she calms down slightly and starts intensely quizzing you on why you're doing this and whether it's some of of disgusting fetish thing... She tells you that you look like a stupid little slut, and remarks on how uncomfortable it looks seeing your genitals barely contained by that tiny pair of panties! You end up admitting to your mother that yes, it's a sex thing, and some of these items were a gift from your ex girlfriend, some of them you've bought for yourself... And yes, you're very sorry, but some of them you stole from your mother and sister's wardrobes... Your mother asks if your ex girlfriend liked seeing you like this and you tell her that she did, and that the two of you would have a lot of fun while you were dressed up like this. Your mother then gasps as she spots your growing erection! She starts berating you for being a pervert and enjoying your mother seeing you like this, then asks if you enjoy the humiliation aspect of being dressed so silly and slutty, and having people laugh at you? She reluctantly admits that you do look quite good, in a ridiculous way... You can see her getting flustered, and she goes to leave the room saying she'll leave you to it, but then she stops and turns back around... She shyly asks - since you don't seem to mind people watching, and in fact you say you enjoy it - could she perhaps... see how you pleasure yourself when you're dressed like that? You slowly start stroking your cock in your lacy little knickers, and your mother watches in intense fascination. Soon you notice her subtly fidgeting and rubbing her thighs together, so you suggest to her that she go ahead and touch herself too... She's taken aback but considers it, and decides that since you're doing it, why shouldn't she... She hikes up her skirt and begins playing with herself as she watches you stroke your cock; encouraging you and telling you how good you look, even though it's all so strange... You warn your mother that you're close to cumming, and she panics for a moment trying to work out if she's ready to see her own son cumming, but then she decides to go for it! The two of you keep pleasuring yourselves until you cum together, with your mother watching closely as you spurt cum everywhere! Then she seems to realise what she's just done and begs you not to mention this to anyone, saying you'll both just forget this ever happened - but that you're not to steal any more clothes from her or your sister! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, taboo, mom son, mother son, mommy son, mommy roleplay, glasses, strict, mutual masturbation, jerk off encouragement, humiliation, cross dressing, sissy sluts, sissification, crossdressing, crossdresser, cross dresser, feminization, gender play
duration 20:39
Sis Helps You Crossdress video from Fiona Dagger
Sis Helps You Crossdress by Fiona Dagger (This video is a bit cheaper because it's shot on my phone rather than my filming camera! There is no real sexual action in this video, it's just crossdressing encouragement, but a part 2 will be coming soon where bro and sis mutually masturbate together!) Your big sister walks into your room without knocking, about to ask you if you want to go to the gym with her - but she's shocked to find you wearing a dress and admiring yourself in front of the mirror! At first she gives you the benefit of the doubt and assumes you must have a costume party, but you fumble your excuses and she quickly realizes that you're lying! She tells you it's okay, you can tell her the truth - did you just want to know what wearing a dress felt like? You're so embarrassed but you admit that yes, you just wanted to dress up in cute girl clothes to see how it felt... Your sister tells you not to feel bad about it, and that she's happy you're experimenting - but that the dress you're wearing is really ugly, so how about she lets you try on some of her clothes, which will suit you a lot better! She fetches a few dresses for you to try on, and suggests you start with a cute pink sundress. She's very supportive of how it looks on you, telling you that you look really good, but that she can't help but giggle a little in shock as it's just so strange seeing her little brother dressed like this! The next dress you try on is a sexy, tight bodycon one, so she instructs you on how to roll it onto your body and warns you that it will be very formfitting! The dress feels so nice that you can't help but get an erection, and when your sister turns back around she immediately spots it, as the dress is so tight that she can basically see the outline of your hard cock super clearly! You're embarrassed again but she tells you it's fine, she did kind of guess that this was a sexual thing for you, and she doesn't want to shame you at all - in fact she reiterates that she thinks you look really nice, even saying that maybe in future she'll ask her boyfriend to try wearing a dress for her! She tells you she brought another dress in, but warns you it's very sexy - it's basically a babydoll nightie, with massive slits up each side so it doesn't leave much to the imagination... You put it on and your boner sticks out so much that your sister giggles even more, but she also can't seem to take her eyes away from you! She shyly suggests you try some actual lingerie, and fetches some stockings, and a bra and panties from her room. She teaches you how to put the pale pink, lace top stockings on first, and then tells you to put the red, lacy lingerie on - warning you that the panties are very small and won't cover much at all! Once you've put it all on she can't stop staring at your hard cock, barely constrained by the tiny strip of red fabric, and after giving you lots of compliments and promising that you look really good, she suggests she leave you alone so that you can take care of your boner - and tells you just to wash the lingerie before you give it back to her! As she leaves she keeps glancing at you and at your hard cock, and you wonder if she might even be going to 'take care' of herself as well... TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, taboo , bro sis, brother sister, crossdressing, crossdresser, cross dressing, cross dresser, sissy, sissification, encouragement, lingerie, big sister, little brother
duration 7:15
making you my bf's fucktoy - sissification, anal, imposed bi video from Veggiebabyy
making you my bf's fucktoy - sissification, anal, imposed bi by Veggiebabyy I’m your wife, and I just got called in to work, but my boyfriend and I had a big date night planned tonight! You’re going to have to step in for me, and you don’t get a choice in the matter. Before I head out the door, I give you a quick rundown of how to dress, how to treat him, and all the ways he’s going to make you his submissive little sex doll. First, you’ll need to grab a sexy red dress from my closet, plus some cute lingerie that he can tear off of you later. As for makeup, I want you in pink plumping lip gloss, eyeshadow, and mascara. You’ll start the date by going out to dinner. You’re sure to have plenty of people watching as he parades you around on his arm. After dinner comes the important part. You will serve him. You’ll kneel, remove his shoes, kiss his feet, unzip his pants, and immediately take his cock into your mouth. Suck on his balls. Let him fuck his cock the whole way down your throat. Get his cock nice and wet because he’ll be using your drool as lube to fuck your ass. When he’s ready, he’ll flip you over, face down, ass up on the bed. Spread your ass. Present your hole for my boyfriend. Moan like a whore as he fucks you. I want your cocklet dripping alllll over from how wet he makes you. Be a good little fuckhole for him until he’s ready to pull out of your ass and cum in your mouth. Swallow, slut, and then clean his cock with your mouth. Taste your greedy ass on my boyfriend’s thick cock. Then prepare yourself for round 2. :)
duration 18:59
Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking video from Kim And Vivi
Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking by Kim And Vivi Ever since she caught you in the girls locker room, you've been living in fear of your futa bully. One day when she discovers you have a girlfriend-- a hot one, so of course she sends her some incriminating photos of you. Desperate to secure your relationship, you visit your girlfriend's house, where she has a kinky surprise in store for you. She doesn't seem mad at all, but you'll do anything to stay on her good side. She manipulates you into some sexy lingerie, and as you succumb to her seduction, someone knocks on the door! Quickly, she hides you in her closet. Your futa bully has arrived! Not just to tease and taunt, but to take what is rightfully hers. As she moves in to claim your girlfriend with her dominant presence, a rustle in the closet catches her attention. To her delight and your horror, she discovers you, dressed in your girlfriend's delicate lingerie, the very image of a sissified plaything. Far from being deterred, your futa bully is actually turned on by just how well girls clothes fit you, and her cock hardens at the thought of having you under her control. She likes you as a sissy and decides to make you submit to her in ways you never imagined. If you can't please her, your girlfriend will have to take your place. Inexperienced and nervous, you struggle to service your bully's impressive cock, so your girlfriend demonstrates the art of giving a hand job to a much bigger dick, all while you watch, your own manhood feeling insignificant in comparison. As your girlfriend expertly strokes your bully's cock, you're subjected to the humiliation of both women commenting on the contrast between your sizes. Already feminized, humiliated, and cucked, your final job is to choose a place for your futa bully's hot cum, do you want it all over your bra, aimed right at your panties, or will you spit your tongue out like a good girl, and take it down your throat?
duration 6:59
Ladies Night - Part(y) 3 video from Ladyvampira
Ladies Night - Part(y) 3 by Ladyvampira A pampering footmassage for the FemDom BratGirls and a cozy smoke a cigarette. The privileged party life of the Dominas only knows the luxury of having submissive losers shagged for themselves. On the collar of the slave has to obey and the slave appreciates it to be allowed to serve Dominatrix Lady Vampira and Mistress Lady Raquel as HumanAshtray and to lick her high heels clean. Bravh swallows the property the dump and receives faceslaps for it. Gratefully, he also holds his ass out until it glows red, simply because the mistresses enjoy spanking and extensive caning. But nothing is more humiliating than the spread legs of Madame, as the slave kneels directly in front of his goddess, and can see nothing. Gratefully, he also holds his ass out until it glows red, simply because the mistresses enjoy spanking and extensive caning. Miss Romina is still a bit shy, but that will be in the clinic as Fr. Still changing. / Eine verwöhnende Fussmassage für die FemDom Brat Girls und dazu gemütlich eine Zigarette rauchen. Das priviligierte Partyleben der Dominas kennt nur den Luxus, devote Loser für sich schufften zu lassen. Am Halsband hat der Sklave zu gehorchen und der Sklave weiss es zu schätzen, Domina Lady Vampira und Mistress Lady Raquel als Human Ashtray dienen zu dürfen und ihre High Heels sauber zu lecken. Brav schluckt das Eigentum die Kippe und kassiert Ohrfeigen dafür. Dankbar hält er auch den Arsch hin, bis er rot glüht, einfach, weil den Herrinnen Spanking und ausgiebiges Caning Spaß macht. Doch nichts ist demütigender als die gespreizten Beine der Madame, als der Sklave direkt vor seiner Göttin kniet, und nichts sehen kann. Miss Romina ist noch etwas schüchtern, aber das wird sich in der Klinik als Fr. Dr. Noch ändern.
duration 32:39
Puppy Girl Pegs You video from Krissi
Puppy Girl Pegs You by Krissi ✿ Description ✿ Come and play with me, puppy girl! Today, I'm feeling extra playful and I want to take you on a wild adventure. I'll dress up as a bunny, kitty, and of course, a puppy - and I'll even dress you up too! But don't worry, I'll make sure you look absolutely adorable, because I'm going to feminize you and make you my own little pet. Things might get a little messy, though... I have a habit of spitting and drooling all over the place, and I just can't resist doing it all over you too! Don't worry, you'll love it - and you'll even ask for more. But that's not all, my dear pet. I have a few more tricks up my sleeve. Or should I say, up my skirt? Hehe, I'll peg you and make you feel like my own little submissive, and then we'll get really dirty with some ass to mouth action. You'll be begging for more, I promise! So, are you ready to get wild and playful with me? Let's get this party started and see just how dirty we can get! ✿ Notes ✿ Oh boy, I never thought I'd need to do this for a video but this one is MESSY! This video features ✿ Puppy Girl (me) ✿ Feminization (YOU) ✿ Having you eat your own cum ✿ Getting pegged, and having ass to mouth done to you ✿ Dressing you up ✿ ASMR ✿ I spit and drool CLOSE UP A LOT ✿ A lot of pet play references ✿ Seriously I think this is my cummiest video ever ✿ We use your own cum from my pussy as lube for me to peg you more! This video features and mentions the following themes: TABOO / ROLEPLAY / PUPPY GIRL / PET PLAY / BUNNY GIRL / CAT GIRL / SILLY SLUTS / SUBMISSIVE SLUTS / AHEGAO / PEGGING / FEMINIZATION / COWGIRL / NEKO GIRL / DROOL / SPIT FETISH / NAKE MENTION / ANTHONY / ASS TO MOUTH / DOMINANT FEMALE / GIRLS WITH DICKS / GIRLS WITH PENISES / POV BLOWJOB / VIRTUAL SEX / KRISSI POOKIE
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