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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 20:39
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 33:05
Dad, I don't need a babysitter video from Jolie Lyon
Dad, I don't need a babysitter by Jolie Lyon You wake up to the feeling of a weight bouncing and moving on your crotch, and when you open your eyes, you see your cute, excited daughter straddling you over the covers. Suddenly very much awake, you look to your side to see if your wife is there, but your daughter tells you she asked mommy to make pancakes for breakfast... so you two have plenty of time on your own to chat. She has something she wants to talk to you about - when you take her mom out for date night tonight, does she REALLY need a babysitter? Sure, mommy thinks she needs one... but your daughter thinks she can prove to you she's grown enough to be at home by herself for a few hours. If she's left alone, she'll be able to spend the night playing with herself and sending lewd pics to you! Against your better judgement, you can feel yourself starting to get hard against your daughter's soft, warm princess parts through the fabric, and when she notices, she grins and gets under the comforter to suck your big, yummy dick... but since she really, really wants you to know what a big girl she's become, she won't settle for anything less than her daddy's hard, forbidden cock inside her tight young cunnie! • This is a taboo family themed role play video - the video features family style dirty talk; youthful characteristics and expression; age difference themes; youth and innocence/sluttiness themes; teasing themes; convincing and seduction themes; keeping secrets from your wife and siding with your daughter; an under the covers-blowjob (visible of course); cow girl riding; and not pulling out. Enjoy, Daddy!
duration 20:40
Relax and Creampie Me, Daddy video from Delilah Cass
Relax and Creampie Me, Daddy by Delilah Cass I know Daddy has been working really hard at the office on his exam for the promotion. I better make him some coffee and take it to him so he can stay alert for work. I go to Daddy's office and knock but don't get a response. I walk in and see Daddy on his desk. "OH no, Daddy! Wake up!!" Daddy wakes up and I hand him the coffee and he immediately goes back to work. I want Daddy to fuck me so I wore a super sheer top so he could see my cute tits through it and distract him. I ask if Daddy wants a massage to relax so he can focus. I put my hand on Daddy's body and tease him and push my boobs in his face. I kiss Daddy's neck and ear and whisper "step-Dadddddy, wanna fuck??" Daddy is really frustrated and tells me he thinks it would be better if we wait five days until after the exam. Five days later..... I put on my sexiest lingerie and heels for Daddy. I made him a nice dinner because I saw his letter in the post about getting the promotion!! Finally time I get to help Daddy relax. I show off and ask if Daddy likes my lingerie. Daddy does, of course. I ask if Daddy wants me to suck his cock? Daddy does and I take Daddy's dick in my mouth so good. I help him relax by gagging and deepthroating Daddy's big cock. My boobs bounce so much when I suck on Daddy. I talk dirty until Daddy tells me how he wants to fuck me. Daddy takes my panties down in missionary and puts his thick, hard cock deep inside me. Daddy is naughty and shoves my panties in my mouth. Daddy pounds me until we switch to doggy where you see my nice ass bouncing on Daddy's dick. My tits bounce so hard in doggy when Daddy fucks me. From doggy, Daddy has me ride him. Daddy fucks me super hard while I'm on top of him and I ask him where he wants to cum but I have other plans. I ride Daddy until he can't take it anymore and unloads all his cum inside me. I take his creampie like a good girl and am sooo glad I can finally help Daddy relax!!! Tags: redhead redheads hairy bush hairy pussy lingerie stockings garter belt curly hair daddy daddy's girl daddy roleplay doggystyle doggy missionary riding cream pie cum inside dirty talk bouncing boobs tits bouncing
duration 33:17
Delilah Daughtley In : Gamer Girls Got the Good Throat video from Tiptobase69
Delilah Daughtley In : Gamer Girls Got the Good Throat by Tiptobase69 The rules in Pacman are simple: swallow everything. When Delilah got a game over, she had to swallow me. Delilah is the kind of women who you really need to appreciate. She’s gorgeous AF, giggly, a gamer and most importantly a freak for cock. Normally, when you’re playing an arcade game, if you lose - you just put in an other quarter, or dollar….fucking inflation. When Delilah plays at my house, the rules are different. If you want to play with my toys, I want to play with yours. You already know what my favorite toy is - a throat pussy. Delilah starts off looking sexy AF in her lingerie, I need to bind her and cuff her up for my own use. So I leash, collar and handcuff her so I can use her throat the way I want. She’s going to be a little miss pac man by the end of this. I fuck her tight throat until I want to move into the 69 position. The only thing better than looking at Delilah’s eyes when she gags on my cock, is look at her pussy clenching. BTW, the prettiest - pinkest pussy around. Barbie pussy. I fuck her throat and make her swallow my whole cock, fucking her tight throat until I can feel myself start to cum. I let her know, grab her head and make sure I give her a big throatpie. She swallows it like a good girl and even wants more. Delilah has been getting some practice because she can swallow my dick whole now. It’s a good thing too because she knows i’m going to push her harder each time she sucks my dick. Speaking of….just wait until you see our next video. I’ve got the proof, she gets better and better :) In this video: Intro Main Camera - On knees POV - On knees Side Camera, Iphone 15pro - On knees Main Camera - 69 - Throatpie Side Camera angle, Iphone 15pro - 69 - Throat Pie
duration 28:06
Illicit desires video from Brea Rose
Illicit desires by Brea Rose Scene 1: You are in the kitchen as I come in wearing normal clothes, maybe a dress or a skirt, you greet me with a hug and ask how I've been, what I've been up to, normal step-mom stuff. We share another hug that lingers a bit too long and I grab your ass with my hand, you pull away confused asking what I'm doing. I innocently say that I thought you liked that since I saw the adult videos you were in and all the men touched you like that. You're confused and shocked at what I'm saying and ask for confirmation of what I'm talking about, I tell you about the porn videos I've been watching of lots of girls and found all the videos you made when younger and they are my favourite. You tell me that I shouldn't be looking at videos like that and they are private and not meant for me. I don't understand and I grab your hips and pull you closer and try to kiss you but you push me away. You're furious and upset and tell me to go to my room Scene 2: I'm in my room upset at my step-mum rejecting me. You knock asking if you can come in and I say yes. You slowly enter the room this time wearing a full black lingerie set with stockings and a black night gown over the top. You ask if you can sit down and have a chat with me to clear the air and explain what's happened. You ask me to explain the videos that I saw and how it made me feel. We have a back and forth and I explain how I saw lots of porn but thought you stood out the most because you were so pretty and gorgeous, I felt so jealous watching all those other men touch you and kiss you. I thought that's how you liked to be touched so that's what I tried to do in the kitchen. You are flattered and a bit embarrassed. You explain what the videos were (porn) and why you made them and that you never thought I'd be watching them, you talk about some of the sexual acts you did in them and reassure me that I'm not in trouble and it's perfectly natural to feel how I do. You place a hand on my thigh then on my cheek, then give me a soft kiss on the cheek to cheer me up. You then begin to explain you are actually jealous of me and my first girlfriend. You ask about what we have done together and I explain we've only held hands and kissed without tongue so far. You are visibly upset when I tell you what I've done with her and you explain that it's not right that you raised me and some little bitch comes to take me for herself. You become possessive of me and tell me that you want me all to yourself and you'll take all my 'firsts' and teach me how to be a good lover and a good boy for mommy. You hold my hand, you teach me to kiss with tongue (virtual kissing), teach me exactly how to eat a woman's pussy (virtual licking). Then we have sex in missionary (virtual sex) it's tender lovemaking where you might kiss me, stroke my cheek, tell me what a good job I'm doing, and joke about how I can barely thrust anymore because I'm right on the edge of cumming. You tell me it's fine to cum even though I've not lasted long at all since it's my first time and step-mummy doesn't mind, in fact you think it's cute. You hug me, kiss me, comfort me, tell me I did so well, then tell me I'm not allowed to see that bitch of a girlfriend anymore because she doesn't deserve me.
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