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duration 17:59
First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play video from Victoria Lotus
First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play by Victoria Lotus Hi there! This was a custom video so feel free to contact me on my profile to get in touch for ordering your very own. Here is the script: "Hey! As discussed via DM, I'd like a custom to guide me into my first crossdressing experience (thong bra, no other feminine clothing involved). In three sections (don't have to be equally long, you judge): shopping for the lingerie, putting it on and wearing it out and about, and JOI/CEI wearing that lingerie in my hotel room. I think the vid will work best if I can play part during each section, then pause it before moving on to the next (e.g. back to my hotel). The context will be: I am going to a conference and feel free to explore my fetish while I'm away, so can go into a lingerie shop and then wear my new purchases and play. The tone should be encouraging/sexy, not humiliating or too femdom (I'm ok being instructed, just not insulted). I don't want to restrict you with a script, so here's just a list of things I like or would like to try: me wearing a non-vibe glass butt plug or a vibrating one (I'll take both, you choose!), clenching my butt with the vibrating plug to stimulate my prostate, gently rubbing my nipples (I really adore edging like this), subtly flashing my lingerie (e.g. bend over to expose a thong in public), self-facial CEI, moaning when I'm turned on, repeating sexy mantras (e.g. "I'm such a cum slut for you"). I dislike: humiliation, pain, insults, being called a sissy. If possible, I'd only want to stroke my cock at the end to push myself over the edge to cum (not throughout the video). As for you, I'd love for you to wear lingerie too, really show me how to put on the bra and thong properly, put in a butt plug with me, and definitely show off your ass frequently as that's a real turn-on for me. My real name is "Shawn" for inclusion in the video. Do contact me via DM if you need more information!" #Crossdressing #Lingerie #FirstTimeCrossdressing #CrossdresserJourney #ThongBraAdventure #ShoppingForLingerie #CrossdressingConfessions #JOI #CEI #CrossdressingInLingerie #Feminization #CrossdressingFantasy #HotelRoomPlay #NaughtyLingerie #SensualCrossdressing #CrossdressingTransformation #CrossdresserLife #ExploringCrossdressing #CrossdressingDiscovery #CrossdressingExperience
duration 19:03
Caged Clitty Ruined Release: Sissy Girl Playdate video from PaintedRose
Caged Clitty Ruined Release: Sissy Girl Playdate by PaintedRose Dommy keeps you in a chastity cage because you're naughty and you need to be trained properly to only touch when given permission. Your orgasms belong to me and I decide when you get to touch it, rub in agony, or have an orgasm. Today you are given a present - a white, sheer swimsuit - just like Dommy's to wear during our playtime. You assume the position like a good girl on your knees waiting for direction to obey and serve. Dommy is wearing a skirt and gives you upskirt views while she uses her cameltoe to tempt and taunt you into some heavy breathing. One by one she shows more curves while instructing you about your duty and desire to serve her every depraved need. You're aching now and begin to seep sissy slut squirt onto the floor - what a sissified slut you are as your eyes beg for release in agony. Dommy is not without sympathy for your confined clit as it bulges in pain agains the confining bars of the cage. It's all too much for you, she can see that and puts you in and out of misery with a vibrator quick ruined release - just to relieve the pressure. Clean up this clitty cum and go put on those panties that Dommy likes to see you crawl around in. Tip $25 and DM to ASK Dommy NICELY for the uncensored version! Thank you so much for getting this custom made film! To get your own, DM me today with your sexy idea! Please review this video with positive comments. Love, Rosie #Feminization #Sissy #Clitty #Sissigasm #AssPussy #ClittyFuck #Daughter #Taboo #MILF #Taboo #Ruined #Femdom #MommyDomme
duration 11:10
daphne turns you into velma video from Squeezypeach
daphne turns you into velma by Squeezypeach you come over to my place to get ready for a costume party but you're not wearing a costume!! I tell you I'll find something for you and then beg you to wear a matching costume with me - I'll be Daphne and you get to be Velma! you'll wear that hot shiny outfit from the live action movie, come on it'll be so fun! you're unsure at first, thinking it might be weird for a guy to dress up as a girl but I reassure you that it's totally fun and not weird at all! you're also a bit concerned about the lingerie elements of the costume, but no one is going to see it under your clothes and it'll make you feel sexy which is essential for the vibes of the night! you come out in the costume feeling awesome and we hit the party. I keep telling you how amazing you look and it's not just me - there's a group of guys totally checking you out! I encourage you to go dance with them, I know you're curious and it'll be so fun! I'll come dance too! you're grinding up on this super hot guy at the club when I point out that he's got a huge bulge in his pants, he's rock hard for you! you're unsure what to do next but I think you know... what would you do if a hot little Velma was shaking her ass for you? do whatever feels right but don't do anything I wouldn't do! I go to the bar and when I come back, you're gone. I go looking for you and find you in the bathroom of the club, absolutely shocked when I open the door! I told you not to do anything I wouldn't do but who am I kidding, I'm a huge slut. I find you on your knees blowing the guy from before. I'm so amazed and so proud of you! I tell you how pretty you look sucking cock and how good you are at it. the majority of the video is me narrating your sexual activity with him. you suck him off until he cums on your face and then he bends you over and right as he's about to fuck you for the first time, I pull out my phone to record it! you're gonna want to see this later so I'd better film it for you! just being the best bestie I can be. I continue telling you what a hot bitch you are, that you're such a good girl taking that big cock so well and eventually he cums all over Velma's hot ass. I tell you to get back out there because his friends want a turn! ♡♡ this is a super encouraging and fun custom video with exciting energy as we explore your femininity and sexuality together! there is absolutely no degrading, mean, or humiliating elements, just fun hotties having a sexy time together! I switch back n forth through the video referring to you as a guy and a girl.
duration 36:10
Just Like Dommy - Sissys Tease, Edge, Denial, Chastity Lockdown video from PaintedRose
Just Like Dommy - Sissys Tease, Edge, Denial, Chastity Lockdown by PaintedRose You're spying on Step-Mommy again while she changes into her sexy new shiny, quite sheer swimwear and she catches you! She's not mad as she knows juist how much you love dressing up in her panties already and encourages you to have special panty princess cuddle time often. Step-Mommy is a little Dommy and decides to have a little fun with you. Maybe it's October or maybe you've just earned it by being such a good girl. You are called in and given a gift of 4 matching swimsuits - just like Step-Mommys to wear! Try them on for me doing exactly as I say and watch as I tease you sweetly with all of my soft curves. You love to be teased, edged, and finally denied because this edge session is about to get more intense. I have another surprise for you dear step-daughter. It's a Chastity cage for your yummy clitty to continue this sweet agony a little longer. Now go get some panties on and let's cuddle. There will be a Clitty Release and Cum to Follow. Painted Rose Films and content is 2257 Compliant Fantasy Roleplay - Curvy Taboo Femdom MILF ROSIE! #MILF #Cougar #Femdom #Curvy #Fetish #CustomVideo #Feminization #Sissy #Clitty #Sissigasm #AssPussy #ClittyFuck #Taboo #MILF_Rosie #Rosie #XXX #POV #Goddess #Mistress #FemDomme #Findom #Dommy #MommyDomme #Movie #Porn #Love-Lust #Chastity #Cage #Keyholder #Swimsuit Keywords: MILF Cougar Femdom Curvy Fetish CustomVideo Feminization Sissy Clitty Sissigasm AssPussy ClittyFuck Taboo MILF_Rosie Rosie XXX POV Goddess Mistress FemDomme Findom Dommy MommyDomme Movie Porn Love-Lust Chastity Cage Keyholder Swimsuit
duration 17:29
wife makes you her MTF sissy slut camwhore & lesbian lover video from Veggiebabyy
wife makes you her MTF sissy slut camwhore & lesbian lover by Veggiebabyy This is a custom video! Contact me if you’d like your own! This video is an expansion on the ideas from my “wife's imposed feminization: hormones, ball removal, permanent makeup, penis reduction & more!” video! It’s a similar vibe but explores the ideas in much deeper, hotter detail. Find the imposed fem vid here: https://apclips.com/veggiebabyy/wife-s-imposed-feminization-hormones-ball-removal-permanent-makeup-penis-reduction-more I start out the video gushing to you about how great our relationship has been since all the changes we’ve implemented. It started with me finding your panty stash and having you model the panties for me, but before long, we had a thick silicone cock sheath to cover your wimpy little peepee, 100% girly stripper clothes for you to wear all day, and a string of boyfriends and daddies to fuck your tight hole every night. You’ve been a camgirl for a while now and are making more money than I am. And if some of those daddies tip thousands of tokens on your camsite for the privilege of fucking your boipussy, well, even better! Things are honestly amazing now that I’ve turned you into my sissy slut lesbian lover, living fully femme. Your useless cocklet is completely ignored in favor of me railing you with my strapless strapon so you cum over and over from your poor little asshole. On to that vasectomy we’ve been discussing… I talked to Dr. Rose, and she has some concerns. We’ve decided that the best course of action would be to fully remove your balls! We can auction them off to the highest bidder. :) And while we’re at it, a penis inversion wouldn’t be too much hassle. We’ll just turn that lil prick inside out to give you a cute pussy, complete with soft, sensitive labia, and a big clit for me to play with. We’ll also be upping your dose of female hormones that I’ve been secretly giving you so your breasts grow even bigger and your pussy gets even wetter. Oh, and we should throw you a coming out gangbang! We can invite your boyfriends and daddies and charge your cam viewers tokens to participate. There will be no limit to the number of cocks your new pussy can take. Babe, I’m so excited! I love how submissive and pliable you are, letting me turn you into my perfect camwhore. I can’t wait to be right beside you, getting my pussy fucked right along with you!
duration 18:34
Revealing Your GFs Sissy Chastity Demands video from MissFreudianSlit
Revealing Your GFs Sissy Chastity Demands by MissFreudianSlit Part two in a series of customs, it's time to move forward with your girlfriends demands. She told me she's been enjoying you becoming her sissy cuckold, but you're touching your little clitty a little too much.... are you focused on her needs during sex? Are you anticipating her wants and desires and her need for water and more lube while she's getting fucked?  It's time to introduce chastity into the mix! I brought you more underwear- two cute little pairs of panties for your sissy training. And now to introduce you to your next step - wearing a cage on that little thing. First, I show you a very large cage... you can't fit that even at full capacity so this definitely isn't the right cage for you. The next cage is a small cage, perfect for tiny dicks to get a little bit hard in, but it's very snug. The last cage is your future - small, almost flat. Don't worry, I'm teaching your girlfriend how to ease you into it.... it's up to her how long you wear the cage for or how often you're allowed to cum! Before I lock you up after breaking the news to you, I think we should let you cum one last time before I send you back to your girlfriend. Start associating this feeling of restriction and denial, because it's all part of training your brain to enjoy being caged. Fetishize this feeling. Give in to the fear and excitement. Cum for me, after I count you down. Then, I'm going to put this cage on your little dicklet and call your girlfriend to come pick you up and take you back home. Are you ready to be her little caged sissy cuck?
duration 10:43
Pegging My Sissy Boyfriend video from Fiona Dagger
Pegging My Sissy Boyfriend by Fiona Dagger (This was originally filmed as a custom video) Your girlfriend catches you trying to remove your cock cage, and she's not happy about it! She reminds you that she's the only one allowed to uncage you, and says she's going to have to punish you now to teach you a lesson. She makes you lay back on the bed and spread your cheeks so she can remove your butt plug, then puts on her strap on harness to pound your sissy hole! As she starts fucking you she teases you about what a slutty little sissy you are, telling you how she's not going to let you wear boy clothes at all any more, just skirts, dresses and little thongs for you from now on! She fucks you harder and harder in your tight little sissy pussy, describing to you about how she's going to tell all her friends that you're a sissy, and that they're all going to share you together! You're going to be passed around and used, of course with your little cock cage on the whole time, so you can only ever have a sissygasm! Your girlfriends makes you call her daddy as she fucks you, and gets you to moan as girlishly as you can as she pounds your sissy hole, until finally you can't take it any more and you have a sissygasm on her cock! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, femdom, british domme, female domination, sissy, sissies, sissyboy, humiliation, pegging pov, strap on, strapon, strap-on, butt plug, gender play, gender swapping, feminization, submission
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 5:20
beta fucktoy part 2: free use office bitch in panties and chastity for futa boss video from Veggiebabyy
beta fucktoy part 2: free use office bitch in panties and chastity for futa boss by Veggiebabyy This is a custom video! Contact me if you’d like your own! This video is part 2 to my “you're my beta fucktoy: futa boss calls your wife while railing you” video. Both videos also work on their own as standalone clips, but if you’d like to see part 1, click here: https://apclips.com/veggiebabyy/you-re-my-beta-fucktoy-futa-boss-calls-your-wife-while-railing-you Find part 3 to this video here: https://apclips.com/veggiebabyy/beta-fucktoy-part-3-chastity-office-bitch-spitroasted-and-quadruple-creampied Find part 4 to this video here: https://apclips.com/veggiebabyy/beta-fucktoy-part-4-office-cumdump-dped-by-futa-boss-for-wife-on-video Things have gotten more intense for my beta fucktoy. You’re now the full time office bitch, and I’ve teamed up with your wife to keep you in chastity! She gave me the key to your cage and told me about the new panties she got you while I was fucking a load into her ass last night. As I’m headed to a meeting, I pass you in the office near the copier. It may be the middle of the office, but I’m horny, and I’m going to use your holes right here with everyone watching. I tease you a bit with your chastity key and make sure to take some pics to send to your wife while you suck my cock hard. Then I bend you over the copier, fucking you hard and talking dirty until I pump a huge load of cum into your ass. As I’m getting ready to leave, I notice there’s cum running down the copier and loudly make fun of you for cumming in chastity. I want everyone to see you in those cute new panties, so I take your pants with me, leaving you caged with my cum dripping down your leg and nothing to wear but panties.
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