kaileyaustin
@kaileyaustin
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@kaileyaustin OnlyFans
NSFW Content!!! British femboy/sissy who loves costumes, cosplay and kinky outfits. I love being able to try new looks!
This felt like a departure from what I've tried before. Still amazes me when I try something like this and don't look like a complete clown 😂P.S. I've missed you all. Apologies for being awfully lazy.
May 12, 2025 - 20:44:48Had a practice run a couple of weekends back.Making mistakes almost made me want to have another go just to prove to myself I'm not getting rusty haha.Also realizing I'm quite bored by my wardrobe!
March 18, 2025 - 19:05:32Geez, a REALLY belated Happy New Year everyone.(Sorry about that)Life is getting in the way, as is my car in that I'll have spent around £600 on it between December and Feb for servicing and repairs (Just imagining what £600 could get me in outfits, makeup and toys makes me sad)I am excited to dress up again. Wasn't really the plan to have such a break, but I need more content, both for myself and to receive compliments off of everyone when I feel thirsty 😅If I could turn myself into a Fleshlight and mail myself off to you all, I probably would at this point...
January 27, 2025 - 23:40:59Some bonus pics from the video shoot.I'm curious, as this look seems to have drawn less attention than others, was there something I did wrong with it? Please vote in the poll or comment!
December 16, 2024 - 10:48:47Just so you know, I’m not actually looking for a pay pig 😅🙈 but please enjoy!
December 7, 2024 - 19:28:54Clearly I've been working too hard at my job and ignoring you all 🙈 so figured I'd take a few pics when I got home, to make it up to you...
December 2, 2024 - 11:22:09Honestly I keep getting distracted and having my own fun off camera during recent dressing sessions 🙈I'm sure other crossdressers can relate that you don't always wanna try and make content when you're feeling yourself (pun intended)Anyway, enjoy the mini photo dump. I definitely need more lingerie, but also my Halloween Dark Magician Girl attempt! 💕
November 2, 2024 - 22:28:44Gold star if you can name who all the lightsabers belonged to! (ignore the back set on the bottom shelf as they're barely visible)
October 25, 2024 - 00:51:36Sorry for being useless so far this month everyone. I'm busy next weekend, but will 100% dress up the weekend after for content.Really wanna try and do something for Halloween but also need a costume I can post on Instagram, so can't be half nude 😂 any suggestions?(please don't suggest anything overdone, I'll have already considered it haha)
October 13, 2024 - 21:01:15I tried dressing up on Saturday but wasn't super happy with everything 🙈I'll post some pics and maybe some clips if I can get a few better bits edited in together
October 2, 2024 - 14:46:46Does anyone have any ideas with regards to outfits I could wear with my natural hair?I should really get it cut soon, but it's soooo much more fun and relaxing to dress without a wig, so a couple of good suggestions and I may have to let it grow out a little more 😉Don't be shy!
September 24, 2024 - 14:10:49Only took me checks calendar 6 years to figure out how to properly format videos for pornhub 😂🤣😭
September 18, 2024 - 07:37:01Which one of you is gonna pay to surgically turn me into a human sex doll? 😝 Plastic skin would be VERY useful x
September 16, 2024 - 01:19:35Enjoy 2 minutes of me just masturbating cos I wanted to and figured I'd film it 😁
September 9, 2024 - 20:58:09Today was super tiring 😴
September 7, 2024 - 20:55:56RIP Ol' Reliable, you shall be missed (and likely feature in many more masturbation sessions in the years after you're passing)
August 28, 2024 - 20:21:58I'm always both impressed and amused by AI technology. I love hentai, so the idea of being turned into an illustration or animation always excites me, though I don't have the money to be spending $50+ on commissioning artists. While these are pretty generic AI creations, and lack a lot of detail specific to me, it's how the software interprets my pictures and the small changes it makes that fascinate me (primarily my pop collection being turned into a grocery store shelf). Anyways, just a bonus upload. Would be fun to maybe create a panel or short comic series using them 🤔
August 24, 2024 - 18:06:48Just a reminder for everyone, if you're happy to, I'd appreciate you watching any videos that are also available on pornhub through there as opposed to Onlyfans. I get some ad revenue for video views there, so earn money without any coming out of your pocket 😁 It's also my birthday soon, so if I don't respond to messages, then it'll likely be that 👍🏻
August 24, 2024 - 12:55:33Tried something a little different with the video, hope you all like it 😊
August 17, 2024 - 22:03:37A nice poll for everyone for genuine research purposes 😂 What do you watch porn on?
August 17, 2024 - 22:00:38I'm seriously such a sucker for dark hair and eyes. I'm not confident it's my best look, but it's something I'd love to work on as it feels like it changes my appearance the most with minimal effort
August 12, 2024 - 18:17:36My weird obsession with trying to look like a sexy older woman for some reason consistently skips the curvy 40s and goes straight for trying to look like a classy, mature 50 something year old. This is almost a reminder to myself that, while I love the feedback I get from everyone in here for my crossdressing, sometimes I actually enjoy looks, that most people might not like or find odd, more! If anyone happens to work with prosthetic makeup and needs a younger man to transform into a sexy older woman, I'm absolutely jumping to the front of the queue and pushing anyone out the way who dares to stop me 😂
July 30, 2024 - 15:58:36Sort of an alternate universe/unoffical part two to the first ‘grid girl’-esque video. Context explained in the beginning of the video. Longer than most videos due to me trying to satisfy PornHub and their pesky new requirements. Hope you enjoy!
July 27, 2024 - 21:37:01Not sure if this was subconscious but I accidentally found myself doing my own take of Kim Possible 🤔 Not sure Disney would appreciate the open front tho!
July 21, 2024 - 16:35:06Morning/afternoon all, Just found out that PornHub have changed their revenue system to some weird tier system, meaning I won't be able to make the money I'd otherwise have expected to from there without putting even more time and effort into my videos (they've gotta be 7 minutes minimum when mine are usually 3-5 minutes, where I'm awkward enough as it is 😂) This shouldn't really effect me too much, but I will likely be putting a little more effort into creating some sort of wishlist, while encouraging tips in the future to help fund my endeavours. It certainly isn't and won't be mandatory, but I'm beginning to realise how helpful it would be ❤️ Thanks.
July 17, 2024 - 11:05:51A bonus anal training video. I've honestly never enjoyed dildos as much as I'd like to, so please enjoy my awkward squatting as I try and get myself a little more accustomed to fitting a hard shaft inside myself 😂 turns out it felt really good! (Apologies about any potential body hair)
July 13, 2024 - 22:38:16But wait... I got cuter :3
July 10, 2024 - 15:04:10I was writing a whole post about how I didn't like the look I tried today, then I remembered to rotate the pictures cos they were all upside down and now I don't mind them so much 🤣 A lil more femboy for y'all... (More to cum soon!)
July 7, 2024 - 19:24:30Managed to sneak in this look last Saturday too. I love a full transformation, but there's something enjoyable about going for a femboy twink look with my natural hair 🤓😊 (Won't be any more content from this look just so you know)
June 30, 2024 - 20:12:53A sissy surprise awaits you when you open the bedroom door… (Hopefully my editing hasn’t regressed! 😬)
June 27, 2024 - 16:44:50POV: When the all-male motor racing team you work for suddenly requires a diversity hire and your lead engineer asks if you'd take one for the team...
June 25, 2024 - 18:27:30Hey everyone! Just in addition to the video, it’s been a while since I dressed and so I know the quality of lighting, makeup, clothing etc might not be where it has previously (or where I’d personally like it to be). I’m hoping to improve all of this for future content, so don’t be too harsh (not that you ever are really) but just wanted to add that so you knew! Thanks again for your patience!
June 24, 2024 - 22:03:51Some pics I apparently didn't feel were good enough at the time to show off 😬 Enjoy!
(Just looking at these makes me kinda horny haha. Wanna get back into a skirt as soon as possible)
February 11, 2024 - 18:06:31Hey everyone, hope you're doing well?
The 14th of October feels like a lifetime ago at this point!
As many of you who contacted me over the last 6 months or so may know, I've been trying to finally buy my own place, and, despite plenty of delays, it looks like it might finally happen (fingers crossed I'm not cursing myself here).
I apologise for my lack of content and for sometimes ignoring messages, but I've been a little stressed out and down at times throughout this process. I really crave the chance to be Kailey again and share her with you all, so as soon as I can (probably spring time), I'll be making more content, more consistently, and to an ever improving quality.
Thank you for being so patient 😊 I can't wait to cum again for you all (and for you to cum for me too 😉)
Kailey Austin xxx
January 29, 2024 - 08:23:54While this awaits approval on pornhub, please enjoy my new ‘Cumpilation’ video. Some old clips, some new clips, and my cock wondering how long til retirement…
October 14, 2023 - 14:20:43I'd be interested to know if you guys would want me to try any of these looks specifically 😊
October 6, 2023 - 03:30:28Just for a bit of fun, I used an AI Yearbook feature on an app to create some 90s based pics.
Fair to say some look like me, some look like some highly idealised version of me, and the third pic looks like someone stuck a wig on a nerdy guy 😂
I'll be posting the ones I like, but this won't become a regular thing as I'm not a fan of filtered or AI based images usually.
Enjoy!
Kailey X
(Reuploaded with improved screen ratio)
Kaileys got some news for you before work…
September 30, 2023 - 00:44:49Forgot to upload this at the time 😂 I seem to hit record when I'm like 90% done these days, Sheesh!
Don't worry, there is some more recent content still to come out, promise!
September 25, 2023 - 00:36:48Must admit I love the bulge these pants create 😏
September 23, 2023 - 19:18:08Please enjoy 40 seconds of rapid jacking off action 😁 xxx
(I made a longer video but am still getting used to the breastplate, so might release that later, who knows?)
May 28, 2023 - 22:35:26Hopefully a nice, little (large) surprise for all you lovely, patient people x
May 23, 2023 - 21:13:13This Barbie is Ken's favourite... I wonder why?
May 20, 2023 - 12:38:59Alrighty, poll time!
(This will have a direct influence on something I'm gonna do 😁 so I'd really appreciate some responses)
Would you rather my nether regions feature/be...
May 17, 2023 - 22:54:03Apologies for being very lazy and not editing this like a month and a half earlier 😭 (It was a video for someone I know but y'all can still enjoy 🙈)
February 4, 2023 - 23:59:46Lil Xmas surprise for you all (wasn't feeling my best so no vid, sorry!)
December 13, 2022 - 20:22:58Feels like it's been half a year or more since I last uploaded something 😂 not 2 months!
I hope you're all doing well during rough times. I'm aware my content won't keep you warm at night or fill your stomachs, but I hope it can keep boredom from seeping into your lives.
No promises, but I'm hopeful I'll be able to get something new made to share with you soon. Otherwise, I hope you're all able to celebrate the holidays in your own ways, whatever they may be 😊
Lots of love,
Kailey xxx
Delayed, but alas, delivered ^^
October 12, 2022 - 22:18:28The Instagram folk don't like Kitty Kailey all that much... Maybe you OF peeps might be a little more appreciative? 😻😻😻
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