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CayleePenderass

@cayleependerass
64 bookmarksindexed Aug 31, 2026updatedlast updated Nov 2, 2026importedlast imported Nov 3, 2026
Trans woman
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Showing 1 - 50 of 72
Here’s a 1 minute short of me progressively stretching out before my date with a VERY GIRTHY friend, sorry for “winking”at the camera, I left it wide open so you can slip right in 😊
Oct 23, 2026 0 1
0:10 9:16
Sorry it’s been so long! I am back and I have a very special 13 minute HD video of me being absolutely POUNDED by @ohfrickitspepper’s huge cock until she cums in me 💜 I tried to do the “bored and ignored” thing but as soon as a cock slides into me, I can’t handle myself 😢 Also my legs are stained
Oct 2, 2026 0 1
New video! Super HD up close masturbation AND cum shot… in slow motion! I almost got cum on my camera because it was too close 💦📸😩
Jun 7, 2026 1 1
Testing out my homemade machined titanium butt plug and edging myself to a HUGE cum shot. (7.7 minutes) Maybe when you have a full machine shop things are no longer ‘homemade’, but I designed and machined it myself and then jerked off inside my home, so it sorta counts 😛
May 9, 2026 0 1
0:06 9:16
You’ve been asking for a new Jerk Off Instructional, and here it is! BONUS: Cum Eating Instructional (if you are so inclined) You don’t have to eat your own cum if you don’t want. You can just watch me 🙂 10.5 minutes runtime
Mar 13, 2026 0 1
0:07 9:16
NEW CAYLEE VIDEO: I fuck myself with a sex machine until I am dripping cum and can’t handle it anymore! Please enjoy this 28 minutes of mechanical nerding, penetration, and robot fuckin 🤖 🍆❤️
Mar 6, 2026 0 1
Caylee’s Hairy Armpit close-up photo set (7 pics non nude) This was a special request, and yes I dipped my elbow in black paint on accident. You get what you get 🤣
Mar 2, 2026 0 1
0:08 9:16
Motor-boating hairy pussy
Feb 16, 2026 0 1
I have good news! My hormone levels are fixed and I can finally cum on my own face again! 🍆💦🤤 I’m definitely not a weirdo who enjoys cumming on her own face. (Insert blurb about needing to conserve nutrients like a spider so people don’t think you’re weird) BUT ANYWAY, This is a highly requested
Jan 9, 2026 1 1
Any guesses on whose girlcum is on my face and glasses?! The video is coming out on Friday :) (Or Thursday if someone begs and I finish editing sooner)
Jan 7, 2026 0 1
0:03 9:16
New Caylee Video Friday! I got a new sex toy and I give you a POV closeup of me fucking it until I cum! For those who want one for themselves, it’s the Fleshlight Riley Reid version and it feels amazing ❤️ (Not sponsored) It’s a short sweet 3 minutes of fun 😘 Enjoy :)
Dec 6, 2025 0 1
It’s (pump)kin day
Nov 1, 2025 1 1
0:06 9:16
NEW CAYLEE VIDEO FRIDAY!!!! @ohfrickitspepper sucks me off and plays with my nipples till I cum in her mouth!! With a little bit of face fucking and a quick taste of my own cum at the end (purely for science, of course) All 8 minutes in beautiful High Definition so you can appreciate peppers mouth c
Oct 17, 2025 0 1
Today I was shoulder deep in my audi because some dumbass broke the engine mounts from excessive use of launch control. Whoops :P Anyway sorry for posting so infrequently this summer, here are some boobs on the house ❤️
Sep 6, 2025 0 2
0:03 9:16
I can’t even wear USCG approved type III personal flotation devices in my home without being creeped on by my roomie 😢
Sep 2, 2025 0 1
I wanted to show off my outfit for ‘Opensauce Live!’ (Science YouTuber/Video creator convention)
Jul 20, 2025 0 4
0:03 9:16
@ohfrickitspepper sent me a message on discord and just said “come suck me off rn” So I did my job and made her cum in my mouth like a good girl ❤️ “Bored and Ignored” is one of my favorite kinds of videos and I know you’ll love it too!!
Jul 17, 2025 0 1
POV: I jerk off into your mouth and give you all of my sweet girl cum ❤️ (~3 minutes) I hope you enjoy your 4th of July and my fun little solo masturbation video!!
Jul 4, 2025 0 1
0:07 9:16
POV You worship my naked, oiled body then masturbate me to completion. <3 This 17 minute long video is a sister video to my last post because it was filmed at the same time but from @ohfrickitspepper Point Of View! It has very sexy closeups and is REALLY worth the watch :)
May 9, 2025 0 1
0:07 9:16
You’ve been asking for it! In this video, my friend @ohfrickitspepper gives me a FULL BODY MASSAGE complete with Feet Worship🦶, Ass worship 🍑, Breast Worship 🍈🍈, and even a happy ending 🍆. It’s 24 minutes long and an excellent time. ❤️
Apr 19, 2025 0 1
Here’s a fun video for you! I got horny out in the garage, so stuck a dildo to my truck and rode it! I even used the door to fuck myself :P And by popular demand, I am “Au naturel” and have not shaved for the video! I’m not very fuzzy naturally, but I did my best for those of you who like woolly gir
Mar 30, 2025 1 1
I hope you’re ready for a 9 minute blowjob video with POV closeups and plenty of facefucking! ❤️ My friend @ohfrickitspepper interrupts me while I’m working under my truck and graciously gives me a taste of her thick cock. I’m fully clothed in my work gear and she’s as naked as a… naked person :P
Mar 20, 2025 0 1
New Video for you Today! I finished my move to Washington and I finally have a place to film! Enjoy this 12+ minute long video of me fucking a clear Fleshlight until I cum inside it! ❤️ It’s got close up shots, and wide shots and a bit of cum tasting as well💦 I play with my rock hard nipples as wel
Feb 22, 2025 0 1
Hi Everyone!! I have finished my move to Washington State (mostly) so I'll start getting to messages tonight. And sorry I didn't get around to filming anything in the stress of the move! My friend @ohfrickitspepper moved with me, and we are both excited to make some more content for y'all :P
Feb 8, 2025 0 1
Hi peeps! I am in the process of moving me, the cats, and all my shit across the country (to be closer to some family) so I will be even worse at answering messages and posting :P I do apologize, and I'll do my damndest to post one more video before the actual move at the end of January. I will also
Jan 17, 2025 0 1
In this video I try on a Magnum condom and then masturbate till I cum inside! 💦😛 This is a sister video to the one I posted to my “safe-for-work” channels today and I hope you enjoy it! And like I said, they really are too big for me, but that won’t stop me from dreaming :) 🥰
Dec 6, 2024 0 1
Giving my friend @ohfrickitspepper a blowjob in my shop! Y’all have been asking for a collaboration between us, and here it is!!! A 7.5 minute HD video with lots of different angles and closeups of me sucking her cock till she cums balls deep in my throat. This is a must watch ❤️
Oct 12, 2024 0 1
Here’s a behind the scenes look at my outfit from the “caulking” video! I talk about my dress and panties, then take them off so you can see everything 😜 Video is 3.9 minutes long
Oct 4, 2024 0 1
I’ve been promising a better, longer, higher quality Jerk Off Instructional (JOI) video and here it is! (12.5 minutes long!) I strip fully nude and talk you through the whole process of masturbating until you cum right along with me. Complete with cum countdown timer, ASMR quality audio, and a high
Sep 27, 2024 1 1
In this video I get distracted while doing an oil change on my car. I quickly pull my dress up and panties down, then jerk off while still wearing my black rubber gloves 😜 Don’t worry, there’s a close up of my cumming cock for those who appreciate girl cum :)
Aug 30, 2024 0
In this 32 photo bundle, I put on rubber gloves in the garage and attempt to clean my engine bay ;) If you like up-skirt pics, panties, gloves, or girls in dresses presenting their hard cocks, this set is for you 😜
Aug 25, 2024 0
New video is live! In this 13 minute long video, I machine my own butt plug on my lathe and stretch my ass with it! This is the full video and includes: Machining the plug from bar-stock, stretching myself out and then fucking my asshole with it. I even include a closeup of my stretched out winking
Jul 21, 2024 0 3
In this 13 minute long video, I machine my own butt plug on my lathe and stretch my ass with it! This is the full video and includes: Machining the plug from bar-stock, stretching myself out and then fucking my asshole with it. I even include a closeup of my stretched out winking asshole for your vi
Jul 21, 2024 0
I’m all dirty from working on my car, would anyone like to join me in the shower? I might need some help in here 😊
Jul 3, 2024 0 1
In this video I pull off my panties and present my fuckable, tight asshole to you while laying on my bed (1:46)
Jun 28, 2024 0
Would you like to see me jerk off into my black cotton panties and soak them in girlcum? I hope you enjoy close up cumshots 😘
Jun 21, 2024 0
Out of the shower and off to bed. I could use a big spoon 🥺
Jun 21, 2024 0 1
New video just dropped! This time I strip for you, and then fuck a dildo stuck to the wall until I have an anal orgasm. I had a really nice time filming this, riding doggystyle hits me in the perfect spot. 🥰 Here are some screenshots from the video! Link below to the post. https://onlyfans.com/1108
Jun 8, 2024 0 3
New anal dildo video! This time I strip for you, and then fuck a dildo stuck to the wall until I have an anal orgasm. I had a really nice time filming this, riding doggystyle hits me in the perfect spot. 🥰
Jun 8, 2024 0
I have a much-anticipated video dropping in just a few minutes! Riding a dildo stuck to a mirror until I simply can’t ride any more 🥰 (Here’s a still from the video so you know what I mean) It’s one of my favorite positions and I love how you can see EVERYTHING at the same time since I’m, ya know,
May 25, 2024 0 1
As promised! Riding a dildo stuck to a mirror so that you can see it all ☺️. Cowgirl AND Reverse cowgirl. Full nude. Normally I don’t get to see it actually going in me, and it’s so hot to be able to watch myself fuck myself. I hope you agree. 😘
May 25, 2024 0
Here’s a 27 Photo HD bundle! Includes: feet, panties to the side(and pulled down), sun dress, precum drips, full nude, and spreading 😊
May 10, 2024 0
Huge photo set dropping in a few minutes in your inboxes and on my profile!
May 10, 2024 0 1
Here’s a new solo masturbation video with a closeup cumshot for your weekend viewing pleasure ☺️❤️
Apr 26, 2024 0
Happy Wednesday everyone 😊. I just got out of the shower and felt like taking some pics! I hope you enjoy them :)
Apr 25, 2024 0 3
Here’s a short but sweet cum video for those who enjoy being told what to do 😈
Mar 30, 2024 0
Want to see me fuck my ass with a big dildo until I have an anal orgasm? Then this is the video for you 😊
Mar 25, 2024 0
My most requested photo set is here! 👣 If you are looking for High Definition FEET, socks, thong, or FULL NUDE photos of my tight little asshole, this set is for you! I got a new camera just for you, so please enjoy this exclusive 30 photo bundle and let me know how things go ;)
Mar 8, 2024 0
Archive: Me getting head from a slutty trans girl
Jul 17, 2023 0
Archive: Me sucking another trans girl's dick :)
Jul 17, 2023 0
Showing 1 - 50 of 72