Tried to get a little upskirt bald 🐱 action while chatting with the uber driver after our parasailing adventure… It wasn’t working out how I envisioned, so I stopped recording. Will do a better job next time. *This post is included FREE at @caitlynsway
2021-06-25 00:27:49 +0000 UTC View PostIt’s drizzling today and somehow that’s exactly what we needed. Does anyone recognize this historical little street? Hint: You turn a corner off the noisy bustle of South Beach, and suddenly, you’re transported to a peaceful European promenade.
2021-06-24 18:39:19 +0000 UTC View PostHappy as hell to let the world pass us by. It’s a marathon, not a sprint. With @freehellojewels @caitlynsway
2021-06-23 16:24:26 +0000 UTC View PostDid you know Miami is a topless city? 😎 It’s legal, but still unusual for a woman to go topless in front of everyone. On Sunday we made a statement by walking down Ocean Drive topless, and today we inspired a few women to take their tops off too. Amazing concept, execution, and editing by @kittenwithfangsfree 😉 In order of appearance: @freehellojewels @caitlynsway @lexidances @kittenwithfangsfree
2021-06-23 03:07:21 +0000 UTC View PostNever a dull moment 😅 Love you guys. I really appreciate every follow, like, and comment even if I don’t always have time to respond. Tips are nice too, but not necessary to make my day. 😊 Don’t forget to check out my premium page @caitlynsway for even more deviance and debauchery.
2021-06-22 20:00:24 +0000 UTC View PostWish you were here 🌴🌊 Immaculate vibes in Miami with @freehellojewels @kittenwithfangsfree @caitlynsway @lexidances
2021-06-21 00:31:52 +0000 UTC View Post
I just love getting old rolls of film developed! 🥰 In frame with @ccflight 📸 Photography by @hellojewels
2021-06-18 14:36:13 +0000 UTC View PostAs long as you’re here, I’m gonna keep learning how to shake my ass. ☺️
2021-06-17 14:34:01 +0000 UTC View PostNew set by Bloodline International 😎 Uncensored over at @caitlynsway
2021-06-16 19:57:04 +0000 UTC View Post
Ol’ Reliable 📸 Sarah Sherr Photography
2021-06-16 04:33:24 +0000 UTC View Post
Feels good to be in my skin today. Photo by @floydianphotos (IG)
2021-06-10 20:51:29 +0000 UTC View PostWanted to show off my new nails in true OF fashion. What do you think? 🤣 There’s a better view on @caitlynsway 💅🏼
2021-06-08 17:20:18 +0000 UTC View Post
To the couple hundred new friends from @nakedbakers 😜 THANK YOU for being here! You really know how to make a gal feel oh-so appreciated. I normally share casual stuff on OF, but I just got these photos back and couldn’t wait to share this one 📸 @sarasherr (IG) This one of my favorite fashion portraits in my portfolio now. I’ll be posting the full dreamy set with various body chains at patreon.com/caitlynsway later this month.
2021-06-06 23:51:42 +0000 UTC View PostRiding home from the beach with Mooka and her handlers @stephinspacefree & @ccflightfree
2021-06-06 19:23:28 +0000 UTC View Post
Where have all the cowboys gone? 📸 @floydianphotos (IG)
2021-06-05 03:29:06 +0000 UTC View PostSome women just look better nude. This 7-photo nude series by @ccflightfree is available now at @caitlynsway and is scheduled to be published next week on Patreon ✨
2021-06-04 20:07:03 +0000 UTC View PostEveryone is afraid to talk about money, but it's a force that affects all our lives. Since this platform offers a safe place to explore the taboo and a certain amount of anonymity, I hope you don't mind if I ask you something personal. At what time of the month is money tightest for you?
2021-06-04 17:07:42 +0000 UTC View Post
You guys have been so awesome, I've decided to make our latest GROUP TRY-ON HAUL available here. Normally, I save these for Patreon only, and it's a way better deal over there because you get access to ALL VIDS for the monthly fee of $15. Nevertheless, Patreon has a lot of friction for both users and creators, so I understand if you don't want to participate there and prefer to go through PPVs. In this NSFW video featuring @brettanne @stephinspace @kittenwithfangs and @caitlynsway we take you through 3 different sexy, strappy, and sheer lingerie looks (and let you watch as we change!) while adventuring out in nature. It's always fun to film these try on hauls with my friends. They make it so funny, and it's interesting to see how one industry size fits on different body types. What in the world should we try on next??
2021-06-03 15:57:15 +0000 UTC View PostLet’s settle this once and for all 🤠
2021-06-03 14:58:24 +0000 UTC View PostTake me back to the Ragdoll Pink Palace 🎀 BTS video by @ccflight
2021-06-02 15:41:14 +0000 UTC View Post
Perfect day with favorite people @kittenwithfangsfree @freehellojewels @stephinspacefree @ccflightfree Photo by @deceptiveperspective
2021-06-01 08:34:35 +0000 UTC View PostJust reviewed my calendar and I managed to do yoga 15 days this month! I’m so proud of how far I’ve come on this journey. The changes are undeniable. Unlike any other lifestyle change I’ve ever attempted, I actually look forward to maintaining and improving my practice in the years to come 😊 Thank you for helping me have a lifestyle that allowed me the time and energy required to accomplish this.
2021-05-31 18:10:11 +0000 UTC View Post@kittenwithfangsfree let me borrow her claws and now I think I need a pair. Them are VERY sharp 😳
2021-05-28 18:37:28 +0000 UTC View Post
Just a little naked outdoor ping pong with @ccflight 🏓 *This video is included free at @caitlynsway *
2021-05-27 18:42:18 +0000 UTC View Post
I was directed and posed by the photographer for these photos (he’s a boudoir photographer-for-hire that normally works with non-models) Can you spot the difference?
2021-05-23 23:38:10 +0000 UTC View Post
Something interesting about this that is lost when I try to crop it for Instagram 😔
2021-05-22 00:35:29 +0000 UTC View PostThanks for following! What should I post more of here?
2021-05-22 00:33:18 +0000 UTC View Post
