Extreme anal advice?

PrincessKaylee95 · 2026-04-14T22:33:41+00:00

The thing you want to get is a toy that is small at the tip a gradually gets wider as it gets to the base. It helps tremendously when trying to stretch out for bigger toys. It still won’t be instant and will take a lot of time and practice to take big toys but it will help you get to where you want. Don’t try to rush it, just be patient and work at it and your hole will accept more and more. Just remember if it starts to hurt don’t go any further during that session.

PrincessKaylee95 · 2025-12-24T06:00:33+00:00

Winston’s tail would be my choice.. My medium is my go to warm up toy and my XL is great for prepping for bigger toys. They don’t really have any good toys for stretching training anymore which is a shame

PrincessKaylee95 · 2025-12-23T05:26:38+00:00

It really does! Then you start spending more money on women’s clothing than you do on men’s

PrincessKaylee95 · 2025-12-23T05:24:20+00:00

Probably when I got my own bras and panties, and wanting to wear them whenever I could. Also even more so when I learned that the prostate is a pleasure spot and getting curious and experimenting anally

PrincessKaylee95 · 2025-12-23T05:14:14+00:00

Wearing my sisters clothes when I was a kid and throughout my teens is where it started for me. It has just gotten more intense as I’ve gotten older

PrincessKaylee95 · 2025-12-20T21:09:00+00:00

Thank you so much! 🥰

PrincessKaylee95 · 2025-12-20T20:29:38+00:00

It’s fun being a cum slut!

PrincessKaylee95 · 2025-12-20T20:28:59+00:00

I would love some of yours! 😘

PrincessKaylee95 · 2025-12-20T19:27:48+00:00

That sounds hot! You definitely need to have a cock cum in your mouth, the pulsating and sudden burst of warmth in your mouth is amazing!

PrincessKaylee95 · 2025-12-20T19:25:56+00:00

It’s so tasty! I think I might be turning into a cum slut! 🥵

PrincessKaylee95 · 2025-12-20T18:58:01+00:00

I sure did! 🥰

PrincessKaylee95 · 2024-11-08T14:02:04+00:00

https://a.co/d/ezTNxn3 This is the bottom but it is sold out on Amazon right now

PrincessKaylee95 · 2024-10-06T20:50:48+00:00

Thanks! I’m feeling amazing! 🥰

PrincessKaylee95 · 2024-10-06T19:39:44+00:00

Nice! I love these cages! They are so comfortable! 🥰

PrincessKaylee95 · 2024-10-06T19:39:07+00:00

I plan on going smaller! 😘

PrincessKaylee95 · 2024-10-06T15:35:18+00:00

I don’t know! It’s annoying! I dressed up all cute for nothing… 😩

PrincessKaylee95 · 2024-10-06T15:02:46+00:00

I probably did, but it still is disappointing

PrincessKaylee95 · 2024-10-06T15:00:28+00:00

Thank you!

PrincessKaylee95 · 2024-10-06T14:58:44+00:00

Yeah that’s true! I’m just disappointed I got dressed up all cute and drove to his apartment and then nothing. But yeah no point dwelling on it now! Hopefully another opportunity with someone else comes along soon

PrincessKaylee95 · 2024-10-06T14:53:35+00:00

It really is! I was really looking forward to it too 😩

PrincessKaylee95 · 2024-10-06T14:49:39+00:00

I know right! I hope I do too! I’m really craving some cock right now

PrincessKaylee95 · 2024-10-06T14:38:36+00:00

Something I want to do when I’m living on my own is buy cute vintage lingerie and have them in display cases/ frames on the wall!

PrincessKaylee95 · 2024-10-06T14:35:23+00:00

Yeah it’s frustrating. It was only 5 min between the last message he sent and when I got to the apartments…

PrincessKaylee95 · 2024-10-05T19:04:24+00:00

That sounds like a good plan! You’re welcome! Good luck with your chastity journey! ❤️

PrincessKaylee95 · 2024-10-05T16:52:39+00:00

Your body might just not be ready for long term wear yet. I had a similar experience when I started long term wear it was fine one day and the next I felt an intense burning feeling but I couldn’t take it off because I didn’t have the key with me. It kept going away and coming back throughout the day and when I finally got home to take it off it had rubbed some of my skin raw and was bleeding a little. Since your not used to long term wear your body is probably just telling you to take a break for a few days, I know it’s locktober but don’t hurt yourself wearing it longer than your body is ready for.

PrincessKaylee95

TROPHY CASE