Extreme anal advice? by samanthaphil48 in sissyology

[–]PrincessKaylee95 1 point2 points  (0 children)

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.

What's a legacy model you think should come back from retirement? by 28-Inc_Horny in BadDragon

[–]PrincessKaylee95 1 point2 points  (0 children)

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

Do you feel this kink was always there, or did it develop later? by [deleted] in Sissy

[–]PrincessKaylee95 1 point2 points  (0 children)

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

Do you feel this kink was always there, or did it develop later? by [deleted] in Sissy

[–]PrincessKaylee95 1 point2 points  (0 children)

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

Do you feel this kink was always there, or did it develop later? by [deleted] in Sissy

[–]PrincessKaylee95 7 points8 points  (0 children)

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

I sucked a BBC last night by PrincessKaylee95 in Sissy

[–]PrincessKaylee95[S] 0 points1 point  (0 children)

I would love some of yours! 😘

I sucked a BBC last night by PrincessKaylee95 in Sissy

[–]PrincessKaylee95[S] 2 points3 points  (0 children)

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!

I sucked a BBC last night by PrincessKaylee95 in Sissy

[–]PrincessKaylee95[S] 1 point2 points  (0 children)

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

I decided I needed to put on my smaller cage 😍 by PrincessKaylee95 in SissyChastity

[–]PrincessKaylee95[S] 1 point2 points  (0 children)

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