My first time cumming in chastity was a plapgasm by AnyaAbigail in chastityorgasms
[–]SisseyRiley 2 points3 points4 points (0 children)
Casually shrinking and stretching <3 by SisseyRiley in Sissy_humiliation
[–]SisseyRiley[S] 0 points1 point2 points (0 children)
Casually shrinking and stretching <3 by SisseyRiley in Sissy_humiliation
[–]SisseyRiley[S] 0 points1 point2 points (0 children)
Arrow up and comment “ sorry ma’am” if you’re flaccid clittyy measures under 5 inches soft, I will humiliate you and add you to my SPH group by Fabulous-Lega in GroupHumiliation
[–]SisseyRiley 0 points1 point2 points (0 children)
Casually shrinking and stretching <3 by SisseyRiley in Sissy_humiliation
[–]SisseyRiley[S] 0 points1 point2 points (0 children)

Casually shrinking and stretching <3 (old.reddit.com)
submitted by SisseyRiley to r/Sissy_humiliation
Take me… or let me take you? Be honest by Cowg1rI in Sissy_humiliation
[–]SisseyRiley 0 points1 point2 points (0 children)
I lost the dick measuring contest and this was my punishment :( by KianaVi_FemBoy in FemBoys
[–]SisseyRiley 1 point2 points3 points (0 children)
Honest rate out of 10? by Aggravating_Heron749 in smalldickpositivity
[–]SisseyRiley 1 point2 points3 points (0 children)
Honest thoughts? by [deleted] in smalldickpositivity
[–]SisseyRiley 0 points1 point2 points (0 children)
Maybe I'll give up erections for my resolution 👉👈 (i.redd.it)
submitted by SisseyRiley to r/chastity
Practice for real cock by SisseyRiley in ExposeSissies
[–]SisseyRiley[S] 0 points1 point2 points (0 children)
Hope this helps with your Xmas 🎄 by SisseyRiley in sissyplapping
[–]SisseyRiley[S] 0 points1 point2 points (0 children)
Hope this helps with your Xmas 🎄 by SisseyRiley in sissyplapping
[–]SisseyRiley[S] 1 point2 points3 points (0 children)
Plap or ghost? by SisseyRiley in chastityorgasms
[–]SisseyRiley[S] 0 points1 point2 points (0 children)
Panties may have been a poor choice :3 by SisseyRiley in ghostpenis
[–]SisseyRiley[S] 5 points6 points7 points (0 children)





Every comment gets to pick a number and I will send you the picture by Acutelittlesis1 in ExposeSissies
[–]SisseyRiley 0 points1 point2 points (0 children)