Sissy Sixteen- mature for his age

Island Spotlight- Weddings

Just thought I'd introduce you to a new series of captions for the blog: Island Spotlight's. What these captions essentially are are windows into the special events and occasions that occur on the island. From Weddungs (as seen below) to Prom and Graduation. This series will give you a somewhat in depth look into life on the island.

Sissy Island Visitor- A confusing evening.

Sissy Island Visitor: Promotion?

A New Starz for the Island!

Hi everyone! As I'm sure you all know, I've been a little remiss in posting caps with any frequency on this site. However, I am please to announce a new contributor who will be posting Sissy Island caps - please welcome Zoey Starz! Zoey can introduce herself if she wishes, but just wanted you all to know who will be posting these excellent caps in the coming weeks!

Best,

Hallie Starz

Sissy Island: Open day

Hey guys, I'm Zoey Starz the new Co-author of the Sissy Island blog and hopefully I can achieve the same level of Captioning as the wonderful Hallie. If you want to see more of my captions just click on my profile and visit my other blog or check out my older captions on Rachels Haven, where I go by the username Vypress. 

Sissy Island: PLAYBOI Bunnis

A loooooong time since my last post requires a good cap - introducing PLAYBOI Bunnis!

Sissy Island Visitor: Belated Birthday

A visitor to the island missed his Sissy Sixteen...we can't have that now can we?

Sissy Island Visitor: Second Prettiest

New Sissy Island caption for you! Next couple will probably be all about Sissy Sixteens!

Re-Introduction

Hiya! Welcome to the Sissy Island! Likely you've found your way via Elena's site, so let me go over me and my blog! I'm Hallie Starz and I focus on sissy captions - but also caps from a specific sissy universe! I call it "Sissy Island" - it's basically an isolated island where native culture is that boys become sissy bois at age 16 after a Sweet Sixteen celebration! Sissy Island boys dream of being perfectly feminine and finding a nice rich girl to marry and please for the rest of their lives! It's a fun little idea and already has many captions talking about this place - you can find those caps in the Sissy Island tab at the top of the page or just searching the Sissy Island tag! So go on and check it out!

Stay sissy,

Hallie Starz