JillsBloom

Sadly no. But it was the beginning of a new chapter of self indulgence

Don't you just love new toy day? I'm prepping right now for the Doc Johnson Destroyer. (4.25" diameter) I'm typing with my 3.5" in waiting for the right time to start working it! What is your best and worst new toy day story? 

My best.

I bought the Ream and scream plug years ago. When I got home and got ready to play my ass was clean and ready with no prep. The first time I pushed it in I was passed the first head and well on my way to the second!

My worst:

Bought Great American challenge. Got home started to ride it. Then, girlfriend came home and caught me. (before I was transitioning) What a mess!!!!

Stretching my ass is the drug

Long term wear is just not for everyone. I have a very generous hole and I still don't do well with long term wear outside of the house.  In a controlled environment I'll go 45 minutes to an hour.  My goal with longer wearing is to use my easy 7"x 3" plug to relax my 2nd. More than that doesn't seem to add any benefits for me

Eggplants. The big ones<3  I trim off the stem and use a condom over them. Otherwise they soak up too much lube. When I was your size I used the stem side. They have a taper to the really large part and they compress a bit when you push your limits. Of course now it's big end first for this girl!