Last week, I saw that an online adult toy shop had a prostate massager for sale, and I was curious, so I bought that, along with 3-size training set of buttplugs, and some very skimpy thongs.
It all arrived today, and I spent some time getting all cleaned up. I’d never done anything with my ass before, so I was expecting even the smallest of the plugs to hurt, but to my surprise it was much easier to insert.
Fast forward about 15 minutes, and now I’ve got the middle one inside me as I’m writing this. Sitting down on my chair pushed the plug even further, and grinding my ass back and forth feels oddly nice. My cock is the hardest it’s been in ages and leaking into the thongs.
I think I might be getting a cage next.
Get the cage. Make sure not to go too big to start, easiest mistake.
I would recommend a kink3d cobra knock off for around $20 (AliExpress) as a good starting point because they fit well, are light (in plastic), come in black or pink, and include a variety of rings so you can experiment with size. I wear the baby/nub size and it’s very comfy!