Chastity and orgasm denial discussion

Seeking guidance on keeping things inserted. I’ve given it a go before, but I’m somewhat more…seasoned…with plugs and similar items. For instance, I can begin with a large butt plug and get it fully seated in a fairly short time. A smaller plug doesn’t work for me at all; honestly, I barely sense it anymore.

Twice now I’ve ‘lost’ a large one because of a somewhat poor base design. I have bought four different plugs labeled as ‘large,’ but each shares that same floppy, untrustworthy base. Now, when using a large plug, I am VERY careful with how I handle it; the sensation is just stretching, yet I must be very cautious not to lose it again.

To address this issue, I bought a harness. The standard fit isn’t great and feels overall cheap, so I often opt for a rope harness that works equally well though. However, it included a small leather ‘keeper’ where you place the plug; this attachment secures the base effectively but makes it quite large to the point of discomfort.

Any advice or product suggestions for creating a more comfortable ‘large’ plug base? I’d like to manage long periods plugged in without worrying about losing anything.