Hilarious...... I think you may have some issues if you can't keep a plug in, either buy a bigger one or stop all anal play for a few months to let it relax and return to normal.
I wear a plug alot. Pretty much only around the house. Only went in public a few times. I use the doc johnsons rear ender. I find it perfect, but it likes to slide out. I dont want to pay $60 for a real harness, So I take and old pair of whitie tighties, and pull it between my cheeks like a thong, and it hold it in place well. And its free!
Male. I havent been doing this for long. (8months) But every since I ordered my plug from ebay, Ive spent the majority of my time reading and blogging about them.