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Location: US
Posts: 28
Sure you are using plugs and not dildos? Plugs have a narrow base so the rim can lock it in.
Part of it is practice too. The plug doesn't go inside magically. Set it on a hard surface, slowly sit on it until you feel you rim muscles get past the fattest part and take the base. Too much lube and it will slip out. Too little and it will hurt.
I travel between Ottawa and Montreal a lot. I have a medium size butt plug I like to wear while I'm driving. I like to stop about half way to get out and stretch my legs and get a drink. I know people can see the bulge in the seat of my pants as I walk around and I get so hot and dripping wondering what their thinking.
I wear them when ever I can, especially out running errands. Having my ass plugged and shopping is so amazing. I did once have one squirt out while I was standing in a checkout line. Oops. Had to stuff it back in while the 2 ladies behind me in line snickered. So embarrassing but also so exciting.