I haven’t tried these yet, though I’ve played with a “Prince’s Wand” before and have a set of Hagar Sounds.
I’ve seen plugs as separate items from cockhead rings and, as above, part of the ring thing.
Prince’s Wand, if you have a PA. This one is corkscrew style; there are countless variations in stem design.
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Stand-alone Penis Plug can be hollow, letting your cum or piss through, or solid to actually “plug up” your dick. Both types can also come with the head ring attached as seen in previous post above.
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Sounds come in various styles, materials and sizes,
The set shown here is similar to mine. I’ve gotten up to the 4th from the right.
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The ever adorable Armand Rizzo sounding himself.
The pained grimace is just for dramatic effects; this boy is NOT inexperienced in things kink.
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So... to the OP’s questions...
I started with a Prince’s Wand when I owned a tattoo & body art shop, our jewelry maker made a couple of them. Tried one out, thought it was pretty damn cool! It was a simple, smooth tube so no rings or bumps and not that thick. Still quite the new sensation.
Never played with anyone else while wearing one or playing with my sounds, they’ve just been solo explorations. And obviously enough fun that I bought a full set that I take out every now and then for a nice session. Wanking with a sound deep into your dick is... not like anything else I’ve felt. Like your cock is seriously rock hard if you’ve gone up to the thickest size you can take and put it in quite deep. As noted, I have a few more thicknesses to work up still!
And like many things, your max at the start is not actually your “max”, just what you can stretch up to at that point. With practice and patient work, you can get to pretty big sizes eventually.
This is not for everyone, just like many things aren’t for everyone and that’s cool. Just try not to be judgey if you find out your boyfriend/fuck buddy or one-off hookup likes putting things in his dick, wether that’s a simple Prince Albert ring, weighted Guiche or some insertables. To each their own, after all. Who knows, maybe you’ll grow to like it on him and decide to try it out for yourself.