I just love the feeling of a comfortable plug filling me and giving me so much pleasure for any movement I make. It's so much fun and immensly pleasurable. My favorite toy is the Sparkplug XL by Oxballs, transparent version. I put a tiny drop of lube and get it inside and then wear it fully as it's also a cock ring. It's extremely comfortable. I always make sure there are no pubic hair and make everything clean and neat before I use it. Once it's in I put on a tight male thong and then a boxer, that way everything is in place and doesn't move.
I went grocery shopping and just walking around Paris or even morning sports such as jogging, biking, weightlifting. But I must say the most exciting thing is to sleep with it. Going to bed feeling filled and aroused is really great. I don't jerk off, I just like to keep me continuously aroused.
Driving is also great while having a vibrating plug. The Oxballs Sparkplug is great for quiet comfort and focusing on something else but a vibraiting plug is quiet something. I sometimes wear a vibrating bullet with the sparkplug and I let it powered on until the battery dies off.
My second best anal pleasurer is the BigBoy by RocksOff. 7" insertable length and three gradually big bulbuous medical grade silicone sex toy. The biggest bulb is 1.7" big. It has a 80mm powerfull vibrating bullet. Lots of people complains about it being difficult to wear, I personaly struggled a bit but after few attempts I was able to wear it fully.
I once slept with it, well plugged, wearing a small thong 100% cotton fabric to ensure it won't move while I sleep as night bowel movements create fecal matter and gas. I regularly evacuate gas when feel the pressure by opening a bit more my anus, it escapes really easy and quickly. Same with the Sparkplug but it's even more easier with that one to release gas.
I used a Fleshlight to pump my cock while the BigBoy was buzzing at full speed and of course stop right when I was about to jerk 4 or 5 times and then let it shoot like a volcano. So much fun ! Especially when I do that late night in the garden during the summer, fully naked. All the neighbours are fast asleep, no lights and hidden between two trees on a nice large hammock. Till 4'O clock in the morning and then go to bed, plugged, and sleep till 2PM (I do it only during the weekends).
Then after couple of years of using these toys of joy, I decided to get rid of them all : I got a girlfriend and I knew she'd freak. I'm glad I did that. Soon enough she was fingering my ass and sucking my cock, now I'm married to her. I sometimes dream to wear the plugs with her and pleasure ourselves mutually but I know she will never accept that. I sometimes dream about an anal wife full of imagination and open minded sexuality (no wife sharing or any other partners, just the two of us).