do you have any advice for wearing your training penis for so long? everytime i've done something like that i've gotten so dry down there and it's sore to take out after :(
This is a really fair question. Thanks for asking!
As with most kinky things, I'm only ever doing things to the extent where they feel comfortable and fun.
The longest I've worn my training penis (which is what my partner has me call the dildo he got me) is overnight, and I've only done that once. I've found it fun and comfy in some circumstances, and uncomfortable in the way you're describing other times.
One factor is the way I'm positioned. If I'm sitting upright in a hard chair or something, the pressure feels uncomfortable after long periods. I wore it under a pull-up to the auto shop one time, just to add some spice to my day, and I spent almost three hours trying not to squirm in my seat. I even went to the bathroom once and took it out to take a break before putting it back in (nowhere else to hide it lol). Not a fun time!
When I'm laying down, it sits more nicely inside of me and it's easier to wear for longer.
However, another factor is dildo size. I have two dildos. One is seven inches long. I would not consider walking into the kitchen with that motherfucker inside of me, much less out of the house. It depends on who you are and your shape a bit, I'd imagine, but for me, it's too big and even when I'm fully warmed up, there's a half inch or so that I can't comfortably fit.
The other dildo — my training penis — is about 4.5 inches of insertable length and thick. I love it. I can link it if anyone's interested. I feel it inside of me and it fills me up, but it doesn't hurt.
The last factor I consider is how you're feeling generally. While it sounds fun to surprise your partner or feel a bit spicy yourself by having a dildo in, foreplay is still important! I try to come once before inserting anything other than fingers inside of me. It gets me wet and more... receptive down there.
Even so, I use plenty (PLENTY) of lube. I put a big squirt of lube on the dildo, then spread it around using my fingers. I don't want a dry bit of the dildo to feel like it's catching on the way in. I then use the excess on myself to make sure the area where it's being inserted is plenty lubed up. Even if you naturally get wet, the excitement of having something in there might wear off a bit, whereas the lube sticks around and makes things smoother, in my experience.
I haven't ventured to wear it overnight a second time, because it wasn't all that fun the first time. If my partner was super into it and I was very turned on going into it, maybe I'd try again. But don't push yourself to reach a goal that doesn't feel fun when you hit it. They're your goalposts; make them fun for you! It doesn't matter what works for someone else if it feels weird and uncomfortable for your body.
I hope you have fun exploring!