2 big things about using dildos... I'll start bold. I want a wetter and pliable asshole. I use a lot of lube. Maybe an ounce or so a session (I usually go on for 2 to 3 hours doggy style and then I bring myself to orgasm rocking back with 2 fingers loosely on my penis.) I understand the anus is nowhere near a vagina but damn would I save money if it was! I'm not a size queen in terms of length but my 7 in girth dildo is great and I wanna get it in faster and easier.
2nd, How's the mindset of riding dildos? I've tried bouncing with my legs as well as grinding in a chair but while it does feel good it's not vigorous enough to get me close and getting ready to cum reliably. I start getting uncomfortable after 30 minutes to an hour.
I'm no pro, and I do this off and on. I mainly mimic the porn I watch. I don't even vocalize... So any tips are welcome. Training my ass into a pussy especially.