Adventures in anal training! This session's goal is to get used to deep anal insertion... by having an orgasm with a dildo all the way up my ass! I start out by teasing my clit with my purple wand vibrator, giving myself as much time as I need to get naturally wet. It only takes a few minutes for me to get wet, and before I can get into it I switch to spreading my ass cheeks to show you my pink asshole and overgrown pubic hair! I spread and flex my asshole a few times before slowly working my smooth pink dildo into my ass. (Preparatory stretching edited out for length) After getting the tip in, it was surprisingly easy to slide all the way in! Once fully inserted, I sit down on the dildo to keep it as deep inside me as possible, then put the vibrator back on my clit. I do my best to keep my pussy spread while I masturbate so you can see the wetness drip out of me while my asshole twitches around the dildo. Something about my asshole being filled made me cum much quicker and harder than anticipated, and when I cum my thighs shake as my body stiffens in pleasure. I make sure to spread my pussy wide and play with my wetness, before finally removing the dildo from my ass to show off my tiny gape! :)