I found it hard to masturbate while you are penetrating at the same time bc you have to bend down or your legs up to open your anus and relax it for a pleasurable experience.
I was the same way at first with the one finger, then two... but never would I get a sex toy.... I now have one beginner and 3 others. My suggestion is to get yourself some anal beads. They are cheap and you masturbate with them in... Pull them out as you cum, it feels amazing.
Or get yourself a dildo, place cushions on the floor and kneel on them doggie style. Spread your knees as wide as possible, but still comfortable to stay like that for 5 to 10 minutes. Lay your head on the ground fuck yourself with that lubed up dildo. At that position, you hit your prostate and you will feel your dick throb with out touching it. Its the best position I have found.
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