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Yeah I mean it shouldn’t truly hurt but feel like pressure
i don’t use penetration during masturbation, it’s just uncomfortable for me to physically hold that position and i don’t feel much pleasure. it’s a weird pressure that is almost painful, but not really at the same time. i don’t know how to explain it. also i don’t keep my nails super short, so it can feel kinda scratchy. i do like toys that you insert and just leave alone in there. you could try that.