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What do you think is the best position for very deep anal entering ? a) for the bull b for the whiteboi / sissy / fag / twink

i am a beginner in bi-sex. I like a finger or a small plug in my ass. I like the feeling of beeing stuffed a little. I really like the idea of beeing "used" but the moment of penetration ist so scaring and painful that i don't dare to hold still for him... so what is the best way to start

not gay but addicted to big cocks: hold it in my hands, rubbing , stroking, , wanking getting him hard.. later to kneel down, my face in front of his hips, open my mouth , looking towards him... want to please him: kissing, licking, sucking, nibbling ... persevering wet, willing, dripping...