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Real men like the friction! It'll be OK, darling. Trust me! It always hurts at first but it soon feels really nice, I promise! Now, be a good boy for...Mommy. In you go!”I felt his swollen glans pressing against my anus and he then spent several seconds trying all ways to get it to go in. He was starting to sound flustered so I tried to give him some coaching and encouragement. I know.... Newbies, right?“Now put the tip against my hole, sweetie. Make sure you have it aimed nice and straight.. Looking at the time it’s 6:30am. Ugh. Should of had more sleep but was up late doing that video for YouTube. Can’t let my fans down. Though could of done it on patreon. Maybe next time. Either way I don’t use my real name or age on either one. Who would suspect that I just turned 18.Ok. Time to get up and get ready for school. First thing first and that’s the toilet. As I get up and walk into the attached room which is my bathroom. Always thought it was a good thing when my parents built this. More

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