Asking Step Dad For Sex Advice My step-daughter, Evelyn, called me into her bedroom this morning to ask me a question. She tells me that her boyfriend has been asking her to do anal lately, and she needs someone to talk to about it. She confesses to me that she tried putting one of her fingers in her ass and it kind of hurt her, so she’s afraid to do anal with her boyfriend! She asks me if I could put just the tip of my cock in her ass, to try and help her be more prepared for her boyfriend. She starts to tease me and turn me on with her body; She pulls her light blue skirt down, exposing her pretty pussy and ass hole to me. Then she pulls her white top off as well. I slowly ease my cock into her ass, since she is an anal virgin and I don’t want to hurt my step-daughter. After I slowly fuck her ass in the doggystyle position, I ask her to flip over on to her back. I slowly shove my cock into her ass hole from the missionary position now. I ask her if she’s ready for her boyfriend to fuck her ass hole, and she tells me that she is almost ready, but not yet…! I keep fucking her ass for a few more minutes. I keep fucking her ass, nice and slow, until I cum deep inside of her ass. She tells me that she thinks she is ready for more anal now! I’m glad I could help my step-daughter out!