My stepsis went on a date with her boyfriend and she was ready to finally have her first time having sex but he didn't know how to handle it! That's why it was an epic fail and my stepsis came home really sad and found me taking a nap wearing only my boxers... she felt comfortable on her undies too and laid down next to me. When I found out I asked her what happened with her and I noticed how sad she was, and as the great big stepbro I am, I had to comfort her and help her get ready for her first time. Well... second time to be honest, since the first one was with me!

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