Pleases your lust for: MILF, Dildo Fucking, Orgasms, Upskirt, Downblouse, Taboo Family Affairs

Olga from NJ writes into the MILF Diaries:

My step-sister and I are complete opposites. She is shy and demure. I am easy going and lively. She dresses nice, but conservative. I dress sexy but classy. She hides her big boobs. I love to show my boobs; they are beautiful, so why not? I love sex. She's afraid of it. She has hangups. I don't. She mulls things over and over. If I want something, I go for it. Her present boyfriend, if he can be called that, whom she dates n...

Pleases your lust for: MILF, Dildo Fucking, Orgasms, Upskirt, Downblouse, Taboo Family Affairs

Olga from NJ writes into the MILF Diaries:

My step-sister and I are complete opposites. She is shy and demure. I am easy going and lively. She dresses nice, but conservative. I dress sexy but classy. She hides her big boobs. I love to show my boobs; they are beautiful, so why not? I love sex. She's afraid of it. She has hangups. I don't. She mulls things over and over. If I want something, I go for it. Her present boyfriend, if he can be called that, whom she dates now for several months, invites her to a cruise. Rather than happily accept, she is worried about sharing a cabin with him. And why? Because he will want sex. Of course he will! She's never done anything with him, all these months. Not even a blowjob. Forget about fucking. She is mostly worried because she thinks she can't orgasm and will have to fake it. That is stupid. Any woman can have an orgasm. It's all in her head. Nothing wrong with her libido. I want to help her overcome her hangup. I offer to teach her how to orgasm and have fun. I get a few of my favorite dildos and start penetrating her pussy, She is tight, I try and try and try, do everything I do when I masturbate. Nothing. Not even a quiet moan. No reaction. Zilch. Maybe she needs a male pounding her with the dildo. I call junior. She freaks out. Are you crazy, out step-brother? So what? He's done it for me when I wanted a little help, and he is pretty good at it, despite his young age. He is only too happy to help. I play with her big boobs, lick and suck on her nipples, while junior slowly inserts my favorite vibrator into our step-sister's pussy. And guess what? She starts moaning. This slut. First she complains, then she goes straight into moaning once he holds the very same thing as I did. Her moaning gets louder and more frequent. He pounds her real hard now from a straight angle. And here she cums! Now she is so turned on, that she soon screams out her second orgasm. And he keeps going, now teasing her pussy until she can;t anymore and climaxes again, screaming like crazy, If she does that in a cruise liner's cabin, the whole ship will hear it! Okay, shy-step-sister-turned-slut, lets show you how to give good head now. Come on, junior, stick your dick in her mouth!