I'm almost too old to be vacationing with my parents but they invited me along last minute on an extended weekend trip to Mexico and I couldn't resist. It's never a guarantee if I'm going to hook up with a girl but with my step-mom around, something fun is sure to happen. No more had we settled in our rooms and had a few minutes at the pool when my step mom and I decided to go back to our... more

You find a Hitachi Magic Wand on the floor of your step mother's bedroom. Raylene calls out to see if anyone is home, but you hide behind the chair, since you are not supposed to be in her room. She decides to relax on the bed and have some fun with the Hitachi. Unfortunately you are quickly discovered and now it is your turn to be exposed. Your angry step mother threatens you. If you don't do... more

I notice that you spend way too much time in your room lately. As your stepmother I feel it's part of my duty to find out why all the moping is happening. You're a good looking young man and should be outside enjoying the summer weather, not cooped up in your bedroom all day. I thought once you enrolled in college, all your time would be spent being busy but that doesn't appear to be the... more

Holly cannot resist younger men and she is jerking off her daughter's boyfriend on the couch. Her husband just doesn't satisfy her like he once did and she needs to take care of herself. Unfortunately for both Holly and her male friend, you walk in on them. Holly quickly jumps to try to explain her actions, but you know you have your step mom just where you want her. She promises to do anything... more

As you can see I came in here and cleaned your room for you. It was really a pig pen and grossing me out. You should have more respect while living in your dads house and for me your new step mom. We're almost the same age which must make things a little weird for you especially when I tell you what I found under your mattress. Can you explain to me why my expensive stockings were under... more

I have the greatest stepmom ever. Not only is she hot, she's also very cool and not like most women her age. The truth is, I've had the hots for her for years, and have sort of developed a fetish for her panties. I used to steal them from the hamper and jack off while smelling them. I loved the feeling of the soft silky fabric rubbing against my dick, and knowing that my mom's pussy was... more

My Step-mom has the hottest friends. They get together once a week for "Book club" where they basically sit around drinking wine all afternoon and talk about some stupid romance novel or something. They're all super hot MILFs, and I always seem to find some reason to walk through the living room to get a peek at them. They love to flirt and embarrass me, and it really turns me on when they... more

Why have you been so quiet lately? Your step mother Brenda asks why you have shut her out. Did she do something to make you act like that toward her? You tell her that you think that she is doing porn and she is shocked that you would say that. She vehemently denies it, but then you tell her that you saw her yourself. She is shocked that you found out about her secret and she hopes that you... more

I try to be a good step mother, but recently there is such a strange thing happening that I can only think of one person to blame, my step son. No sooner do I buy new panties to replace ones that went missing then the new ones disappear as well. I've had it and am determined to get to the bottom of this. Maybe I can quietly search his bedroom and recover my stolen undergarments. When he... more

I thought you would be hanging out with girls your own age this whole vacation. I am surprised to see you sitting here with me most days. Don't those twenty something's at the pool interest you? Your father certainly doesn't want to spend his vacation days soaking up sun with me so I do appreciate your company. I am wondering though, since you are my step-son if you might have a crush or... more