Your step mother is concerned about the girl you are dating. Darryl thinks that you might be dating a slut and she wants to make sure that you do not get hurt. She has known you for your whole life and she really cares about you. You should have a woman who treats you right, and she does not believe your current girlfriend fits the bill. Darryl has your needs in mind and she is concerned for... more

I am quite sure I just felt you eye fucking my ass while I was bent over looking for my missing wedding ring. Your father will be beside himself if he gets home and notices it's not on my finger where it should be. I think this is some kind of sign why it keeps falling off my finger. What do you think? Help me find my ring would you? Oh wait, what is that? It's true what I was thinking!... more

I think we need to have a talk. Oh, no it isn't about anything bad necessarily. It's about something that we need to work out together so we can live with each other peacefully in this house. You've always been accepting of me as your new step-mom however, when your dad bought me these big boobs a few months ago it seems you can't keep your eyes off of them! It's really becoming noticeable... more

I'm layin' around in my room trying to decide if I should go to a Christmas party or just crank one out and fall asleep, when I heard a knock at my bedroom door. It sounded like my step-mom asking if I was in my room, but she was supposed to be at my dad's annual Christmas party. Turns out she left the party after she found my dad making out with his secretary in the copy room. I wasn't... more

I can't believe I'm sitting here in a supposed penis specialist's office. My step-mother thought it necessary to bring me to a cock doctor just because I'm nineteen and have not ever had a girlfriend. I may have mentioned I hate the size of my penis to her half jokingly and now here I am about to find out if I am well equipped or below average. My step-mom is kind of neurotic that way,... more

Your step mother has been trying to get pregnant for the last year, but since your dad is so much older, things are going a little slowly. She was examined out at the hospital and she is medically cleared, so it is your dad that is the problem. Lisa does not have the heart to tell him this, so she is coming to you for some assistance. Could you please give her your sperm so that she can be... more

Something seems to be troubling you lately son, what it is? You need to talk to me about your penis? What happened to it? Did you catch a nasty disease from some skank at college? Well come on, you can tell me even though I'm not your real mom it may make it easier that I am your stepmom. You've been watching a lot of porn and now you think your penis is too small? You can't compare... more

Your father thinks that Krissy dresses inappropriately around you. Krissy is now your step mother and you like how she dresses, but your dad wants her to dress more conservatively. Is what she is wearing slutty? You do not think that she is slutty at all. You think she looks great. She changes her clothes to what your dad wants her to wear and you are shocked. You like how she looks in her... more

Oh hey, I'm glad you are home. I am going out tonight with my girlfriends and I want to look super sexy. I can't decide which heels I should wear with this outfit so I need your help. It appears you liked the first pair I modeled but I can really tell you like these heels with the red bottom. You know I can tell you like these heels the best? I see your dick getting hard. You aren't... more

Austin is your sexy step mother and she is happy to be a part of the family. There is one thing that she has to discuss with you, though, and it is a little awkward. When you were rubbing the suntan lotion on her, it was clear that you both were enjoying it a little too much. She saw the bulge in your bathing suit. You noticed from the first time you met your step mom that she was definitely a... more