This can't be true! I though you were smarter than this to call yourself a boyfriend to that bitch who lives next door! I respect you step-brother, way too much to allow this to go on. I hate her so much I am offering myself to keep your cock happy if you will break up with her. I know that's the only reason you're with her, to keep your cock wet and satisfied. It would be way too weird to fuck... more

We're pretty close right? As in I can talk with you about most anything. You're a super cool step-brother that way. Here is my dilemma, around campus I am being called Virgin-Emma which embarrasses me. I'm so shy and that is the only reason why I haven't messed around sexually. I still don't want to fuck anyone but I do want to have some experience so I'm not a complete virgin among my... more

I knew we would find something freaky in our parents bedroom. I hear your step-dad talking all sorts of nasty stuff sometimes to my step-mom. I never thought I would find a strap on in here though! I bet she fucks him in the ass and thats when he''s talking so nasty. This sounds like fun to me. You want to play around a little? I mean why not! Are you a freak like your step-dad? We aren't... more

Once again, your step-dad cancelled date night with me. How many times do I get dressed up only to get the phone call he has to work late again. Look at this dress! I think I look pretty fucking sexy tonight and he's going to miss it. If I believe everything happens for a reason it means you and I are meant to spend time together. You are always so patient and listen to me complain.... more

My step-mom likes to have control over me and I'm tired of it. I know my real step-dad gives her plenty of money to take care of me but she is so greedy and doesn't give me any. All my friends get to go shopping all the time! Drastic times call for creativity and this is where you come in. You are a really great step dad so I think we can come to an arrangement that serves both our needs. I... more

I wondered how long it would take for you to discover your step-mom did porn. So do you and your college friends have conversations about your moms scenes? Come on, I 'm sure you guys sit around wishing some of the things I did in porn could be done to you. Would you like a story to tell your friends about? I could give you a sample of what it 's like to be with a porn star. Come lay down... more

This may seem strange but you're the only one I can talk to. My boyfriend broke up with me because I wouldn't have sex with him. I told him I would get his cock off anytime he wanted but it would have to be with my hands. I think that's a pretty good deal, he didn't. So here is my dilemma. I have to know that my hand job wasn't the reason he broke up with me. I mean if this is as far as I... more

This has become problematic. You know what I'm talking about. You can't keep your eyes off my tits! It's embarrassing and everyone in the family has noticed. I'm surprised our parents haven't said something to you. Ever since they got married and made us siblings this whole family structure is askew. What kind of weird family do you come from anyway where you would get a boner from... more

Ok so you know my best friend has a crush on you. The thing is I want to go with my boyfriend and her to the prom but she needs a date. This is where you come in. Don't shake your head no! It's super easy. All you have to do is be her date for one night. It's not like I'm asking you to take one for the team and fuck her. What would make you change your mind? Ugh, really? you want me to... more

I'm glad my step-mom is gone. This gives us a chance to talk about something that might be awkward, at least for me. I'm sure you've heard of the term step-daddy issues. I mean we both know you aren't my real step-dad. My issue is I find you hot, as in I have a crush on you. You're the nicest man I know. You're really attractive and I feel a deep connection to you. It's the kind of... more