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

I lead such a lazy life. I find a guy with a big heart and a big bank account to match, tell him how much I love him then next thing I know, I'm his wife. It's pretty easy to be taken care of. I mean, why would I want to waste my sexy self on someone who was poor? I want things, lots of things. I like to drive expensive cars and wear cute designer clothes. I find myself often bored... more

Here we are in New Orleans, while my step-mom goes out for the night I am left on the couch to sleep off the cold I caught. I can hardly believe she is leaving me here alone when shes the one who gave me her stupid cold. I cant blame her though for wanting to have fun. My dad certainly doesn't care about making sure she is smiling. I wonder where he is, the selfish bastard. Soon as I kick... more

I know you hear your father and I fighting quite a lot lately. It's because of your real mother always butting into our business. I hate to see you in the middle of all this contention. It must create much undo stress in you because it sure does do it to me. When you dad and I fight so much it means we don't have sex. Look at me, I am a woman who needs sex. You're a nice looking young man.... more

Widowed Ariella is looking to you (her stepson) to be the man of the house now and she expects that you will service all of her needs. One of her needs is cock. If you are unable or unwilling to fulfill this need, you will have to move out. Even without that threat, you were already willing to help her in any way possible. After all, she is pretty hot and her big tits have been your... more

You may wonder why I am here in your bedroom with a medical specimen container. I'm sure you heard your father and I fighting recently. The situation is that he has too low of sperm count to give me a baby. He promised me a baby if I married him. Look how young and fertile I am! I can't give up on the hope of being a mom so that is why I am here in front of you. I have to do something... more

Your new step mommie married your very old father just for his money. He has nothing else to offer her. You dropped out of college and your mere presence is bothersome to her. To keep your wicked step mommie happy, you will have to jerk your dick for her. You take out your dick and Diana determines that you have at least some value. She is wearing thigh-high stockings with a matching bra and... more

My hot stepmom is a good wife. She bakes for my Dad every time he goes away, because he likes to have freshly baked cookies when he comes home after being away for a while on business. I knew Dad was coming home tonight, and that only left me a couple of hours alone with Mom. I was feeling really horny, and my Mom has been taking care of my hard cock for a while now. I let her think that... more

We arent wasting one minute of time now that your dad is officially on his plane. Oh yes, he called right before he powered his phone off. Its just you and me now and you know why I am in your bedroom. I must have that dick again. I know this is kind of wrong but I cant stop myself. You like fucking me to dont you? From the looks of that bulge growing in your underwear I see the answer is... more

Amanda is in love with your father and she has been with him for a year. While she loves him very much, she wonders why he has not proposed marriage to her yet. Maybe you can find out what he is thinking. Since you get along with Amanda, you agree to talk to your father. To show her gratitude, Amanda thinks that she can offer you some dating tips and maybe even more than that. Can you keep a... more

I thought I could trust a secret with my step-sister. I had to tell someone what I've been thinking about toward my new step-mom. I thought maybe unloaded my dirty fantasies would make them go away or at least not be such a constant bother. I was wrong. After I spilled my secret longing for my step-mom to my sister I found myself wanting something to happen for real with her. It's something... more

It's just me and my step-mom at the house since dad passed away a couple years ago. Even though I am twenty I could move out and give her the privacy she probably would enjoy but I can't do that because I have the secret hot's for her. It's not really something I can just come out and tell her but maybe todays' Mothers Day gift will show her how I feel. She was laying in bed reading a book,... more

Not everyone has a step mom as sexy as yours is. Nadia is cutting up some apples for a snack and you wonder why she is dressed like a slut. She is hoping you can give her pointers about being a "real mom." She starts asking you questions about yourself and you get the feeling that she is into you. She is hot and you love the attention. Nasty step mom Nadia thinks that she wants to see you jerk... more

Just when I had resigned myself to spending Halloween in my bedroom alone, my step mom burst in my room with another plan. She said my dad refused to dress up and go to this mansion in Hollywood where tons of hot sexy people will be. My mom looked pretty damn cute dressed in her steam punk outfit and she is so convincing that I will have a good time I agreed to wear the costume that my dad... more

I can tell you are super nervous about going out on your date tonight. You've been acting a little strange all day which leads me to believe you must really like this new girl. It's ok to be nervous but you could and should do something to take the edge off if you know what I mean. You don't know what I mean? First, let's pretend that I am your date tonight. If we role play out the... more

Your step mother is getting ready for her first date since your father passed last year. Can you help her choose what to wear? Much to your surprise, she changes her top right in front of you and you see her full titties! You feel your dick getting hard. This is wrong, but you cannot help yourself. Her titties look so good in the second top. You see her nipples are erect. Now she tells you how... more

Your dad has been gone for a week and I'm not sure if I can go any longer without a cock in me. In fact, I know I can't. This is why I called you into my bedroom. I want your cock. It's not like you're my real son so it's not so wrong but still, don't tell your father about this. I'll cum really quick. I'm so horny. Would you lick me first before you stick that beautiful dick in me? Oh... more

Honey, there are rumors going around about something that has me concerned. Are you gay? Your father and I completely support you if you are. We heard some of your sister's friends talking and they were saying you are since you haven't had a girlfriend yet. I know you are just twenty but its true most boys your age have had a few girlfriends by now. I'm just your step-mom but I am... more

Your dad just married his mail order bride, Nikita. Be clear that she runs the house now and that she has some rules. You are expected to do chores and Nikita informs you that her old husband cannot satisfy her, but that she expects you to satisfy her. You have no choice because you have seen how your father acts around Nikita. You show her your cock and she asks you to grab it tightly and... more

It looks like my stepmom is finally ready to start dating again. My pops passed on last year and left the house to her with the stipulation I also get to live here rent free as long as I wish. It seems kind of weird that she keeps his ashes in an urn in what was their bedroom. It's even more weird that she asks me to come in to the bedroom to help her choose which dress she should wear on... more

I have to talk with you. Something happened at the grocery store that has me very upset. You see the outfit I'm wearing? I look sexy right? Well the guy at the grocery store called me Ma'am. I don't look like I should be called Ma'am do I? I think I look pretty hot for my age and now I'm all depressed. I'm not really that much older than you. I'm hardly old enough to be anything but... more

My stepmom could be really be like model hot. Seriously, she has the right bone structure and perfect boobs but she is so frumpy. She doesn't really do much to make herself more girly since my dad died last year. She mainly stays at home and makes sure all my needs are met like a good mom should. She keeps the house clean and all of my meals made. She wants to make sure I am happy at home... more

Can you help your step mom decide which shoes to wear out tonight? She models 2 pair for you. You start getting hard just watching her try on the shoes especially the really high heels. Step mom Mellanie sees your hard on and she suggests that you get rid of that hard on quickly. Get your dick out and jerk it off to your MILF step mom. What really did it for you is her ass. Her skirt is... more

Your step mother CeCe is concerned that your dad might be cheating on her with his sexy new big-breasted secretary. This has made her feel self-conscious about her own appearance. Do you know anything about what your dad might be thinking? Do you like step mommie CeCe's tits? They are not big or fake, but the concern she has is that she wants to make her husband happy. Oh, you cannot see them... more

I'm not quite sure how to approach this subject so I'm just going to come out and say what I need from you. First, you can't say anything about meeting with me today and second, don't be offended by what I am about to do. You see, if you're going to be my son in law I have to know for sure that you are capable of giving my daughter superb sperm so that I can have beautiful grandchildren. I... more

Your step mother Joclyn noticed that you might have some kind of injury. You know that she took a nursing class for one semester, so maybe she can offer a hand. She asks when the last time was that you masturbated and you are a little embarrassed by her question. It has been a week, you confess. She believes that you might be a little backed up and she suggests that you just trust her and let... more

Quick! We only have a few minutes before your dad will get back from the store with his typical weekend diet, beer. I want to play with you to thank you for being my little lover. It's so nice having a virile young man in the house and one who happens to love his step-moms pussy. Your dad certainly can't satisfy me with that limp dick of his. He would rather drink his life away than fuck a... more

Honey, we need to talk. You returned my laptop with quite a few windows open regarding the topic of premature ejaculation. You are the only person I let use my laptop so I know this is something you have been researching information on. I know I'm not your real mother but maybe I can be of some help regarding this uncomfortable matter. You seem to be dating quite a lot of different girls... more

You caught your step mother masturbating with your shirt in her hands and she just wants to explain. She was doing laundry and when she found your shirt, she had to touch herself. Your father does not satisfy her any longer and she wants to explore other options. Since she already got herself off today, maybe she can get you off now. Darlene is your hungry step mother and she really wants to... more

My dad recently married one of the hottest MILFs I've ever seen. When he told me that they were going to get married, it made me a little nervous knowing that she was going to be living in the same house as me and my pop. My dad decided that the best way for us to all get to know one another better was to arrange our first vacation together as a new "family". He and I always loved surfing,... more

If someone were to give you a nickname it would have to be "The WankMaster" You can't keep your hands off your cock can you? Your step Mom is sympathetic to your situation. She lovingly removes the bandage from your freshly healed appendage and is so relieved to see that your penis has healed from all that rub and tub you do. Since she is your step mom she makes sure you feel completely... more

I was about to fall asleep on the couch when my step-mom burst through the front door and into the living room. She was swearing and yelling something about my Dad cheating on her with her 20 year old secretary. My step-mom and Dad run a company together. It's actually my step-moms business and she hired my dad to work for her before they were married. My mom works really long hours and is... more

Your father just phoned to say he will be delayed in joining us on our vacation. He won't arrive until tomorrow so that leaves you and me together tonight. You are such a perfect step-son the way you carry my luggage for me and tidy up the room. I feel kind of bad for you though. You've been sulking under a cloud of depression since you girlfriend dumped you. I thought a little family... more

Your step mother is already bothering you about how lazy you are. You are not actually lazy, but you have a boner and you want to jack off all day long. You feel emboldened and you ask your step mother for a little help. She agrees, but she tells you that this is the last time. She takes off her dress and she stands before you in her bra and panties with thigh-high stockings and she grabs your... more

My lazy step son never helps around the house like I ask him to. I am so fed up that I decide the only way to get him to obey is to serve him a little memorable humiliation. I make him wear my pink panties that he has been using to jerk off with. He is such a twisted little fuck that his cock gets hard just by feeling the fabric against his private parts. This makes me furious so I demand him... more

Syren can hardly contain herself with the news of her step son making captain of the local college football team. The real truth of her enthusiasm was discovered as she told her son of her fantasy when she was his age. The captain of the football team back then was quite the man whore who took advantage of his football status by fucking every co-ed who threw herself his way, except for her.... more

Your stepmom and her sister, your Aunt Zoey, sit before you. Raylene mentions that she found you jerking off to photos of her and that she helped you to jerk off. Today your Aunt Zoey is going to help to get you off with the help of her sister Raylene. Your dick has never been so hard before. Mommie Raylene shows you the technique you are to use on your dick and you wonder where she learned how... more

Now that it's just you and me home for a little while I thought it's the best time to come talk with you about something. First, let me say that it's been great for your dad having you back home. We're really sorry you lost your job due to the government shut down but we want to make everything here really nice for you. I also have to ask, am I imagining a little sexual tension between us?... more

Nina is your future step mom and she does not care for your slacking ways. Don't you have a job interview? Get up! Hurry and you might actually make it there in time. Where is your motivation, boy? Nina decides to share a trick that helped her when she was in college. Just bust out a fat nutt every morning and your day will go much better. In fact, Nina is willing to help you. Come on get your... more

I've been avoiding my step mom like the plague. How am I supposed to conceal the fact that I saw her in a porn video? She carries on around the house as if she were a typical suburbia housewife but I know better. It doesn't help that I get a raging boner just thinking of her and what I saw her do in her movies. My dad is one lucky guy for marrying her. I wish I could get a piece of that... more

So I'm taking a day off from college classes and making it a lazy day of laying around the house when I found myself involved in a sneaky situation. I'm almost asleep on the sofa when I hear the patio door slowly slide open. I couldn't really tell who was coming in but I knew it was a female so I laid there perfectly still. Once the door was shut and she turned around I think she was as... more

How are you feeling about your date tonight? Your step mother can see how nervous you are about this girl. This is a college girl, so your step mom wants to make sure you know exactly what to do. The first thing is that you have to relieve some tension. She has a game in mind to help to put you at ease. Are you ready? She wants to role play with you. She will play the part of your girlfriend... more

Veronica is your horny step mother and you have caught her eye. She wonders if you have ever had sex before. You will not be fucking her today, but she will help you to jack off. Now get out that cock and let step mommie help. She asks you to start stroking your cock as she plays with her pussy through her sheer panties. Your naughty step mommie then turns around and goes ass up and you think... more

It must be slightly strange for you to have to get used to calling me mom even though we are the same age. What is even more strange I would think is you were such a punk to me in class and here I am married to your dad and woman of the house now. You essentially have to do what I ask of you our else there will be problems here and you don't want that do you? I notice you don't do many... more

My step-mom is a hot little number. My dad has always liked his women pretty and petite. I think he married the best looking one of all the women he's brought home. Not only is she cute but she also is so polite and kind. It's like she isn't even my step-mom but more of a friend to me. I don't really want to move out of the house because she is so dang nice. Most of my buddy's have their... more

My stepmom is pretty hot. I have fantasized her a lot while growing up, and admittedly have a little crush on her. One day I came home early from classes, and I heard some noise coming from my parents bedroom. I knew my mom and dad were at work, so I cracked open the door a little bit to see if we were being robbed or what. What I saw in my parents room was so shocking that I couldn't... more