I see this stiff sock you left under your bed. I'm sure you recognize it because it seems quite freshly soiled. You are one sick pig for jerking off in your socks then thinking hiding them under your bed will hide your disgusting habit. I should tell your father but decided to deal with it myself this time. Since you seem to have such a lack of respect for the clothing your father and I buy you why don't you bend over my knee and plant your face real close to that sock. Maybe staring at your filth will make you appreciate it and take care of it from now on. You socks were meant for your feet not your dick juice!

Your step mother and therapist both feel that you need a little help with stress management. Cherie, your therapist, believes that masturbation is your best option and both women want to help you. You are left-hand dominant and your left arm has been giving you some trouble recently. It seems that you will need some extra help in masturbating with your right hand and your step mother wants to help you. The first step is that you need some visual stimulation. Step mother Zoey and your therapist Cherie are eager to remove their bras to show off their tits to you. Your hard on is a promising sign, so both women continue encouraging you as you begin to jack off. You never jacked off before with your right hand, so it feels new and exciting to you. Be sure not to go too fast at first. As you continue to work your cock, the women take down their skirts and tease you with their asses. The therapist goes a little further and shows off her pussy just to make sure you cum nice and hard. When you finally explode, you receive high praise from both women and you all know that your right-hand therapy will go very smoothly.

Your dad is passed out from drinking way to many beers tonight. Look at me and how hot I look all dressed up! I can't believe he chose to get drunk instead of bang the shit out of me tonight, which leads me to why I am here in your room. I can't go to bed without seeing a cock tonight. We aren't really family since I'm only your stepmom so I figured your cock is as good as any plus it's only down the hall from mine and your dad's bedroom so it's a convenient cock. I'm not going to fuck you tonight but I do want to see your cock and watch you pleasure yourself while you are looking at me. I want to feel sexy again and know I can get a young cock like yours hard. Your dad left me feeling very undesirable tonight. You can stroke yourself for me can't you? Oh yes, just like that. Do you like the sexy lingerie I'm wearing? You can see my clit and pussy through these lacey panties. Keep stroking that young thick cock for me. I may have to sneak back in here some other time to actually fuck that gorgeous cock of yours. Your thick meat stick is almost twice as big as your father's dick! Now I'm going to be fantasizing about fucking you and you're right down the hall from me! Go ahead look at my pink pussy as you stroke yourself and imagine stuffing me full of your cock. I can see you staring at my big titties. I'll sit here and I want you to position yourself so you can spray your hot seed all over my big tits. That's it kneel above me and stroke while I count down to one and at one you're going to release your load all over these big fun bags. Oh yes! Look at all that creamy cum you gave me! You're such a little stud muffin. Now don't tell your dad about this so I can come make visits to you every night. Would you like to have a secret affair with your stepmother? Keep quiet about this and I will make it happen. I can hardly wait to see that thick cock of yours again.

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 lonely she is without your dad around, but that she is so glad that she has you in her life. She asks you if you like her boobs and she undoes her top to fully reveal them to you. They are fantastic and again you can feel your dick getting hard. This time, though, your mother notices. She seems to approve. She stands in front of you telling you that she has needs and she caresses her titties. Come closer to your mother. You are now very close to her and you can feel the heat coming off of her body. Sit on the bed. When she reaches over to you, you are a little surprised that she reaches for your cock. You take your cock out and start stroking it. She tells you to touch her tits and you do as you have been told. It is clear that she is becoming turned on watching you pleasure yourself. She spreads her legs and you see that she is not wearing any panties for her date! Mommie is a slut!! As she works over her pussy, you think that you would like to keep her to yourself. When she tells you to cum on her titties, you do just that. What mess you have made on your mother!!

Your new step mother is not used to being around you and her silky robe keeps popping open. She is nude underneath and not shy about it. You are staring at her and she acknowledges your attention. She even goes beyond that and tells you that you can jerk off right there in the kitchen. Sarah has big fake tits, but you don't care if they are real or fake. You love all titties even your stepmom's tits! It is obvious that your stepmom is enjoying watching you jack off to her. She jiggles her ass before she begs you to give her your cum right on her pretty ass.

I am fairly new to this step mom role so bear with me as I try to talk with you about a certain subject. I was doing laundry and had to dispose of some of your socks lets say for reasons that they are un-wearable. I know how they got that way and am in here now to give you an alternative disposal option. See this box of tissues? They are much more convenient and disposable than your socks. I will even show you step by step the process because I am a nice mom like that.

Your dad told me you've been rather troubled lately and asked me to come talk with you since you wont tell him what is bothering you. You don't like the fact you're still a virgin! Nineteen is a little old these days to still be a virgin but there is nothing wrong with that. Oh, and you're concerned you won't know what to do with a girl when the opportunity presents itself? I can understand that, I have an idea. I am only your step mom so what I'm thinking isn't too far out there but what if I gave you some instruction how to please a woman? Would you like that? Consider it a live sex ed lesson with step mom. I'm going to show you my pussy and tell you how to lick it to pleasure me. That's a good boy. Now let me see you cock so I can blow you to get you rock hard. You've never been blown before? Well this is going to be a treat for you because I love giving head. My pussy is super wet and your cock is super hard so now I think you're ready to fuck me. I'll spread my legs and you slide your cock right in my tight little hole. Oh yes, just like that. Now I'm going to turn over for you to fuck me from behind which is called doggy style position. Remember, when you feel like you have to cum you must pull your dick out of my pussy and let your spooge go all over my ass. I want to feel how much cum you can give me your first time. Oh wow! That was a pretty good load! So how do you feel not being a virgin anymore? Sex is really pretty easy isn't it? I think you did a great job. You don't have to tell your father what went on in here. I think he will notice you being a lot happier around the house now won't he?

Ive been watching you pace in the front room for the past hour. Come tell me what is troubling you. Oh dear, you took one of your fathers little blue pills? You are way too young to take those. You have a hot date and wanted to make sure you could perform all night? How horrible that she cancelled and now you are stuck with perpetual wood. We have to figure out how to get rid of that troublesome boner before you wind up in the ER. Come closer and let me help you out of a potentially bad situation.

I don't have a problem showing you my tattoos. Its important to know what you want before going to get your first piece. Its cute you want to see mine and compare the artistry. Hey, eyes over here. I don't have tats on my breasts. I thought you really wanted to see my tattoos! Oh wow, I see a bulge growing in your pants. I do believe you are getting turned on by the site of your topless stepmother! Now I am curious about what is stirring in your pants. I know your dad is well endowed, did you take after him? Come on, I showed you some of my body. You can show me yours.

There is no way you’re going to get the best grade you can on the upcoming exam until you figure out how to manage your stress. I am serious. You will get to class and your mind will go blank from too much worry. I know just the thing to calm your nerves. You have to work a nut out. I know about these things. I’ve been where you are and just because I’m a woman doesn’t mean having an orgasm for stress reduction doesn't help us to. Tell you what, I’m sympathetic to your situation. I know you don’t have a girlfriend at the moment so I’ll assist you in getting a good nut out. I’m not going to fuck you. I will talk you through masturbation until you cum like a good step mom should.