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 about an older woman who is confident and subtly sexy that makes my cock swell in my pants until I have the all consuming desire to rub one out in privacy since there is no way anything sexual could happen in real life. My sister swore she wouldn't say a word to anyone about my secret and as far as I knew she hadn't. I came home from school early today to find my step-mom alone in my sister's bedroom, reading what appeared to be a diary. My sister wrote the secret I told her in her diary and now my step-mom read it and knows exactly what I desire. How am I going to explain myself out of this mess? Turns out I didn't have to explain myself at all. My mom confronted me regarding what she read in the diary but then found herself flattered to be desired by me in that way. She said she didn't think of herself as a MILF but since I saw her that way it made her want to play a little with my dirty thoughts of her. She said she would not fuck me but if I lie down beside her she would play with my cock. No way was I going to shy away from a hand job from her. This is what I have been having fantasies about! The fact she is going to jack me off on her own daughter's bed where she read my dirty thoughts out load made this whole situation even more titillating. I knew her mature hands wrapped around my shaft would send my psyche into places never visited before. Not only was she stroking me with great satisfaction, she removed her clothes so I could view her soft naked body as she continued to give me pleasure. For only a few seconds I had a panicked thought of my dad coming home from work early and finding his wife and son together like this. That nervousness quickly turned into more intense excitement with every tight stroke she gave my rigid shaft. As I watched her tits bounce, I felt my load begin to build for her. She stroked quicker and asked for my hot creamy cum which I gave her. Then, spoken like a true mom, as soon as I spewed my cream she said I had to hurry and clean up before my sister came home and found us in her bedroom. I'm going to consider spilling my sick family secrets more often and see just how far these fantasies become possible reality.

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 shocked as I was when our eyes met. The one sneaking in the house was my step-Mom! She was wearing an outfit that I would have never guessed her wearing, ever. She looked like a total 80's rocker chick right down to the silver hoop earrings and metal bracelet. She was wearing a t-shirt with the name of a band I've never heard of but it also said ‘Lock up your son's which by the look of everything, a very interesting story was about to unfold. She tells me she lied to my Dad last night so she could go see some of her favorite rock bands that were in town. This sounds like something I would do! She looked pretty and embarrassed. I would even say if she were 20 years younger I would totally tap that! She began pleading with me not to tell my Dad where she was last night. I hadn't thought of telling him anyway because looking at her dressed like this just gave me masturbation visuals for later on. I mean, the more I looked at my Mom the more I was wishing I was 20 years younger. Her legs looked so long and sexy in her black leather boots. Her lips were a hot pink color that I was imagining what they would like wrapped around my cock. As all these dirty thoughts were going through my head she brought me back to reality by saying that I could absolutely NOT tell my father about this and to ensure my silence she would give me a hand job. She knows I don't have a girlfriend at the moment and that I do spend a lot of alone time in my room. This offer is almost to good to be true! I was going to jack off to the thought of her later anyway but here and right now she is going to crank me off and all I have to do is not say a word to my Dad. Grab a hold of my boner and get stroking Mom! Not only does my Mom lube me up really good and work my dick like no other girl has, she also talks dirty to me while she is doing this. Girls my age hardly know how to talk dirty, they get all embarrassed. Not my Mom, she tells me what a great looking dick I have and how much she would actually like to fuck it instead of wank it. She lubes her perky tits and plays with them. She spreads her legs wide and puts them over mine while she works my cock so good. She kept her super smooth latex gloves on the whole time. When she finally busted my nut all over those gloves I was a little dizzy, in a good way. She even offered to do this to me again. Man am I so glad I skipped school today!

I am just beginning to get to know you and this is what I discover about you? I knew there was something sneaky about you but I couldn't quite put my finger on it. Your dad thinks the world of you so I should have known you were up to no good when he told me he was thinking of sending you off to military school instead of Jr. College. What kind of young man jacks off while sniffing his step-sisters panties? I am so beside myself right now. The only thing I can think of to do with you is spank some sense into your ass. If you don't let me take care of this the way I see fit, I will make sure you are on the next bus to military school. So what is it going to be? You going to bend over my knee or get sent away?

You little pervert, spying on me while I was trying to get some mommie special time in. I always knew there was something strange about you but then, we're all strange in our own special way. So you see I like big black dildo's instead of puny white cock replicas. I also prefer a real big black cock in my white tight pussy. I said we all are weird, well you're old enough to know a few things about sex and life. Your father is my cuckold which means he likes to watch me get fucked by another man. I see you are beginning to mature just like him by spying on me while I play with my big black cock. I should tell your father his son is just like him. I could be a cruel step mother and spill that secret. Instead, I think I want to watch you play with yourself since you were watching me. Go ahead, pull that little white cock out and get started.

You are such a good stepson that I have decided to reward you with a treat today. I notice you have a pantyhose fetish so look what I have on just for you. Pull your dick out of your pants and let me touch it with my hose. Stroke that dick for me my good son. You're so sexy at your tender age of twenty-one. I bet girls your age don't appreciate your pantyhose fetish. Look at these gorgeous pantyhose with the lace panties sewn right in. You love the sound of my feet rubbing together while wearing these hose don't you? I want you to jerk yourself and cum all over my feet. Jerk yourself fast and don't stop until you soil my stockings with your young seed. Oh yes! Look at all that precious cum you gave your step mommie. I'm feeling extra generous today you can have my sexy hose as your reward.

You are so sweet to help me move into my new house. I am truly sorry it didnt work out between your father and I. Even if I am divorced from him according to paperwork, I will always consider myself your step mom. It is very weird to think about getting back into the dating game. Maybe I could ask you for pointers as Ive been out of that for so long. Hey I know, would you mind telling me what you think of this little lingerie out fit I have and havent worn in forever. I mean let me know if it looks to out of style so I know if I should just trash my old stuff and go buy all new sexy wear for dating. It wont take but a minute for me to try this on. I am very curious about your opinion as a man. From the stirring I just saw in your pants I would say I still look sexy as ever in my old lingerie.

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 desperate before you leave for college soon. You are my hope of becoming a mom. No one even has to know. Your father will think he impregnated me by some miracle. All I need is a sperm sample to rush to my Dr. for insemination. You are my stepson and I know you want me to be happy. You donating your healthy young sperm will make me very happy if I do indeed become pregnant. You don’t have to do anything creepy like fuck your stepmother, all you have to do is lie there and let me work it from your cock. Essentially you are getting a hand job from your mother. I'll gather your sperm then go have quick sex with you dad then go to the Dr. and your dad will completely think he knocked me up. I think it’s a brilliant plan. So are you going to donate your sperm to me or what?

My mom is pretty hot. She isn't much older than me and hasn't been married to long to my dad. I can't count the number of times I've jacked myself off to the thought of fucking her. Its practically torture listening to my dad fuck her late at night. I wish I could get that attention from her. My wish some what came true today when she burst in my bedroom claiming she needed my cock to make some extra money. She explained she ran up a lot of debt on my dads credit cards and has been doing web cam shows without his knowledge to pay off the debt. She said she has a regular customer who will pay her a shit load of a donation if she could use my cock in her show. Isn't that illegal or close to it? I mean I'm over eighteen but should a step mom be using my cock to make money? Who cares, she said she would kick me some of it if I cooperated. I agreed to let her jack me off instead of use my cock in her pussy. Somehow it would seem easier to explain a hand job than fucking my mom should my dad find out. I like living at home and don’t want to get kicked out anytime soon so here I go, down the hall to be a web cam stunt cock.

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 usually in a pretty good mood but at this moment she was fuming. She was rambling on about how she works hard and goes to the gym to make her body look good so why did my dad cheat on her? She lifted her skirt to show me her ass and asked my opinion on her 45 year old flesh mounds. What can I say? She's a MILF! I just laid there and let her work her anger out while I watched. In a quick second her whole tone changed and she gave me an interesting and non familiar look. I could tell she was about to say something that would have an impact on me so I braced myself. I was not prepared for what happened next. She told me since my Dad was having an affair with her secretary then she was going to have an affair with his son, me! Don't get me wrong, I have fantasized more than once about boning her but never did I think it may actually happen and especially not under these circumstances. She's so used to being the boss and owning things that she also told me she now owns my cock. Since she lost control of the only other cock in the house she is now determined to have full control over mine. I will play along with her game cause I'm pretty comfortable living in my parents house and if they split, well the decision is already made. I will stay with my step-mom and be whatever she wants me to be. She let me know something about her that made me very excited to be a part of. She said she has boyfriends, as in plural. She said she likes to fuck, a lot. She has these other guys available to her at a moments whim and now I am her newest addition to this group. I think I am going to like this arrangement. I get jacked off or fucked by a super hot MILF who will buy me what ever I desire and free rent! I like her to be a little bossy with me, its turns me on. She worked my cock like no 20 year old girl ever has. There is definitely something to be said for her maturity and experience with a meat pole. She said more than a few times how much she loved my dick in her hand and how it was larger than my dad's. Hey, if I tell her how super fine her ass is every once in awhile and be available for her sexual whims...this is the perfect job for me! She got replaced by someone my age and I am replacing someone her age plus its all in the family! If she can keep making me cum like she did today, I am totally going to like being her new boyfriend, plus she says she loves me.

I am so sorry you had to hear your father and I fighting the other night. Its no way to welcome you back home from college is it? I'm sure you heard every word we were saying which brings me here to your room right now. I am ovulating today and it's optimal time for me to get pregnant. I don't have that much time left to keep trying and your father refuses to go get a sperm count check at the Doctor. I figured a quick and perfect solution would be for you to get me pregnant. You're young, virile and probably have a huge cum load full of sperm that can get me pregnant. It wouldn't be so wrong because we aren't blood related. No one has to know but you and me. You look so much like your father that I'm sure no one would question who's baby it is. You fill me with your cum now and tonight I will fuck your dad and he will think he made a baby in my belly. From the bulge in your pants I can tell you like my idea. Let's make a baby.