You've been a very naughty boy and now stepmommy is going to have to punish you. I'm going to beat all the cum out of your dick - but you better not orgasm until I tell you to. God.. you really are pathetic aren't you?! You couldn't even last 5 minutes! Now stepmommy is going to have to provide you with post cum milking. I'm going to keep stroking your sensitive head until you give me all that warm cum.

Your waiting at your friends house for him to get done with class when his step-mom walks in the room. She's surprised to see you given that she didn't think there'd be any company at the house today. As you two are making small talk you can't help but notice her rock hard nipples peeking through her shirt. You try to avoid looking but her tits are so big and her nipples so hard that you begin to get an erection. She notices you staring and at first thinks she has something on her shirt - but quickly realizes she's not wearing a bra! Duh, no wonder you're staring. She catches you adjusting yourself and offers to leave the room to give you a little privacy while she gets changed into something more appropriate. You suggest maybe she help you out by pulling her tits out instead. She's shocked, offended, and immediately says no! You tell her how painful your erection is and she softens a bit. She would hate for you to be in pain. Plus, I guess it's not REALLY cheating if all you do is look. She takes her breasts out and you are leaking precum. You can tell she wants this to be over but you're just getting started. You continue to push her into going further.. now you tell her that you need to rub your head on her tits. She hesitantly agrees but makes it clear she doesn't want to be doing this. You don't care and eventually you convince her to wrap her tits around your dick and tit fuck you. The entire time she looks nervous and scared but it feels so fucking good you don't care. She lets out little moans here and there and even says you're bigger than her husband. You know she likes it even if it doesn't seem like she does. You blow a huge load all over her perfect breasts and you two get cleaned up before your friend comes home.

You're back from college and visiting home for Halloween. You're bored and remember your best friend from back home has an epic party every year. Well, his stepmom does. You wander inside to the sound of music, chattering, and lights. You're about to start looking for your friend when you notice his stepmom standing in front of you. As soon as she makes eye contact she is over the moon excited. It's been SO long since you have come home and she's ecstatic to have you here. She immediately leans in for a big hug and nearly smashes her huge tits in your face. You make small talk and as you're about to leave she suggests you two go to the basement where things are more quiet. She wants to hear all about college life and if you have a girlfriend. You confess that you don't and she's stunned! But you're so handsome, such a lovely man, you really should have one.. her tone changes from friendly to a bit more flirtatious. You try to brush it off but before you know it she's leaning in for a kiss! As much as you enjoy it this is your best friends stepmom, someone who's known you forever.. you really shouldn't be going with this. She promises it can be your little secret and even confesses that she's masturbated to you multiple times. She pulls her big breasts out and tells you not to worry. Just enjoy. She's 10x better than those college girls. A man like yourself needs to be with a woman who has experience. She lays back and lets you climb on top, you're looking for a condom when she giggles and tells you to put it in raw. You can't believe how tight and wet her pussy is and more importantly that you're fucking your best friends stepmom! She cums pretty quickly then gets on top and rides you until you feel like you're going to explode. She gets on her knees and sucks you off until you blow a massive load all over her face. She giggles and says to get cleaned up and head back to the party so you can find her stepson.

StepMommy stumbles into your room late at night after coming home from a Halloween Party. At first you laugh at your confused stepmom, but you quickly realize she thinks she’s in her room. She’s playfully teasing her body and talking about how bad she needs to be fucked! You should probably tell her you’re not step-Dad, but watching her is making you so hard. She crawls into bed and starts rubbing your dick, you two lock eyes and she finally sees that it’s her STEPSON and not her HUSBAND. But she’s already wet, she doesn’t even care who fucks her at this point. She climbs on top of you and rides you till you explode deep in her hairy pussy. Shh, don’t tell..

Your big stepsister is home for winter break and wants to have a little bit of fun.. you know, just like you two used to. She comes in your room and sees you're still in bed. She was going to invite you to the mall to do some shopping, but now she thinks maybe you two should cuddle instead. She hops in bed and instantly starts teasing you, pulling her big tits out of her tight dress and rubbing your cock through your pants. Don't you want to have a little bit of fun? It's basically the only way she can enjoy being at home.. plus you two could probably get away with a quickie even though your parents are home. There's just one condition, you can't cum inside her. She is ovulating after all. She climbs on top of you and slowly slides your dick in her wet pussy. You haven't fucked your stepsister in so long and you can't wait to be buried inside her. She mentions this is the perfect distraction to the news you two just received. stepMom is pregnant again, isn't that weird? Especially since your parents are trying to make it seem like a Christmas present. You can't help but smirk when she mentions stepmom is pregnant and she immediately catches on that you know something. She stops riding and tells you that if you want her to continue, you better spill the beans. You confess that stepMom is pregnant with YOU. Your stepsister is shocked! She had no idea stepMom was into this, too. Plus she's a little jealous that she isn't the one who's pregnant, she was your first after all. She begins riding you harder while mentioning that it isn't fair stepMom gets to be pregnant. Maybe you should cum inside your big stepsister after all, especially since she deserves to be pregnant instead. She IS incredibly fertile right now and you love blowing your load as deep as you can inside her. You tell her you're about to cum but she just puts her tits in your face and begs you to fill her up and make her pregnant - which you're happy to oblige. Once you creampie her she giggles and mentions stepMom must not be draining you enough judging by the massive load you just had.. She lays back and lets your cum spill out, suggesting that maybe you two should go for round two..

You and your StepMommy are on a little vacation, just for the two of you. You're about to go out and explore the area but step-Mommy needs to pump first. Her boobs are feeling SO engorged! She hooks herself up to her breast pump, only to realize she's forgotten a piece of it. Now she's not able to drain her tits the way she needs. What are you two going to do?! She suggests cutting the vacation short, but that's the last thing you want. She hesitates for a moment before suggesting maybe you can help her. You just need to suck her milk out. She knows it's a lot to ask, but you love your step-Mommy and would be happy to do it. She climbs on the bed and puts her boobs over your face. She squeezes and pushes the milk out and it sprays directly into your mouth. It's so sweet, and your stepmoms swollen tits look incredibly hot. You can't help but get an erection.. which doesn't take very long for stepMommy to notice. At first she's embarrassed, but she quickly expresses that your other parent thinks her milk is gross and it's a bit of a turn on to know a younger man like yourself enjoys it. stepMommy wants to be even closer to you, suggesting that you two have sex since you're all hot and bothered. She climbs on top and rides you until you blow your load in her fertile wet pussy. You'll help drain stepMommy anytime she needs it!

StepMommy gets home from work after a long day and starts to undress. You sneak into her room and watch her, hoping she’ll take care of you like she did the other day. She’s annoyed at first, but knows that her sweet boy needs a release. step-Mommy peels off her dress and stockings to expose her hairy pussy right in your face! You taste her sweet juices as your cock throbs. StepMommy knows you need attention and gets on her knees to blow you. She climbs on top and puts her big tits in your face as she bounces up and down on your dick. You dump a huge load in her and she lets you watch it all ooze out before making you get cleaned up!

StepMommy is getting ready for her date and needs your help! Will you tell her if her outfit looks to slutty? She strips off her robe in front of you and giggles.. not like you haven't seen it all before. You're concentrating on keeping your boner down but you feel your cock throbbing. StepMommy just looks too good with her big tits pouring out of her blouse. Plus bending over and showing you her beautiful ass in those jeans isn't helping..

She notices your erection and instead of getting upset she starts flirting with you. StepMommy had no idea you were into older women, in fact she's flattered you find her attractive. Maybe she needs to take care of her sweet boy before she goes out tonight. She demands you pull out your cock and put it between her massive breasts. Of course you agree, you'd never say no to her. But before you know it, she's begging to ride you.. you two have gone this far already. Why not finish off with a big creampie? Her date will have no idea her pussy is leaking your cum.

It’s movie night with your GF and stepsister...you’re nervous because your stepsister can be a bit over top, especially when she wants something. And tonight? She wants you. The moment your GF gets up for the bathroom, your stepsister flashes you her big titties. You’re throbbing under the blanket trying to keep it hidden - but when you and your stepsister are alone again she rips it off and exposes you. She loves being a tease and gets on her knees to suck you off. You two NEED to stop, your girlfriend will be back at any time. Seems like your stepsister could care less because she’s mounted your cock and isn’t going to stop till you fill her with cum!

StepMommy knows you want a release and she's more then happy to help. She teases you with her big soft tits, pulling them out of her loose shirt and getting you throbbing. She tells you exactly how to stroke and when you can cum, starting from 5 and going all the way down to 0. You're such a good boy when you listen.

20 minutes of me blowing big pink bubbles and letting it pop in my face :)

I play with my delicious breasts the entire time as well!

Step-Mommy takes you with her to run errands and you are NOT a happy. The last thing you want to spend your day doing is running from store to store. You tell step-Mommy that if she wants you to be a good boy she has to take care of you. She rolls her eyes and sighs.. You really want to do this here? Now? It's so busy and the parking lot is packed! You give her a grin and tell her that you need it. step-Mommy looks around to make sure no one is watching, then pulls her massive breasts out of the tight sundress she's wearing. She jiggles and squeezes them before putting each breast in her mouth and licking on her nipples. She tells you to climb into the back seat and mounts you right there. step-Mommy rides you until you blow a nice big load in her pussy, which she happily shows off. Now you two better get out of here, before someone sees..