Thong (19)

Nobody likes school or work, but that's what you have to do to survive. Somehow, my stepson and his friend were not getting it, so his stepmom and I came up with a plan. Labor Day was going to be the last day they would be stuck to the couch, no matter what it took. We dressed up as slutty nurses, trying to motivate them to get a job. Then, we dressed up as military, and encouraged them to work out. Yet, nothing was working! All they wanted to do was play with their dicks. That’s when it hit me. If we wanted them to be good at something, it had to be something they were interested in. If sex is what they wanted, why not teach them how to fuck like pros? At first, I was only going to have sex with my friend’s stepson and she would sleep with mine, but the more I savoured his big, fat dick, the more I was craving something else. I’ve never felt that horny. Besides, I wanted to make sure my stepson was using his cock correctly, and there was no better way than letting him pound my pussy until it was filled with his cum. Sucking, licking, fucking - I was not going to stop at anything until I was sure they were ready for the real world.

Does Fucking Our Stepmoms Count As A Job?

Welcome back to the hottest show on television, where we take a look at the lives of the kinkiest MILFS in the world. Today, we are joined by Harper and London, who decided to rebel against society’s most outdated norms by letting their hot stepsons fuck their brains out. After all, if these hunks are gonna go around fucking whatever slut hey encounter, why not pound their horny stepmoms first? To make it even more interesting and kinky, we challenged both of them to swap stepsons for the evening… and oh boy, things are about to get really dirty over here!

The Step-Mom Swapping Talk Show (Member Story)

Mysteries & Moans (part 3 of 4): This investigation keeps getting kinkier and kinkier. But I haven't seen enough yet. I need to see things play out in front of my very eyes. Luckily, I think Axel and Rion can help me in that department. I have a fucked up little swap plan that'll give me a clearer picture of the fucked up dynamic in this stepfamily. But will these guys really fuck their own stepmoms? Of course, they will - once they see those beautiful bodies, they won't be able to resist...

Mysteries & Moans Part 3: Romi's Private Show

My friend Sasha has always been rich, so when I was struggling with money, she let me and my stepson crash at her place. I knew she did it so she could brag about her fortune because the first thing she showed me was her fancy dildo. It was big and fat, but most importantly, it was made of gold and sapphire! I've never had anything that expensive inside me, so I wondered how it would feel. When she wasn't looking, I took it to my room, but her stepson caught me! I thought he was going to tell Sasha, but instead, he helped me hide it. Sure, the place he chose to do so was my pussy, and I wasn't expecting it when he shoved it in, but it felt good anyway. Then, he said that since he helped me, I should help him too. He dropped his pants, offering me his hard cock. Sasha saw us and got so jealous that she seduced my stepson. When I confronted her, her dildo slipped out of my pussy! She said that since I stole it, now I had to watch my stepson fuck her. Watching him pound her wasn't as bad as I thought. I was even getting horny myself. When Sasha spread my legs and asked her stepson to fuck me too, I was so relieved. That was what I needed. I wonder if asking them to swap would be too much, but it was worth the risk.

You Stole My Dildo: Now Watch Your Stepson Fuck Me

Alaina and her stepson Jayden have a lovely relationship, but it’s not as intimate as the one between his best friend Sage and his stepmom Jessie. Still, Alaina how close it was: she didn’t know Jessie was fucking her stepson every single day. Even if she struggled to admit it, the first time she saw her choking on Sage’s cock, she felt really jealous… maybe she wanted to have that too? Whatever doubts she might’ve had went away as soon as she saw her Jayden fucking Jessie’s throat while she herself choked on Sage’s pole. The gloves where off and she was gonna fuck her stepson no matter what.

Stars, Stripes & Wieners: Memorial Day Swap

Politics are hard! I've been working on my campaign nonstop, and now, since my stepson was seen by several pedestrians sniffing panties, people think that he's a perv, and the voters' opinions of me are changing. Just when I thought all was lost, my rival's stepson was caught humping every unanimated object he could find. Our campaigns are our priority, so we've decided to call a truce until we figure out what to do with our stepsons. If they're both overly sexual, there's only one way to deal with them, and it will require spanking, a few blowjobs, and a foursome to get all their urges out. Hopefully, two wet pussies will be enough for them to stop embarrassing us.

Our Stepsons Are Embarrassing Us! Only A Foursome Can Help

Apollo and I are so concerned about the future of our country that we’ve never really had time for girls. We know our stepmoms worry about that, but we never thought they’d take it this far. What started as an innocent election night challenge quickly evolved into the two ladies gagging on our cocks and now, as my stepmom is about to ride me and Apollo’s stepmom spreads her legs open for him, we know the future of our cocks is looking brighter by the second.

Getting The MILF Vote

I always wanted children of my own. It’s not that I don’t love my stepson, but I always dreamed of being pregnant and giving birth to a child. Now that my husband can’t give me that, it feels like my chance is going away. Luckly my best friend was going through the same thing so we could confide in each other. Around that time our stepsons came home from college and that’s when that little idea crept into her mind… we wanted to get pregnant but not by a stranger. So she said I should fuck her stepson and she would fuck mine. We knew that even though they were uncertain at first, they wouldn't pass on the opportunity to fuck two hot MILFS like us. What we didn’t anticipate is how much we would want to fuck our stepsons… now, as my own stepson is pounding my little pussy, all I can think about is his cum filling my pussy to the brim and making me a mommy once and for all.

NNN Challenge Day 21: Cum Inside, Make Mommy A Mommy

After a meeting with other parents, PTA moms Charli and Jade decided to carry out a new fundraising event for the benefit of the school. They’ll make a calendar with photos of the PTA Moms. However, Jimmy and Parker, their stepsons, are completely upset about them being that involved in the high school community, so they begin to mock them. They state nobody would ever buy a calendar with boring photos of old hags like themselves. Offended, the two milfs come up with the idea to do a sexier photoshoot, one that highlights their gorgeous bodies and makes a fool of their stepsons’ lack of judgment. Surprisingly, the two boys go crazy when they see their stepmoms in hot outfits and parading their luscious asses in front of the camera, so they start collaborating with them. Suddenly, both women begin to realize how much their stepsons have grown up. Soon, they will all end up naked and promising each other they’ll keep the secret.

Milfs Turn PTA Into Pussy, Tits & Ass For Students

The Seductive Art Of Massage - Scene 1

The Seductive Art Of Massage - Scene 1

I got caught shoplifting again, but I didn't understand why they were making a huge fuss about it again. I had already fucked the store manager, so I thought they wouldn't give me a hard time anymore, especially not after how deep I shoved his dick in my throat. Yet, there I was again, getting my big tits groped as the security guard searched for stolen merchandise on my naked body. I have to admit that his hands felt amazing on me, but there was no way I was ever going to admit it, even if he was squeezing my butt as if it was the best thing he had ever felt. When he bent me over his desk and took off my G-string to search inside my asshole, I knew how good he would be at fucking. I even shocked myself by moaning, but I couldn't control it! Things got even more intense when he used his tongue to search even deeper. Sure, I was supposed to be pissed and hesitant, but when he said "I'll let you go if you let me fuck you until I cum," I was so turned on I had to say yes. I thought I was leaving with new underwear, but instead, I left with his cum on my face.

Case No. 8004218 - Scarlett Is Back For Seconds (Pervz Singles Sequel)

Bambi ran away from home because she thought she could easily provide for herself, but she soon discovered just how hard it is in the real world. She got caught stealing food at the mall, and after attacking some employees, she was tied up in the security room. Luckily, Mr. Fitzwell is a very reasonable man, and he’s agreed to let her go if she cooperates with the cavity search. What she didn’t realize is that Mr. Fitzwell searches better with his cock than his hands…

Case No. 8004404: Pounding The Runaway Teen

Case No. 8003422 - Matching Outfit Thieves

Law professor, Neal (Ryan Mclane), and his graduate assistant Brooke (Lacy Lennon) review all of the case evidence they have collected on student teacher affairs at Neal’s house. He believes his colleges in believing they did nothing wrong while she sides with her fellow female students. She things the older male professors took advantage of their power, even if the girls were the aggressors. To prove her point, she asks why he chose her to be his assistant, and why they are reviewing this case in his house instead of at school. As she questions him, she climbs on him and starts rubbing his cock. She makes him tell her that fucking her is very, very wrong. But of course that is not enough for either of them to stop. She takes out his cock and starts deep throating him and stroking him to get him ready for her tight little pussy. Then she sits on his dicks and rides him hard. She shows him exactly why all those professors were willing to risk their careers, marriages, and reputations just to fuck a student. She works him over until he explodes all over her red bush.

Lacy Lennon - [SweetSinner.com] - [2020] - Student Bodies 8 Sc4

Anya Olsen is trying to be a good stepmom for Juan Loco, but he just sees that she's nagging him relentlessly. She wants Juan to wear pajama bottoms in bed, and then she takes his phone away. Since Anya wants Juan to get the best night's sleep possible, she strips down to her thong and climbs into bed with him. After asking Juan if he finds it relaxing, Anya strokes his hair and helps him go to sleep.

The next morning, Anya comes in to tell Juan to change his underwear. She has to watch to make sure he does it. Later, when Juan has finished showering, Anya is there to hand him his towel and make sure he's cleaned everything thoroughly. She tells Juan the only way she'll know if he washed his dick properly is to sample it.

One thing leads to another and next thing Juan knows he's got Anya on the sink so he can eat her out. Getting to his feet, he listens to stepmom and shoves it into her twat. Taking their action to the bedroom, Juan lays spreadeagle as Anya mounts him to ride in cowgirl. Reverse cowgirl follows suit, and then Juan gets to bang Anya as she kneels before him. On her side, Anna lifts one leg as Juan spoons behind her and keeps her pussy party going until he pops deep in her fuck hole.

momwantscreampie.25.10.11.anya.olsen.your.turn.to.take.care.of.me.stepson.4k

Anya Olsen is trying to be a good stepmom for Juan Loco, but he just sees that she's nagging him relentlessly. She wants Juan to wear pajama bottoms in bed, and then she takes his phone away. Since Anya wants Juan to get the best night's sleep possible, she strips down to her thong and climbs into bed with him. After asking Juan if he finds it relaxing, Anya strokes his hair and helps him go to sleep.

The next morning, Anya comes in to tell Juan to change his underwear. She has to watch to make sure he does it. Later, when Juan has finished showering, Anya is there to hand him his towel and make sure he's cleaned everything thoroughly. She tells Juan the only way she'll know if he washed his dick properly is to sample it.

One thing leads to another and next thing Juan knows he's got Anya on the sink so he can eat her out. Getting to his feet, he listens to stepmom and shoves it into her twat. Taking their action to the bedroom, Juan lays spreadeagle as Anya mounts him to ride in cowgirl. Reverse cowgirl follows suit, and then Juan gets to bang Anya as she kneels before him. On her side, Anna lifts one leg as Juan spoons behind her and keeps her pussy party going until he pops deep in her fuck hole.

momwantscreampie.25.10.11.anya.olsen.your.turn.to.take.care.of.me.stepson.4k

Ugh, I’m literally stuck in this disgusting, cramped office with four gross loss prevention officers who think they’re so much better than me just because they caught me shoplifting. Newsflash - I always get what I want when I want it. But now, these men have me right where they want me - naked, vulnerable, and entirely at their mercy. It’s infuriating because I’m not used to being told what to do or being treated like some kind of...I don’t know, sex toy or something. But as they’re touching me, groping me, and exploring my body, I have to admit that it’s kind of...exciting. I mean, I’d never admit it out loud, but being bent over and fucked by four different men is a total thrill, even if it is a bit degrading. And okay, fine, I’ll say it - I’m loving every second of being their little fuck toy! Being passed around and used for their pleasure…I never knew submitting to someone could be so fun. Bent over on the desk, my delicate pussy lips spread by their strong hands, all of them gawking at me, imagining all of the fucked up things they wanted to do to me. It’s wrong, but holy fuck am I wet right now… I’m just a vessel for their cum, and it’s kind of...liberating. I mean, I’m not going to start wearing a “I’m a slut" t-shirt or anything, but...yeah. Being completely and utterly at their mercy is kind of a turn-on. And as they’re taking turns fucking me, I’m just going to have to swallow my pride and admit that, yeah, I’m enjoying this. A lot.

Shoplyfter - 2025.03.29 - Angel Windell - The Officers Gangbang

Mackenzie Moss and her BFF Lacy Lennon do everything together. Everything. Brad Sterling, Mackenzie's stepbrother, has really started to wonder how far down the rabbit hole Lacy and Mackenzie have gone. At the same time, he has the total hots for Lacy. Mackenzie notices Brad checking Lacy out beneath the miniskirt of her school uniform. She calls him on it, but doesn't pursue it because the girls decide they need to go shower together. Brad can't believe they possibly do even that together, so he decides to spy on them.

Boy does Brad get an eyeful as he watches Mackenzie and Lacy undress each other. Lacy notices Brad and rats him out, but she can't hide that she returns Brad's interest. Mackenzie is weirded out, but Lacy points out that they do everything together so if Brad wants to look at Lacy he has to look at Mackenzie too. Mackenzie tries to dissuade Lacy by telling her that Brad has a small dick, but that just makes Lacy want to see it. Brad claims his cock isn't small and then whips it out to prove his point. Once Lacy sees how big Brad's dick is, she taunts him while Mackenzie tries to make him go away. The stalemate keeps up until Brad takes Lacy up on her offer and shoves it in.

Mackenzie pretends she's indifferent, but watching Lacy fuck her stepbro is pretty hot. Mackenzie lets Lacy talk her into letting Lacy eat her out while Brad fucks him. Eventually, Mackenzie is too curious about Brad to resist any longer. Lacy is with Mackenzie all the way as Mackenzie scoots forward and lets Brad stick it in. Once she gets started, Mackenzie is eager to see it through as she and Lacy take turns riding Brad's dick. Finally satisfied, the girls work together to deliver a double BJ and handie that only ends when Brad delivers a big shot of cum for the girls to lick clean.

Lacy Lennon - [StepSiblingsCaught.com] -- [2020] - Doing Step Bro Together - Mackenzie Moss

Mackenzie Moss and her BFF Lacy Lennon do everything together. Everything. Brad Sterling, Mackenzie's stepbrother, has really started to wonder how far down the rabbit hole Lacy and Mackenzie have gone. At the same time, he has the total hots for Lacy. Mackenzie notices Brad checking Lacy out beneath the miniskirt of her school uniform. She calls him on it, but doesn't pursue it because the girls decide they need to go shower together. Brad can't believe they possibly do even that together, so he decides to spy on them.

Boy does Brad get an eyeful as he watches Mackenzie and Lacy undress each other. Lacy notices Brad and rats him out, but she can't hide that she returns Brad's interest. Mackenzie is weirded out, but Lacy points out that they do everything together so if Brad wants to look at Lacy he has to look at Mackenzie too. Mackenzie tries to dissuade Lacy by telling her that Brad has a small dick, but that just makes Lacy want to see it. Brad claims his cock isn't small and then whips it out to prove his point. Once Lacy sees how big Brad's dick is, she taunts him while Mackenzie tries to make him go away. The stalemate keeps up until Brad takes Lacy up on her offer and shoves it in.

Mackenzie pretends she's indifferent, but watching Lacy fuck her stepbro is pretty hot. Mackenzie lets Lacy talk her into letting Lacy eat her out while Brad fucks him. Eventually, Mackenzie is too curious about Brad to resist any longer. Lacy is with Mackenzie all the way as Mackenzie scoots forward and lets Brad stick it in. Once she gets started, Mackenzie is eager to see it through as she and Lacy take turns riding Brad's dick. Finally satisfied, the girls work together to deliver a double BJ and handie that only ends when Brad delivers a big shot of cum for the girls to lick clean.

Lacy Lennon - [StepSiblingsCaught.com] -- [2020] - Doing Step Bro Together - Mackenzie Moss