Tag: OLDER WOMAN / YOUNGER MAN

Fifi Foxx Fantasies – Carmen Valentina & Akira Shell – Mom’s New Punishment: Mom Forces Brother & Sister to Fuck, POV – HD 1080p

This is an extreme taboo clip. Designed for those interested in a more intense family experience.
Mom was furious. You had never seen her so mad before in your life. There was no denying it – you and your sister were troublemakers. “Why is it that you and your brother never wanna listen?” Mom snapped at your sister who wasn’t taking this family meeting seriously.
“You wanna go play outside?” Akira turned towards you, which only upset Mom more. “No, you guys aren’t going anywhere! You know what, I’ve been trying to punish you guys and I’m running out of punishments to give you because you guys seem like you just don’t care…”
You two never learned your lesson. On top of that, the both of you were doing poorly in school because you’d rather hang out with your friends, and neither of you ever helped around the house. “I’m getting fucking sick of it,” Mom yelled. “Do you guys even want to do better? Be better?”
Akira let out a big, bored sigh, then pretended to fall asleep on Mom’s shoulder. That was it for Mom. “I have the best punishment for you guys that you aren’t going to want to do,” she went on to say, “and it’s going to traumatize you so much that you’re gonna listen to me afterwards because you’re never going to want to do this punishment.”
“You can stay in that land of delusion you’re living in,” Akira said sarcastically, removing Mom’s hand from her shoulder. “You think I’m delusional?” Mom laughed. “Well, you know what your punishment is, huh? You guys are going to fuck each other – right in front of me. And I’m going to make sure you guys go all the way.”
Akira burst out laughing. “You think I’m fucking joking?” Mom snapped. “You don’t think it’s going to happen?” She stood up, grabbed your sister’s hand, and yanked her over to you – she was going to stroke your limp dick and get it hard.
“No, no, no!” your sister shook her head frantically. “This-this-this is not me doing this!” Mom held down Akira, then gave you a dirty look and threatened to kick you out of the house if you so much as moved away from her hand. “How could you do this to me?!” Akira whined.
“And don’t you run away, you stay right there,” Mom held you in place while she shoved Akira’s head down onto your cock, “and you let your sister suck your fucking dick, okay? And if you don’t listen to me, I’m going to tell people that you fucked each other. And I’ll make you fuck each other again.”
Akira kicked her legs against the bed, but Mom wouldn’t let her up – not until she was satisfied. Mom finally yanked your sister’s head back up, and Akira started coughing and gasping for air. “You get naked right now!” Mom pointed at you. “Take off that fucking shirt.” When Akira refused to strip alongside of you, Mom forced her clothing off of her body and demanded that you touch her tits.
Mom reminded you that there was nowhere else to go – you two were locked in the bedroom and you were going to do exactly what she told you to do. “It’s your brother’s turn,” she said pinning down Akira on the bed, then looking at you, “and you are going to eat her pussy out.”
Your sister tried to fight her off, but all she could do was moan and grunt in pleasure as you licked her pussy. Once Mom was okay with that, she shoved Akira’s head back down onto your cock, then spread her legs. “Get on top of her right now!” Mom commanded. She had forced your sister’s legs open with her own, then pinned arms back so she couldn’t move.
“You’re going to fuck your sister,” Mom said sternly, “and if you don’t, you’re going to get the fuck out of this house.” So, you did what she said – you penetrated your sister’s pussy. Akira cried and whined as you fucked her and came inside of her.
“So, you gonna listen to me from now on?” Mom looked at you and your sister. “Or do you want to keep doing this again and again?” You guys were shocked. Did that actually just happen? Mom told you to get cleaned up, to finish your homework, and to get some chores done around the house. She knew that was a punishment you would never forget.

TABOO, SISTERS, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, MOMMAS BOY

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Sofie Marie – Mom Helps Sons First Date Jitters 4K

Jimmy is hoping that tonight is the night he is going to get lucky with his girlfriend, and he is so nervous! He is in the kitchen, and he spills all over his nice clothes. Sofie calls him over to offer him some help, and as she is drying off his trousers, Jimmy gets aroused. Sofie offers to calm him down before is date with a wet sloppy Blowjob! Thanks Mom!

MILF, TABOO, OLDER WOMAN / YOUNGER MAN, MOMMY ROLEPLAY, BLOW JOBS

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Jocelyn Baker – BDAY JOI FROM MOMMY

It’s your first year at college..which means, your FIRST birthday away from Mommy! Though, she certainly didn’t forget about you. You open your email to find a video attachment – naturally, you’re curious & click play. Mommy made you a SPECIAL birthday present because she knows how much you miss her and the family. The conversation begins with small talk, but soon Mommy is drifting into her memories of when you and her would fuck all over the house as soon as Dad went to work. She pulls out her favorite dildo and demands you to follow a long. She may not be there physically, but she WILL make you cum on your birthday one way or another. Mommy instructs you exactly how to stroke it, and shows you what she wants by jerking off her toy. Soon your balls are swelling and you’re aching to cum..but Mommy won’t have it. Not until she’s sang Happy Birthday to you, only then are you able to cum. The video ends with Mommy singing to you as you cum. Best birthday ever!

JOI, JERK OFF INSTRUCTION, TABOO, OLDER WOMAN / YOUNGER MAN, CUM COUNTDOWN

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Family Manipulation – Reagan Foxx – Family Love is Beautiful

My mom explained to me that nobody has to know about our family. I was kind of freaked out hearing my dad and sister fucking all the time. But now that mom wants to have some fun with me, it’s not so bad. And I don’t have to tell anyone about it! Watch my sexy mom pull out her big tits and suck on my thick cock. I relax as she bobs her head up and down on my shaft while stroking me. I finally get to fill her tight MILF cunt with my hot cum after pounding her doggystyle!

TABOO, MILF, BIG TITS, POV SEX, OLDER WOMAN / YOUNGER MAN, CREAMPIE

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Fifi Foxx Fantasies – Carmen Valentina & Anastasia Rose – Mom Teaches Brother & Sister How to Have Sex, POV – Mother, Son, & Daughter – Sex Education – HD 1080p

A full family experience…
“I’m going to teach you some sex education,” Mom said bluntly after pulling you and your sister into her bedroom, “like the birds and the bees.” Since you two were getting older, Mom figured it was the perfect time to talk about this, and that it would make for an even better learning experience to have you guys practice on one another.
“Your brother has to know, too…you guys are like the same age,” Mom replied to your sister’s over-dramatic sigh. “I know the teacher at school isn’t going to teach you properly, or they’re going to avoid the subject altogether and say ‘abstinence’ when that’s so unrealistic.”
“No one does abstinence. You guys are young and horny, and you guys are going to have to learn eventually,” Mom went on to say. “So, what better way to learn than with your family and the people you love? That way it’s not embarrassing when you do it with someone outside the house, and you know what you’re doing.”
“What do you think about this, bro? I mean, seriously?” Anastasia turned towards you. It didn’t matter what you guys thought, though, because Mom was going to make you do it anyways. She told you two to strip down so that Anastasia could see a man’s body and you could see a woman’s. “Don’t worry, it’s just a naked body,” Mom comforted you and your sister. “Just think of this as an educational experience.”
“This is so weird, dude,” Anastasia said as you stood in front of her bare and exposed. “Now you’re going to grab your brother’s penis while he grabs your tits,” Mom continued, “that way he knows what titties feel like.” It was awkward – Anastasia was your sister, you were her brother.
Mom reassured you two it would be fine just as long as no one told anybody anything. “You guys need to know what it’s like to be with the opposite sex,” she told you. When your sister was hesitant, Mom got up and wrapped her own hand around your cock. “This is how you’re supposed to do a handjob,” Mom told Anastasia, then saw the odd look on your face. “Don’t give me that look, you know you like it.”
Mom then guided Anastasia into stroking your cock, and then taught you had to finger her. Mom went back and forth teaching the two of you, letting you take turns on each other – stroking, fingering, sucking, and licking each other’s body parts. And it was obvious the both of you were enjoying it.
“I want you to spread open your legs,” Mom told Anastasia, “and now your brother is going to come and stick his dick right in your pussy. Do you want to lose it to some weird guy that doesn’t know what he’s doing? You don’t want to be in pain with that person outside of the house, right?” Before you stuck it in, Mom warned your sister that it was going to hurt a little bit. You slowly penetrated Anastasia’s tight pussy and she let out a painful grunt.
“Not too fast yet,” Mom said sternly, “you don’t want to put your sister in too much pain.” She instructed how to thrust in and out of Anastasia, and the two of you were really getting into it. “Don’t forget to pull out,” Mom told you. “Pull it out before you cum!”
But it felt too good. No matter how much Mom yelled at you, you just wanted to fill your sister’s tight hole. “What is wrong with you?!” Mom yelled. “You’re in big trouble! I told you not to cum in your sister.” Anastasia’s eyes widened in horror when she found out her pussy was filled with your cum. Mom told her not to worry because she would take her to the store to get the morning-after pill. “Don’t worry, I don’t want you guys to have each other’s babies,” Mom said.

TABOO, SEX ED, SISTERS, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX

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Fifi Foxx Fantasies – Sydney Paige & Ivy Secret – Mom & Aunt are Impregnated Together By Son, POV – Breeding – HD 1080p

Aunt Ivy was always busy with work, so it was a surprise whenever she’d come down to visit. She needed to talk to her sister, your mom, about something important – she wanted a baby.
“Have you tried sperm banks – anything like that?” Mom asked, knowing Aunt Ivy was single and more interested in her career than a relationship. “I mean, I don’t know about some random stranger’s seed…” Ivy replied, “what if they came back for the baby? It just feels so wrong.”
Plus, it was expensive, and there were so many extra steps with those alternative methods. “Remember when we were growing up and we always talked about how fun it would be to get pregnant at the same time?” Ivy went on to say. As much as Mom loved and bragged about how handsome, smart, and grown-up you were becoming, she wanted another baby. The only problem was that, if she waited any longer, it might be awkward to give you a brother and sister. And with no man in her life anymore, since Dad left you guys, she wasn’t sure she’d ever get the chance.
“I know this is kind of weird,” Ivy began to say, “but do you think that we could convince your son to impregnate us? Just give us his cum? I mean, we wouldn’t have to tell anyone.” To have the best probability of getting pregnant, it would be best to have you cum directly inside of them.
“Well, I mean, he would be excited about that, given his age,” Mom smiled at her sister. “It is a little weird, I will say that, but I guess we could talk to him. He would be really excited, but we really would have to keep this quiet.” They were enthusiastic about the idea – about being pregnant together, of having the same genes, of having a baby that would grow up to be as wonderful as you.
So, they called you in and explained everything. They poured their hearts out to you, asking for your help and your seed. You loved your mom and Aunt Ivy, they were family, and there wasn’t anything you wouldn’t do for them.

TABOO, IMPREGNATION FANTASY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, MOMMAS BOY

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Primals MILFS – Nina Hartley – Massaging the MILF 720p

This sexy older lady came in to the spa for a massage appointment. I’ve always loved MILFs and this woman is HOT. I know if I massage the the right way, she won’t object to my hands going places she didn’t expect. Sure she’s surprised and seems like she doesn’t know what she should do but, she doesn’t stop me so…

MILF, POV , MASSAGE , OLDER WOMAN / YOUNGER MAN , DOMINATION , SALON FETISH

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Primals MILFS – Melissa Lynn – Comforting My Friends Mom

My buddy’s Mom is SO HOT. I know it is not cool for me to come up with a way to fuck her, but, just look at her. I head over when I know no one else is home, Mrs Lynn isn’t my biggest fan but I tell her it’s important so she lets me in

I tell her how I was in the house the other day because I forgot my laptop and I saw Mr Lynn with another woman. I use some things that my buddy mentioned about his dad helping the lady down the street with stuff to make it all more believable and Melissa (that’s what I call her now) FLIPS OUT! I go and get her some tea.
After a few sips it is clear I know how to make a REALLY good cup of tea. Melissa gets more open with me and with a little guidance, and several sips of tea, she is ready to show off her body, prove she is just as horny as the bitch down the road, that she is a blow job QUEEN and, by the time we’re done she is totally unihibeted.

FEMALE TRAINING, MILF , OLDER WOMAN / YOUNGER MAN , SLUT TRAINING , MUSCULAR WOMEN

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Family Manipulation – Vanessa Cage – You Don’t Need A Blow-Up-Doll, Mommy Is Here 1080p

I couldn’t believe my mom found my blow up doll! But all she wanted to do was help. “You don’t need that thing.. you can have me..” My mom rubbed her fingers up my thigh and pulled my towel down. She looked so sexy as she teased me with her big perfect tits. The next thing I knew, she was going down on me! And her lips felt so as she wrapped her lips around the tip of my cock.. Watch as my mom rides me and tells me exactly how to fuck her! I pound her curvy body until I shoot my load up onto her chest!

TABOO, OLDER WOMAN / YOUNGER MAN, POV SEX, MILF, DOGGYSTYLE, BIG BUTTS

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Lucy Alexandra – Step Mom JOI

I’m on my way out and pass you in the hall. You inform me you have seen me cheating on your Dad with the neighbour and I inform you I have seen you perving at me. So we both have something to hide. I know just what to do, You have fantasised about my huge breasts, now have them right here and jerk until you cum for me. I may even offer a helping hand.

JOI, TABOO, MOMMY ROLEPLAY, MILF, OLDER WOMAN / YOUNGER MAN

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