Tag: OLDER WOMAN / YOUNGER MAN

Noelle Easton – Mommy’s New Thong Corrupted You

I’m bored! What is my handsome young son up to this afternoon?! What did you learn at school? You look kind of flushed again… hmmm … did that pretty teacher make your little kiddie dick tingle again today? Hey, I bet your Mommy can make you even more flustered, look at my new thong! It’s so bright and skimpy, and you can see right through my pants! Wow, it really turns Mommy on when you say I look pretty! Hmm, you can’t take your eyes off Mommy now, can you? What a naughty son to be looking at his Mommy this way! You want to see more? Why do you want to look at your 28 year old mommy anyways? Your eyes follow every move as I tease my tight yoga pants down my curves, showing off my tight pussy and ass in my bright new thong. Sometimes Mommies give their sons confusing feelings and you just have to let it out! Let your developing, hairless penis get as hard as it wants to and push it into Mommy! It’s like your sensitive young penis head is leading you straight into my warm, welcoming pussy! You’re getting better and better at making Mommy feel good! Even my 31 year old friend from our naughty threesome last week said your young fresh kiddie dick was better than any mans! I’m so proud of my son that I’m inviting her over again to get more of the kiddie cock she loves with me!

MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, MILF, COUGAR, AGE PLAY

Continue to download

Anabelle Pync – Mommy’s Shoes

Featuring Anabelle Pync!
Hey baby boy. Do you like Mama’s shoes? Do my arches make you excited in your pants? Do you want to sniff my shoes and sweaty soles?
Why don’t you get your tent pole out and start rubbing it? Rub that little penis and put your pee pee on my feet because it makes me happy to see how excited you are.
Don’t cum yet because you have to listen to mama! Let’s give my toe cleavage some special attention.
You love how I stroke your penis as I wrap my feet around it. You like it when we tickle your balls.
Now I want you to put it in my shoes. Look at your load! You make Mommy so happy as I squish my feet inside my cum filled shoes.

TABOO, MILF, FOOT WORSHIP, MOMMAS BOY, SHOE FETISH, OLDER WOMAN / YOUNGER MAN

Continue to download

Fifi Foxx Fantasies – Sydney Paige – Mom’s New Bedtime Ritual – Mom Helps Son with Unhealthy Sleeping Habits, POV – HD 1080p

“Honey, can I come in?” Mom’s voice was soft behind your bedroom door. “There’s something I need to talk to you about.” She told you that she had received numerous phone calls from school about you falling asleep in class. “Your father and I both noticed that you’ve been up all night watching TV, playing video games…you’re on the computer. I understand insomnia, I went through the same thing when I was your age.”
Falling asleep in class meant failing grades, and if that continued, you wouldn’t get into a good college. “We really need to do something about this, honey,” Mom’s eyes were stressed and concerned. “So, I was brainstorming of ways to get rid of some of that excess energy, so that you can get a better night’s sleep.”
Sure, there was melatonin, teas, medications…but Mom was certain she had a better idea. “Do you agree that this might be a little bit of a problem? Besides your studies and all that, you’re not going to get a date if you’re asleep at your desk at school,” she went on to say. “So, this may be a little bit unorthodox, but I think maybe we should…sexually train you at night, after your studies…would you like to give it a try?”
“Now Mommy’s definitely open if you are,” she smiled sweetly in an attempt to make you comfortable, “and I’ve been told I’m not too bad looking.” Every night, after she had checked that you finished your homework and studying, she would begin the new night-time ritual. “I would get you nice and hard…” she said rubbing your cock, “are you comfortable with Mommy doing that?”
“Mommy just wants what’s best for you…” she told you. “And as a bonus, this could help you with your dating life – I know prom is coming up soon. You’ll improve your studies, get that pretty girl I hear so much about to go to prom with you.”
So, Mom guided you through her new idea, and soon enough, you were worn out…just like she thought you would be. Tired and ready to go to sleep.

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

Continue to download

Family Manipulation – Sheena Ryder – Stretching Mom Out 1080p

Mom needed to get stretched out for yoga, so I offered her some help.. As I was on top of her, holding her leg to my chest, her tight spandex and beautiful body began to turn me on. She noticed my hard-on and said “looks like you could use some help yourself” Mom pulled my shorts down and took me down her throat. She ran her tongue up and down my shaft and teased my balls.. Watch as I tear her tight leggings exposing her ass and pussy. I shove my dick deep into my mother and fuck her in the backyard before I blow my load into her mature pulsating pussy!

TABOO, MILF, CREAMPIE, YOGA PANTS, OLDER WOMAN / YOUNGER MAN, POV SEX

Continue to download

Fifi Foxx Fantasies – Carmen Valentina & Whitney Morgan – Mom & Aunt Help Son with His Raging Boner, POV – HD 1080p

You didn’t know else what to do. You barged into your mom’s bedroom and her hazel eyes widened. “Honey, are you okay?” she asked. “Me and your auntie are talking about what we’re going to do today.”
Okay, this just got a million times worse – you had no idea your aunt was in the house. “Oh my god, I’m so sorry,” Mom’s face flushed red with embarrassment. “Oh no, it’s fine…it’s only natural,” your aunt smiled at her.
The problem? You had a huge erection that wouldn’t go down, and now the both of them saw it clear as day. You had a big date later that night, so you decided to pop a couple of Dad’s Viagra to make sure everything would work “down there.”
“I haven’t seen a cock that hard since I was a t3enager,” your aunt said. Mom gave her a little nudge and giggled, “Oh, stop it!” Although it was a terribly embarrassing situation for you, your mom and aunt were doing the best they could to lighten up the mood “Honey, Mommy and Auntie can help you with this problem before you go on your date. No need to worry,” Mom comforted you. “Next time let me know before you steal your dad’s Viagra – what’s wrong with you?!”
They explained that you were far too young for that sort of thing, and at your age, all you had to do was thing of something and you’d have a boner. “You were too nervous, weren’t you?” Mom asked. “That’s okay, I understand.” Auntie chimed in that she understood you just wanted to impress the girl, and that she loved seeing guys get rock hard for her when she was your age.
“Okay, so your date is in how long?” Mom asked. “An hour?! The only way we can help you is by having you cum. Don’t worry, we won’t tell anyone.” Your aunt smiled sweetly, “We’re all family.” Without hesitation, your mom and aunt pulled out their perky tits and encouraged you to play with them. You were allowed to grope, lick, suck – whatever you needed to do to cum.
“Don’t freak out, Mommy’s gonna take off her shorts,” Mom said, then began stripping down with your aunt. “Come over here and Mommy’s gonna suck you nice and good.” She wrapped her warm mouth around your hard cock and your aunt joined in. They shared your cock, then laid back on the bed for you to use their pussies. “You know what you’re gonna do with your girlfriend tonight? You’re gonna do that with Mommy…” Mom said, “and it’ll be good practice.”
“That’s right, just put your cock inside of Mommy,” Auntie said seductively. “I had no idea he had such a big cock,” Mom smiled. “Oh, it’s bigger than your dad’s.” You fucked your mom first, then moved over to your aunt’s sweet, pink pussy. They encouraged you to cum inside your aunt. “Fill me up,” she told you.
You finally shot a huge load of cum inside your aunt’s pussy. “You know Mommy and Auntie will always help you out. Look, your boner’s going down!” Mom said excitedly. “We told you we’d help you out. Now…go have fun on your date, honey!”

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

Continue to download

Fifi Foxx Fantasies – Dawn Isabella Dominguez – Mom Teaches Porn Addict Son What Real Women Look Like & How to Enjoy Sex, POV – HD 1080p

A taboo experience with a brand new Mommy…
“Come on in,” Mom said, “I need to have a chat with you.” Of course any time someone said that, it made you think you were in trouble. “I’m not trying to invade your privacy,” she explained, “but why do you need so much porn on your computer? A lot of the stuff I saw you watching is so unrealistic.”
Her concern wasn’t the porn so much in itself, it was the kind you were watching. “You’re on a face-fucking site – not all women want to be handled that way. I would be very upset if a guy tried to shove my head in like that,” she went on to say. “I mean, don’t get me wrong, some women like that kind of stuff, but realistically, not all women do. Some enjoy the passionate side of things.”
Mom didn’t want you to get the wrong impression of what sex was, of what women enjoyed, and how women should be treated. “I would hate for you to get a girlfriend and she’s thinking like ‘this guy’s crazy because he’s trying to manhandle me,'” she said. So, she was very blunt when she told you that the smacking, choking, and rough penetration sites might be too much of an inappropriate fantasy.
“Also, not every woman looks like a pornstar…” she told you, “women are all different shapes and sizes. And not everybody does the stuff they do – it’s entertainment, son.” She wanted to make sure you knew what a real woman’s body looked like, what it felt like, and then understood how you could still enjoy normal sex.
So, Mom undressed, exposing her body to you for the first time. “See? Nothing crazy going on here,” she showed off her mature figure. Since your cock was hard, she took the opportunity to touch you and show you that you didn’t need to face-fuck her to feel good. As things progressed, she explained how you could enjoy her body without degrading it and manhandling it.
“I know it was weird,” she said after you had orgasmed, “but I’m your mom and I want to make sure you’re led the right way in life. Good job, son, I’m proud of you. If you have any questions, you know where to find me.”

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, EBONY, INTERRACIAL

Continue to download

Fifi Foxx Fantasies – Carmen Valentina – Night Time Lovers – Mom & Son’s Secret Relationship – Mom & Son in Love, POV – HD 1080p

A beautiful, passionate, intimate, secret relationship with your mom…your night time lover.
The two of you had fallen in love. Mom would sneak into your room while Dad was asleep, and you’d have another night filled with passionate, intimate, wild love making. “Oh, I just needed to sleep with you tonight,” Mom whispered sweetly, “you know how much I love you.”
Mom slid her beautiful, mature body besides yours on the bed, then looked at you adoringly. “Come over here,” she smiled putting a finger up to her lips, “but don’t talk loud…shhh.” She asked if you had missed her, then confessed that she had been thinking about you all day long. “I just wanted to kiss you and hug you,” she said. “Too bad we can’t tell anybody what we’re doing.”
That was the hard part. You wanted the world to know how much the both you were in love, but you knew they wouldn’t accept it. Dad could never know. “But every night, you can show me how much you love me,” Mom went on to say, “and I’ll show you how much I love you.” She asked if you missed kissing her, if you had thought about her while you were at school.
“I just wanna be with you all the time,” she said. “If it wasn’t for me being with your father, we could move somewhere far away and be together and no one would care. I love you so much, babe. Wanna come over and kiss Mommy?” She leaned in to give you sweet, passionate kisses, then pulled back to show off her red lingerie set that she wore just for you.
Mom loved the way you made her feel beautiful – the way your cock would throb for her body. She wanted you to touch her again, to make love to her. Her warm, wet mouth wrapped around your hard cock, and before you knew it, the two of you were sharing another incredible night together.
“You know Mommy knows how to make you happy,” she flirted. After the both of you had orgasmed, Mom laid beside you with an enormous smile. “I love you so much. Let’s cuddle, and then I gotta go back to Daddy’s room, okay? I’ll cuddle with you until you fall asleep.” She nuzzled her head into the pillow, her naked body against yours, and the both of you closed your eyes.

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

Continue to download

Fifi Foxx Fantasies – Christina Sapphire – Making Mom Feel Beautiful Again – Son Gives Mom the Special Attention She Needs, POV

Mom examined her body in the new, lacy lingerie she had purchased and let out a sad sigh. “Oh hi,” she looked up to see you. “Yeah, Mommy’s not feeling too good right now.” It was obvious that something was wrong, and she hesitated to tell you what it was.
Mom had lost her confidence a while ago. Because Dad hadn’t paid any special attention to her for a while, she didn’t feel attractive anymore. So, she went out to buy some sexy lingerie, but he didn’t notice that either. “I’m…I’m trying not to be upset by it, but I really am,” she struggled to say. “I shouldn’t be talking to you about this.”
“Why?” her eyes widened. “Well, because I’m your mom and you’re not supposed to have to worry about this…but you’re such a good listener, and you always have been, and I love that about you.” You could tell Mom needed someone to talk to. But more importantly, she needed someone to tell her she was beautiful, and someone to show her that she was loved and appreciated.
“And I went out and bought pretty underwear, and I thought it looked good…” she confided in you, “but he didn’t even notice. And now I’m sitting here crying to my son in my lingerie that nobody’s gonna see, nobody’s ever going to take off of me.”
“You think I’m pretty?” Mom was shocked by the compliment. “Do you still think Mommy looks good? I know there are such pretty girls your age…and they’ve got such gorgeous bodies, and well…I’ve had babies.” She explained that she used to have such perky, firm tits, but over the years, her once fit, tight body had disappeared.
You complimented her tits, even asking to touch them, and she was flattered. You knew what you’d do to cheer her up, to make her feel more beautiful than ever. “You wanna see the underwear?” she replied. She stood up and stripped out of her lingerie, then showed off her mature body in her sexy panties. “Thank you, honey…” she said softly, “do you wanna see what a real woman’s private parts look like? Have you ever seen a woman’s private parts before? No?”
You had only see girls in videos online. But now Mom had spread her legs and exposed her bare, pink pussy to you. “I even shaved for Daddy and he didn’t notice,” she said, her fingers rubbing softly against her lips. “Do you wanna kiss it?”
Mom desperately needed to be touched – she needed to feel good again. Soon, she was absorbed in pleasure as the two of you shared your bodies with one another. “It feels so good,” she moaned. “Do you think you can cum in Mommy? Okay, fuck me hard and cum for me…”
“It’s been so long…” Mom purred. “Thank you. Give Mommy a kiss.” She finally felt like herself again, and she was glowing with a natural, undeniable beauty.

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

Continue to download

Fifi Foxx Fantasies – Nikki Brooks & Anastasia Rose – Mom & Sister Teach Female Anatomy, POV – HD 1080p

A very highly recommended clip. A full family experience! One of my favorites.
“Really? Failing? It’s anatomy – it’s your body!” Mom ranted. “I mean, you can stand in front of the mirror naked. Come on…I don’t want to hear excuses.”
You had been struggling all semester with this class, and it was obvious that Mom didn’t believe you had been studying. She threatened to take away your summer trip and the car if you didn’t pass. “I am going to stay here with you when you study…” she said strictly, “yeah, I know it sucks, but it’s going to ensure that get a good grade and pass.”
But embarrassingly enough, that wasn’t the problem. It wasn’t that you didn’t understand your own body, it was that you didn’t understand how girls worked. “Really? At your age?” Mom asked sarcastically. “I’m joking, quit being so sensitive. Hold on…” She called out for your sister, Anastasia.
“Your brother is failing anatomy…” Mom turned towards her, “he’s failing the female portion.” She had an idea. She’d use your sister to show and explain the different parts on a female body and how they worked. “I’m gonna have you strip,” Mom said to Anastasia, which your sister didn’t like. “You’re a part of this family, sweetheart, and you’re going to devote a little bit of your time and energy to us.”
So, Mom made her strip down until she was completely bare and exposed. “Pay attention,” Mom said strictly as she explained, in great detail, each of your sister’s female parts. She even taught you how to stimulate a woman by showing you how to play with her nipples. Anastasia blushed as Mom’s tongue twirled against her tits, and she denied enjoying it even though her nipples were hard.
Mom’s fingers ran down your sister’s pussy, explaining where the clitoris, inner and outer labia, and vaginal hole were, then how the female reproductive system worked. Mom looked down to see you had a throbbing erection, which she had never intended to cause, and thought of a solution. It was obvious you were curious how the inside of a woman felt, and Mom thought it’d make for an even better lesson.
“I said I’d give first hand experience,” she said, “and what better way…go ahead and fuck your sister.” Anastasia’s mouth dropped in shock, but Mom wasn’t having it. “Just let him fuck you, let him get the feeling, let him know what’s going on with his body, that’s how he’ll understand the changes,” she told your sister.
Anastasia laid back, and Mom told you how to penetrate her, and how to make her feel good. But first, she made sure the both of you were wet. Mom slid your cock inside her mouth for a few seconds, then flicked her tongue against your sister’s pussy. Once you were ready, you slid your cock inside your sister under your mom’s orders, then followed her instructions.
You really began to enjoy yourself, so much in fact, that you had accidentally came inside of her. “Oh my god, no, don’t cum in her,” Mom panicked, but realized there was nothing she could do to stop it. “Well, just finish it off.” Your sister’s pussy dripped with your cum, and Mom casually told the both of you to clean up. “And you – I want your books out!” she said to you.
“Anastasia, sweetheart, don’t get that on the sheets,” Mom said sternly, so your sister held your cum inside of her as she rushed to the bathroom.

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

Continue to download

Fifi Foxx Fantasies – Whitney Morgan & Carmen Valentina – Mom Helps Son Impregnate His Aunt – Breeding, Inbreeding, Family, POV – HD 1080p

A full family experience… Highly recommended clip!
“So, tell him…” your aunt, Carmen, nudged your mom. The two of them sat in front of you, and Mom could see the look of concern on your face. “Oh honey, you look so freaked out right now…” Mom said sweetly, “it’s okay, relax.”
They went on to tell you what a wonderful son and nephew you were, and that they needed your help with something. “So, your uncle and I have been trying to have a baby,” your aunt started to say, “but it turns out he’s infertile, meaning he can’t produce any babies.”
“And you’re so handsome…and such an amazing son to your mom,” she continued. Mom caressed your blushing face as auntie went on to say she wanted a son just like you. “So, I was wondering…can you tell him, I’m kinda nervous…” auntie looked over at your mom.
“Your aunt and I have a very, very special, intimate request to ask of you…” Mom started to say, “know that you are definitely in your prime right now – trust me, I do your laundry. So, you could give your aunt exactly what she wants. It wouldn’t be so hard to put a baby inside of her.”
“We won’t tell anyone,” your aunt chimed in, “we’ll pretend that your uncle is the father. No one will know you are the father.” Mom went on to say that it might make your uncle feel better about himself since they had been trying for so long, and that you would be doing a really great thing for the family.
Of course they knew that this would be a little uncomfortable, so they were willing to help in any way they could. Auntie had noticed you checking out her cleavage in her purposely worn, low-cut dresses, so they encouraged you to look and touch all you wanted, and they’d help you “down there.”
They wanted you to sexualize them, to think about them in an immoral, naughty way. Auntie needed a nice, big load of your cum deep inside her pussy, and Mommy was going to make sure she got it. She’d even let you use her body to get your balls full, and when you were ready to explode, you’d give your aunt all your seed. “Fill her up with your cum…” Mom said looking up at you, “make her cum with you. You hear me? You be a good boy and make your auntie Carmen cum with you.”
Making her cum would increase the chances of pregnancy, so you did exactly what they told you, and they gave you a satisfied smile. “Sometimes it doesn’t take the first time,” Mom reminded you, “so, you may have to do it multiple times if this one doesn’t impregnate her. That means you’ll have to play with Mommy and auntie Carmen more. What do you think, baby? Our little secret?”

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

Continue to download