Videos Tagged with age regression

Natalie Wonder - Only One Thing Matters Now Baby, YOU

Fri 15 Dec 2023 23:52:05 +0200

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Mommy and her son are at a neighbor’s house to have dinner. “I want you to be on your very best behavior tonight.”, were mommy’s instructions. The dinner is going along very well. Her son has even excused himself and gone to the bathroom alone. Then it happens. She is told that he is calling for her to come and help him. She enters the bathroom to see that her son’s zipper on his pants is stuck and he is very upset.

Honey, what’s wrong now? Stuck…? What do you mean? Ohhh the zipper. Let me take a look at it. Okay baby, take a deep breath and relax. Mommy will fix it. Did you go peepee already or do you still have to go? You went. I knew you could do it by yourself. You are such a good boy. Mommy is so proud of you. Okay now let’s get this zipper un-stuck. Uuummmpphhhh….it’s really stuck. Don’t worry, mommy will get it.

Mommy begins working the zipper up and down. Over and over again. It takes some effort and a few tries before it goes down. But now there is a new problem. His pee pee has become hard from all the movement of Mommies hand on his crotch.

Oh no. Look what happened now. Okay, okay sweetie. Relax. Everything will be alright. Mommy will make it all better.

In a very loving and soothing voice, mommy begins to stroke his pee pee but she knows her boy likes it best when she uses her mouth to help him make cummies.

Honey, don’t worry about the dinner party. Mommy has forgotten all about that. Only one thing matters now. YOU….

Mistress T – Slow Loving Sex Ed

Thu 26 Oct 2023 20:00:10 +0200

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This is a gentle, sweet instructional situation with an intelligent, sexy M0THER who wants to ensure her son grows up to be a good lover. She catches him playing with her dirty panties which prompts her to take matters into her own hands. There’s a long, slow teasing build up, lots of light touching through his shorts…a little sensual foot worship (where she explains he should worship a woman’s foot like he would lick her pussy)…she demonstrates good oral skills, explaining the similarities of a penis & a pussy…she then shows him how to use a condom correctly & helps him get used to the sensation of intercourse while wearing a condom. All the while he is instructed to control his orgasm, he’s edged & encouraged to take his time & enjoy the experience. There’s no rush. There’s a nice long hand job at the end where he’s edged & teased…eventually erupting in a long built-up orgasm. He’s lovingly chastised for not asking for permission as he was instructed. She continues to stroke his sensitive cock a little as punishment while he squirms & giggles. She teases that she’ll smear his cum on her pussy & make him lick it off. It’s light, loving, kinky discipline. He’s left feeling that he has to work a little harder to please, & he has a lot of practicing to do, but he’s in good hands with a experienced mature woman who takes a keen interest in his education.

Janey Jones - Caught by Foster Mommy

Sun 05 Feb 2023 05:19:05 +0200

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So I grind her gooey foster pussy on baby's knee, twist my perky foster nipples, and spread my foster ass cheeks for baby, who is growing up so fast.

Natalie Wonder - Your Obscene Vocabulary Lesson And Then Practicing Those Action Words With Mommy

Tue 04 Jan 2022 13:04:14 +0200

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KCupQueen - Helping Mommy Pick Out Panties

Mon 06 Dec 2021 13:05:03 +0200

Watch KCupQueen in Helping Mommy Pick Out Panties for Many Vids. Cum get your fix of FREE family xxx porn videos only on tabootube.xxx.

Your birthday party is coming up, and Mommy wants to make sure everything is perfect :) After she shows you the dress she’s wearing to the party, she gets a little carried away and tries on lots of different panties for you! Only because it’s your birthday, and it has to be our little secret <3

Penny Barber - Mommy Finds Your Pink Diaper Stash

Mon 15 Nov 2021 13:18:34 +0200

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I found your slutty pink diapers–and I know exactly what you’ve been doing with them, you dirty boy.

Goddess Brandon Arena - Step-Mommy Finds Your Hidden Stash

Mon 15 Nov 2021 13:11:55 +0200

Watch Goddess Brandon Arena in Step-Mommy Finds Your Hidden Stash for Diaper Therapy. Cum get your fix of FREE family xxx porn videos only on tabootube.xxx.

You come home to find your step-mom sitting on your bed and right beside her is your secret stash of diapers that you wear at night. As she is talking to you about what she has discovered, your step-mom begins to layout your changing mat and tells you to lay down. As she begins taking off your pants she tells you that you are going to be wearing your diapers 24/7 from now on and your going to be staying as her baby boy. She wipes you clean and powders you up and soon you find yourself being diapered by your Step-mommy and she goes over your new rules. Just when you think it couldn't get worse, you find out she plans on keeping you like this even when classes pick back up for college.

Odette Delacroix - Big Sister Little Sister Diaper Humping

Mon 15 Nov 2021 13:11:49 +0200

Watch Odette Delacroix in Big Sister Little Sister Diaper Humping for AgePlay247. Cum get your fix of FREE family xxx porn videos only on tabootube.xxx.

Odette has to wear diapers, especially to bed. Big sister Star has been put in charge of this little lady and now its time for bed which means, Little Odette needs to be put in a diaper. Little girls need to wear diapers or the wet the bed… or worse! She complains and cries why do I have to wear diapers. ” cause you make peepee in the bed!” She pleads more and more… Finally Star makes a deal with her… She will also wear a diaper and then they both will wear diapers to bed. She agrees and is so happy. Little Sister puts big sister in a diaper. After she puts her in one, its Odette’s turn to be put in a diaper. She is super happy about it this time. Soon they show each other their cute diaper butts and rub each other’s bums. Soon they scissor or Trib each other almost to orgasm. They love the feeling… perhaps its naughty with your sister. But its okay, They are sisters. Odette gets thirsty and sucks on Star’s big breasts… then Star needs some too and starts sucking on Odette’s little breasts… That makes them tired. Now its time for bed. Little sister is the little spoon and Star the big sister is the big spoon. They start humping each other’s butts. Star orgasms and they both fall resting in each others arms.TABOO, SISTERS, DIAPERS, and so much diaper humping.SEXY!!!

Chloe Regresses Big Sister Back Into A Baby

Mon 15 Nov 2021 13:11:44 +0200

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Bi sister, Tink, has a break from her classes, and decides to come home and visit her mom and her little sister, Choloe. The two sisters excitedly plan a fun day of shopping and later on, dinner. Tink is excited to do fun things with her baby sister, and tells the they should go. Chloe replies the she’ll be ready to go as soon as she “goes to the bathroom.” Tink tells Chloe to go ahead; she’ll wait. But instead of walking to the bathroom, Chloe just stands in front of her big sister. She closes her eyes, grunts a little, and then softly sighs. Chloe happily tells her big sister, “Okay- I’m done!” Tink can’t believe it! She peeks under Chloe’s night shirt and demands to know what Chloe just did. Tink reaches down and feels between her little sister’s legs. “Chloe!” Tink asks, “When did you start wearing diapers??? Chloe tells Tink that Mom misses her baby girls, and she got Chloe into wearing diapers and being Mommy’s little girl again. Tink can’t quite get her head around why Chloe or her mom would want that. Chloe explains to her astonished sister that she still wants to go shopping, but first she needs her diaper changed. Tink says, “Sure- go change your diaper!” But Chloe wants her big sister to change her diaper for her. She begs Tink to change her diaper like she did when Chloe was a baby. Tink thinks it gross, but she finally gives in and changes her grown sister’s diaper. Once Tink has Chloe changed into a nice, fresh diaper, she asks her little sister how Mom got her to behave that way. Chloe thinks for a moment. “Well, I get to wear cute clothes, and I like wearing diapers.” Chloe concentrates really hard. “Oh yeah- there’s the FORMULA!” Tink laughs. “The formula, huh? What ‘formula’?” Suddenly, Chloe whips out a baby bottle with a strange liquid in it. She quickly shoves it in Tink’s mouth. “THIS formula!” The mystical formula in the bottle acts quickly. Tink becomes completely relaxed, and in moments, she is acting like a baby! Chloe tells Tink she is going to put her in a diaper, and as the formula works its magic on Tink, she gets all excited about being diapered and babied. It doesn’t take long for Chloe to put Tink in diapers and a cute baby outfit. Tink seems so happy to be a baby again! She is babbling and cooing as she sucks on the bottle of formula. Chloe happily calls their mom and tells her the good news- Now, she has BOTH of her baby girls back!

RavagingRadiantRebecca – Extremely Naughty

Mon 15 Nov 2021 13:08:02 +0200

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Daddy’s favorite girl wants to cum again. Please fuck me Daddy, I’ve been thinking about it all day at school.

Penny Barber - Arrogant Son regressed

Mon 15 Nov 2021 13:07:46 +0200

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Mistress Mona Dair - Mummy had to put her naughty Boy in a well

Mon 15 Nov 2021 13:07:10 +0200

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POV Mummy had to put her little boy in a well because he was so naughty, and she comes to visit him after work. She is going to give you a chance to show her you can be a good boy. She is going to train you to be a good boy for her. The first training session will be 3 intense countdowns where mummy will tell you exactly how to stroke yourself for her and you WILL NOT release. If you are good, she may have a treat in store for you you… Lucky for you little boy, Mummy gets very excited as she disciplines you. Too bad you can’t reach up to her gloved hands and taste the sweet cream on her fingers, you are just out of reach of her beautiful pussy and bum Lots of foot, stocking, latex glove, spit, and lb fetish triggers… Will you earn the golden nectar before mummy leaves for the night?