Spoiled Mean MILFs – Son caught with sissy clothes

Elis’s mom is going out of town for a week so he raided her lingerie drawer so he could have some kinky fun wearing lace panties while she was gone. He called a friend over and then laid down for a nap while he waits for them to come over. He wakes up from his nap to his mom walking in because she forgot something. She’s asking a lot of questions and he finally comes clean. He tells her that likes to wear girl clothes and lingerie. She strips him down and helps him put his cute, sissy outfit on to help him see if this is really what he wants. She’s proud of her creation so she takes some pictures. Looks like you’re gonna be Mommy’s new sissy girl.

MOMMY DOMME, SISSY TRAINING, SISSY SLUTS, FORCED CROSSDRESSING, CROSSDRESSER, MOMMAS BOY

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Penny Barber – Caught Beating Off In Mom’s Bed

I am sorry you had a fight with your girlfriend, I mean your fiance, but I am more than happy to have you spend the night, sweetheart. Why don’t you snuggle up and tell me what this big bad fight was about? Well, maybe it can wait till morning.
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I cannot believe I just got woken up by my son beating off in my bed. No need to stop I already saw what you were doing. Oh I guess you want me to do it for you then. There is no point in arguing since we both know that Mom always knows best. It’s not like you have anywhere else to go even if I didn’t have a hold of your dick. I don’t think a young man with such a hard on for his Mom needs to worry about going back to his girlfriend anytime soon. This might be the most action you get for a while.

MOMMAS BOY, COCK TEASE, ROLE PLAY, POV SEX, MILF

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Icy Winters – Mommy Turns You Into A Girl

In this video, Mommy figures out that you want to be a GIRL!!! She’s very supportive, excited even, as she picks out new underwear for you, and helps you try them on. She’s very happy to have a brand new baby girl, one that’s perfectly obedient, and will do anything she says… She’s very excited to introduce you to a new therapy method to help your body “develop” called SURROGATE BONDING… she says its a perfectly natural method, where you consume the fluids that her body produces… and rub her fluid all over your body! You feel like maybe it’s working, you feel funny… but… it’s better to just do as mommy says isn’t it? Much easier than thinking about what’s happening to you… that’s it… good girl….

CUMSHOTS, FEMINIZATION, MASTURBATION, MOMMY ROLEPLAY, SISSIFICATION

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Georgina Feet – Mother’s Pantyhose JOI

Just a quick little sort out in your bedroom and what do I find, a pair of hidden pantyhose. They’re mine, they’re used, you’ve taken them out of the laundry basket. I knew I saw you before in the basket touching my nylons. I feel bad for you, this is my fault, you always wanted to touch my nylon covered legs. So I decide that I owe it you to help you out….

PANTYHOSE, MOMMY ROLEPLAY, JOI, NYLON WORSHIP, JERK OFF INSTRUCTION, SFW

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Desiree Wild – BBW Baby boy sucking mom’s nipples POV Custom

You love mom’s huge boobs my sweet baby boy, right? I love to suck them too, have a look at me sucking my own nipples. Do you like it? Is it your turn now? Good boy. Just suck my nipples as much as you like. You love mom’s big boobs, right? What a good boy. Those are your boobs, your nipples. Don’t be shy, suck them for your mom. And you know what? Mommy’s pussy needs your tongue too.

BIG TITS, BBW, NIPPLE PLAY, BLONDES, TIT SUCKING/NIPPLE FETISH, MOMMAS BOY

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Jane Cane – Mom Comforts Virgin Son

Wade and his girlfriend had been together for 8 months before she cheated on him with his best friend. He is depressed and moping around the house. His mom tries to talk to him about it, and he lets her know that right before they broke up, he was going to lose his virginity to her. Nothing mom can do will cheer up her son. He goes to lie down and mom comes in and wakes him up. She is going to do anything to make him feel better. She tells him to be quiet and takes his hand and puts it on her breast. Then, she puts his hand on her pussy and lets him touch her. Mom takes her sons cock in her mouth and sucks on it. Her son is finally feeling better. She then gets up and sits down on his cock, sliding it deep inside her pussy. She fucks her son cowgirl then reverse cowgirl until he cums on her ass. He can barely remember the breakup now that he has finally lost his virginity.

TABOO, BLOW JOBS, AMATEUR, MILF, KINK, POV

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