Tag: OLDER WOMAN / YOUNGER MAN

Tara Tainton – Your *Mother*’s Best Friend Teaches You ALL the Ropes

Of course, I was the perfect candidate for helping you rehearse for your college play; I’m a professional actress. Of course, I’m eager to do ALL I can to help you perfect your part – and every aspect it requires – I’ve known you for ages: I’m your step-mother’s best friend. We’re just practicing in your room… but your step-mother doesn’t know there’s a kissing scene. And I didn’t even know it was next in the script. Could be awkward… but I am a professional… and I do adore you and it’s exciting to help with my area of expertise. Your nervousness is cute, but you’re a quick learner – and a very attractive student. The rest, well, neither one of us could be expected to see it coming. We just get carried away. We must both be amazing actors. And maybe… maybe we do have the hots for each other. SHHHHHH! We HAVE to be quiet; your step-mother may hear us! She could walk in ANY moment. Don’t be dissuaded when I lay my hand over your mouth to help keep those college boy moans to a minimum. Oh, but how I love hearing confirmation that you’re totally hot for me. Hold it… hold it… until I come. Until I beg YOU to come for me.

VIRTUAL SEX, MILF, POV, OLDER WOMAN / YOUNGER MAN, HAND OVER MOUTH, HANDJOBS

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MoRina – Loving Mom Takes Care Of Your Stress

Your mom comes into your room because she saw your light was still on and she knows you’ve been having trouble going to bed at night. So much stress – your job and the economy, this Covid-19 coronavirus…. it’s been a rough week and mom will do anything to help you. Mom gets into your bed to talk with you…. she is so sweet and calm, and knows exactly what you need to de-stress and chill out so you can finally get some rest! She offers to jerk you off and you feel a little awkward accepting, but she puts her hand on your cock and starts slowly stroking you. You aren’t going to turn this down, since Mom always does know best.

TABOO, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, ASSISTED MASTURBATION, MILF

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Tara Tainton – Our Super Secret Club

You’ve just moved into the neighborhood and eager to make friends. There’s this nice lady down the street who invited you over for some cookies. She’s pretty too. You LOVE cookies. Even asked her if they’re homemade to make sure it was worth the extra time, especially since she said it was a secret invite, not to tell anyone. Wow… special cookies. And what a nice lady! Hopefully, you’ll find some new friends in the area that are your age soon. But until then, it’s not so bad having an older friend. And she has pretty eyes. And hair. And makes you feel all tingly. (To be continued…)

MILF, OLDER WOMAN / YOUNGER MAN, HOME WRECKER, FEMALE DOMINATION, UPSKIRT, CLEAVAGE

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Tara Tainton – Auntie’s Super Special Bedtime Technique

Poor nephew. I heard you were up here, tucked into bed but unable to find sweet rest. So, I came to help you. I’m always here for my favorite nephew! Do you trust your auntie? Then, I’m going to treat you to my super special bedtime technique… it starts with a relaxing bedtime voice, soft and soothing, a nice sensual massage, and the very best thing for bedtime of all: auntie’s special pillows. Just lie back, relax, listen to my soft voice, and… let’s get you out of these pajamas. I’ll keep you nice and warm…

ASMR, TABOO, BIG TITS, OLDER WOMAN / YOUNGER MAN, SENSUAL MASSAGE, MASTURBATION ENCOURAGEMENT

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A Taboo Fantasy – Agatha’s Family Album

AGATHA MAKES HER STEP-SON BEAT HIS MEAT…. TO STEP-MOMMY!!! STEP-MOMMY KNOWS WHAT JUNIOR WANTS!!! Agatha’s Step-Son is at a very awkward age. he jerks off to EVERYTHING!!! Including his Step-Mommy!!! Agatha instructs her baby boy to cum for her over and over again!! Included in Agatha’s Family Album are full versions of : “Jerk-Off To Step-Mommy” “Step-Mom’s Tits Are Sexy” “Sharing A Bed With Step-Mom” & “Step-Mom’s In The Shower”. OVER 42 MINUTES !!!!!

BIG TITS, MASTURBATION INSTRUCTION, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, POV

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Sherry Stunns – Mommy Shows David How To Make A Baby

This was a custom for David David is such a curious young man. Today he asks his mommy where babies come from, and she is more tan happy to help. But he won’t get some lame birds and the bees story… She gives David a brief overview of her anatomy, and how things work. This just makes him even more curious. So being a god mommy, she decides that showing him exactly how it works is her best option. David’s mom puts his penis in her mouth, and gets it nice and hard. She explains that this is how she likes it. Now that he is hard and ready, mom slips it inside of her… and it looks like David is a natural! He fucks her good and deep with his virgin cock. Before he even knows what is happening, he lets loose a huge load of cum deep inside of his mom! She can feel how much he came and how good it feels leaking out of her. She congratulates him on a job well done as you can see his big load leaking out of her. Such a good boy! Growing up so fast, and so curious! this was a custom featuring the name David. Email about one for you.

MOMMY ROLEPLAY, TABOO, POV SEX, OLDER WOMAN YOUNGER MAN, MILF

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Reagan Lush – Mother Knows Best

I have completely given in to my Mother’s control. She knew she could get me to to these things with her, persuade me, seduce me to do this. She just gave me a blow job and I am still rock hard thinking about it and looking at her perfect body. Mother is right as always, she knows how I should please a woman. I’m happy she taught me how. She takes a look at my throbbing cock and says she is going to please herself now. Mommy wants to get “filled.” I think she means she wants my cock. I don’t know about this Mom. We shouldn’t! Mommy demands that I do as she says, and tells me to shut up. “You’re going to give me that cock, boy! You’re going to do what I say!” I’ve never fucked a girl before and I don’t want my first time to be with her, do I? Ok I do. Her pussy feels so wet as she pushes herself into me. She is SO demanding and she is going to have me inside of her. “Look at far you fit in me? It’s just what Mommy wants, my son’s big fat cock filling me up! Daddy can never fill me up like THIS.” My Mom is telling me to be calm and shut up and fuck her. She can feel me trembling beneath her. I am nervous and turned on. I find myself listening to her, I never was able to stand up to her. She does know this feels good for me and that I want it. My dripping cock doesn’t lie. My Mother’s pussy feels so good. I never thought sex would feel this good. I love sex with Mommy. She controls my cock now. I can’t cum inside of her so Mommy makes me spray her perfect breasts and face with my load. She demands it. With Reagan Lush

TABOO, ASSCHEEK FUCKING, OLDER WOMAN / YOUNGER MAN, MILF, COUGAR

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A Taboo Fantasy – Daisy Destin’s Family Album Vol 2

WHEN YOU ARE AS HOT AS DAISY DESTIN… EVEN YOUR OWN STEP-SON WANTS TO FUCK YOU!!! DAISY SCREWS HER TEENAGE STEP-SON’S BRAINS OUT!! When you are as HOT as Daisy Destin…..guys are gonna want to fuck you!! Even your own Step-Son!!! Here’s a glimpse at what happens behind closed doors in the Destin household. Daisy sucks and fucks her teenage Step-Son Jason……over and over and over again!!! Included in this Motherly Family Album are full HD versions of : “Hot For Step-Mom Syndrome Episode 2” “Disciplined By Step-Mommy” “Stop Jerking Off To Your Step-Sister Episode 2” & “The Step-Mommy Experience”. OVER 49 MINUTES !!!!!

TEENS, MILF, OLDER WOMAN YOUNGER MAN, COWGIRL, BIG TITS

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Buddahs Playground – Cream Pie For Mommy’s Pussy

I had no clue that my son would be at home taking a nap in my bed when I got home from work today. I walked through the door still wearing my leather skirt, thigh high leather boots, soft pantyhose, business top, long satin gloves and even carrying my handbag. I talked with him briefly and then hike up my skirt to reveal my shiny, sexy pantyhose and I could see him getting hard. I know that “she” won’t wear things like I do and I know how much it turns him on to see me in them. I remove my blazer to reveal that I have been wearing a shiny, tight satin corset all day long. I like to wear sexy things under my business clothing to make myself feel sexy. My big tits were about to bust out of that corset any second and I exposed my voluptuous bosom to watch my son get harder and harder. I couldn’t hardly stop from dripping my sweet pussy juice all over the gusset of my pantyhose as I peeled them off and threw them on the edge of the bed. I then took my satin gloved hands and slid them under the cover that he was under and ran my gloved hand up his leg and thigh finally reaching his hard cock. I throat fucked his cock and could taste the salty pre cum. I suck him for a while and then climb on top of him and ram his cock deep into my pussy. I ride him until he busts a nut deep in my pussy and then I masturbate with his cock still in me as I cum hard all over his rock hard cock and we have a creamy load of cum that is dripping from us both. I know this is so wrong, but I just can’t help myself. I hope that nobody will ever find out

TABOO, BLOWJOB, FUCKING, OLDER WOMAN YOUNGER MAN, CREAM PIE

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