Penny Barber

Penny Barber – Penny Gets Stood Up, Gives Her Step-Son Incentive to Stay for Dinner HD 1080p (2022)

Stepmother / Stepson Incest, Taboo, Family Fantasies, Stepmom, MILF, Mommy Roleplay, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad’s Wife / Husband’s Son, ROLE PLAY, step mother, step son, step mommy, Big tits

30-something brunette MILF Penny Barber got stood up by her husband for a planned home-cooked meal, only to turn and find her step-son getting ready to walk out as well. Feeling lonely and neglected, she implores him to stay and enjoy a home-cooked meal with her. When he seems uninterested, she brings on the charm and the incentives, rubbing his chest and crotch, and licking his chest and nipples before dropping to her knees and pulling out his hard cock to stroke and lick, taking care to lick and suck his balls as well. Now that he’s properly convinced, he pulls her big MILF tits out and gropes and sucks them before she drops to her knees to suck and worship his cock, then sliding off her panties so he can bend her over the sink and fuck her from behind. After some cock riding cowgirl style and him licking her tastefully trimmed pussy, he fucks her hard on the kitchen island and shoots a load all over her pussy
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Penny Barber – Your Step-Mom Penny Wants Some Stress Relief HD 1080p (2022)

Stepmother / Stepson Incest, Taboo, Family Fantasies, Stepmom, MILF, Mommy Roleplay, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad’s Wife / Husband’s Son, ROLE PLAY, step mother, step son, step mommy, Big tits, Virtual Sex

Your step-mom Penny is really frustrated that you don’t have a job and you’re very messy, often leaving her to clean up after you. While she’d prefer you get a job, she also needs to let off some stress and steam and you seem well qualified to help. As she puts the moves on you, popping buttons on her top to let loose her big MILF tits, she continues undressing while flirting and touching you, reaching out and stroking and then sucking your big hard cock. She can’t resist taking things further, bending over on the couch to let you fuck her from behind and then missionary, and loudly moaning encouragement for you to shoot a hot cream pie load in her pussy
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Penny Barber – In her AJX Debut… 38yo Super-Star MILF Penny Barber Seduces her Son’s Friend! HD 1080p (2022)

Penny drops in to check on her friend, who isn’t home, but her son is – which is exactly what Penny wanted. As she sits on the couch, she stammers through trying to confess her attraction to him and staring at his loose-fitting basketball shorts, then moving in close while rubbing his crotch and getting him hard. When he lies down, she pulls his hard cock out and starts licking, sucking and stroking with her big MILF tits hanging out, and she can’t resist him any longer as they both strip naked and she climbs on top to fuck him reverse cowgirl style, then doggystyle, and missionary, when he pulls out and shoots a big load all over her stomach and tits
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Penny Barber – Collared Step-Mommy Sex Slave HD 720p

Stepmother / Stepson Incest, Taboo, Family Fantasies, Stepmom, MILF, Mommy Roleplay, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad’s Wife / Husband’s Son, ROLE PLAY, step mother, step son, step mommy, Big tits

Good morning, sweetie! Step-Mommy has been watching you rest and getting soooo turned on thinking about all the naughty things we’ll do together. Let’s start the day with a nice wet blow job where you come in Step-Mommy’s mouth. Then I’ll make YOU breakfast dressed only in my collar and an apron. I’m feeling too horny to wait for you to eat, so I masturbate to a squirting orgasm all over your food. I beg you to punish me with a thorough pussy pounding from your big dick while I clean up the mess. You give Step-Mommy a delicious cream pie that gets all over the floor. After tidying up the kitchen, you join me in the bathroom where your Step-Mommy-slave can properly wash your painfully erect penis with my big soapy tits and eager filthy mouth. You finish by showering me with cum while I masturbate to a screaming orgasm in the tub. I’m the luckiest sex slave in the whole world!
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Penny Barber – Solving Your Small Penis Problem With Diapers HD 1080p

From: Pampered Penny

Stepmother / Stepson Incest, Taboo, Family Fantasies, Stepmom, MILF, Mommy Roleplay, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad’s Wife / Husband’s Son, ROLE PLAY, step mother, step son, step mommy, Big tits

I should have guessed what was wrong when I saw you staring at a ruler and crying but maybe your little thing isn’t as little as you think. Maybe Step-Mommy should take a look for herself, just in case. Don’t be shy, I’m just going to take it out for a quick peek. Oh no… well let me see if I can make it a grow a little if you get more excited.

Does not seem like anything I show off or do makes it any bigger but I am not out of ideas just yet. Maybe instead of trying be a strong man with a big cock, you can get girls interested by being cute and little instead. Nothing says cute and little like a “big boy” in diapers! Instead of seeing a disappointing cock when she pulls down your boxers, your first girlfriend will already know you have a precious little winkie as soon as she feels the padded crotch of your diaper.
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Penny Barber – Step-Mommy Diapers Your Overactive Cock HD 1080p

From: Pampered Penny

Stepmother / Stepson Incest, Taboo, Family Fantasies, Stepmom, MILF, Mommy Roleplay, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad’s Wife / Husband’s Son, ROLE PLAY, step mother, step son, step mommy, Big tits

I’m sick of doing laundry every single night, but I can’t just let you rest in those cummy sheets, can I? I was at a loss of what to do until I started to think outside the box: a thick, embarrassing Bambino Teddy diaper will deal with the mess and a layer of duct tape over your mouth will suppress any slutty moaning coming from your room! It would be nice if you could control your own libido, but until you can manage on your own, Step-Mommy’s going to take things—your thing, to be specific—in hand. Not that I’m so cruel: I have a special surprise or you and I’ll tell you all about it while I pleasure your diapered cock with my very own vibrator and run my satin gloved hands over my fat Step-Mommy tits. I just hope that I notice when you cum with your mouth all taped shut!
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Penny Barber – Wanking In The Woods With Step-Mom HD 1080p

Stepmother / Stepson Incest, Taboo, Family Fantasies, Stepmom, MILF, Mommy Roleplay, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad’s Wife / Husband’s Son, ROLE PLAY, step mother, step son, step mommy, Big tits, JOI

Smells like somebody is burning something besides firewood wood over. I knew my darling boy couldn’t go away to camp without getting into trouble so that is why I decided to be a chaperone on this trip. Now if you do not want me report this to the head counselor you better drop that J and grab your D. I want to watch you cum for me right here in the great outdoors. I don’t care if it is embarrassing, should have thought of that before you let your Step-Mom catch you smoking.

I am willing to help you pop before the group hike though. I bet the sight of my soft tits and big round ass exposed out in the wild will makes you want to stroke for me. Don’t you want to see your Step-Mom’s wet pussy glistening in the sunshine ?
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Penny Barber – Step-Mommy Gets Stuck and Fucked HD 1080p

Stepmother / Stepson Incest, Taboo, Family Fantasies, Stepmom, MILF, Mommy Roleplay, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad’s Wife / Husband’s Son, ROLE PLAY, step mother, step son, step mommy

Seems that Step-Mommy tried to get into a dress that was a little too tight around the shoulders and now I’m STUCK! Unable to get into or out of the dress, I really need your help sweetie. Don’t worry about the box of sex toys on my bed or the kinky panties I’m wearing. Please just help me out! I know it’s so easy to explore Step-Mommy’s pussy and even see what one of my orgasms feels like on your cock, but I will absolutely ground you if you don’t stop IMMEDIATELY…after I cum a few more times.
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Penny Barber – Exposing Step-Mommy’s Kinks HD 1080p

Stepmother / Stepson Incest, Taboo, Family Fantasies, Stepmom, MILF, Mommy Roleplay, Cougar, Mommas boy, STEP-MOM, Older Woman / Younger Man, Dad’s Wife / Husband’s Son, ROLE PLAY, step mother, step son, step mommy

You are the best step-son ever! You took Step-Mommy to her kinky street fair when no-one else would go. Did you have a good time? Do you think Step-Mommy looked sexy in her outfit? I got really… excited being there with you. I take off my robe and show you I’m wearing nothing but a special “STEP-MOMMY” collar I got at the fair. My big tits and wet pussy are sensually bound in soft bamboo silk rope. I show you what a masochistic slut Step-Mommy is by putting clothes pins on my throbbing clit and perky nipples. Doing this in front of you makes me so horny that I beg you to be my master and let me suck your beautiful cock. Once I’ve used my mouth to get it as stiff as possible, you take your grateful slutty Step-Mommy-slave from behind and fill me with your warm cum.

Now, what would you like for dinner tonight, Master? XOXO
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