Tag: MASTURBATION ENCOURAGEMENT

Janira Wolfe – Step-Mommy’s All You Need

*travel with Me to a fantastical world where dreams come true; a world you can access only by buying this clip… and worth it, because once purchased, you can visit anytime you want.* In this world, you are My only step-son. It’s just you and Me in the house, which you used to love, but lately, you haven’t wanted to spend time with Me anymore, and prefer instead to do things like jerk off to porn. Of course, I always knew this time would come, which is why, years ago, I procured a potion that I can use any time My little boy starts to think he’s too old for his step-Mommy… It’s the weekend, so, as usual, you’re resting in your bed until I wake you up. I would let you get more beauty rest, but I really need to talk to you about our plumbing issues… you know, the ones you caused by flushing your jerk-off socks. There’s no point in denying it, I know you’ve been doing it, but I’m not here to scold you, I’m here to guide you. You see, I’ve really missed you needing me, and it’s clear that, during this difficult time of change, you need me more than ever! I know, it’s all very overwhelming, the thought of your step-Mother teaching you how to best pleasure your penis, but just relax sweetie and remember all the times I’ve been there for you. Good, now, make sure you do as your step-Mother says and go nice and slowly… you really don’t want for this to be over too soon. Seriously, slow down honey, oh!!!! As you cum, harder than ever before, to your own step-Mother’s perfection, suddenly, you feel a tingling sensation, and then, you’re lying on the bed, and you’re back in the body of step-Mommy’s little one. I pick you up and explain to you that I just couldn’t have you outgrowing Me, but don’t worry, as soon as I kiss your forehead, your mind will regress to match your body, and you’ll be in sweet bb bliss, not a care in the world, with a step-Mommy who loves you more than anything. As I kiss your forehead, you instantly feel that sweet bb bliss. You’d forgotten how nice it was to be held by your step-Mommy, to spend all your time with your step-Mommy, to have your dipeys changed by your step-Mommy. As I remind you of how good it feels to be cleaned and securely put into a fresh dipey, of course your body hears me. Now, let’s go change that dipey! Buy the clip for the incredibly hot to sweet and loving taboo age regression experience, incorporating elements of transformation fantasies, step-Momma’s boy, older Woman/ younger man, masturbation encouragement, premature ejaculation, magic control, erotic magic, dipey fetish, lingerie and of course, Me, your favorite loving step-Mommy

STEP MOM & STEP SON FANTASY, TRANSFORMATION FANTASY, ABDL, ENCOURAGING STEP-MOM, LINGERIE, LOVING STEP-MOMMY, MAGIC TRANSFORMATION FANTASY, MASTURBATION ENCOURAGEMENT, OLDER WOMAN YOUNGER MAN, PREMATURE EJACULATION

Continue to download

Julie Snow – Step-Mom Wants You to do Porn with Her

I’m really struggling to make ends meet since your Father left, and he hasn’t been sending money at all lately, so I’ve started my own business……I decided to go into online adult entertaining. You find this hard to believe? Look at my body, I mean….I still got it going on, and I’m doing well in Taboo Role Play. You wouldn’t believe how popular Step Mom and Step Son role play is, and we could really make a lot of money in this niche. Do I need to encourage you a little….? Maybe show off my tight body while talking about making porn with you, what you would need to do, maybe see if we are comfortable masturbating together? I want you to watch me play with my pussy while we see if you can get hard and play with yourself and cum in front of me. Impress me with your huge load!

MILF, ROLE PLAY, OLDER WOMAN YOUNGER MAN, MASTURBATION ENCOURAGEMENT, MOMMY ROLEPLAY

Continue to download

Fifi Foxx Fantasies – Sydney Paige – Mommy’s Perverted Game: Whoever Cums First Wins – Son & His Friends, POV – HD 1080p

Warning: this is an extreme taboo clip. It has been created for those interested in something more than your typical family video. It is highly disturbing & perverted.
“Hey, sweetie,” Mom said with a warm, cheerful voice, “are you and your friends having a good time at your sleepover?” She was thrilled to hear you three were having fun playing video games and eating snacks. She didn’t even mind if you boys stayed up late!
“I love it when you guys come over!” she smiled at your friends. When she noticed there had been a lull in your party, she had invited the three of you into her bedroom so you boys could play a game with her. “You wanna play a game with Mommy? You guys wanna play a game with me?” she asked.
Before the game started, she needed to ask you boys a few questions. “Have you guys ever touched yourselves…down there…” she pointed towards your pee-pee, “you know in this region? No?” Her eyes widened in disbelief.
She explained that in this game, you would be touching your little wee-wees, and as you did, they would begin to stiffen as the b1ood rushed down to it. Once you had stroked it long enough, white stuff would come out of it, and once that happened, it would feel really good – one of the best feelings in the entire world.
“Whoever makes the white stuff come out first wins,” Mom went on to say. “Doesn’t that sound like a really fun game? I’m gonna help you play this game – I’m going to be the referee, if you will. You’re going to pay attention to me…you’ll need something to look at.”
The instructions were simple. You wouldn’t look at each other, you’d focus solely on Mom. “So, go ahead and drop those cutey, little pajama bottoms,” she instructed. “Now that everyone’s out, you’re going to take your hand and put it on your little wee-wee. Here, put it on there just like that…”
Mom then taught you and your friends how to touch your wee-wees to get them hard. As she guided you, she began stripping down and teasing you with her beautiful, petite figure. It’d be the first time any of you boys saw a real woman’s body.
“See, this is the equivalent for girls,” Mom said, her fingers circling her clit, “we rub right here and you guys stroke like that. And when you’re older, you might even get to put that right in here…and that’s another amazing feeling for another day.”
Mom loved watching your young, innocent cocks throb for her. It turned her on to watch the three of you get off to her beautiful, matured body. There was no better feeling than corrupting such sweet boys.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, JOI GAMES, MASTURBATION ENCOURAGEMENT

Continue to download

Katy AnnXO – Step-Mom Son Jerk Off Instructional

I see that your turning into such a handsome young man. Mommy wants to make sure you know how to jerk that joy stick just right! Dressed in a sheer lingerie nighty that show case my massive mounds I start to talk you about masturbation. I get out my tits to make sure you reach maximum chub. I even bring a dildo so I can show how I want you to be stroking your cock. After our lesson I masturbate with my dildo so your cock is extra hard and you can bust a huge load for mommy.

TABOO, MOMMAS BOY, DILDO FUCKING, JERK OFF INSTRUCTION, LINGERIE, MASTURBATION ENCOURAGEMENT

Continue to download

Meana Wolf – Prescription JOI

Hello sweetie, I’m the Nurse here on campus, Meana. I see the Dean has sent you here for me to take a look at you, apparently you’ve been struggling in some of your classes? Oh… so only the classes with female professors? That’s interesting. Well why don’t I just give you a quick examination… does it hurt when I press here? How about lower? Heheh Well that might be your problem… that large bulge in your pants young man haha how often are you taking care of that trouser snake of yours? Never?! You don’t masturbate at all? You never have? Oh dear… well that explains a lot. Oh sweetie, it’s very important that you masturbate as soon as you feel your horny cock starting to distract you, otherwise you might have all kinds of problems…in fact I don’t think there’s any point in you going back to class unless you masturbate right now. And since you are so far behind on your jerking off skills, I will instruct you on the best way to get all that naughty boy cum out of you so you can go back to being a good boy. Now just relax and listen to what I say… I want you to take your hand and slowly…gently…squeeze your cock for me….

JOI, MASTURBATION ENCOURAGEMENT, MILF, EDGING GAMES, PANTYHOSE/STOCKINGS, JERK OFF INSTRUCTION

Continue to download

Bettie Bondage – Girlfriend Finds Your Taboo Porn

Your girlfriend shows up, in hand. You’re not huge stoners, but you were recently talking about how ganja makes you both feel horny and relaxed. And she says that’ll be a good mindset to be in, since she has something she wants to talk about.
Lazily, she lights up, smirking as she inhales, exhales, plays with the smoke, holding it loosely to your lips as you drag. She tells you she had to use your computer and while trying to find something she downloaded, she stumbled onto your porn folders. Your taboo porn folders. She laughs when your face betrays your attempt to stay cool, reassuring you that she’s not upset. She just wants to discuss it.
She tells you she found the folder of all the mother-son stuff, saying again that she’s not upset. Quite the contrary. She thinks fantasy is important. Sexy. Healthy. Even the stuff you fantasize.
“But,” she says, “I did notice that all those women looked a lot like your mother. A lot…is there maybe something to that?” You freeze. She’s cool, but is she that cool, that open? You don’t need to respond, though, before she’s smiling again, opening her sweater, telling you that its ok. She wants to explore it. She wants to talk. For both of you to touch yourselves while you explore. While she encourages you. Encourages you to stroke and think about all the naughty, taboo scenarios that were in those videos. Stroke and think…about your mother. Is this really happening?
As you bring yourselves closer and closer to orgasm, dirty talking and encouraging, she tells you to wait. She’s going to get something…
She leaves, and when she returns, she’s carrying something. A picture. Framed. A framed picture of your mother! You can’t believe this. Really? Yes, really. Yes, really, your girlfriend is holding a framed photo of your mother between her legs, against her naked, smooth, wet pussy, stroking your cock and telling you to cum all over your mother’s face. Telling you that its just what she wants. It’s just what you want. And she’s right.

TABOO, POV, VIRTUAL SEX, DIRTY TALK, MASTURBATION ENCOURAGEMENT, JERK OFF INSTRUCTION

Continue to download

Jamie TT – Momma Lover 1080p

You love your mum, such a mummy s boy! Your momma loves you so much and no other women will ever come close. You think about your momma quite a lot, you fantasise over her. She is a women after all and you are just her horny son! I encourage you to crack one out whilst looking at a pic of your mum, get dirty and hot thinking about the smut that comes out my mouth then cum for me and your mum. She’d love it!

FANTASIES, DIRTY TALK, MOMMAS BOY, COCK TEASE, BRAT GIRLS, MASTURBATION ENCOURAGEMENT

Continue to download

Butt3rflyforU Fantasies – Step Mom Gives JOI 1080p

Name Calvin used- Your step mom is so damn hot! It’s becoming routine for you to masturbate while she is cleaning and rearranging your room. She now comes in even if nothing needs to be tidied up!!! She knows you will be in there jerking that young, horny cock for her. You are my beloved step son and I would do anything for you. I love knowing you masturbate to me and drain your balls to me. I purposely dress like this. I want to tease you relentlessly. I want to see and know that I make your cock rock hard. You love sitting in front of me while I sit and cross my legs with my see through robe on and tell you how to jerk that cock so we can drain all your cum!!!!

TABOO, MILF, MASTURBATION ENCOURAGEMENT, JOI, CROSSED LEGS FETISH, JERK OFF INSTRUCTION

Continue to download

Butt3rflyforU Fantasies – Sitting On Mummy’s Lap 1080p

No names used-It’s your birthday today!!!! Mommy has a very special surprise too!!! We are expecting two young boys to come over today. They have been coming around for some time now because they just love getting a good wank from mummy!!!! You are going to sit on mummy’s lap today and watch what mummy does to them, that way you will understand all about the birds and the bees!!! Mummy wants to be sure her little boy knows how to make that little dick feel good and spunk for mu mmy!! Mummy will demonstrate on the boys that come over while you sit on my lap!!!! Were going to have your little dick spunking along with the other little boys dicks spunking!!!! Mummy is going to be covered in little boy spunk after it’s all done!!!!!

TABOO, MILF, CUCKOLDING, AGE REGRESSION, MASTURBATION ENCOURAGEMENT, SEX ED

Continue to download