Tag: JERK OFF INSTRUCTION

Elle Delight – Caring Step Mmmy 4

You know that step-mоmmy loves you. You know that step-mоmmy always knows what’s better for her adorable boy. You are my sweet boy. My such a great boy. I’m so very proud of you, always! And I think that today, is the day I have this serious talk with you. I’m your step-mоmmy, and I know what is best for my boy. I always knew that you have a special feelings to your step-mоmmy, I know how you look at me and at these flat-chested little girls around. I know that you want a real woman, I change your sheets. I know what you’re always looking at, my boy, and I know what best step-mоmmy would do for her step-sоn..

TABOO, MOMMY ROLEPLAY, JOI, MASTURBATION ENCOURAGEMENT, JERK OFF INSTRUCTION

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Dickgirlmia – Used and Sissified by TS Mistress JOI

You are transsexual Mistress Mia’s newest toy, and you are now subject to her sissification regime. Say goodbye to your long sleepless nights of pathetically jerking your tiny dick to shemale porn. All of that ends now, because you are Mistress’ worthless little cumslave. Your mouth is nothing but Mia’s personal pleasure sleeve. The cruel seductress will turn your manhood into a tiny -chastity clit to while she fucks your mouth and faggot asshole. She knows how desperate you are to serve her, and besides, you have no choice…

TRANSGENDER, JERK OFF INSTRUCTION, MOMMY ROLEPLAY, SISSIFICATION, TRANS

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Imchloeswift – Step Mommy CEI

Step-Mommy noticed you jerking off all day, and leaving behind crusty sheets and socks. So she decided that you need punishment! So I’ve decided you’re going to stroke yourself for Sep-Mommy. You’re going to beat your cock hard and fast exactly how Step-Mommy tells you to do And don’t worry, Step-Mommy will save the best part of your punishment for last, you’ll be cleaning up your mess after Step-Mommy makes you cum!

TABOO, MOMMY ROLEPLAY, CUM EATING INSTRUCTION, JERK OFF INSTRUCTION, JOI GAMES

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Sydney Screams – StepMommy Teaches Good Boy How to Stroke

When you get home from college, your step-mommy Sydney is so excited to see you and hear all about it! You seem a bit stressed out, is everything ok? You reveal to step-mommy that you don’t know how to jerk off but that’s ok sweet boy. Step-Mommy will teach you! There’s nothing to be ashamed. You’re such a good boy and step-mommy will show you what to do. Go ahead and pull your little pee-pee out of your pants and I’ll teach you what you need to do. First, grab some lotion or lube or a nice body oil. I’m going to use lube to demonstrate with one of step-mommy’s toys. Put some in your hand and then start by rubbing it on the tip of your penis. Then, you’ll take your hand and rub it up and down along your wee-wee. Let step-mommy Sydney show you exactly what you need to do to feel good. You’re such a good boy and step-mommy wants to make sure that her sweet boy how to feel good as she guides you thru your very first time masturbation! Step-mommy gives you all the tips that a sweet boy like you needs to not only feel good but to also make yourself last a while longer, that way when you meet a nice girl and you want to be with her, you’ll be able to please her! Soon enough, you’ll be milking every last drop of cum out! Don’t worry about making a mess, my good boy. That’s perfectly natural and it’s supposed to happen. You’re such a good boy and remember, you can talk to step-mommy about anything at all.

MOMMY ROLEPLAY, JOI, MILF, JERK OFF INSTRUCTION, BBW

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Julie Snow – Your First Time Masturbating

This was a custom video. This is a Mommy Role Play. There is very little nudity, some breast exposure out of my nightie. You walk into my bedroom while I am in bed and asks a good question….Why are you hard? I answer in very basic anatomical language and explain about masturbation, eventually guiding him innocently to completion. The demeanor of the role play is patient and loving.

JERK OFF INSTRUCTION, JOI, MASTURBATION ENCOURAGEMENT, MILF, MOMMY ROLEPLAY

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BBW Anna Adore – BBW Step Mommy Fantasy Roleplay

This is not everyone’s cup of tea, but in this video I am your step mom and I have noticed you checking out my soft, curvy body and being curious about it. I start by showing you what’s under my dress, including my white panties, and take it all off to show you where you put your thing inside mommy. After you cum inside me with lots of verbal encouragement, I lick you clean and use my vibrator to cum for you, full of your load.

BBW, MOMMY ROLEPLAY, AGE REGRESSION, SSBBW, JERK OFF INSTRUCTION

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Elite Rose – Trekken Voor Mammie

Je bent erachter gekomen dat ik me aftrek op mammie’s bikini foto, welke ik onder mijn kussen verstop. Je geeft me aftrekinstructies voor de fleshlight.Vanaf nu mag ik niet meer op andere vrouwen rukken. Mijn piemel is alleen van mammie en zonder mammie wordt hij niet meer stijf. Je vernedert me en laat me hardop zeggen dat mijn piemel van mammie is. Je geeft me opdrachten om te trainen dat mijn pik alleen nog maar hard is voor mammie. Je noemt me mammie’s brave jongen. Nadat je me hebt laten klaarkomen dwing je me om door te gaan ook al is dit gevoelig!

JERK OFF INSTRUCTION, MOMMY ROLEPLAY, TABOO, ROLE PLAY, POST CUM TORTURE, SFW

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Madison Marz – Holiday JOI For My Good Boy

You’ve been a very good boy for me all year long, haven’t you? You’ve been so loyal purchasing my clips and following all the tasks and instructions that I assign to you. You entire life purpose is to please and serve me in every way. Especially during the holidays which are the perfect time to spoil your goddess and show your appreciation. I will be assigning you a few tasks today and if you follow all of my instructions, you will be rewarded like the good boy you are.

MOMMY ROLEPLAY, FINANCIAL DOMINATION, MUSCLE DOMINATION, JERK OFF INSTRUCTION, JOI

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Lilith Enkur – Ill Be Home Soon

I know this is usually our special night but I have to go on this date to celebrate my six month wedding anniversary. When I married into this family it came with certain responsibilities, sweetie. Oh, you like my pretty dress? Well you must because I can see your little boner poking out. Oh, sweetie, I’m sorry but I just don’t have time for this right now. Okay, okay, you can stroke but it has to be quick. That’s a good boy. When I get home, I promise I’ll take care of you the right way.

MOMMY ROLEPLAY, JERK OFF INSTRUCTION, MASTURBATION ENCOURAGEMENT, AGE PLAY, TABOO

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Sweet Maria – Mother fucker

M*ther fucker. “For this clip you will play the role of my step-mom. You have a night routine: when you light up you expect me to get an instant erection – and then you instruct me to jerk off while you blow smoke in my face and on my cock. When it’s time to cum you take one last drag and say ‘cum for Step-Mommy’ and ‘cum step-mother fucker’.” A custom clip. No names mentioned x

SMOKING, MOMMY ROLEPLAY, CURVY, JERK OFF INSTRUCTION, TABOO

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