Tag: Jerk Off Encouragement

Claudia Kink – Step-Mommy’s Helping Hand

Well honey! That was all very dramatic. Let’s avoid any more emergency doctor’s visits, hmm? Now, it’s extremely important you do exactly what the doctor said, do you understand? I’m sure it’s a little bit embarrassing for you to her your Step-Mommy talk about masturbation, but it is a medical necessity right now! It’d be awful if you didn’t keep relieving the pressure on your balls. Of course, I imagine that even with your hormones it might be tricky to get up the enthusiasm several times a day, so I had an idea about how I might be able to help…

STEP MOM & STEP SON FANTASY, TABOO FANTASY, JERK OFF ENCOURAGEMENT, JERK OFF INSTRUCTION, JOI

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Britini Starr – Step-Mommy JOI

I know this is probably not the best thing to discuss with my step son but he hasn’t seemed very interested in me lately, I’m not sure why considering how hot I am, I have always had alot of confidence but the fact that he has been so distracted lately, and less interested in me is making my self-esteem lower. Tell me, what you think. I have been working out alot lately, just look at my sexy body. I don’t want to cheat on him but he really leaves me with no option, I need the confidence boost, so I want you to jerk off to me and cum! He can never EVER find out. If he does, you will be punished!

JERK OFF INSTRUCTION-JOI, STEP MOM & STEP SON FANTASY, ASS FETISH, CUM COUNTDOWN, FEMDOM GODDESS, JERK OFF ENCOURAGEMENT, JERK OFF INSTRUCTION, MOMMY DOMME FANTASY, STEP-MOM FANTASY, TIT FETISH

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Jackie Synn – Step-Mom Insists You Skip Church & Cum

You’ve been trying to be a good boy and stay out of trouble, you’ve even started going to church every Sunday. Your slutty party girl step-mother thinks this new phase in your life is super boring and that your time could be better spent. She says you are young and should be out getting laid, not going to bed early and being lame. She’s even noticed you aren’t jerking off anymore, a boy your age needs release, it’s not natural to go without! Step-Mom finally puts her foot down, you are not going to church this Sunday hun, you are going to stay home and make yourself cum goddamn it! Step-Mom teases you with her hot curvy body to get you hard, you try to resist but suddenly feel your cock stirring. She convinces you to cum for her, you have no choice but to give in – after all, Step-mother knows best!

BBW, BIG TITS, BLASPHEMY, JERK OFF ENCOURAGEMENT, JERK OFF INSTRUCTION, RELIGIOUS

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Molly Majesty – Mommy & Aunty Make You Clean Up Cum

Mommy is so tired of cleaning up after you. I know you have urges and needs and that’s ok but for the love of God stop cumming all over everything! Clean up after yourself! Since you can’t listen to mommy I have called over your Aunt to help. We tell you to jerk off and count you down to cuming into Mommy’s hand but when you’re done…we show you how to clean it all up. Good boy. (ft. FapcakeSenpai) tags- taboo, family, CEI, cum eating, mom fantasy, girl/girl, double domme, aunt, cousin, jerk off encouragement, JOI, watching you, cum countdown

AUNT, AUNTIE, CEI, CUM COUNTDOWN, ENCOURAGING MOM, JERK OFF ENCOURAGEMENT, LOVING MOMMY, MOMMY FANTASY

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Molly Majesty – Mommy Helps You Jerk

Sweetie, mommy is sick and tired of cleaning up your messes. You cum all over everything! I understand that you have urges, and that’s fine. But, mommy wants to teach you the proper way to take care of those urges. Mommy is going to help that horny cock of yours cum. Mommy is going to stroke you off and rub her perfect titties all over your big dick. Eventually, mommy lets you cum right into her hand. (Mommy jerks you off, rubs your cock on her tits and helps you cum, you fill her hand with your load! Lots of dirty talk and roleplay)

CUM PLAY, CUMSHOT, DIRTY TALK, JERK OFF ENCOURAGEMENT, LOVING MOMMY, MOM & SON FANTASY, MOMMY FANTASY, ROLE PLAY, SMALL TITS, STEP MOM

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Helena Sin – Your Manipulative Step Mom – Fur Domination

Your Daddy is on a business trip. He has asked you to come over to check on me. He has suspicion that I am cheating on him. You come over and discover a empty house. Like a good boy following your daddies wishes you stay waiting for me. Time is getting really late, finally I arrive. You see a some man driving me home. You start to blame me, throwing all those suspicions in my face. You threaten to tell everything. But you forget something important – no one threatens a Goddess like me. I see how much it turns you on seeing me in this delicious fur coat. My moves, my voice – so sensual so mesmerizing. I will use this weakness to make you take that cock out and get on your knees – jerk it for my perfection! Who is in charge now?

Female Domination, Femdom POV, Fur Domination, Fur Fetish, Jerk Off Encouragement, Manipulation, Masturbation Instruction, Mind Fuck, Step Mom, Tease Goddess

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MissJennD – Mommy Doesn’t Want You To Have “You-Know-What” At College (HD)

HD 1920×1080 Hey honey, Mommy really misses you now that you’re away at college. I know technically I’m your step-mom but I love it when you call me Mommy. Do you miss me? So glad we talk every week over ****. There’s something I’ve been meaning to talk to you about…oh gosh this is so embarrassing I’m not sure how to bring this up. But Mommy doesn’t want you to have you-know-what (sex) while you’re at college because that’s going to distract you from your studies and you might end up getting a disease, and relationship entanglements can get so messy. And if your grades slip, you know that Mommy’s going to give you a spanking. You are never to old for a spanking. But Mommy knows you have needs. So I’d like you to take care of “your needs” in a safe way. You know what I’m talking about don’t you? Masturbation. I could give you a little assistance with that, if you think that might help you? Let Mommy talk you through it.

Age Regression, Ageplayer, Discipline, Jerk Off Encouragement, Jerk Off Instruction, JOI, Masturbation Encouragement, Spanking

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Tatum Kelly – Sex Education With Mommy

You were awoken by sounds you’ve never heard before, so you wandered upstairs into the room right next to Mommy and Daddy’s so you could listen. Mommy eventually walked into that room and your presence surprised her. She then decided to use the opportunity to teach you all about what you heard… Mommy and Daddy having sex. Using a “hands-on” approach, Mommy discusses different positions, different sexual acts, and how to touch Mommy in the way she likes to be touched. This lesson turns you on of course and Mommy encourages you to jerk. In fact, she ends her lesson with a very sexy cum countdown right before sending you back to your room for the night. Mommy just wants you to be happy and that’s exactly what you will be at the end of this clip.

Cum Countdown, Encouraging Mom, Garter and Stockings, Jerk Off Encouragement, Loving Mommy, Masturbation Encouragement, Mom & Son Fantasy, Mom Son Sex Ed, Mommy Fantasy, Sex Ed

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Dommelia – Mummy Needs a Foot Rub

Mummy has had an awfully long day on her feet out shopping wearing these high heels, and now her feet have gotten really tired and achy. Be a good boy for Mummy, and sit at the end of the bed and give Mummy’s feet a good rub will you? That’s a good boy. Mmmm, you’re such a good boy for Mummy and so good at giving foot rubs. But… what’s that in your pants? Oh no… you’re such a weird little boy, aren’t you? Sigh!

Feet, Foot Fetish, Foot Worship, Humiliation, Jerk Off Encouragement, Masturbation Encouragement, Mom & Son Fantasy, Mom Fantasy, Verbal Humiliation

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Luna Sapphire – Mommy’s Naughty Boy: Stepmom JOI Mom Domme

Mommy caught you staring up My skirt as I was straightening up the living room. You’re so naughty, you need a good talking to. I know you must lust over Me and My tight hot body all the time you perverted boy. I tease you with the sexy curves and lacy lingerie under My conservative skirt and shirt, showing off your Mommy Domme’s assets. Now follow My jerk off instructions and cum for Mommy when I tell you to.

Jerk Off Encouragement, Jerk Off Instruction, JOI, Masturbation Instruction, Mom & Son Fantasy, Mom Fantasy, Momma’s Boy, Mommy Domme, Mommy Fantasy, Step Mom

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