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Video Description: When your step-mom caught you stealing panties, she was upset but she convinced herself it was just “boys being boys,” but when she woke up to you jerking off over her in bed, she put her foot down. She got you both right in with a family-couples therapist her own therapist recommended highly–especially for situations like this. You don’t have high hopes for the sessions, but she actually wants to meet with you one-on-one first. And that session is eye opening. You find yourself eager to attend the next one, with both you and step-mom, the next week. And you’re so curious what homework she gave step-Mom, given that yours was to bring in your favorite pair of her panties to the session!The good Dr. Bond hits the ground running, trying to prepare your step-mom for a session that, if its anything like what you did individually, you’re not even sure she’ll be open to! Of course, Dr. Bond had assured you that she has a 100% engagement and success rate…but how could that be? Here she is, telling your step-mom that in order to work through this, you need to engage with each other and remove the taboo. How is that done? Well, just like exposure therapy, its done by exposing the patient to the thing they fear, in a controlled and safe environment. That means exposing your step-mother to your hard cock, in the safety of this very office. It means having step-mom watch and touch herself while your sexy, dirty therapist gets on her knees and sucks you til your dick is sloppy with her saliva, wet and ready to plunge into your step-mother’s pussy. You can’t believe it, but Dr. Bond was right: you’ve watched your step-mother go from shocked, indignant, reluctant, to horny, touching herself, showing her step-son her wet, eager pussy, plunging fingers into herself while your doctor orally worships your dick. And finally. The last piece of the first session. You’re standing over your step-mother, your dick still dripping spit, as she guides you into her hot, horny hole. You can tell she still can’t quite believe it, even as you pump into her, all while Dr. Bond watches, masturbating to the sight of a step-son sinking his dick into his step-mother. God, this is amazing. God, you’re going to cum. “That’s exactly what we want,” purrs Dr. Bond, encouraging you to shoot your seed into your step-mother. Your step-mother, looking up at you, asking if that’s what you want, obviously craving it, needing it herself. One deep push more, and you leave a hot, big load deep inside her! Therapy is great.Note: this clip is me playing both parts--therapist and step-mom.

Video Description: Your new therapist Gwen Adora specializes in clinical sex psychology. Her practice focuses on hands-on techniques combined with exposure therapy. Simple and clinical direction is her style. Sitting down in your first appointment, you're greeted to her busty figure in a white cotton button up shirt. She goes over the rules of the session before beginning her "jerk off instructions". Follow her supportive voice and hand motions as she guides you to masturbate in front of her. This will be very helpful for getting comfortable with your sexuality, especially in front of women. You showed amazing progress in your first session, so for your second appointment, we are ready to focus on intercourse. Starting with missionary, your therapist Gwen lays down, pulls up her dress, pulls out her breasts and directs you to enter her. Together you work to build up to mutual orgasms, with you being allowed to ejaculate inside of her. Includes... therapist fantasy, professional environment, simulated sex, encouragement, sensual domination, big tits, office domination, sex instruction, virtual sex

Video Description: It’s your last week of high school and your guidance counselor has a special, secret gift for her favorite student.

Video Description: Watch as I play a therapist who's having my last session with you. You have said NOTHING during any of our meetings and i have had it up to here! Turns out you had ulterior motives this final meeting and show me what is needed to get you to talk... my warm mouth... enjoy me, xoBOY/GIRL/THERAPIST/CUMSHOT/BLOWJOB/CUM ON TITS/QUICKIE/SLOPPY BJ/2-CAM/SLOANE SABBATH/PAULY PIERCE

Video Description: Your moms been trying to get you help for so long, she's at her wits end. She's tried every method, every therapist but finally decided none of it was working. She generally prefers male therapist but this particular one came so highly recommended she decided to give it a try. She is a bit odd, and her methods unusual but at this point, your mom will try anything. She tells your mom at their last session she noticed you, looking at her legs often. Your mommy doesn't understand what she means.. why would her own SON be looking at her legs like that? The therapist explains. Sometimes boys become attracted to their mothers, and that this can be used to cure depression. Positive reinforcement. Mommy is very reluctant but of course, she wants you to be happy. Of course, if it means you won't be depressed anymore she'll try it. You do a chore, she shows off her legs. You dont, she puts a pair of pants on. Seems simple enough. Your mom is looking very hot today, you were busy jerking off to what you imagined her and your new MILF therapist are doing in their session. Annoyed, you put your cock away and promise you'll pick up this hot lesbian fantasy later. She greets you in the kitchen and explains you'll get some *rewards* for good behavior but you'll only know what it is when you see it. Seeing your moms legs like that, her stockings peeking out.. ok. You'll clean your room.. maybe her skirt will hike up a bit more.. A week later you're back in therapy and she's late.. again. But it'll be worth it. Her skirts are always so short and tight.. mmm. It's worth the wait, and especially what you get to imagine later when you're home alone in your bedroom. Which is perfectly clean, since you noticed mommy got into an even shorter skirt after you were done. She seemed a bit off, your mom but.. you didn't really mind. Your therapist comes into the room, wonders how your weeks been. You've improved and she wonders why. Wonders what your mom did this week that could have helped? Now that you're feeling better, she wants you to know that this is a safe space. Everything you discuss stays in this room. It's totally private. You're getting a weird feeling now, why she looking at you like that. She wants to talk to you about your.. fetishes. She noticed you looking at your moms legs, and at her legs. That you're staring at them now. She asks how long you've been jerking off to your mommy? You are speechless. But she knows how to cure you, tells you its time to indulge. Makes you get on your knees, and press your mouth against her pussy and think about your mother. Your own mothers pussy, the pussy that made you. You're so hard, she just wants you to feel some relief. To let go. To admit what you are. A dirty, filthy, pervert XO Tags: taboo, mommy roleplay, therapy, therapist, POV, big tits, huge tits, MILF, lingerie, legs, leg fetish, stockings, fantasies, voyeur, femdom, female domination, virtual sex, pussy eating, huge labia, authority figures, eye contact, Harley Sin

Video Description: You go to your therapist, u want to discuss ur porn addiction, uve been watching alot of missbehavin26....specifically her taboo videos. Lucky u, ur therapist looks just like her.....she ends up confessing of her own vices...shes a sex addict...maybe u two can work out a deal....she plays missbehavin and u give up sex ...hmmmm its a great session afterall