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Video Description: Stood up. At the altar. You can't believe she did this to you! Leaving you there, standing in front of all your guests. Like a shmuck. And with an all expenses paid, non-refundable trip to this upscale, cutsey b&b on Nantucket. You knew you'd take the trip--if only to escape the questioning relatives and sad looks--but you never imagined that your mother-in-law...well, future...well, not even that anymore...would offer to keep you company! You always loved spending time with her.She was like an older, sexier version of your fiancee, honestly. Mature, that's always been your thing. To make things even trickier, you two had planned your wedding and honeymoon escape very tightly, so much so that your ex-future-mother-in-law didn't have time to pack her own bags, leaving her with just your ex's skimpy, slutty clothes to pick from. You'd think she would have picked some classier options (I mean its Nantucket, for Christ's sake) but she never was very classy. And now? Well, you've got a showcase on your hands: this sexy, sultry MILF type, wearing your ex's cutesy, tight, skanky bathing suit. Her lacy pink lingerie to bed. The bed you two have to share, given the circumstances. So you're there. with her, in this bed. The two of you, always something there between you but never able to act on it. Of course, you shouldn't do so now but...I mean, who could blame you?

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: You didn't apply for the job with the intention of fucking your boss, it just...happened.

Video Description: Your stepmom is pregnant--really, really pregnant!--and getting super uncomfortable. But all you can think about when you look at her is how sexy she looks, with her big fertile tummy and her tits, so full and soft.

Video Description: Your step-sister invited her friend Olivia over to spend a day in the pool...Awhich is great, you've got such a crush on her, but the second you see her, she starts splashing you, jumping on your back to make you give her a piggy back ride, all while she's wearing this cute and very revealing swimsuit! You have to focus all your effort to get rid of your massive erection, just to get out of the pool and go to your room to take care of it.

Video Description: You don't care if she's just your stepmom, or if hes you're best friend, you're not going to let him talk about her like that! What started as just a stupid conversation about which MILF on the PTA is the town slut devolve into your best friend arguing that the fabled size-queen megaslut MILF is your stepmom, and before long, the two of you are yelling at each other, nearly coming to blows, before Mrs. Bond runs in to see what the big deal is! She demands to know whats got you two fighting, so angry with one another. You don't really want to repeat to her all the things he said. Mrs. Bond is a total MILF, and just hearing her ask if you want to stay for supper can get you hard, but she insists. Not only that, she says that her dear boy isn't just wrong because young men shouldn't talk about women that way, but also because it isn't your stepmother the rumors are about...it's her!You can't believe she'd admit it so freely, with a big huge smile on her face! But it doesn't end there. She won't let her boy get away with such talk, such disrespect to women, and in fact, she thinks the bad deed deserves a special punishment. She thinks that you should do all the things he said he'd do to your stepmom, to her. Right here, in front of him. What?! But who are you to say no? I mean, she's right. You do want to. You do have a bigger cock than him. And it does seem like shes right about him, too. He talks a big game, but in the end? Well, he's happy to watch, little dick in hand, while you and Mrs. Bond have your fun!

Video Description: Your stepmom is going through some stuff with your step-dad, so you agree to let her stay with you while they work through it. Honestly, you're just happy to have more time with her. Not just spending quality time together but...well...you've always had a thing for her. You know she's the literal last woman you should lust after, but hey, that's the male psyche for you. Of course, you take to heart when she says she doesn't want to get in the way of your regular life, your routine. She's always been like that-unobtrusive, caring, considerate. So you let that extend to how you like to walk around the house: nude. Sunday morning, and you waltz into the kitchen to her reading the paper, your morning half-chub on full display. She tries not to look but you happily notice she fails on that front, sneaking glances, even blushing, but never admonishing you. Later, you two sit down to watch a movie--clothed, this time! But before the opening credits even finish, she turns to you to discuss what happened earlier--how she stared, at you. At your penis, she means. Because, she admits, she's never seen one so big. You're taken aback--you never thought it was particularly big, but your sweet stepmom can't stop talking about how large it was, and also how happy she is that you're comfortable in your skin. But mostly about how big it is. You didn't realize your step-mom was a size queen! Or that you'd be the object of her size-obsession. She admits that she's always wanted to be more casually nude around the house, and it takes minimal to no prodding to get her to try it out, shedding her shirt and jeans to show a very sexy bra and panty set--not exactly lounging about with your stepson watching a movie attire! Once you join her, your cock fully hard this time, she emerges further, admitting with her hand around your throbbing cock that she's been thinking about you--about stroking your cock, sucking it--all day. And you're all too happy to help clear her mind of that size obsession!

Video Description: You didn't expect to blackmail your step-mom with the video of her fucking all your teammates...but you couldn't help yourself. You knew she'd never fuck you if you didn't. So, the morning of the big game, you stay in bed, waiting for her. You know she'll freak when you tell her you aren't going, that she'll do anything to get you there, and between that and the video? It's not exactly surprising that you have her telling you everything. Not just that, but showing you things. Pulling her tank top down to show you her tits while she explains why she did what she did--why she fucked your teammates, why she took their cum in her holes, all with you in the other room. You wish you could say you're above using your leverage to get your step-mom to suck your cock, but...well, you aren't. And who could blame you? Hearing her tell you everything about what she's done has you rock hard, and those tits...god...

Video Description: You love being an OB/GYN. Overseeing pregnancy, helping women feel safe and cared for...helping them feel good. Does that sometimes mean, such as with your patient, Bettie, helping them in more unconventional ways? It does. But such is the plight of the physician. And you can't pretend there aren't positive to going above and beyond the way you do. I mean, its not every patient, of course. Not all patients are as open and willing to engage in alternative practices. Especially when they can feel so intimate.

Video Description: You weren't trying to eavesdrop but hearing what she was talking about, you couldn't help yourself: she's so horny, post partum, but she's not getting any attention. Should you think about her like that? Of course not. But can you help it? Of course not.