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!