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!