Video Description: You knew it was small, of course you did...but...so small she'd break up with you? Ok, maybe she broke up with you because of the fact that you also came in your pants...dammit.step-Mom can tell something's wrong when you come home early from your date, but you don't wanna tell her what happened. But...she guesses. In fact, she's had a hunch. Given how small your step-dad is, she thought this might happen. But, she tells you, there's hope! Even men with small little dicks and hair trigger loads can be useful, she says, as long as they're willing to learn.Learn what? Well, why don't you get between mommy's legs and she'll teach you. Yes, mommy! Who better to teach you the ins and outs of pussy and ass eating than your dear step-mom? Someone you're so comfortable with, and someone who has been down this road before? Now, get between mommy's legs and start making yourself useful--there's no way that cock will do the job, so lets get your tongue to work!!

Video Description: No. This can’t be real…this must be a trick, something from one of those feminist boards that hates your site: amateurpregnantsluts. Always trying to brigade you. The thing is, all your content is just willing, active participants, pretending to be “tricked” into a photoshoot that gradually moves from a regular maternity shoot, to a nude one, then to something dirtier. Sometimes that’s just toys, sometimes its a handjob or a BJ, sometimes the actress is all in and you fuck whatever hole you want. But this email? This can’t be real. “Hello! I’m 8 months pregnant and considering hiring a photographer to take some racy photos of me for my husband, as a Valentine’s gift. I saw your ad looking for maternity models, I can pay!”So, she saw your ad, and she thought you were a legit, normal maternity photographer…to the point where SHE wants to pay YOU? Well. This is too interesting to pass up. I mean, it’s not like you’re a bad photographer! You’ll just schedule a shoot, and give the nice woman some sexy, cliche boudoir maternity photos. But you can’t help yourself. When she arrives, the look of her is just exactly what you like. Big, heavy natural tits ripening with dark areola over a cute, growing bump. Tattooed. You didn’t plan to do it, but…you’d be an idiot not to try and get away with a little something. But you don’t even need to try. Sweet she is, but street smart she is not. She really is naive, gullible, inexperienced…all those things you work so hard to get the girls you shoot to act like! And here it is, in the flesh, the real thing.I mean, she’s only ever even been with her husband! And from the sounds of it, she barely gets it from him. A real shame, honestly. And given how horny most pregnant women are, you’re really doing her a major favor here, guiding things towards something more…exciting. At first you just think, you’ll give her some toys. Props, really, Watch her play with that pink, horny pregnant pussy, help her get off, and then move on. I mean, she’s so dumb she actually believes that this is all just for her husband. All while your cock grows in your pants. But once you watch her with the toys, you know you can’t stop there. Under the guise of “knowing what guys like,” you gradually convince her to do more. You give her toys–a vibrator, a dildo…she marvels at the size, at how much bigger it is than her husband. She’s turned on, plunging the toy into her pussy without much hesitation at all! She’s been waiting for the opportunity to open up, and you’re all too happy to spread her. Switching to video, you finally take the last step, slipping your dick into her married, pregnant pussy and pumping away, telling her to dirty talk for the camera–”for your husband”--before dumping a massive load in her, still convinced that this is all just part of a successful shoot!

Video Description: Valentine’s Day. You saved up for months to take your girlfriend to this new French restaurant. Bought her fancy lingerie. You even got a hotel room. But…she broke up with you. On the day! What the fuck. Your mom saw the gift bag in the trash, and came into your room to talk to you about it. She’s having her own issues on Valentines, with your asshole stepdad, Jack. More like Jack Off. You hate that guy, don’t know what she sees in him. And now, he’s bailed on her on Valentines Day, when she’s 8 months pregnant! What a jerk. She commiserates with you, telling you she knows it’s an invasion of privacy but she read the card you wrote for your girlfriend. Ex-girlfriend. She wants you to know how sweet it was, what a good guy you are. What a caring, kind partner you are. What a mistake your ex made, breaking up with you. You’re not sure but…it sort of feels like she’s…no. That can’t be. Is your mom flirting with you? You lean into it a little, asking to see the dress she bought for her date. It’s sexy, slinky. Your cock stirs in your pants, imagining what her heavy, full pregnant tits would look like straining the sleek, thin fabric. Under the guise of being a sweet, good, kind, encouraging guy–just like she said–you tell her not to return it, to try it on and enjoy it! For herself, of course. Shyly, she smiles, and goes to try it on. When she comes back, you get rock hard in an instant. It’s SUCH a slutty dress! The back is ultralow, and the front hangs and stretches in all the right spots, giving you a show. A part of her must know that. I mean, you’re a man, and she’s wearing this sexy dress, pressing against your legs as she sits on the bed. “I just don’t know what underwear to wear with it. I mean, not that it matters…”You tell her to open the gift bag from your gift. You want her to have what's inside. You think she’ll like it. Watching her reveal the matching bra and panty set makes you so hard it aches, knowing that she’s lost in the moment. You tell her to try them on. No, don’t leave. You’ll close your eyes, you lie, peeking through as she slides the dress down, her breasts looking delicious and huge. You want to take it out right there, surprise her with your hard cock. Your lonely, attention starved mother stood up on Valentine’s day. But you don’t need to wait long for that to transpire on its own. Trying on the lingerie, hearing you compliment her. You know she’s getting wet for you, excited and willing and horny for you. Even if you are her son. A woman has her limits, and her needs.

Video Description: Your mom's best friend, "Aunt" Bettie, has been your number one crush since you hit puberty. You don't see her as much, now that you're away at college, but your parents are having a big 25th anniversary party, and you know she'll be there. She's sort of slutty, in a fun, cougar way, and you can't wait to see what she'll wear.

Video Description: You know you've grown up pretty sheltered, but you didn't think it was that strange...until your tutor asked why you totally bombed the Anatomy & Physiology portion of your standardized testing.