Video Description: Your sisters friend let's her in on a little secret. Guys can't cum if they aren't awake. She's not sure that's true so she checks in with you, you're her brother. You'd tell her the truth right. In her rant she let's slip to you its her friend and her brother who have been hooking up. This gives you an idea. Of course that's true you tell her. She "sneaks" into your room later that night to test the theory and finally get to feel an orgasm with a cock inside her. You are awake. Lucky the room is dark enough to watch her without her seeing. She rubs you, sucks you and finally hops on your cock. Riding you in cowgirl (dildo) and revers (dildo) until you silently cum inside her. She's surprised at how 'creamy her orgasm is' completely unaware. A few weeks later you see her sneaking out of the bathroom with a positive pregnancy test completely confused as to how this happened. She's never been cum in before... right?

Video Description: You’re staying with your wife’s parents in the bedroom she grew up in. Despite her parents being on the other side of a thin wall, you can’t help but paw at her until she can no longer resist you.

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: Your daughter hasn’t visited much since you moved in with your new wife, but given your scandalous former fling, it’s probably for the best. When she spontaneously arrives in town you put on a brave face and assure yourself you won’t give into temptation, but it’s fruitless.As you get her settled in on your sofa, she congratulates you on your wholesome, “age appropriate” wife. She assures you she has no hard feelings for your new partner, but she’s surprised by your choice given your proclivity for dating younger women. She begins to reminisce about your past together, but trails off when she notices your discomfort and suggests you head to bed. All she needs from you is a little kiss on the forehead to help her sleep. You hesitate and she takes your reluctance as a sign that you’d prefer a REAL kiss. Before you can object, she wraps herself around you and presses her lips to yours. One thing leads to another and you find yourself with your cock down her throat. She promises you your wife won’t find out if you take things further and lies down on the sofa, spreading her legs and guiding you inside her. Your anxiety heightens as she repeatedly forgets her promise to be quiet and loudly moans for you, but you don’t want to stop. It takes every bit of willpower you can muster not to cum inside her, but when she bends over and offers you her ass, all bets are off. She feels so good you can’t help but explode inside her. Your post-orgasm clarity tells you to hide the evidence of your affair as quickly as possible, but she isn’t finished with you yet. She insists you watch her as she writhes around on the sofa and makes herself cum for you. She finishes herself off and throws a blanket over body with moments to spare as your wife stumbles into the living room and asks you what you’re doing. Your daughter smirks as she wishes you both goodnight, and you head back to bed with your unsuspecting wife.

Video Description: You’re at a sperm bank to give your first ever sperm donation. The nurse greets you in your room and kicks up her pantyhose covered legs, heels show off, even as she wears her work scrubs. She explains to you that you need to ejaculate into the specimen cup then put it in the little door where someone will take it from there. There’s plenty of porn, both video and pictures, to help you with the process. She also says that today is a very busy day in the clinic, and not to rush you, but if you could be done quickly that would be great. You take your time trying to make it work, she comes in once to check on you, getting a little more irritable with how long it’s taking. The second time she has to come check, she’s furious. It never takes anyone as long as it’s taken you, so she’s going to need to take things into her own hands. She pulls on a pair of white latex surgical gloves and starts aggressively jerking you off. It’s men like you that make her job difficult and she’s fed up with it. You finally cum and the job is done, but she’s definitely going to be writing a note about this in your chart.