Your step mother is concerned about the girl you are dating. Darryl thinks that you might be dating a slut and she wants to make sure that you do not get hurt. She has known you for your whole life and she really cares about you. You should have a woman who treats you right, and she does not believe your current girlfriend fits the bill. Darryl has your needs in mind and she is concerned for your future. What happens if you get this girl pregnant? You have been in college for about a year, and getting this girl knocked up could ruin your life. Step mommie Darryl has a proposal for you. She thinks that you should drain your balls so that you do not do something dumb tonight. You agree and Darryl leads you through the ball draining process. Your toxic sperm must be eliminated and step mommie Darryl can help you with that. She pulls down her top and suggests that you take off your pants. Your big, hard dick surprises her. She asks you to start stroking your dick as she strips down. She is a tall, sexy blond. You think that she must be considered a MILF or maybe a cougar. Whatever you call her, she is very sexy. So concerned for your well-being, she takes your dick in her hand and works it for you. It is clear that she knows her way around a dick. It is also clear that this is making her horny. Go ahead and work your dick again. This is really for the best, you know. Step mommie Darryl is excited to watch you cum, though you cannot be sure whether she wants to watch you cum for fun or whether it is to make sure that your balls are completely empty before your date tonight. Either way, you empty your balls, per step mommie's orders.

Miss Nina heard you have a small dick. Show her. Yes, it’s true. You are a poor excuse for a man, but she wonders if it might get bigger if you get hard. Miss Nina unzips her bodysuit and gives you a peek of her titties. That didn’t seem to help at all. How can you even jerk off that tiny thing? Show Miss Nina how you pleasure yourself. You are focused on her sexy black boots as you begin touching your baby dick. The verbal humiliation she dishes out to you is such a turn on, even when she tells you that you will never fuck her. She jerks off the heel of her boot to mock you jerking your dicklet. Can you even get a second date with a woman? She doubts it. You can tell she is tiring of you and she soon lets you have your orgasm. You deliver a disappointing sperm offering for this size queen and she makes sure you know how pathetic you are to her. Starring Nina Skye

Cherie picked you up at the grocery store and she was excited to be with a sexy young guy like you. She has reconsidered, though. She feels badly for leading you on, but she wants to make up for it. Instead, she will help to get you off as you jerk off to her. You love cougars like Cherie and they love cubs like you. You take your dick into your hand and start rubbing it up and down to your sexy MILF Cherie. Her fat titties first attracted you to her and they are even better now that you can really see them. You love her round booty high in the air. Before long, you and Cherie cum together, but she then sends you back to work.

Ryan is your stepmom. She is marrying your father soon and she is concerned about his sex drive because he is so much older. He is not fucking her often. “Mommy doesn’t feel pretty anymore.” Will you tell her if she is sexy? She takes off her robe and lets you have a look. You are instantly turned on. Your have a highly fuckable stepmom! She is a total MILF. She wants to see if your dick will get hard for her. You take your pants off and do everything to make your stepmom happy. “Show mommy how pretty she is,” she tells you as you grab your cock and stroke it. Next she takes off her pretty bra and panty set. “Show mommy what a big boy you are,” she purrs. You cannot believe that this is happening right now. Her asshole looks so tight. You are close enough that you can smell her pussy. The precum is leaking out of your dick head with each stroke of your shaft. She is such a dirty talker. You cannot understand why your father doesn’t fuck her. He is obviously an idiot. Stepmom Ryan is hungry for young dick like what you have. Give your cum to her right now! A countdown from ten to zero tells you exactly when you bust. Starring Ryan Keely

Yasmine is your son's girlfriend. She is eating a banana in your kitchen and she is wearing a bra and tiny shorts. You are quite surprised to find her there. You are more surprised to hear that she thinks you are sexy and that she wants to help you get rid of your morning wood. No, don't worry your son is sleeping soundly. She has pierced nipples and she offers to let you touch them. She is keen to help you relieve some tension this morning and she unzips your pants to see how well-endowed you are. Your cock isn't even hard yet and already it is pleasing to Yasmine. She is such a pretty girl. She strokes you off as she expertly works your balls. She notes that you have a lot of cum in your balls and that you really need to clean them out. A little spit on your shaft is the perfect lube. She lets go and asks you to work your own dick while she lets you see her body. Right there in the kitchen she spreads her legs nice and wide as she fingers herself. Can you tell how tight her pussy is? She calls you "dad" a few times and it turns you on quite a lot. As her finger moves in and out of her cunt, you can hear how wet and juicy she is. You have never seen such a sexy, round booty before. You cannot resist giving her a few hard spanks. She demands that you blow your load on her big butt. She wipes some of the cum from her ass and tastes it. Your son's girlfriend is a nasty slut and you love it!

Your step sister has come to wake you up. She jumps on the bed and that is when she notices your morning wood. The only option is to jerk off and get rid of that wood quickly. Avril can help you. Grab your cock nice and hard, but use some lube from the bedside table. Yes, that is good. Now stroke that thing. Use both hands. You wonder how your step sister knows so much about jacking off. Her outfit is questionable for school and you wish you were in her class. Those polka dot socks are probably not part of the regulation uniform, but they work just fine for you. Avril unbuttons her white shirt and you find that her small titties are not enclosed in a bra. She points out that her tits are all natural and that she has no piercings or tattoos. Keep jacking that dick just like you are. Just watching you jack that dick makes Avril horny and she wants to make sure that you are taken care of today. She slowly rubs her pussy through her panties and she notices that she has gotten wet just by watching you. She puts her small ass in the air and you wonder whether she would ever let you take her ass. It is now that she points out her flexibility to you and you fully appreciate this attribute. Are you ready to cum yet? Avril is ready to go and she is going to count down from five. Five...four...three... two...one... CUM! Oh, and you had better keep this little tryst a secret, lest she have to kick your ass.

You and Claire have been dating, but she does not feel comfortable getting too intimate with you just yet because she is still a virgin. She leaves you in her room while she goes to talk with her mom about how she should handle things. Her mom Darryl understands that you are both raging balls of hormones and that you just need to cum. Darryl suggests to her daughter that she give you a hand job, but Claire needs a little help. Claire brings you to her mother and things get a little weird. Darryl asks you not to tell anyone about what is about to happen and you agree, partially because you do not think anyone would even believe you. Get comfortable and get ready. Claire moves closer to you as her mother directs the scene. Darryl recommends that Claire pay close attention to your balls, giving her tips on what to look for. Darryl tells her daughter to work the base of your cock. You still cannot believe what is happening, but you thank the universe for it!!! Can Claire go a little faster on your cock? You nod in agreement. Darryl knows that you require visual stimulation as well, so she directs Claire to remove her top. Darryl follows suit. You almost prefer the mother right now! For never having handled a dick before, Claire seems to feel comfortable doing so, but now her mother takes over and shows off her advanced dick-handling techniques, including the backward grab. Mother directs her daughter to remove her panties and you finally lay eyes on that virgin twat. You finish yourself off quickly as both women watch.

Daya had fun on her date with you, but she does not have sex on the first date. You cannot touch her, but maybe you can give one another a good show instead. Pull out your cock and let Daya see it. As she smiles, you see that she has braces on her teeth. That is oddly a turn on for you. Even more of a turn on are those sexy, fat tits of hers. Daya plays with her titties as she encourages you to jack off your dick. She turns around and shimmies out of her shorts. Her cocoa skin inspires you. Daya is so aroused that she reaches over to take your dick into her hand. Is this how you like it? Correctly, Daya guesses that you want to see her totally naked, so she removes her thong. Do you want to fuck her ass? She knows that you do. Are you ready to cum for sexy Ebony cock tease Daya? She helps you to finish you off and even tastes your hot load.

Amilia does not want to have sex tonight, but she thinks that a mutual masturbation session is a great idea. You agree and you get out your big dick. She quickly takes out her tits as you keep stroking your dick. Her pale skin and black hair make her look like an ethereal fairy slut. She guides you through your special time together. You hope that things work out and that maybe the next time you will get to fuck her! Starring Amilia Onyx

Brooke had a fun time with you tonight at game night. She wants to get to know you a little better by a mutual masturbation session. Are you up for that? YES, YOU ARE! She takes your dick out for you and is instantly pleased with your big dick. She is so pleased that she starts taking off her clothes. Your hand tightens around your shaft as she stands to remove her dress. That round booty draws your attention! Brooke sits down and plays with her pussy through her panties. Do you want to see her fat pussy lips? First she shows you her incredibly tiny tits. “I like the way you stroke your cock,” she whispers. As she then slides her panties to the side, you observe her bush. Happily, the panties are quickly taken off and her fingers begin working her pussy as she continues to coach you through your mutual masturbation session. She begs you to pick up the pace of your stroking until you finally cum hard for Brooke. Starring Brooke Haze