Sequel to “Keeping Stepmom’s Secret”. Your stepmom said that she couldn’t have sex with you, but as she stroked your cock, you could see how horny she was getting for it, and you knew her resolve would crumble. Since you’re so good at keeping secrets, she decided it would be okay if you have sex just this one time. It’s been so long, and your young cock has her lusting. You are a virgin, but you’re not afraid of having sex for the first time. You’ve been wanting her for so long, and this feels right. She rides you, her big breasts bouncing in your face, and then she orders you to cum deep inside her.
Your stern but loving mother has been giving you lessons in sex for months now. Today she starts with pussy and ass licking as usual, but then she says she has a surprise for you. In anticipation that you might one day have a dominant partner, she’s going to train your ass with some pegging. She starts out slow at first, giving you time to get used to the strap-on, but then she begins teasing you, calling you “mommy’s little bitch boy”. You do like it after all. She lets you jerk off, but in order to cum, you’ll need to admit how much you love having your ass pegged.
PEGGING, POV, POV STRAPON, TABOO
Cherie & Olivia are two women in a matriarchal cult where the men are treated as sex slaves but are also treated well. In this cult, the women train their male offspring to be sexual servants for the women. They first go through training with their stepmothers, then they are tested, and if they are deemed worthy, they are accepted into the cult. Today Olivia is presenting her stepson to another matriarch, Cherie, for judgement.
Cherie begins the ceremony. “Today you present him to be tested. Thank you for your service and for training him to be a member.” Olivia responds, “Thank you matriarch for allowing me to train him in our ways and for testing his worthiness.” Olivia strips her stepson while Cherie strips out of her clothes, down to her lingerie. She begins to give the young one a blowjob. “We’re in desperate need of another young cock. Let’s see what he can take.” Olivia joins in on the blowjob, and together the matriarchs take advantage of this test. In honoring one another’s bodies, Cherie & Olivia quickly begin devouring one another. Cherie wraps her stocking-covered feet around Laz’s cock for a footjob, while eating Olivia’s pussy.
In the bedroom, Olivia & Cherie worship one another’s bodies before turning their attention to their initiant. Olivia warms up Cherie by going down on her. Then Cherie tests the initiant’s cock by riding it while Olivia offers encouraging words. They take turns trying out their newest member’s cock.
Then he is ready to prove that he can sew seed to increase the fold. He cums inside Olivia as she rides. Cherie makes sure that the yield is good & tastes it. “Sweet as sugar. You should be so proud of your boy. Today you become a member. You are released from your stepmother’s care & you enter the service of the matriarchs.”
TABOO, POV SEX, CREAMPIE, BLOW JOBS, THREESOMES, FEMDOM SEX
Your new stepmother is concerned about your behavior at home. She’s read all the parenting books and understands that it’s normal for you to go through a period of adjustment, but she’s been with your father for over a year and thinks it’s time for you to warm up to her or get out.
You’re technically an adult now, and if you’re going to keep making snide remarks & being passive aggressive, she’s going to recommend that you move out. You don’t really need financial support anymore, and having a job is great for building character…
When it’s clear that you aren’t interested in having her as a stepmother, she suggests that perhaps if you can’t see her as an authority figure, you two should be “friends”. She’s never been good at being “just friends” with men though, which is how she & your father got together.
She seduces you. Then she tells you her plans to divorce your father and take his money. You threaten to tell him, but she points to your cock & says, “If I can do this to you, a boy who is already suspicious of me, imagine what control I have over your father, a man who is so smitten that he’ll give me anything I want.” You have no choice but to stay quiet, knowing your stepmother’s plan.
TABOO, VIRTUAL SEX, FINANCIAL DOMINATION, REDHEADS, FEMDOM POV
Your stepmom walks into the living room & laughs at how you’re sitting around in your underwear. But it turns out it’s convenient for her because she has a surprise for you. She wants to reward you for your good grades & knows you’ve been staring at her feet. She wants to try giving you a footjob as a reward. She puts oil on her feet, wraps them around your cock and glides them up and down. She wraps her toes around you & uses her oiled-up, sexy feet to jerk you off. It feels so good that you shoot your load really far and still manage to cover her feet in cum.
FOOTJOBS, TABOO, MILF, FOOT FETISH
Your mom finally comes home from yoga class, and she still has quite the sexual appetite. You’re still tied to the bed and she begins to pull down her pants, ready to ride her again. You stop her, saying that if you weren’t tied down, there’s no way she’d be able to overpower you. She challenges you to a wrestling match, where the winner knocks out the other person. You eagerly accept the challenge.
You’re kneeling, facing one another, when your mom surprises you by immediately wrapping her legs around your waist and takes you down with a body scissor. Not a great start, but you’re confident you’ll get the upper hand. Until she squeezes. The power in her strong legs surprises you and you wince in pain. You try to push her legs down but they won’t budge. She quickly switches positions into a grapevine pin, keeping your legs still.
You’re already exhausted from your sexual experience in the bedroom, so you barely move when stepmom slides up into a schoolgirl pin and then into a reverse facesit. Once you’re out of breath, she says, “Time to end this,” and applies the ferocious reverse headscissor.
You awaken, completely exhausted, with your mom’s face hovering inches from yours. You look down to realize she’s removed your shorts and is riding your cock. She flips around into reverse cowgirl and in a soul-crunching revelation, you realize you’re back in exactly the position you were in when you were tied up in the bedroom. She rides you a few seconds at a time, using her kegels to prevent you from releasing your orgasm. She edges you for minutes, aggressively riding, until she finally lets you cum. She cums with you, savoring the power.
Yet you don’t even have time to enjoy your orgasm before she slides back and applies another reverse headscissor, knocking you out once again.
TABOO, POV SEX, WRESTLING, MILF, BIG BUTTS, FACE SITTING
If your two stepmoms came to you for help getting pregnant, would you betray your father & stuff them both?
Brooklyn & Olivia were both married to your father & he cheated on them both with younger women as soon as they said they wanted offspring. He’s now on his 4th wife, a 22-year-old, and they are mad. They’ve decided that they want to get pregnant & he’s going to pay for it. They know if you impregnate them, it will show up as your father’s on the paternity test. They turn to you, their former step-son, & plead with you to impregnate them. You don’t want to betray your father, but after they make-out in front of you & give you a strip tease, you can’t resist these two hot MILFs. They are so good at milking your cock that they each get a creampie… and they thank you for it.
TABOO, MILF, CREAMPIE, IMPREGNATION FANTASY, FUCKING, POV SEX
You are a student in Ms Fyre’s class. Today she caught you playing with your phone in class, so she took it away. The school rule is to call the parents to have them come pick up the phone, but Ms Fyre discovers the phone is unlocked & starts going through the photos. She finds naked pictures of your mom, Cherie, who she recognizes from parent night. She realizes she’s going to have to call Cherie anyway, but now she has the difficult task of telling her about the photos. While contemplating how to best handle the situation, she gets turned on by the photos, but she quickly pushes it out of her mind.
Once you & your mom arrive, Ms Fyre talks to her about the photos. Your mom says she knows the photos are of her because she allowed you to take them. “Have you seen how big his dick is?” she asks, and she pulls it out of your pants. Ms Fyre just stares on in disbelief. She gets to see with her own eyes what a special relationship you have with your mom. Cherie keeps trying to get Ms Fyre to join in, but she’s very reluctant.
Leave it up to your super sexy mom to convince this hot little reluctant redhead that having sex with her student is a good idea. Plus, your cock is just too nice to resist.
TABOO, POV SEX, BLOW JOBS, FACIALS, TEACHER FETISH, MILF
I saw your report card on the fridge, and I’ve seen the long hours you put in. You’ve done such a good job. I know that I’m not your real mom, so maybe it doesn’t mean quite as much to you, but I’m the only mom you have, and I just want you to know how proud of you I am.
I would really like to give you a special treat for doing so well, but you have to promise me that you won’t tell your dad. I know that he’d be really upset with me. Because I’m not your real mom, there are things I can do for you that a real mom couldn’t… like let you jerk off in front of me… to me. I see the smile you’re trying to hide, and I know how excited you are. Maybe we can even masturbate together.
I’ve seen the way you look at me, and I’ve seen you get hard through your pants. I’ve even seen you spying on me in the shower. I decided not to say anything at the time because I knew it would embarrass you. It’s natural for young men to be attracted to women.
There are very few things that motivate you. Your father didn’t put those magazines in your room, I did. I snuck them in your underwear drawer because I saw that you were sexually frustrated, and I thought that if you could let go of that sexual frustration, you might do better in school… and I was right. If you have the real thing to look at, I bet we can get your grades up even higher.
Sometimes your father doesn’t understand the kind of power I have, the type of intelligence that I have. One of my gifts is that I know how to motivate men with sex. If I can take a little bit of credit for your success in school, maybe he’ll be more proud of me.
TABOO, MASTURBATION ENCOURAGEMENT, MILF, LEGS, PANTYHOSE/STOCKINGS
Your mom wakes you up by scolding you for oversleeping on a school day. You stayed on the couch playing video games and you’re going to miss your bus. She’s trying to give you a serious talking to, but your morning wood is distracting her. Finally she calms down and apologizes for being so angry. She explains that she had a bit of a “frustrating situation” last night, then she gestures to your used tissues on the coffee table and implies that your night clearly wasn’t as frustrating.
She suggests that maybe you two should just play hookie together today. Would you like to play hookie with mom? Maybe you could help with her frustration. She uncovers your morning wood and immediately begins sucking your cock. It feels so good and you can’t believe what’s happening. “You’re not the most responsible son, but maybe there are other ways you can help out around here.”
When she rides you, you finally get to clearly see that beautiful ass she’s always hiding beneath those business skirts. You can’t get enough of your horny mom.
TABOO, MOMMAS BOY, POV SEX, CREAMPIE, BLOW JOBS