Mom comes into your room late at night because she was up getting a glass of water and saw your light still on. Of course she is concerned and wants to see if she can help by rubbing your tummy to relax you. When it becomes obvious that all that nice tummy rubbing gave you an erection, mom decides it’s awkward and she should leave your room. But she’s conflicted, since she caused this issue and knows you won’t be able to relax properly unless you get rid of it! She decides to jerk you off so you can cure your insomnia….

HANDJOBS, MILF, MOMMY ROLEPLAY, MORINA, OLDER WOMAN YOUNGER MAN, TABOO

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You need to learn how to please a woman, and I want to make sure you learn properly. I want the first pussy you enter to be mine, and I want your lifelong memory of popping your cherry to be mine. While you’re under my roof, you will follow my rules and do as I say. Until you’re ready to move out, I am in charge. Let’s activate that young body of yours. Make it mine. I know you wanted to wait for that special girl to give up your virginity, but that’s not going to happen. By the time you’re alone with those girls at school, you’ll already be experienced in sex. Even though you’re trembling and nervous, looking for escape, you just won the lottery of sex ed. This body is an explosion of sexual energy and feminine maturity, and it’s right in front of you ready to take. But you don’t know what you’re doing, so I’ll show you. Pretty soon, this sheer bra top and lacy panties will be stripped off and my breasts and pussy will be free to roam. Sssshhh, you’re not getting out of this, so just take your hands away from your crotch and trust me. Oooh, you’re already hard for me, good! As I stroke your fresh, virgin cock (and what a large penis you have for such a young man!), it rages with arousal and tells me what your mouth doesn’t have the words for. Let my fingers do the talking. There are so many ways to enjoy your body, little mister! Let me show you what my mouth can do to your penis while my hands caress it. My puffy lips wrap around your shaft and send shivers up your spine – this is unlike anything you’ve ever felt before and something you could never replicate alone. My tongue flicks your sensitive spots as your dick is swallowed by my mouth, creating a symphony of sensations that blows your fucking mind. Mmm. Delicious. This is just the foreplay, sweetie. There are other exciting, wet, tight holes to devour you. I spread my legs over you and tease you with my outer pussy lips, which are dripping in juices. I place your shaft between them and glide up and down, like a tiny tongue licking the outside. Each time your head grazes my opening, it practically jumps right in – do you feel your body wanting me? After excruciating build-up, I am ready to take your virginity. You are frozen in fear and unfamiliar arousal, and your cock is rock-hard, sticking straight up, begging me to fuck it. I want to fuck it. Feel the tightness, as my fit and perfect pussy grips and pulls in your penis. I make sure to stretch out every single second, every tiny sensation so that you never forget this for the rest of your young life. I bounce up and down, my gigantic breasts bouncing in your face and my mouth open in gasps and moans. I take over your body with a sexual joy and hunger that I can barely control. I even encourage you to punish me for being so evil and taking advantage of you. I’ll make myself cum on your cock. Whether you want to or not, you are going to cum inside of me. Your first pussy. I take your virginity, which can never be given back. It’s mine forever, and I’m not going to stop feeding off your virility until you escape this house. There are more holes to enjoy, and I want you to practice thrusting, fucking, and cumming every day with me. At all hours, no matter what you’re doing. You’re entering an age where your hormones are raging and your friends are experimenting. And I want to absorb all of that yummy youth! See also… Man Maker: Mom’s Friend’s Weekend Fuck Toy

TABOO, COUGAR, OLDER WOMAN / YOUNGER MAN, POV SEX, MOMMY ROLEPLAY

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You decided to move off campus this semester, and found a place with a couple other guys. Shortly after moving in, the next door neighbor approaches you, asking if you could help her with some yard work. The other guys smirk when you tell them, laughing as they tell you to have fun. Whatever, you think, you’re doing a good deed and besides, she’s kind of hot, in that cougar type of way. When you finish, she invites you inside, bringing you a cold glass of water. She starts to tell you how much she enjoys living in a college town, how much she enjoys all the help she gets from the boys…and how she’d like to thank you. “I don’t know if the boys told you about my massages…but I really like to show my gratitude…with my hands.” Is it just you, or is she being pretty suggestive? You don’t have to wonder about it for long, as she tells you that what she’d really like is to give you a nice handjob! You try to refuse, you have a girlfriend after all, but she just smiles. “Oh, I love the guys with girlfriends, and the religious ones too…so much more fun to tempt them…” You can’t believe what’s happening, but you quickly give in to her soft hands and her warm mouth, all while she tells you how much she enjoys sucking and fucking all the young college boys, how she loves making them cheat on their hot little boring young girlfriends…she’s a sex starved cougar, worshiping your cock and begging for your cum. You fill her pussy with a hot, thick load and watches as she lets it drip out, her wet pussy made messy as she fingers her snatch, eating your cum off her fingers as she pushes more and more cum out, fingering her asshole with your cum and tasting it with delight! You think you’re going to like this neighborhood.

COUGAR, MILF, OLDER WOMAN / YOUNGER MAN, FANTASIES, VIRTUAL SEX

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Your mom confronts you with an awkward conversation after she discovers mom porn on your computer… she tells you not to view anymore while you live under her roof. But after thinking about it a while, she comes up with a really great incentive for you to get straight As. You do, and she delivers on that promise. You are such a good boy and mom’s going to give you what you’ve been fantasizing about…. and it’s your first time ever, so having someone who loves you guide you through is the best!

MILF, TABOO, OLDER WOMAN / YOUNGER MAN, GFE, VIRTUAL SEX

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Carmen Valentina, Whitney, POV, mom and aunt teach son about the birds and the bees, now is the perfect time to teach him about sex, they educate him on how to pleasure himself down there and how to pleasure a woman as well, masturbation encouragement, jerk off instruction, JOI, they teach him how to grope a woman’s tits and how to lick her nipples, virtual tit groping, virtual nipple licking, nipple sucking, they teach him how to touch a woman “down there,” sex education – parts on a woman’s body, virtual fingering and pussy eating, virtual sex with mom and aunt, son fucks mom, nephew fucks aunt, missionary, he accidentally cums inside of his aunt, virtual creampie, they explain what birth control is, the next lesson will be how to pull out and how to use a condom, older woman, MILF, blondes, boy girl girl, family threesome, BGG, family sex, fauxcest** It was time to discuss the “birds and the bees.” Mom was embarrassed to have the whole sex talk with you by herself, which is why she sought out your Aunt Whitney for help. The two thought it’d be best to explain sex from a woman’s point of view, and who better than to teach you than the two women who loved you the most. “We want to make sure we show you everything and how to do it right before you do it with a girl,” Mom explained. They started off with something simple – grabbing a woman’s breasts. They groped one another’s tits to show you how to caress and massage them. Tits were sensitive and you needed to be gentle when sucking on the nipples. Aunt Whitney let you touch and bury your face into hers. It started to make your cock twitch. Next, they’d wrap their hands around your cock to stroke it and then on your balls to massage them. They gave you different tips on how to pleasure yourself – every man had a preference when it came to jerking off. Some liked the head, some liked the shaft, others liked to touch the balls, etc. If you didn’t have any lube or lotion, spit would work just as well. Their touch made your cock ooze with pre-cum. Now that you knew how to touch yourself, it was time to learn how to pleasure a woman “down there.” Mom spread her legs and showed you the different parts of the vagina, then had you stick your finger inside to explore it. Her creamy pussy squeezed against your fingers, and the two proceeded to give you various tips on how to finger a woman. You could use one finger or two, you could curve them to hit the g-spot, and use your thumb to circle the clit. You’d go back and forth experimenting on Mom and Aunt Whitney, and they’d teach you about going down on a girl – something they said felt the best for them. Now that they were “warmed up,” it was time to move onto sex. Mom wanted you to start off with her, then you’d move over to Auntie. The two would guide and encourage you during your first time, explaining all the things you could do, like grabbing their tits and pulling their hair. You didn’t mean it, but you accidentally came inside of Aunt Whitney. Mom said it was okay, though, since she was on birth control, but you wouldn’t be able to do that with every girl you had intercourse with. So, the next lesson would be how to use a condom and how to pull out. You can’t get any girls pregnant!

TABOO, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, MILF

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Mommy enters the room dressed in a short skirt, a pair of high heels and tight tank top. She bends over and you see she has no panties on. She put a pair of tiny thongs on, turns around and see you staring at her. What a surprise! You gonna be punished for your wrong behavior, mom comes right next to you, opens her butt cheeks and tells you to stick your nose right in there, you move towards, but pull away. Mom is so disappointed, you perverted on her, you are a nasty boy, you definitely should get punished. Mom changes panties and skirt in front of you, comes closer again, bends over and tells you to lick her sweaty asshole through the thong. You are being told that you should never ever perv on your mom again. You obey and lick your mom’s asshole. You did such a wrong thing, you should lick and remember not to make this mistake again. On the 10th minute mom decides it’s time to clean her butthole properly, she gonna teach you a lesson, this way you’ll know it’s not good to perv on your mom. She pulls panties down and notice you got hard for her, you try to open your pants to show her more, but she doesn’t let you do, it’s absolutely inappropriate behavior. How could you be such a nasty, dirty boy?! You are being told to lick your mom’s sweaty asshole, to stick your tongue inside, you feel how dirty it is, as dirty as you were spying on your mom. Mommy thinks it’s not enough for you still, she sits on your face and makes you promise not to perv on her again. As you cleaned mommy’s asshole, she gives you her dirty pair of panties to put on your head and makes you stay like that next to an opened window for 10 minutes thinking of your behavior. General standing and close up ass views mostly.

FAMILY, MOMMY ROLEPLAY, MOTHER’S DAY, OLDER WOMAN / YOUNGER MAN, TABOO

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WARNING!! THESE SCREAMS ARE REAL!! CARMEN VALENTINA TAKES HER STEPSON’S MASSIVE COCK ALL THE WAY INSIDE HER TINY CUNT!! Carmen’s new Stepson, Conor has developed a “crush” on her spectacular tits!! Carmen has caught him whacking off to her tits as she sunbathes in her bikini…and he has been spying on her in the shower. Carmen decides the best way for the hormone infused son to get this obsession out of his system…is to let him see them up close, and play with them. Carmen pulls her dress down, and lets the teen touch and kiss her big beautiful tits. As teenagers ALWAYS do….Conor gets a boner from playing with his Stepmommy’s tits…and begs her for more!! Carmen agrees to let the horny youngster have sex with her….but she had NO IDEA that his cock was freakishly enormous!! Carmen is literally screaming and crying as the massive cock plunders her tight, tiny little cunt!! Conor spills his teenage cum onto his Stepmommy’s Big Tits. Hopefully this will get it out of his system.

MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, BIG DICKS, LATINA, CUM ON TITS

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Mommy is getting ready to go to dinner with Dad at the restaurant and I’m sure they’ll stop by the bar on the way back to the hotel room like they always do. I don’t always like staying in the hotel but after Mom showed me herself before leaving now I’m wanting to spend some time alone. Some time alone to think about what she showed me, her legs, ass, and tits, her breast makes we wanna cum. I got really turned on when she rubbed lotion all over herself. I could imagine it being my cum rubbed all over her tits and ass. I’ve got a few hours before they make it back to the hotel, I’m about to pleasure myself while I think of Mommy.

MILF, MOMMY ROLEPLAY, MASTURBATION INSTRUCTION, OLDER WOMAN / YOUNGER MAN, LOTIONOIL FETISH

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Your stepmom was involved in a bit of a chemical spill mishap at work…. a failed growth formula for plants. She doesn’t seem too worried, as she tells you how they put her in a quarantine shower for 3 hours afterwards. Well, obviously the shower didn’t work and you wake up the next day to a giantess stepmom. You are surprisingly ok with it and eventually realize that you are more than just ok with it….

GIANTESS, MILF, OLDER WOMAN / YOUNGER MAN, HAIRY BUSH, MOMMY ROLEPLAY

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