Your Mom has come to you in desperate need of help. She has her suitcase packed, ready for going on the run from the law. She won’t tell you exactly what she has done, but she does need a favor from you… She mentions that when the police inevitably catch up with her, they will go more lenient on her case if she is pregnant at the time of arrest. She has no husband or boyfriend, so the job falls down to you; her only son. You struggle to come to terms with what your Mom is asking of you at first, but, she keeps piling on the pressure until you eventually just give in and agree to her plans. “Your gonna be a daddy… To Mommy’s baby!”

TABOO, IMPREGNATION FANTASY, POV SEX, VIRTUAL SEX, HANDJOBS

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You are feeling a little upset about your recent break-up, and your mommy comes and consoles you, trying to make you feel better. She notices you staring at her cleavage and smiles… She should be more careful about wearing see-through lingerie around the house now that you are becoming a man… What if it turned you on? She realizes that it could make all your problems go away if she held your cock in her hand and squeezed gently… How about if she lowered her hairy pussy down onto your dick? Would that make you forget your ex girlfriend for good? Gonna cum too soon? Maybe you should finish in her mouth now… Your mom gives you some good advice… and good head.

TABOO, MOMMY ROLEPLAY, VIRTUAL SEX, POV SEX, HAIRY BUSH

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Daddy is out of town, and mommy is so horny. I see the way you look at me, and I know you sneak into my panty drawer. Daddy is gone for a few more weeks baby boy and mommy needs to be filled up. I know you want mommy’s holes. Come fuck mommy, and give me that seed hunny.
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TABOO, MILF, VIRTUAL SEX, IMPREGNATION FANTASY, POV SEX, CREAMPIE

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Your best friend’s mom is peeing in the bathroom when you decide to get a little peek. She’s so pretty, it’s hard not to want to look at her, even when she’s doing something like that…problem is, she caught you! Still, you couldn’t stop watching. She told you to leave, even, but you were rooted to the linoleum, watching her cover her privates and repeat that you couldn’t be in there…but you’re just curious, you just want to know what’s going on! And when she realizes that’s the basis for your ongoing stare, she decides to teach you something.
She leans back, pulling her jeans down to her ankles and gives you an in-depth anatomy lesson. She’s shocked that you haven’t had this in school yet, and she goes to work informing you as best she can, working from her clitoris down, touching and rubbing herself while your young cock begins to stiffen. She works two fingers into her vagina and starts to move them in and out, rubbing her clit while she asks if you’re starting to get excited. There’s no hiding it, of course, and she tells you to take your penis out and touch it.
“It’s ok, sweetie, just take it out and touch it like you do when you’re alone in your bedroom,” she tells you, “just promise not to tell anyone about our little lesson, ok?” You agree, taking out your rock-hard erection as she instructs you to stroke it, fingering her pussy and rubbing her clit while you masturbate for her, your best friend’s mom! She pulls up her blouse and opens her legs, giving you a gorgeous view of her body as she leans forward and asks if you’ve ever had someone else touch you like that. You tell her no and she grins, reaching forward to stroke you, bringing you closer and closer to orgasm as she tells you more and more about sex and sexual slang, telling you that you’re going to “cum” for her. You get that tingly feeling and she quickly grabs a piece of toilet paper, jerking you to orgasm onto it.
She tells you to go wash up, and you leave the bathroom to her panting and trying to compose herself. …behind closed doors, Bettie takes the toilet paper, covered in young cum, and sniffs it. She brings it to her mouth and rubs the young sperm all over her face before rubbing the remains across her pussy, fingering herself with the virile jizz of her son’s best friend! She fucks herself to an intense orgasm before wiping the sperm off her face and flushing all the evidence!

MILF, VIRTUAL SEX, HANDJOBS, MASTURBATION ENCOURAGEMENT, INSTRUCTIONAL, MOMMY DOMME

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You’re head home for the Holiday break, to stay with your mom for a few weeks. She’s been all alone since your dad left, so you know she’s going to want to spend a lot of time together. You have to show up a little early, since there’s a snowstorm on the way, and you arrive just as she’s getting out of the shower. Much to your pleasure, she comes out of the bathroom in only a towel, with her full breasts spilling over the tightly cinched top. You can’t help but gawk. Thankfully, your mother is so happy to see you she doesn’t notice your wandering eyes, hugging you tightly in excitement. She tells you to get settled while she finishes getting ready…
…which you try to do, but you can’t help notice the bathroom door is a little ajar. There’s your mother, naked except for a leopard print thong, humming carols while she gets ready. Your mom really took your dad’s affair hard, started going to the gym and eating right in an attempt to keep him interested. It didn’t work to keep dad around, but you’ve certainly noticed – the way her ass sits up high, the way her hips fill out her jeans. Your mom has become a total MILF!
Of course, she has no idea about your feelings for her…that is, until she asks you about the girls you’ve been seeing. See, you found yourself an older woman. A cougar. With hair like your mothers, big natural breasts like hers…you find yourself admitting all this to your mother! And well, she’s…pleased! You can tell she loves hearing this, hearing about how attracted you are to older women like her. If you didn’t know better, you’d think she was getting a little more than excited. Her cheeks are flushed and she’s leaning closer into you…she reaches out to touch your thigh, stroke your leg, moving her hand up closer…
“So,” she begins, nervous and aroused, “do you think…do you think I’m…are you attracted to me, too?”

TABOO, MILF, ROLE PLAY, POV SEX, VIRTUAL SEX, FANTASIES

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“It’s so cold tonight!” Mom rushed into your bedroom. “I need to get in…I need to get in with somebody warm! It’s so cold, I just need to borrow your warmth.” She got underneath the covers with you and snuggled her body against yours.
“Oh, my feet are cold, can I put them up against your leg?” she shivered. “Oh my god…you are so warm. Can you roll over and put your arms around me? That feels so good.” Her butt accidentally grinded against your cock, and she let out soft, satisfied moans from the warmth. “Oh wait, what’s that hard thing?” she felt something stiff against her body. “Did you go to sleep with a toy in your bed?”
But then a sweet, warm smile ran across her face. “Did Mommy give you that?” she asked. “Did Mommy make you hard? I bet it feels good for Mommy to rub it, doesn’t it?” She first stroked your hard cock, then put her mouth around it. “That feels so good…you’re so warm. Keeping Mommy warm is such an important job,” she told you.
She laid back, her silky nightgown pulled up now, and told you to slide your cock inside of her. “Oh god, that’s so warm…” she moaned. “This is such a nice way to warm on a frigid night.” After penetrating her wet pussy, you finally filled it with your cum. “That’s the best love making I’ve had in a long time…” she said. “I’m not cold anymore. Thank you, honey. Can you cuddle with me now…keep me warm for the rest of the night? Just like that…your arms feel perfect around Mommy….”

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, SILK & SATIN

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It was the perfect time to test out your new remote control. Your mom and aunt had been talking in the bedroom when you walked in with a big, confident grin. “Oh hey honey, how are you doing today?” Mom greeted you with a warm smile. “Whatchu got?”
You showed off your latest invention, which your aunt mistook for a TV controller, but Mom was thrilled. “Oh no, he loves to do these silly, little inventions. He’s going to be my mad scientist. He’s won first place in the science fair every single year,” she bragged to her sister.
You demonstrated how it worked by pressing a button on the controller, which caused Mom and Auntie to say naughty, filthy things immediately. “I want to suck your dick,” Auntie said seductively, then gasped in horror at what she had just said. “What just happened?” Mom’s eyes widened in disbelief and she shoved her sister, “Don’t say those things to my son!” But even Mom couldn’t control herself – she ranted on and on about how much she wanted your cock, then realized that she had been doing it, too.
“No, no, no!” they both yelled when they saw you bring out the control again. This time you had them do a sexy, little striptease for you. “Why am I moving? I can’t control myself…I don’t know what’s going on,” Auntie panicked. “He’s…he’s getting better with his inventions…” Mom lifted her shirt and groped her tits. They shouted at you about how inappropriate this was, and how you’d be grounded the moment they regained control, but you weren’t worried.
“This is humiliating,” Mom said as she danced provocatively and began spanking her butt. You continued to watch as they put on a very unwilling show for you, then hit another button. They fell to their knees and started masturbating right in front of you. They moaned, actually enjoying themselves, which made the situation even more mortifying for them.
And things only progressed from there. You had a throbbing erection, and you were going to make sure Mom and Auntie took care of it. You’d hit another button for them to give you a double handjob, then another for a double blowjob. “I don’t want to stroke it!” Auntie yelled. “What is wrong with you?!” Mom was appalled at how hard you were from family members touching your cock. “Do you know what this is? This is inc*st. A mother should not be stroking her son’s penis!” Mom explained.
But soon it’d be in their mouths…then inside their tight, mature pussies. After hitting a button to get them to lie back, you tried to decide who to fuck first – your aunt. The both of them were stuck in the positions they were in, and there was no fighting you as you fucked them. “Get out of your mother!” Auntie screamed as she watched you thrust in and out of her sister. “She doesn’t want to have sex with you! Stop torturing your mother and me!”
“No means no!” Mom yelled. When you had orgasmed, you left the two there as they threatened to take your remote. You knew they couldn’t move until you let them, so you gave them a cocky wave good-bye and left them there naked, spread, and exposed – your mother’s pussy full of your cum.

MAGIC CONTROL, FEMALE TRAINING, WOMAN FOLLOWING ORDERS, TABOO, VIRTUAL SEX, ROBOTS

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A full family experience with an amazing mom & aunt duo…a very highly recommended clip!
As a growing boy, you had expressed interest in girls. You had asked Mom a few questions already, including how to kiss a girl, and she thought it might make things easier to bring in your aunt. “I’ve been giving it a lot of thought on the best way to explain it you,” Mom went on to say, “and how to show you because I really don’t want you to have one of those awkward, weird first experiences.”
“We’re just going to give you some lessons and some pointers, and hopefully it answers all your questions. Does that sound okay?” Mom asked. She had just told you that her and your aunt used to practice kissing with one another while they were growing up, and that a demonstration might be the perfect way to teach you.
“Make sure you know the girl wants to kiss you. You’ll be able to tell with her body language. She’ll look at your lips, in your eyes…make sure she wants it,” Auntie told you. “That’s an important lesson.” Now, along with all the other pointers they had already given you, there were different ways of kissing.
Mom and Auntie demonstrated passionate, romantic, sweet kisses, then showed you what a french kiss was. You could caress the girl’s face, compliment her – always remember to show her respect. As you watched your mom and aunt kiss for the first time, you felt your cock stiffen. There was something incredibly taboo and sexy about watching their tongues flick against one another’s, and it wasn’t long before they discovered you had a hard-on.
They took the situation as a teaching and learning experience. They’d continue to teach you more about sex and all the different things a girl might do with you if she liked you – all the juicy stuff that happened after kissing. Mom and Auntie would give you your handjob and blowjob together, then you’d lose your virginity to the both of them.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, MILF, VIRTUAL SEX, SEX ED

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My son has one hot coach and i seen him limping the other day so i decided to swing by his house and bring him a bottle of wine. Well soon as I got there I turned up the heat and got him all hot and bothered to where he was super horny and wanted me really bad. I could tell cause his cock was huge and bulging out of his shorts. Once I got him in the living room i went down on him and started sucking him for awhile and then I started stripping and making him lick my pussy. We were both just overwhelmed with sexual energy and i couldn’t wait to feel him inside me. I rode him from the front until he busted his nut the first time then I turned around and rode him reverse cowgirl and got him cumming again. After that I got down on my knees and started sucking him until I was gagging and cleaned all our mixed cum off of his cock and balls. I love fucking this young coach, he is amazing in bed.

POV, MILF, VIRTUAL SEX, OLDER WOMAN / YOUNGER MAN, CREAM PIE

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It’s the last day of school and the English teacher that has already failed you twice before is actually making you stay after school for detention. However, to your surprise, when you are alone with her in the classroom, she tells you to sit closer to her. She goes down and starts to suck your cock! Then, she gets on top of you and rides you until she cums. She then demands that you get on top of her and cum inside of her pussy. This was a custom video, so the name ‘James’ is used.

VIRTUAL SEX, SOLO FEMALE, OLDER WOMAN / YOUNGER MAN, MILF, TEACHER FETISH

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