“I did not want to share a bed this trip,” Mom mumbled as she shifted her body between the blankets. You tried to be quiet while you jerked off beside her underneath the covers, but Mom could feel the bed moving.
“Wait…what are you doing?” her tired, blurry eyes looked at you, then closed again. “I’m going back to sleep.” It’s not like you wanted to share a bed with her either, but your aunt only had one guest bedroom, and you jerked off every night before going to sleep.
“God, are you masturbating with your mother in the bed?” she asked bluntly, turning towards you. “Really? You couldn’t let it wait? Look, I know you’re a growing boy, I know you have needs, but you couldn’t just wait…or use the bathroom like a normal person? No, you have to masturbate in bed with your mother. Are you done?”
Of course you weren’t done – Mom knew that, but she wanted to ignore it. She turned back over, closed her eyes, and soon after that, she was awake again to you masturbating. “I can not sleep with you doing that,” she opened her eyes. “Fine, you need some help? I will help you. Ugh, I can’t believe I’m doing this…”
Mom wrapped her hand around your hard cock and started stroking. “How long does it take you to cum?” she asked switching between hands and eventually wearing herself out. “How about you just cum inside Mommy’s pussy,” she said defeated. “Cause that way it’ll be less mess to clean up and my arms can rest…are you okay with that? I want to go back to sleep.”
She slipped off her white panties, spread her legs, and allowed you to penetrate her tight, warm pussy. As you fucked her, she let out soft moans, and you finally filled her with your big load. “Doesn’t it feel good to cum in Mommy’s pussy?” she asked. “Better than your hands? Think you can go to sleep now? Okay good, where’s that towel? I need it.”

TABOO, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, MOMMAS BOY, MATURE, POV

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When I was younger I always had a huge crush on my mom’s best friend and when I would go to her house I would go to her bathroom and get her dirty panties so I could jerk off to them. Once I smelled her I was hooked and have always wanted to fuck her. Well fast forward to me much older and I was at my mom’s party when she showed up. OMG she was as beautiful as ever and my mom asked me if I could talk to her about doing some projects at her house since I am a contractor. I came over to her house a few days later and she was mostly wanting to talk about us and catching up so she invited me into her living room and started expressing how much she missed me and even told me she remembers how I would steal her panties. It wasn’t long and she was showing me the panties she was wearing and we started making out which lead to full fucking and she wanted it to end with me cumming all over her face.

OLDER WOMAN / YOUNGER MAN, MILF, MATURE, VIRTUAL SEX, POV

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I’m such a lucky auntie when my angel of a nephew comes to visit! It’s always so wonderful to spend time with him! I’m having a lovely day in my nice house robe and lingerie and start to feel a bit horny. Is it weird if I show him my lingerie? Is it weird if I masturbate in front of him? What if we can both masturbate together? I think it would be so fun to show him my shaved pussy and instruct him while we masturbate together! I don’t think we need to worry about it, it’s not like we even touched each other!

TABOO, JOI, MILF, MATURE, SOLO FEMALE, REGIONAL ACCENTS

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My darling stepson is going on a date tonight! He’s just such a sweetie, the poor thing he’s so nervous! I see it on him right away, and feel like it’s my duty as his loving stepmom to give him some advice. I ask him some questions about how he’s getting ready, and how he’s feeling. I ask him if he’s masturbated beforehand, because everyone knows that takes the edge off when you’re going out on a date! You don’t want to be too excited now do you! It turns out he doesn’t have much experience with girls, so I offer to give him a hand. I check out what kind of underwear he has decided to wear, and even notice he has trimmed his pubes. I must say it does look very nice on him!
I will always be out for his best interest, and I know if he cums he will feel so much more relaxed. He lets me touch his dick, and it’s not long at all before he is rock hard and dripping with precum. I teach him a little bit about women and how to treat a lady on their first date while I rub his dick. I give him such a loving motherly handjob, putting his beautiful dick in my mouth and rubbing it against my tits. He’s so cute and innocent! This can be our secret. He needs to cum so he can really be smooth with his date tonight. I make him cum, a LOT, all over my naked tits. He absolutely covers my tits with cum before I tell him to go wash up and get ready to leave.

TABOO, MATURE, MILF, POV, HANDJOBS, HOUSEWIVES

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My son has been going through my phone! Ugh, he saw the photos of me and my lover and confronted me! He also read the text messages and knows it’s been months! I can’t believe this, I’m so upset and worried! I’m supposed to be having a date night with his father this evening! He’s always been a little pervert, I know he’s watched his father and I have sex before… He gets a wild idea to black mail me, otherwise he will tell his father!
What a dirty little pervert! He makes me take off my skirt, and bend over on the sofa in front of him. I can’t believe this, it’s so humiliating! And, hello?! It’s so weird! I’m his mother!! I can’t believe it! He’s getting a boner looking at me! What the hell! Now he wants me to give him a blowjob otherwise he will tell his father!
How far with this go?! He pulls his pants down and his dick is already so hard! It’s quite big to be honest… I can be proud of that… He pushes it into my mouth and I have no choice but to give him a blowjob. He pulls my top down and exposes my tits, this is getting too much for a mother to handle! He makes me take my underwear off in front of him. Then I suck his dick some more, otherwise he’ll tell his father!
Now he has bent me over on the sofa, and he starts to fuck me, hard. The phone rings… It’s his dad. I try to keep it together while I’m getting fucked and convince my husband that I’m hanging the laundry outside. I struggle to talk on the phone and then I hang up. My son flips me over onto my back and fucks me even more, nice and hard. At his age, he has such good stamina! My phone rings again, my husband didn’t believe my story… I try to keep it together while I’m on my back getting fucked by my son, and tell my husband I’m just out of breath from doing housework. He will be home so soon! My son pulls his dick out of me and lays down, now I have to ride him… Otherwise he’ll tell his father!
I fuck him and bounce on his dick, I have no choice… It does feel good at least… His father will be home any minute, and he knows it! He makes me suck his dick even more, and tells me he wants to cum in my mouth. If I say no, he will tell. I have done so much already, and I don’t want his father to find out! It would really mess everything up!
Almost immediately after he cums in my mouth, my phone rings again! It’s his dad, and this time he’s actually going to be home in 1 minute! I try to wipe the cum off my mouth and clear my throat to let him know everything is ok. I can’t believe this! What a dirty little pervert! He better not tell after all this!!

TABOO, MATURE, POV, BLACKMAIL FANTASY, LINGERIE, MILF

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I just dropped my step son off at the school bus on his way to camp! He fucked me right before we left and gave me a cream-pie! I was giggling so much standing there with the other parents! I’m still feeling horny! Do you want to watch me masturbate?
I just want to have another orgasm! Just thinking about his dick inside me is enough to make me cum! Mmmm, oh yes! Never a dull moment at my house! Do you like watching me play with my pussy like that? Pulling it open? Mmm, it’s so hot! Do you like it when I open myself up nice and wide? I’m gonna rub my little pussy until I cum.
Yes, I’m going to cum so beautifully! Yes, touch me there! Rub really fast! Mmm! Yes, watch my little pussy cum!!! Cum together with me! Countdown with me baby! 5, 4, 3, 2 … 1! Cum baby!

MILF, MATURE, LINGERIE, TABOO, SOLO FEMALE, REGIONAL ACCENTS

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Mommy has noticed recently that you’ve been going through the changes. Your body is changing and as it changes you start to get certain urges. New cravings you didn’t used to have. Sometimes it’s floaty feelings or sort of like an …itch. I saw your search history on the computer and know you’re starting to get curious about sex and how to masturbate. Mommy wants to show you and make sure you’re doing it right. Sit down, get comfy, and just do what Mommy does. This sensual clip includes masturbation instructions designed for women and vagina-havers, spread eagle hairy pussy fingering, and a nurturing, loving roleplay.

TABOO, MILF, MATURE, ROLE PLAY, HAIRY BUSH

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Silky smooth, soft, mature soles… you know as soon as you see them your cock is going to get so fucking hard. It needs to be jerked. Those balls need a release. What could be better than My perfect, experienced, size 6 1/2 feet? Nothing could be better for you, right here, right now. A sexy, sensual, foot tease and along with some instruction of your stroking will get you to that big finale. I want you to last for the whole clip so, you’ll need to pace yourself. you know that I want that hot, sticky jizz all over My feet but, not until the end.

SOLES, FEET JOI, FOOT FETISH, MILF, JOI, MATURE

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Mom struggles to admit her perverted, immoral, disgusting fantasies to a stranger about her own son. An extreme experience with a brand new sinful Mom.
“Hi. Um…I just need someone to talk to tonight,” Mom struggled to say. After debating it in her head, she finally had enough courage to dial the number to the hotline. “I…you’re gonna listen to me, right? I keep having these feelings about somebody that I’m really not supposed to have sexual feelings about. No, no…not my boss, someone a little closer to home.”
She didn’t want to confess that her perverted fantasies where about her own son. “And I just keep getting so wet…and it’s not right, I shouldn’t think this thing about him, but he’s so good-looking and strong, and he’s got a big, hard cock when he needs it…” She felt ashamed to let the words out from her lips – she knew how disgusting she truly was.
“I know it’s okay to have sexual feelings, I know that…yeah, but…I…I can’t tell you who it is,” Mom stammered. “You have to know? It’s my son.” Her stomach sank, her heart sped up – she wasn’t sure what the person on the other line would think. But the idea of admitting something so taboo, so immoral…began to turn her on, and her hand caressed her big tits, ran down her legs, and gently brushed up against her inner thigh.
“Of course I’m not touching myself. Why would I do that? That’s wrong,” she lied to the man on the phone. The more she confessed her shameful, wrongful fantasies, the more she got turned on, and her fingers slid against her wet, bare, mature pussy. She couldn’t control herself, and she couldn’t control her feelings…and soon, even the man on the other line was intrigued by her perverted, obscene, pornographic images.
“Tell me I’m a bad Mommy,” she begged, “tell me you want more from your Mommy…” Her legs quivered as she came, and once she realized what had happened, she quickly closed her legs, embarrassed by her sinful desires. But she knew, no matter how much she tried, she couldn’t stop herself from fantasizing about her son.

TABOO, DIRTY TALK, MATURE, OLDER WOMAN / YOUNGER MAN, MILF, MOMMAS BOY

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Conor’s mother played by granny Leah needs a stunt cock for some pictures. She uses her son’s and ends with an oral creampie (fake).
Then they decide it’s a good idea to fuck. She sucks his cock on the couch and the he eats her pussy. Then they fuck in missionary and cowgirl position. After she gets on all four and then Conor fucks her gilf ass until he cums inside.

Following her recent separation, Leah is struggling to make ends meet financially so she turns to webcamming to make ends meet.
Given her age and status as a MILF, nearly 2/3s of her shows were young guys wanting to fuck their mothers. As a mother of son she often wondered if her boy had the same fantasy. While she was hesitant at first on the role play as time went on she actually started to enjoy it. One day she gets a high dollar offer from one of her customers that she cannot refuse to produce a custom photo set of her giving a blowjob to a young man. After a while of not being able to find a young stud and an incident of Conor walking in and finding out what his mom has been doing to pay their bills Leah decides to ask Conor to help her with the blowjob photos and that they could just simulate them to make them look real. To her shock he agrees without much hesitation.
When it comes time to follow through and shoot the photos Leah starts to feel nervous and guilty but Conor calms her down and reassures her that it will be fine and reminds her that they need the money. Despite the sexual tension the shoot goes smoothly, but the customer says that the photos look fake and that he wants to see her actually giving a blowjob.
Given that they have already gone this far they figure they might as well finish this.
This time they are less nervous and the shoot goes well, but a little too well as Conor can’t hold back any longer and he cums in his mother’s mouth unexpectedly. She jumps up crying and runs out of the room.
Later that night, Mom finally has the nerve to approach her son to talk about what happened.
He starts to apologize, but she quickly says it’s ok and that the customer loved the photos and that she wants to thank him in a very special way…
Conor can’t believe his eyes as his mom starts to strip for him!
She takes off everything but her panties, and then kneels before him on the floor and begins to really blow him this time. After a few minutes Conor returns the favor and eats his mother’s pussy until she cums hard on his face.
Just as she his losing herself, much to her surprise her son stops and slides up on top of her and positions his cock by her wet pussy. She tries to stop him, but he slams his cock deep into his mother’s tight pussy. She protests at first but with each deep stroke from her son she is letting the passion control her. Within several strokes her tone quickly changes to “Fuck me, fuck your mother!” After cumming a few times from getting fucked in several different positions Leah wants her son’s cum inside her, but she wants it in her ass!
Her son does not know how to react at first but how can he pass up cumming in his mother ass! He enters her ass slowly but picks up the pace as his excitement rises as his mom talks dirty to him. After several amazing minutes of fucking his mom’s ass he cums harder than ever before and keeps thrusting up into her long after his ejaculation.
He slowly eases out of her completely and kisses her passionately as they tell each other how much they love each other. They joke about how much her customer would’ve loved to see this especially if he knew he was her REAL son!
They both agree that this needs to be a regular thing, but to keep it a secret for obvious reasons!

TABOO, MILF, MATURE, ANAL, OLDER WOMAN / YOUNGER MAN, CREAMPIE

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