Tag: MASTURBATION ENCOURAGEMENT

Hurry Up, Honey, and Come for Mommy! – Tara Tainton

Just real quick, honey. Mommy just needs your opinion on what to wear for my date tonight. It’s really important… I don’t want to get it wrong. And I’m late already! Just let me know what you think, and I’ll try on a few things. Just your opinion; it won’t be hard. And… oh, now, how did that happen??! Oh, Honey… I don’t have time! But, no, I’m not going to leave you like that while I run off. Okay, just jerk it for me, sweetie. I promise I’ll stay until you’re finished. What? You want me to take my top completely off? Well, I suppose but… you better start jerking it faster!

Category: TABOO
Related Categories: MILF, STRIP TEASE, COCK TEASE, MASTURBATION ENCOURAGEMENT, FEMALE DESPERATION

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Full Moon Transforms Frumpy Mom Into Hot Milf – Butt3rflyforU Fantasies

Custom Vid- NO NAME USED-You come over to my house and you are a terrible influence on my son! Whenever you are around, my son is lazy and does nothing but watch video games and TV!!! You guys waste the entire day!!!!!!! I will even pay you to NOT be his friend!!!! I notice the sun going down and getting darker and darker….and little do you know, when the moon is full, I transform from a conservative , frumpy mother into a Hot a fuck MILF that you just want your cock in every hole….I beg you to leave…telling you take my money…call an uber…JUST LEAVE!!!!!! But it’s too late…the moon is out and it is FULL!!!!! Slowly you see my frumpy flats and ankle socks transform into black thihg highs and hot red bottomed heels……then buttons start popping on my ugly, long polka dot dress and by huge , fake double d’s pop out!!!! Your eyes are bugging out of your head!! Your dick is beginning to throb and to your disbelief, I start complimenting your body…and telling you how good you look and that I LOVE young boys that come over!!! My ugly dress is now a RED HOT TIGHT club dress that is so tight I can’t even wear panties under it….I start bending over and showing you my tight, hot milf body and telling you how I love seeing your cock grow in your jeans! I demand that you take it out and start to stroke it to me….I bend over and insert my finger into my wet pussy from behind and you can hear the gushing and how wet I am….I am begging you to stroke…telling you how fast and asking where would you like to cum!?!?!?!?! This is a dream come true for you!!!!! You now know only to come over just as the full moon is exposing itself!!!! You know that I will expose everything to you!!!! ENJOY!

Category: MILF
Related Categories: TRANSFORMATION FANTASIES, COCK TEASE, JERK OFF INSTRUCTION, OLDER WOMAN / YOUNGER MAN, MASTURBATION ENCOURAGEMENT

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Amazing ON-LINE SEX with your mommy!!! You didn’t think your mom is so fucking great in DIRTY TALKING!!! – Kathia Nobili

Oh my baby boy! You know, how much mommy misses you!!! I think of you my baby all the time! And I couldn’t wait any more! Sure, I know you are much better with the computers and modern techniques of today…but mommy could handle a Skype!
I got so exited to see you today my son…I even prepare little surprise for you my baby. Pick up..pick up..pick up!
Hello baby!!! mommy is so glad to see you…your face and hear your beautiful voice! Oh my gosh…I never thought I’ll be so crazy without my son! It is so nice to see you my baby! Now tell me…did you missed mommy??? Yeah…how much??? YES baby…lower the camera, I want to see the effect. Your pants are so tight in that area mommy love so much!!! Of course…mommy love that view!!!
And I have just something witch will made it even better…harder!!! Do you want to see what mommy have under the rope??? Yeah my love son, something you like so much! The sexy satin lingerie…stockings…holder…all that MILF elegant staff with make your cock rock hard!!!
And now lwt’s play!!! I can’t take the time without you…without cumming and goading with my baby boy!!! Are you??? Are you playing shy on me…sexy my son!!! Then mommy need to encourage you??? I have something just perfect for you! Dirty talk my son!!! You never get this from mommy before…and now is just perfect time!!!
Come on my son…I know how much you want mommy’s wet pussy! Just to stick your fingers inside me…and feel how juicy your mommy is for you and your swollen cock! Give it to mommy…drill mommy…oh yeah..gets me kind of hot!!! baby make your mommy cum…make your mommy scream by pleasure! Only you my son…only you can make mommy feel like in heaven!!!
Yes…I love seeing you play with your beautiful…hard dick my baby!!! Let’s come together baby!!! No woman can make you cum so good like mommy!!!

Category: MOMMAS BOY
Related Categories: TABOO, MILF, LIVE CAMS, VIRTUAL SEX, MASTURBATION ENCOURAGEMENT

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You’re STILL a Virgin?! – Tara Tainton

Were you just… WHY did you run away and HIDE from me!?!? You’re such a strange one. I have the weirdest nephew in the world. Did you want to ask me something? Then, why were you out there standing over me silently while I was sunbathing?! And why are you trying to hide something in your hands… OH!! It’s not in your hands but behind them! Now, why would you have to hide your erection? And why are you just so embarrassed at all? It’s perfectly natural to admire my hot body… Your erection’s a compliment! But you’re hiding something else, aren’t you… What is it? You can tell me anything… Whisper it if you have to… WHAT?!??! You’re STILL a virgin?!?!! I never would’ve… how in the world… at your age!!! Gee… does that mean THIS is the closest you’ve ever been to a near-naked woman in your life?? Don’t answer that; I can tell! Wow… a real-life virgin right in front of me… I bet this is the most tit you’ve ever seen close up! Now, just what would happen if I got this close to you… or just reached out my hand and…

Category: BIG TITS
Related Categories: TABOO, BIKINI, MASTURBATION ENCOURAGEMENT, CONFRONTATION, VIRGIN HUMILIATION

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Fooling Around with Step-Mom – Ashley Albans

You’re sitting in the kitchen watching your step-mom prepare dinner. She is wearing a loose blue dress and you’re just watching her ass jiggle underneath it as she moves around. The two of you are basically the same age, and whenever you come home to visit you can’t help but wish you were the one fucking her. She tries to act like she’s older but it’s such bullshit. She catches you staring so you decide to go for it and compliment her ass. She smiles, says that it’s flattering, but it’s completely inappropriate for you to flirt with her like that. You decide to keep pressing. You mention how your dad isn’t around and that she should be with a younger man who will appreciate and fuck her more. She starts thinking and agrees that your dad should be here. She decides that you two can’t actually do anything together since she doesn’t want to cheat, but if you two both strip and masturbate, it’s more like watching porn…very naughty porn.
She starts to strip and tease you by finally lifting up her dress so you can see the ass you have been dreaming about. She says that you should take out your dick and stroke it for her. She slips out of her dress and begins to remove her bra as well. She says that since she’s your step-mom, you should call her mommy. She laughs saying that she knows it’s fucked up, but it kind of makes this even hotter. Your dick agrees. She strips down to completely nude and shakes her fat ass right in your face. She bends over the counter and rubs her pussy while telling you to stroke harder. You blow a massive load as she cums hard. She says that you have to keep this a secret, but maybe you guys can fool around again in the future.

Category: TABOO
Related Categories: STRIP TEASE, MASTURBATION ENCOURAGEMENT, JOI, MILF

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And the MILF Award Goes to… (Part 2) – Tara Tainton

I can’t believe it… This just can’t be true! No way…. I… little ol’ ME?? I won THE MILF AWARD?! I’m the #1 MILF in the whole school! Gee… when you surprised me like that… all of you boys hand-delivering the award itself to me, in front of my son, when I was just about to head out the door and go to the gym to keep up my fiercely fit body… WOW! I had no idea! I’m officially THE MILF OF THE SCHOOL! And, to think my own son is just so shy about it… he can barely say a word or utter a sound the whole time you boys are presenting the award to me. And to think that you actually celebrated already by jerking off with my panties. Oh, it’s such an honor! Hey… what do you think it would take… for me to earn MILF of the WHOLE CITY???!!

Category: TABOO
Related Categories: MILF, COCK TEASE, BIG TITS, YOGA PANTS, MASTURBATION ENCOURAGEMENT

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The Talk – Bettie Bondage

Your mom has asked you to sit down and have a talk with her. You can’t imagine what she wants to talk about, and when she starts talking about jerking off, you can barely believe it! She wants to know if you stroke your cock, telling you how healthy it is and normal…even admitting that she does it! She tells you what type of porn she watches so that you’ll feel comfortable doing the same. You admit you have a think for older women/younger men, and she starts getting really flirty. Are you imagining it, or has she been pulling her shirt down, letting the straps of her tank top slip down her shoulders? That can’t be right…
Then, she comes out and says how wet she is talking about all this with you! You can’t believe it but your psyched – your cock is rock hard when she tells you to take it out and stroke. She pulls her shirt down so you can see her gorgeous tits while you stroke to her, all while she tells you how to stroke. She reaches out and wraps her hand around your cock as you watch, stunned and stoked to have your hot mom’s hand jerking your dick. She even sucks it! You can’t keep from cumming when she starts telling you to cover her with your load. You shoot ropes of thick cum all over her tits while she moans, licking your cum off her hands. Good talk…

Category: TABOO
Related Categories: JERK OFF INSTRUCTION, MASTURBATION ENCOURAGEMENT, MASTURBATION INSTRUCTION, CUMSHOTS, HANDJOBS

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MILF Teacher Confesses to Fucking Her Students & Son’s Best Friend – Bettie Bondage

You have received some disturbing accusations against your star teacher – you can hardly believe it, but they come with some damning evidence: pictures, videos, text messages. You have no choice but to confront her.
When you tell her of the allegations, she denies them, suggesting a troubled girl with Photoshop and CGI skills has set her up. You’re not buying it, and she can tell. She breaks down, confessing her transgressions. She’s been fucking young male students for years! You can’t believe it. It’s so wrong, and so…hot! Your cock is evidently hard in your pants as you tell her that you need details, or else this will be even more trouble for her. She continues, telling you all about what a slut MILF she is for her young, handsome students. You can’t contain yourself, stroking your dick through your pants. She doesn’t really have a choice but to play along…and she does, expertly! Instructing you to stroke and pump your cock while she confesses…
She tells you about her son’s friend, how she started fucking him in her home, with her son there. She tells you about how much she loved getting fucked while her son could hear. She loved knowing her son was likely pumping his cock to the sound of his mother getting fucked…she can tell you like it too, urging you to cum for her…

Category: TABOO
Related Categories: MILF, DIRTY TALK, CONFESSIONS, JERK OFF INSTRUCTION, MASTURBATION ENCOURAGEMENT

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Its a Good Size Son – Bettie Bondage

So embarrassing. Your mother found the wrapper to these dick pills you were curious about, and now she wants to talk to you about it. First off, she thinks you used it with a girl…which you aren’t jumping to correct her on. Then, she wants to talk to you about penis size! Yeah, this won’t be awkward…
She reassures you that size doesn’t matter, that the average if 5.5″, that she’s sure you come up over that, considering your father…hmm. This talk is turning kind of interesting, made more so by her lowcut blouse and tight pencil skirt. Your mom has always been a total fox – your friends are all too happy to tell you this often, and you’ve always secretly agreed. Sitting across from you, she looks so sexy. You decide to push this, see where you can take it.
You tell her that you were using it on yourself, curious what it would do. You admit that you wonder often how you measure up, that you’re a bit preoccupied. You just don’t know! You’ve never shown it to a girl before…
She plays right into it, telling you that if it will quell your insecurities, she’d be happy to take a look and let you know. Before she can even finish telling you to take it out, you have your rock hard cock in hand, displayed for your mother. She gives you a timid but obviously impressed once over as you begin to stroke, not sure how she’ll react…her face blushes. She seems intrigued. You keep stroking, and she mentions the pill’s claim on stamina…
“Perhaps we should test that out too? How? Oh, you know…with my hand. Perfectly natural, totally not sexual. I’m your mother after all…”

Category: TABOO
Related Categories: MASTURBATION ENCOURAGEMENT, MILF, POV, CUM IN MOUTH, VIRTUAL SEX

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Happy Anniversary, Mom – Bettie Bondage

Your mom is always fighting with your father, even on their anniversary. He’s been cheating for years, but on their wedding anniversary? You walk in on her crying on the bed after hanging up on him. You tell her that you’ll stay in with her tonight, keep her company on her anniversary. She tells you that you don’t have to do that – so sweet of you, but she doesn’t want you staying out of pity. You reassure her that you’d love to stay. You can tell she needs you.
You talk about everything. Even things that you maybe shouldn’t. She tells you how scared she is of leaving your dad, how she doesn’t think she could find someone else. She doesn’t know if she could flirt or be sexy. You tell her what you’ve always thought, that she is sexy. She blushes and your eyes fall to her chest. She’s breathing a little more rapidly and her soft, pillowy breasts are nearly pouring out of her top. You get the urge to reach out and touch her but instead you just stare. She notices you, noticing her. Wanting her. She can tell you’re looking at her with lust and you can see a struggle rising in her eyes, whether she should act on these thoughts. You’re her son, after all…
When she finally reaches down and touches your hardness, you want to roll her over and mount her. Take her. Show her how sexy and wanted she still is, but she backs away immediately. It’s wrong, she insists. We can’t touch each other! She says. Well, what about if we don’t touch each other? Just watch?
You grin as your mother’s hand falls between her thighs and begins to rub over her white cotton panties, while you begin to stroke your cock. She’s gone, consumed by her lust for her own son, the second she starts to play with herself. You watch, stroking, as she takes her panties off and passes them to you, telling you to wrap them around your cock and jerk for her. You can smell her on them, feel her wetness. You can’t wait to cum all over your mother’s dirty, wet panties.

Category: TABOO
Related Categories: JERK OFF INSTRUCTION, MASTURBATION ENCOURAGEMENT, POV, ROLE PLAY, VIRTUAL SEX

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