Tag: Tara Tainton

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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And the MILF Award Goes to… – Tara Tainton

It’s unbelievable, what you young men get up to. If I hadn’t had to spend so much time looking for something in the same room where you were all hanging out… if I hadn’t picked up a word or two of what you were saying… if I hadn’t had the nerve to confront all three of you and ask what was being said behind my back… I would’ve never known what “MILF” means… or that I’m one! How dare you tease my son – your his friends! – about me being… “jerk off material.” Where are your manners??!? And while you’re sitting right next to my boy. To think that you actually confessed you’ve been using me as jerk off material since you all started hanging out together! All this time, I had no idea… I’m so embarrassed… especially for my son… but… it IS flattering… hush now… stop calling me a MILF… don’t stop… I like it… would you consider me the hottest MILF on the block if I… show you THESE? hee hee hee.

Category: MILF
Related Categories: TABOO, STRIP TEASE, CONFRONTATION, CUM COUNTDOWN, VOYEUR

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It’s Okay to Be So Excited about Mommy’s Big Boobies – Tara Tainton

We had fun playing in the pool, didn’t we. Now, dry off so you don’t get all shrively. Fine, Mommy’ll do it for you… just stop wiggling so much! And I’m going to freeze because someone can’t find his towel and I have to use mine… Now… oh, dear. Honey… that’s a very big boner you have. Your pee pee… it’s standing right up through the front of your wet swim trunks! Honey… is that because of Mommy’s big boobies? Well, gee… do you want me to cover up then? No? Well, you better take care of that… just how Mommy showed you before. What? Why not? Is something the matter? Honey, I can’t have my baby boy getting blue balls! Now, tell Mommy what’s wrong or I’ll have to call the doctor. Pull down your swim trunks and I’ll have a l… Oh, dear… why’s your pee pee so red?! Honey… have you not been taking good care of it? You have? Well, how many times have you jacked off? THAT MANY?! Before breakfast??! Gosh… I didn’t even think of that when I put on my bikini first thing this morning… it’s not like I can hide these big, luscious boobies! Okay, okay, you better let Mommy try to do it for you… GENTLY. That still hurts? Well… I have another idea! You can use Mommy’s pillow… it’s very soft and gentle. I’ll show you how… you just push your boner against the pillow like this… rub on it… and just hump it and hump it and… oh, that was quick! Was it Mommy’s big boobies again?? hee hee hee Well, let’s try it again then. I’ll hold the pillow and you just hump it and come toward Mommy’s big boobies….

Category: TABOO
Related Categories: MILF, BIKINI, BIG TITS, BREAST BOUNCING, MASTURBATION INSTRUCTION

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You’re Such a Dirty Boy – Tara Tainton

Mommy knows what you need, what you want… And you have to deal with it… that hard cock in your pants. You can’t help yourself. You’re such a dirty boy. You get hard, in front of your own mother. I know what you want… but you can’t have it. Instead, YOU are going to have to touch it. You’re going to have to get your cock out, bare it to your own mother, and jerk it in front of her. YES, YOU ARE. My dirty boy can’t help himself…

Category: TABOO
Related Categories: MILF, COCK TEASE, BIG TITS, DIRTY TALK, COCK WORSHIP

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When Your Friend Isn’t Home – Tara Tainton

Gee… when you find your friend’s not home and only his sexy single mom is, how are you going to pass the time? And she’s just so FRIENDLY. You’ve never met a mother so down to earth or forward, none that actually SAYS such things. You can’t help it. You’re getting hot for her, and that’s her entire plan as soon as she set eyes on you. It’s easy for her to get you going, but it’s hard for you to figure out the most polite thing to do: be a gentleman or fuck her brains out? You better hurry and make your decision; your friend’s due back home any minute. Can you pass up an opportunity like this for the sake of your friendship?

Category: OLDER WOMAN / YOUNGER MAN
Related Categories: MILF, VIRTUAL SEX, ROLE PLAY, BIG TITS, BRA FETISH

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The Only Gift You’ve Ever Wanted – Tara Tainton

It’s a cold, quiet Christmas morning, and I’ve really enjoyed watching you, my darling boy, open all your presents. It’s another year with just the two of us spending the holiday together, another year without Daddy. …which makes it all the more sad when I realize you didn’t get all you wanted for Christmas. I try so hard… to give you everything, be everything for you, keep you happy and safe and cared for. It breaks my heart to see you disappointed and pouting on Christmas. What can a mother do? What could I possibly give to you? It’s too late to do more shopping, but I hate to see you frowning on Christmas morning. Then, it occurs to me… there’s one thing only I can give you, only one thing so special, so private, so full of love – and happiness. And I hope, above all else, it will put a smile on your face today…

Category: MILF
Related Categories: TABOO, POV SEX, PANTYHOSE/STOCKINGS, BIG TITS, TOPLESS

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When Daddy’s Away – Tara Tainton

Daddy’s away… I miss him so very much. Don’t you? I’m so sorry for being distracted – daydreaming of him – and not being a very good mommy. What would you like to do today, darling? Spend some quality time together? Shall we play a game? What’s the matter, honey? You look… not well. Are you feeling okay? Are you uncomfortable about something? Do you miss Daddy too?? You don’t have a fever… but you have a funny look on your face… your cheeks are flushed… and you’re squirming in your pants like something is… you better let Mommy take a look! Yes, right now. Honey, I don’t know what’s the matter, and you better let me make sure you’re okay. Oh…oh… MY! No, that’s not… well, that’s… it’s… no, no, honey, we don’t need to take you to the hospital, but…. Oh, I wish your father were here!!! What do I do? I don’t know how to… honey, do you? No? Well, I know what you can try… just follow Mommy’s instructions. I’ll do all I can to help you. Now, try something else. Do you want Mommy to do that thing you like? Is this working? How about this? Don’t worry, honey, Mommy will help it go away!!

Category: TABOO
Related Categories: MILF, POV SEX, MASTURBATION INSTRUCTION, COCK TEASE, BREAST BOUNCING

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Crossing the Line – Tara Tainton

You could say it began when I accidentally walked in on you… found you masturbating… saw you with MY pantyhose… heard you moan “Mommy”… No. No, it began way before that. It started when your father walked out on us when I was pregnant with you. I sacrificed my own personal life to focus entirely on you and your every need. And you and I grew so close… I’ve noticed you looking at me – in that certain way – when you think I’m not aware. And I know you’ve masturbated… thinking about ME. I… I’ve done it to you – to you, about you. I couldn’t help it. I can’t help what happens in my dreams, the seductive thoughts I wake up with, how my body naturally reacts. I HAVE to deal with it. I guess you could say things have reached a breaking point – the end of the line. You’re off to college soon, and I guess it’s up to me to make the decision, to address what we both want but are so scared of. It’s up to Mommy to cross the line…

Category: OLDER WOMAN / YOUNGER MAN
Related Categories: MILF, TABOO, CONFRONTATION, POV SEX, ORGASMS

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Want to Know a Filthy Secret? Your Aunt and Cousin Do It Too.. – Tara Tainton

Are you ready for Mommy? Do you like my negligee? …It’s Daddy’s favorite… I love that look in your eyes when you know what we’re about to do – what comes next. When your mother is going to fuck you. But this time… THIS TIME, Darling, I have a secret to share with you… something I just found out myself. Your Aunt Tina? She’s fucking her son too! Yes, your cousin… he’s getting it from Mommy. hee hee Just like us. Hmmm… maybe we should have a foursome some time. Or do you want to keep me all to yourself, my darling? Of course, you do. Guess what I’m going to do right now. I’m going to call Tina… and tell her what we’re about to do. Yes, every sexy detail, every dirty deed. Would you like that? Would you like to invite your aunt to listen in? Do you want to hear your mother tell her everything I’m doing to you… everything you’re doing to me… while we’re fucking?? And wouldn’t be unreal… wouldn’t it be the filthiest thing of all… if we found out SHE’S fucking HIM too – right now?? This is going to be so incredibly hot… God, I love to tease you until you explode!!!

Category: MILF
Related Categories: TABOO, ORGASMS, VIRTUAL SEX, BLOW JOBS, BIG TITS

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Your Mother Needs You Desperately! – Tara Tainton

It’s a desperate, desperate situation. The absolute MOST dire. Just completely fatal… if your mother doesn’t get what she needs – and NOW! You’re the only one that can help, and it’s the hardest thing in the world for her to ask of you. She knows it isn’t appropriate; she knows it could be asking just way too much. You’re her son. And your mother needs your cum.

Category: TABOO
Related Categories: FEMALE DESPERATION, OLDER WOMAN / YOUNGER MAN, MILF, CLEAVAGE, CUM PLAY

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