Tag: OLDER WOMAN / YOUNGER MAN

Tara Tainton – The Only Gift You’ve Ever Wanted

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 Step-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 step-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…

PANTYHOSE/STOCKINGS, TABOO, ASS WORSHIP, OLDER WOMAN / YOUNGER MAN, LARGE NIPPLES, STRIP TEASE

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Tara Tainton – It Can Happen So Fast When It’s Your First Time

It happened so fast and yet… we didn’t see it coming. I didn’t. My step-son couldn’t have. It started so innocently… In fact, it started as a horrible afternoon, a dreaded conversation with his teacher at school, trying to explain to my step-son that he must be careful what he says to his friends, that he can’t talk about his feelings for me – about us – that way. He was being so naughty… but then, I just felt so bad! After the lecture, after seeing his little face so soured by self-disappointment, I made him go straight to bed after dinner. But I had to visit him in his bedroom, had to make sure he knows that I still love him… that I treasure his compliments, that I love how much he loves me. We made each other smile… then laugh… we were just “us.” It was all so natural, so gradual… NO ONE could’ve known what was going to happen, where all our love and fun and affection would lead. But when it happened… it felt so very right. I didn’t want it to end…

BIG TITS, LARGE NIPPLES, MILF, OLDER WOMAN / YOUNGER MAN, TABOO, VIRTUAL SEX

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Xev Bellringer – My Sons Big Boner

It’s been such a hectic morning, so much to do and we’re already late! Why aren’t you all dressed? Oh dear, you’ve just been standing there looking at Step-Mommy getting ready this whole time. Fine, I’ll just have to dress you myself, come here. Oh! Oh… honey, you have an erection. It’s perfectly natural, it’s just… honey it was right in Step-Mommy’s face. Just try to push it down into your pants the rest of the way. No no, let me do it. Oh dear, your penis… it’s just SO big! I can’t zip it up anymore. You’ll have to make it go down, do you know how to do that? Ok I won’t look, but do it quickly because we just don’t have any time! Oh… honey you’re just not going fast enough. Here, Step-Mommy knows how to do it quickly. That feels better doesn’t it? Just tell me when you’re going to cum sweetheart, I can’t let any of it get on your nice pants. Oh, oh!! Good boy, ok lets put it back in your pants… just… oh dear. It’s still hard! We have to try something else, something faster. Step-Mommy is going to suck on it for a little bit. Mmmmhh mmmph… Lay down now honey. All the way. Shhh we’re running far too late to worry about all of that, just let me put it inside… all the way inside of Step-Mommy… Ooohhhh… Oh my… Honey, please… my job is on the line… Ahh… and we have to get you to school on time…. ohhh…. for the photoshoot. Just, when you feel it happening… just do it right inside of Step-Mommy’s vagina…OHHH!!!

BIG TITS, DESPERATION, MILF, OLDER WOMAN YOUNGER MAN, TABOO, VIRTUAL SEX

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BuddahsPlayground – Mommy Has Missed You

Oh honey, it’s so nice to see you. Mommy has really missed you while you were away at college. Did you miss me too? I have picked up a naughty habit while you were away. I know your boring dad wouldn’t get it or even approve of it. You on the other hand are young and open minded. You won’t mind if I smoke this hookah a little will you? I will only take a few puffs and then if you want to lay back I will wrap my warm MILF mouth around your cock and mouth fuck you. I love to take your cock deep into my mouth and see the look in your eyes while mommy gives you some long overdue attention. Remember mommy has so much more experience than those younger girls at college. I will spread my pussy lips and ram your cock deep in me afterI finish sucking your cock too. I ride and bounce on it until you fill me up with an oozing cream pie. I’m so glad you’re home honey.

BLOW JOBS, BUDDAHSPLAYGROUND, FUCKING, HARDCORE, OLDER WOMAN / YOUNGER MAN, TABOO

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Little Redhead Lisa – Mommy Fucks All Your Friends

You just got home from school as the last boy is leaving my bedroom and you walk in to see me completely naked having fucked a bunch of your friends, you were a little late because of baseball practice. I start to tell you about all the boys who came inside of me and notice that you are getting hard. I tell you to get your cock out to stroke it while I tell you about them and how they fucked me and took turns on me until they came inside of me. I see that you are jealous and excited and have you fuck me and cum inside of me.

DILDO FUCKING, DIRTY TALKING, LITTLEREDHEADLISA, MOMMY ROLEPLAY, OLDER WOMAN / YOUNGER MAN, PUSSY PLAY

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Kelly Hart – Cum for Mommy

Is so proud of you. You’ve helped me with the chores all week. Now its my turn to reward you. Im going to let you wank under m0mmys skirt and then cum over the white panties that you washed for me. I love watching you cum. Will you cum for ? please? you love seeing what has under her skirt don’t you?

HOUSECLEANING, MASTURBATION, MILF, OLDER WOMAN / YOUNGER MAN, ORGASM CONTROL, UPSKIRT

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Natalie Wonder – Nobody Will Know So What’s The Harm – Okay Baby, You Can Stick It In

We must of dozed off. I can’t remember the last time I napped with my boy. It felt so nice being cuddled up together here on the couch. We rested way too long though. I still have to make dinner. How about we order takeout? No no don’t tickle me haha ohhhh baby don’t fall off the couch! Get closer to me. Oh my…I felt something poke me. Now I remember you always wake up with a boner. Go to your room and take care of that. But…wait WHAT. No you can’t rub it up against me. Baby, we can’t do that stuff. Stop haha stop you’re really poking me with it! You’re being a bad boy stoppppp. I am your stepmother. You are my stepson. We cannot play like this. You won’t let up, will you. Fine JUST with my hand. Take it out. I’ll give your penis a…um a massage. It’s just one of the things stepmothers have to do for their boys sometimes. Ooooo it’s a nice one. Hadn’t seen it in a while. Ok don’t moan so loud. Just um…cum quick. It’s not like that between us. What am I doing? I can’t jerk you off. It’s not right. I don’t want to admit it but weird things are happening to my body. Stick it IN?! Omg baby you don’t stop. I can’t…we can’t…it’s not…ugh what am I saying. I’m so aroused by YOU. By my own stepson. Nobody will know. We’re both horny. We’ll still love each other when this is over. What’s the harm. Okay…you can stick it in…

DIRTY TALK, MILF, OLDER WOMAN / YOUNGER MAN, POV, TABOO, VIRTUAL SEX

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Dina Sky – Hot Goth Milf

This was a custom video. I am your friend’s Hot Goth Mom, that you’ve known for years being best friends with my son your always around. You come by because you, my son, and few of your friends are all going out but my son stepped out to get your other friend leaving perfect opportunity for the unexpected to happen…. Bent over in my purposely super short plaid skirt I act startled but make some small talk with you. You don’t know that I actually overheard you and my son having a conversation the other day about how girls your age are so clueless about sex, how my sons girlfriend cheated on him, and how much better older woman must be in the bedroom. I start coming onto you with implementing the idea of how a hot goth mom like me would be exactly what you need to experience. Your mind is racing with thoughts, you are attracted to me, I mean who wouldn’t want to have hot sex with a milf who’s hardcore into heavy metal, dresses like I do, and most definitely must be amazing at sex- ultimate fantasy right there. I am going to give you that, see us older woman know exactly what we want, and we know how to get it, and I can promise you this you’ll be wanting to come back for more…in fact I’ll set the standard so high you won’t be able to get me out of your mind. With a hard on, I think its time for me to show you that. I show off my body, before I take your cock out and start sucking it, Im bit aggressive but confident, sucking you deep, working my wet dirty mouth, squeezing my big tits, and giving you that fuck me eye contact that your already feeling your cock ache more than it ever has. After sucking you I tease you a bit with my big tits, talking dirty, and stripping those red panties off to climb on top of your hard cock sliding you in, it feels so good taking your cock right inside of my tight wet pussy I bounce up and down on it, I haven’t had sex in awhile so I hope your going hold out on me, and not cum till I tell you too. It feels so good, I am working your cock so fucking hard that you get keep your eyes off that bouncing ass and just want to blow a big load, I turn around a bounce those big tits in your face, got give you the full experience let you have everything…..including my ass. I bet ya never fucked a girl in her ass have you ? Well I am going to do just that, I am going to slide your nice cock deep into my ass and bounce all over it, push you in and working it, until you make me drip all over the place, and I tell you, demand you to give me that hot load you’ve been holding in those balls. I take you cock out of my ass and get on my knees and tell you to give it to me, give me that cum. Cum in my mouth and watch me swallow it all and show it off to you, sucking you dry and filling up my mouth and letting it cover my mouth, dripping down my chin, and some all over my tits, but that’s okay I can clean it up before my concert. So your definitely coming back for more and keeping this a secret?

ANAL, BBW, GOTHIC, MILF, OLDER WOMAN YOUNGER MAN

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Natalie Wonder – Theres No Place Like Home

It’s been months since stepmom moved away with stepdad. He got a really great job promotion and like a good wife, followed him out there. But she’s so far and there’s been someone missing…YOU, her boy. Stepmommy’s been missing you like crazy. She can’t take it anymore. She wants to GO HOME and put her arms around you…then her lips…her legs… Stepmom sits down and tells your stepfather the news. If he loves her, he’ll let her go. They’re married but the relationship spark faded years ago. Stepmom tries to contain her excitement. She boards tonight and by the morning she’ll be back home with YOU. She can’t wait. After she delivers the news, she gets up and goes to finish packing. Stepmommy is FINALLY BACK HOME… Sweetie??! I’m home! Come here and hug me like you’ve never hugged me before. God I’ve missed you so much. You look even better than when I left you. Can I…can I give you a kiss..? You KNOW what kinda kiss I mean. Mmmmmm these lips…I’ve missed everything about you. I can’t keep my hands off you. It’s felt like years even though it’s only been a few months. Your stepfather? I told him the truth. That I was leaving him to come home to YOU. I felt so lost out there without you. And now, here we are, back together. The way it should be. Mmm you smell incredible. God I can’t wait to rip your clothes off. We have lots of making up to do if you know what I mean. Wait shhhhh talk later…I’m desperate to have some very sexy and VERY naughty fun…the fun that only a very bad stepmother can have with her very bad boy. Let’s make love and fuck all at the same time. Take me. God I love you…

AMATEUR, BRUNETTE, DIRTY TALK, IMPREGNATION FANTASY, MILF-MILF FANTASY, OLDER WOMAN / YOUNGER MAN, POV, POV KISSING, ROLE PLAY, TABOO FANTASY, VIRTUAL SEX

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MoRina – Mom Fixes Your Insomnia

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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