Tag: MILF

Miss Penny Barber – Spanking Son Makes Mom Horny (HD MP4)

When I spot Sam playing video games when he was supposed to be studying I knew he was due for a trip across my knee with his pants around his ankles. What I did not know was how much the feeling of his warm cock on my thighs and round bottom in my hands would turn me on!
I make him strip naked after his punishment so I can play with his cock during his post spanking lecture and he gets so hard I worried about him squirting on the floor. I certainly don’t want to make him cum when he is supposed to be getting punished but his little mouth can still be useful. Everyone knows the best way to apologize for lying to Mommy is ass kisses and pussy worship!

Category: TABOO
Related Categories: MILF, COCK TEASE, ASS HUMILIATION, SPANKING F/M, MOMMAS BOY

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Miss Penny Barber – Mommy Wants You To Try On Your New Undies

I bought these underwear for you and I don’t see why you won’t just try them on in front of me. Oh I see. Well don’t be embarrassed sweetie, It is perfectly natural for a boy your age to get excited over every little thing. Those briefs certainly will not fit over that stiffy of yours though. Is Mommy going to have to stoke you off so you can fit into your new undies?

Category: MOMMAS BOY
Related Categories: TABOO, MILF, PANTY FETISH, SISSY TRAINING, FORCED CROSSDRESSING

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Miss Penny Barber – Futa Mommy Cock Size Comparison (HD MP4)

Are you wondering about the big bulge in Mommy’s short shorts? Maybe feeling a little jealous of the size of it? I am happy to show you mine, if you show me yours…BUT whoever has the smaller dick has to give the other person a blowjob!
I hope you are not too shy to compare your cute little erection to Mommy’s huge cock. We can even stroke together for a while to give you a chance to make yours get bigger. Mommy enjoys watching you play with your cock almost as much as I’ll enjoy getting mine sucked!

Category: FUTANARI
Related Categories: SMALL PENIS HUMILIATION, SHEMALES, MOMMAS BOY, MILF, FUTA

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Nikki Brooks – Sharing a Bed with Mom

You gasp as you wake up from a terrible nightmare you were having. Your body is cold sweating, you’re scared, and instead of staying in a dark room by yourself, you seek comfort from your mom.
“Come in,” she says half asleep when you knock on her bedroom door. Mom always had a way of making you feel better, whether it was her presence or the fact that she always knew exactly what to do or say.
“Honey, what’s wrong?” she says still groggy. “Still having that same nightmare?” She can tell that you’re scared, so she moves over and offers to share her bed with you. “You can sleep with me,” she says, and as you slide in beside her, she pulls the blanket over the both of you.
“Don’t put the TV on too loud, okay?” she says turning her back towards you. Still shaky from your nightmare, you scoot really close to her, now feeling more comfortable and safe than before. “There’s an entire bed,” she says sweetly. “Scoot over.”
Happy being next to her, you snuggle in closer, and as your body rubs up against hers, your cock accidentally stiffens. You nudge in closer, and honestly, that small friction of your bodies rubbing together feels pretty good. “Oh! Is that your knee…or your hand?” she says turning back around and pushing you back a little bit.
You’re embarrassed, so you don’t respond, but when she turns back around to get some sleep, you move in closer. Maybe she didn’t know you had a hard-on, so you could rub up against her again, and she wouldn’t notice.
But she did. “Sweetie, whatever that is, can you just scoot over a little bit?” But you didn’t budge – it felt too good to move, and your erection wasn’t going away. Irritated and unable to go to sleep, she looks down to see your massive erection, sighs, and in an exhausted tone says, “Honey, Mommy’s trying to sleep, and that’s…you gotta put that away, okay?”
But you can’t just “put it away.” Feeling Mommy’s soft body against yours has your mind racing. When she turns back around, your body is already against hers. “The rubbing has got to stop,” she says now aggravated. “You’re not going to let me sleep, are you?”
Mom mutters to myself, “Oh my god, I can’t believe I’m gonna do this. Let’s just relieve you, and go back to bed, okay?” She moves her hand down to your cock and begins stroking it. Not too pleased with the action, she faces the other way, disgusted with what she is doing.
After a couple of minutes, she gets frustrated, “Okay, really? You must really do that a lot for it not to work. I have to get up in like three hours. I need to get rid of this thing.” She sits up, explaining that this is the only time this will ever happen, and then begins sucking your cock.
However, when her tongue tricks and deepthroat don’t work, she has one last resort that she really doesn’t want to do…sex.

Category: TABOO
Related Categories: MILF, OLDER WOMAN / YOUNGER MAN, POV, MOMMAS BOY, VIRTUAL SEX

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Fauxcest Taboo – This Loving Family – Janna Hicks – No One Fucks Me Like My Mom

Things are really starting to heat up between me and my new girlfriend. I think I really like her, we’ve been spending a lot of time together, we’re barely apart. There’s only one problem…. she doesn’t really put out. I’m a decent guy, and I don’t want to ruin things but I do have wants and needs and I just feel like I’m missing out.
My Mom seems to be rather unhappy I’m gone so much too. I think she can tell things are really starting to change for me…. but it turns out that she missed me far more than I even realized. She longs for the times when I’d be around with her all day again. She seems so lonely. Naturally of course I love my mom and I’d do anything to make her happy.
Things seem different this time between us though, it’s almost like Mom is jealous of my new girlfriend. Her hands start to glide along my inner thigh and I can barely even comprehend what is happening. My own mother is rubbing my now throbbing errection. She wants my attention and time all to herself and she’s willing to do anything to get it back. Before I even fully know what’s happening, I feel the warm, soft embrace of my own mothers lips wrapping around the shaft of my cock and taking me deep into her throat. Even if I wanted to resist there’s no way I could.
She wants me inside her now, pounding that hot milf pussy like I’ve never fucked before. I can’t believe this is happening. I can’t believe I’m fucking my own mother.

Category: MILF
Related Categories: TABOO, BLONDES, OLDER WOMAN / YOUNGER MAN, XXX HARDCORE, MOMMAS BOY

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Xev Bellringer – Mommy’s Warm Vagina

Honey you have to take off all of your clothes, even your underwear. And quickly! Get under the covers, we can’t risk you getting hypothermia. This is the only way to get warm again, we need to hold each other naked for as long as it takes! I lost my sleeping bag when I fell into the river, but it’s good thing we’ll be sharing for body heat.
Oh dear, you’re still shaking so much! This isn’t enough, I need to get on top of you. Do my legs wrapped around you feel warm? I’ll rub my body up and down yours to create heat… There we go, much better. No sweetheart, I can’t get off of you until you stop shivering.
Is something wrong? Honey, wh-…oh dear. Why is that happening right now?? What are we going to do, we have no choice but to be in this tiny, tight sleep sack together all night! Your penis… it’s so hard. You’re poking my leg, maybe if we move a little bit so it’s not–OH! Oh no, your erection slipped in between my thighs. Now it’ll never go away.
How could you have sexual thoughts at a time like this? And about your mother! Well I like hugging you, honey… but this is as far as it goes. I love you too. What’s gotten into you, you never give me kisses like this. Oh dear, honey, what did I tell you about going too far. This is only making you more excited! It’s all slippery and wet between my legs now, we need to get your penis out. It’s too tight, something bad might happen.
Don’t move, let Mommy fix this… there’s barely any room to move and it’s so slippery. Just keeps going in and out and–OHH!! Oh… honey…. don’t move. I’ve made a mistake. Your… penis slipped inside of my vagina. It’s not your fault. We have to get you out of me, sweetheart. Stop moving honey… No, I need to… ohh! Oh my God… this feels… so…

Category: TABOO
Related Categories: MILF, DESPERATION, OLDER WOMAN / YOUNGER MAN, KISSING, VIRTUAL SEX

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Alexis Fawx – The Freebie

Alexis is filled with anticipation and anxiety, but still she tries her best to look natural as Tyler wakes up. She sips her coffee, “Good morning, baby.”
Tyler feels the tension in his step-mother but still, could this strange situation be some sort of dream?”
Alexis watches Tyler sit next to her, he looks forward out the kitchen window. Alexis is starting to feel regret, “well.. this is awkward, isn’t it??” She smiles at Tyler, hoping he’ll ease her suffering.
“Did my dad do this? Was that talk with him some sort of elaborate setup?”
“No honey. That would be cruel.”
Tyler nods & clears his throat.
“Your father told me that you expressed interest in his proposition.”
Tyler nods, “but are you cool with it?”
“Oh yeah.. you know he cheated on your mom and that’s why she left him. I knew about that when we started to get serious.” Tyler, “I knew my dad was a player when I was a young, but..” Alexis cuts him off, “you think the whole idea is ridiculous?” “Of course not. All I’m saying is that you wouldn’t have to do anything you don’t want to.” “I chose you” Tyler looks into his step-mother’s eyes, “you did?”
Alexis, “Of course. You’re such a handsome young man, and I always thought we flirted with each other. Those little flirtations were getting to be a little more bold and your father picked up on them. We joked about me having sex with you, but then I thought about it, and the more I thought about it, the better it sounded.”
Tyler nods, “I keep thinking about all the possible repercussions of making love to my step mom.”
Alexis, “Oh honey, you’re so sweet. We’re not going to make love, it’s just fucking.”
Tyler is shocked into silence.
Alexis continues, “And this opportunity comes around for us every year before our wedding anniversary. You know he wouldn’t get married without this agreement.”
Tyler looks suspiciously at Alexis, “How do you feel about him being with another woman?”
Alexis, “Fine, as long as there is no romance, no dinner date, and it’s just sex, just physical connection, then it’s ok with me.”
Tyler thinks about all the times his father has humiliated him by hitting on girls at his school, “what if he chooses one my friends, girls from my school?”
Alexis shrugs, “They’re grown women now, they’re all eighteen.”
Tyler, “But he’s twice their age. What makes him think they’re going to want to have sex with him either? Dad must look like an old geezer to an 18 year old girl.”
Alexis laughs, “your father is very handsome. Any woman would be happy to be with him.”
“I bet a hundred bucks he can’t land an 18 year old girl.”
Alexis laughs and shakes her head wishing that he would accept or deny her.”
Tyler, “Have you been with another man before?”
“Since your father? No. I have the opportunity to, but I’ve never taken it. Sex is different for women than it is for men, and I understand that. I’ve always needed an emotional connection with a man before I could feel a sexual attraction.”
Tyler wide-eyes listening.
Alexis continues, “Once I lied to him and told him I had an affair with a guy from a dating app. [shakes head at the absurdity] I went on a date with him, but I didn’t connect with him. It was so obvious I was nothing to him than another conquest..such a turn off. I sat in my car down the block and waited for hours until I pulled into our drive. I didn’t want your father to think that I ‘lost it’ now that I’m getting older.
“You’re stunning, you could have anyone. I’m just so.. surprised. I don’t know if you’re fully ok with this, even though you say you are. You’re basically allowing Dad to cheat on you once a year, and if I was married to you, I wouldn’t want to even look at another woman.”
Alexis smiles and kisses him on the cheek. She stays close
Tyler looks at her, he whispers “you chose me?”
Alexis nods and smiles, “if you’ll have me.”
“Are you kidding? I’d have you over and over again.”

Category: MOMMAS BOY
Related Categories: MILF, CREAMPIE, TABOO, OLDER WOMAN / YOUNGER MAN, BIG TITS

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Cherie Deville – Addiction

I walk into the kitchen to tell his step-mom that I’m meeting with my colleague at work. I smell tobacco in the air, it’s scent is thick and brings back memories of his stepmom years ago. I bluntly ask her, “Are you smoking again?”
Cherie’s spine stiffens, “No.. of course not,” she forced a smile.
“You’re lying. I can see it all over your face.”
Cherie bows her head, it’s something cute my stepmom does whenever she knows she’s been caught. She should know she can’t hide from me, she’s too transparent to keep a secret, let alone lie about the thick cloud of smoke in the air. Cherie exhales, “ok.. so I just had one.. two cigarettes, that’s all.”
“I can’t believe it, you haven’t had a cigarette in years.” “Oh I know, baby. It’s terrible. I swear I’ll quit it. Do me a favor and do not tell your father.”
I nod. Does she know I hate it when she brings up “my father,” I’d rather not think about my father at all when I’m with her. I don’t know why.. maybe it’s because I don’t think he deserves a woman like her.
Cherie, “I was really looking forward to you coming home, for months I was counting down the days. I want to spend time with you. I miss you, you were always my friend, and I really need a friend, baby.”
I smile, “Aww I missed you too. I guess I’ve been a little mixed up lately,” I rub the tension from my forehead. Cherie looks at me in warm empathetic way, “Lizzie really screwed you up?”
“No, it’s not all that. I guess I’ve been avoiding you on purpose.”
Cherie looks confused.
“I came home and saw you sunning yourself, it kind of through me for a loop. I didn’t see your face, just your body, and I thought you were some other woman”
Cherie smiles and looks at me curious. Is she encouraging me? What am I even doing. It’s like my mouth is moving without my brain’s permission.
“I’ve never seen you do that.. sun yourself outside, in a bikini.” I grow erect just thinking about it. I shift my weight on one leg trying to hide my bulge.
Cherie lifts her head proudly, “I’ve been working out since you last saw me.. I feel a little more confident to wear a bikini now.”
“That’s great, well you look… amazing.”
“but you’re avoiding me because I look.. amazing?”
She’s noticed I’ve been avoiding her? “oh man.. I’ve said too much. Let’s just say that I saw you as a woman for the first time instead of just my stepmom.” What did I say? My God.. I am such an idiot.
Cherie looks him in the eye and leans forward a bit, “I know exactly what you mean,” her voice drips with sexuality, low, smooth, sultry. It’s hard to describe unless you hear her whisper, it’s both beautiful and tragic,hardened with years of heartbreak, love, and experience.
I keep my eyes locked on her’s eager for her to speak to me again, please in that tone, please ask me to kiss her.
“I came in yesterday to offer you soup and I saw you on your bed.” I know I was masturbating.. I stammer, “uh… you did?” Cherie nods, “you look great too.. amazing.”
I laugh awkwardly, not quite understanding what she’s talking about. She gets close to me, so close I can feel her warmth. I freeze, but still she moves closer. I just keep my eyes locked on hers. She moves her hands underneath my hair, I close my eyes, yes.. that feeling of her stiletto nails massaging my scalp gives me goosebumps, and feelings that no man can describe. I feel lips on mine. I open my eyes and recoil. “Oh!” She looks horrified, “I’m sorry.. I’m very sorry.. what was I thinking?”
Her hands shake as she reaches for her cigarettes hidden in a drawer. I get up and take them away from her. “It’s ok. don’t smoke, please.. it’s really alright.”
“Well we can forget this happened,” she tells me, her eyes are filled with tears. I want to comfort her. I want to kiss her. I learn in close, I put my hand over her shaking hand. I feel her soft pillowy lips against mine. I taste her. I want her. I need to make love to her. I don’t care if it’s wrong.

Category: MOMMAS BOY
Related Categories: TABOO, MILF, BLONDES, CREAMPIE, OLDER WOMAN / YOUNGER MAN

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Bettie Bondage – About Last Night

Waking up on Saturday morning, you can’t believe your eyes: your beautiful, sexy mother, laying beside you in bed. You thought perhaps it was a dream, the night you had spent together, the way you had explored one another’s bodies and made each other feel whole, made each other cum over and over. It had started innocently enough, the two of you sitting on the couch, your mother sipping a glass of wine. You’d had a few beers while out with some friends. You both felt so good. You told her she was beautiful, and you loved the way it made her blush, so you said it again, and again. You’re sexy, you said, moving closer to her, loving the way her dimples showed when she smiled. You brushed against her chest and kissed her on the cheek, told her you loved her. You felt her nipples, hard under her flimsy top, and you did it again, this time whispering in her ear…and she turned, meeting your lips with her own. From there, you tumbled into bed together…and now, waking up…
“I think we should talk about last night,” she says, and your stomach knots. You hope she doesn’t regret it, because you don’t, and because you want more. You don’t want your mother to feel ashamed. You want her to feel as sexy as you find her…and she tells you that she wants it. You’re so happy, so hard, to hear it. You’re stroking your cock before you realize, hearing your mothers breathy voice and seeing her breasts moving under that top, the way she teases you, breathing against your ear, kissing your forehead, pressing herself against you, telling you to take your cock out, watching you stroke, pulling you on top of her, pressing herself against you, begging you to rub your hardness against her wetness and then, she begs you, push, push inside me, she says, harder, fuck me, cum inside me, please…cum inside your mother.

Category: TABOO
Related Categories: MILF, DIRTY TALK, ASMR, POV SEX, VIRTUAL SEX

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Bettie Bondage – Mom Catches You Stealing Sis Panties

Your mother has dismissed you from school early. At first you think maybe it’s a treat; when you were younger, she’d sometimes let you stay home and you’d spend the day together. But you’re grown now, and this doesn’t seem like a good thing. She seems angry. And when you get home, you find out why: she found your sister’s panties in your bed. You knew you should have hid them better, but you just needed to cum in them one more time before school and then you were almost late, so you threw them on your bed and ran out the door. And then, your mom found them, your cum still wet on the crotch. You’re mortified, especially when your mother takes a finger, dipping it into the pool of cum and tasting it!!
She tells you that in order to rid you of these desires, she’s going to do something extreme. She’s going to put on your sister’s panties, and then you’re going to…fuck her. You heard right! You’re going to get between your own mother’s legs, while she is wearing your sister’s panties, and you’re going to fuck her, until you cum, all over that silky, lacey black thong! Surely, she must be joking! No, she insists, reaching forward and grabbing at your cock, which is hard despite your trepidation. Your eyes drop to your mother’s hand, then to her cleavage in her tight dress, then to her eyes…she looks…hungry?
She gets on her knees, pulling your cock out and wrapping your sister’s panties around the head of your cock, placing the cum soaked fabric into her mouth. She teases you about your obsession, standing and rubbing your throbbing dick against her wetness before she puts on your sister’s panties. Lying back, she pulls the panties to the side and spreads herself for you, demanding that you fuck her, that you think about your sister while you drill her pussy. She pulls you out of her right before you cum, stroking you off onto her pussy and the panties, rubbing it across her hole before pushing the panties inside herself, stuffing her well-fucked quim with the cum-drench thong!

Category: TABOO
Related Categories: PANTY FETISH, PANTY STUFFING, MILF, VIRTUAL SEX, POV

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