Tag: Sydney Paige

Fifi Foxx Fantasies – Sydney Paige – Son Has a Huge Crush on His Beautiful Mother, POV – Mom Helps Son with His Immoral Fantasies – HD 1080p

“Before you go out tonight, there’s something I need to talk you about,” Mom closed her book. “Do you a minute?” You knew exactly what this was about. You had been acting strange and nervous around her lately, and she was concerned that you were hiding something, or that you were in trouble.
“I’m your mother, I want to know if something is troubling you,” she said sympathetically.”Don’t look at the ground, look at me.” You hesitated to tell her what was going on – it wasn’t right, it was immoral. You weren’t supposed to have feelings like this, but you did. You had a crush on your own mother.
“What do you need? What can I help you with?” Mom asked. She told you that she was getting calls from school about your lack of engagement in class. “You’re also acting oddly around your father – I need to know what’s going on. I mean, you’re not even dating…you’re going out tonight alone.”
There was no point in dating. Your mom was far more beautiful than the girls at school, and you could never get her out of your head. “Me? Well honey, you’re always going to be Mommy’s special boy…I’m flattered that you admire me. Do you like my hair…my smile, personality?” she was surprised at what you had just told her.
“Oh…okay, um…well honey, as your mother, I want you to be well adjusted and happy in normal everyday activities…” she proceeded to say. “What can Mommy do for you? If you want to look at Mommy, that’s fine.” She stood up and let you look at her petite, flawless figure.
“I know Mommy’s quite a bit more grown up than the girls in your class,” she smiled, “but soon you’ll go to college and you’ll meet tons of girls that are mature.” She invited you to touch her body, letting you grope her beautiful, perky tits and juicy ass. “Do you feel better, sweetie?” she asked. “I want to do anything I can to help alleviate your anxiety.”
Mom continued to let you explore your fantasies with her…her hand and mouth wrapping around your throbbing cock, then allowing you to penetrate her pretty pink pussy. She didn’t want you to feel embarrassed or ashamed for admiring her, for having a crush on her…and she’d do anything to make you feel better. Anything for her sweet boy.

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

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Fifi Foxx Fantasies – Sydney Paige – Mom’s New Bedtime Ritual – Mom Helps Son with Unhealthy Sleeping Habits, POV – HD 1080p

“Honey, can I come in?” Mom’s voice was soft behind your bedroom door. “There’s something I need to talk to you about.” She told you that she had received numerous phone calls from school about you falling asleep in class. “Your father and I both noticed that you’ve been up all night watching TV, playing video games…you’re on the computer. I understand insomnia, I went through the same thing when I was your age.”
Falling asleep in class meant failing grades, and if that continued, you wouldn’t get into a good college. “We really need to do something about this, honey,” Mom’s eyes were stressed and concerned. “So, I was brainstorming of ways to get rid of some of that excess energy, so that you can get a better night’s sleep.”
Sure, there was melatonin, teas, medications…but Mom was certain she had a better idea. “Do you agree that this might be a little bit of a problem? Besides your studies and all that, you’re not going to get a date if you’re asleep at your desk at school,” she went on to say. “So, this may be a little bit unorthodox, but I think maybe we should…sexually train you at night, after your studies…would you like to give it a try?”
“Now Mommy’s definitely open if you are,” she smiled sweetly in an attempt to make you comfortable, “and I’ve been told I’m not too bad looking.” Every night, after she had checked that you finished your homework and studying, she would begin the new night-time ritual. “I would get you nice and hard…” she said rubbing your cock, “are you comfortable with Mommy doing that?”
“Mommy just wants what’s best for you…” she told you. “And as a bonus, this could help you with your dating life – I know prom is coming up soon. You’ll improve your studies, get that pretty girl I hear so much about to go to prom with you.”
So, Mom guided you through her new idea, and soon enough, you were worn out…just like she thought you would be. Tired and ready to go to sleep.

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

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Fifi Foxx Fantasies – Sydney Paige – Mom & Son Switch Bodies – HD 1080p

As soon as he woke up, he could feel something was off. Platinum blonde hair ran through his fingers, and then pressed against big, plump, pink lips. His body was petite now, and when he looked down, his morning wood wasn’t there – nothing was. “Oh my god,” he said startled.
He went on to find out that he had a high pitched, feminine voice, perky tits, and a vagina in place of his manly traits. His blue eyes narrowed as they scanned the familiar room. “Wait…is this my Mom’s room?” he asked himself. He scrambled to pick up the cell phone lying on the floor, then looked at his reflection in the screen. “Oh my god, I’m my mother,” he said shocked.
He wasn’t sure what to do – he had so many questions. “Is she me?” he wondered. “Is this really what she wears to bed?” he looked down to see she had black, revealing lingerie on. “I wonder if she woke up with a penis today. Oh my gosh, okay…calm down.”
He sat down on the bed with a million thoughts running through his head. “You woke up in your mother’s body…” he thought about his situation, “well, my body now.” His curiosity grew, and soon, his soft hands were running against his mother’s flawless, mature body. “Anything I do would be…” he tried to justify what he was about to do.
He struggled to pull off the complicated one piece. “I guess she got tan lines from being at the pool so much,” he said noticing the sun on her fair-skinned body. He giggled as he jiggled, twerked, and smacked her ass. “It’s so weird from this angle,” he looked down at his shaven, bare pussy. “Easier to find the clitoris, that’s for sure…I’ll be sure to remember that.”
He began to explore himself down there. “No wonder women are so crazy about that,” his finger flicked against his clit. He moaned as he touched his pussy, masturbating until he brought himself to an orgasm. “Oh my god…” he panted. “What do I do now? God, what does Mom do all day? I hope it’s not this…well, maybe I do.”

GENDER TRANSFORMATION, TRANSFER FETISH, TRANSFORMATION FANTASIES, TRANSFORMATION FETISH, TABOO, MILF

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Fifi Foxx Fantasies – Sydney Paige – Tipsy Mom Flirts with Son – Intoxicated Sex, Inebriated, POV – HD 1080p

“Oh hey, sweetheart,” Mom said after taking a sip of her wine, “what do you need?” Exhausted from a long day at work, she had slipped into some lingerie, and was drinking for a relaxing buzz. “I’m just unwinding,” she slurred.
She asked you to sit beside her, quickly forgetting why you had come into her bedroom in the first place. “You’re such a handsome young man,” she said sweetly, “I made such a handsome boy.” She giggled as the wine started to intoxicate her more, and she bluntly asked, “Do you think Mommy’s pretty?”
“I know Mommy usually doesn’t act like this,” she said sprawling onto the bed, her fingers running through her beautiful, blonde, wavy hair. “One day when you’re older, you’ll understand – I just needed a stress relief.” Her drunken eyes shifted downward and she let out a smile, “What’s that? I’m your mommy, that’s naughty!”
The way Mom had been flirting with you and moving her flawless figure on the bed made your cock hard. “You mind if I touch it?” she asked. “That’s not inappropriate, is it? Does my sweet, little boy like that? I bet you’d like to see a bit more of Mommy, wouldn’t you?” Her hand brushed up against your erection, and she began to undress, exposing herself to you for the first time.
She invited you to touch her perky, perfect tits. “What do you think, son? Do you like Mommy’s tits? They’re so soft, aren’t they?” she smiled. You weren’t sure if Mom knew what she was doing, or if she was too inebriated to realize the immorality of it. Soon she was asking for a sweet kiss on the lips, then offering to wrap her warm mouth around your cock.
It was obvious that the wine had made her tipsy and horny, and she laid back to allow your tongue to circle her pink pussy. She was ready to have you inside of her, to be filled with your cum. “You wanna make Mommy cum, baby? Do it harder…just like that,” she moaned. “Cum with me.”

TABOO, DRINKING, MOMMAS BOY, VIRTUAL SEX, OLDER WOMAN / YOUNGER MAN, MILF

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Fifi Foxx Fantasies – Sydney Paige – Mom Becomes Obsessed with Son’s Massive Cock, POV – HD 1080p

Mom could tell something was wrong. “Hey honey,” she said when she saw you walk past her, “why are you so mopey? Come here.” She gave you a warm, comforting smile and patted the spot beside her. “What’s got you down? You’re not even supposed to be home tonight, right? Why aren’t you out? Didn’t I give you money?”
She was right – you were supposed to be out with your new, big crush tonight, but she had cancelled last minute. “Why are you home? Why didn’t she want to go out with you? Honey, that’s ridiculous,” she laughed at your response. “No, there’s no rumor saying that.” But it was true. Even though it was embarrassing to admit, word around school was that you had a massive cock, and for whatever reason, that scared a lot of girls away.
“I saw it when you were younger,” Mom continued. “Yes, I’m your mother, I’ve seen it. I’m sure there’s another reason – did she tell you why? That’s the reason she gave you? Are you sure she’s not lying?” Mom was having a terribly difficult time believing that was the real reason, but you told her over and over that’s what the girl had said.
“I mean, who would’ve started a rumor like that anyway? Is it a bad rumor?” she asked confused. “So, the other boys started this…well, do you have a problem? Do we need to have you checked out? Just let me see it.” She didn’t believe you, so she had you stand up and pull your cock out despite your hesitation and discomfort.
“Well, alright…you didn’t get that from your father,” Mom said fascinated, her eyes examining your cock. “Is it even hard? I kinda wanna see it hard.” She knew it was awkward to ask you to do something like that, especially because she was your mom, but she was honestly infatuated and couldn’t help but want to see more of it.
“It doesn’t look like you have a problem at all,” she said after seeing it erect. “Can I touch it? It’s crazy, I can’t take my eyes off of it.” She wrapped her hand around your erection and her eyes widened, “Oh my god, sweetheart, it’s massive. And this is why she didn’t want to go out with you? You know, older women aren’t like that – it’s not going to be this way through college.”
As Mom stroked your cock, she become more obsessed with its massive size, and it was almost as if she couldn’t control herself anymore. She soon had to have it inside her mouth, then inside her warm, wet pussy. She told you there was no reason to worry about that silly, young girl who was afraid of your cock…especially when Mommy loved how big it was.

TABOO, MOMMAS BOY, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX, MILF, LINGERIE

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