https://x-x-x.video/categories/nanny/videos/ Thu 04 Jun 2026 23:01:10 +0200 https://x-x-x.video/videos/1653736/tara-tainton-your-first-critical-lessons-in-pleasing-a-woman-manyvids/
FULL TITLE: "Your First Critical Lessons in Pleasing a Woman, Courtesy of Your Unorthodox Nanny" You've spent your prepubescent years mostly alone with your beloved nanny to supervise and teach you. You've naturally grown enamored of her: the most beautiful woman ever... in your eyes. During intimate conversations and your innocent confessions, she's come to realize your parents have completely neglected your sex education. You have no clue what most sexual terms refer to or how to handle all those strange feelings and bodily reactions you're now experiencing. When you share the story with your nanny of accidentally seeing your parents partaking in oral sex, it's obvious to your much loved sitter that you have no idea what you've seen or why your mum and pop were doing such things. Unknown to you, your nanny began to fashion an elaborate and practical instructional ritual for you... for you to experience those things you'd discussed together. Maybe your tales and questions had brought out the feminist in her; maybe she was appalled by what you discovered your dad making your mum do. Regardless, your schooling began one afternoon. Your nanny's attitude wasn't vulgar or intimidating, just very firm, loving, and even humbling. You found yourself blushing at her words, even apologizing for your own ignorance as you dutifully followed her every command. After all, you really wanted to learn what grownups do, how to make a woman - just like your nanny - happy, and she assured you that if you followed her directions, she would always take care of you. She set out to instruct you on what NOT to do as well as what TO do... and how. A dildo in your mouth made you swear to never ask a woman to put your own dick in her mouth while nanny's measuring of your dick reassured you that your size was fine, even a little big, for your age. Learning to masturbate for the first time, under nanny's guidance and demonstration frightened you while teaching you where babies come from... and being instructed to taste your own cum made you swear to never make a woman swallow yours. Your beloved nanny taught you how to be a female-worshiping male, a man with expertise in cunnilingus... the one thing your nanny let you do TO her even as she had to explain why you weren't allowed to put your dick inside her. Reassuring, gentle, and with her ulterior motives, your nanny began your sexual schooling... Featuring... sex education, MILF, older woman, pussy eating instruction, virtual pussy eating, dildo, toys, strap on, female domination, masturbation instruction, pantyhose, leg fetish, CFNM, extreme closeup (Prefer uncompressed downloads? https://www.taratainton.com/your-first-critical-lessons-in-pleasing-a-woman-courtesy-of-your-unorthodox-nanny.html) Release date October 20, 2023 Dur: 00:33:42 | Size: 439.76 MB Your First Critical Lessons in Pleasing a Woman ]]> Fri 20 Feb 2026 22:19:16 +0200 https://x-x-x.video/videos/1653736/tara-tainton-your-first-critical-lessons-in-pleasing-a-woman-manyvids/ https://x-x-x.video/videos/1618082/divinebabe-blackmail-fantasy-home-wrecker-nanny-role-play-virtual-sex-blackmailing-the-babysitter-manyvids/
*does not include dildo/vag penetration only simulation* you called the babysitter to come over because you need a favor from her. she's confused since your son isnt home and neither is your wife.. its also Saturday? she never comes over on Saturday! so what do you need? she starts to say that she really needs this job for her resume and she'll do almost anything. you tell her you want her to look at your cock and give an overall rating and what her opinion is on it. she's acting awkward and nervous and shocked.. that just feels so wrong and inappropriate, won't your wife be home soon? she eventually agrees but now you want more.. you want her to suck your cock. she denies because it feels so wrong. but you tell her that if she doesn't do it, you will tell your wife that you guys had sex. the babysitter will lose her job and it will look terrible on her resume! she decides to do it, but of course you want more. you want to fuck the babysitters tight wet pussy and you know that she'll enjoy it.. shes already too far into this to back out now, she has no other choice. Release date August 30, 2023 Dur: 00:26:30 | Size: 4.45 GB blackmailing the babysitter ]]> Fri 16 Jan 2026 08:21:51 +0200 https://x-x-x.video/videos/1618082/divinebabe-blackmail-fantasy-home-wrecker-nanny-role-play-virtual-sex-blackmailing-the-babysitter-manyvids/ https://x-x-x.video/videos/1550449/lexi-snow-femdom-nanny-spanking-spankingpov-babysitters-spanking-manyvids/
I'm very upset with you. Babysitting is supposed to be easy but you whinge so much. Telling you off doesn't make you behave. What will? A spanking? I will spank your bare bottom, is that what you want? I talk briefly about making your bottom Red after pulling your pyjamas down and spanking your bare bottom. Release date August 29, 2023 Dur: 00:06:48 | Size: 707.98 MB Babysitters Spanking ]]> Sun 23 Nov 2025 03:05:25 +0200 https://x-x-x.video/videos/1550449/lexi-snow-femdom-nanny-spanking-spankingpov-babysitters-spanking-manyvids/ https://x-x-x.video/videos/1515911/suzielove212-big-tits-brunette-daddy-roleplay-nanny-role-play-naughty-nanny-teases-daddy-manyvids/
Such a naughty nanny teasing the Father. Release date August 26, 2021 Dur: 00:05:32 | Size: 420.12 MB Naughty Nanny teases Daddy ]]> Sat 01 Nov 2025 05:56:06 +0200 https://x-x-x.video/videos/1515911/suzielove212-big-tits-brunette-daddy-roleplay-nanny-role-play-naughty-nanny-teases-daddy-manyvids/ https://x-x-x.video/videos/1471515/miss-malorie-switch-cheating-home-wrecker-impregnation-fantasy-nanny-romantic-nanny-malorie-gets-her-man-manyvids/
Name use: Andrew. Malorie is the nanny for Andrew and his wife. Once nap time starts, Malorie sneaks into the couple's room to try on the wife's dresses. Catching her, Andrew walks in to surprise her. She tells him not to say anything, knowing he will keep the secret, as it isn't the first time he has had to keep secrets about them two from his wife. She has always had a crush on Andrew, telling him that she knows he thinks she is more attractive than his wife, how she needs him, how she wants to start her own family with him. She begins seducing him, stripping off her dress, and getting onto her knees to start blowing him. She convinces him to taste her as well, leading into more. He pulls out a condom, but she persists. She craves a family with him, to be filled with his seed and impregnated by him. She coaxes him further, finally getting what she has wanted all along: Andrew to cum inside of her. She admits at the end that she wants to run away with him, to start a new, and for him to finally leave his less attractive wife just for her. Release date July 30, 2022 Dur: 00:22:39 | Size: 3.38 GB Nanny Malorie Gets Her Man ]]> Tue 07 Oct 2025 08:01:31 +0200 https://x-x-x.video/videos/1471515/miss-malorie-switch-cheating-home-wrecker-impregnation-fantasy-nanny-romantic-nanny-malorie-gets-her-man-manyvids/ https://x-x-x.video/videos/1400539/boudoirbunny-fingering-role-play-joi-asmr-nanny-asmr-joi-best-babysitter-ever-manyvids/
ASMR JOI BABYSITTER ROLEPLAY Okay, I'll be watching you tonight so just go ahead and play video games or something. Omg... are you peeking under my skirt?? You perv. You're such a naughty boy. Well I guess you're only curious. here, I'll spread my legs for you so you can get a better look. Omg, I can see that you're hard... take those pants off so I can teach you to touch yourself for the first time while I finger myself for you. Don't worry, I won't let you finish alone for your first time, I'll finish you off with as blowjob til you cum in my mouth. Promise you won't tell anyone and maybe next time I'll take your virginity. Aren't i just the best babysitter ever? :) SOLO + RP + JOI + ASMR + VERY UP CLOSE FINGERING + PANTIES SCRATCHING ASMR + VERY WET PUSSY ASMR + SLOPPY BJ ASMR + SOFT SPOKEN + FAKE CUM IN MOUTH + "GOOD BOY / BAD/NAUGHTY BOY / PERV " + DILDO BJ + POV + EYE CONTACT from a custom video Release date March 14, 2023 Dur: 00:14:57 | Size: 2.09 GB ASMR JOI Best Babysitter Ever ]]> Sat 23 Aug 2025 03:48:03 +0200 https://x-x-x.video/videos/1400539/boudoirbunny-fingering-role-play-joi-asmr-nanny-asmr-joi-best-babysitter-ever-manyvids/ https://x-x-x.video/videos/1372802/tara-tainton-cosplaying-hugeboobs-humor-masturbationencouragement-nanny-the-adventures-of-jerky-boy-3-manyvids/
Actual Title: "The Return of Jerky Boy!" Oh, gosh... MUST Jerk Boy return tonight?? Just before bedtime?? Okay, okay... and I have to play Evil Nanny?? Yes, yes, of course, I'm evil. Whatever you say... Jerky Boy. Now, what does Evil Nanny have to do to get you into bed AND put an end to your... exhibitionist jerking??? I'll do whatever it takes! (And I have a feeling that's why Jerky Boy keeps showing up so frequently!) Featuring... jerk off encouragement, older woman, nanny, babysitter, sweater, cleavage, jeans, topless, big breasts, nipples, tickling, role play, cosplay, virtual blowjob, cum swallowing, multiple orgasm encouragement, laughing, video series, Jerky Boy (Prefer uncompressed downloads? https://www.taratainton.com/the-return-of-jerky-boy.html) Release date March 17, 2022 Dur: 00:22:27 | Size: 1.3 GB The Adventures of Jerky Boy 3 ]]> Fri 08 Aug 2025 05:51:18 +0200 https://x-x-x.video/videos/1372802/tara-tainton-cosplaying-hugeboobs-humor-masturbationencouragement-nanny-the-adventures-of-jerky-boy-3-manyvids/ https://x-x-x.video/videos/1363286/lexi-snow-femdom-nanny-seatbeltfetish-spanking-spankingpov-babysitter-spanks-with-belt-manyvids/
You didn't learn from last time? What am I going to do with you? Last time, I spanked you with my hand and it hurt me. So, this time I guess I'll just have to use my belt. I take it off and snap it. I tell you if you don't run back up to bed in the next 3 seconds. I will spank you 5 times. You don't listen. I tell you to pull your pyjamas and underpants down but once again, you don't listen. You've now earned 10 spankings with my belt! Release date September 02, 2023 Dur: 00:09:49 | Size: 1.04 GB Babysitter Spanks With Belt ]]> Tue 05 Aug 2025 00:45:35 +0200 https://x-x-x.video/videos/1363286/lexi-snow-femdom-nanny-seatbeltfetish-spanking-spankingpov-babysitter-spanks-with-belt-manyvids/ https://x-x-x.video/videos/1314174/lizzymaestro-babysitter-dildofucking-dirtytalking-milf-nanny-pov-pussyplay-roleplay-taboo-toys-new-babysitter-manyvids/
I'm the babysitter that your mom and dad hired on that app. What? I'm not who you were expecting? Aren't you a little too old to have a babysitter anyways? So, what do you want to do? Haven't you always heard the fantasy about a babysitter? Do you want me to be like a boring babysitter? Do your chores. Clean up your room. Do you want me to be like that? How about you do what I say because I'm your babysitter, and I won't tell your mom and dad that you were being a bad boy. You should stroke for me. Stroke for your babysitter! Release date June 05, 2024 Dur: 00:20:00 | Size: 1.15 GB New Babysitter ]]> Fri 11 Jul 2025 11:57:34 +0200 https://x-x-x.video/videos/1314174/lizzymaestro-babysitter-dildofucking-dirtytalking-milf-nanny-pov-pussyplay-roleplay-taboo-toys-new-babysitter-manyvids/ https://x-x-x.video/videos/1293679/tara-tainton-assworship-nanny-sexed-upskirt-virtualsex-every-man-s-fantasy-1-manyvids/
Full Title: "Every Man's Fantasy: Your Babysitter Makes You a Man" Every man's fantasy.... is to find your coming-of-age self under the care of a very hot babysitter, perhaps the first woman you've ever found yourself attracted to, right as your hormones are raging and you're only just beginning to learn what pleasures your body - and the opposite sex - are capable of. The parents are long gone, it's a sweet sultry summer night, and your own friends, school, and every other care are far from your mind. You're alone with a very beautiful GROWN woman. You wonder if she even realizes the power she has over you. Does she know what the sight of her fully developed tits pressed against that t-shirt due to you? Does she even realize just how short her denim skirt is? And those little summer sandals she's wearing with the high heels. You could care less what shoes she's wearing; you've never paid attention to female footwear before! But, you're certain they're doing something to the sight of her tan legs... CONCENTRATE, you tell yourself. Gotta keep your eye on the television like a good boy. Otherwise, she might find you out. You wouldn't know what to do if she noticed anyway... what you'd say... or even more frightening, if you discovered she saw you as more than just another boy to babysit. What if... what if... What IF she was keen on giving you all the answers you didn't even yet realize you had questions for ...and was more than willing to SHOW you how to implement them?? Featuring... older woman, female domination, upskirt, babysitter, masturbation instruction, virtual handjob, virtual blowjob, virtual sex, legs, high heels, bottomless, tease, panties, ass worship, sex ed (Prefer uncompressed downloads? https://www.taratainton.com/every-mans-fantasy-your-babysitter-makes-you-a-man.html) Your wildest fantasies continue to come true... collect every episode! Release date July 13, 2022 Dur: 00:22:23 | Size: 256.24 MB Every Man s Fantasy 1 ]]> Thu 03 Jul 2025 08:36:20 +0200 https://x-x-x.video/videos/1293679/tara-tainton-assworship-nanny-sexed-upskirt-virtualsex-every-man-s-fantasy-1-manyvids/ https://x-x-x.video/videos/1188843/public-agent-blowjob-compilation-blowjob-compilation-pornstar-trans-transgender-big-tits-hot-milf-tattoos-blonde-big-tits-blonde-roleplay-average-size-dick-nanny-priest-and-nun-suggest-public-agent-2023-tgirl-blowjob-compilation-pornhub/
Pornhub XXX Videos ]]> Wed 21 May 2025 09:18:33 +0200 https://x-x-x.video/videos/1188843/public-agent-blowjob-compilation-blowjob-compilation-pornstar-trans-transgender-big-tits-hot-milf-tattoos-blonde-big-tits-blonde-roleplay-average-size-dick-nanny-priest-and-nun-suggest-public-agent-2023-tgirl-blowjob-compilation-pornhub/ https://x-x-x.video/videos/1131528/maikfox-teen-nylon-bodysuit-beautiful-tall-tall-girl-pov-missionary-heels-nanny-schoolgirl-small-boobs-average-cock-protected-sex-suggest-maikfox-schoolgirl-gets-a-job-as-a-nanny-in-a-rich-family-and-meets-with-the-huge-cock-of-the-family-husband-pornhub/
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