https://www.freepornflix.com/categories/babysitter/ Sun, 21 Jun 2026 15:10:54 UTC https://www.freepornflix.com/video/1006074/sexy-secretary-is-the-new-boss-and-now-she-will-babysit-you-after-magic-watch-power/
Custom, " characters • mr. victor steele – a cocky, overbearing boss who thinks he's better than everyone. • emma – his clever secretary. (he can stay in a suit the entire time) scene 1: another day at steele industries mr. steele: emma! where's my coffee? emma: it's on your desk, sir. mr. steele: then why isn't it in my hand? emma: because i put it on your desk. mr. steele: excuses! that's all i hear around here! scene 2: emma's plan later that afternoon... mr. steele: emma, remind me why i keep you around. emma: actually, sir, i wanted to show you something. (she produces a shiny pocket watch.) mr. steele: a watch? is this supposed to impress me? emma: just watch it for a moment. (the watch begins swinging.) emma: back and forth... mr. steele: this is ridiculous. emma: back and forth... mr. steele: i should be working... emma: just keep watching. (his eyes slowly follow the swinging watch.) scene 3: the suggestion emma: you're feeling younger... mr. steele: younger... emma: smaller... mr. steele: smaller... emma: less interested in being the boss... mr. steele: less interested... emma: more interested in simple things... mr. steele: simple things... emma: and when you wake up, you'll think and act like a happy young man. mr. steele: a happy young man... scene 4: awakening emma: wake up. (mr. steele blinks.) mr. steele: wha— (he pauses.) mr. steele: ...goo? emma: oh dear. mr. steele: goo goo! (he climbs into his oversized office chair and immediately starts sucking his thumb.) emma: that worked faster than expected. scene 5: spanking scene a few minutes later... emma: sir, the board members are waiting. (mr. steele is sitting on the floor sucking his thumb playing with toys) emma: sir? mr. steele: (sucking his thumb) emma: let’s get to the meeting. mr. steele: (throws a fit and pushes emma) emma: that’s it, you’re getting a spanking. (bare bottom, pants off only) (2 minutes ish) and corner time, with hands on his head. switches scenes after a while emma: mr. steele, what are your plans for next quarter? mr. steele: babababa! (thumb still firmly in mouth.) emma: i’m proposing a snack time. weeks later narrator: and whenever anyone asked an important question... emma: mr. steele, should we expand into the western market? mr. steele: (thumb suck) "mmm." emma: i'll take that as a maybe." ]]> Sat, 20 Jun 2026 10:39:12 UTC https://www.freepornflix.com/video/1006074/sexy-secretary-is-the-new-boss-and-now-she-will-babysit-you-after-magic-watch-power/ https://www.freepornflix.com/video/1004613/seeing-a-woman-naked-for-the-first-time-pov-babysitter-masturbation-hd-1080p-mp4/
How was school today? why are you so bummed out? you're getting bullied because you've never seen a woman naked before? oh, that's not a big deal, you just haven't been presented the right opportunity. tell you what, i'll show you my body before anyone comes home. just keep it a secret, okay? take out your dick and stroke it, i can see it's getting hard. let's one-up those bullies. i'll masturbate with you, and you can say you've seen a woman masturbate and orgasm in front of you. you'll have way more experience than all of them. be sure to brag. this clip includes: pov, you're getting bullied because you've never seen a woman naked before, the babysitter shows you her body, striptease, jerk off encouragement, masturbation & orgasm, fingering, brunette, older woman ]]> Fri, 19 Jun 2026 11:36:08 UTC https://www.freepornflix.com/video/1004613/seeing-a-woman-naked-for-the-first-time-pov-babysitter-masturbation-hd-1080p-mp4/ https://www.freepornflix.com/video/995608/gassy-sitter-anal-vore/
Your gassy babysitter taunts you with burps and farts until it's time to digest you like all the neighborhood brats. ]]> Mon, 15 Jun 2026 14:48:37 UTC https://www.freepornflix.com/video/995608/gassy-sitter-anal-vore/ https://www.freepornflix.com/video/985811/babysitter-makes-you-feel-better-with-sex-pov-brunette-creampie-hd-1080p-mp4/
How are you doing? feeling any better? no? did you eat all your soup? i wish there was something i could do to make you feel better. hm, are you up for trying something different? i know something that'll distract you. take your clothes off and relax with me. trust me, i know what i'm doing. i can see you're already getting excited. do you wanna feel my boobies? mm, see, all you need is a little playtime. now, watch me play with myself. let me take care of you with my hands, mouth, and pussy. that's so much better, isn't it? let yourself feel good. i think if we make you cum, your fever will go down. i'll do all the work for you. this clip includes: pov, you're sick and the babysitter wants to make you feel better, striptease, squeezing tits, jerk off encouragement, masturbation, she strokes and sucks your cock, virtual handjob & blowjob, virtual sex, riding, cowgirl sex, creampie, brunette, older woman ]]> Thu, 11 Jun 2026 12:09:43 UTC https://www.freepornflix.com/video/985811/babysitter-makes-you-feel-better-with-sex-pov-brunette-creampie-hd-1080p-mp4/ https://www.freepornflix.com/video/967541/sex-ed-from-the-babysitter/
You really like your babysitter. she's kind and cool and pretty, and you can talk to her about anything. you ask her how the new baby got into your mommy's belly. your babysitter is surprised that you haven't had sex ed (you're 18 but homeschooled and very sheltered), and she reluctantly decides to teach you. you're a very enthusiastic student, and your babysitter finds herself getting turned on. you beg her to take your virginity, and she caves, promising to make your first time amazing. your sexy babysitter sucks on your cock and lets you play with her boobies before she gets on top of you and rides your dick until you have your very first orgasm inside her! ]]> Tue, 02 Jun 2026 10:43:25 UTC https://www.freepornflix.com/video/967541/sex-ed-from-the-babysitter/ https://www.freepornflix.com/video/961776/the-babysitter-s-joi-copy-what-i-do-pov-masturbation-instruction-jerk-off-instruction-hd-1080p-mp4/
So, i may have accidentally saw you touching yourself the other night. i noticed that the way you stroked yourself was kind of bland. yes, i know how to stroke a penis despite not having one -- there's more than one way to jerk it. do you wanna cum really hard where your toes curl and your eyes roll back? sounds interesting, right? get your cock out, you're going to do exactly what i do. this'll be your very first jerk off instruction and it's going to be very detailed and thorough. this clip includes: pov, babysitter teaches you how to stroke your cock, jerk off instruction, joi, masturbation instruction, dildo stroking, dirty talk, brunette, older woman ]]> Sat, 30 May 2026 11:58:23 UTC https://www.freepornflix.com/video/961776/the-babysitter-s-joi-copy-what-i-do-pov-masturbation-instruction-jerk-off-instruction-hd-1080p-mp4/ https://www.freepornflix.com/video/946136/babysitter-teaches-girl-how-to-masturbate-pov-brunette-dildo-fucking-hd-1080p-mp4/
Now that everyone is gone, what did you wanna ask me? oh, you wanna know how to pleasure yourself? i'd be more than happy to help, let's explore our female bodies together. we'll begin with the boobs. i'll teach you how to touch them to make yourself feel good - it's a great way to warm up. go ahead and take off your panties. watch what i do and copy me. i like to rub my clit, then stick my fingers inside my pussy. you can also use vibrating toys against your clit, or you can thrust them in and out of your hole. let's play with ourselves until we cum. this clip includes: pov, babysitter teaches girl how to pleasure herself, squeezing tits, nipple play, masturbation & orgasm, fingering, vibrator, dildo fucking, instructional, girl girl, lesbian, older woman, brunette ]]> Sat, 23 May 2026 15:34:56 UTC https://www.freepornflix.com/video/946136/babysitter-teaches-girl-how-to-masturbate-pov-brunette-dildo-fucking-hd-1080p-mp4/ https://www.freepornflix.com/video/916839/babysitter-takes-your-virginity-reupload/
It's perfectly fine to be curious. let's take that curiosity by the reins, and i'll show you how to work it. ]]> Sun, 10 May 2026 13:13:52 UTC https://www.freepornflix.com/video/916839/babysitter-takes-your-virginity-reupload/ https://www.freepornflix.com/video/898737/no-more-getting-bullied-you-re-seeing-a-girl-naked-for-the-first-time-pov-babysitter-brunette-hd-1080p-mp4/
What's the matter? the guys have been bullying you? why? you've never seen a girl naked before? well, no one is here, it's just you and me, so i'm about to blow your mind - we'll give those bullies something to talk about. this'll be fun. you're so wide-eyed and excited. what do you think of my tits and nipples so far? i bet you've never seen a woman caress themself - squeezing their tits and playing with their hard nipples. you can't wait to see the rest, can you? this right here is a thong. i can see you're starting to get hard, it's so fun to watch your cock grow as you see me spread my pussy. well, i showed you mine, so you should show me yours. let's up the ante for those bullies. what if you tell that not only did you get to see a woman naked, but you go to see one masturbate right in front of you? go ahead and touch yourself, stroke your cock. you're already starting to drip pre-cum, so let's try and cum together. you know what, let's go talk to those bullies together. they might not believe you, but if i'm with you... this clip includes: pov, you tell the babysitter you're being bullied because you've never seen a woman naked, striptease, tit squeezing, nipple play, masturbation, pussy spreading, she wants to masturbate and cum together, brunette ]]> Sat, 02 May 2026 10:59:37 UTC https://www.freepornflix.com/video/898737/no-more-getting-bullied-you-re-seeing-a-girl-naked-for-the-first-time-pov-babysitter-brunette-hd-1080p-mp4/ https://www.freepornflix.com/video/886127/babysitter-plays-rock-paper-scissors-with-you-pov-sex-game-brunette-creampie-hd-1080p-mp4/
Listen, i understand you're perfectly capable of taking care of yourself; regardless, i still have to watch over you. so, what do you wanna do? we can play some games. how about naughty rock, paper, scissors? the loser of each round has to do whatever the winner wants. are you in? ready? rock, paper, scissors, shoot! i win! go on, take your clothes off, don't be shy. let's go again. i lose - you want me to take my clothes off, too? fine. you're enjoying this, aren't you? i'm going to get you back! ready for some more rounds? let's see where this game goes. this clip includes: pov, babysitter suggests playing a naughty game, striptease, masturbation, jerk off encouragement, she sucks your cock, virtual blowjob, virtual sex, doggystyle, creampie, brunette, older woman ]]> Sun, 26 Apr 2026 13:33:07 UTC https://www.freepornflix.com/video/886127/babysitter-plays-rock-paper-scissors-with-you-pov-sex-game-brunette-creampie-hd-1080p-mp4/ https://www.freepornflix.com/video/841988/gooning-during-teams-meeting-cumshots-only/
]]> Tue, 17 Mar 2026 09:42:04 UTC https://www.freepornflix.com/video/841988/gooning-during-teams-meeting-cumshots-only/ https://www.freepornflix.com/video/837648/bb-talk-be-good-for-step-mommy/
How's my bb doing? do you miss me? i hope you're being good for your sitter and that you haven't made any big stinkies. you better behave. contains elements of; bb talk, step-mommy, babysitter, role play ]]> Sun, 15 Mar 2026 11:13:36 UTC https://www.freepornflix.com/video/837648/bb-talk-be-good-for-step-mommy/