125,393 listings · Page 528 of 1254
- BBW Findoms Are Worth More-Jackie has been doing financial domination for a long time, and she is the best in the business! Over the years though she’s heard a few pathetic men say things like “fat girls don’t deserve as much money“. In this clip...
- Clothed Orgasm-Jackie is wearing a bra and a pencil skirt. Under her skirt she has on a little black thong. Jackie sits down and spreads her legs right in front of your face, POV style. She then slips her fingers into her panties and brings herself to ...
- Jackie Trains Trans Friend-In this sexy role-play clip, you are Jackie's transgender best friend. It’s your first day being a woman, and you don’t know anybody sexier than Jackie to help you become the best woman you can be. Jackie helps you put on a...
- MILF Morning: BBW Booty and Thighs-After Jackie has finished her hair and make up this morning, she goes to the kitchen to clean up before she gets dressed. Completely nude, except for her sexy Ugg boots, Jackie washes the dishes and cleans the kitchen...
- For Bisexual Nasty Boys-Jackie has on a big white strap on dildo, but her pussy is very wet. You’re a good little bisexual slut aren’t you? Good, best of both worlds! Jackie has you suck her cock before pulling the harness to the side and making you...
- Huge Natural Boobs Dropped-Jackie has on a tiny white tartar you can see right through. She gives you a little tease of under boob before pulling her huge tits out of her top. You love the way it looks fun. Her boobs drop out of her tiny top don’t you?...
- PAWG Booty Drains Balls JOI-Jackie has on a tiny, tight little skirt. She shows off all of her sexy curves, before turning around to show you that fat ass again. Jackie bends over and over, exposing her tiny little G string. Jackie uses her expert jerk...
- BBW Wet Tits and Hairy Pits-BBW Jackie Synn is fresh out of the shower and ready to put on her deodorant for the day. Jackie put her hairy armpits right in your face and puts her clear deodorant on. Jackie knows you like to see her big wet tits and her...
- Give That Chubby MILF Belly What it Deserves-You are obsessed with soft milfy tums aren’t you? Something about seeing a curvy BBW MILF with her fat belly out drives you wild and makes you need to cum! Jackie has on a tiny pair of shorts that she pulls...
- Oily White Shirt-Jackie has on a tiny white top that really contains her massive boobs. She takes out some baby oil and starts to drench her huge tits in it. Soon the shirt becomes very see-through, and she encourages you to start jerking off. Jackie's...
- Hairy Cum POV-Jackie has you laying next to her to start this clip POV style with your face right next to her hairy armpit, her huge natural tits and the silhouette of her sexy curvaceous chubby belly. Jackie has her vibrating wand on her clit, and...
- Tutor Makes You Masturbate-You have been working so hard to get your credentials at school, so hard that people have even paid your teacher extra to teach you online after hours. You and your teacher have been going at it for an hour trying to learn as...
- BBW Scolds You for Watching Her in the Shower-Jackie has told you time and time again to stop sneaking in and watching her while she showers! BBW Jackie is busy soaping up her curvaceous body when she notices you sitting there. She tells you to get out...
- I Want to Be Bred-Jackie has a confession that she hasn’t told anyone, she is desperate to get pregnant! Jackie begs you to breed her before she lays back and POV style, lets you pound her cunt. She tells you over and over how much she wants you to get...
- Jackie Denies You Of Orgasm-Jackie has on a tight, sheer dress that is going to make you absolutely throb. You have been up all night wanking haven’t you? Pumping your cock, watching Jackie's videos? You’ve been edging so long and you are so ready to...
- Findom Pantyhose Tease-Down on your knees, assume the position. It’s time to worship Synn in pantyhose. It’s time to drain your wallet!
- Spunk on My Fat Belly-You love seeing Jackie‘s fat belly, and now it is even fatter! Jackie starts you out on your knees, POV style, as she slowly reveals her big sexy tits and her big, beautiful belly right in front of you. She grabs a handful of...
- Make a Mess on My Silk Top-Jackie has on a sexy new silky purple top. She knows how much Chinese silk gets your cock hard, so she teases you with her shirt and her big boobs in her tiny bra. Seeing Jackie's cleavage and her sexy silky shirt builds up a...
- Giving Birth to a Tiny Man Giantess-Jackie is undressing when she spots something crawling around on the floor. At first, she thinks it’s a bug and tries to squash it with her foot, but then she realises it’s actually a tiny little man! What on Earth?!...
- Your Blind Date Has Huge Tits-Your friend has set you up on a blind date, she knows how you love the girls. You are absolutely shocked when your blind date walks in to see how massive her tits are! Your friend didn’t warn you about that! You are so...
- Middle Finger Fuck You Loser-Not you again, Jackie is so sick of your loser ass always following her around. Jackie is completely nude, and you love seeing her big fat, chubby belly and all of her delicious curves. You can’t help but to start touching...
- MILF Morning: Teeth Brushing & Mouth Exploring-In this clip, Jackie is starting out her morning by brushing her teeth. She sits down right in front of you and uses her electric toothbrush to really scrub her pearly whites clean. After cleaning each...
- BBW Pantyhose Tease Cum Encouragement-Jackie has on sexy, sleek pantyhose in this clip. She knows how much you love seeing her sexy legs, her strong, powerful thighs encased in pantyhose. Jackie shows off her legs by crossing them, standing up and...
- Fat Ass in Silky Shorts-POV style, you get to look up at Jackie Synn’s huge ass! Jackie is wearing a tiny pair of silky shorts with little skeletons on them. She giggles and claps her booty and teases you. She encourages you to stroke and blow your load..
- Huge Natural MILF Tits in Tiny Top-Jackie has on a teeny tiny little top that can barely contain her huge milf tits. POV style, Jackie dangles those big boobs in your face, teasing you in her top by squeezing them together and showing off her huge, hard..
- No Tits for Incels-Losers like you can’t even get tits when you’re paying for them! In this clip, Jackie mocks you for being an Incel, one of her most hated kind of men. Incels are pathetic, you definitely have a choice in your celibacy. Exactly what...
- Therapist Cures Findom Addiction-You have come to see Dr Synn, you hear she is the best at helping addicts recover. You have a real problem with spending your money on busty women who get your cock hard. Jackie mesmerises you into relaxing, you can’t...
- Cum for My Ass Pervert-Jackie wants you down on your knees in behind her, ready to eat her ass! You are such a pervert for Jackie's fat ass aren’t you? Good, Jackie loves a good pervert worshipping her fat jiggling ass. Jackie teases you with that big...
- I Want Your BBC to Cum on My Tits-Jackie has huge milf tits, the perfect kind of fat white tits for your BBC. Jackie pulls out her big, sexy boobs and teases you with them before taking a BBC toy right between them. Jackie fucks her tits, nice and hard...
- Sniff My Fart Scented Thong-Jackie is so glad you are here, fart slave, her stomach is starting to bubble and make lots of noise. Jackie bends over in her small cotton black thong and blows out fart after fart right in your face. Jackie wants you to...
- Tight Dress Vs Fat Ass-Jackie is trying desperately to fit her skin tight dress over her huge fat ass. Jackie is heading out to an event for the night, but she just can’t get her dress up over her huge booty. Watch as she struggles to pull it up...
- Findom JOI Game-It has been a while since Jackie has played a fun findom game with you, time to drain your wallet! Your balls are full and you’re desperate to stroke to Jackie, but you know she’ll never let you do it for free! In this clip, Jackie gives..
- Money Dress Ass Tease-Jackie has on a sexy money print silk dress that has you going crazy. She teases you POV style, looking up at her ass in her sexy dress. She pulls her dress to the side and shows off her hot fat ass in a tiny pink lace...
- GFE Bouncing on a Chocolate Fuckstick-You are away on business and your girlfriend misses you terribly. Good thing you made her a replica of your cock for her to fuck herself with while you’re away! Jackie makes you a little video to pump your cock...
- Sister-in-Law Thanksgiving Tits at the Table-Your sister-in-law Jackie arrives late to the Thanksgiving family dinner and without your brother, her husband. She says he needs to work late, as he usually does. Your mother-in-law is less than impressed...
- Worship My Pubes-Down on your knees is where you belong, and it’s also the best view to see Jackie's hairy cunt! Jackie has you POV in front of her beautiful hairy muff. Worship her pretty blonde bush by pumping your cock! Jackie wants your time, money...
- Therapist BBC Obsession Conversion Part 2-Dr Synn is back and ready for another therapy session. Last week, Jackie had to jerk off and suck on her BBC toy to help you get over your BBC obsession. You were a good boy this week and did all of your....
- One Stroke is All You Need Premature Humiliation-You have always had a problem with premature ejaculation, haven’t you? That’s okay, Jackie loves that you can cum so quickly out of your little tiny cock. It makes her job so much easier! Jackie is going...
- Jackie’s Big Bra Breakers-Jackie has on a teeny tiny bra on that is really straining in this clip. Jackie has huge 42F tits that are natural and very heavy, her big bra breakers are absolutely bulging out of this tiny little thing. You can see all of...
- Impregnate Them All-You are a bit of a slut aren’t you? You try to fuck as many women as you possibly can, but you’re always very careful to make sure to use a condom or that the woman is on the pill. Secretly though, Jackie knows that you get off hard...
- Clean Up My Tits-This clip Jackie has just had her huge 42 of natural tits spanked all over. They are dripping with cum when she put them up in your face and demands that you clean them. She knows what a dirty f***** you are, such a cum hungry slut....
- Hairy BBW Legs, Feet and Ass-Jackie is wearing nothing but her robe this morning as she walks around in the morning sunshine. The sun really catches the blonde hair on her hairy legs and on her beautiful hairy cunt. Jackie put her feet right in your...
- My Face is All You Need 3-Jackie is at it again, smiling at you with a knowing look in her eyes. The sight of Jackie’s big, beautiful blue eyes, her beautiful big red lips and her sexy nose is enough to make your cock stiff as a board. Jackie knows you...
- Cuckold: It’s Not Your Baby 2-Can you believe it, your wife Jackie has gotten pregnant again! You walk in on her having a phone conversation with her friend and you overhear what she says, but you want a confession. Jackie is pregnant and it is not...
- Red Lips In the Morning ASMR-Jackie is sat outside this morning, getting ready for the day. She paints a pretty red lips right in front of you before bringing you closer to whisper some dirty talk right into your ear. She knows what a pervert you are...
- MILF Shorts PAWG Cum Encouragement-Jackie has on a tiny pair of shorts that her big booty cheeks hang right out of. Do you love seeing her in the silky orange covered shorts? I know you do, you do so much that you want to jerk your cock, Jackie wants...
- Big Step-Sister Sarah vs No Nut November-::This was a custom video for a fan:: You have given up everything, all of your bad habits, you’re trying to live a healthier life. You haven’t jerked off in weeks, and you start helping your incredibly sexy...
- Your Wife Deserves BBC-Your wife deserve so much better than you. You are such a pathetic loser, you spend all night long, jerking off, looking at women online and not fucking your wife. She doesn’t wanna fuck you anyway, your tiny cock hasn’t even...
- I Love Having a Bubble Butt-In school, Jackie was often teased for having such a big fat ass. They are often chanted “bubble butt, bubble butt, Jackie’s got a bubble buttâ€. It used to bring Jackie down, but now she fully embraces her bubble butt. As her..
- Cum in Your Pants for MILF Nipples-You have always gotten so turned on seeing a woman not having a bra on underneath her tight fitting tops and dresses. Something about seeing huge MILF tits, their big, hard nipples poking out of their outfits makes...
- Tiny White Shorts & Ass Spread-Jackie has on a pair of tiny white little shorts, she loves teasing men with her fat ass. Jackie teases you in her cute little shorts before pulling them down and holding her ass cheeks open wide. She spreads her sexy...
- Hurry Up and Cum Before Your Wife Gets Out of the Shower-Jackie knows you’ve been waiting for your boring wife to jump into the shower so you can pump your cock to her videos. Jackie teases you with her huge tits, her wet pussy, her huge ass, and her...
- Little Man Can’t Stop Peeping-In the sexy voyeur role-play clip, Jackie is unaware that her little man keeps popping in on her while she’s getting ready in the morning. First he sneaks in and peeps on her in the shower before hiding and following her to..
- Clean Up His Cum on Saint Patrick’s day-Jackie is in her cute Saint Patrick’s Day dress, legs spread open wide and her hairy pussy soaking in cum! Jackie has just been fucked hard. You know your place cock boy, time to clean her up again! Jackie...
- No Luck for a Loser-Another Saint Patrick’s Day home alone huh? Not surprising, no one likes you, you’re such a tiny dick loser. In this clip, Jackie laughs at what a pathetic excuse for a man that you are. You are lucky you get to pay for this video...
- Luck of the Irish Kiss-Happy Saint Patrick’s Day! Are you feeling lucky? Do you know what they say about kissing the Irish, and it brings good luck! Will you must be a lucky boy, because in this sexy lips fetish clip, Jackie has her sexy big red lips...
- CFNM Sailor JOI-You are completely naked in this clip, but Jackie is fully dressed as a sailor! She’s not going to take her clothes off you loser, in fact, she knows that you were weaker when you see her in sexy little outfits like this. Not even a...
- Mother-in-Law Asks for Your Sperm-Your mother-in-law has had you round doing favours all day, but before you leave she has one more. You see, she wants to get pregnant one last time, but she needs some sperm to make that happen. You agree to give her...
- PAWG Sailor Booty-Jackie has on a sexy little sailor outfit. The shorts are so short and practically see through! She knows her fat ass drives you crazy, milk out a big load for that fat jiggling ass!
- Sausage Fest Eating Voyeur-In this clip, Jackie is relaxing in bed with her massive breakfast. She has four large, heavily buttered eggs, and two fat sausages. Watch your gaining goddess stuff herself until she is satisfied and full!
- Titfuck Me Sailor-Jackie has on a very sexy and tight, practically see-through sailor top. She wants you to take your huge cock and slide it underneath her top, so you can tit fuck her properly! Jackie gives you a demonstration on her BBC toy, before...
- Gain Weight with Me-Jackie wants you to put on weight just like she has! She wants to keep your body and your balls stuffed full. She wants to make you her desperate fat boy wanker pumping every night to her videos and eating and eating and eating...
- Sissy Taught How to Cum Properly-Oh little sissy, so desperate to be a real girl aren’t you? But you’re not masturbating like a real girl, you are still jerking your sissy clit like a boy would do. In this clip, Jackie teaches you how to masturbate like..
- Fat Ass Squeezing into Men’s Boxer Briefs-In this clip, Jackie is squeezing her huge booty into some teeny tiny men’s briefs. She struggles to get her fat ass into them, pulling them up to right underneath her ass and wiggling and jiggling about trying...
- American Gymnast Got Fat-Jackie was meant for Olympic gold this year, she has been training to be a gymnast her whole life. Unfortunately, she went through a lot of bad times last year and ate most of her feelings. Jackie has put on over 100lb since...
- Sailors Love Sucking Cock-You know what they say about sailors don’t you? Jackie knows that you know their dirty little secrets… Something about seeing someone in a sailor outfit has always gotten your dick hard, mostly because you know that they love...
- Booty Tease in Onesie-Jackie has on a tight star and blue onesie that barely covers her big round rump. Jackie knows how hard her big fat white girl ass makes your cock, she turns around and teases it by bouncing that booty on the bed. She flexes and...
- Fat Ass in Rainbow Dress Worship-Jackie lifts up her sexy long rainbow dress to reveal her big fat ass. She knows how weak her fat booty makes you, watch her clap it, shake it, and jiggle that fat booty until your cock needs to bust all over it!
- Chubby Sailor Fucks a BBC-Jackie just got home from being stationed abroad. She still has on her skin tight, skimpy, sexy little sailor outfit. She can’t keep it on for long though, as she is desperate to fuck herself with her 12 inch BBC toy. Watch...
- Sit On Your Hands & Watch Me Cum-In this clip, Jackie is super horny, and she wants to get off big time! She’s got a big vibrating wand ready at hand, you can stay and watch, but you are not allowed to touch yourself loser. This isn’t about you, this is..
- Star Onesie Orgasm-Jackie has her big tits out, and her vibrator deep on her clit. She grinds on her vibrator until her pussy explodes! Her shaking, shivering, intense orgasm is sure to leave you in a sticky mess, too.
- Nude Walking-Jackie is completely naked in this clip. She walks back-and-forth, back-and-forth several times letting you get a perfect view of all of her curves. Watch her big ass jiggle along with her belly and huge boobs!
- Big Mama Chores: Putting Away Laundry Nude-In this clip sexy BBW MILF Jackie is busy putting away her family’s laundry. Watch her as her curves jiggle about watching her fold laundry, put it away, bending over, and putting her big ass and tits on full...
- Cum on My Fat Belly in a Satin Green Dress-In this clip, Jackie has on a tight satin dress in the colour green. She has her massive 42 of tits out and she knows you love jerking off looking at her curves, especially her big belly all day. You’re just...
- Birthing Hips-Jackie loves all of her sexy curves, especially her big birthing hips! Jackie‘s big birthing hips deserve to be knocked up! In this clip, Jackie shows off her hips and her belly while talking dirty to you and begging you to get her pregnant.
- Big Mama Chores: Washing Dishes Nude-In this clip, BBW MILF Jackie Synn is completely naked and cleaning up her kitchen. She puts all of the clean dishes away before wiping down the counters and washing all of the dirty ones. You got a perfect full view..
- April Fools: I love Tiny Cocks-In this clip, Jackie confesses that she’s been lying to you all these years, she’s always said how much she loves big cock, but could it be that she actually enjoys little teeny tiny one is the most? In this clip, Jackie...
- Cum Hard for Femdom Easter-In this clip, Jackie is really pushing you to your limits. It’s Easter, and you are sad you never got an Easter basket or any chocolate but never fear, Jackie is here. Jackie brought you something chocolatey, 12 inches of...
- Gooning for Easter-Don’t you have somewhere to be today? It feels like on Easter you have loads of obligations, don’t you? Oh well, fuck everything else, the only thing that matters is staying here, jerking off! Nothing matters more than porn, porn...
- First Orgasm of the Day-Jackie has just woken up and is feeling very wet and horny from a filthy dream she had about getting fucked by a bunch of big cocks. Thankfully, she always has her vibrating wand on hand to get herself off first thing when she...
- BBC Conversion Therapy 3-In this clip Jackie puts you under again and starts her form of conversion therapy. You left off with your wife getting fucked by a BBC last week, this week Jackie walks through a fantasy of your wife getting pounded by three...
- Cum Clean Up My Ass-Jackie has just been fucked nice and hard, doggy style and her ass is absolutely saturated in jizz! You know that means don’t you? It means it’s time for you, her cock cleanup boy to lick her clean! Jackie demands that you like her...
- Easter Titfuck-Jackie has on her sexy Easter onesie and she looks amazing in it. Her big natural tits are busting out so she takes them out completely and put them right in your face. Jackie wants to take your big cock right between her huge tits and...
- I’m Such a Cum Slut-Jackie has been having fun filming with Dixon, he has busted a huge nut all over her fat tits. Jackie is so horny feeling the cum dripping down her tits, she’s so turned on she needs to masturbate again, even though she is still...
- Cum for my Easter Pyjamas-Jackie has on a sexy little Easter onesie. The shorts are so short, you can see her booty cheeks, and the buttons that go all the way up are absolutely bulging and hanging on for dear life! Jackie gets her big tits out while...
- Morning Pits and Tits-Jackie is sitting in the sunshine this morning, enjoying the fresh air. She takes off her top to reveal her pretty bra and her hairy armpits. She shows off her hairy armpits before pulling out her big natural tits and shaking them...
- Fat MILF Squeezes into Tight Jeans-In this clip fat MILF Jackie Synn is getting dressed for the day. She pulls a pair of jeans up to her bottom and realises they are a bit snug! Watch as Jackie jiggles and wiggles in her silky fullback underwear, trying..
- Morning Voyeur Feet-Jackie is enjoying the morning sunshine and relaxing on her couch in a pair of jeans and no socks. She ignores you as she reads a book, her pretty feet right in your face the whole time. Watch her wiggle her toes and scrunch her...
- BBW MILF Getting Dressed Ready-In this clip BBW MILF Jackie Synn is completely naked and ready to get dressed and ready for her day. Watch her put on a bra, thong, and brush her hair all with her big, fat, perfect milf ass right in your face! A voyeur...
- ASMR Rainbow Nail Tapping - Jackie's tapping her freshly manicured acrylic rainbow nails on her desk, She oils up her fingers, and clicks clack clacks as you stroke. she puts her perfect big tits...
- BBW Booty Clenching " laying on your stomach throughout the whole video with the camera zoomed out behind you so I can also see your legs, and clenching your booty very hard and slow. Then going fast"
- Wearing leather & pantyhose, Jackie tells you to stroke as you watch her make herself cum. She slips her vibrator down her hose and plays with her huge tits, bringing herself to an intense orgasM
- Chubby BBW Slut Begs For Your Cum - She knows how hard her curves make you, and she tells you all of the filthy things she wants you to do to her as she grinds on her vibrator
- Cum Eating Instruction for Straight Guys - You've always been curious about the taste of your own cum, but you've always held back. You thought that was only for gay guys, but...
- Cum With Me JOI - Jackie wants you to stroke as you watch her make her hot cunt cum! She gets you hard by oiling up her huge tits, clapping her PAWG booty and dirty talking before taking her vibe...
- Messy Lipstick Tits- "applying lipstick and teasing with your lips then teasing with your tongue sticking it out...the word CUM on your chest and have arrows pointing to where you want my load"
- "I want your face close to the camera as you sensually moan while rubbing oil on your face. Start with your cheeks, then lips, smear your lipstick all over and your eye make up as well Heavy moaning"
- PAWG Booty and Farts Compilation- Jackie's white booty gets you so turned on, and in this clip you can watch it voyeur style, clapping, spreading flexing, dropping and even FARTING!
- PAWG Booty Clenching Part 2
- PAWG Booty Drops - "you are stood up straight with your legs slightly apart and ass directly facing the camera,lifting your ass up and holding it high and letting it drop"