Pain

16:00

in Hot Asian Fucks Her Client 16:00 Fifty year old George Uhl hurts his elbow playing tennis, so he consults with therapist Luna Truelove for some pain relief. They start with a massage, but when Luna sees her client get hard, she gets turned on. Luna kisses George and reaches into his pants to stroke his big dick, then takes off her clothing so he can touch her perky tits. Climbing on top of him on the massage table, Luna takes George's penis into her tight, wet pussy, then bounces her ass up and down cowgirl style. Luna fucks George missionary and doggystyle, then he pulls out and cums on her pussy!

10:59

in Kaylee 011449 10:59 Kaylee is one of those girls that are hard to read. You never know what she's thinking (or if she's even thinking at all). So it's a surprise when, after about half an hour of blank facial expressions, she all of a sudden spurts out "I'm...gonna..cum!" as she rides Jay's cock on the couch. Kaylee has her guards up when Jay starts rolling the camera in the car. He picks her up from home and she is nervous that her parents see her sneak out with a stranger. She has a standoff-ish attitude and it's clear she doesn't know what to expect at all. After some of the usual interview questions, Jay asks Kaylee if she'd ever given roadhead. She said she hasn't, so Jay wants her to let him be the first she sucks off in the car. I'm a bit surprised she agrees. Her head goes down and Jay's hard-on vanishes in her lipstick covered mouth. So far so good, but no real enthusiasm from her yet. More like "OMG what am I doing here?". Kaylee likes things to be clean and proper. Once at the hotel, she irons her top and douches her pussy before she sits down with Jay to start the interview. She's still nervous and not terribly responsive so Jay tries to get her more comfortable. She gets naked, there's some touching and fingering (great ass!) but it's all pretty tame - until Jay brings out the dual-headed dildo. One end goes in her pussy, the other one in her ass. One thing she really likes, as evidenced by the river of pussy juice coming out of her, the other thing...not so much. Guess which is which? So it looks like there IS life in the girl after all. It's just that she's not very expressive. You need to live with that because that doesn't change much with her. If it wasn't for the occasional fleeting expression of pain or pleasure on her face, or her "I'm gonna cum" confession, you wouldn't know what's up with her. She is guarded, inexperienced, and nervous, and any little facial expression she does display is because she momentarily loses control of her emotions and lets her guard down. Small gifts you will need to look for. Actually that's not entirely true, Kaylee does become a lot more relaxed and she gets into it more after a few orgasms. It just seems to take forever Kaylee seems to have only two thoughts in her head: "why did I agree to make a porno?", and "am I doing this right?". A lot of the 18 year olds that show up here are already pros as sex because they've been sucking and fucking since High School. Kaylee clearly is not that type. She looks slutty, sure. But when it comes time to actually put out, she's about as inexperienced and confused as an 18 year old should be. Just watch her give head and you know what I mean. Kinda refreshing but not what I expected from her. Kaylee is definitely in over her head with all this and I have a feeling she is already regretting doing her first porno today. Too bad, it's out there now. You're welcome, world. A little LOL for you during the cum facial: Kaylee jerks her head back and puts her hands up as if she's about to be eaten by a tiger. NOW we get to see her facial expressions, and they don't exactly convey gratitude for this sperm bounty she is receiving. Thank goodness there's a shower waiting for her to get her back to her prim and proper self. I just know this one is going to call me up in tears asking me to take her off the site. So enjoy this one because you'll probably never see Kaylee again anywhere else. -S

15:00

in Teaching Her Invaluable Life Skills 15:00 After experiencing excruciating blue balls, Oliver confides to his stepmom Arabelle about his relationship problems. Immediately, Arabelle steps into action and cares for Oliver to get him out of pain. She then sits down with Aften, Oliver’s girlfriend, to see what her issue is. As it turns out, Aften is inexperienced when it comes to sex, so Arabelle offers to teach her a thing or two about the wonders between the legs. Astonished at these discoveries, Aften seduces Oliver to show him her new talents (with the help of Arabelle, of course).

15:00

Ava Taylor in Sorry About Your Balls 15:00 Ava Taylor is the cutest little boxer weve ever seen! Her trainer Ryan came by for her weekly lesson but there was alot more sex in the air today than usual. Ava was looking good in her tight black and pink workout gear and Ryan couldnt help but notice her perky teen titties and plump booty. Ava totally got a feel of Ryans rock hard monster after she kicked him in the balls and wanted to see it in person so while he was from the pain she decided to give his cock a taste test! When he woke up Ava offered up her tight snatch for him to tear apart and happily gave her a different type of beating! She properly milked his seed out of his member and apologized for kicking him in the balls Apology accepted!

10:00

Fuck)Dana DeArmond in Dana DeArmond is an Anal Show Off 10:00 No one likes a show off. Dana DeArmond gets justice for being one with help of our man, James Deen, with a way he only know and can do— fucking her deep in her ass. It’s only right to do so since she was showing off her ass. James handled it like a pro. And at the same time, he handled Dana less of a person and more of an object. He made Dana swallow whole of his dick making Dana let out mostly gagging noises. Her filthy mouth was overflowing with spit. When he felt the time was right, he bends her over and starts lubing up her ass with his mouth. That ass will get wrecked in few moments. James sits down and made Dana sit on his dick, mounting her balls-deep. She had the nerve to sneak in some little rubbing of her pussy while being drilled hard in her ass. James caught up to this and starts playing with her filthy mouth. He occasionally inserts his whole hand into her mouth. After some time, he stands up and starts fucking her while her legs are in the air. They eventually stood up to fuck her in different angle. Dana puts her leg up and James just helps himself from behind while occasionally grabbing her by the neck. Dana just lets out a bit of pain and mostly pleasure-filled scream as James drill her ass relentlessly. Mercy is the last thing you will find here at this moment. Ironically, Dana’s reactions don’t show any regret or anything similar— just pure ecstasy of the dick wrecking her cute asshole. At the end, it was she looked really happy. It wasn’t obvious that her asshole got abused by a fat dick. She just sit there on the floor awaiting James’ cum shower.

5:59

Janet Jade in JANET JADE GETS HANDS-ON 5:59 Never posted at SCORELAND, this well-shot video and photo shoot of the great Janet Jade is one for deposit in the spank-bank. Generously blessed in the chest (and ass), beauteous Janet does a tit show and gets 'em squirted with lube so the cock can fuck 'em good. This stud's rod was in good hands with Janet. Her huge tits get dowsed with enough cum to stock a sperm bank. A truly inspirational girl, we dream of the day she comes back. Janet was always happy to reply to the questions that the waitresses and cashiers at our local burger joint always refuse to answer. "Everybody knew me in school as 'the girl who can dance real good and has the big boobs'. I was a cheerleader and I was the girl who could dance who had the big boobs. The first time I had sex was during my last year in high school. It was pretty quick. I felt a little pain and 20 seconds later, it was over."

8:00

Babi in Shady Spa - Babi 8:00 Babi has been working as a massage therapist for over two years. She specializes in a relaxing but effective combination of Swedish and Deep Tissue, with the addition of many other modalities based on her client's preferences and her intuition. Her manual release ejaculation aids in the reduction of pain and stress. In her spare time you can find Babi working our of reading.

11:00

Nikki in Nikk4602 11:00 21 year old college scholar Nikki spends a lot of time at the gym, and it shows. That ass...OMG. And yes, those chocolate buns get a good fucking, much to Nikki's dismay. This do-all, free spirited tornado thinks getting into the porn business would just be all "fun and exciting" and I feel it's my duty to show her that it can be, in fact, a pain in the ass. Literally. I recommend you pick up a couple of protein shakes and take advantage of that gym membership that's been draining your bank account for years. Why? Because girls lately, including Nikki, can't keep their hands off my muscles, they clearly enjoy the fucking more, and my cum load is ridiculously huge now (I cum twice in a row like I was able to a few years back...you'll remember when you see it). Clearly, some muscles on a guy and the resulting extra vigor just opens a lot of doors (and pussies and asses) with the hotter girls. Fight the "dad bod"!

14:59

Amanda in Girlfriend Gets Anal Punishment 14:59 Felix’s girlfriend, Amanda, hasn’t been a good girl recently. He yelled at her and spanked her the night before. So today when he comes in her room, she immediately starts touching herself and stripping for him. She even pulls out the glass dildo that he left for her and slowly slides it in her tight teeny ass! He joins her on the bed and she starts to inhale and deepthroat his meat with the dildo still in her asshole! After he’s had enough of her mouth, he’s ready for her sweet little ass! He rips the dildo out of her butthole and introduced his massive dick to her hole! She constantly is moaning and screaming from pain and pleasure! After fucking her ass in 7 different positions, her asshole is wide and gaping, dripping with juices! He finishes by fucking her mouth and cumming directly into her throat! I’m sure she’ll be good from now on...

11:04

Sadie Baker in EX COLLEGE ATHLETE AMARI JOHNSON DESTROYS TINY SADIE BAKER 11:04 Life is all about experiences and first times, agree? Well, Amari Johnson and Sadie Baker shared a similar desire for a particular first time experience. What is that you ask? Why... a big, hot, filthy facial of course! And that information is what set the mood for the rest of this hot FUCK. Now think about that for a minute ;) Amari damn near split Sadie in half with his monster cock. Makes us wonder how many college jersey chaser chicks did he leave in wheel chairs after pounding them out once the big game was over? Probably too many to count... but it's hot to think about all of their expressions when they would finally get their chance to fuck this big shot athlete. We're guessing their expressions were similar to what we saw from Sadie. True pleasure and pain... all together in this awesome glory. Once this buff studly jock warmed up those lady parts, it wasn't long before he was rearranging that pussy plumbing. Best part? Sadie never backs down and begs for that long awaited bucket list facial to come raining down all over her pretty little face.

6:00

Niki Sweet in Delicate But Raw 2 6:00 Mmmmh that first moment when she takes his cock inside her butt, that sexy mix of pain and pleasure, makes their time together even more intense, intimate and beautiful to see.

10:00

Alyce Anderson in Alyce Anderson Knows The Routine 10:00 Step dad walks in on his step daughter, Alyce Anderson, talking to her phone. She is just laying there with her sexy teen body. Step dad now comes over to admire this beautiful step daughter of his by massaging her thighs. Alyce, now kind of turned on, quickly dismisses the call and faces step dad to focus her attention to him. Now that her distraction free, Alyce starts pulling out his dick out. Alyce starts working on that fat dick by licking and sucking the dick clean. While she does this, she slowly undress to reveal her teen slut features the step dad is after. He lies down and let her completely take over. Alyce had the proper etiquette on maintaining eye contact while doing so. What nice slut. Alyce stands up and sits back down on that dick like a chair. The taboo fucking starts now. Her nice pussy is now being displayed while a fat cock repeatedly pounds on it. She eventually flip over to give step dad some great view on her great ass. After some time, she pauses and sucks on his dick again and bending over for some more fucking. He fucks her from behind for a good few minutes and made her lie down eventually. Alyce spreads herself on the couch and let step daddy do the work. He comes closer and sticks his fat dick into her tight teen pussy. He continued fucking this teen slut until he peaks. With brief brakes in between with a blowjob, Alyce takes everything with no resistance or any sign of pain. She just enjoys this fucking like there’s nothing wrong with it. When step dad was few steps away from cumming, he pulls out. He jacks himself off until he covered Alyce tummy with some tender loving cum.

15:00

Ryan Reid in Big Tool, Quick Fix 15:00 With terrible back pain that’s making it hard to walk, Ryan calls over Dr. Dera, a back pain specialist. He’s invited to her bedroom for the examination, and after checking out her cute body, Dr. Dera reaches a diagnosis. Lucky for Ryan, the doctor has the tool on him for a quick fix to get her feeling back to normal again!

10:01

Rockie in More than expected 10:01 My girlfriend was afraid she'd be in much pain when I fuck her in the ass for the first time, but with a huge amount of lube we used on her sphincter and my cock it was nothing but great deep pleasure when I drove my slick dick into her welcoming butthole. Sliding in and out of this tight chocolate tunnel made me cum all over her sexy ass-cheeks and she came hard too with my hot semen trickling down her butt right into her well-stretched pink crack.

15:00

Alexa Flexy, Kate Quinn in Nuru Massage 15:00 Kate had pain in her back. Her beautiful blonde girlfriend offers her a satisfying massage.Kate, the all-natural brunette beauty, lies in bed naked and lets Alexa massage her gorgeous body.The young and super-hot Alexa starts to rub Kate. Her round juicy ass and pussy touch Kate's leg, which is insanely hot.She continues the massage, but Kate gets horny and pushes her button for the blonde goddess to lick her yummy asshole and her wet pussy.Alexa starts to lick that gorgeous pussy after a while; they turn to the scissor position to enjoy the feeling of two beautiful horny pussy workouts.While that massage out pussy with pussy, they lick each other's feet as well. Kate decided to turn missionary to give her girlfriend her whole pussy.After that, they just stop kissing each other and have sex.The massage session turned out to be hot sex, and we could see how beautiful they were together, eating each other and having a pleasant time together.

15:00

Lauren Phillips, Aria Carson in To Spank Or Not To Spank 15:00 Lauren Phillips and her stepdaughter, Aria Carson, come home after a day out. Aria is outraged to have seen a parent publicly spanking her youth, while Lauren feels that there is nothing wrong with it.Lauren and Aria get into a heated debate about spanking, with Aria against it and Lauren for it. Aria, realizing that neither one of them has ever been spanked/spanked anyone, suggests that Lauren spank HER. After some initial surprise and hesitation, Lauren agrees to give it a try just to put the argument to rest.Lauren tentatively spanks Aria once and they're BOTH unexpectedly taken aback by the interesting tingling sensation. Lauren continues spanking Aria, both of them getting caught up in the moment as the tingling heat becomes more and more intense. They struggle to hide the fact that they're getting aroused from each other but their lust soon slips through... Now it's time to very much turn pain into pleasure!

7:59

Chloe Skyy in Pleasure with Pain 7:59 Chloe Skyy is a sexy teen masseuse who knows how to treat rude customers. Today, she is asked for a happy ending service and it takes just a few moments to her to tie her customer's huge-sized cock and give him a painful handjob treatment. The brunette baby dominates this dude's dick and finally ruins his orgasm.

10:00

Jessy Jones in Petite Schoolgirl Brooke Bliss Accidentally Creampied! 10:00 Jessy Jones is loitering on the street when thick teen darling, Brooke Bliss zips by in her super short miniskirt. She gives him a coy wink and flatly asks him if he wants to fuck! Jessy looks up from his phone and runs after that sexy piece of ass! Back at Brooke's house, she fans her luscious thighs apart and lets Jessy caress her cunt. He quickly strips her while she knees down and sucks his raging hard-on. Poor Brooke can barely fit Jessy's big fat Canadian cock...how is it going to feel in her tight little teen pussy? Brooke's face strains with a mixture of pleasure and pain as Jessy penetrates her with his huge, long dick!

10:00

Henessy in A perfect first anal date scene 10:00 If you want your girlfriend to wanna try anal sex just show her the video with this hot nubile brunette taking cock in the ass for the very first time. She goes through all the stages from feeling the pain to moaning of pleasure and begging her boyfriend to bang her even harder. Fuck sweet lovemaking! Anal sex makes chicks wanna get ripped by a big throbbing cock and take a huge load of cum in the ass. Yeah, you know they really enjoy doing it hard, wild and extremely dirty.

6:00

Nimue in The maid 2 6:00 ThePainFiles is by far the most insanely perverted web site on the internet. This particular website the Pain Files has probably the largest collection of Fetish pics along with sickly BDSM ever created. Every bondage type and torture is featured in this case. You might invest weeks exploring this large website. Have a look, you will not be disappointed. Warning: Hardcore Pain and SM Material! Don´t go any further if you don´t love extreme BDSM. We are featuring all aspects of BDSM life for slavegirls and masters, you will find pictures

11:01

Maria in IT’S OVER. THINK OF A HAPPY PLACE 11:01 Maria’s back for her third shoot with us today and she’s trying something way out of her comfort zone; and that zone involves taking the largest cocks she’s ever had for her first 3some ever, some anal and a little DP action with painal. The DP I will admit was a bit of a fail because she’s only done anal a few times before and to take Isiah up her ass was asking a lot. Well I give her an A for effort in the DP attempt because she did it for one position before her cries of pain were too much for everyone. You now if you’re into that then you’re one sadistic fuck and you have problems that need attention that are way above my pay grade, but it’s the effort that matters here at ExCoGi and we appreciate yours Maria. So lets not focus on the effort but the doing, and the doing was hot today because like I said this was Maria’s first 3some and this girl is a little cock slut once she’s naked. This girl gobbled both Isiah and Rocky’s cocks like it was the last supper. Face fucking and Ass-to-Mouth? Of course she tasted her ass off Rocky’s cock as they switched back and forth taking turns pummeling her orifices. Butt Plugs? They were used oh sure, but this girl’s asshole was so tight I don’t think anything could have prepped her for Isiah’s man meat and this whole gonzoish scene ended in a double facial that she happily licked and swallowed with a joyous look of relief. So enjoy Maria’s painal everyone and I don’t think she’ll be doing this again anytime soon. Steve

10:00

Christiana Cinn in Christiana Cinn Taken And Ass Fucked 10:00 Everyone has their dark desire and necessities that if you’re adventurous and daring enough, is gonna get fulfilled eventually. To give you a nice picture if that actually happened, we have Christina Cinn here with her desires getting fulfilled where the lines between pain and pleasure gets blurred in the best way possible. A van pulls up to a fancy mansion. The rich housewife then appears bound and blindfolded in the back of the van. Christiana Cinn isn't quite sure what to expect. Her skirt rides up her perfect thighs as she squirms in the backseat. The all natural brunette moans and coos as she attempts to free herself. A large man in a mask is driving the sexy brunette through the hills. He searches for the perfect spot to have his way with his new toy. While driving, he hears Christiana moaning in the backseat. He can't resist anymore. The stranger reaches back to grope his concubine. At first she is scared when she feels the large hand creeping up her thigh. As he approaches her tight hairless pussy, she can't help but be turned on. Christiana Cinn is finally experiencing the feeling of being powerless and giving her body up to a dominant man. He can see her response and decides he needs to find a good spot to fuck the tight holes on this beautiful housewife. The man has Christiana Cinn tied up in the backseat. She knows what is to come. Her body is mixed between excitement and fear. The anxious brunette is approached by the large man. She is still blindfolded as he begins to touch and feel her body. He exposes her tiny fuck holes to reveal that her asshole is filled with a butt plug. There is no denying that this anal whore is horny and prepared to be fucked. He likes what he sees from the horny housewife. He pulls out his massive cock and works it inside the tight pussy of the whore in bondage. She moans while trying to hide her love of the feeling. Christiana is untied and dropped to her knees. She is granted permission to see so she can properly worship the huge cock out of her pussy. The brunette fuck toy savors her juices off the large cock. She goes into full submission. Begging to please her master and be used as a hole to jerk off his cock. He likes what he hears. Christiana Cinn's asshole is the next hole on the list. She is lowered reverse cowgirl onto the big dick. She rides his cock while delivering submissive dirty talk. Christiana begs for more and describes to the large man how extreme her asshole feels while being fucked. She bends over for ultimate usage. She wants to be a good girl and give her holes completely for use. She lays down face first on the floor, allowing her man to take turns on her pussy and ass until he is ready to shoot his huge load all over her face. Christiana begs for him to make her pretty face look even better by giving her a messy Facial. The sexy brunette woman gets exactly what she wants.

12:19

Rose Winters in Stepsisters A Joker - S22:E7 12:19 Rose Winters has decided to prank her stepbrother, Jay Romero. She starts screaming in pain as she puts her shorts on until Jay comes running. Rose tells Jay that she's got her pubic hair stuck in the zipper and then begs him to put his hand down her shorts to help her out. Jay reluctantly does as Rose asks, only for Rose to grab his hand and start yelling for her mom to try to get him in trouble. Jay tells Rose he'll do anything she wants if she'll stop trying to get her in trouble, so she tells him to show her his dick. Then Rose kicks Jay out of her room.The next day, Rose is getting dressed as Jay creeps up on her in the hallway. Watching through the open door, Jay pops his hardon out and starts beating the meat. Rose calls out that she knows Jay is there and that she was just kidding about wanting to see his dick. When Jay calls Rose a teasing bitch, she hops onto the bed and hikes up her miniskirt to really tease him with her stepsister pussy. Jay takes her up on the invitation and slides it into her tight cooch.As much as Rose is enjoying having Jay banging her, she wants to suck his dick. Jay gets on his back so Rose can go to town deep throating his big one. When Rose straddles his hips and sinks down onto his fuck stick, Jay thrusts up in time to her bounces. Eventually Rose turns around for some reverse cowgirl fun, too. Getting on her hands and knees, Rose spreads her thighs nice and wide so her stepbrother can lick her anus before slamming back inside to pound that pussy in doggy while spanking Rose's ass. That's all Jay can handle before pulling out to pop all over Rose's ass. Instead of reassuring her stepbro that she won't tell, Rose starts calling for her mom once again.

8:00

Sadie in Shady Spa - Sadie 8:00 Sadie uses evidence based practices to guide her but also intuitively integrates various techniques in her massage session to bring about the most beneficial and therapeutic results. Her manual ejaculation method aids in the reduction of pain and stress.