Tag: Older Woman


Xev Bellringer: Earning Your Grade





(720p) So, you thought you could come during office hours and demand a passing grade when you’ve done nothing to earn it. I’d like to bet a handsome boy like you is used to getting exactly what he wants, when he wants it, aren’t you? Oh, I won’t let you off the hook that easy, but maybe we can squeeze in one last lesson. Just what would you do to graduate? How far would you go?

Maybe you should have attended my lectures on Human Sexuality, instead of jerking off to porn all semester. Today I’m going to teach you exactly what you missed in my class… and that is how to please a woman, sexually. Come closer… put your hand between my legs and make me cum. Now.

Do you feel that on your fingers? A woman’s arousal… her slippery wetness. Don’t bother trying to hide that stiff cock. Pants off. Pick it up, squeeze, and stroke the length of it. Faster. Show me how you masturbate when you watch those whores on your computer screen, getting defiled… used, abused. But I don’t want you to think about them. Think about me. An older woman, turning you on in ways you never knew.

Oh that cock… don’t move, don’t thrust. I’m going to use you for MY pleasure… at my pace. Remember, you aren’t going to get what you want today, young man… but I am. Let’s find out how much graduating means to you.

Fantasy includes: teacher/student, virtual sex, blow job, cum swallowing, virtual pussy rubbing, female orgasm, masturbation instruction, sensual domination, cock tease, big tits, cleavage, MILF, nip slip, pov
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SEXUALLY BROKEN: Nov 7, 2016: Part ONE of October’s Halloween live show! Syren De Mer gets fucked up! Brutal fucking & Bondage! | Syren De Mer | Matt Williams | Sergeant Miles


Hot military wife is bound and brutally face fucked! Halloween special live show, Part One.

Part One of October’s Halloween special live show. Syren De Mer is dressed up in her sexy military camoes. This hot cougar gets exactly what she needed.

Handcuffed to the chair, the boys of Sexually Broken destroy Syren De Mer throat. An amazing start to the live show. Syren is blasted into sub-space from being fed huge cock. Handcuffed and helpless there is nothing Syren can do to escape the cocks from filling her throat. One of our very best face fucking scenes to date, and we are not kidding!
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TOPGRL: October 4, 2016 | Pain Guinea Pig | Paintoy Emma | London River


There’s always been a lot of conflict between generations. Usually older women complain about younger women wearing too little or not having proper manners. Tonight, however, those rolls are reversed as London River teaches Paintoy Emma a lesson on manners. She has her in her dungeon, tied up and helpless in a skimpy tight dress. London cuts away the dress and frees Emma’s body so that she can have easier access to it.

She ties Emma down to a box so she is bent backwards. London thinks it would be fun to use the zipper on her so she clips a line of clothespins all down her stomach and onto her pussy and connects them with a string. Then she adds a clamp on Emma’s tongue just to add insult to injury and rips the chord and all the little clips off. Emma’s body is bright red with the marks, but not as red as it turns after London turns her over and starts beating her ass. First she just uses the flogger, but then the cane comes out, and if Emma thinks that this is hard on her, she has no idea what awaits.

London decides she wants to play a game with Emma, or rather that she wants to turn Emma into her game board. She stands her up and clips clothespins all over the front and sides of her body. Then it’s time for some target practice. London takes out her whip and sends lashes flying at each and every one of the clothespins, trying to hit them hard enough to knock them off one by one. The clips on Emma’s nipples seem to lake the longest and hurt the worst, since the area is so soft and sensitive. But pain is all this little slut wants anyway, so London is going to teach her a sense of decency.
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REAL TIME BONDAGE: Jul 23, 2016: Pain Puppet Part 2 | Paintoy Emma


REAL TIME BONDAGE: Jul 23, 2016: Pain Puppet Part 2 | Paintoy Emma

In the beginning of our live session with Paintoy Emma she made it clear that she thought it was going to take a lot to break her, so to start this installment we are going to put her in her place. We hobble her hands with tape and belt her arms and legs so that she is forced to crawl around on her knees and elbows. Then we put an electric collar on her so that any time she isn’t the perfect puppy we want her to be we can punish her with powerful shocks.

Now that she understands who is in control, it is time to find out just how tough our model is. Our crew had a bunch of ideas for different ways to test Emma’s endurance, but we couldn’t decide which would be the best. In the end, we decided to leave Emma’s torment up to the luck of the draw.

Today we are going to play a card game with Emma. Each round one of the handlers will pick two cards from a deck. The first card will decide what kind of punishment she gets: caning, flogging, , or worst of all the cattle prod. The second card decides what part of her tender body will receive the punishment and how many times. If she is very very lucky she will pull the one card in the deck that will allow her to come. There is nothing like random stimulation to drive a person to complete sensory overload.
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HARDTIED: Jul 13, 2016: Euphoria Entwined | Paintoy Emma


HARDTIED: Jul 13, 2016: Euphoria Entwined | Paintoy Emma

You would expect a girl that finds herself tied up in a strange room to be clawing at the walls, but Paintoy Emma knows that there is no way out of this dungeon. Her only option is to submit her body to whatever punishments her new owner has devised, and hope that she has enough willpower to send her mind elsewhere. Every new torment brings its own challenge, but after the first few strikes her eyes glaze over and her screams turn to moans as she enters deeps subspace.

O.T. won’t have any of that, though. He needs Emma completely present if he’s going to get the reactions he wants. He’s going to go through his arsenal, pulling out toy after toy until he finds something that scares her enough to make her beg for mercy and pledge her cooperation and obedience.

O.T. ties Emma’s hands to her feet so that she is forced to stand on her tip toes, then takes a cane to the backs of her calves. He takes his whip and uses it to color her body in red with lash marks. He ties her in all different positions, and through all of it she manages to keep her mind in some other place. But as soon as the cattle prod comes out Emma is on the floor squirming around and begging for mercy. And now that he has broken her will the true slave training can begin.

HARDTIED: Jul 13, 2016: Euphoria Entwined | Paintoy Emma
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SEXUALLY BROKEN: Jun 1, 2016: Slender Hottie Zoey Laine Expertly Throat Boarded, Vibrated, and Left a Drooling Cum Drunk Hot Mess! | Zoey Laine | Dee Williams | Matt Williams


SEXUALLY BROKEN: Jun 1, 2016: Slender Hottie Zoey Laine Expertly Throat Boarded, Vibrated, and Left a Drooling Cum Drunk Hot Mess! | Zoey Laine | Dee Williams | Matt Williams

Tall, slender and beautiful, Zoey Laine could have just as easily been a runway model, but Zoey is too much of a kinky slut to settle for that. Lucky for us she decided that she would rather be dicked down on a regular basis. Matt and Dee Williams are experts in this area and they waste no time getting this sexy little slut bound, her mouth hole in the perfect position for hard use.

Zoey is no stranger to cock sucking, but after a thorough throat boarding session from Matt and Dee Williams, this sexy southern belle is drooling, crosseyed, and gasping for air. They aren’t done with her yet. Dee turns on the vibrator that is pressed against Zoey’s pussy and Zoey comes undone, seized by multiple orgasms and a face full of dick. Miss Laine brings her A game and she doesn’t let us down. We haven’t seen the last of this amazing slut.
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SEXUALLY BROKEN: May 30, 2016: Hot Cougar brutal fucked by MILF and Daddy! Throat fucked and made to cum over and over! | Syren De Mer | Dee Williams | Matt Williams


SEXUALLY BROKEN: May 30, 2016: Hot Cougar brutal fucked by MILF and Daddy! Throat fucked and made to cum over and over!  | Syren De Mer | Dee Williams | Matt Williams

Syren De Mer is one Gorgeous MILF. She has perfect, large breasts, a hot tight body and all the cock sucking experience that can be asked for so when we lock her in for some serious throat fucking, we know she can deliver.

Syren is put in a strict cage that holds her sexy body in place and makes her mouth fully accessible to cock. Matt and Dee Williams take turns using her throat hole while Syren writhes in bondage enjoying every inch of cock in her mouth. This stunner is truly impressive. We reward her with the Hitachi, getting huge, dramatic orgasms from her gorgeous body. Seeing this woman Sexually Broken is always a pleasure.
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REAL TIME BONDAGE: Feb 17, 2015: Brutal MILF DP on BBC as Syren De Mer is straight jacket fucked to utter sexual destruction! | Syren De Mer | Matt Williams | Jack Hammer


REAL TIME BONDAGE: Feb 17, 2015: Brutal MILF DP on BBC as Syren De Mer is straight jacket fucked to utter sexual destruction! | Syren De Mer | Matt Williams | Jack Hammer

Syren De Mer. Sexy sexy Syren De Mer. This hardbodied MILF can take a licking and keep on ticking. We brought not one but two dicks to the table today and have roughly fucked her in every available hole, but Syren doesn’t really appear all that phased. This this practiced cock slut even possible to sexually break? We will try…

Bound in a leather straightjacket from The Stockroom that keeps her arms immobilized and out of the way but allows us full access to every hole, Syren lays with her head over the edge of our handy fuckbed. We introduce the dick directly into the back of her head before flinging her up onto the bed and ragdoll fucking her all over every inch of it.

Ass, mouth and pussy. Two dicks, three holes. Back and forth, sliding home balls deep wherever we feel like it. Relentless. Pounding. Without a hint of mercy. Only the blissful look of sexually abandon plastered across her face gives away just how much fun our sex slut Syren is having.

We finish up with a DP as 10 inches of BBC slam home right up that well trained ass. Syren cums hard and fast, her shrieks echoing off of the rafters of the studio. This is what a happy cum slut looks like. We might not of broken this one, but it sure was fun trying!

Tags: Big Dick, Black Boots, Blue Eyes, Brunette, Double Penetration, Interracial, Long Hair, MILF, Milf Bondage, Older Woman, Slave Bj Training, Slave Girl Training, Sloppy Blow Job On Black Cock, Smeared Makeup, Straight Jacket

Brutal MILF DP on BBC as Syren De Mer is straight jacket fucked to utter sexual destruction!Toned MILF double penetrated by two hard cocks while strictly straightjacketed
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SEXUALLY BROKEN: Oct 15, 2014 | Syren De Mer | Matt Williams | Jack Hammer


Busty blindfolded MILF Syren De Mer restrained in strict device bondage and BRED by two hard cocks!

Hardbodied MILF blindfolded, gagged, bound and bred without mercy

Swinger Syren De Mer is the sort of MILF all other MILFs aspire to. She keeps her body toned, tan and fit for a reason…to better advertise her love of the cock and to increase her chances of getting stuffed full of dick. Trust us Syren, it is working. We will happily give you exactly what it is you crave so badly. You cock crazed slut you.

Bound down in a classic fuck me position, Syren’s shapely legs are spread wide and cuffed into place. Shiny black heels, tight breast bondage, a big ring gag and a leather blindfold complete the package. We don’t need to see her eyes, we just want at the pussy. Her perfectly shaved pink pussy makes a tempting target, and we avail ourselves of it to the hilt, siding in balls deep. Syren moans in pleasure as she gets her fix.

We overload her, fucking her, fingerblasting her to multiple orgasms, vibrating her to yet more orgasms. The blindfold cuts off all vision, Syren is just locked into pure sensation. The strict bondage reinforces her helplessness, she can not struggle. All she can do is submit to being used, which she does with abandon.

Time to fill this slut up. Both cocks unload in that eager pussy. Syren is bred and left in her bondage as creampie slowly trickles out of that talented cunt. She never saw a thing, but she most certainly could feel it. We will be back for another round when we feel the urge Syren…
Tags: Big Breasts, Black Cock, Black High Heels, Blindfold, Blindfold Sex, Breast Bondage, Finger Fucking, High Heels, Interracial, Long Hair, MILF, Milf Bondage, Older Woman, Ring Gag, Rough fucking, Vibrator
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