2299 Sydney Hale

48 photos

October 11, 2019
Hogtied and liking it...a little too much

It is always fun to be a little naughty on the guest bed knowing that it's your little secret from your house guests. As I was doing my womanly duties preparing the guest bedroom, I got a little excited and grabbed the suitcase of goodies and dragged my guy into the guest room with me. I sat on the edge of the bed eager for him to start tying me up. He used one rope and used up around my ankles then up to the top of my calf, making it very difficult to stand and balance. Tying a harness around my upper body and securing my arms, as I moved the rope would tighten and dig in just a little deeper into my skin. To make sure my "favorite gag" was put into place properly, she shoved the panties into my mouth, then created a black electrical tape reinforcement over my mouth. Then he added that ace bandage, this time my guy thought we was being clever, before the last wrap around he added double sided tape to it, so it wouldn't slip around. I'm starting to not like his new found gag cleverness. I tried to be clever and attempted to get away (not sure where I was thinking I could go), but I tried anyway. He just managed to get me into a hogtie and got a nice spanking for attempting to inch worm away. 

2298 Sandra Silvers & Lisa Harlotte

10:12 video

October 10, 2019
Struggling MILF Damsels in Distress Tied Ass-up, Feet Up Get Bound Orgasms and Torn Pantyhose from Hulking Brute Captor!

The MILFs lay waiting, bound to a metal bed in the corner of an empty warehouse, pantyhose-d toes pointing in the air, knees and ankles tied to wooden poles behind their heads ensuring each ample ass is exposed. Their spines feel every sharp, squeaky spring of the old mattress beneath them as, bent double, the bare breasted broads bounce on their backs in their shared predicament. With two wands in hand their hulking harrasser enters. Ripping open the fine nylon and cotton covering at Sandra's prone pussy he presses the black, pulsating head of the vibrator in place... As the voluptuous vixen is racked with a powerful orgasm, he moves his attentions on to the second; blond, bound beauty Lisa, and treats her to the same, after ripping the tights between her thighs. The gagged gals groan through well stuffed, duct taped lips at the terrific torment teasing their tender, throbbing clits as, now in tandem, the tethered twosome are made to climax again and again...

2297 Christina Sapphire & Whitney Morgan

13:32 video

October 9, 2019
Christina is a hot nympo MILF, who occasionally likes to get a little kinkier in her life.  Check out this guest video from her personal website ChristinaSapphire.com!
"I showed up at Whitney Morgan's house to film a custom with her and she talked me into her pink bedroom for a tickle session. Little did I know how much I was going to like it! She was merciful but I won't be when it's my turn! She used fingers, feathers, a toothbrush, a vibe toy, and more on my ears, armpits, breasts, belly, hip bones (omg that's the worst!), legs, knees, ankles, feet, and toes! I have to get her back for this..."

2296 Sandra Silvers & Lisa Harlotte

12:50 video

October 5, 2019
Buxom MILF Sandra, in Skin-Tight Jens and even Tighter Sweater, Bound & Brutally Gagged On Screen by Blond Lesbian Rival, Lisa!
Layers of confinement for sleeping beauty Sandra, as ropes encircle every curve, on top of a v-neck sweater, over a turtleneck knitted body, skintight jeans, and sneakers. The last thing she remembered before all went dark; meeting her self-confessed super fan and a wad of cloth pressed tightly against her nose and mouth... Now she's stirring, waking up to a room she doesn't recognize, bound and bemused the big titted broad begins to struggle, managing to hop across the room to try attract attention, calling out through her cleave gag at the window, the door... can anyone hear her? Her super fan can! Returning to the room the barefoot blonde in a skimpy sundress drags over a chair, securing our silver haired siren with more white cotton ropes. The cries of her captive are too loud even for this secluded abode, so a mouthstuffing and wide microfoam tape wrap from nose to chin is added for good measure. Being a bondage personality has a benefit – for her kidnapper – able to update the fan page from the foxy fettered females own phone everyone following will feel it's for real. Which of course, it is! ;-)

2295 Sydney Hale

54 photos

October 4, 2019
Chair tied and not happy about it!

I love coming home from work knowing full well I wore sexy lingerie underneath my attire just to come home and show it off for my guy. To taunt and tease him all day with the pleasure of knowing he has to wait the entire day until he too can enjoy it. And that just what he did...He started by XXXX me to undress for him, followed by an immediate pull of the hair, and a crotch rope to accentuate my assets. Since I tortured him all day it was his turn to torture me. He placed a ball in my hands then wrapped them with black electrical tape, making sure there was no skin showing. Placing me into the chair and circling me like a vulture waiting to prance onto it's prey, he quickly and efficiently tied my legs to the legs of the chairs. Not symmetrical, just so that I had to sit uncomfortably and with my legs spread wide open. Tying my hands to the back of the chair, XXXX me to sit up properly made my legs spread even further apart to accommodate my new stance. Knowing how much it pisses me off, my guy shoved several pairs of panties in my mouth and added the terrible no good ace bandage around it to secure them. I hate it so much, it cuts off circulation to my neck and makes it terrible to breathe. I was starting to not enjoy my torture session, to make it worse he added the leather collar. So not only could i not breathe from the gag, the leather collar was restricting me even more grasping around my throat. Pleading and possibly even a tear was enough for my guy to remove the gag and collar, but only after he had plenty of time to enjoy his view. He may have taken the gag and collar off but he then stuck me in timeout as he went about the rest of his evening. 

2294 Sandra Silvers & Samantha Grace

7:35 video

October 3, 2019
Big-Boobed Ballgagged Lesbian MILFs in Vintage Lingerie Bound Back to Back for Bondage Orgasms!

Bound together back to back we see Sandra and Samantha Grace; both buxom broad's big breasts busting from the ropes surrounding them, securing them together, high heels and ankles tied to each other's as they straddle the arm of the sofa, the creatively used couch forcing their knees apart. White fabric cleaved between clenched teeth, muffling moans as the MILFs perfectly trimmed pussies are presented with a wand, pressed in tight under the bottomless girdle of each gorgeous gal. Their groaning gears up a notch along with the powerful vibrations, as they rock each other back and forth, the positioning of their pulsating predicament grinding their clits onto the wand even further.

2293 Lauren Kiley & Stella Liberty

8:04 video

October 2, 2019
Super-sexy Lauren Kiley, "The Dirty Girl Next Door", has a new fetish/Bondage site, LaurenKiley.com!  Go visit her now!

Stella Liberty is disappointed to have found Lauren Kiley sneaking through her pantyhose. Since her pretty assistant is so fond of her nylons, Stella encases her completely in nothing but her dirty pantyhose! She ties Lauren in a hogtie and even puts a gag and hood made of pantyhose over her so Lauren's senses are completely overwhelmed by the smell, taste, and feel of Stella's nylons. Lauren wiggles and moans, completely helpless, while Stella takes advantage of her helpless accessible body!

2292 Sandra Silvers & Whitney Morgan

46:45 video

September 28, 2019
MILF Mummification in Multi-Layer, On-Screen Duct Tape and Plastic Wrap Encasement - A Custom Request!
The order had come in for two buxom broads; big breasts, damsel eyes and long luscious locks. Delivery ASAP incorporating plentiful packaging for safe handling - and compliance.
These two certainly fit the bill. Voluptuous silver haired Sandra and her gal pal, blond curvy cutie Whitney are the pretty pair purloined and being prepared for their delivery to the soon to be happy customer.
Duct tape wraps the gals, their arms behind their backs, in no less than 8 places. From high heeled courts, pantyhose covered thighs, under naked breasts and around their shoulders. Each girl secured standing tall, chain hanging from the ceiling attached onto a harness panel gag on each hostages head.
Cling film wrap is used to encase both bare bodies, starting at their ankles right up to their necks, then back down again, tits squashed inside the clear cellophane. Firmly gagging both girls with a layer of duct tape on top of the panel gag already jammed over their mouths, more tape is then used to secure those layers of plastic wrapping. From under their noses to their stiletto shoes a swathe of shiny silver surrounds them, showing off every curve, catching the light within fabulous female finesse.
The pretty captive packages are complete, quiet and immobile. MILF mummies ready for transportation to their new home, in the morning...

2291 Sydney Hale

49 photos

September 26, 2019
Black leotard ball tie.

Since I couldn't find a Mrs. Incredible halloween costume I thought my black leotard with  black pantyhose would suffice. Trying my best to put out my Super girl vibe, I set out to try and use my magical powers on my guy to see if I could get lucky. My taunts and jabs provoked him enough to grab ahold of me and tie my arms behind my back and add a very taught crotch that rubbed pleasurably against me. Trying to fight and wrestle with your arms behind your back is quite difficult and I lost! While I was sitting upright my guy tied the rope around my legs making me have frog legs, that didn't have any super jumping powers. I tried my best to wiggle and get away but all I managed was falling flat on my face. My guy used his own super powers on me by enforcing the panel gag into my mouth and around my head. Little by little I was losing more and more power...he attached a rope around my upper body XXXX my legs to my chest and secured me into a tight ball. Pushing me over once again he used the panel gag and attached a rope from it to the chaise XXXX my head back. In true my guy powers he finally tied my ties and pulled my legs back to the chaise away making me completely fucked and with a loss of all power

2290 Sandra Silvers, Salena Kent & Lisa Harlotte

20:22 video

September 26, 2019
Secured In Steel, Sandra & Salena get Intensive Orgasm Endurance At the Hands of Lovely Lesbian Lisa! MILF-MILF Sex in Bondage! Forced Orgasms!

2289 Luna Dawn & Gigi

6:45 video

September 25, 2019
Super-sexy Luna Dawn now has her own site TheLunaDawn.com full of her self-produced fetish fun!  Just take a look at this video she's sharing with you!   Then go visit her!
"Milf Gigi has invited Luna over to discuss her possibly bartending a party for her.  The ladies discuss the details over a glass of wine!  Luna suddenly gets very sleepy and passes out!  When she awakes her arms are tied behind her back and her legs are tied also.  Gigi also gags her.  Luna just realizes she has been tricked into being bait!!   Chester, Gigis dorky son is so excited that his mom got him a date.  He begins by fondeling her breast, then rubbing her pussy.  He sticks his fingers in her mouth too.  This gives him an idea."

2288 Sandra Silvers & Constance Coyne

10:20 video

September 21, 2019
Beautiful Bare Feet Abound with Bathing Beauty MILFs Sandra & Constance in Bondage, Microfoam gags PLUS Lingering Up-Close Views of their Toes, Soles & Tied Feet!
Captured in the locker room, lifeguards Sandra and Constance struggle against the tight ropes and even tighter wrap gags while giving us a front row seat to the foot show!

2287 Sydney Hale

44 photos

September 20, 2019
Tight jeans and a tight tie...
I was all sorts of cozy, hanging around the house. And my guy was giving me sass, and chasing me around the house. Finally I caved into his persuasions. He started my tying up my legs in multiple spots. Pulling out the old white rope he started maneuvering the rope around my arms and upper body with one long rope. It was tight and secure. As my whole body was consumed with rope it made it difficult to stand, my balance was very off. My guy thinking he was smart and cunning, he started pushing me around playfully to see if I would fall. Luckily I only fell onto the chaise. After a good chuckle for him, and me mouthing off to him, he shoved multiple pairs of panties in my mouth to shut me up. He secured those tightly around my head with vet wrap. After some struggling I made it onto the chaise on my stomach. As I continued to struggle I was accidentally making it so that I was falling off and I couldn't help myself. My guy decided to blind fold me to throw off my equilibrium even more. He quietly watched as I attempted to try and not fall off the chaise. 

2286 Sandra Silvers & Ariel Anderssen

11:14 video

September 19, 2019
MILF Nurse Administers Strict Spanking Therapy to Strapped-in, Naked, Long-legged Patient
Nurse Silvers was coming to the end of a long shift, but she was looking forward to administering treatment to her last patient of the day... Doctor had ordered a thoroughly good spanking for the lithe and leggy blond amazon in the ward at the rear of the hospital…where no one outside could hear a thing. Therapeutic for both of us, Sandra thinks, approaching the prone patient, naked and ready for treatment, strapped to the bed by leather wrist cuffs, a wide white gag to muffle her moans to the rest of the ward, just in case. The MILFy medical attendant takes hold of the chain attached to ankle cuffs, lifting long legs high above head to a waiting pulley, for a suitable spanking position, and giving a full view of a peachy pert bottom and shaved pussy.
The curvaceous clinician sets to work, in a suitably short skirt to allow her fine form freedom, as she kneels on the bed to get a better position. The sounds of slaps ring out, one cheek, two cheeks, over holes, the golden haired girl is bound to feel this in the morning!
Watch the color change in real time, red rising on a firm ass. A few sensual strokes over the swollen derrière and Nurse Silvers stern spanking starts again, the svelte sufferer gripping at the sides of the hospital bed, her pleas almost muffled through her gag...
Sandra sighs, straightening her uniform. 'Right, I'll be back tomorrow for your next session' she states, as she leaves the bemoaning blond to look forward to her next treatment.

2284 Sandra Silvers & Lorna

9:15 video

September 14, 2019
Burgled Buxom MILF Beauties on Holiday in Italy Bound and Gagged! Nude! Barefoot!
Sandra and Lorna Struggle to free themselves from the burglars bonds. Having been deprived of their clothes, they were then deprived of their freedom.  Sandra Enduring a tight hogtie and wrap gag on the footstool with Lorna's beautiful bare feet perched upon her!

2283 Sydney Hale

78 photos

September 13, 2019
Thoroughly bound on the coffee table
I thought I was being sneaky on our date night and putting on my black pantyhose with my garter belt and stockings over the top. I know how much my guy loves this look. But nothing gets past my guy, he spotted the double layer of black sheerness instantly. For the rest of the night that was his focal point. Needing to add to this obviously, my upper arms and wrists were tied securely. Wanting to add variety he added the upper body harness from BondageWebbing. With the nylon webbing I'm secured in 1,2,3,4 clicks. My guy just couldn't help himself, he put the leather collar on, making sure I was secure and upright. Placing me on the edge of the coffee table he secured my legs. I don't know why I always think I might get off easy and he might just let me be as is, but nope my guy continued piling things on me. The drool machine was added on next, making the collar even more uncomfortable. And obviously the drool started flowing. Thought he was being helpful he added black vet tape around the gag. His reasoning was ""it will help catch all your drool..."" He then proceeded to tie the neck harness to my legs, making me hunch over. And last but not least he still wanted to see my eyes, he tied the top of the harness gag to my arms pulling my head up. Now he approved of his wonderful focal point. And to get a good laugh my guy untied me after my arms had gone numb. Which hurts, he then made me take off my own gag while my hands were tingling. The things he does to me....

2282 Sandra SIlvers & Vivienne Velvet

18:46 video

September 12, 2019
Nabbed MILF Secretaries in Orgasm Ordeal, Lotus Tied on screen in the Abandoned Trailer!
Dragged in her high heels and dropped onto a mattress on the floor, Sandra struggles, short skirt riding up over ample ass, blouse busting at the buttons as strict ropes restrain her breasts, and secure her wrists, knees and ankles. Her red lips part in protestation as a wad of white fabric is rammed into her mouth, held in place by vetwrap from nose to chin. The silver haired stunner's sister secretary Vivienne, a long legged red head, is brought in and given the same generous, mouth-stuffing gag, before both buxom broad and her lithe, luscious colleague learn what a lotus tie feels like. Stilettos removed, knees spread wide and necks joined to their ankles, revealing a peek at pantyhose-d pussies... perfectly placed for positioning the pulsing pleasure of a wand! Unbuttoning satin shirts to show silk-y skin, nipples erect on exposed breasts as the vibrators set to work on each clit of the captured cuties, one after the other their ordeal turns to orgasm at the hands of their aggressor.

2281 Raven Eve

9:08 video

September 11, 2019
You have got to see all the sexy ladies and bondage that can be found over at www.LeggyBondage.com!  For example...
check out this vido from them of bad-ass biker babe with an attitude, Played by Raven Eve, in her aggressive struggles!!

2280 Sandra Silvers

12:39 video

September 7, 2019
Tough, Twisted, Tight Tie Torment in Texas! PredicamentBondage! #CloseUps! #MouthStuffing! OnScreen Tying & Gagging!
Sandra had spent a long day seeing the sights of Texas. Back in her hotel room she'd stripped down to her black vintage body girdle to change dress for the evening, before noticing the wardrobe door already a-jar... Surprised to find a burglar hiding inside, who quickly disarmed her with a wrapping of rope around her wrists and forearms, looping around her thumbs to keep her hands immobile and fingers unable to reach for the knots! Now seated in a chair, enormous tits straining, caught between tied arms, a white handkerchief cleaved between her teeth, she nervously waits to see what her assailant has in store for her. A much bigger gagging it seems! Undoing the 'kerchief and shaking it out with one hand while he gags her mouth with the other, before proceeding to stuff the full amount of fabric between her lips, filling her fully from cheek to cheek. Vetwrap tape holds it all in place, wrapped right around her head as he lifts her hair and presses the wrapping firmly against her face. Lifting our damsel up and onto the floor, more ropes are next, as wrists are joined to an ankle held high in the air, torso twisted, neck pulled down to chest by a rope joined to her arms. Pantyhose covered ass wiggles as Sandra struggles in her predicament, attempting to roll across the carpet, soles of stilettos kicking the air, but to no avail. Her assailant returns and ties her free ankle to the chair, no chance of rolling away now!

2279 Sydney Hale

65 photos

September 6, 2019
How I prefer to tie her...
It was one of those days where I came home from work and I had just had a kick ass day! SO inevitably I was strutting around the house and going on and on about my day. I asked my guy to capture me with the camera so I could feel even sassier. And then.......more stuff started to happen. My guy started taunting me, urging me to take off my clothes and show how confident I was really feeling! Gladly I obliged! As he continued to taunt me he pulled out the rope and started tying me up. First my wrists low behind my back and then my upper arms, securing them to my upper body creating a harness. He then tied my ankles and upper thighs together. Trying to knock me off my high horse, he wasn't very graceful when tying me. Since we just got back from our trip there was still laundry to be done, and he shoved dirty panties in my mouth and secured them in with the electrical tape. Nothing was rocking my good vibes, until he put my dirty panties from update 84 on my head and secured those in my mouth with electrical tape. Putting a tight crotch rope on, he XXXX me to lay down on the coffee table. He tied me in a hog tie. Now the gag was really starting to bother me and I thought my pleading eyes would let me out.He tied another rope around the panties on my head and attached it to my feet. I was very uncomfortable and not feeling so confident anymore. I finally had to submit

2278 Sandra Silvers & Caroline Pierce

10:41 video

September 5, 2019
Ladyboss gives Bondage Orgasms to MILF Tied to (and gagged with?!) a Table!
A night out in Las Vegas is always fun, especially when you're with Caroline Pierce! Now it's the morning after the night before and Sandra wakes up at her home from home... Tied to the frame of a coffee table! Drool dribbles from her chin onto the floor, teeth bite into a wrapping of rope around the metal frame, wide eyes search for her girlfriend while nylon covered toes wiggle in the air, her feet being about the only body part able to wriggle right now!

Caroline returns, a wand in hand, ready to continue the butt smacking-ly good times and proceeds to tease Sandra's pantyhose-d soles, mini skirt rising for upskirt views from behind, as she leans forward to tickle toes with the vibrator... But there's an eager clit waiting under its lacy thong too... With the pulsing head persistently pressing between Sandra's wide spread legs, there's not much she can do, but orgasm in an intense, table lifting, giggling, panting, bondage kinda way! Caroline leaves Sandra with the wand propped in place and buzzing away – to continue pleasuring herself she must manage NOT to wiggle that fine ass! Now that is a challenge!

2277 Christina Carter

3:59 video

September 4, 2019
You have to see the new bondage site of happy amateur turned pro rigger Sir Knott - www.KnottyDamsels.com!  Lots of pretty girls in fun, sexy predicaments like this one...
Christina Carter is working undercover as a hotel manager in order to find out which one of the guests is actually a spy intent on sparking an international incident when a foreign dignitary is staying at the same hotel. She is about to get intel on a suspect when he catches her in the act. Stashing her in his hotel bathroom, he ties the suit-clad Christina's arms behind her back, her ankles together, and cleave gags the beauty with a white cloth. He leaves her to struggle as he sets out to do his dastardly deed. In an enclosed area, Christina does her best to get free. Can she stop the incident in time?
 

2276 Sandra Silvers

13:10 video

August 31, 2019
MILF Damsel in Duct Tape Attempts Daring, Window Smashing Escape!
Nabbed MILF Sandra, leopard print blouse busting open showing off her lacy bra, is dragged through the door of the rundown trailer by her hulking, hillbilly harasser. Securing her his priority, a roll of silver duct tape in hand, he uses copious coils to capture the curvy cutie; chest, waist, knees, calves, ankles, elbows, wrists and even her fingers... Not forgetting an extra layer over the tape gag too! What next? She wonders, left alone for who knows how long, the door locked behind him, the buxom broad begins to roll around on the floor searching for an escape, long legs in dark pantyhose kick in the air as high heels bang against the door, the wall... the window! Stilettos strike, smashing glass, and the daring damsel calls out through gagged mouth. Who will answer her muffled cries!?

2275 Sydney Hale

34 photos

August 30, 2019
A little AirBnB getaway...
My guy and I needed a quiet getaway! We snuck away to an AirBNB and enjoyed no work for a few days! As we were settling in our first night my guy just happened to bring out the suitcase full of rope. I didn't know he brought it, and of course on a getaway our toys have to come too! He tied a very tight crotch rope  and managed to attach it up into a body harness as well. XXXX me onto the bed face down, he wrangled my ankles in one spot like a calf being roped. That one simple tie around my ankles like that makes me completely immobile, not even able to rock side to side. He put the harness ball gag in, and I instantly started drooling on the bed, sorry not sorry, I left my mark on that bed. He then proceeded to tie my arms in a chicken wing, and then pulled my head back and attached the rope. I was drooling like a crazy person and completely fucked on someone else's bed. Lets just say the rest of the trip was just as enjoyable