Latest updates featuring Jesse Dean

Luna Lovely - Pretty Pretty Princess

Luna Lovely - Sexually Broken

19th February - Luna Lovely is pretty as a princess in her sparkly pink dress, but she's a damsel in distress, bound on her knees and stuck in strict steel bondage! Jesse comes in to take full advantage of our princess, wasting no time before shoving his cock deep into her throat. She gags as she struggles to deep throat his massive dick, drool running down her chin. He moans with pleasure as her throat massages his cock. Mascara pours down her cheeks as her big brown eyes well up with tears. Her dress begins to slip, exposing her perky little tits and in bondage, there's nothing she can do cover herself.Our once pretty princess is now a slutty little mess, bent over and bound with her tight ass on display. Jesse gropes her rudely before going balls deep into her lovely little cunt. Luna's tits giggle back and forth as she gasps for breath. Her skinny frame looks incredible bound, chest heaving and legs struggling to stand up. He switches back and forth between her mouth and pussy, letting her lick up her own slutty juices off his cock.Finally the damsel is bent in half, bound on her back with her legs flailing wildly in the air. A tight metal collar secures her neck. Jesse bends down to taste her, spreading her pink pussy lips before he's back to fucking. You can see her tight little cunt stretch to accommodate him as she cries out and moans. He rams into her roughly while her hands grasp the bondage in agony. This pretty princess suffers beautifully as she's reduced to a filthy little slut. ...Read More
Lily Lane - Roped N' Rammed

Lily Lane - Sexually Broken

12th February - Lovely Lily Lane gets the full Sexually Broken treatment, starting off on her knees tied down with a gorgeous rope collar. Her tight mini skirt and itty bitty crop top leave nothing to the imagination. She worships Jesse's stiff cock, drooling everywhere and making a pretty little mess of herself while straining against her tight leash. With her pert body and enormous fake tits, she's soon bent over in bondage for a brutal fuck fest. Next, she's up on the table and bound at cock height with her legs spread wide and vulnerable. She takes every inch over and over, begging for more as she surrenders into a toe curling orgasm. ...Read More
Penny Lay - Stock Fucked

Penny Lay - Sexually Broken

5th February - Little Penny Lay is usually behind the camera at Insex, but she gets in front and exposed for her live Sexually Broken shoot! Petite Penny is bound in strict stocks, her pretty pink panties pulled over her face as she struggles to deep throat a massive cock. She drools everywhere, making a mess of herself while on her knees. Physics seem to prove it'd be impossible to shove such a large object into such a tiny throat, but Penny defies the laws of the universe and somehow manages it (while gagging profusely, obviously).Next, she's pulled up, her tight pale ass on display while still bound in the stocks. Jesse goes to town on her tight little pussy, fucking her roughly with his hands wrapped almost entirely around her tiny waist. Finally she's bent completely in half, and brutally fucked until she's sick! She's a mess of tears, drool and cum whle apologizing to our members over and over. This is a can't miss live show! ...Read More
The Upper Floor @ Kink.com

Lydia Black - Swung

Lydia Black - Sexually Broken

29th January - Little Lydia Black has the perfect bod for bondage; long and lanky, her legs look stunning chained up in strict device bondage. She struggles sweetly as Jesse steps in to ream her waiting throat. He fucks her face until drool pours down her chin and tears roll down her cheeks. She's starved for every inch of dick, smiling as he pulls out to deliver a hard smack to her filthy face. She gasps for breath as saliva smears her makeup and matts her hair.Next, she's bent in half over a post, bound by her wrists, ankles, and waist. Jesse snips her panties off and proceeds to brutally fuck her, using her her holes only for his own pleasure. Her eyes roll back in her head as he violates her throat and she accepts her place as his fucktoy. Her last position is strung up by her knees, legs spread and holes exposed. Her pussy is completely vulnerable as Jesse uses her as a human sex swing. He bounces her on his dick as she hangs helplessly and collapses into orgasm. ...Read More
Kate Kenzi - Dazed and Cumfused

Kate Kenzi - Sexually Broken

1st January - Poor Kate Kenzi is just trying to get things cleaned up a little; bent over, with her sweet little ass up in the air, it's a pretty sight to see her sweeping up. She should focus a little more on the task at hand than she does on looking good bent over though, when a surprise visit from Jesse Dean causes her to jump and smack her head! Totally dazed, she's helpless in Jesse's arms as he tries to help her up. When it becomes obvious she's damn near incoherent though - well, between her tight short shorts and cute little knee socks, what's a guy to do? Jesse soon has his way with her, bandaging her sore head completely in vet wrap. Well, almost her entire head- he leaves her mouth free to please his throbbing cock. She drools helplessly as he fucks her face, smearing her makeup and dribbling down her chin. Just the throat isn't nearly enough for a kinky man like Jesse though; next, he's got her spread wide and bound on a table, her limbs totally mummified in black vet wrap and completely at his mercy. He rams into her tight pussy as she moans in dazed pleasure.What would good first aid be without some medical equipment? Jesse next has her bound backwards in a wheelchair, fucking her violently as her eyes flutter and pussy spasms in totally incoherent ecstasy. Just as she's about to regain consciousness, he's done with her, leaving her bound, dripping, and completely cumfused! ...Read More
Eden Sin - Miracle of Eden

Eden Sin - Sexually Broken

25th December - On a normal day Eden Sin is a ravenous cock-hungry slut. It turns out that when you put a hood on her pretty little head it amplifies her dick desires ten fold. She goes into overdrive trying to get the cock into her mouth and down her throat. Eden has a miraculous ability to swallow a schlong like it belongs in her throat.Held by her neck she can't reach the rope above her or below her. Her head is trapped at the right height for Jesse's cock. When he puts her on her feet she's also the perfect height for him to nail her pussy. With her hands free she's able to pull him in deeper like she likes it.On her side on the box Jesse gets another great position to fuck all of Eden's holes. He is also able to shoot his hot load on her face. Eden is left licking up Jesse's sweet cum. As is always the case with Eden; it's not enough to satisfy her. I guess we'll have to bring her back. ...Read More
Riley Reyes - Suckretary

Riley Reyes - Sexually Broken

18th December - With a sexy secretary like Riley Reyes, what man wouldn't want to work late? Jesse has the place to himself after his employees call it a day; except for Riley, who's tied up under his desk with his cock down her throat! Her pretty little business suit does nothing to hide what a dirty slut she is, pleasuring her boss after hours. She takes him deep in her throat, and you can tell exactly why she got the job. He brutalizes her throat till she's in tears and covered in her own drool; her eyes glaze over with pleasure. Riley's good for more that just sucking though; before long, she's bent over and tied to her boss's desk while he plays her own porn for her to watch while he uses her. You can see her pussy glisten at the sight of herself naked and used. He grabs her tight round ass and rams into her, yanking her hair back so she gets the perfect view of her own degradation. Her tight pussy absolutely worships her cock.Jesse soon tires of her pussy though, and before she knows it, he's got her tied up to the top of a filing cabinet and she's back to sucking him off before the grand finale; Riley's tight little asshole is just too tempting, and Jesse's had it. He violates her pretty pink asshole and sends her into a state of total sexual bliss. ...Read More
Penny Lay - Virgins

Penny Lay - Sexually Broken

27th November - Penny Lay and Jesse Dean are typical horny virgins who can't resist getting a little frisky when they've got the house to themselves. Only Jesse has a surprise for pretty little Penny, and she won't be losing her virginity they way most girls do on prom night. They're getting hot and heavy when she notices some interesting magazines on his nightstand - bondage magazines. Her interest is piqued, and he's more than happy to explore his darkest fantasies with his cute little girlfriend. Penny is on her knees, lovingly worshiping his hard cock. She goes balls deep, gagging on every inch and drooling all over herself. Then Jesse gets to have his fun; he's got Penny tied up to his bed, legs spread and ready to be violated. He fucks her to tears as she struggles against the cruel ropes. Jesse has turned his innocent virgin girlfriend into a true bondage slut, and she loves every minute ...Read More
The Upper Floor @ Kink.com