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Lily O'Riley - Search Results


  • 4K Post-Pumping Edging & Squirting

    Picking up where UP CLOSE PUSSY PUMPING left off, Lily starts with showing you her incredibly puffy pink lips before lubing up her tight little asshole for a sexy glass plug in anticipation of an extended edging session. Watch as she slowly shoves the plug inside, moaning and describing the stretch as she goes. With the see-through toy filling her up Lily goes back to showing off her fat, wet labia before fucking her sensitive pussy with a metal g-spot toy that rubs her hot little cunt just right as it wiggles the plug inside her ass. She's too sensitive to edge herself while getting fucked like that, so she pulls out a doxy wand and feathers the vibrations on her clit while moaning and begging. Every time she gets close to cumming her well-pumped lips pulse and you can see the cream drip out of her needy cunt. As the minutes crawl past she gets more and more incoherent, begging so prettily for you to let her cum as she brings herself to the edge over and over again. When she's finally allowed to cum she grabs the metal toy and soaks the bed over and over again as she fucks her creamy pussy hard and deep until she physically can't take any more.

  • Up-Close Pussy Pumping

    After gifting Lily a set of gorgeous blue lingerie the soft-spoken girl decides to strip down and show it off for you (including a great view of her cute little holter monitor) as she teases and strokes herself through the lacy panties. She gives you an up-close view of her wrinkly soles and perfect pink pussy as she fingers her soft, hairless lips before pulling out a set of pussy pumps and dirtily narrating the experience of getting all swollen and needy for you. When she switches to the see-through pink pump her lips swell to fill the chamber, feasting your eyes on how thick and dark they get while her hot little cunt pulses and oozes cream as the pumping makes her cum

  • Toy Tryout: Uberrime Deep Diver

    Lily's been looking for an excuse to try out her new tentacle toy, so when she has a quiet moment she warms up by deepthroating the thick toy before fingering her soaked pussy and fitting the tentacle's curve and all its teasing suckers snugly against her g-spot. When she pulls out a clit vibe you can watch her lips pulse as she grinds hard against the girthy curve and cums over and over again. Soon the invading tentacle has her squirting all over the bed, which only gets wetter and messier with her vibrating wand involved. At the end she's taken all of the tentacle deep inside and completely soaked the bed feat. Deep Diver from Uberrime, We-Vibe Touch & Doxy Wand

  • Post Filming Mustang Dildo Masturbation

    After a long day of filming Lily's naked, soaking wet and desperate to cum over and over again so she wastes no time in grabbing a little dildo and driving it deep in her needy pussy as she lets a stream of dirty talk fall from her mouth. Soon she's cumming hard, alternating between teasing her hot little cunt and fucking herself hard and fast until she soaks the bed. She really does beg so prettily with her soles in the air and a hard cock buried deep in her needy hole, don't you think? feat. Chocolate Mustang from Vixen Creations

  • Sensual GFE Lioness Toy Show

    Laying in bed with Lily is amazing, but if you can't be there then having her talk you through how badly she wants you is definitely the next best thing. She starts off topless and sweet, then peels off her adorable bikini panties and moves you into position to perfectly watch her slide her fingers all soft and slow into her wet, pink pussy. Soon she's using her little grey rabbit vibe and sweetly begging you to make her cum, talking to you just like you were there as she grinds the toy deep into her pussy and cums hard for you.

  • Sneakers Floor Masturbation Show

    Lily's on a time crunch, so she pulls her workout gear out of the way while sitting on the floor and gets to work thrusting her fingers into her soaked pink pussy. Her adidas sneakers are front and center, framing her wet lips as she shoves one of her uberrime toys deep inside. The sloppy noises of the toy slamming into her g-spot shove her over the edge and she can't help but squirt and cum over and over again until she's an overstimulated mess.

  • Toy Tryout: Hankey's Rentman

    Lily ust got a new toy and she's super excited to test it out! She marvels over how large it is, then starts the process of warming up her tight little pussy so the toy can havea chance of fitting inside. Working up to 3 fingers comes quickly, then the giant dildo softly splits her open as she works the length inside. Her little pink lips struggle to wrap around the super girthy toy and she can't help but moan and whimper at the pressure from taking it. Rubbing her clit helps distract her from how stretched out the thick dick makes her and soon her little hole is pulsing and cumming, squirting super hard just from taking the relentless invader. Next she hops up on her knees to ride it, giving you a perfect view of her super fat clit as she rolls her hips and takes all that length so deep you'd almost expect to see her belly bulge from how full she is. Full and fucked into cumming over and over on the rentman's long thick cock... feat. Rentman from Hankey's Toys

  • Shower Fingering Show

    After a long day Lily lets you watch as she strips out of her t-shirt and jean shorts (showing off her cute bikini panties) before getting ready to shower. Once nude she stretches, reveling in her toned body and sexy landing stip before putting her hair up and taking you into the shower with her. Under the water she playfully shows off her enticing curves, running her hands all over her wet body and showing you her tight pink pussy as she fingers herself in a variety of positions that let you watch as she cums again and again. She even puts her soft ass close so you can watch it jiggle as she cums hard enough to squirt on the floor.

  • Nipple Play Orgasm

    Did you know that I can cum just from nipple play? I start off wearing a tiny crop top and teasing myself through the fabric with my perfectly manicured nails, pinching and pressing on my sensitive nipples as I gently gasp and whimper. Once I pull the top up I'm aching for more contact and unrelentingly tease my hard pink nipples, dragging my nails across them as I pinch and tug. The contrast of my green nails against pale skin is hypnotic and my soft moans and heavy breathing as I get more and more turned on can't help but draw you in. It all builds to a sharp creschendo as I cum just from the focused nipple play, no toys or other stimulation needed. If you love nipple play, manicured nails and hands-free orgasms, this is one you definitely need.

  • Satin Gloved Nipple Play

    Lily has such a kink for her feish clothing, so nothing feels sexier than pulling on an opera length pair of satin gloves to pair with her high necked black dress and over-the-knee leather boots. When she's all dressed up like this she can't help but give in to her need to touch, stroking her gloves all over her soft tits, playing with her perky pink nipples and grinding against the bed until she can't help but cum. The focus stays mostly on her soft breasts and perfect nipples as she loves playing with her soft satin gloves.

  • Snap Show: Slime Play

    I love playing with slime - feeling it ooze along the curve of my breasts and pool sticky and slick between my thighs - so I fill up a carafe with the slimy pink stuff and pour it all over, coating everything from my hair to my toes. By the end I'm incredibly wet and messy, completely slippery and so turned on that I can't help but grab an uberrime dildo and fuck myself to some intensely squirting orgasms while showing off my sexy soles.

  • Snap Show: Gloved Play

    After a long day of filming glove fetish clips a girl needs to blow off some steam, so I leave my sexy nitrile gloves on and give my premium viewers a hell of a show. I start off with some fun little mouth play, then move on to teasing my pretty pink nipples until I'm a whimpering mess. From there it's down to just my tiny thong and showing off my sexy feet and soles as I cum and squirt for you until I can't take any more.

  • Snap Show: Motorbunny Play

    I recently picked up a Motorbunny to try out, so you get to watch as I give it a very thorough tryout. I grind on it as I let the soft nubs bring me to orgasm before turning it on and seeing why it's able to compare with similar toys like the Sybian and Tremor. This means you get a great view of all my back-to-back orgasms as I writhe and cum my brains out on top of this sexy little machine. I even turn it up to max at the end just to see how many orgasms I can stand before I tap out.

  • Snap Show: Rainy Car Play

    Rainy days and mostly empty parking lots are the perfect excuse to strip down and masturbate in a very sneaky fashion. The lot lights are the perfect illumination as I pull my yoga pants halfway down my thighs and finger my needy pussy until I'm cumming over and over again. You get to hear about my fantasies of being caught and mandated to suck the security guard's cock as I make myself cum as many times as I can before having to scramble to get dressed to avoid getting caught for real. *DISCOUNTED DUE TO AUDIO GLITCHES*

  • Smelly Feet Feminization 3

    [CUSTOM] Your journey as my cute little shoe-sniffing girl is definitely coming to a middle - in this installment I show off the thigh highs and heels that I stole from your wife while discussing my plans to feminize you even further. I've soaked my stink into her mylon and pumps, deep into the insoles. This doesn't stop you from having her wear them every time I steal them, getting her feet scented like my superior ones so that you can sniff my scent off of her while you fuck. I'm even going to bring your wife into our play! I've seduced her into playing a fun little game with you - you're going to be so surprised when you find out what she has in store for you...

  • Sensual Red Balloon

    I'm in the mood to play with a squishy friend, so I take my time sensually blowing up a red latex balloon as I appreciate the squeak and shine. (I'm having so much fun you can see my nipples are hard by the time I get it blown big and round) Then I play a little, stroking my pale skin before slipping out of the stretchy spandex thong that hugged my hips and grabbing a bottle of lube. My long sexy toes caress the balloon, resting on top while I get nice and soaked and ready to play. Once we're both wet I start off by gently rubbing its surface against my pussy (you can barely see the details through the stretched latex) but quickly move to grinding down on the balloon as I kneel over it. As I get closer to cumming from the slick sensations I lose my top, giving myself over to the feeling as I moan and bring myself to a soft, shudering orgasm. Afterwards I lick the balloon clean, loving the taste of myself off its smooth, shiny surface. This just gets me turned on all over again and I have to spin around, bouncing my pussy on the balloon until I cum again and again, giving you the perfect view of my soft, round ass as I ride my little latex lover to satiation.

  • Snap Show: Njoy Play

    Not technically one of my New Toy Tryout videos, this sexy little snap show invoves me sliding out of my button-up and pajama pants in order to tease myself until I'm so wet you can hear my fingers in my soaked pussy. When I can't take any more teasing I grab my smallest Njoy wand (the aptly-named Fun Wand) and grind it hard against my g-spot, drawing orgasms out of my creamy pussy. After adding the Satisfyer for a little extra stimulation I end by squirting all over the couch.

  • Close-Up Clit Play

    I can't keep my hands off of my thick little clit and I know how you love to watch, so come in close and gaze upon my pretty pink lips as I cum for you in all the ways I love. I start off by tugging on it as it lengthens, swells and becomes so much more sensitive. Once my clit is throbbing and needy I tease myself with toys, bringing out my satisfyer to suckle at it and then pumping it to attention with a little bit of suction. I finally finish by holding a little glass dildo just underneath the bud as I quiver and cum uncontrollably.

  • Playing Hooky Pt 01

    This sexy little schoolgirl has a secret under her skirt...and she's going to lean back against the headboard and let you watch as she explores it. Thoroughly. Watch me finger myself to a series of whimpering, muffled orgasms as I cover my mouth and bite my lip trying to stay quiet. You'll get a great view up my skirt and a front-row seat to every reaction...this one is definitely worth a look

  • Playing Hooky Pt 02

    This bad little schoolgirl has a whole day off and a great idea of how to spend it - watch as I get on my hands and knees on the bed and let my hand go to work under that pretty skirt of mine. You won't actually see what's going on under there, but my facial expressions and needy little whimpers paint quite the vivid picture...and my heaving tits are more than enough to keep your attention