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Lily O'Riley - Search Results



    A simple midday MASTURBATION session is the perfect opportunity to show off my soft, wrinkly soles while I get off with my Eroscillator. Watch as my perfectly manicured toes curl and flex, showing off my silver toe ring as I cum with my sexy feet in focus.

  • Snap Show: Sneaky MASTURBATION

    Sometimes I have to sneak in my MASTURBATION sessions around the edges of my other obligations - this time I'm stealing a few moments to get off before a friend arrives, so I quickly strip down and grab my Doxy wand to make the most of every second. There's some nipple play, lots of clitoral orgasms, some sensual fingering and finally a bunch of squirting as I toy with inserting the head of my vibrator between my pink labia.

  • Bedwetting MASTURBATION

    After hearing that holding a full bladder while masturbating can lead to stronger orgasms Lily just has to try it out, so she starts out with some nipple play - and if you've seen her Nipple Play Orgasm video you know just how much she loves that - before pulling out a little vibe and placing it right on her clit. Once it's pulled an intense little squirting orgasm from her she can't help but arch up onto her knees and cum over and over again, trying to clench against the pressure until she finally loses control of her bladder entirely and soaks the bed.

  • Voyeur Morning MASTURBATION

    Mornings aren't Lily's favorite thing, so she often begins with a soft, sensual MASTURBATION session to build up energy for the day ahead. She starts out with some half-awake grinding against the bunched up covers before stripping out of her bra and gently fingering her pussy. As she comes awake she loses the panties as well and rubs her way to a series of intense, moaning orgasms before ending with a sexy full body stretch as she attempts to muster up the energy to get out of bed.

  • Headphone Couch MASTURBATION

    Relaxing on the couch with my kitty ear headphones is my favorite way to spend an afternooon, though it often leads to masturbating. You'll get to watch me play with my gorgeous soft tits (putting my puffy nipples on perfect display) before pulling out my Doxy wand and cumming over and over. At first I use them over my panties, but soon enough I have to pull them off so I can taste my soft pink pussy and spread it wide for the g-spot attachment. When I kick my foot up on the back of the couch you get to watch my long pale legs tremble as I slide the toy inside and almost instantly cum again. I'm entranced by the music in my headphones, oblivious to how loud I get as I pin the vibe to the couch and ride it until I can't take any more, giving you a clear view of how the headphones hug my ears and keep me in my own little world. Finally I give in to the need for even more and fuck myself with the toy, grinding it hard against my g-spot and letting you watch as it slides in and out of my pussy until I can't help but squirt all over the couch. If you want to watch me cum until I'm a shivering mess, this is a must-have.

  • Snap Show: Pre-Date MASTURBATION

    First dates make me nervous and when I'm nervous I get all kinds of horny, so I settle in with my Doxy to take the edge off before I leave to meet my dinner date. One orgasm isn't enough to satisfy me, so I strip away my leggings and sloppily finger myself before grabbing a small dildo and fucking myself to a series of messy, squirting orgasms, all while showing off my sexy soles.

  • Schoolgirl MASTURBATION

    Lily loves getting to tease you when she's dressed like a cute little schoolgirl, tugging up her short white tshirt to show off her perky tits and perfect pink nipples. When she lifts her skirt she gives you an eyeful of her soft little lips and big needy clit before scooting to the edge of the chair and letting you watch as she fingers herself to orgasm after orgasm. Her pussy is soft and wet and perfectly on display as she fingers herself to a final shudderingly intense orgasm.

  • Boot-Focused MASTURBATION

    Clad in a tight black dress, over the knee leather boots and long opera-style satin gloves I know just the effect they have on you, so I stroke and pet along the different textures, letting the soft noises of my moans and whimpers accompany the slick slide of satin on leather. I finally spread my pale thighs and give you a view of the satin as I rub my clit to a series of intense orgasms before wrapping my arms around my boots and flashing my big doe eyes at you so innocently. It's a great introductory clip if you're dipping a toe into boot or glove fetishism, but...

  • Snap Show: Stockings Focused MASTURBATION

  • Snap Show: Airport MASTURBATION

    I have a terrible time behaving in public (and it's even worse when I travel) so when I had a long layover in the airport I ducked into the public restroom to rub one out while dressed in my super casual traveling gear. Watch me strip out of my tight leggings, play with my pretty pink nipples and try to sneakily cum without alerting any of the other occupants to what I'm doing. It gets a bit risky, but that's what makes it fun!

  • Snap Show: Airport Restroom MASTURBATION

  • Rope Harness MASTURBATION

    After learning how to tie my first rope body harness I had to take a moment to grab my little vibe and see how hard I could cum. With the snug blue ropes holding me tight and pressing my hard clit up for the vibe to stimulate it isn't long until I'm arching and writhing as I cum over and over again.

  • Snap Show: Mid-Filming MASTURBATION

    So whenever I film customs I invariably get distracted by my incessant libido - this time I have to take a break right in the middle of filming to let off a little steam. You'll get to watch me finger my super-wet pussy before I take one of my knotty Bad Dragon toys to the hilt and finish myself off with my Doxy for a bunch of intense orgasms.

  • Snap Show: Venus 2K MASTURBATION

    Exploring new toys is what makes my snap shows so delightfully addictive, even more so when I get to try out something unusual like this male milking machine. Not having a penis isn't going to stop me from putting this through its paces - I hold the gently sucking cylinder against my nipples before sliding it down to my wet and needy clit. I punctuate my unorthodox MASTURBATION with soft commentary, letting you know just how it feels to be sucked off by this hungry little machine.

  • Hipster Robe MASTURBATION

    Lazy hotel room nights are made for curling up in an armchair with my hipster glasses on and taking my time to cum with a sexy little vibe as the perfect nightcap. I show off my pink nipples and slide my hands along all of my curves before fingering myself until I'm wet and needy. When I can't take any more I grab a thick blue vibrator and slide it slowly along my lips until I'm arching and moaning, sexy legs on display as I use it to cum until I can't take any more.


    Lazy mornings in nothing but a thong and tank give me the best opportunity to show off for you, so I tease you with my round ass and soft tits before settling against the lounge and sliding my fingers against my needy clit until I cum over and over again with my muscular calves and sexy legs framing my perfect pink pussy.

  • Snap Show: Sunlit Hotel MASTURBATION

    This snap show from back when I visited Miami was so much fun - I pull on my long, tight dress to show off my tight thong and soft, perky tits. Showing off for you gets me all turned on, so I just have to strip down and show off my perfectly pale body. I can't help but slide my fingers against my dripping wet pussy, driving myself to some intense little orgasms, before finishing by grinding my thick, swollen clit against the sheets until I cum one final intense time. *DISCOUNTED DUE TO MINOR AUDIO GLITCHES*

  • Snap Show: Rest Stop MASTURBATION

    Long drives always lead to long breaks to rub one out, at least where I'm involved! I tuck myself away in a bathroom stall and touch myself everywhere I've been craving - playing with my sensitive nipples and sliding my fingers deep within my needy pussy. I switch positions a few times, so you get all the good views; leaning back against the wall as I rub my clit, bending over so that you can watch my curves as I write and then letting you watch from behind as I finger my pussy and rub my cute little asshole.

  • Snap Show: Jeep Seatbelt MASTURBATION

    I'd had my eye on my friend's Jeep for a while, so when they left me alone with it for an afternoon I just had to take the chance to climb inside and play around! I love their 4-point harness - something about the smooth, shiny webbing really gets me all hot and bothered - and the camlock connecter is sexy as hell. Once inside I take a little time to strip down - shimmying out of my pants and pulling up my crop top - before locking the seatbelts into place and sliding my panties to the side so I can finger myself to orgasm over and over again. With my foot up on the dash it perfectly shows off my long, pale legs and keeps my pretty pink pussy on display, so if you're into watching insatiable redheads cum in cars this is one worth keeping.


    After a long session at the gym Lily loves getting to strip down for her Premium subscribers, so today she's hidden in one of the bathrooms to show off her slim curves and cute little thong as she takes everything off nice and slow. Once the clothes are out of the way she can't help but put her fingers to work as she leans up against the wall and desperately rubs her clit, cumming over and over again. With her leggings down around her thighs and her sports bra pushed up to free her perky tits you get to see everything as she gets wetter and wetter, struggling to stay propped up and not get too loud as she rubs one out with her cutely manicured nails.