Oliver Flynn's Videos

RK Prime - 305 Miami Mayhem - 09/24/2018

Thu, 23 Jul 2026 08:25:07 UTC

From the beach to the streets to the bright lights and tall buildings of downtown, let Abella Danger, Gina Valentina, and Katana Kombat show you the best of what Miami has to offer. First, Abella scoots down the boardwalk in a tiny thong, making stops along the way to twerk her legendary ass and soak herself down under the beachside shower. Gina leads us through her 'hood as she wraps her plump lips around a stick of rock candy and wiggles her booty through a game of hopscotch. And clad in a bright pink trench coat over a tight bodysuit, badass babe Katana gives you peeks at her assets in the middle of the business district! Back at the studio, these babes combine their wiles for a stunning orgy with lucky Oliver Flynn, who gets to fuck all the hottest Miami babes and cum on all three of their faces!, 09/24/2018

Teens Love Huge Cocks - Models Day Out - 09/13/2018

Thu, 23 Jul 2026 08:10:06 UTC

Everyone knows that Reality Kings takes models where nobody else does, and today the beautiful Anya Olsen is heading out to the stunning Florida Everglades with her costar Oliver Flynn. The babe bonds with her new beau as their boat cruises through the swamp and they take shelter from the rain in an abandoned house where naughty Anya wants a preview of what's to come, squatting down to suck Oliver's cock. They head to a gator farm where Anya poses with some of Florida's finest fauna before heading back home where she can let out her own inner wild thing. All that fresh air must have worked up her appetite, because Anya can't wait to get that dick, sucking Oliver until he's good and hard and then hopping on top to ride him until he spunks all over her tits!, 09/13/2018

RK Prime - Miss 24 7 - 09/03/2018

Thu, 23 Jul 2026 08:02:06 UTC

Riley's been dreaming of dick, dick, dick! Huge boners just keep appearing out of nowhere when she's having breakfast, taking a shower, or talking on the phone. This cock-hungry blonde can't get enough, and she'll always drop whatever she's doing to get a mouthful of dick. But not even Riley's talented lips are able to take care of two dicks at once, so she gets naked to make it easier to have one cock in her mouth and the other in her pussy! Maybe after this blonde takes the two jizzloads of her dreams all over her face she'll finally be able to get some rest!, 09/03/2018

Milf Hunter - Fucking My Best Friends Mom - 09/10/2018

Thu, 23 Jul 2026 07:01:06 UTC

Oliver gets more of a reward than he expected when he helps his best friend move out! His buddy's extremely sexy mom Ryan offers Oliver a cool glass of water and as she bends over, her short satin nightgown rides up to show him her big ass and bare pussy. After what he's just seen, Oliver can barely keep his mind on their conversation as Ryan tells him how lonely she's going to be all alone in that big house...and she wants his company! Ryan directs the helpful lad to lick her pussy before she teaches him a thing or two about pounding her doggystyle bent over the counter. Oliver can't hold back and cums all over Ryan's stunning big tits, and he'll be back to help her out around the house again very soon!, 09/10/2018

Teens Love Huge Cocks - Stuffing Skylar - 09/21/2018

Thu, 23 Jul 2026 06:53:09 UTC

Skylar Valentine may be the tiniest pornstar you've ever seen, but she's been dreaming of the biggest dicks! In Skylar's naughty fantasy, three huge cocks follow her every move, their blindfolded owners trying to catch her as she dodges and weaves and even crawls between their legs! When they finally get a hold of the petite minx, Skylar giggles as they pull up her top to squeeze her sweet little tits and then greedily sucks all their cocks one after another. She squeals with delight as they lift her up and fuck her tight pussy and her mouth all at once, and she can't wait to get her face covered with cum!, 09/21/2018

Big Naturals - Britts Big Bouncy Tits - 09/11/2018

Thu, 23 Jul 2026 06:28:09 UTC

Busty New England babe Britt James is loving the warm Florida weather, the beach, and the opportunity to enjoy the sun's rays on her big natural tits that are just barely covered by her tiny bikini top! Britt loves showing off her double Ds and reaping the benefits as they turn every guy in a ten-block radius into her willing fuck toy, and stud Oliver is no exception: he's drawn to her massive cleavage like a magnet! Massaging, motorboating, and all-out worshiping Britt's tits isn't enough, so Oliver oils them up and slides his cock between them, then flips her onto all fours so she can feel his cock deep in her pussy! There's only one place Oliver wants to drop his massive load: all over her big bouncy boobs!, 09/11/2018

Moms Bang Teens - Mechanic Appreciation - 08/21/2018

Thu, 23 Jul 2026 04:53:09 UTC

Cute Asian teen Vina needs her car fixed, and her friend Oliver is happy to help out, especially when Vina decides to thank her with a blowjob! When Vina has to take a break to answer her phone, she doesn't realize that her stepmom Lexi decided to take ov, 08/21/2018

RK Prime - Thot In The Shower - 08/10/2018

Thu, 23 Jul 2026 04:29:08 UTC

Now that Oliver and his friend Sarah are roommates, he's getting to see all the skimpy outfits she walks around the house in, and it's extremely distracting! But the sight of her tits bouncing under her crop tops and her big booty squeezed into her little, 08/10/2018

HussiePass - Second Official Double Vag with Kyler Quinn, Brian Omally, Oliver Flynn - 07/12/2023

Mon, 06 Jul 2026 00:41:10 UTC

11 months after her First Official Double Vag, Hussie?Pass is pleased as punch to have the lovely ? Kyler Quinn back for another double stuffing, this time from our guys Brian Omally and Oliver Flynn. After the critically acclaimed Johnny ?? Robins interview portion of the program ??‍♀️ Kyler warms herself up by sliding 4, then 5 fingers into her vagina ??? Brian and Oliver step in, each with a rubber dong so they can assist in getting Kyler loosened up. She blows the guys for a few, followed by a lot of foot fetish ??? footjobs ?? pussy ?? and ass eating ?? and even a little fisting action ? Kyler then goes reverse cowgirl on Oliver as Brian comes in from above and the double vaginal sex has begun! Kyler takes both guys like that and doggystyle, followed by a nice double blowjob. When the time is right, Brian dumps on her pussy ✊?? and Oliver gives Kyler a very nice facial ?‍♀️??✊ We brought our camera into the shower after ?? to see how things went for Kyler... Until Next Time! ?️, 07/12/2023

HussiePass - Kyler's 1st Ever “Airtight” with Kyler Quinn, Damion Dayski, Danny Steele, Oliver Flynn - 07/24/2022

Sun, 05 Jul 2026 14:56:35 UTC

Our lovely friend Kyler Quinn wanted to do a special “Airtight” scene, so we teamed her up with Damion Dayski, Danny Steele and Oliver Flynn for this week's special Hussie Pass update. Urban Dictionary defines “Airtight” as “(The) Practice of filling all 3 orifices of a female by either penis, or objects. A penis in the ass, pussy and mouth at the same time, or a combination of penis and vibrator/dildo”. Well, I can say we covered all those bases! After a quick pre-sex interview, the action starts with the boys slathering Kyler in lube and getting all three of her holes loosened up with some large rubber dongs. Kyler gets on her knees and we have some blowbang action as she sucks off all three guys at the same time. Danny then shows our humorous side by sticking one of the suction-cup dongs to the top of his head and having Kyler ride it as she blows Damion and Oliver. They Kyler shows us that she's a true 3holer as all three guys take turns simultaneously fucking her mouth, pussy and ass. Damion, Danny and Oliver fill Kyler's holes in a number of positions until the boys can hold out no longer: Danny and Oliver cum on Kyler's face and Damion dumps in her cunt. We followed Kyler into the shower after to see how her 1st ever “Airtight” went..., 07/24/2022

HussiePass - 1st Double Vag For Angel Youngs with Angel Youngs, Jax Slayher, Oliver Flynn - 06/12/2023

Sun, 05 Jul 2026 11:06:26 UTC

The lovely Angel Youngs ❤ makes her long-awaited Hussie?Pass debut this week, and we paired her up with Jax Slayher & Oliver Flynn for her 1st ever double vaginal scene! ? After our wise director Johnny ?? Robins conducts his contractually obligated interview portion of the program ??♀️ Angel gets herself warmed up, 1st using her fingers, then with a large pink rubber dong. In step Jax & Oliver with some lube ? for the all-natural coed's 34DDD boobies and delightful backside. Angel drops to her knees and begins to do the old ♫♪ Row Row Row Your Boat...♪♫ with the boys ?♀️ sucking and slobbering on each of their stiff pricks ??? Next up, Oliver fucks Angel's rather ample breasts ??? as Jax gets a footjob ?? followed by some time on the BBG rotisserie. Angel then eats Oliver's ass ?? as Jax hammer-fucks her from behind before we get to the main event: THE DOUBLE VAG!! ? Angel takes as much of Jax AND Oliver as she can in her pussy via cowgirl/doggyst, 06/12/2023

HussiePass - 1st Pro 2nd Guy featuring Xoey Li with Oliver Flynn - 06/13/2023

Sun, 05 Jul 2026 10:58:15 UTC

Brand new 18-year-old TEEN newbie Xoey Li ❤ makes her industry debut today on Hussie?Pass, and we matched the TEEN up with our good well-hung buddy Oliver Flynn ? for this TEEN porn update (because everything sounds better with TEEN, lol). After our director, Johnny ?? Robins, helps us learn a little about the little nipply ✏️✏️ Asian TEEN, Xoey gets naked and diddles herself to get her TEEN motor running. Oliver steps in with some lube ?? for her itty-bitty TEEN titties and tight little TEEN ass before Xoey gets her 1st look at only her 2nd cock EVAR! Xoey downs that big gift ?? like a champ ?? even when Oliver flips the TEEN around for some airborne 69ing ✈️? Xoey sucks his dick some more ?? eats his ass ?? and gives him a footjob ?? followed by Oliver suckling on ??♂️ her very moist & meaty ? TEEN vagina. Then ? he puts ? it in ? TEEN Xoey takes all of Oliver's long schlong mission, 06/13/2023