10 Terrific Older and Younger Sex Scenes
Mentors, step-parents, friends' dads, neighbors, teachers: porn is absolutely filled with scenarios that mix young flesh with older and more experienced partners. The power dynamic that gets set up by putting a supple and tender nubile together with a daddy, or a strapping and virile stud with a cougar, is some magical boner juju. That's why we finally wised up and added a new category for your erotic needs: Older and Younger.
The scenes herein are just the tip of the sexy iceberg that is the Older and Younger category. It's not just grandpas with babysitters (even though we have plenty of those). Peep these ten scenes of scintillating sex with a sizable age disparity. Enjoy!
The Daughter Swap series from Team Skeet is totally ridiculous... but a lot of fun. The scene that made the box cover, for example, features the old "hole in a bag of popcorn" trick. Obviously, the writers and performers don't take things too seriously, but that's also not to say the sex isn't super hot. The premise is always that two dads decide to seduce one anothers' daughters (or, a couple times, it'll be the other way around with the daughters doing the dirty work).
One of the best scenes in the series, though, involves magic; not the card game or parlour tricks, but real honest-to-god magic. Lily Jordan and her dad, played by Marcus London come over to visit Cadey and her dad, Tommy Gunn. Marcus comes over and shows Tommy a deck of enchanted cards, and promises to Tommy that he's got more than one trick up his sleeve. They sit the girls down for a show, and soon they are conscripted as magician's assistants and involved in a series of tricks that require them to get into boxes. The final trick, though, is up to the girls... as Marcus tells the Cadey and Lily to make their dicks "disappear".
This HotMovies exclusive from Perv City certainly makes good on its namesake and studio's namesake. Each scene is chock-full of older dudes doing little ladies up the keester. Director Maestro Claudio really knows his stuff! The standout scene of the pack involves the gorgeous Lexi Lore interviewed by co-star John Strong before getting down to business.
Lexi is a vision in her braces, choker, nose ring, and knee-high rainbow socks. But it is quickly apparent that Lexi is a freak in the sheets who is down to clown! She sucks on Strong's feet, rims him so much that you'd swear he just came out of the bath, and gags hard on his dick. Strong repays the favor on the pierced-nipple nymph and chokes her and gapes her and does all the nasty things to her that we all wish we could.
We haven't seen Cleo outside of a Desperate Pleasures title, and that's a shame. Not that we begrudge JW Ties his own personal muse... we just wish that we had more opportunity to see her innocent-but-sexy routine.
It is in full gear in Daddy's Watching 2; where she stars in 3 of the 5 scenes. For our money the best of the three scenes is the middle one. She's already had some of what daddy has to show her - and she's on the hunt for more! If someone as cute as Cleo came to us in a plaid skirt and asked politely for some fun we'd be unable to turn her down, too. Ties licks her little pussy like a pro and gives her a reaming to remember. He doesn't pull out in time, and begins to panic when it turns out Cleo's not on the pill.
How this movie from Digital Sin didn't win the AVN award for Best Taboo Relations movie is beyond us. This scene, featuring the beautiful ingenue Penny Pax and pretend stepdad Alec Knight, is the quintessential taboo scene of the modern renaissance of the niche.
Penny wants to have anal sex with her boyfriend... but she's worried because she's never done it before. She asks her stepdad for advice, because he's a doctor. He uses his position of authority to convince Penny to work her way into prepping for her beau's cock with some toys that he suggests to his similarly scared patients. Knight begins with a coconut oil rubdown on his daughter as she lays on the bed in nothing but a towel. A starter plug goes well enough, and Knight suggests they move on to something bigger. Penny agrees to it - only she doesn't know that Alec intends to use his cock to take her to the next level. Sexiness ensues.
The appearance of a Bree Mills movie in this list is perhaps the safest prop bet ever in our theoretical sex sportsbook. Bree and her studio Pure Taboo are responsible for some of the finest age-play content in the biz. Uncle Fucker is one of the greatest examples out there.
Giselle Palmer plays a rebellious 18-year-old stuck at home when her dad has some buddies over to drink and watch the big game. She squirms when finding out that her "uncle" (her dad's close friend) will be there. Steve Holmes absolutely masters towing the line between creepy old lech and smolderingly sexy predator in the film. He corners Giselle and lets her know that he knows about Giselle's schoolgirl crush on him. Not one to leave things at that, he urges the greatly flustered Giselle into giving into her crush in the open kitchen just off the living room where everyone is watching the football game. They secretly fuck, and the "be quiet so we're not caught" trope brings the heat in this flick. Giselle's facial expressions are some of the greatest we've ever seen, as every emotion and sensation she's experiencing is as exposed as her perfect body.
The most recent in this venerable series might well be its best entry. Like the older women that it features, the Mother-Daughter Exchange Club only seems to get better with age. In our favorite scene from the title, a naive Maya Kendrick lays in a bedroom with the not-quite nun, India Summer.
India doesn't take long to let Maya know that the reason she never took her vows was because she was too hooked on "extracurricular activities." Maya asks if India means hula-hooping. India tells her that it is the pleasures of the flesh that she was interested in. The pairing of the two beautiful women was an inspired choice; they represent exactly what you would want in a scene of an older woman sharing her erotic knowledge with a willing disciple.
If you haven't enjoyed more than one Taboo Handjobs title already, what are you even doing with your life?! For us, this scene was where we fell in love with the series. Zoey Holloway is 100% the MILF that we wish was our stepmom. In this entry, she accidentally barges in on her son masturbating before his first day of college. After her initial shock wears off, she comes back into the bathroom to lend a hand... all in the interest of speeding things up and relieving stress, mind you! What we get is a handjob for the ages... and the revelation that momma Zoey is a nasty freak who wants to set her son up with her friends so she can hear about what it's like. Yes, please!
Boy, what we wouldn't do for some time alone with Joseline Kelly! In this scene from the fantastic Reality Junkies series, the typical storyline of a predatory older couple instigating sex with a younger woman is turned on its head. New neighbor Joseline greets Jaclyn Taylor and husband Tony Ribas in a string [bikini](/scenelisting.php getresults=1&sceneperformer%5B0%5D%5B0%5D=424&sceneperformer%5B0%5D%5Bgender%5D=F) top and dangerously unbuttoned denim short shorts. Joseline sees something she likes and before the older couple is out of the doorway, she starts putting the moves on the sharply dressed neighbors using some of Jaclyn's pie (wink wink).
Jaclyn catches on pretty quickly and is totally game for some fun with her new neighbor. She takes a commanding role, and begins to Domme the scenario. Joseline wants to get ridden hard and put away wet... and Jaclyn and Tony happily oblige. What we're left with is a fast and punchy scene full of enthusiastic fucking and some very contented performers.
What's hotter than a good stepmom movie? How about a creampie stepmom movie! See? We knew you'd agree with us! So in the covergirl scene, Helena Price finally has some time to herself. She chooses to use her peace and quiet to 'get to know herself.' Of course, like all good masturbation sessions, it is interrupted just when it was starting to get amazing. Helena's stepson, played by Johnny The Kid, comes pounding on her door like he's the damn police. His co-dependent girlfriend just broke up with him, and he doesn't know what to do. He has gotten super drunk in the grieving process, and Helena bids him to lay down and nap before they talk about what happened.
Helena goes to check in on Johnny and, instead of finding him awake, she finds him passed out... with his pants off and a hard-on raging! Helena can't help but play around with her stepson's cock, and she soon begins to masturbate while playing with it. As these things tend to unfurl, Johnny wakes up to Helena's sexploitation. Rather than play it off, Helena plays it up and instantly insists that she rebound-fucks the shit out of the young man. An amazing scene of a woman using a cock as her personal plaything follows.
An incredible series from Reality Kings, there really is no bad scene in the catalog. We had a tough time narrowing it down... but there is a little extra magic in this scorcher starring industry icons Dana Vespoli and Janice Griffith.
Janice brings her boyfriend over to the living room couch to practice her deep-throating skills since nobody else is in the house. Quickly, as stepmoms are wont to do, Dana Vespoli walks in on the two of them. Dana goes very quickly from scolding the young couple for sullying the couch to criticizing Janice's technique. It's not long before Dana dips in to show the pair a thing or two that only a smart and seasoned woman of the world would know. The chemistry between the trio is palpable, and we're all the luckier for this shindig being committed to film.
Check out the rest of our new Older and Younger category on HotMovies
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