Latest 'Family Roleplay' updates from Free Kink Men (Page 2)

When this horny stepdaddy sees his stepson and the boy?s friend messing around in the living room, he can?t help but watch on, getting off on seeing the two young studs get physical with each other. It?s not until he spots the friend?s jockstrap that he steps in, eager to see more of what their guest has to offer. Stripping off his track shorts, the stepfather and stepson check out the boy?s enormous package, leading them both to take turns sucking his thick meat before presenting their holes for a deep, raw dicking!

Learner?s Permit Driving lessons are making Zach a little nervous, so his stepdad Richard decides to comfort him. When he asks Zach to pull over, the kid immediately becomes upset because he thinks he did something wrong. But Richard reassures him, asking the boy if he needs help calming his nerves. Relieved, the boy eagerly climbs into the backseat to suck on his stepdad?s cock before bending over so his old man can stick his tongue in his tight teen hole. Richard pounds the hell out of Zach until he is ready to burst, unleashing a thick load of cum inside the boy?s hole. Filled with his stepfather?s love, Zach is now ready to take on the road with the help of his old man. Talk about a backseat driver!

Homesick I was never really close with my cousins growing up. I didn?t really see them. It wasn?t until later when we were all teenagers that we were brought to the same place. It was crazy to think I had relatives that sexy! But I knew I could never do anything about it. I always wished I?d made some sort of move. When this video came in, I was glad to know I wasn?t the only one who had a thing for cousins! When Caleb comes to visit his stepuncle, he too finds himself around people he doesn?t know all too well. When he gets homesick, his attentive stepuncle Jacob makes sure he feels right at home. An innocent hug leads to a stolen kiss and before you know it, the homesick boy is happily sucking down on his mother?s stepbrother?s pole!

It?s natural for young men to look up to the older men in their lives; to want to do as they do and learn from them. And oftentimes, boys will grow up wanting to do the same work their dads did. For this curious boy, he can?t help but admire his handsome doctor stepdaddy. In fact, seeing him come home in his flattering scrubs stirs up all kinds of feelings. When he asks his old man about a future in medicine, his sexy stepdad is happy to give him some beginner lessons in anatomy? leading to him showing off his big, beautiful stepdaddy dick. The horny boy is eager to learn more, even going so far as to practice sucking on his old man and serving up his tight hole as a late-night snack!

Back to School, There?s nothing quite like summer. The sun?s out longer, guys show off more skin, and daddies? boys are free to hang out at home for weeks on end! Sadly, as August comes to a close, it?s time for good boys to get ready for classes. This sexy muscle bear checks in with his stepson to make sure he starts off the new year right. While going over ?back to school? clothes and supplies, the older stepdaddy can?t help but admire his growing boy?s body in his fresh new looks. His hands check for every snug part of his garments before finding a tightness in the young man?s crotch! The tension becomes more than each other can handle, leading the handsome stepdaddy to give his adorable bottom boy a sexy summer send-off with his raw cock up his tight virgin hole!

Daddies seem to have it all. They?re older, stronger, and much more experienced. Not only that, they tend to have a lot more money than their eager, wide-eyed boys. When this muscular stepdaddy?s stepson tries to get some extra money from him, the prudent older man is quick to reject his wishes. Not willing to take ?no? for an answer, the boy pulls out his secret weapon: his sexy, young, irresistible body. The careful man is helpless when he sees the young flesh of his stepson on display. Playing up a little strip tease, the boy turns the tables and makes his enticed stepdad beg him! This boy wants to make his old man happy?but he?s going to earn some cash, too.

I found this handsome man online a few years back. He was sexy as hell and had so many great stories of the exchange students he would host with his stepson. The idea of this handsome man with a revolving door of sexy bottoms was enough to get me leaking. When he finally sent in this video of him making his newest guest feel at home, I was instantly hard! This salt and pepper stepdaddy brings his smooth young visitor into his morning routine by showing him his morning wood? even giving him a taste! The boy in return practically serves his ass up as a hearty breakfast, giving the older man plenty to chow down on. I wish I could find a way to get into this man?s exchange program!

You?re a Virgin Right? Sex education wasn?t very good when I was in school. Most of it centered around how to avoid getting girls pregnant, something I never really paid much attention to. By the time I got my hands on my first condom, I had no idea what to do! I would have been lucky to have a hot stepdaddy teach me. When I saw this video in my inbox, I was so jealous! This tall, scruffy stepdaddy offers to show him how to put one on, even offering up his own, big cock as a practice dick! Of course, they have to get each other hard first! This taboo scene definitely makes it seem like sex should be taught at home!

There?s nothing hotter than seeing a hot older man play with a sexy younger guy. I?ve seen videos my whole life of this stepdaddy/stepson fantasy, but recently I saw something that nearly blew my mind! One of my special video boys sent me an invite to his webcam chat, wanting to show off the hot jock bod he and his stepdad have worked to build. As a fan, I couldn?t resist the click! What happened next was so hot I barely lasted until the end! While this cute boy strips down and jerks it for his many online followers, his furry stepdad catches him in the act! Fortunately for the young cammer, his old man is so turned on by the idea of anonymous strangers watching him and telling him what to do, he decides to join in! Needless to say, these voyeur pervs were all like me and thrilled to see this stepdad and stepson couple take direction! I was able to get it up online and you have to check it out!

After visiting their folks, stepbrothers Markus and Igor return to their hotel for some rest. Once Igor falls asleep, Markus decides to whip out his dick and jerk off before nap time. But Igor?s definitely not asleep, and he can?t stop himself after seeing his bro stroking that big cock. After a bit of convincing, Markus agrees to a blowjob, but things naturally escalate between the two - they are only step bros after all.

Austin has been begging his dad to take him camping for weeks! As soon as they?re together and alone, they can barely keep their hands off each other. As night settles and they cuddle up by the fire, the young boy is eager to hear some scary stories from his old man.

This video reminds me of so many idle afternoons I?ve spent just watching porn and dreaming of stepdaddy?s dick. Luckily for this kid, his stepdad isn?t too far away and is happy to see his horny boy touching himself. The beefy muscle stepdaddy steps in to give the nervous, young guy a hand, teaching him not to rush the moment and just enjoy riding that edge! What I would have given to have a handsome muscle bear there to help me get off! The young guy can?t believe how good it feels to have his stepdad stroking him and sucking him, making him see him in a whole new light! So much so that he happily offers up his hole to his old man to fuck and breed! Check out these hot guys fucking and bonding on a whole new level.

It?s easy to take for granted when you?ve got a hot, older man who?s eager to please. Especially when he?s in your own house! But it?s important to remember that he?s got needs, too! This video came in and shows how a sexy, scruffy stepdaddy puts his foot down and demands his boy truly appreciate him and make love to him like he likes. If he were my stepdad, I would do anything I could to worship him and make him feel like the king of the house! This boy eventually comes around, sucking on his stepdad?s big, broad chest and nipples, sucking his cock, eating his perfect ass, all before sliding his thick cock inside his tight hole. Now that?s how you seduce a stepdaddy!

George spends his whole evening worried about his boy?s date. He wants him to be free and experience new things, but he can?t help feeling jealous about the guy he?s with. More than anything, he wants to be intimate with his stepson and give him everything he wants. When Ethan comes home heartbroken and distraught, his old man is there ready and willing to make him feel better. Sexy stepdaddy George kisses his boy sweetly and passionately, telling him that no one can fuck him better than an experienced older man like his dear old stepdaddy!

Little Austin doesn?t see his stepbrother all that much. He lives with his stepdad?s ex-wife, but on occasion, he comes to stay when she?s out of town. It?s been a while since they?ve last seen each other and the big guy has fully grown! He?s a real man now with a broad chest and square jaw? and he smells just like his stepdad! When Austin catches a glimpse of him getting out of the shower, the horny little boy can hardly wait to pull out his cock and stroke it, thinking of his big stepbro?s meaty cock. The older stepbrother hears what?s going on, knowing well that his little stepbrother has always had a crush on him. The freshly showered stepbrother walks in on Austin, offering to give him a hand for some service in return. Before you know it, these two boys are tugging at each other?s cocks and sucking each other off? all before little Austin opens his hole for his big stepbrother?s load. I bet their stepdad will be happy to see them getting along so well!

The first time I learned how to shave, I made a mess of the sink, not to mention my face! If only I?d been as lucky as this young guy to have such an attentive stepfather figure to show me how! Well? I?d probably still be lost, given that I wouldn?t have been able to take my hands off my old man?s dick! Fortunately, this boy seems to be a ways from having to sacrifice one for the other! When the boy?s handsome, scruffy stepdad catches him trying to shave off his peach fuzz, the older man can?t help pop a boner thinking of his young boy growing up. Especially when he?s in just a towel! In the privacy of their bathroom, horny stepdaddy decided to teach his boy something else that comes with manhood: taking his stepdad?s bare cock! Between their big dicks and spilled seed, it looks like they?re making their own mess of the sink!

Muscle bear, John, is an absolute dream stepdaddy! I love talking with him about his dirty fantasies and all the pervy stuff he gets up to with his step sons. He loves these boys unconditionally and would do anything for them?including help them with their intense sexual urges. These young guys can?t get enough of watching porn and jerking off, and I can?t say I blame them! I can barely keep my hand off my dick now! But for John, he knows these boys need to learn the importance of intimacy and the bonding that comes from getting off with a partner, not just into a sock! And lucky for them, he?s ready and willing to step in! Catching his boy, Mark, jerking off again and again, he takes the opportunity to show him how it feels to be taken care of by someone else. This handsome stepdaddy takes his stepson?s big cock in his hand and gives him a lesson I would have begged for! And as he edges his boy over and over, Mark begs, too, for his stepdaddy to make him blow his load!

Little Austin has learned a lot about sex from his stepdad. Taking his hard, raw cock is unlike anything else. And he can?t get enough of those hot lessons. But he?s also learned a lot by watching porn. Like him, I?ve spent much of my life hunting down hot videos, trying to get my eyes on anyone fucking! (Even putting them up online!) When Austin uses his stepdad?s laptop to do his homework, he stumbles upon his stepdad?s home videos? with his mom! He can?t help but be turned on watching it, always hungry to see his stepdad fuck. And I can?t blame him! When his stepdad catches him about to jerk it, he gives him a golden opportunity: the chance to feel what fucking feels like from the top! Little Austin is nervous at first, but his rock hard cock stands at attention for his old man?s ass. With his stepdad?s guidance, he learns how to use his big boy dick and pound a real man! If only I?d had a hot stepdaddy around to show me!

Little boy Austin is out trick or treating as an adorable little fox when his step-dad brings him to the final house of the night. And who should answer the door but their favorite family doctor. Is this a trick or a naughty treat?

It took a little bit of work to get this video up, but god was it worth it! This stepdaddy has been amping up the security in his house ever since his new wife and stepson moved in. It started as a few motion-sensitive lights and cameras, but it quickly escalated when he saw the boy?s overtly flirtatious behavior. His stepson kept putting on little shows for the cameras, flashing his cock and butt, knowing that his new stepdad would see it. And when you take a look at him, there?s no question why he would! He?s is a tall man with a great body and perfect set of nuts. This video shows one of the times that his stepson was caught on camera teasing his stepfather. And sure enough, his old man takes the bait! After fighting off his attraction to the boy for months, he finally gives in. He storms into the kitchen to scold the boy, but seeing his naked kid in the flesh is more than he can resist. Soon the pretty boy is on his knees with a big dick in his mouth, and he leaves the kitchen with a hot load of family seed on his butt.

After seeing his step-dad?s dildo, this study son goes snooping in the old man?s room. Guess he didn?t get enough taboo fun! And who can blame him? He?s gotta be quick, though, his beefy dad will be home any minute?

Jacob loves taking care of his little boy. Whether it?s an after school snack waiting for him in the fridge or a big cock up his tight hole, he knows that part of being a stepdad is making his stepson feel happy. Austin loves how his stepdad dotes on him and can?t get enough! Still, he looks for any chance he can to make it up to him. Knowing that his mom won?t be home for while, little boy Austin pulls his stepdad?s dick out right away, taking it deep down his throat. Clearly his stepdad taught him how to be thankful and appreciative, but if this boy is anything like me, he?s just greedy for stepdaddy dick in his mouth and ass! I love watching this little boy take his stepdad?s bare cock deep, begging him for his thick, creamy load! This one is for all the other perverts out there who lose it at the sound of a stepdaddy saying ?good boy.?

It?s a long drive to their cabin vacation, and it can be hard to pass the time. This dad and step-son can barely stand to be this close without touching, leading them to take a quick pit stop to release their urges.

Colin soccer injury hasn?t gone away and he?s not sure what more to do. His uncle has a friend who is more skilled with massage therapy and his happy to help out. Dr. Wolf is glad his friend can help and he can?t help but be excited about the idea of his nephew being touched all over. The helpful masseur knows the horny boy loves being touched, and his skillful hands know how to work him hard.

It?s that time again and this little boy is due for a physical. No one can know the secret between he and his step-dad, and the older man knows his son doesn?t know how to lie. He makes the appointment with a young doctor and insists that he stay in the room with him, hoping to evade any suspicions.

When this fun stepuncle comes to stay, it causes some tension between two growing boys. The younger one always gets the athletic man?s attention while the older boy feels left out. His suspicions are confirmed when he sees his popular stepuncle kissing the younger stepbrother in their bedroom! The pervy stepuncle has his favorite, but that doesn?t mean he doesn?t love them both? especially seeing just how much they?ve grown. In an effort to make the older boy see what he sees, he barebacks his younger nephew in front of him, showing him just how sexy he is before giving the older boy a chance to feel his dick inside him!

It can be difficult having to share a bed with your cousin, especially when you?re desperate to jerk off. Not wanting to wake up his cousin, he slips into his stepdad?s room to find him sleeping naked? as he always does. Slipping into bed, his horny stepdaddy notices his rock hard cock and knows the boy needs a good hard fuck. The young boy sucks his stepdaddy?s cock while the bearded man devours his tight, smooth hole, all before slipping his huge dick deep inside. Forgetting his sleeping nephew in the next room, Jacob pounds his boy?s hole, waking the young man. The curious cousin walks in to find his cousin and stepuncle fucking hard and eagerly joins in!

A lot of pressure can build around Parent-Teacher Conference time. That?s when all the school-boy secrets are revealed and daddies must decide what they?re going to do with their sons. When this young man confesses to not doing his homework, his old man reminds him just how smart and special he is, but insists they find a way to get his grades up. Luckily for the boy, that?s not the only thing that gets up! Happy that his stepdad will help him out, the two kiss and embrace, leading to a hot, bareback fuck session. Their passion builds, making the older man have to choose between his boy?s hot mouth and hole on his cock or heading off for his meeting!

Sometimes daddies need to dole out punishment as well as affection. And sometimes, the best way to show a boy you love him is to fuck him like it?s punishment. When this sexy stepdaddy finds out that his stepson has been stealing from their Latin guest, he bends the troublemaker over his knee to spank some sense into him. When the foreign exchange student sees this, the young guy can?t help but be turned on. Watching the older man display such strength and power gets his heart racing and his cock hard, desperate to feel his host?s big hand smack his smooth, tan behind. The horny stepdaddy is more than happy to give him a taste of his rough side, bending him over and fucking him hard and raw!

I never could get my mind off of stepdaddy dick when I was in school. It took every ounce of energy I had to focus on my homework and not on finding some hot, hairy stepdaddy to take me hard. For this young guy, he has the opposite problem! While he?s working on a school essay, his horny, aggressive stepdad sneaks into his room. The sexy guy says he?s looking for a quickie and, as he so perfectly puts it, ?to bust a nut!? The young stepson knows he should stay focused, but it?s impossible to do so with his old man?s persistent cock pressing up against his mouth and hole! Seeing that his stepdad won?t take no for an answer, the young guy has no choice but to give up his tight, smooth hole to his hungry stepdaddy, taking every inch of throbbing cock!

Ice Cream Truck The Angus boys love to play video games on long hot summer days, but when an ice cream truck drives by their tiny apartment, little Barron can hardly contain his excitement! Mr. Angus returns with ice cream for his darling boy, but he expects something in return? a long sloppy blow job. Barron sucks first on his ice cream cone and then his old man?s thick cock, and Mr. Angus plans to fill the growing boy with some extra special heavy cream once he?s had his treat!

When Jacob comes home after a long day, he?s amazed to find the place an absolute mess! With his stepson and step-nephew sitting on the couch, he has no choice but to step in and remind them who?s in charge. Despite his disappointment, he feels his crotch swell at the mere sight of his handsome young studs, eager to dip his bare cock back inside their tight holes. Needing both to have a clean house and to breed boy butt, he has his boys draw straws to decide what each will do. One will be stuck cleaning and the other will get to ride his big, raw dick!