1. Sexy blonde candle Boxx is your sister & she bursts into your room while you're stroking off & she's shocked she's busted her little brother with his big fat dick in hand! She's surprised your cock is so big now, being her little brother that is and she wonders if dads is just as big. She wants to see how to stroke off & gives you TONS of very sexy instructions with her hands. She pulls up her skirt to tease you, asking if you want your big cock inside her. She teases you with her pantied pussy so good, talking lots of dirty talk & wanting to see her brother just explode with excitement & cum!
2. candle Boxx is your daughter & when you get home she's sitting patiently on daddy's bed, wearing one of your work shirts. She tells you right away that she already saw her brothers cock & it was huge & she was wondering if her dad had a big fat cock too. She's acting all cute & innocent, but dad already knows that his daughter hasn't been innocent for a long time; you know she's a scheming lil troublemaker just like her mom used to be. You're nervous but you've already got a boner & she knows so you take out your dick & she comments that it's bigger than her brothers!! She really wants you to jerk off to her, while she poses sexily on the bed & teases you with jerk off encouragement
3. candle Boxx is picking you up from football practice. You haven't spoken about the last time a few days ago when she busted you jacking off & watched you jerk & cum, even tasting your sweet cum like a total perverted sister! You've both been silent about it since it happened but this is your first time being alone with your sister! She loves how sweaty you are after practice & smelling your pheramones turns her on & she starts flirting with you. You're thinking about the jerk off incident & get another hard on real quick. Sis wants to see it again & encourages you to pull it out & jack it fast for her... it's so risky in this semi public place, right outside his school! She's so close & talks real dirty & nasty to you
4. Sexy pornstar Caroline Pierce in this jerk off masturbation instruction video where she is the teacher! Hmmm you're in detention again, being the bad boy misbehaving like you do... but it always give you alone time with your favorite sexy teacher Caroline! She notices you checking her out & trying to look up her skirt today & even notices you might have a hardon... what a a good eye she has... but then you also have a pretty big dick under there as well! She definately wants to teach you how to jerk off that big man cock good while she gives you tons of instructions
5. Mom Caroline Pierce encourages you to jerk off just for her in the kitchen, what a perverted family you have! She catches you checking out her boobs & jiggles them seductively for you, enjoying your reaction by your hardening cock. She has a sexy soft yet commanding voice as she instructs you on how you should be holding it, how fast you're stroking it as she watches in delight & licks her lips. You know it's turning her on big time! She wants you to stroke it more intense & her energy matches yours 6. You're at the department store with your MOM & SISTER, Caroline Pierce & Sybil Hawthorne. They are trying on clothing & taking so long that you get bored & decide to sneak a peek in the dressing room beside them! You see MOM changing but she looks up & catches you peeping on her! She tells you to get down & you go into their dressing room prepared to get in trouble! Sister Sybil is shocked & indignant but Mother calms her down & wants to see that big bulge in your pants! You're so shocked you take out your raging boner & she encourages you to relieve yourself by jacking off. Sister is so curious & asks a lot of questions while MOM gives you tons of jack off encouragement
7. You were caught with a hardon in class by Sybil Hawthorne & she got a little freaked out so she told the Teacher, Miss Caroline Pierce! Teacher calls you into detention after school & she confronts you about having boners in class. She wants to make sure that you are relieving your cock & balls like any boy should be doing, just not during school hours. She wants you to pull out your cock & show teacher how you normally stroke it while Sybil watches, so she can learn about the male anatomy & how cumming works. While you are jerking your cock, Miss Caroline is explaining things to Sybil, who is watching curiously & asking lots of questions.
8.You're having a quick wank in the car from seeing all the hot ladies in skimpy tank tops & shorts out in the springtime! You're so preoccupied with getting a nut off that you don't see blond office lady Whitney Morgan walk by your car & bust you jerking off your cock! She watches you from the outside first and then gets inside you give you up close & personal VERY SEXY and aggressive masturbation encouragement. She knows you're an exhibitionist pervert who loves jacking his cock for others
9. Sexy blonde fetish model catches you, her younger brother, in her closet spying on her! She gets you out into the room & is gonna play some perverted games with you... she's gonna make her brother jerk off for her, giving you nice instructions and some dirty talk as well. What a totally perverted family you have. She's got a great voice & can tell you what to do with that big cock of yours, encouraging you to stroke it nice & fast! she works you up to a big sexy CUM FINISH
10. Sexy pornstar Candi Apple is back, this time as your friends hot mom. Your friend leaves to run to the store & Candi comes into his room where you're hanging out. She confesses she's always thought you were hot & now that you're more grown, she started fantasizing about you, She thinks you have a nice big man sized cock under your pants so you set out to prove her right! You pull it out proudly & she encourages you to relieve your big cock of it's load. She gives you lots of hand motions and stroke off instructions plus lots of verbal encouragement
11. Lena Ramon is a real MILF who looks 40, with long brunette hair and a calm motherly demeanor to her. you're spying on your sexy mom in the closet, with a huge hardon already but she hears a noice & totally busts you! She makes you get out & sees your huge boner & knows what you're up to. She immediately orders you to take it out so she can see her big boy & give you some hot jerk off instructions 12. A pregnant Lena Ramon (approximately 40 year old MILF pornstar) is on the bed waiting for you to seduce you and watch you jerk that big cock of yours. She's wearing a sheer nightie showing off her nice big breasts. She's about 5-6 months pregnant and is showing is nice baby bump already! She wants you to start stroking that big dick for her while she gives you lots of sexy dirty talk and instructions with her hands. She's very commanding, NOT demanding, in a very MILF mom-like way.
13. You get a knock on your door suddenly so you answer it & it's a very cute & sexy cencus taker, Sybil Hawthorne. She needs to ask you a few Q's but she notices your big bulge under your pants. She wants to know if it's real & if you're real turned on right now. You take it out & her eyes light up! Finally a hot girl who likes watching strange men pleasure themselves & you're going to give her a great show. She's got a lot of tips & hand motions to follow and she's very intense about it
14. You're at your best friends house but he had to run to the corner store so you're in the house alone. You go into his moms room & go into her drawers where U take one of her lacy panties. You smell her scent on them & it gets your cock so hard so you just sit on her bed for a second & stroke it over your pants. It's not the first time you've done this... you've stolen her panties before. But today she's home early & you didn't hear her come in until it's too late!! You're caught red handed with her panties & a rock hard boner ready to bust out of your pants. She likes what she sees and wants to see more of it, You pull it out for her... she plays the older lady seducing the younger guy very well
15. Caroline Pierce is your sexy MILF mother again in this perverted family JO encouragement scene. You're just hanging outside her room as she's lounging until she notices you. She invites you in & accuses you of spying on the neighbor girl & not jerking off thinking of her anymore. Mom is Jealous!! She wants you to fantasize about HER when you stroke it & cum... & seh starts seducing you, wanting you to take it out & show her how rock hard it is. She really wants you to pump it real good as she watches & encourages you, she's getting so turned on watching her boy play with himself. 16. Sexy MILFS Caroline Pierce & Lena Ramon play your mom & Aunt in this jerk off instruction video. You come home from school & Mom Caroline is chatting with her older sister Lena who is visiting from out of state. It's a been a LONG time & Auntie comments on what a big boy you've grown into in all ways. Mom is bragging about how big your penis is & what great techniques you've learned & that now would be a great time to show Auntie your jerk off skillz. You whip it out & it's already rock hard & ready to go. They both watch you and comment positively on how you're doing it & your size. Aunties got some suggestions for you too
17. Sexy pornstar Caroline Pierce in this jerk off masturbation instruction video where she is the teacher! Hmmm you're in detention again, being the bad boy misbehaving like you do... but it always give you alone time with your favorite sexy teacher Caroline! She notices you checking her out & trying to look up her skirt today & even notices you might have a hardon... what a a good eye she has... but then you also have a pretty big dick under there as well! She definately wants to teach you how to jerk off that big man cock good while she gives you tons of instructions
18. COMBINING FAMILY JO ENCOURAGEMENT WITH FOOT FETISH!! Caroline Pierce as your mom & Ryan Ryder as your auntie in this hot family JERK OFF ENCOURAGEMENT video. Your auntie is visiting your mom & they're talking in the bedroom when they see you spying on them! Mom tells you to get your butt in the room & Aunt Ryan comments on how much you've grown & what a big boy you are now. Mom Caroline tells her that you've grown all over & encourages you to show off just how much you've grown. you get so turned on knowing what your mom implies for you to do & your cock is standing at attention already!! Ryan is very impressed and mom tells you to stroke it good for her, give her a good show. Mom is very proud of you & talks about you in good terms while you're still jerkin off.