Blackmailing My Mom Old School Style – 12:43 I’ve been rummaging around our old storage shed looking for stuff to sell, when I find my mom’s ‘crap from the 80’s’ box. I know she’s been wanting to digitize all of her old VHS tapes, and I don’t have anything better to do, so I decide to finally do it for her as a surprise. But it’s ME who gets the surprise. I found a sex tape!! It’s definitely my mom, but it certainly isn’t my dad fucking her. It’s my uncle! I am shocked! I bring the tape to my dad’s house to find her home alone. When I tell her what I’ve found, I can tell by the look on her face I can get just about anything I want out of her now. She’s been passing her pussy out to every man in our family, and now it’s my turn. I tell her that she’s going to let me have my turn with her, or I will tell my father. Of course she says yes, she has no other choice! I enjoy her mouth around my big cock until I need more, then I bend her over the couch, rip a hole in her pantyhose, and fuck her pussy until I cum inside of it. Jane Cane, Shiny Cock Films, mature, taboo, milf, kink, roleplay, fantasy, blowjob, blow job, creampie, cream pie, nylon, nylons, pantyhose, ripped pantyhose, pov, pov sex
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Add to favorites7:18 Just another day in the free use household with Jane Cane fulfilling her duties. Jane’s step son comes into the room and starts using her pussy while she is on the phone with a friend, until he cums on the freshly cleaned floor. Later when Jane wants to goto brunch her stepson points out his hard on and she must suck his cock before they leave. Later that day Jane is folding clothes when her stepson comes in the room and wants to fuck her pussy again. Wade takes his stepmom on the bed and strokes his cock inside Jane’s free use pussy until he blows his load deep inside her cunt. Jane Cane, Shiny Cock Films, milf, mature, blowjob, blow job, pov, pov sex, creampie, cream pie, roleplay, fantasy, big ass
Category Taboo
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Add to favorites11:45 My uncle sends me over to his place to let my Aunt Jane know he’s going to play golf with my dad. To my surprise, I walk in on her waiting for my uncle on the bed in a sexy school girl costume! We both scream and start apologizing. When I tell my aunt the news, she is immediately distraught. It’s their anniversary! I had no idea. I can’t believe my uncle would rather go golfing with his brother than be home pleasuring his wife. She even has a paddle and handcuffs out on the bed! Jane has always been my favorite aunt, so I sit down to console her. Before I know it, she’s telling me that I deserve to be the one in her bed. Not my uncle. She says she wants to get in between my legs and make me feel good. I get on the bed and she slips my shorts off. When she takes my cock in her mouth, I can’t believe how good it feels. As she sucks me, I can’t help but wonder what her pussy feels like. I am rock hard when she tells me she wants to feel me too. I blow a huge load inside my aunt and she promises me we’ll be doing it again very soon. Jane Cane, Shiny Cock Films, taboo, roleplay, fantasy, creampie, blowjob, pov, pov sex, doggystyle, milf, mature
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Add to favorites14:15 As a favor to my stepmom I went to look at my father and my stepmom’s books. It was really weird that I found all kinds of checks with my stepmom’s name on them that went nowhere. Fake purchases of items left and right, this is money laundering at its finest. I was shocked to find this information so I went to my stepmom to see if she knew about these checks, and she did not. It looks like my stepfather is trying to screw my stepmom over just like he did with my stepmom. I could never prove it because I was younger but I can now. My stepmom and I came up with a plan to distance her from him and file for divorce, besides she was unhappy in the marriage for years now anyway. Once we got back to her she shed, my stepmom was so happy she filed for divorce and gave me a big hug, then a kiss.. Omg whats happening now we are making out. Before I knew it my cock was in my stepmom’s mouth. Are we really about to fuck? My stepmom gets on me and rides my dick until I put her on her back and fuck her tight pussy. I then bend her over and bury my cum deep into her pussy. Jane Cane, Shiny Cock Films, pov, pov sex, milf, mature, roleplay, role play, blowjob, blow job, creampie, cream pie, big ass, big booty, big butt
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Add to favorites8:56 When Jane’s husband arrived home one day and she wasn’t wearing his favorite panties, he felt as though she was cheating on him and she must be punished! He puts her into her cage and wants to know who it is that she’s been cheating on him with. She won’t admit to doing anything. He grabs her by the hair and removes her from her punishment cage. He places her on the floor in between his legs and has her take his cock in her mouth. After he’s had his way with her mouth, he puts her on her back to make her pussy his again. Maybe he’ll get her pregnant? Maybe he won’t? Jane screams when he tells her he’s going to cum inside of her. She does not want his semen. She begs to be allowed to shower, but the assailant says no and puts her right back into her cage. Then, he calls all of his hardcore friends to come over and use her, telling her they are even rougher than he is. WARNING – This is a very intense clip. It is highly recommended for those interested in participating in a hardcore taboo fantasy. All participants are consenting adults. Jane Cane, Shiny Cock Films, pov, extreme, hardcore, creampie, cream pie, blowjob, blow job, power exchange, kink, viewer discretion, punish, punished, cheating, cheating wife, hotwife, hot wife, milf, mature
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Add to favoritesWhen Teaching My Mom Self Defense Goes Wrong – 10:52 I asked my son to show me a couple of moves that I could use against an attacker, should I ever need it. He does not hesitate to show me. It’s so important to him that all women learn this. But things start to get a little… different. The way his hands are on me, and his legs wrapped around me, holding me down. I can’t move. What’s wrong with me? Why do I like this? I need more. I ask him to act out the attacker more aggressively. I can see the confused look on his face when I ask him to show me how someone could spread my legs open and hold me down. He opens my legs and ‘pretends’ to rip my panties off, but I urge him to do it for real. When he slides my panties down, the wetness on them is completely obvious. I see the fire light in his eyes. He pushes me down and puts his cock on my lips. He slaps me and tells me to open my mouth. My pussy is tingling so much. I do as I’m told and suck his dick. When he’s had enough, he pushes my legs open and takes me. I can’t believe that an innocent self defense lesson turned into me fucking my son! I let him use me until he can’t hold back any longer. He squirts a giant load deep inside me and leaves, telling me that if I can keep quiet, maybe he’ll come over and use me again. But next time, it will be a surprise. Jane Cane, Shiny Cock Films, roleplay, taboo, blowjob, blow job, pov, pov sex, creampie, cream pie, milf, mature, amateur, big ass, used, roleplay
Testing My Mom’s Self Defense Skills – 8:37 The last time I gave self defense training to my mom, things got a little wild and crazy. This time, I plan to give her a surprise training session to see if I can make it happen again! I text her to let her know that sometime within the next 7 days I would be giving her another lesson, and she wouldn’t see it coming. She was all for it and gave me the green light to ambush her. Two days later I go to her house and wait inside her closet just before I know she will be coming home. I wait patiently for her to get in the room and feel comfortable. Just as she is going to walk out of the room, I grab her around her throat from behind and press my already excited cock into her thigh. I whisper into her ear in a raspy voice, ‘I am going to take you’. I push her head down until she wraps her mouth around my cock. Once I’ve had enough of her mouth, I throw her onto the bed and lift her dress up to gain access to her nicely shaved pussy. I jump onto the bed and grab both of her hands to hold them behind her head as I plunged my throbbing rod into her moist pussy. As I slide inside my mother, I tell her she belongs to me, then I begin to pound her pretty pussy. I roll her over on her stomach and slide my dick back in while holding one of her arms behind her back. Once I can’t hold my cum back any longer, I dump my load inside her pussy. Jane Cane, Shiny Cock Films, roleplay, taboo, blowjob, blow job, pov, pov sex, creampie, cream pie, milf, mature, amateur, big ass, used, roleplay
Mom Fails Self Defense Class – 10:57 I try to do my mom a favor and give her private self defense lessons, but she isn’t taking them seriously. She skips my class today to go shopping. When I show up at her house to punish her, she has her door wide open. Anyone can just come in and take advantage of her. I yell at her and try to make her understand just how serious this is, but I don’t think she’s grasping it. I throw her down and command her to suck my dick. I tell her all the bad things that could happen to her if she doesn’t start defending herself better. I make her show me what she would do if someone came into her home, and she stupidly runs around her kitchen island and throws plates down on the ground, then trips over one. When she’s on the ground, I spread her legs, pull my pants down, and shove my cock into her pussy. I put my hand over her mouth and ask her how she would feel if it were a stranger’s dick inside of her. I make her stand up, then I shove her down on the couch on her stomach. I make her lift her ass so I can dump my cum into her helpless little hole. Jane Cane, Shiny Cock Films, roleplay, taboo, blowjob, blow job, pov, pov sex, creampie, cream pie, milf, mature, amateur, big ass, used, roleplay, fantasy, extreme, hardcore
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Add to favorites13:45 Today I walked in on my stepmom shopping for cribs and clothes and I couldn’t hold the secret any longer. I had overheard my stepfather tell his buddies at the bar that he had a vasectomy years ago, and he was going to let my stepmom keep giving him blowjobs and sex as much as possible. My stepmom wants to be pregnant so desperately bad I feel for her and it has angered me that my step father is treating her this way. So I decided to tell my step mother the secret. At first Jane didn’t understand and was confused, but as it sank in Jane realized my step fathers deceit. Knowing she didn’t have forever to get pregnant and continuing to let her do what she has been doing infuriates Jane to exact her own juicy pay back. Jane looked at me, Wade, you’re going to get me pregnant, and your stepfather is going to raise it. Jane got on her knees to suck my fat cock, then climbed on top of me to ride me. I then bent Jane over to stuff her pussy from behind until I couldn’t take it anymore. I laid Jane on her back to pump her full of my fertile semen. Jane Cane, Shiny Cock Films, milf, mature, blowjob, blow job, pov, pov sex, creampie, cream pie, roleplay, fantasy, big ass
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Add to favoritesI have always wanted my stepmom, and found it weird my dad would treat her the way he did. One day while my father was out, I sat with my step mom Jane and did my usual kind of flirting. Normally, Jane would not let my advances faze her, however, she has had enough of my dad and figured she has nothing to lose. Jane agrees to leave my father for me and let me be her new man. This means that I get to take advantage of her wonderful body. Jane then gets on her knees and pulls my pants down to reveal my already hard cock. She then takes my cock into her hands and talks dirty as she strokes it. Do you see what a good woman I can be to the right person? Please show me more, I told her, as she begins to suck my cock. As I watch her pretty mouth slide up and down my cock, I can’t help but smile. I have finally gotten what I want from her. She then gets on top of me and slides down my stiff cock. After some time, she gets on her back and begs me to slide it back in. She then bends over and begs me to pound her from behind until I cum and get her pregnant. Jane Cane, Step fantasy, milf, family, related, taboo, blowjob, doggystyle, handjob, creampie, cum in pussy, cheating wife, housewife
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Add to favorites13:12 I invited a group of friends over for a night of fun and gambling in my dad’s basement. When one of my buddies ran out of cash, he started writing IOU’s. It started out as a joke, but the later the night progressed, the higher his IOU’s were getting. Once he was down for the night, I collected them all. The next day, while everyone else was hungover, sober me went to see my buddy’s hot mom. I’ve always had a thing for Jane. She’s better than a real mom. She can do things to me that I’ve fantasized about for decades. This is my chance. I bring the IOU’s to Jane and explain what happened, in my very serious, no nonsense voice, so she believes me. I remind her that my dad is a lawyer and he said these handwritten pieces of paper promising money are a binding contract that will stand up in a court of law. Poor, sweet Jane is almost in tears. She actually believes me and thinks her family is about to lose everything. I comfort her and tell her that her son is my best friend and I would never do anything to harm his future or their family….. so long as I get to have my way with her. Jane is shocked. She can’t believe I actually expect her to use her body to pay her son’s debt. As I take my pants off in front of her, she realizes the only thing she can do to save her family is to do as I ask. Jane takes my cock in her mouth and tries her best to make me feel good. When I tell her to bend over, she doesn’t hesitate. She fucks my cock so good, I accidentally creampie her. Now Jane is pissed, and I can’t stop laughing. Did she actually think I was going to admit to having an illegal casino in my basement???! Jane Cane, Shiny Cock Films, taboo, milf, mature, mom, roleplay, amateur, pov, pov sex, blowjob, creampie, fantasy
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