There are two women in my life, my mother and my girlfriend. There’s been a tension between the two, and they haven’t even met yet. They both think that the other occupies too much of my time.
To be fair to Jill, she’s probably right. I told you before that my mom needs me, I’ve been taking care of her ever since she left dad. My mom can “act out” just as a young girl would when I don’t give her enough attention. It drives me crazy when my mom volunteers to work late, and then oops– she fell asleep at work. I need to know where she is and what she’s up to. My mother has a tendency to get into trouble, she is an attractive woman, a vulnerable woman, and the two are not a good mix. She needs me to protect her.
Mom wants to meet Jill, and I get it. Jill’s my first serious girlfriend. Jill’s been pressuring me to go away to college with her, all the way on the East Coast. Jill has my best interests at heart, I need to go to a University to land the job of my dreams, but on the other hand, could I leave mother? I need to explain to Jill that I can’t, she’s just not ready yet, but I need to find the right time. Jill would take it hard, she is in love with me.
This morning Jill will meet my mother. I sincerely hope the two women get along so well that we’ll all be one big happy family. Watch the story unfold..

Category: TABOO
Related Categories: MOMMAS BOY, MILF, FEMALE DOMINATION, CREAMPIE, BLOW JOBS

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I can’t pinpoint when it all started to happen. I know my boy has always been helpful and attentive to my needs. Whenever I need something done, he’s the first to volunteer his help, whenever I am feeling blue, he is around to cheer me up, and when I’m sick, he’s the one bringing me soup and tea in bed. I don’t know how the flirtations started, but they did, and they were subtle at first. I remember our hands softly touching in a way that is not common between a mother and a son, my glance at his newly masculine body when he has a towel around his waist, a hug that lasts a little too long, and these dirty interactions started to escalate. It was just last Summer I noticed his affinity for smelling me, he loved to wrap his arms around me and breathe me in, he oftentimes held be right under my breast, as if he was allowing his forearm to feel my supple breasts. His face nuzzled into my neck, and I saw the look of intoxication on his face, and it wasn’t my little boy’s face anymore, it was my man’s.
It was a night in late August, we were playing board games and it was storming out. I playfully shoved him, and he shoved me back, hooking one arm around my waist so I couldn’t fall down. HIs face was close to mine, and we began to lean in towards each other, an uncontrollable magnetic force pushing us closer, and closer, until our lips touched. I don’t normally kiss my son on the lips, but I did last night, and it was soft and sensual. He melted into me and I wanted to taste his lips, his tongue, I was French kissing him with the passion that I thought was well in my past, but now it’s here, and I feel truly alive. I felt young and awake, and scared, and then– he laid me down on the floor and my conscious got the better of me. I stopped it. “Wait…please.” I asked him to go to his room while I collected myself. I came in about an hour later.
“This has to stop,” I told him. He tried to convince me how it felt so right, and he practically begged me to reconsider. “If you love me, you will respect my wishes,” I can’t believe I told him that! It was so definite, my decision was made, and my decision was final. I laid in bed and cried that night, the rain beat down on my windows out the sound of my thoughts screaming at me to change my mind, to go upstairs into my son’s warm arms, to enjoy the comfort of him, to make love to him, shamelessly. I fell asleep and when I woke in the morning, the sun was out, the birds were chirping, and it felt like a fresh start.
I started to paint my toes when my son came down the stairs. He smiled warmly as he always does when we say good morning. “Let me help,” he set my foot in his lap. My boy has always painted my toes, he’s better at staying inside the lines, but this time my foot was rested right on his hard cock. I wanted to dig my sole in, to try to feel the girth and length, but instead, I moved my foot. I stood up and went to the window. My son followed me. “I think we should mow the grass,” I told him as he wrapped his arms around me. “Sure,” he responded as I felt his cock digging into my ass from behind. I felt myself get wet, and I turned around, I rubbed the hair on his chest, my hand went down the bumps of his abdomen muscles, and I forced myself to walk away.
Tyler grabbed me and sat me down. “I have to tell you something,” he told me, “I have to move out.” I started to panic. He can’t move out! I only have him for 2 more weeks before he has to leave for college. “Mom, I can’t do this with you. I know you don’t want me to touch you, but it’s almost as if I can’t control myself around you.” I wanted to kiss him, to confess that I feel the same way, and to “give in,” but instead I listened. “I have to move out, and time will cool things down between us. I want to respect you, and what you want.” No, no, NO! What will I do to make it right?
“Darling,” I swallow not knowing what I’m going to say next terrifies me, “we can give in to each other, as long as we follow the rules.” My son looks at me with curiosity. “I used to have a boyfriend that was religious, back when I was your age, and he couldn’t have sex with me unless we were married. Instead there were other ways we could enjoy each other, get each other off.”
“You want to get me off?”
I looked away with shame. You see, he’s a man now, but sometimes he still looks like my little boy. It’s so sick, I’m so fucking sick. “Yes,” I tell him with certainty.

Category: TABOO
Related Categories: MOMMAS BOY, CUMSHOTS, TITJOBS, MILF, COCK TEASE

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My girlfriend, Jill, doesn’t really understand my mother. I tried to explain to her a little about our relationship, but of course, I kept my new feelings about my mother a secret. She doesn’t know that I have recently started to fantasize about my mother. I can’t tell a soul about it. It’s a filthy obsession that I try my hardest to repress, and I hope that the thoughts I have about mother will soon be distant memories, old dreams that I’ll soon struggle to recall until they’re eventually forgotten.
My mom fell asleep at work again, working overtime at the bank. She’s transferring the old paper files to the bank’s computer database. She will tell me how she is grateful for the job, the long hours, and how no one in our town makes as much as she does with zero college education. I know that my mom’s boss takes advantage of her kindness, and her position as a single mother. She forgot to check her phone, I texted her, called her, I was worried about her.
She comes in, and bee-lines it for the bottle of cherry merlot in the fridge. “I’ll be working less hours at the bank soon, darling, and then we can spend more time together before you start school,” she tells me. I smile at the idea of it. You see, my mom is like a friend to me, and also a little like my . She’s always needed me to take care of her, and I needed her in return.
I like feeling needed but I want to help out now that I’ve graduated High School. “I’m old enough to get a job to help with the bills,” I tell her. She shuts the idea down, “you’ll have your whole life to be an adult, enjoy your youth.” I roll my eyes. Mom is stubborn, she doesn’t want me to get a job until I graduate college.
“Your little ‘friend’ came by at the bank, she had a birthday and now she can get an account on her own,” Mom tells me with a judgmental tone. “She’s very.. tan.”
“Yeah, Mom. Jill’s a lifeguard.”
Mom lectures me on the dangers of melanoma while oh-so subtly questioning her reason and intelligence. I breathe in, trying to keep my nerves under control. Mom dismissively says, “I just want to make sure you’re hanging around with the right crowd, darling. I need my sensible boy to make sensible friends, what’s so wrong with that?” I think it’s cute how my mom is jealous of Jill. I know she sees another woman as competition for my time, she loves me, that’s all.. nothing unusual.
We ordered a pizza and waited for the delivery boy. Mom could see that she annoyed me and she tried to lighten the mood. She put on her sweet sing-songy voice, “who needs the tickle monster?” She teases me with her fingers, wanting me to run like I did when I was a boy, instead I just roll my eyes, again, at her. “Stop it,” I tell her flatly. I wait for her to attack me with her fingers, and she does, tickling my stomach, my neck, it makes me smile, but not laugh. I decide to turn the tables and tickle her. She laughs as I bury my fingers into her soft fleshy stomach.
My mom’s body is fit, tanned, and just as toned as Jill’s, but she has a softness to her. My fingers sink in an inch into her skin and I wiggle them around her stomach. She laughs uncontrollably, and then she makes a sensual moan, then she laughs, and moans. She looks embarrassed, but she’s smiling still. I feel confused, should I stop? I can’t stop.. I have to hear my mother moan again, my dick grows in my pants. I hope she doesn’t notice, and she doesn’t. I tickle her ribs, her thighs, and she laughs, she moans, and then I smell an unusual scent. I stop tickling her.
“Did you get a new perfume?” I fill with jealously thinking that she is dating again. She hasn’t dated in years, and my mother had horrible taste in men. She assured me she was not, she started to look embarrassed. I took her embarrassed look as a sure sign of guilt. “You ARE dating again!” She denies the accusations but I know she is not wearing her signature “Elle Lavender” perfume.
Mom calms me and puts on her teaching voice, calm, reasonable, and I quiet my accusations and listen. “Sometimes when a woman gets excited, she has a scent.” I feel confused. “It doesn’t mean that I’m aroused (she mutters) in a sexual way, it’s just a reaction.” I feel my heart beat faster. Oh, God.. I turned my mother on. She excuses herself, “please put my pizza in the fridge, I think I will go to bed early. I am so exhausted.” My cock was hard before, but now it’s raging. It’s screaming at me to do something.

Category: TABOO
Related Categories: MOMMAS BOY, CREAMPIE, BLOW JOBS, TICKLING, MILF

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Chad is on the phone with the police. He’s furious that they’re making him wait a full 72 hours until he can file.a missing person’s report. “She could be by then, her body cold and thrown in a ditch, what’s wrong with you people?!” They insist that most missing people show up within 24 hours, and that he should call and check back in the morning. He hears rocks hit his window, the familiar sounds of his girlfriend, Jill, trying to get his attention. “I’ll call you in the morning, thank for your help,” he gets off the phone as Jill is crawling through the window.
“Hey sexy,” she purrs and greets him with a soft kiss. She immediately senses Chad isn’t himself and he tells her about his mom missing. Jill listens to him hashing out his thoughts out loud, she knows that he and his mother are very close. Chad senses that she doesn’t understand. “Jill, listen, it’s just that me and my mom have a special relationship, it’s not typical, it’s hard to explain.” Jill smiles sweetly, “well if you were my mine, I would want you all to myself.” Oh.. she loves his lips, she dreams of him, she is head over heels in love with Chad.
“I have something I want to ask you,” she tells him hesitantly, “but maybe I’ll wait until your find your Mom.” Chad is interested, “ask me, what’s up?” Jill leans forward and whispers, “I want to lose my virginity to you.” Chad forgets his mother for a moment, his cock grows in his pants, he’s been dreaming of making love to her for months now. Imagining what her tight little virgin pussy will feel like makes him crazy. He’s never taken a girl’s virginity before.
He kisses her and takes off her clothes. He feels his mother’s presence in the room. He tries to ignore her. He knows he sometimes has these visions of his mother, especially when he is doing something that she would not approve of, and she certainly doesn’t approve of Jill. Jill kisses Chad, he sucks her perfect nipples, and he kisses down her stomach to her pussy.

Category: TABOO
Related Categories: MOMMAS BOY, MILF, BLOW JOBS, 18 & 19 YRS OLD, CUMSHOTS

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My girlfriend Sarah broke it off with me. I’m pretty heartbroken about it, I thought she was the one. Sarah doesn’t want to date a guy with a broken dick, and she didn’t outright say it, but we both know that’s why she doesn’t want to screw around anymore.
My Uncle Paul is a urologist, but he’s the top urologist in the country, and he’s a huge deal in my hometown Chicago. I’m having an issue where I need to see a doctor like him, and I figure since he’s my uncle he’ll keep my visit to him on the down-low. I still have to pay him, but he promised to give me a break.
I see my beautiful mother on the couch and I ask her, “can I borrow your car?” She lifts up, “sure, where are we going?” Mom is so used to me bringing her around on errands, to appointments, and even out with friends, she’s a cool mom.. mot like those stuffy, bloated high-waisted soccer moms that you’re used to seeing. She shines her smile at me and doesn’t buy my whole “gotta hang out with the guys and do guy stuff” line. I hate to lie to her so I give her a half truth, “I’m going to hang out with Uncle Paul.”
Mom raised her eyebrow, and I knew she was suspicious. Her brother doesn’t hang around our family much, he’s all about business first, family second. Mom hates that he has a new hottie girlfriend every week, she thinks his collection of sports cars are ridiculous, and his Penthouse Condo downtown is “a bit much.” She’s got a way of wiggling the truth out of me and I confess to her the most embarrassing secret of my entire life. “I cannot keep an erection during sex,” and her jaw drops in shock and pity, “it’s why Sarah broke it off with me.” I see the gears turning in my mother’s head, she thinks she can solve every problem, especially if it involves me. She tells me that all I need to do is find a woman who will build my confidence with patience and love. Mom’s beautiful lips part, and she tells me, “close your eyes.”
I hate to think that she’ll touch me, would she? I mean.. a part of me really wants her to, but I know it’s wrong. I search my brain to tell me what to do, what’s right? It’s my mom telling me to do something for her, and I should obey her, you should always obey your mother.. but oh God, would she touch me inappropriately? I don’t think she has that in her. We’ve always been close, but not “that kind of close.” My mom is stunning and if I wasn’t her son, I would give in to whatever she wanted, but it’s not right by law, by nature, to.. “CLOSE YOUR EYES,” she interrupts my inner-voice with her strict instruction, and oh God– I do it. I closed my eyes and waited with the hairs standing up on the back of my neck, my pumping through my body, my senses were all heightened with anticipation.

Category: TABOO
Related Categories: MOMMAS BOY, BLOW JOBS, CREAMPIE, MILF, BIG TITS

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It’s finally Friday, Chad’s been looking forward to this day for a week, it’s the last day that he’s supposed to be grounded, he’s a free man now! He rushes down the stairs, his head is full of horny thoughts of his beautiful girlfriend, Jill, and he doesn’t hear his mother greet him. He walks outside and looks for his car, it’s gone, he throws his hands up in the air and goes back inside.
“Mom, where’s my car?!” Cherie explains that the car is in his father’s name, technically it’s his car. Chad knows that his dad takes the car away when he wants to punish him, but this is so unfair, it’s the last day that’s he’s grounded. He fumes, “Dad is just a sad little man that wallows in his own self loathing and regret, he’s envious of me, did you know?” Cherie looks at him with frustration and annoyance. Chad continues, “Jill comes over and he eyes her up and down, not like any other guy would do, he does it with envy, he’s envious of me!” Cherie knows that Chad’s dad has issues, he hasn’t been the best husband, and she realizes he hasn’t been the best father, but she was hoping for a pleasant day with her son. Chad storms off and slams his bedroom door.
Cherie comes in with tea, relaxing tea. “Please baby, this always helps Mommy relax, and I know it will help you too.” Chad reluctantly drinks it, it tastes funny, but he forces it down his throat to please his mother. It’s not her fault that she’s married to a “dick,” as he commonly calls his father. Chad starts to feel his pumping, there is something happening to his body, something he has never felt before. His forehead beads with sweat, his palms are cold and clammy, and he can feel his heart beat faster and faster..

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Related Categories: MOMMAS BOY, BLOW JOBS, CREAMPIE, CUM IN MOUTH, OLDER WOMAN / YOUNGER MAN

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Penelope is in Dr. Armond’s office for her fourth visit. In this episode Penny puts all the pieces together for him. She tells him of how her son’s wife was being followed, and the wife was very suspicious of her son’s relationship with her. Penny feared for the life of her son, she was certain that Benjamin was following them, she recognized the pattern from when he was following Cassandra and John, and she firmly believes that he was behind their . She came to her son’s home with a heavy heart, she needed to tell him that they couldn’t see each other anymore.
Penny’s son couldn’t bear not seeing his mother. He took her by the hand and kissed her, he kissed her passionately, just as he kissed her when he was barely eighteen living with his father. She melted into him and he started to undress her. She softly protested as he took off her top, “no, darling, we shouldn’t.” Her pussy was wet and she couldn’t deny giving into him, one last time.

Category: TABOO
Related Categories: HOME WRECKER, REDHEADS, CREAMPIE, MOMMAS BOY, POV

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What’s wrong with my sweet boy? You can tell Mommy anything. It’s personal and embarrassing, never feel that way in front of Mommy. Well what exactly is it? Girls? Really? Why? You want to have sex, Oh I understand my sweet boy. Have you ever tried masturbation? No, well my dear boy, Mommy is going to show you how to masturbate and encourage you to masturbate. I will have you start with removing your pants, and letting me see your penis. I am going to help you get a nice hard cock. I will tease you with my big boobs, and I will even show you how Mommy likes to masturbate. But most important I am here to show you and let you release your cum anywhere on Mommy’s body. Oh great job sweetie, you blew your load all over Mommy’s tits, what a mess you have made. Don’t you feel better?

Category: TABOO
Related Categories: JOI, MOMMAS BOY, MASTURBATION ENCOURAGEMENT, OLDER WOMAN / YOUNGER MAN, CUMSHOTS

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Name Colin used. This is a hot mommy/son video. You are getting married and I have been dreaming and fantasizing about having you again. I am very sad that you are getting married and you know as well as I do that I please you like no other woman. Your wedding day is approaching and I am masturbating through my satin panties about having you, sucking you, and having you hard cock penetrate me again. I didn’t realize but you have been spying on me through a cracked bedroom door. You come inside and we begin kissing out of control…I rub my satin robe all over your body and cock and hold you close as you kiss my neck. You stand in front of me, with me on my knees instructing me to suck your cock with my red lips! I begin giving you the best blow job a mommy could give. You can’t take it anymore, turn me around and start rubbing your hard, dripping cock on my satin covered butt…I’m begging you to slip it inside of me and let mommy drain your balls the way you know it should be done. You begin fucking me doggy by pulling my satin panties to the side, leaving the satin robe partially covering. You can barely contain yourself because it feels so good. You flip me over, put my legs up, and insert your dripping cock into my pussy….I am begging you to cum….make a mess all over me…I want you to have my smell on your cock! You unload your hot seed all over my satin red nightie and face….ENJOY!

Category: TABOO
Related Categories: MILF, CUMSHOTS, SILK & SATIN, OLDER WOMAN / YOUNGER MAN, VIRTUAL SEX

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