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Category Archives: Taboo HandJobs

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Taboo Handjobs - Mom nurses my cock back to health - Zoey Holloway Handjob

I’m so bummed. I had to spend the weekend in bed with the flu while the rest of my family went on a ski trip. I shouldn’t be to upset because I wasn’t completely alone in the house, my stepmom stayed home to care for me. I couldn’t ask for a better stepmom, not only is she really sweet she is as equally sexy. Just like she always does when someone is sick in the house, she made her special chicken soup and brought me a bowl in bed. She spoon fed me and then noticed I really did not look so well and suggested she take my temperature, anally. That’s when things got a little awkward an uncomfortable. I really did not feel like being probed for a temperature reading but she said all she could find in the house was an anal thermometer. Like the wonderful woman she is, she came prepared with sterile gloves and lube. She made is sound so clinical and quick that I let her remove my underwear but I did cover my junk. She got straight to business, putting on the gloves, applying lube on my balloon knot and gently inserting the thermometer.

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Taboo Handjobs - Stepmom strokes my fantasy - Zoey Holloway Handjob

My stepmom has no idea how much I think about her. She probably sees me as just another college kid slacker who holes up in his room all day being anti-social. If she only knew what I’ve imagined her doing to me in my fantasy she would possibly send me to counseling. She’s just a regular mom like many other moms out there except she has something special to her. She wears frumpy clothes and eye glasses that fall down her nose but I see something else when I look at her.

I see her hair softly curled and hanging loose to frame her beautiful face. I see her in gorgeous vintage lingerie with stockings and elegant elbow length gloves. She would wear sexy black satin wedges with rhinestone bows to match the bows on her lingerie garter strap. Her lips would be crimson red like a perfect red rose, most important, she would be wearing pearls that hung down in between her still scrumptious middle aged breasts. Ahh… I have blasted my hot cum many a time by my own hand to this fantasy of her. If she could only see herself as I do maybe she might dress up a little more instead of looking like she just got out of yoga class. Oh well, maybe it will just have to be my twisted little fantasy that no one else will ever know about, or will they? She is dressed exactly as I imagined. Here she is in my own bedroom! All her attention is directed to me. She moves her perfect body seductively to show every curve accented in her lingerie. After she gives me quite the visual tease she slowly comes to me and goes right for the bulge that is growing by the second. She tells me how long she has wanted a moment like this to happen, us, alone. I lay there as if I am dreaming but don’t want to move in case I should wake up and this isn’t real. My cock is in her hands, wrapped in her pearls and cradled by her gloved fingertips. She sucks and strokes my hard on so perfectly well. She tells me how much she loves the feel of my dick in her hands. Before I knew it she was straddling me and asking for my load. She said to give my cum to mommy. This drove me to the point of no return as I let every ounce of hot spunk pump from my swollen member. She milked it until it was dry and then licked the last drop from the tip. My step mom tasting my jizz! I must be day dreaming again,…or am I?

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Zoey Holloway - Mom owns my cock in chastity

I thought I had my masturbation/sex addiction under control. I live in the college dorms where there is always someone around, not much privacy for me to indulge in my needs. I few weeks ago I was able to get a girl to my room for some fucking time when I got caught by the RA. We aren’t supposed to have girls in our room. I figured if we didn’t moan too loud then no one would even know we were there. I was wrong. The school immediately called my step-mom to let her know I would be suspended from school if I dis-obeyed the college ordinances again. My mom acted pretty calm over the phone when I spoke with her after the Dean was finished basically telling her what a fuck up I am. I was anticipating her to be completely upset with me but she wasn’t. I went home the following weekend and found out why my mom didn’t sound so upset with me over the phone. She had something awaiting me as my punishment. She had a very disappointed look in her eyes as she explained I was going to wear a chastity as my punishment for getting caught with a girl in my room at school. I saw these things on the internet but hadn’t ever seen one up close. I was hesitant and slightly resistant to the idea of my cock being under my mom’s complete control. I knew I had done wrong but to take away my main source of pleasure was just cruel. She knows I have a masturbation addiction. I don’t tell her much about all the pussy’s I’ve fucked cause I think she would be a little jealous.

I don’t know if its true but there is a slight weirdness to my relationship with my mom. It’s something I feel from her. I feel like she wants to control all of life and she does not seem happy when I talk of girls I am hanging with. I feel I have to kind of do as she says since she is the one doling out the money for my car and school. My dad left us a lot of money but all in her name, so I want to keep her happy. I figure this is just her way of making an impact on me but by next week or so the control she feels will wear off and she will take this thing off my cock and forget about putting it back on. I will have my freedom to fuck when I want even if it is just my own hand. I will do anything to get my dick back where it belongs, free balling in my boxer briefs. Only thing is, when she released my cock from its plastic lock box, she seemed a little too happy to be wearing the key around her neck. My suspicions were right, she does have a weirdness toward me. Truth is, I want this. I do want my mom to have complete control of my cock. I do crave for her to release me week after week. To keep her happy, I will do anything.

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Taboo Handjobs - Help me prove I am not a lesbian - Alex Chance

I can hardly believe what I just overheard downstairs. Your brother and sister think I am a lesbian! I already feel like the outcast in this family ever since our parents married each other. It’s not my fault I was an only child my whole life until now. I like my space and I think a having a boyfriend is just too much for me. So are you in agreement with your brother and sister? Do you think I’m a lesbian? You hardly even know me, it’s not like we grew up together. Speaking of, I actually could swear I saw you sneaking peeks at my big tits the other day. I’ll tell you how big my tits are, 34DD. Are they what you were trying to see? You’re going to help me prove I’m not a lesbian by letting me jack you off. I real lesbian would never grab hold of a cock much less want to jack it off until it spews hot cum. You just lie there and I’ll convince you I am completely straight and very much in favor of cock. I’ll bet you didn’t think you were going to get a hand job from your step sister when I came in here to talk, did you? If big titties are what you want, I’ll titty fuck you with these huge fun bags. How does that feel? Or maybe you want to see my tight little pussy. Look at how pretty and pink it is. Can you see how wet my pussy is because stroking you off is making me horny? There is no way my pussy would be wet right now if I were a lesbian. I can tell you are ready for me to make you cum by the way your dick just got extra hard. Go ahead, give your cum to your sister. How wrong does that sound? We would never see the light of day if our parents or your brother sister caught us right now so you probably should give up that cum as soon as possible. Oh yes, I feel it coming up your shaft! Looks like you made a little mess and now you must believe I am not lesbian.

Contains teasing, tit fucking, and furious hand job action…

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Taboo Handjobs 4 - Kate England, Hope Harper, Helena Price, Olivia Kasady, Ocean Pearl, Jessie Sunshine, Layla Moore, Rachel

Aunt Helena Milks Him Dry: Loki was spending the weekend at his uncles house when his Aunt Helena walks in. She aggressively seduces him into letting her stroke his cock like his cousins has. Her experienced hands have his young cock rock hard in no time. Soon Loki can’t control himself and he explodes all over the place.

She Made Me Jerk My Brother: The other day I woke up to find Layla sitting on me. She told me I wasn’t going anywhere until I helped her complete her pledge challenge by making a sister suck her brother. She called my brother in and apparently he already knew the plan. I wasn’t too thrilled but it’s not like I wouldn’t do it anyway. I jerked his cock while Layla recorded the whole thing including the massive facial he gave me.

Mommie Will Help You Do It Right: Oh my gosh son, what are you doing in your sister’s room? Are you masturbating? Don’t be ashamed mommie will help you out. That cock of yours is so much nicer than your dad’s.

Teasing My Brother’s Balls Gets Them Full: I couldn’t keep my mind on my homework so I went to watch TV with my brother. My obsession with balls took over and soon my brother’s hard cock was in my hand. I stroked him slowly watching his balls get tighter and tighter. I teased him so long that he finally came everywhere.

Ocean Gives Her Uncle A Hand Just Like He Wanted: Ocean’s uncle asked her for a hand. She agrees and discovers it’s his cock that needs the attention. Although she’s shocked, the thought turns her on and she starts stroking his cock. Her small hands pump his cock faster and faster until he explodes all over them.

My Cousin Caught Me and Made Me Jerk Him Off: I knew it was inevitable that someone finds out I was doing porn but I never imagined it would be family. My cousin confronted me about it the other day to my surprise. He threatened to tell my parents if I didn’t at least jerk him off which although weird was hind of hot.

Your Sister Rachel Really Needs Your Cock: So I’m a bit embarrassed to ask you this but who better than my brother to teach me about guys. I just learned to give a handjob and I really need more practice so I want to try with you. I see you like my soft hands teasing your cock and you got so much harder after I took off my bra. I know you’ve been checking me out and now I’m stroking that big cock of yours. That’s it big brother cum for me. OMG what a huge mess, just wait ’til I learn to deepthroat.

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TabooHandjobs - I Jerk Off Boys To Watch Them Squirm - Ashley Stone

I can’t believe I have to pretty much beg my step-dad for permission to go to spring break in Florida. My mom wouldn’t even entertain the thought so here I am with my cutest dress and biggest smile begging my step dad so I can go. In the midst of my babbling, I actually confessed I’m not even into guys so he and my mom can relax and forget any thoughts of me hooking up with a guy and doing something stupid like getting drunk then pregnant. I assured him if I wind up doing anything with a guy it would only be a hand job which will totally keep me safe from catching any STD or unwanted sperm injection. I could see my dad’s face take a different reaction and felt like he was going to give me permission to go on a spring break vacation with my friends but there was still some slight hesitation. To show him I am serious about only doling out hand jobs, I offered one to him. His whole demeanor changed and he quickly lay down in front of me to receive my handy work. We agreed to not tell my mom anything about this, including the part where I am more into girls than guys. She would freak out and never let me out of the house again or worse try and set me up with one of her friend’s son’s in hopes I accidentally get pregnant and have to get married, eww.

Seriously, the only reason I even jerk guys off is I enjoy watching them squirm. The fact that I have something so delicate and precious of theirs in my very grip and control entertains me. Other than that small amount of pleasure of entertainment, guys are pretty much useless to me unless I want something from them. I want something from my dad right now. I didn’t think I would become excited and a little wet in between my legs while holding my dads dick but I did. The feeling of control was making me horny. Knowing that all he could do is lay there and look at my perfect little tits while I cranked his cock made me feel so good that I showed him my little pussy to. Why not make him gaze upon something he won’t ever have. I’m sure the sight of my tight little body is giving him masturbation material for the next week or so while I am gone enjoying myself in FL.

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TabooHandjobs - Will You Fix My Toy? - Courtney Shea

Everyone brings their stuff for you to fix so today I have something for you that is broken and needs your expertise. I’m embarrassed to show you what it is that is broken. It’s something that gives me lots of stress relief so I really need to have it working. If I show it to you will you promise not to judge me or say anything to my mom about this? She has no idea how stressful college is for me. She is such a prude I know she wouldn’t understand my way of handling stress. Yes, it’s a vibrator. I’ve tried to make it work but it won’t turn on. Of course there are batteries in it. Oh, the batteries have to go in a certain way? Let’s see if changing them inside works. It turns on again, yay! You’re the best step-dad ever! See how stressed out I am? I couldn’t even think to turn the batteries around. You want to see me what? Isn’t that a little kinky for me to use the vibrator in front of you?

You aren’t my real dad so I guess it’s not so bad if I rub my pussy a little bit over my panties. I’ll only do it for a minute though and my panties stay on. Dad, um, are you getting excited in your pants? I saw something move in your pants. I can’t believe you’re getting a hard on from watching me rub my pussy, I’m your step-daughter! I have to admit this is kind of kinky and I am getting turned on to. If you promise not to tell my mom, I’ll rub your daddy dick for you. I’m curious to see it. You probably needs some stress relief to, don’t you dad? Lie down and get comfortable so I can stroke your shaft for you. What if I put the vibrator under your balls while I jack you off? Mmm, does that feel good? Your dick feels so good in my hand. I bet mom doesn’t jack you off anymore does she? It’s great for a guy to not have to do anything but lay still while he gets his dick serviced. My pussy is so wet do you mind if I put the vibrator in my little hole while I stroke you? I’ll show you my wet pussy if you try and cum for me. I want you bust a big load for your little girl. Oh, first you want my soft titties on your dick. You’re such a kinky daddy. Do you like my soft tits on your dick? I love stroking you with my little hands. I’m gonna spit one last time on your cock and jack it fast so you will give me your cum. Come on daddy, give me that hot sticky cum. I want to cum with you so I’m going to use my toy on my tiny hole while I jack you. Come on daddy, cum with me. Oh daddy you made a mess on me. Thank you for fixing my toy, you’re the best step-dad ever.

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Taboo Handjobs - Cuddle and comfort me step brother - Jennifer White

I watched that scary movie you warned me about. I know, I shouldn’t have watched it alone but I was bored and thought I could handle it. Now I can’t sleep. I noticed your light was on and thought maybe you could cuddle me until I fall asleep here in your room? Come on, you’re only a year older than me and it’s not like were blood related so what’s the big deal if we sleep together? I mean, not sleep together sex wise, you know what I’m saying. I know I’m eighteen and should be a big girl by now when it comes to scary movies but I can’t help myself tonight. Whoa, what is that? Are you getting a hard on from me sitting here in my night clothes? It’s just a stupid t-shirt. You guys are so funny with what turns you on. Seeing that you are getting horny makes me start to feel horny. If it wasn’t so late I would call my boyfriend over. How about if I jack you off in exchange for you letting me sleep here tonight. Mom and Dad won’t think anything weird. In the morning we will just tell them I got scared and couldn’t sleep along and you let me stay in here on the total opposite side of the bed.

Go ahead, lie down and I will take care of that boner. I think it’s not just my stupid little t-shirt turning you on but the thought of fucking me. I’ve seen you peek through the cracked open door while I am showering. I also think you probably lie in here and wank yourself while my boyfriend is fucking me in my bedroom next to yours. Since you want to see me naked so bad I guess this is as good a time as any so off comes my top. Your cock just jumped a little. Next time I’m in the shower if our parents aren’t home, strip down and join me. Now that I know how you feel about me I may not even need a boyfriend to get cock when I have you next door. Truth is I wasn’t really all that scared. I seriously need cock like everyday and now that I know you want me I’m going to be back in your room everyday. You liked giving your little sister your cum. While you lay there cum drunk and drift off to sleep think of all the fun we’re going to have tomorrow night when we’re quietly fucking with our parents asleep down the hall. Love ya big brother, my new boyfriend

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TabooHandjobs - Of course I choose you! - Marie McCray

Is it true you and my mom are really breaking up? You’ve hardly been married one year, how can you break up right now? I heard her slam the door shut a few minutes ago. I know one thing for certain, I am not going to go with her. I want to stay living in this nice house. You will let me stay here with you wont you? You like me enough as a stepdaughter right? I’m eighteen and will probably go away to college next year anyway so will you let me stay here until I am ready to go? Don’t make me go live in a apartment with my bitch of a mom. Tell you what, I will show you just how fun living here with me could be. I know you are going to have certain needs arise and wouldn’t it be nice to walk down your own hall and have them taken care of by a hot little cutie like me? I am so down to getting you off when ever you want dad. In fact, I’ll show you right now what I can do for you. Pull your pants down and let me give that cock some good attention. I’ll bet my bitch of a mother never stroked you off like I will. All you have to do is just lie there and relax and let me take all the stress away.

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TabooHandjobs - We should take care of the tension - CiCi Rhodes

I sense it is awkward for you that I am now your stepmother and we are so close in age. I can’t help my attraction for older men. Just because you are a somewhat uncomfortable it does not mean you need to move out. It would break your dads heart for you not to be here. I think we can all make something work out, don’t you? As much as you seem awkward around me I also sense an underlying sexual tension or am I just making things up? Oh, so there is a sexual tension happening. Don’t think I haven’t thought certain thoughts about you as well. As the new mom in the house it is so important that I keep everyone happy together. I have an idea how we can cut the sexual tension right now and maybe if it feels good enough for the both of us, it can be a continued experiment. I think we should be slightly sexual with each other so it breaks down part of the awkward barrier. This is all a secret between us of course. Come closer to me and I will show you what I am talking about. I wont fuck you but let me show you what else can be a regular part of us living together.

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