Taboo Handjobs #35 (2020)

Simone Sonay: Dads gone! I'm yours now Mom.When Dad goes away, Mom and son play.

Simone Sonay: Dads gone! I'm yours now Mom.

When Dad goes away, Step-mom and son play.

My step-mom and I have been flirting behind my Dad's back for a few months. It's been real hot and heavy lately because we know he is going away for two weeks with his buddies for spring training. What a stupid man to leave his sexy wife with me for two whole weeks! If he only knew the dirty talk and text we have been exchanging, he would probably kick me out of the house before leaving me home with her while he goes away. My dad is a pretty cool guy but sometimes doesn't give my step-mom the attention she truly deserves. I know I am just a college aged young one but I can see my step-mom is a sexual goddess who deserves more than she gets. No sooner had my pops said goodbye and we were in my bedroom for some sexy time. My step-mom may have even been more excited than I at the prospect of two whole weeks of just us in the house.

I lay down on my bed and she immediately went for my crotch. She unzipped my jeans to free my growing cock. She said we weren't going to go all the way on the first night alone so tonight I get a hand job. All of her sexual attention focused on me! Soon as she saw the size of my dick she whispered what a lucky girl she is. She then laid a total surprise on me by hinting she would like to have my baseball buddies over for movie night. She wasn't talking about WATCHING movie night; she was talking about MAKING a movie night. My step-mom! Wanted to get busy with not only me, but my baseball buddies to! She is more of a slut than I knew! My cock grew rock hard at the thought of my buddies taking turns on my sexy slut step-mom. She was jacking me off really fast with a good tight grip and painting a picture of what the scenario could be like. I love it when she calls me a naughty boy. Just when I didn't think her hand job could get any hotter she whipped off her top and pulled her full tits from her bra for my viewing. The raunchiest part of her fantasy with my baseball buddies is that she doesn't want me to tell them she is my step-mom; she wants me to tell them she is just some whore in my bed. How fucked up is that? It's my kind of fucked up for sure. She continued to crank my cock, pumping it up and down so damn tight. I would do anything for this woman so long as she gives me more of these insanely dirty talk hand jobs! I began to tremble and she noticed, saying, "Are you gonna give your cum to Mommie?" I couldn't hold it in any longer as my spooge spurted from me. What an incredible release she gave me. Now that my cock was satisfied she quickly suggested I call my friends over for a "mom-b-que". Step-mom is the menu. Fuck yeah.

Jenna J. Ross: Little bitch boy pantyhose thief brother.

Bossy little sister catches her brother with her pantyhose. She makes him wear them then gives him a mean hand job!

When my mom married your dad she warned me about you. She said you were a little "off". Now I think I know what she meant by that. You kind of disgust me you know? Just sitting here looking at you makes my stomach turn. What kind of guy steals his sister's pantyhose and stuffs them under his mattress? I can almost accept the fact that you took my pantyhose to maybe sniff or something but what is grossing me out is how much they are stretched out, as if you were wearing them. Is that what you did with my pantyhose, wear them like a little bitch boy? If you're going to wear them then you are going to wear them for me. Pull off your pants and get these hose on. You're a sick freak aren't you? Does your cock get hard from the feel of the tight nylons pressing against it? You really do have issues, just like my mother warned me about. It hard to believe someone as old as you is such a sissy boy. What are you, nineteen? A nineteen year old little bitch boy? I kind of feel sorry for your pathetic cock trapped under the tight stockings.

Why don't I set it free for you and give you what you deserve. Do you know what you deserve? You deserve a dry hand job. You must like abrasive things against your dick otherwise you wouldn't be stealing my super small pantyhose and stretching them out with your gross man body. You just lay there and take it as I stroke this rigid cock of yours really fast and then super slow with no lubrication at all, not even my spit. You don't deserve any of my bodily fluids, not even my spit. Why don't I torment you even more by showing you my perfect boobs. These are boobs that you will never have, because you can't steal these from me can you? Awe, I'm enjoying being so mean to you why don't I give you a little reward. Here is some spit for your cock so you don't have to suffer through a completely dry hand job. Here is something else for you, you little freak, smell my fresh panties. I bet you want to lick the crotch out don't you? Here, take them; smell them while I continue to jack off your pathetic penis. Since you want my pantyhose so badly I'm going to rip them off of you know and finish wanking you with them. Isn't that what you do with my stolen stockings? Wank off then spew your sticky load in them? I'm here to do it for you, you freak. Yea, that's it spooge all over them cause you're the one who gets to keep them. If you ever say a word of this to mom and dad, you will be the bitch in this situation not me, remember that, freak.

Zoey Holloway: Step-mom is my Valentine's Day lover.

Poor Step-mom is alone on Valentine's Day; her stepson volunteers to be her date and gets a silky handjob as his reward!

I could hardly wait to celebrate Valentine's Day with my girlfriend. I bought a box of chocolates for her and was eager to deliver the rest of her gift, my dick. As I was heading out the door I figured I would go say goodbye to my step mom and wish her a good evening. It was a sad sight that I saw, my step-mom sitting alone all dressed up pretty sipping on a glass of and on the verge of heavy tears. My dickhead dad was once again standing her up and choosing to work late rather than come home and celebrate a special evening with her. I felt really bad for wanting to go be with my girlfriend after seeing my sweet step mom so upset. She wanted me to go have fun with my girlfriend and not let her disappointment bring me down. I offered her some Valentine candy hearts I had stuffed in my pocket, which she accepted with awkward grin. I could tell she was ready to cry good and hard so I said my goodbye. I got as far as the front door and turned around with the box of chocolates meant for my girlfriend. I went back into my step-mom's bedroom and gave them to her instead. My heart was with my step-mom. She is the one who does so much for me, it didn't feel right leaving her alone just to go get a piece of ass. All it takes is a phone call to get laid anytime I want but I don't think my step-mom has that same option. Someone has to step up and act like the man around this house so tonight it is I. She sheepishly accepted the chocolates and was quite surprised at my decision to be with her tonight. Being the kind generous woman she is, she knew I was forfeiting sex to stay home so she offered to at least give me a hand job to show her appreciation. I didn't have to think too much about that offer and quickly made myself comfortable on her bed.

She had a beautiful red lingerie ensemble on complete with stockings and sexy high heels. My girlfriend doesn't wear anything like this for me. It wasn't too hard a decision to stay home with my step-mom, look at her. She is definitely what one would call a MILF. Her skilled hands were gonna make my cock feel incredible. Not only did she stoke me beyond belief she was so damn horny she stuck me inside her. My dad is such an idiot for ignoring this sexy slut. She sucked and fucked me! This was turning into one helluva Valentines evening. My step-mom also introduced me to a stocking foot job an