Category: Jack Off With Mommy

My Son, The Sissy

Sissy mom

 

I’m proud as fuck to be a sissy mom and of my ever blossoming soft little son.  She’s full of surprises, constantly kink hopping to help himself figure out exactly who she is sexually.  I think it’s a smart move for any pan sexual.  How do you know what you do and don’t like until you try it?  I think she’s really found his thing, though.  He’s fully embodied her silly little sissy side.

She absolutely has to get my opinion on all of his prissy outfits.  From frilly pink dresses and maid uniforms to leather corsets and fishnets, she loves to try on his wussy wear for me to see what I think.  She’s great at it, too.  My mama’s boy should get paid to model his effeminate ensembles, she makes them fucking work with legs that don’t quit and an ass I would kill for!  

Of course, being a true sissy boy mommy, I have to show her the ropes and teach her what being a girly guy is truly about.  It isn’t all fun and games for my pretty little pantywaist, she gets the same training as everyone else.  There’s no cutting corners, she has to follow all of the rules and listen to everything I say.  But, just like the others, when she’s been a good girl I’m sure to please her little clitty and let it dribble anywhere she wants.

 

Phone Sex Mommy Pussy

Jack off with mommy

This mommy milf pussy is all for you baby! I know we just met getting drinks but you couldn’t keep your eyes off of my mommy milkers and I knew you had to have me! I know you would love to have my tits in your face, milk dripping into your mouth and your baby batter to impregnate me again and again! You’ll get to watch my belly grow and grow with your sperm and always have a hot mommy to fuck! My big belly can also be in your face just like my milking tits! Let me spread my legs and push this mommy pussy in your face! Lick me, clean baby, lick my mommy clit and I can squirt my mommy juices all in your face!

Exploring Mommy’s Pussy

MILF Phone Chat

My legs were spread and he watched me with lustful fervor. I had been laying back with my whore thighs wide as I played inside my dirty mommy fuck hole. I could tell he wanted to explore my pussy, and I was hoping my young son would want to use me like a breeding whore! We were on the hottest vacation of my life – just me and my boy and one queen size bed in the hotel room. The first night I knew he hardly slept because of how rock fucking hard his cock was! Baby boy was desperate for just a little lick from Mommy on his dick.

The next day on the beach, he caught me masturbating while I thought he was taking a nap. I had just gotten so horny watching him lay there covered in oil that I knew nothing was going to keep me from cumming all over that beach. I was a creamy slut who knew what it meant to really get fucked so when my son opened his eyes from his “nap” and saw what I was doing, I could tell from the way he was looking at me that he wanted some too. And I was going to give it to him with a cock like that!

Mom Phone Sex

Anal Sex Mommy

anal sex mommyI am an anal sex mommy. I relish any chance I get to be a three hole or a 2-hole mommy. This weekend was my youngest son’s birthday. I asked him if he wanted to invite some friends over for a party, but he opted for a family party. He wanted his half-sisters and brothers to come over to celebrate with him. I made a few calls, and they were all free. We half expected that he would pick friends over family at his age. Of course, he does not get to fuck his friends. He gets to fuck his family. My oldest daughter, first born boys, plus my husband, and the birthday boy and his baby sister rounded out the party. I got a huge cake. I did most of his birthday shopping online. When he woke up Saturday morning, he got some wet mommy pussy all to himself. It is a family tradition. The birthday boy or girl gets mommy first and all to him or herself. We spent an hour fucking, before I made him his favorite breakfast. Another family tradition. By the afternoon, and a few fucks later, the birthday boy’s other siblings had arrived. We had cake and opened presents. Before the birthday dinner, we fucked. My husband entertained his baby girl and my eldest daughter, while I was a three-hole mommy for my boys. The birthday boy got to decide what hole he wanted since it was his day. He decided that he wanted to fuck mommy’s ass. I was more than willing to give him my tightest hole. Before the night was over, he fucked all his mommy’s holes. That is because I am a mommy whore. I let every boy fuck each of my holes. It was a special occasion, but birthdays aside, I am still spread and ready for any of my sons anytime.

Horny Pregnant phone sex mom

pregnant phone sexBaby look at my brat growing inside of me! That’s your seed inside me during pregnant phone sex. You love knocking me up because I get super horny! Oh baby you know the breeding is my favorite part but even after! I’m big and heavy and my tits are so milk-filled I need your cock. I have such swollen labia and my clit is big like a little dick. No matter how many times I masturbate I still need a warm hot raging hard cock inside of me. It’s perfectly safe to have sex when I miss pregnant don’t worry about bumping my little bitches head I just need to feel cock I don’t care about anything else at this moment! Tell me how much you want to play with her when she comes out of me! I love p-men and men who have brat and breeding fantasies! Tell me how much you’re going to have some incest inbreeding with me and our daughter! Be nasty as fuck when you fuck me cuz that’s what I need right now so very much baby!

Love, 

Breeding whore Gabby!

Teaching The Tutor

Teen phone sex

 

I love teaching a naive teen a thing or two about her own pussy.  Tuning a young one in to her own sexual desires makes my pussy tingle with delight.  I remember all of the unsure feelings that come with handing your fresh fuck hole over for someone else’s enjoyment for the first time, exciting and a little scary all at once.  That’s probably what makes me so good at putting their racing little minds at ease and making them feel relaxed enough to let me invade their unexplored holes.

My son’s math tutor is a hot little uptight ginger who really needed to be shown that it’s alright to make herself feel good or at least let someone else do it for her.  I don’t know if it was my son’s big ol’ bulge staring her in the face for an hour as she struggled to get him to understand his studies or the sight of my bright red, road worn vibrator on the table next to them that had her going, but it didn’t take much persuading at all by this mommy whore to make that anxious amber angel acquiesce to my audacious advances.

I took off her glasses and kissed her sweet, candy flavored lips as I stroked her milky white thighs.  She shivered as I ran my hands ever higher up her skirt toward her strawberry of a snatch and softly whispered “Take off your top.” in her ear.  She nodded and stripped down without hesitation, revealing her newly budded boobies with nipples already standing at full attention.  I kissed my way down her body, sucking and licking on her titties, stomach and hips as I worked toward her creamy little cunt.  

I probed around her pussy a bit, making her squeal with anticipation as I stroked her lips with mine and gently nudged her swollen clit with my nose.  I lapped at her labia until my tongue slowly worked its way inside of her.  Once my tongue made it all the way inside of her, the future nookie nerd let out a breathy moan and came all over my face, screaming and wailing as she held my head in place and ground her super tight twat hard into my cunny kisser.  Breathing hard with her cheeks flushed red and legs spread wide, I could tell she was ready for more.

I peeled open her damp lips and pushed my ever ready rouge rocket into her virginal fuck duct with long, slow strokes.  Once her gash was used to the penetration, I turned the bad boy on and let it work its magic.  She came in 5 seconds flat, wailing and whimpering as she shook uncontrollably and squirted her teen pussy juice everywhere.

Now she doesn’t just come over to help my son, she comes over to jack off with mommy, too.

 

MilF Hunter Threesome

Milf Fantasy stories

Threesome milf fantasy stories for your cock! One of my Lovers has  a Jealousy kink. He loves making women jealous of him! With a big fat 9 inch cock he knows he can get his way and still have me swooning over him!  But he liked to make me ache and wait and throw myself at him. Enter the sexy ass Hunter (with a  sexy ass) who was  grinding up at John on the dance floor  the other night. Someone for John to make this naughty older  woman Jealous with. I have to admit Seeing hunter dry hump John made me Jealous but also very turned on. I’m a bisexual Mommy and Now I wanted both of them in my bed!  Soon my lover had two women fighting over his cock to see who sucked dick better! Going down and sucking and slurping hsi balls together as Hunter and I rubbed all over each other’s big tits and worshiped his balls and cock. He was taking horny milf pictures as Hunter got on top and rode him so hard and fast trying to get his cum load before I could! It was one of the hottest things I had experienced in a long time and tasting Hunter’s pussy off John’s cock is something I’ll never forget!Horny Milf pictures

My Nephew Had A Party

jack off with mommyIt is Saturday night and my hot ass nephew decided to have a party at my house. He didn’t even have to beg. The thought of a bunch of young co-eds at my house always makes my pussy soaking wet. I heard them and things were pumping up, so I decided it was time to make an appearance. I don’t pretend to be the sweet conservative Aunt and my nephew knows this. We have fucked since he could get it up so when I walked down the stairs in a hot bra and pantie set and thigh highs he only smiled. The other horny boys just stared.

I walked through the crowd to the bar and fixed a drink. I leaned against it and asked which one of these fine young men should I begin with. There was silence and then all at once the sound of “me me me.” I scoured their crotches to see which one was sticking out the most, smiled, grabbed his hand, and led him upstairs. Leaning back on the bed I instructed him to come and give my mommy pussy some attention. He spread my legs, moved my panties over and began. Do you want to join us baby? Or do you want me all to yourself?

These Tits Were Made For Sucking

Jack off With Mommy

Come here baby boy, these tits were made for sucking. Mommy loves her little adult baby. But he knows I’m not like the other mommies. I’m so sweet and nurturing I take care of his every need. I make sure my baby boy always has a clean pamper on his little bottom, and a paci, bottle, or Mommy’s own swollen and milky nipple in his mouth. I make sure he gets dressed up like my little sweet boy, and I take my time using him to take photos and make money off of. So many of Mommy’s other clients love humiliating adult babies, and I sort of get off on it, too!

Anal Sex Mommy

While I dress him up int he cutest little baby boy bonnest and a sexy adult diaper, I make sure my baby has a rattle and his paci too! Let’s not forget that I have to get him ready to make this special movie with me. Mommy has her perverted PDaddy Adult Baby Rape Fantasy having degenerates to come over and film something special where Mommy dresses up and pegs her baby boy. I have to get his little poop chute all ready to take Mommy’s massive strap on! I can only wish I had my own cock to penetrate that innocent little hole with!

He’s going to thank me while I hurt him because I told him to, and his little pee pee is going to be rock hard inside that soft, cozy adult diaper! I’m going to make him so desperate to go pee pee in his diaper so I can make him have a humiliating bathroom pee emergency accident! Mommy is quite the fan of omorashi and wetting, and being able to degrate and humiliate my little adult baby boy Roger Thomas Martin is my favorite thing!

Breeding Phone Sex

 

Cock Sucking Mommy Nicolette

cock sucking mommyI am a cock sucking mommy. I am very oral. I love giving head, especially to my sons and their friends. My oldest son is 32. We have been fucking for many years. He was in high school when we started. For a year it was just me and my sons fucking. One day, my eldest had his best friend Jim over. I was high and drunk on wine, so things got wild. I did not fuck Jim, but I sucked the hell out of his teenage cock. I would have fucked him, but he was the one weirded out about fucking his best friend’s mom with his best friend right there. Fifteen years later, however, he wanted a do over. He came by with my son last night. I am his one regret. Honestly, I had forgotten about that night. Not because he did not have a nice cock or anything. I drank a lot of wine that night and it has been almost 15 years. I remember Jim of course because he is still my son’s best friend. They were in each other’s wedding parties too. I was sober last night. I no longer get drunk to get drunk. Jim told me he wanted a do over. Both him and my son were cool with tag teaming me. I knew my son would be. He shares me with his brothers all the time. I started the threesome by sucking them both off. I took turns on their hard cocks being a mommy sucking dick extraordinaire. Before long, I was on all fours with my son in my ass and his best friend Jim in my pussy. They both acted like they had not fucked a warm hole in forever when I know both have hot wives at home. A boy can be married to a super model who fucks him many times a day, but she will never be better than mommy