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Son working for mommy at her business
I just got out of high school and went to work for my mom business. it was a small business with 3 older women working their. they were all in sexy reveling dresses .i got a heart on just getting to see them bend over , i got to see their panties . of course i did not realize they were teasing me all day. day 2, my life changed. i did not realize my mom told her 3 women that she wants me to be their sissy boy. when i got caught dropping my paperwork to the floor so i could look up their dresses at their pretty panties. then the boss asked me what am i doing . i could not answer her. know i got 3 women surrounding me. they started yelling at me for being a bad, bad boy. then the boss said she is going to call my mom about being a pervert looking up our dresses. i started bagging them not to do that. she said i must be punished . i told her please do not tell my mommy. in am in trouble. then the 2 women grabbed my arms, but i was trying to wiggle free, but they over powered me. my boss grabbed my belt and quickly unfasten it and she pulled it off. when she unfasten my pants and pulled down my zipper, i asked what are you doing. she just laughed as my pants fell to the floor. the other 2 women pulled my shirt off leaving me in my tidy whitey. i was in shock when the leaned me over the desk and told me i was a bad boy. do you know what happens to bad boys, they get a spanking. they all began spanking me hard. they were smacking welts onto my ass. i was crying like a little girl. then they ripped off my tidy whitey and i felt something funny going into my ass, farther and farther. she started humping me harder and harder. i never felt like this before, i was getting goosebumps as the next women took over. they saw my dick exploded into the air many times and they loved it. once they were done. they bought a box out and poured my new girly clothes onto the desk. they were giggling as they slipped on my pink ruffled panties. they finished dressing me up. i was i shock. then they put on a wig so i looked like a little girl. then my mom walked in. i was speechless as she asked what is going on here. so they told her the story. she told me since i look so pretty in my new girls clothes, mommy is going to dress you up before i come to work. they made my a sissy girl, that is not fair.i got to obey women or i am in trouble. they spank my pretty panties every day . trouble is, i sort of like this spanking they give me every day. they made me a sissy boy
Women rule little boys in panties
I think he has been mommy little girl at home for a long time. if you just got out of high school and you are bagging the 3 women not to tell mommy, or i will be in trouble. if you are 18 years old, scared if mommy going to give you a spanking for being a bad,bad boy. you 3 women need to take this virgin to sissy training class. get rid of those pants for starters. women wear the pants around here. he wears pink panties and a dress. any back talk, he gets a good spanking and pulled those pink panties down and fuck your brains out, just what a sissy boy needs
Oh boy, how do i get a job like this. at least you got to dress him up in his pink ruffle panties and other little girl clothes so you will be so pretty when mommy stops by to see her new little girl outfit. since she told the 3 women to disapline this bad,bad boy. excuse me, where is my vibrator, my panties are twigging from this story.fuck that boy up his tender pretty virgin ass,yeah
You 3 women were in heaven when you punished this bad,bad boy. i can only image his face when you grabbed his belt with force,pulling it off. he is helpless as the 2 other women held him as he trying to get free. him crying for you to stop as you start removing pants with force. like crying to these 3 3 women telling him he is a bad boy. sissy boy in pink ruffled panties is to funny . only thing better, fucking sissy boy up his wiggling ass. those 3 lucky women , great job, spank him good
Strip that virgin of those filthy boy clothes and put him into some pretty girls clothes, then fuck him up pretty boy ass.
Do you realized this high school boy was so scared from man handle by 3 women . when they said they were going to tell mommy he been looking up their dresses their panties he started crying like a little girl. the women who forcefully the removal of his pants while 2 women held him. he was shacking scared to death as she unzipped his pants. then spank his ass good, then you wanted more fun by being his first fucking by 3 women up his virgin ass. he loves it.
What fun the 3 older women were given by his mom to make him a sissy boy. especially a sissy boy crying not to tell mommy about me being a bad boy. that is a fantasy dream to be having with pretty boy about to have his pants forcefully removed and all his clothes and get a good spanking. what fun you had . poor baby , got fuck good by the 3 women happy with their little sissy. then put some pretty pink panties on him and dress him up for his mom coming to see him. omg
Back in high school, I dated a girl and her mom Sh*rry was open minded and didn't care to leave us alone all the time. She put Ch*rity on bc at 14.
Sh*rry also knew we were having sex because every time I'd come over and she'd leave, she would give us the 'safe sex' speech and remind me she put condomes in Ch*rity's room. We ended up breaking up.
Years later, I was 28 and bought a 'fixer upper.' I ran into Sh*rry at the store and she told me she'd gotten a divorce and Ch*rity was married with a 2 year old. She made the comment of being an old grandma. Sh*rry looked great for her age. She'd just turned the big 5 0. I flirted and asked her to dinner. She offered to cook. She lived in an apartment I asked her to my place. We had dinner with a few drinks. We started kissing and ended up f*king!
She moved in and after 5 years we're still happy together.
Me and my girlfriend would love to been their helping mommy with a high school boy who is a shy, innocent boy who mommy wants him dressed in pretty little girls clothes. what a fantasy of fun thoughts roll though our brain. he is a bad boy looking up women dresses, something a 6th grader would do. he needs to be punished for his bad behavior . when he is crying for you not to tell his mommy. omg, you are in trouble. removing all his clothes and give him a good spanking . but slipping your strap on into his ass and fucked sissy boy . then mommy shows up to see her baby all dressed up as a little girl. he did say no about anything about what happen, he must happy
Sounds like mommy telling the 3 women, who are old enough to be his moms age. to dress him up as a girl. i bet mommy has been dressing him up as a pretty little girl all his life and he loves it. those 3 women knew they were going to have fun with him. looking up women dresses and being caught. you know he is a sissy boy when he is crying that you do not tell mommy, i will be in trouble. those 3 women had fun removing all his clothes and spanking his ass. poor baby got a surprise going up his ass. then your mom walks in to see her pretty baby all dressed up in little girl clothes. mommy was so happy to see you.
Is it Christmas, mom she wants you 3 women to make him a sissy girl. omg, that is the best job ever. making a high school senior who is a male shovitness and making him a sissy boy. he is already crying not to tell mommy. is he in trouble. now you got a sissy bitch you can have fun with at work. fuck him good
Benny hill got caught looking up your 3 women dresses. they were going to call your mom, but they were giggling as sissy boy was so scared that mommy would find out. omg, we are going to have fun punishing and embarrassing our little girl. strip him ,spanking his ass, then have 3 women fantasies of making him their bitch. you know what happens when you have to much fun, fuck sissy boy harder
I went to trade as a journeyman iron worker. I'd finished working a 3 year job and decided to take a few summer months off. Mom and dad own a small real estate company and a cabin cruiser docked at the lake. I was single and 25. My parents told me I could stay on the boat for the summer.
Dad was traveling and mom and her friend S** wanted to go out on the lake for the day. I agreed to captain the boat. S** works for mom and dad part-time answering the phone and scheduling appointments. She's mid 30s, bottle blonde, mom of 3 and has nice curves. She's kind and has a cute smile and fun personality.
Mom called and told me a client is wanting to look at a office space and since S** arranged this to be a 'girls' trip. She had her parents keep the kids and her husband was golfing. She asked if I'd still take S** out. I agreed. S** arrived wearing a swimsuit cover up. I instantly complimented her hot body and she loved the attention. She always did. We cruised for an hour then anchored in a cove. We swam and while relaxing with drinks. She had wine and I had a few ultras. Things got intense. I moved in to kiss, she didn't move away. We had sex on the aft deck. We had sex two more times before the day was over. I secretly hooked up with her a few more times that summer.