I regularly had my neighbor Ann come over. I knew she needed to be spanked regularly in order to stay in line. To thank me for all my hard work after every spanking before she left, she gave me one of her incredible blowjobs! The woman had a gift, and she loved using it to satisfy me. I had ordered many different implements and tested them out on her humongous bum. I made her deliver me the cane to use on her big old backside. I left big red marks and made her send me a picture of her bum every morning after that. I watched the marks slowly fade away. Whenever her bum was no longer marked and was fully white and pale, I texted her to come over for another spanking. She was too naughty to be trusted to walk around without a bit of red on her big bum to remind her to behave!
Her massive mature bum cheeks had already tasted my belt, paddle, cane, wooden spoon, slipper, and, of course, my hand many times. Today, she was going to get another spanking. I decided she should bring something of her own this time.
I sent her a text: “Come over tonight, bring your hairbrush, and don’t bother wearing a bra or any panties.” I knew I wouldn’t have to wait long for a response. I had been punished strictly once for taking too long to text, so now I was labeled a priority. She used to put up a fight over text to avoid coming over, but eventually I was able to get her to obey without needing to use threats. She texted back, “As you wish, sir.” She had been well trained; I had a little extra surprise for her tonight.
Meanwhile, Ann was nervously sitting on her bed, looking at her phone. Before her neighbor took control over her, she didn’t even have his number. Now when she got a text from him, she obeyed. If he asked for a pic of her butt, she hurried to send one as quickly as possible. Her neighbor had such total control over her; she even obeyed his text messages. She looked over the message; he was only one house away, so it wouldn’t be the end of the world to walk over without anything under her dress. She gulped from the demand to bring her hairbrush. She had delivered implements to tear up her bottom before, but this time she would be bringing one of her own possessions, one that she used every day. She glanced over at her hairbrush; she was already scared of it, knowing that it would be roasting her bottom tonight! She wishes she could get out of it, but her neighbor would punish her harshly if she even attempted to push it off.
That night, she stripped nude and slipped on a dress over her naked body. Her gigantic ass and big fat tits were completely uncontained and wobbled with every step. She took a deep breath and picked up her hairbrush. It wouldn’t be as bad as the cane or the belt, but it would still sting her bottom and paint it red!
She looked outside to make sure no one was around and hurried over to her neighbor’s house and rang the doorbell, dreading to see him but also wanting him to let her in right away!
I took my time answering the door. Let her wait a little and think about her upcoming punishment. I opened the door and, without a word, grabbed her wrist and dragged her to my bedroom.
It was degrading for her that she wasn’t even given the basic respect to be greeted. She waddled as I yanked her forward and pushed her onto my bed. She landed on her belly and then scrambled to get up. I roughly grabbed the hairbrush from her hand.
“This is the hairbrush you use every day, correct?”
“Yes, sir,” she said while blushing.
“Is this your only brush?”
“Yes, sir.”
“So after I spank you with this, you will still use it every day to brush your hair?”
“Uhh… Yes, sir.” She hasn’t realized this till now. She would have to use that brush that was going to tear up her bottom on her head tomorrow!
“Take off your dress and lie on your back.”
She did as I said, and I lifted her heavy legs up. Her bottom was now exposed and ready to be spanked. She felt humiliated in this position. This was the diaper position, and she would have to have her legs held up as her bottom was beaten!
This new position was to make her feel exposed and vulnerable in a different way than going over my lap. I would be able to look her in the eye as I spanked her bottom.
I tapped her bottom with my hand.
“Are you ready?”
“Yes, sir,” she said with her eyes closed, bracing herself!
I brought my hand down lightly on her bottom. She relaxed a little, realizing this was just a few love taps. I was warming her up; I started bringing my hand down harder and harder till the smacks actually started to hurt.
I wanted to get her cheeks nice and pink before I used the brush. She had a lot of area to cover, so it would take me a while to get her butt pink. Her big, chubby thighs also required some work. After they were nice and pink, I put her legs down and grabbed her brush.
“Kiss it,” I ordered her while waving it by her face. She reached her head up and gave it a kiss. I then lifted her legs back up and tapped her bum with the brush.
I took a moment to admire the scene. She was lying on her back naked, her big chubby legs held up high. She had kissed the brush that was going to roast her bottom, which was the very brush she used every day! She felt so humiliated, looking at her young, fit neighbor take joy in degrading her and spanking her fat old bottom.
Wallowing in self-pity, she suddenly felt the sting of the brush hitting her ass!
THWACK!!
The hairbrush was loud, and the sound echoed in her ears as her bottom was struck by the hairbrush over and over! She tried to squirm and find a way to dodge the spanks, but in this position she has no idea what to do. She has no choice but to lay there and take the hits! I watched her twist her face, trying to handle the hits. I made eye contact with her as I spanked her, and she gave me that wonderful mortified look! The brush left big red marks, and soon enough her zit spots glowed.
I let her legs go and ordered her to get on her hands and knees. She scrambled to get into position and stuck her huge, aged bottom high up! She was now serving her ass to me; her fat hiney was red, but her upper thighs and the sides of her massive cheeks were missing color. I would have to fix this immediately.
I brought the brush down on her left thigh and then her right. I alternated between her chubby legs as she wiggled her tushy for me. I could handle a moving target, so I allowed her to keep shaking her ass. I brought the brush down hard and fast all over her wide, fat bum!
THWACK!! THWACK!! THWACK!! THWACK!! THWACK!
She wailed and cried; her poor wobbly bottom was stinging so bad, and she wanted so much to rub it. The thought couldn’t even enter her mind because she knew if she put her hands there, they would be whacked by the hairbrush!
After her entire oversized bottom was flowing, I stopped spanking her, put aside the brush, and grabbed her bottom with both hands! I squeezed and groped; her bottom felt so nice and warm. I kept thinking how nice it would be to put my cock in between these massive cheeks!
I pulled off my pants and boxers and tossed them aside. My dick was throbbing and needed one of her holes. I had used her mouth and pussy many times; tonight would be something different. Her ass belonged to me, and I was going to use it as I pleased!
I grabbed lube and applied a generous amount to my dick and her asshole. She had her face down and still didn’t know what was going on.
“Sir? What are you doing?” she asked as she felt the lube being applied to her asshole.
“I want your ass,” I said as I spread her cheeks.
She realized what I meant and started freaking out! She couldn’t be fucked in the ass. She had never been fucked there before and planned to keep it that way. How could she start doing anal at 54?
“Please, sir, let me suck your cock! I want it in my mouth so bad! Don’t fuck my butt!” she pleaded and begged. She did not want a cock in her big, fat, old ass!
“Do you need another few minutes with the hairbrush before I fuck your big fat ass?”
She took a moment and weighed her options. She was getting fucked in the ass either way; might as well get it over with.
“N-no sir! Please… F-fuck my ass!” she stuttered out, terrified of her own words.
I shoved my rock-hard cock deep in her ass. I had been waiting to fuck it all day! I wanted complete domination of her ass and to degrade her like she deserved! I thrust my cock deep inside her; her fat cheeks quaked against my dick. She gasped and moaned as she felt my cock rammed deep up her bum!
I busted a huge load in her, filling her ass with cum! It leaked out of her ass; she looked like a mess.
“Well, that was nice, but let me clean you up before you go home.”
I took her by the arm and brought her to the shower. I stripped nude and let her gawk at my young and fit body. I pulled her into the shower and turned on the water. She winced as the warm water touched her sore butt.
I started applying shampoo to her long blond hair and scrubbed it in. I took soap and started cleaning her. I did her shoulders and her back, spent extra time cleaning her fat breasts, and scrubbed her big fat belly. I pushed her against the wall of the shower.
“I’m going to clean your filthy butt right now; hold still!”
I held her with one hand while I scrubbed her massive cheeks and dirty crack! She wailed as her sensitive bottom was roughly scrubbed, so I smacked her wet bum and threatened to spank her more if she kept squirming.
I did the rest on her, then rinsed her off.
“Now do me,” I commanded her.
I lowered my head so she could do my hair. She scrubbed my head, got down to my chest, and did my back and belly. When I was scrubbing her, it was like someone cleaning a doll. When she scrubbed me, it was like a slave washing her master. In both cases, she was degraded and humiliated. She spent extra time doing my ass, obviously enjoying herself; she did my dick, and it sprang back to life, and she played with it till I busted another load! She caught the cum in her hand and licked her fingers, enjoying the salty taste of cum.
She cleaned off her hands and then got down on her knees and scrubbed feet. I commanded her to be through, enjoying her degrading position! After we got all cleaned up, we got out of the shower.
I quickly grabbed her, bent her over the toilet, and gave her soaking wet bottom a few smacks. She cried out as her bottom was stung once again. This was to remind her that her bottom was always able to be subjected to a good few spanks!
I then took a towel and roughly dried her off. She then took a towel and gently dried me off. I didn’t bother getting dressed; I loved showing off my body, and I loved how humiliating it was for her body to contrast with mine!
I told her she had taken her punishment well, and Daddy enjoyed her ass! She blushed and said, “Thanks, Daddy,” and put her dress back on and headed out. I handed her the hairbrush and told her to send me a video of her brushing her hair tomorrow. She awkwardly took the brush and held it away from her, nervous to be touching it. I walked her to the door and gave her a kiss goodnight. She went home with the brush; she hurried straight to the brush, and her fingers went straight to her soaking-wet cunt! She thought about her young, hot neighbor as she came. She was such a naughty girl; that’s why it was only a matter of time till she would be back over at my place for more punishment.
