Mother in law takes control part 16 [sissysitter] [F58] [M29] [chastity] [sissy] [humiliation] [bisexual]

His ass was still bruised from the spanking from the week before as Alice fed him his afternoon bottle. His fresh diaper crinkled as Alice teased his locked penis with her fingers. Her index finger ran over the flat head before gently caressing his balls a few times before going outside the diaper to rub it.

Weeks of relentless teasing made his balls constantly ache and leak. He found himself looking forward to his mother in law changing him since he knew she would at least touch him. The flat cage made it nearly impossible for him to get close but she was so good at dangling his orgasm in front of him that a couple of times he thought he would blow.

Billy bucked his hips at her hands making Alice smile. As he stared at her cleavage, Alice said

“Ok baby girl. Tonight, Mommy has a date to go to. That means i hired you a babysitter.”

Billy was shocked. He almost shook his head but thought better of it.

Mother in law takes control part 15 [F58] [M27] [ginger] [spanking] [humiliation] [chastity]

Billy’s diaper was pulled down to his knees and dress lifted up to expose his butt while he laid flat on the table with ankles and wrists tied to the corners. His tears slipped down as he tried to beg through his cock shaped pacifier to not be spanked.

Alice was walking back with some implements she ordered earlier this week: a thick and thin cane, a narrow and wide wooden paddle, butt plugs, vibrators, and much much more.

She pulled the thin cane out first and rested it across his butt cheeks. He squirmed and she laughed. He heard her in the kitchen and it sounded like she was peeling potatoes. Her feet slapped the ground as she came back to the table

“Billy Billy Billy Billy. You seem to think you can do whatever you want still. Playing with yourself? No no no. Very very bad sissy baby. If you need some sexual relief, you have to beg mommy.”

She picked up the cane and said

“So beg…”

The first hit of the cane came down hard without warning. Billy cried loudly pulling against the restraints and Alice kept a steady pace going repeating herself,

Mother in law takes control part 12 [noncon] [chastity] [feminization] [embarrassed] [public] [diaper] [F58 M27]

Billy laid down and the women circled him in the middle of the store. Alice pulled her diaper bag over and had the most evil smile. She squatted down and pulled off the bikini bottoms and backed off so everyone could see his small pink cage.

“Behold…our sissy baby’s little clit!”

Everyone burst out laughing making Billy cover himself up. Alice slapped his wrists and gave him a stern warning. Phones came out and pictures were taken.

“We need to clean your little clit before putting a new diaper on. No cummies ok?”

Billy turned red knowing how excited he was at being unlocked. She knew it too.

“Oops. Looks like someone’s excited for her diaper! Look how much it’s squished inside!”

Everyone squatted down and now no one will believe Billy about how much he hated this. He covered his face for a moment before one of the girls held his hands behind his head.

“No no bad girl. We don’t want you touching yourself.”

With some effort, Alice unlocked the cage making his member pop out, even if it was just a mere 4 inches before, it seemed smaller now.

Made a guy cum at dinner Pt. 3. Shopping for my new bikini. [F32. M28] [premature ejaculation] [tease] [femdom] [embarrassment]

A few weeks had passed since our first date and we just kind of hit it off. I found out that he really enjoyed femdom porn and never really found someone to do it with him. We didn’t do anything crazy, he doesn’t call me mistress or anything but we just made it so I lead our little fling we have going.

We have a few rules established but we can go over that another time.

Today I need to go buy some new bikinis and I’m taking my little premature ejaculator with me to help. I picked out his outfit, grey sweatpants with no underwear and a white graphic t shirt that had some tv show on it that he owned.

I wore a white tank top with a loose shirt skirt and flip flops. We get into the car and as I started driving I brought his hand over to my thigh saying

“No cumming and no taking your hand off.”

He gulped and said

“You’re so mean.”

I laughed and he laughed too.

Mother in law takes control Pt. 10 [femdom] [sissy] [chastity] [public humiliation]

The girls made sure to fix Billy’s makeup and rub some good smelling lotion all over him before two girls grabbed each of his hands while Alice and the other girl lead them to their next spot. Billy was driven wild by their hands all over him with the lotion. He leaked a lot into his pad.

The girls were being particularly loud drawing a bunch of attention towards them. His cock was straining in the cage as they beautiful women flirted with big strong men right in front of him. Introducing him as a sissy to them. Even pulling his skirt up showing his panties to a couple of guys. They pulled his panties away showing his pink cage and Billy tried his best not to cry as he was teased by everyone.

He was pantsed a couple of times and the girls would just keep walking as his skirt stayed around his ankles. They pulled them up right before they reached the food court. Billy was starving after having gone through so many stores and not eaten since early in the morning. The girls talked to him in a baby voice at the cashiers as they figured out what was on the kids menu.

College friend turned dom [F26] [F27] [tickling] [ruined orgasm] [lesdom] [bisexual]

Just one of Jill’s fingers traced my aching pussy. My legs bound above my head, wrists very much the same.

It had been months since she let me have an orgasm. I’d been on 5 dates in two months but she made me reject every single one of them. Jill has me bring my dates to our house if it’s going well, that way she can see them walk me to our door and then either let them come in to fuck me or say no to them. She did let one guy come in, only to take him to her room after she tied me up in my room telling him I got diarrhea and won’t be able to come out. I could hear them fucking for an hour.

All of my dates have been incredible. This girl I really like finally said yes and I just couldn’t believe I got a girl that hot to go out with me. I thought for sure Jill would want to at least see her in person. My panties were soaked and I was ready to eat her out as many times as she wanted.

Made a guy cum at dinner Pt. 2 [F31/M29] [premature ejaculation] [cute] [oral]

I didn’t plan on a part two but it seemed to be loved by everyone so why not!

We make it back to my place and I take him back to the bathroom where I have him take his pants off and wait for me. I didn’t stay to watch him undress, but i did wait to come back a little longer than necessary so he would squirm a little bit standing naked in my bathroom. I left some dirty panties in there as a tease 😘.

I grabbed my robe, and a pair of sweatpants and a white t shirt for him. I’m still in my dress as I walk into the bathroom to see him flexing in the mirror. He was embarrassed and immediately covered himself as I giggled.

“Sorry, I…uh….”

“It’s ok, it was cute.”

I walked over to him and got really close before saying,

“I think I need help taking this dress off. My hands are kind of full.”

As I’m saying this I’m reaching around grabbing his little butt cheeks. Surprisingly muscular and shapely for not having a large butt. It’s a bite sized butt of glorious proportions.

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Mother In law takes control prequel [blackmail] [breeding] [teasing] [MM] [MF] [chastity]

Alice’s panty wearing dripping mess of a son in law was all hers. She loved never allowing her chastity pets to cum. However, after a bad experience with her pathetic husband she knew she had to keep them appreciative of her or else they become no fun to tease.

Frank was defeated and moping around the house after 2 years of no sexual contact except for his daily shower and shaving. Alice’s hands were soft and knew exactly how to touch him to drive him crazy. Even when getting pregnant at the beginning of their marriage, she just had to have him in her hands for 1 minute before she slid his dick in and he would burst his load inside her. Other women said he would go 3 or 4 rounds of them cumming before he orgasmed but Alice was next level.

That two year stretch was after Elle was born, she slowly extended his lockup times and wore more modest clothes around him. Eventually he started to get suspicious so he sat down with her to argue about it. She listened patiently as he began to work himself up to yelling until he was out of breath.

Made a guy cum at dinner [premature ejaculator] [hookup] [cute]

Met this guy on tinder and we decided to go out for dinner. We both were not looking for anything serious but just a good time. He talked a big game of what he was going to do to me. I was honestly kind of excited. We got to the restaurant, I wore a plunging neckline loose fitting black dress with a high slit and no panties just in case, and we were seated in the corner, mostly out of eyesight.

He seemed pretty nervous but we got to chatting and it was going well. We both ate a protein and vegetable heavy meal. As the conversation progressed I kept noticing him looking at my thigh in my slit. I bit my lower lip, took his hand, and placed it high on my thigh. He blushed and i whispered

“I’m not wearing any panties.”

His jaw dropped.

“So tell me, James, do you think the date is going as well as I do?”

No words came from him, he was completely frozen. I love when boys get flustered. I put my hand on his thigh and gently guided his hand up to my pussy.

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A rare one time favor from his nurse. [FM] [Handjob] [Sponge bath]

Marty at the ripe age of 52 fell off a ladder at home trying to change his floodlight. He was supposed to go on a date that night which is why he wanted to make sure it worked if they went back to his place. He saved up cum and didn’t watch porn all week. He was insanely horny and desperately needed to cum even if he was in a lot of pain. He had to go to the hospital and stay there for a few days as they tested for brain issues.

His nurse didn’t help either. She was incredibly kind and always was checking on him and listening to his stories. Today she came in and he couldn’t help but stare at her ass as she bent over to grab something.

“Doing ok today Marty?”

“Yeah, I’m always doing great when you’re here.”

“You don’t stop trying do you?”

“Persistence is my middle name.”

Lilly laughed and shook her head.

“I’m sorry but today is sponge bath day. I know you hate it but I need to do it. Let’s get that gown out of the way.”

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