The Taming of Anne Pt. 06: Preparation

I woke up Thursday morning, the bed on the floor wasn’t too comfortable. I looked over to check if my mistress was sleeping, she was, so I quietly left the room to make a pot of coffee. As it brewed I thought back to the night before wondering how my life and sexuality have changed. Thinking of the possibilities I started getting hard and instinctively gave it a little stroke.

I heard my wife say “You are a hardon away from getting put in a chastity cage, now let that thing go and pour me my coffee.”

“Yes M’am, did you sleep well?”

“I did,” she remarked, “I had the whole bed to myself, it was quite nice.”

I injected “I didn’t sleep so well, that dog bed is a bit small.”

I saw mistress pick up the dowel rod and point to the counter, I knew what she wanted from me, I bent over the counter. SWAT SWAT SWAT, came three fast corrections. “I’m sorry Mistress, please forgive me! I misspoke my bed is perfect for me, it is more than I deserve!” SWAT, SWAT, SWAT, SWAT. I did everything not to move my hands or stand up.

Cindy stood me up and hugged me, I hugged her back and laid my head on her shoulder and sobbed. Cindy’s hands moved down my back to my warm ass. “I’m sorry it hurt you, but you need to understand your place. I love you but you cannot think for a moment your discomfort is my concern. Man up and tough it out.”

“Yes Mistress, thank you for helping me understand”

She leaned in and kissed my cheek and whispered “coffee.”

“Yes Mistress, right away!” I responded as I headed for the coffee pot to fetch her morning drink. I poured her coffee into her favorite over-sized mug, as I set her coffee down next to her, I asked “Is there anything my mistress desires?”

“Yes dear, I forgot my phone upstairs, please fetch it for me.”

“Yes Mistress, right away” as I hustled up the stairs for her phone.

Cindy yelled “While you are up there lube up and insert your butt plug!”

“Yes Mistress”, I called back downstairs. I reached her bedroom and opened the nightstand and found the toy. I grabbed the lube and poured some on the toy, spreading it around with my hand. I used the excess from my hand to lube my butt. It slid right in, making me hard again. I washed my hands, grabbed Cindy’s cell phone and headed downstairs, my cock bobbing up and down as I hurried.

“Your phone Mistress.”

She replied “Thank you, did you have any trouble with the plug?”

“No M’am, thank you for allowing me lube.”

Looking at\ my hardon she said “It looks like you like it, we might need to go up a size. Go shower and wait in the kitchen, don’t shave anything, I am going to have your body waxed today.”

I replied “Yes M’am” as I scampered back up the stairs.

********************

Anne woke up happy, she had the most satisfying sleep, alone in her big bed. She pondered how things were going to be after Jim returned from his trip. As she picked up her phone to check her text messages, it chirped as Susan texted her ‘Good morning Mistress, what would you like me to wear today?’ Anne thought of Susan’s beautiful body with her adorable puffy nipples.

Anne didn’t know Susan’s wardrobe, but replied ‘wear a short skirt with black opaque pantyhose, with a white button down top. Add heels that match.’

‘Yes M’am’ A few minutes later a picture of Susan in a full length mirror came back.

‘Is this acceptable?’

‘Yes, you look good enough to eat!’ was Anne’s reply.

‘Thank you, I live to please you’

Anne texted back ‘Thank you, enjoy work and come straight here after your shift.’

‘Yes M’am’

Anne texted Cindy ‘I am about to exercise, would it be too much to ask if Mistress would allow me to wear a jog bra?’

Cindy replied, ‘Yes, nothing else but shoes and socks if you want them.’

‘Thank you Mistress!’

Anne grabbed her running shoes, socks and jog bra and headed for the basement. Her mind was clear as she ran, it seemed like she could run forever. Three miles came and went, she felt so good, she ran another mile. She dismounted the machine and headed for her shower.

The warm water on her breasts felt good, she could feel her pussy tingling, she ran her hand down between her legs and started to rub herself. She decided to stop and wait to ‘perform’ for her mistress. As she finished washing her hair, she heard her phone chirp. She rinsed and turned off the shower, it was from Cindy ‘Put on a short dress, we are going shopping.’

Anne was excited, as she did enjoy shopping ‘Yes M’am, shall I wear anything other than a short dress?’

‘You will be allowed to wear panties and a bra.’

‘Yes M’am, I will be over quickly.’

Anne selected her short white mini dress, she chose a black bra and panties, hoping they would show through the thin fabric, and it did. She put on her required shoes and headed to Cindy’s house.

****************

Tina woke up late to her phone buzzing, it was Cindy ‘Shower and put on a mini skirt and get over here.’ She rolled over and kissed the Anadolu Yakası Yabancı Escort stranger in the bed next to her “I had a great time last night, but honey, you have to go.”

“You said you weren’t married.”

Tina said, “You sexy beast, I’m not married, I just have things to do that don’t involve you, now either grab your things and go, or get in the shower with me.”

He replied “I ain’t one to waste water, I’m in!”

He stepped into the warm shower and held the door for her, extending his hand to her for safety. She took it and he guided her into the shower. She leaned to him and presented her face to kiss, their lips met as he wrapped his arms around her. He soaped her back as they kissed and spent way too much time washing her juicy ass.

Tina turned around and he started washing her large titties, her nipples grew harder as her caressed them, he finished with a slight pinch. He washed down her tummy to her smooth pussy and slid his hands right into her folds. She lifted her leg to allow him better access to her pussy. He wasn’t sure if she was wet from her juices, or the soap. He heard her let out a light moan and he knew he was turned on. She leaned forward and whispered, “Fuck me.”

He slid his thick cock between her legs, she reached down and guided him inside her. She cooed “That’s it boy, fuck me hard.” He started pumping faster and faster. She was rubbing her clit as he pounded away at her. That’s it, that’s IT, THAT’S IT, THAT’S IT, THAT’S IT, THAT’S IT, OH YES, THAT’S IT, Tina came, she heard him grunting, she said “Come in me baby.” With one last grunt he plunged deep into her pussy and she felt his cock spasm inside her.

He washed quickly, got out of the shower and grabbed a towel and waited for Tina to rinse off. As she exited the shower, he was waiting so he could dry her off. He guided the towel over her body taking as many feels as he could before he had to go. She brushed her teeth and went into the bedroom and selected a short blue mini skirt and a white stretch tank top. She put black panties and bra in her purse, slipped on her platform pumps and walked out with her conquest. She walked him to his car and kissed him goodbye.

“Can I see you again?” he asked

Tina replied “Maybe, I have a busy weekend, call me next week.’

“You can count on it sweet thing, I will call you next week” he said as he got in his car and drove off.

As Tina walked over to Cindy’s house, she could feel his come starting to drip out of her.

***********

Anne was the first to arrive, I fetched her a cup of coffee, with cream and sugar, she thanked me for the cup and turned her attention to Cindy. Anne told Cindy about Susan last night and how in the shower she chose to wait to finger herself with Cindy. Cindy gave her and appreciative kiss.

As they parted Tina came in and grabbed a towel to sit on. Sat next to Cindy and told her about last night and the fresh load of come inside her from her morning shower. Cindy called me over to clean Tina’s dripping pussy. I tasted the mix of her juices with her lovers, My cock was hard fast as I lapped up his come, Tina was starting to get excited and moving her hips up and down.

Anne pulled up her dress and started rubbing her pussy through her panties. Tina came loudly pushing more of their mixed come into my mouth, and I swallowed it up. Cindy asked Anne if she wanted to fuck me or have me lick her. Anne replied “I need a fuck, she stood and guided me to her chair and climbed on top of me.

It was like I was a piece of furniture, she barely acknowledged me as she rode my cock and ground herself on me. She reached down and rubbed her clit and she was off, coming shouting for all to hear!

I said “I’m coming.”

Anne quickly jumped off me and told me to finish myself. All the girls watched me stroke myself and shoot come on my chest and face. Cindy reached over and scooped my come from my body and fed it to me. “Thank you Mistress and Goddesses, thank you for allowing me to come” I groveled.

Cindy and I went upstairs a to get ready leaving Tina and Anne to enjoy their coffee. In the bedroom Cindy told me to get the shower ready for her. I warmed the shower and Cindy stepped in and closed the door. I waited outside for Cindy to wash herself, I could hear her breathing rhythmically speed up, she was rubbing herself, and I heard her come. She finished her shower and walked out to a warm dry towel. She kissed me as I dried her off.

She lead me to the bedroom and she pulled a loose pair of running shorts and a tight tank top for me to wear. I put them on without underwear and presented myself for inspection. Cindy said “fine” and waived me away. I went downstairs and waited in the kitchen.

Cindy came down in a short mini skirt, so short you could see her panties when she was elevated on the stairs. She wore a light blue transparent button up blouse without a bra. Her titties bounces as she walked, making me hard again. She told me to get the Anadolu Yakası Yeni Escort truck keys, I was driving them to the spa. I grabbed the keys and headed out to start the GMC Yukon, all three girls climbed in the back seat and gave me turn by turn directions.

We arrived at a beautiful spa called Negril and were greeted by a small group of therapists, a woman and three men. Cindy informed the woman that I was here for a waxing, and the girls all have spa treatments scheduled. The petite woman looked at me and smiled, “Please follow me” and she walked off, I followed.

Cindy looked at the three men and directed Anne to go with the tall black man, Tina to go with the blonde, and looked at the buff bald guy and said “You’re mine.”

He smiled and lead the way.

***********

The waxing room had soft lighting and earthy colors to the room. The therapist told me her name was Helga and asked what I was having waxed. My mind raced, but I knew the correct answer…”Everything below the neck.” Helga smiled and told me to disrobe and get on the table, I asked if she was going to leave while I undressed. She laughed and said I’m going to see it all, we shouldn’t waste time. I dropped my shorts and took off my shirt and tossed them on a chair. I asked “face up or down?”

“Down”

Up on the table I was hard again I hoped Helga didn’t see it. She started at my shoulder and applied wax and a cloth in many spots across. She said, this is going to sting, I should put my face in the towel to muffle myself. I buried my face in the towel expecting the worst, it wan’t so bad. It stung with each patch she ripped off my back, but I could handle it. Helga worked her way down my body to my ankles, I was doing pretty good.

Helga said “Lift up your hips”, I bent at the waist and she slid a wedge under me. She grabbed my hard cock and held it against my stomach and said “down”, I lowered myself to the wedge. She gently started pulling on my butt plug and slid it out of my body.

“I forgot that was there” I sheepishly said.

Helga snidely said “Most people would know if something was in their ass, maybe you need something bigger. Reach back and hold your butt cheeks apart.” I complied. She dried my ass crack and applied wax to the hair on my butt and around my anus. She said “you are going to feel this one.” RIIIP

“OH MY GOD OW OW OW, I wasn’t ready” I wailed with tears were welling up in my eyes.

Helga grabbed the wedge and coldly said “Sorry, raise up”. I lifted my hips. Helga removed the wedge and said “roll over”. I rolled over and was fully exposed to Helga.

Helga started at my shoulders working methodically down my body, skipping over my groin, she finished my legs and got my feet. She moved back above my cock and started on my bush. She applied the wax and cloth to the area above my cock. “Are you ready?

I nodded and before I got the towel in my mouth she pulled! I yipped and she looked at me and said “you said you were ready.” I rolled my eyes as she moved between my legs and applied wax to my inner thighs. “Are you ready?” I put the towel in my mouth squeezed my eyes shut and nodded. RIP RIP RIP, I screamed into my towel.

“Almost done princess” as she took a hold of my softening cock and popped it in her mouth, she said “this works better if you are completely hard.” She jerked and sucked me and I began to get excited. “Good boy, just a little more”, she continued to stroke me. She told me “hold your cock and pull yourself towards your face as much as you can.” I pulled myself as she applied wax and cloth to my balls and the crevice between my leg and balls. “Are you ready?” I bit down on the towel, squeezed my eyes closed and nodded. RIP RIP RIP RIP MY eyes crossed in pain, the towel muffled my cries. Tears were streaming down my face, I sobbed.

I have a lotion to help with the sting and redness, roll over and I will start with your backside. I rolled over as she started to apply the salve to my tender shoulders. Its cooling effect felt great, she gave me a quick massage as she moved down my body. When she got to my ass, she asked “Would you like me to insert your plug?”

I replied “Yes please”. She used the lotion as a lubricant and easily slid the tool into my ass. I felt it slide in and pop into place.

Helga asked “does it feel good?”

I replied “Yes M’am”. She continued down the back of my legs applying the lotion and called out for me to roll over. When I rolled over my cock was at full attention, the hardest I have ever been.

“Oh my, we seem to like our smooth body and butt plug” Helga teased. She grabbed my cock and slowly stroked it, with her other hand she applied the lotion to my hairless upper body. She let go of my tool and finished applying the lotion to my legs. When she was finished she returned to my cock, she used both hands and massaged my groin. She asked me if I was allowed to come.

I said “probably not, I think it would be best if we stopped”.

Helga told me to get Anadolu Yakası Masaj Salonu off the table and get dressed, I quickly did what I was told. As I pulled my shorts on, Helga opened the door and said “follow me”. I kept up, pulling my shirt on. My shirt was wet from the lotion and was almost transparent. We got to the lobby and saw the girls waiting for us, flirting with their masseuses. When I walked in, they all looked at me, and Cindy looked at Helga and asked “how did he do?”

Helga betrayed me and said “he cried like a sissy.” Would you like to see?

A chorus of girls shouted “YES”.

Helga looked at me and nodded, I pulled my shorts down and pulled my tank off. The girls had their hands on me in seconds, rubbing my hairless body. Tina said “his skin feels like a dolphin”. Tina stroked my hard cock.

Helga added “I tried to finish him off, but he said he wasn’t allowed.”

Cindy smacked me on my tender ass “Good boy, you can finish yourself now before you put your clothes back on.” I was so turned on by the humiliation, I stroked it right there in the lobby in front of the girls and four strangers.

I said “I’m coming”, Tina leaped off her man and put her hand in front of my cock, indicating she wanted my come in her hand. I came where directed, and Tina fiendishly raised her hand to my mouth and fed me my hot come. I licked her hand clean, tasting and swallowing my salty come. “Thank you Goddess”, as I grabbed my shorts and got dressed.

Cindy walked over to Anton, kissed him passionately and said “Thank you lover.”

Tina and Anne said goodbye to their men and we followed Cindy to the truck.

I opened the door for them to slide into the back seat, watching their thighs as they slid into the truck. Cindy announced “take us to the mall”. I drove the short trip too the mall. We all got out and we followed Cindy into the mall.

She led us to the same sex shop they had visited earlier in the week and the sales girl recognized them “Welcome back, I see you have a new friend.” We looked around and I heard the sales girl ask Cindy how her new toy was performing?

“Perfect” she replied, “do they make anything for him?”

“In him or on him” was her response

Cindy thought for a second and said “In him”, my heart sank.

The sales girl started in “I like the Screaming O remote XL. It doesn’t connect to your phone, but it comes with a remote.”

“Show me” Cindy commanded indicating she wanted me to join her. “Take off your clothes and remove your butt plug.”

“Yes M’am” I disrobed, squatted and pulled the plug out of my bottom.

The sales associate returned with the package and showed it to Cindy. It was a bit wider than the one I was wearing, Cindy opened the package and felt the black silicone. She reached down and pushed it in my mouth, “what do you think? Are you ready for a larger toy?”

“Whatever Mistress wants, I exist to please you.” was my reply

Cindy looked at the sales associate and said, “We’ll take it, can we sample some lube so he can wear it now?”

The sales girl was admiring my hairless body and went into the back and returned with an open bottle of lube. She handed the lube to Cindy and asked if she could touch me. Cindy nodded and the sales girl started rubbing my smooth body, she slid her hand over my raging erection giving it a little jerk.

Cindy broke the moment by telling me to bend over. She applied lube to the plug and some to my anus. She pressed the toy to my ass, I reached back and spread my cheeks as she slowly slid the tool into my ass. The sales girl continued to stroke me as Cindy pushed it deeper into me. Tears were streaming down my face as she slowly worked the tool in and out of me, until it finally popped into it’s intended position.

As the plug popped into place, I came right there in the middle of the store. I looked at the sales girl and said “Thank you”.

She popped my cock into her mouth to clean it off and gave me a cheery “You’re welcome”.

After I came Tina walked up with a steel chastity cage, “Mistress, do you think you would like your sissy husband to be controlled?”

Cindy said “Put it on him, I want to see what it looks like.” Tina dropped to her knees in front of me, slipped my cock and balls through the locking ring and slid the cage in place over my cock. The sales girl walked up with a small lock and handed it to Tina. Tina looked at Cindy a with an evil smile Cindy said “Lock it and give me the key.”

Cindy demanded “Get dressed” and I quickly responded and got dressed.

Cindy paid and the sales associate gave her some quick pointers on using the remote. Cindy thanked her and we left the store. Walking with my cock caged was a new feeling, I started to get hard. I was straining at the metal device , causing the lock ring to pull on my balls, the pain kept my hard cock from getting fully erect.

The next stop was Victoria’s Secret, we all walked in and immediately saw Susan. As we entered the store, Cindy looked at me and said “get naked”, I quickly pulled my shorts off and removed my shirt. Standing there in just my cage and butt plug, I began to get an excruciating erection. As two twenty somethings finished up their purchases and walked past me on their way out of the store, they looked right at my cage, gave a quick smile and giggle as they left the store.