Fun With Cindy

Chapter 10 Butt Day

Every month or so is Butt Day. I don't schedule it on a certain day because I don't want the sneaky little minx anticipating and mentally preparing. It should be a fun surprise. I make Cindy a cake in the shape of a cute little booty. And there's always a new plug shoved in the center which she'll wear for the day. Well, whenever I'm not violating her tight rosebud.

She starts the day by singing "Happy Butt Day to Me". The first Butt Day she was still learning the rules and actually sang "Cindy", like she's a regular person with a name. The bitch got a half hour of tit flogging for that.

Cindy was a few ounces over at her last weigh in so she'd been on the cum-only diet for three weeks. The piggy sure gobbled up her cake this Butt Day! She got a bit messy since her arms were in the single sleeve and I was enjoying her rear passage while she ate. But I wiped her up and didn't even punish her; a Butt Day miracle. Of course she had to eat the paper towel I used to clean her face but it was covered in frosting and helped fill up her growly tummy.

After Cindy finished her cake and had I frosted her bowels, her new plug slid right in. Well, it didn't really slide. The bulb was the widest yet and took some time to force it into that tight hole. I think the extra mass in her helped her belly feel full.

Obviously, Cindy needs a Butt Day spanking. Usually one of her plump round cheeks nicely fills my palm but maybe she's been on her diet too long because I could cover quite a bit of both cheeks with one hand. Possibly that's what she'd been trying to tell me around her ball gag the last few days. It's ok, I knew the case of cheap dog food I found in the discount bin would fatten her back up. Expiration dates are just made up.  And even though I could count her ribs, a quick whipping would get her fun bags swollen to an acceptable size.

But I digress, her skinny ass wouldn't spank itself! It was a relatively mild spanking while she laid across my lap. Her skin was pleasantly pink and she didn't even cry. There would be plenty of time for more ass beating on Butt Day.

The spanking got me all worked up so I had to pull the plug out and take her anally again. After she cleaned the ass juices off my cock I made her put the plug back in herself. Watching her squat down and grimace as she forced the toy into her private opening actually got me hard again. So right back out it came for another round of asshole reaming. I reminded myself to slow down, a full day of raping Cindy's bottom must be paced.

I gave my sweetheart a protein shake (she'd need her strength that day), cuffed her wrists behind her, and put on some nipple clamps. I put on a movie and let her enjoy herself for a couple hours. She even got a straw for her shake. Happy Butt Day, bitch!

When I came back downstairs Cindy actually smiled at me. She really appreciates getting a chance to feel normal. I like doing that for her and I'm happy she enjoyed her movie. I'm even more happy that I've reshaped her world so much that being naked, handcuffed, and nipple clamped with a disturbingly large plug in her half-starved bottom is a welcome luxury. I love her so much.

I sat in the master's chair and had her sit across my legs. I squeezed her lovely tushy while she kissed my neck. She knows just what I like. Sometimes she even gives me a hickey, the naughty thing! I was getting hard again so I pushed her away and gave her a choice.

"50 with the cane or 73 with the strap?"

Her face fell as she realized that fun time was over. I like making her choose how she's hurt but I found that she always avoids the cane if the number of stokes is equal. So now, every time she chooses the strap, I add one stroke the next time. She chose the strap that time. Will 74 be enough to convince her to choose the cane? If the cunt ever gets to 100 I'll start adding 10 each time.

I bound her to the spanking bench and started in with the strap. No more pink bottom, it soon turned to a splotchy red. I swear the air above it was shimmering as the heat rose off.

It's a good thing I put the ball gag in her face hole; that girl was screaming something awful. It was around 60 strokes that I heard the familiar click of spike heals coming down the stairs. Between the loud slaps and her useless screams, I was surprised that my slave heard it too. But the way she froze in fear told me she recognized Allison's signature entrance.

Allison was in full dominatrix gear and already wearing her strapon. This one was shaped like several balls joined in a row.  Cindy would stretch and contract several times with each thrust. She walked in front of Cindy and leaned down, face to face. I continued the beating as she spoke affectionately.

"Hey, honey! Happy Butt Day! Maybe later you'll sing the song for me? You're trying to sing around that gag right now, haha. I'm so glad I could be here for your special day. I've actually been here in spirit since the start. You see, I picked out your new plug! I hope it hurts, I had to special order it. Fucktoy said it was horrible but she's not as big an anal slut as you."

"I hope your little spanking doesn't take too much longer. I hate to take out your present but I'm going to Pound Town with that cute bum of yours as soon as it's free!"

I gave Cindy the last stroke and told Allison,

"She's all yours!"

When Allison walked around behind Cindy to start their special time, her eyes grew wide and she exclaimed,

"Jesus Christ! That ass is broken! How many did you give her?"

I explained Cindy's cane or strap quandary and Allison smiled. Then I realized that in Cindy's presently "not overweight" state, the force of the strap was concentrated on a smaller area and the beating had been more severe than I expected. Oh, well. Cindy should have sucked down more seman during her diet if she didn't want such a scrawny ass.

I usually work Cindy's best friend in and out of her slowly. It's a kindness and prolongs the intimacy of playing with her shameful opening. Allison had a different approach. She grabbed the plug and jerked! It didn't come out but Cindy went wild, thrashing around as much as her bondage allowed. Undeterred, Allison took the base of the plug in two hands and heaved! There was an audible POP and that sphincter was left gaping. This time, Cindy didn't even move, I think her simple brain was overloaded.

Allison didn't give her any time to recover and immediately positioned herself behind my slave. To say the strapon went in easily would be an understatement. I doubt it even touched the sides.

But as she started to fuck, in and out, Cindy's body did its magic and wrapped that abused hole tight around the intruder. As she had her way with Cindy's bum, she leaned forward to whisper sweet nothings into the bitch's ear. Judging from the tears that started running down her (front) cheeks, they may not have been so sweet.

I was memorized and stood watching the brutal ass fuck for several minutes. We didn't want Cindy zoning out or going to her happy place so I walked in front of her. The look of anguish I saw told me that my precious girl was fully living every moment of the cruel treatment. I gave Allison a thumbs up and she increased the frequency of her thrusts.

20 minutes later, Allison was finishing up. She rammed the plug back into place while I spread icy hot all over Cindy's glowing red tush so she wouldn't get bored while she was alone. We left Cindy on the bench and went upstairs to chat. It's always helpful to compare notes with a fellow slave owner.  Eventually, she explained that Fucktoy was in the penalty box and she was looking forward to whatever the slave would offer to do to be let out.

Once Allison left I returned to my pet. She was resting quietly on the bench. I softly caressed her bottom before working the plug out. It went straight to her mouth for cleaning and would then join the others in the Butt Day trophy case. Her well worked anus easily accepted the inflatable enema plug.

I released Cindy from the bench and stood her up. A bit gag and some nipple clamps with dangling steel weights looked adorable and tugged her breasts down just a little more in such a sexy way. I led her to the open area where the enema bag was hanging from the ceiling. I attached the tube and started the flow of water into her guts. She looked confused, probably since she's never been given an enema while just standing there. I clarified the situation,

"Can you do some jumping-jacks?"

When she didn't leap into action I encouraged her with the cane across the back of her thighs. She reluctantly began and got another stroke to her thighs.

"You can go faster than that, honey!"

She picked up the pace and I didn't even have to remind her to get her feet far apart each time. I had thoughtfully trained her exactly what form I expected.

Cindy jumped, the nipple weights swung wildly, and the enema bag drained into her shitter. I could tell she was struggling because she earned several lashes for slowing down. I imagined all the water sloshing around inside her and smiled. By the time the bag was empty, her little tummy was swollen and bouncing. It was so hot that I let her continue for a few minutes, working that water into every nook and cranny.

I had her stop with her limbs extended and tied ropes to her cuffs. I pulled them taught to hold her in a standing spread eagle. I detached the tube and put the enema bag and cane away. I returned with the Hitachi wand and stood behind her. I clicked the switch and she heard the familiar hum.

My cock poked at her firm buns but it would have to wait; this was Cindy's time. I reached around in front of her, below the bulge in her abdomen, and pressed the head of the wand against her greedy cunt. Soon her breathing was heavier and and her hips were grinding slightly.

I recognized her panting as the orgasm approached and even with the gag I understood,

"Can I cum?"

"Yes, cum nice and hard for me, dear."

In spite of her tight bondage, Cindy managed to buck her hips and shudder while the orgasm washed over her. I wondered how the contracting muscles were affecting her already stretched insides.

I got my answer as the sexual bliss receded and she started whimpering and trying to wiggle away from the wand. I grinned and thought, oh, no, bitch, there's more where that came from.

By her second orgasm she was whining and shaking her head. Number three featured fresh tears. The fourth had her repeating her favorite mantra, garbled by the gag,

"Please, no. Please, no, Please, no..."

I gave her two or three more but she mostly hung limply and wept. I had to support her as I took her down and dragged her to the mattress. I lovingly laid her on the soft surface, facing up, and positioned myself over her.

When she felt me line up my hard cock with her over sensitized fuck hole, she actually tried to push me away. She was too exhausted to even slow me down but I appreciated the effort of trying to prevent being raped.

I forced my way between her angry red lips. I thought I felt her stomach grow slightly larger as I slid all the way home. I took her slowly, enjoying her body and my complete power over her. She would have offered anything if I'd stop but there was nothing I wanted more in that moment.

I finished deep inside her and kissed her affectionately. I kissed down her neck to her breasts where I licked her still clamped nipples. I finished with a big smooch on her rounded belly.

I sat her up and cuffed her wrists to her elbows behind her. I helped her walk to the bathroom while I asked her,

"Did you have a good Butt Day? I sure had a good time!"

I had to take her gag out so she could clean her love juices off my cock while I sat on the toilet and relived myself and she obediently waited her turn. When I finished, she stood, turned, and leaned over so I could deflate and remove the plug holding her enema inside.

I grabbed her arm and marched her over to her house. I roughly pushed her inside and closed the door. As I locked her in the hard, lightness box, I heard her whimpering at the prospect of at least a full night of feeling as though she were bursting at the seams.

I chuckled as I climbed the stairs. Did the silly girl expect relief at the end of Butt Day?