It’s Valentine’s Day weekend.  I had driven to Miss Tia’s apartment to pick her up for a weekend with her. My instructions prior to leaving to pick her up were to place my glass butt plug in my “pussy” (ass), put on my girlie pink thong panties, and bring the container of ice that the keys to my cock cage were frozen in.  My cock cage had been in place securing my pathetic penis (clitty) for about two months.  I was also told to bring the duffle bag that contained my various sex toys and implements of punishment. On the way to Miss Tia’s residence I stopped to purchase a dozen red roses, some wine, and some chocolates.

When I arrived at Miss Tia’s she answered the door wearing a tight red shirt, a black mini skirt, and her black leather knee-high boots. She looked super sexy, and I told her.  I gave her the roses, wine, and chocolates and then kneeled in front of her.  Miss Tia told me to get up, strip off my clothes, and kneel again in front of her. I kneeled in front of my Mistress and watched as she pulled up her mini skirt. Miss Tia had shaved her pussy bald, and it was there directly in front of my face. Miss Tia told me she had to pee and grabbed the back of my head and pushed my mouth towards her shaved sweetness. I opened my mouth and planted my parted lips over Miss Tia’s smooth pussy lips. A few seconds later I felt the first hot drops of Miss Tia’s pee enter my mouth. I swallowed the drops of urine and was greeted with a forceful stream coming from Miss Tia. I swallowed and gulped her urine, cherishing the hot fluid coming from her.

After Miss Tia finished peeing into my mouth I licked her pussy lips attempting to suck up the last few droplets of her golden nectar.  Miss Tia patted my head and told me I was a good toilet boy.  Miss Tia lowered her skirt and told me to dress.

Once I was dressed I escorted Miss Tia to my car and we left for our Valentine’s Day date. We went out to eat, we went to a movie, we went out for drinks, and then I drove Miss Tia a hotel were I had secured a wonderful room that had a mini bar, hot tub, a walk-in shower, and a super comfortable king sized bed.

Upon entering the room Miss Tia told me to strip and kneel again.  I did as I was told and again was rewarded with Miss Tia hiking up her mini skirt.  Knowing what was to come I opened my mouth and waited for Miss Tia to grab my head and shove my face towards her sweet pussy.  My caged penis (Miss Tia’s ‘clitty’) was throbbing against the metal that contained it.  I barely had my lips on her pussy lips when I felt Miss Tia unleash a hot gush of her urine.  I swallowed and swallowed, catching every drop of her urine.  Once again I sucked and licked Miss Tia’s pussy lips to get every droplet of urine after she stopped peeing.  Miss Tia then took a step back, bent over and displayed her beautiful ass and brown asshole.  Miss Tia looked back at me and told me to lick and tongue fuck her asshole so that it was as clean as her freshly licked pussy.

I crawled forward and stuck my tongue out. I started at the crease of Miss Tia’s pussy and licked up to her asshole.  I let some saliva build up on the tip of my tongue and proceeded to push my tongue into Miss Tia’s tight asshole.  I continued to lick up and down with my tongue until her asshole was lubed with my saliva. I then stiffened my tongue and pushed it into Miss Tia’s asshole.  I pushed in and out and slowly fucked her asshole with my tongue.  Miss Tia started to moan, and I could feel that she had reached between her legs and started rubbing her pussy and clit with her hand.

After about 10 minutes of tongue fucking Miss Tia’s asshole she pulled away from me and pulled down her skirt.. Miss Tia walked to the bed and sat down.  She told me to crawl to her and kneel before her feet.  I was then told to remove her boots and give her a worthy foot massage.  I did as I was told and approached Miss Tia.  I removed her boots and gave her a foot massage.

After Miss Tia’s foot massage was over she told me to go melt the container of ice that contained the key to the cock cage in a sink of warm (not hot) water.  I placed the container of ice in the sink of water and crawled back to Miss Tia.  Miss Tia told me to lay on my stomach on the bed with my legs hanging down over the edge of the bed.  Miss Tia told me that she was going to punish and torture me until all the ice in the container melted.  She laughed at me and then said that the key’s freedom would be my freedom from pain. I told Miss Tia I understood.

Miss Tia went to my duffle bag of sex toys and punishment implements and started pulling items from the bag.  She pulled out two canes, a riding crop, a leather flogger, a TAZapper (electric shocker), a mouth gag, and a set of Japanese clover nipple clamps.  Miss Tia then went to her own carry bag and removed her strap-on dildo and a bottle of Icy Hot cream. She also removed a metal rod of some sort but I could not determine what it was exactly.

Miss Tia started my punishment by having me sit up and place the nipple clamps on each of my nipples.  Once the clamps were on she pulled on the chain to make sure they were secure.  I winced in pain as the nipple clamps tightened as she pulled the chain.  Miss Tia then told me to lay back down on the bed with my ass up in the air and my legs spread.  Between my legs I was able to see Miss Tia pick up the flogger and approach me from behind.  Miss Tia took her free hand and rubbed my ass cheeks.  She then told me that my ass would be black and blue, bruised, and bleeding for the remainder of the weekend.  I heard a swish through the air and then felt the sting of the flogger against my ass.  Miss Tia started swinging the flogger back and forth striking my ass over and over again.  After about 50 strokes Miss Tia stopped and raked her fingernails across the red, hot skin of my ass cheeks.

Miss Tia walked back to the collection of punishment implements and grabbed the riding crop.  Miss Tia traced the tip of the crop around my ass cheeks and then suddenly struck my ass. When I did not respond Miss Tia took the crop and struck me with all her might.  I yelped out and heard Miss Tia laugh.  She then told me that she was going to crop my ass 50 times.  She stated that I was to count out each stroke and to not miss a count or else.  I told Miss Tia I understood.

I heard the crop swish through the air and then felt the burning stroke as it hit my flesh. I cried out “One” and waited for the next stroke. Miss Tia continued to crop my ass for another 49 strokes, varying the location of each strike. I could not tell if Miss Tia increased the strength of the later strokes or if my was becoming so red and blistered that my ass was more sensitive to the pain. By stroke 50 I was crying as I sobbed out “Fifty” Miss Tia laughed and I heard her take pictures behind me.  Miss Tia then climbed onto the bed next to me and told me to sit up. I sat up, and Miss Tia grabbed the chain to the nipple clamps. She pulled the chain towards her and told me to look at the pictures she had taken of my flogged and cropped ass. My poor ass looked like raw hamburger. There were welts and bruises all over both cheeks.  Miss Tia had cropped every square inch from the top of my ass cheeks to the top of the back of my thighs.

After looking at the pictures Miss Tia removed the nipple clamp from my right nipple. She immediately grabbed my nipple and started to pinch it between her finger and thumb, which caused a stinging pain as feeling came back to my nipple. After about a minute Miss Tia did the same to my left nipple. I winced as Miss Tia pinched and twisted both nipples but was rewarded for my silence when Miss Tia dipped her head down and sucked on each nipple and tickled the tip of my nipples with her tongue.

Miss Tia then told me that once her little clitty was free from the cock cage she was going to let me cum three times during the night.  She stated that she would dictate how I was to cum later after her little clitty was free.  She then told me that she had one more punishment to administer to me before she would check to see if the keys to the cock cage lock were free from their icy home.  Miss Tia told me that she would cane my ass and thighs until she drew blood.  She said that since it was Valentine’s Day that it only seemed proper that we should see something red.

Miss Tia told me to lay back on the bed facing up and spread my legs apart.   She then gave me the ball gag and had me place it in my mouth and secure the straps behind my head.  Miss Tia grabbed the thicker of the two canes and swished it back and forth through the air.  She told me that she was going to administer 25 cane strokes to each of my inner thighs.  Miss Tia swung the cane, and I received the first of 25 strokes to my left inner thigh.  Within the first 10 strokes I had red lined welts; by the twentieth stroke I had red welts and black and blue bruises.  Once Miss Tia finished caning my left thigh she moved on to caning my right thigh for 25 strokes.  By the time Miss Tia finished the 50 cane strokes my inner thighs looked like zebra strips except they were red, black, and blue.

Miss Tia then ordered me to stand up and bend over at the waist, placing my chest and elbows on the bed.  This gave Miss Tia an unobstructed view of my ass and thighs.  Miss Tia whispered in my ear, “Since your thighs didn’t bleed I guess your ass will.”  I observed Miss Tia pick up the thin cane and swing it through the air several times.  I could hear the swish of the cane through the air, which brought goose bumps to my skin.

Miss Tia told me that she was not going to have me count each cane strike but instead wanted me to tell her when I thought my ass cheeks had started bleeding.  She stated she would not stop caning me until blood had stained the cane. I knew at that moment I was going to be in excruciating pain before this was over.

I heard the cane swish through the air and felt the first sting of the cane as it connected with my ass.  I jumped up and hopped from foot to foot while grabbing my ass.  Miss Tia immediately yelled at me to resume the position and to not touch my ass under any circumstance.  She yelled that if I touched my ass again without her permission she would strap my hands to my knees and cane my ass until I passed out from the pain.

I leaned back over the bed and prepared to receive the next strike from the cane.  I heard the cane swish through the air again.  I was greeted with an immediate sting to my ass just below the previous cane impact.  Miss Tia continued to administer the wicked cane strikes until I felt a bead of liquid run down my left thigh.  I informed Miss Tia that I believed my ass was bleeding.  Miss Tia laughed and said that my ass had been bleeding for the past five strokes.  She then informed me that she didn’t feel like she had properly finished the job and that I would continue to receive cane strokes until she was happy with her handiwork.

Miss Tia continued to cane my ass and upon each stroke I could hear a wet splat as the cane struck wet blood.  After about twenty or so additional cane strokes Miss Tia quit caning my ass and told me that she loved the way my blood splattered all over my ass and thighs when she hit my bloody ass cheeks.  Miss Tia took the cane and showed me my blood that coated the cane.  Miss Tia then told me to stay in the position I was in while she went to check on the cock cage keys.

A minute later Miss Tia returned and told me to stand and face her. I turned around and saw Miss Tia holding the keys to the cock cage.  Miss Tia stated that now it was time for me to be rewarded for enduring her punishment.  She also said that my reward would also be her reward.  Miss Tia told me again that she would allow me to cum three times during the night while I was with her.  She stated the first time I was going to be allowed to fuck her pussy and cum deep inside her.  She stated that I would then go down on her and lick and suck my cum from inside her pussy.  She stated that after I cleaned my cum from her pussy I would be allowed to fuck her ass and cum deep inside her again.  Again I was told that I would clean my cum from her ass.  She stated that she would squat over my face so that I could shove my tongue into her gaping asshole and suck the cum from her ass.  She also stated that she could squeeze my cum from her ass into my mouth.  Miss Tia stated that after I cleaned my cum from her ass that I would get to cum one final time.  Miss Tia informed me that she would fuck my ass from behind with her strap-on dildo.  She said that she would fuck my ass until she was able to milk my cum from my prostrate and into her hand.  I would then clean my cum from her hand until her hand was clean.

Miss Tia knelt down in front of me and unlocked my cock cage.  My clitty sprang free from its confinement and hung limp in front of Miss Tia’s face as she worked my balls from the cock cage.  Once the cock cage was removed Miss Tia grabbed my balls with her hand and sucked my clitty into her mouth.  Miss Tia proceeded to give my a blow job until my cock was rock hard.

Miss Tia then stood up and removed her clothing.  She crawled onto the bed and laid down with her legs spread.  Miss Tia looked fabulous with her heaving tits moving up and down as she breathed in and out. Her glorious pussy was glistening with anticipated wetness.  I moved onto the bed and started kissing my way up Miss Tia’s legs and thighs.  When I reached Miss Tia’s pussy slit I took my tongue and licked her pussy from bottom to her buried, throbbing clit.  I could feel Miss Tia tense her body underneath me.  I then kissed up to Miss Tia’s breasts were I spent some time kissing and sucking on her hard nipples until I heard her moan.  I moved a finger down to Miss Tia’s wet pussy and started to rub her clit under its little hood.  I moved my finger around and around until Miss Tia started to shift her body to match my finger rubbing.  At this point I placed my hard clitty at the entrance to Miss Tia’s wet pussy and rubbed it up and down her wet slit until my hard clitty was lubricated with Miss Tia’s silky pussy cum.  I pushed my hard clitty into Miss Tia’s waiting pussy and immediately felt Miss Tia’s hot wet pussy muscles grab and squeeze my hard clitty inside.  I started pumping back and forth into Miss Tia’s pussy while I kissed her neck and rubbed her tits and nipples with my hands.  As I started pumping away Miss Tia’s pussy grasped my hard clitty harder and harder until I exploded with my first orgasm since being released from the cock cage. Two months of locked up sexual frustration had shot out of my clitty and into Miss Tia’s sweet wet pussy.

As soon as Miss Tia had caught her breath she told me to get my tongue down to her pussy and clean my cum from inside her pussy.  I eagerly kissed my way down Miss Tia’s chest and stomach.  When I got to Miss Tia’s pussy I could see my cum leaking from her swollen, wet pussy lips.  I immediately started licking and sucking my cum from her pussy.  My cum mixed with Miss Tia’s sweet pussy juice was the tastiest combination of fluid I’ve ever had in my mouth.

Once Miss Tia’s pussy was nice and clean of my cum I spent some additional time licking and sucking Miss Tia’s clit until she started to orgasm.  As she pulled my face into her pussy I tasted her additional wetness until her orgasm subsided.

Miss Tia then told me to lie back and relax.  Miss Tia then grabbed my clitty and balls and started to massage them both with her hands.  As my clitty started to get hard again she leaned down and started to lick and suck the head of my clitty until it was hard.

Once I was hard again Miss Tia got onto her hands and knees and positioned herself so that her ass was high in the air.  I could see Miss Tia’s winking asshole.  Miss Tia looked back at me and told me I better properly lubricate her asshole before I fuck it.  I smiled at Miss Tia and moved my face to Miss Tia’s ass.  I stuck out my tongue and started to lick and probe Miss Tia’s asshole with it.  I would let some spit slide down my tongue and onto her asshole. I would then push the spit into her asshole with my tongue so that the spit was lubricating her asshole inside and out.  After a few more minutes of lubricating Miss Tia’s asshole with my tongue, Miss Tia informed me she was ready to be fucked again.

 I crawled up behind Miss Tia and applied some spit to the tip of my hard clitty.  I pushed into Miss Tia’s asshole, and she slowly gaped her asshole open enough that the tip of my hard clitty entered her.  I slowly pressed into Miss Tia as she relaxed her asshole.  After a few minutes of pumping in and out I was able to get my whole hard clitty into Miss Tia’s asshole.  I started to fuck her asshole and felt Miss Tia rocking back and forth into me.  As we fucked I felt Miss Tia reach between my legs and grab my balls.  Miss Tia started massaging my balls and pulling me forward into her as we fucked.  Shortly thereafter I felt my balls tighten up and I came a second time, dumping another load of my cum deep inside Miss Tia’s bowels.

When I pulled my semi-hard clitty from Miss Tia’s just fucked asshole I could see my cum pooling just inside her gaping asshole.  I leaned down and started licking the rim of Miss Tia’s gaping asshole until she told me to lay down so she could have me suck my cum from her.  I laid back and watched as Miss Tia crawled over my body and placed her ass directly over my face.  Miss Tia grabbed her ass cheeks, spread them apart, and positioned her asshole directly over my mouth.  I stuck my tongue out and licked and sucked at Miss Tia’s swollen asshole.  Occasionally some of my cum would seep out which I’d immediately lick up.  Miss Tia told me to get ready for a full load of my cum.  She then pushed open her asshole, and I was rewarded with a glob of brownish, creamy cum.  I sucked up the glob and swirled it in my mouth before I swallowed it.  I then continued to lick and probe Miss Tia’s asshole for more of my cum.  She again was able to squeeze out another glob of brownish, creamy cum which I eagerly sucked up and swallowed.

After Miss Tia’s asshole was cleaned properly and all my cum had been licked up Miss Tia got off me and told me to get on the bed and position myself in the doggy style position.  Miss Tia walked away and returned with her strap-on dildo and the TAZapper device.  Miss Tia’s dildo is 8 inches long and about 2 inches wide.  It’s normally black silicone but I noticed that it had some type of white cream or lube on it.  Miss Tia told me that it was my turn to be fucked and reminded me that she would fuck my ass until my prostrate squirted my cum into her hand.  Miss Tia told me that she would also shock my balls if she thought I was going to cum too fast.

Miss Tia crawled up behind me, and I felt her place the head of the dildo against my asshole.  I had hoped that the white cream on the dildo was lube for my tight asshole. However, I quickly found out that the white cream started burning my asshole, which caused me to squirm away from Miss Tia.  Miss Tia laughed and asked if I didn’t want an Icy Hot “lube” on the dildo.  I knew that either way I answered I was going to be in pain.  I told Miss Tia that the “lube” was fine.  Miss Tia again placed the tip of the dildo against my asshole and pushed.  I immediately felt a burning sensation as well as a shoving force trying to spread my asshole.  I bit down on my lip and tried to relax my asshole as much as possible.  Miss Tia must have sensed my tension as she pulled back. However, I was immediately greeted with her shoved hard into me.  It felt as though my asshole had been ripped open. The pain from my asshole being brutally impaled barely subsided before I felt the super hot burn of the Icy Hot.  I whimpered a bit and tried to pull away from Miss Tia.  She slapped my ass and told me to accept it.  I nodded my head as I mentally fought against the pain.  Miss Tia started to pump back and forth into my ass.  Each stroke felt like she was ripping my asshole apart while at the same time burning my asshole with a torch.  After a few minutes of distracting pain I was starting to get used to the pain.  Miss Tia kept pumping into my ass and adjusted the angle of the dildo so that it started to aggressively push against my prostrate.  After a few strokes I informed Miss Tia that I was getting ready to cum.  Miss Tia immediately took the TAZapper and shocked my balls.  I lurched forward, and Miss Tia grabbed my hips and yanked me back into her, impaling me harder onto her dildo.  A few more pumps from Miss Tia and again I was ready to cum.  Again Miss Tia shocked my balls with the TAZapper.  She then stopped pumping the dildo into my ass and proceeded to to shock my balls repeatedly until I squirmed away from her.  Miss Tia again grabbed my hips and pulled me back onto the dildo.  As Miss Tia continued to pump into my ass again I tried to restrain myself from cumming.  After about 5 minutes of continuous ass fucking Miss Tia asked if I was ready to cum again.  I told Miss Tia I was ready to cum only when she was ready to have me cum.  Miss Tia told me I was a good bitch boy.  She then placed her had around the head of my hard clitty and told me I could cum into her hand.  A few more pumps of the dildo into my ass and I told Miss Tia I was cumming.  I could feel my prostrate throbbing inside me and I felt cum pump out of my clitty and into Miss Tia’s hand.  Miss Tia pulled the dildo from my asshole.  She told me to turn around and face the dildo.  Once I had turned around Miss Tia smear my cum from her hand all along the shaft and head of the dildo.  Miss Tia then looked at me, smiled, and told me to lick up my cum.  I placed my mouth over the head of the dildo and proceeded to deep throat the dildo, licking and sucking my cum from Miss Tia’s silicone toy.  Once the dildo was cleaned, Miss Tia pulled the dildo from my mouth and slapped my face with it.

Miss Tia told me that I had performed very well for her.  She told me to get off the bed and put my cock cage back on.  She then told me to put the ball gag back in my mouth.  Once I had done as she said, Miss Tia told me to lean over the bed and spread my legs apart.  Miss Tia told me that she had a present she wanted to give me for Valentine’s Day.  Miss Tia went to her bag and returned with the metal rod I had seen earlier.  Miss Tia observed that I was trying to see what she had in her hand.  She told me to look away and that no matter what I wasn’t to turn around until she said it was okay.  Miss Tia then sat on the bed neck to me.  She then told me to straddle her knees so that my legs were on both sides of her legs.  She then put her arm around my lower back and pulled me close to her.  I thought Miss Tia was going to spank me but instead I heard an unusual sound that I couldn’t place.  I heard the sound for about two straight minutes and then it stopped.  Miss Tia immediately asked me if I was ready for my present.  I told her I was ready.  I immediately felt something get jabbed into my skin where my ass check and inner thigh meet.  For about a second I had no idea what had happened but then I felt a scalding, burning, and painful feeling.  I tried to move away from the pain but Miss Tia held me tightly.  About 5 seconds later Miss Tia pulled the item against my skin away.  She released her grip from me and said, “I just branded my initial into your ass to show you that I want you as my property.”  I told Miss Tia that I was ready to serve as her property for as long as she’ll keep me and use me.

Miss Tia smiled at me, kissed me on the lips, and told me that it was time to go to bed.

In the morning Miss Tia and I climbed into the shower together.  I performed my human toilet duties of drinking Miss Tia’s morning pee and licking her clean.  I cleaned her asshole with my tongue as well.  After the shower we dressed, packed our things, and I drove Miss Tia home.

Before leaving Miss Tia at her residence I informed her that she had rewarded me with the greatest Valentine’s Day weekend I had ever experienced.  Miss Tia winked at me and said, “Wait until next year.”

*** 

I hope everyone that reads this story enjoys it.  I know it was enjoyable to write.  During the time I’ve been writing this story I have been in total cock cage lockdown.  At the time that I finished this story I will have been in chastity for about 2 months. Miss Tia told me that I wasn’t even allowed to speak to her until this story was finished. I started it on Valentine’s Day and finished on March 5^th.  When I told Miss Tia that I was going to finish and post the story she told me that I was to self punish myself for making her wait….I’m kind of glad she had to wait ;-) 

Online Service and Punishment

This morning Miss Tia contacted via chat and told me to get my worthless ass naked. She then told me to stroke her “clitty” until it was hard and to pull on her “balls” until they were loose and hanging.  I did as Miss Tia told me, and before long my dick was hard as a rock and my balls were hanging full of cum.  I told Miss Tia I had done as she asked. She replied that I was to smack her “balls” 20 times while I continued to stroke her “clitty.” I smacked my balls while stroking my dick. By smack 10 I was feeling the pain; by smack 15 my balls were starting to hurt.  The last few smacks took me awhile to complete but I finished my task.  Miss Tia then told me that I could finish jacking off and that when I came I was to wipe up my cum with my hand and lick the cum from my hand and fingers.  It didn’t take me long to cum as I was fantasizing about Miss Tia jerking me off while she squatted over my face so I could lick and suck her hot, sexy pussy.

Once I came I licked up my cum like I was supposed to.  I then told Miss Tia I had completed my tasks.  Miss Tia told me that since I had been rewarded by being allowed to cum that it was now time for punishment. I told Miss Tia that if she wished to punish me that I would obey.  Miss Tia replied with LOL >:-)

Miss Tia told me to take out my butt plug and push it into her “pussy” (my asshole). She stated that I was to use no lube.  I grabbed my butt plug and pushed it against my dry, puckered asshole. I tried to relax but the pressure of pushing the unlubricated butt plug into my dry asshole was painful.  After about two minutes of struggling to get the butt plug in I was able to relax enough that it slide into my ass.  Miss Tia then told me to take a picture of the butt plug in her “pussy” and send it to her. I laid on my back, pulled my legs up and snapped a picture of the butt plug in its rightful place.

Miss Tia then told me to again smack her “balls” 20 times. I gritted my teeth and proceeded to smack my balls 20 times. By the time I was done my balls were extremely red, swollen, and sore.  I told Miss Tia what condition her “balls” were, and she replied with a :-)

Miss Tia then told me to put my cock cage on her little pathetic “clitty.” Once the cock cage was on she told me to take another picture and send it to her.  Miss Tia sent me a message back stating that her “balls” did look sore and swollen. Miss Tia then told me to give her caged “balls” another 10 smacks.  Another 10 smacks and I was in a lot of testicular pain.  The smacks hurt much worse since the cock cage now had my balls pinched above and below.

Miss Tia said that now that her “clitty” and “balls” were properly stored away they were her property to do whatever she wished to do with them.  Miss Tia stated that for starters that I wasn’t allowed to use the toilet to pee.  She stated I was to pee in a glass and photograph myself doing so.  I was then to photograph the full glass of pee once I finished peeing.  She then told me that I was to photograph myself drinking the whole glass of fresh pee.

Miss Tia also stated that I was to ask permission to remove my butt plug whenever I needed to take a shit.  Failure to ask permission would result in me administrating a soapy enema to myself and then plugging myself for a minimum of 30 minutes before being allowed to remove the plug and shit in the toilet. I told Miss Tia that I understood her orders for bathroom breaks.

Miss Tia then informed me it was time for some additional punishment.  She told me to grab my riding crop, leather belt, and two of my fiberglass canes.  Miss Tia told me to whip myself with the leather belt 25 times. I was then to take a photograph of my belted ass.  I was then told to take the riding crop and crop my ass 25 times. A picture was again to be taken of my cropped ass.  Miss Tia then told me I was to take the two canes and cane my ass cheeks 10 times with each cane.  She told me to use the thick cane first and then use the thinner, more flexible cane last. Again I was to take a picture of my caned ass.

I got down on my knees, leaned forward, and belted my ass 25 times alternating between my cheeks.   My ass cheeks started to turn red and felt warm. I photographed my ass and then grabbed my riding crop. Twenty-five strikes later I again photographed my ass.  My ass was starting to hurt and there were some welts that were forming on both ass cheeks.  I then grabbed the thicker of the two canes.  I know from past experiences that the canes really hurt, cause some major welts, and can cause bruising and bleeding.  I whacked my ass 10 times, taking my time whenever I struck myself just right that it would cause an extreme stinging.  It obviously took me a little be longer to administer 10 whacks with the cane than it did to belt or crop myself.  After a quick breather I picked up the thinnest of the two canes for my final 10 strokes.  I figured that if I whacked myself 10 times real quick that the pain wouldn’t be as bad.  I quickly caned my ass cheeks 10 times as hard as I could. By stroke 6 I was feeling the pain but fought through the last few strokes.  I photographed my ass cheeks and observed that they were dark red and purple, There were several visible welts and some splattered blood spots from were the skin was broken by the caning.

When Miss Tia saw the pictures I sent her she replied that I had done good.  Miss Tia told me that I could take an ice pack and rub it on my ass until some of the pain resided.  After about 20 minutes my ass was feeling a bit cooler and didn’t hurt as much.  Miss Tia was glad to hear that my ass was feeling better.  She then informed me that since I experienced some coldness that it was now time for me to feel some hotness.  She again sent me >:-)

Miss Tia told me to remove my cock cage and get her little pathetic “clitty” hard.  She advised me that it would be very bad for me to cum.  Once my cock was free of the cage and rock hard from me stroking it, Miss Tia told me to get a cotton swab and a bottle of hot sauce.  Once she said hot sauce I knew what she had planned.  Miss Tia stated that I was to soak the cotton swab in the hot sauce.  Once the cotton swab was soaked in the hot sauce she instructed me to open my pee hole and push the cotton swab down my pee hole and into my urethra. I did as I was told and gritted my teeth as I opened my pee hole.  I slowly inserted the cotton swab and immediately felt a burning, stinging sensation.  I continued to push the cotton swab down my pee hole until the other end of the cotton swab was against my pee hole.  I told Miss Tia that it was extremely painful and burning.  She replied LOL!  She told me that I could remove the cotton swab and put my cock cage back on her “clitty” and “balls.”

Before ending our conversation Miss Tia told me to activate the video chat with her.  Once the video chat connection was established Miss Tia told me that she wanted to see me smack her caged “balls” 25 times.  Miss Tia then activated her cam, and I got to see my sexy Miss Tia naked on her bed.  Miss Tia stated that she would masturbate for me while I smacked my balls.

I proceeded to smack my balls knowing that Miss Tia was caressing herself and rubbing her sweet tasting pussy and hard, throbbing clit.  As I neared the last of the 25 smacks Miss Tia started cumming and I was rewarding with watching her thrash about on her bed as she orgasmed.  Once Miss Tia was relaxed again she told me that she would get in touch later and that she looked forward to seeing pictures of me peeing and drinking my piss.

I told Miss Tia “thank you” for her time and that I enjoyed serving her and receiving her punishment.  Miss Tia replied with LOL and :-D

Weekend of Desire

Day 1

I arrive at Miss Tia's residence on a Thursday afternoon. Upon entering her apartment she tells me to put down my bag of sex toys and implements, strip naked, and then kneel at her feet. She tells me that Miss Molly and herself are going to go drink at the bar for about an hour, and that she wants me to put in the largest butt plug I can take and to put on my cock cage. I tell Miss Tia that I will do as she desires. I then tell Miss Tia that I would be more than pleased to pleasure both Miss Molly and herself whenever they are finished at the bar. Miss Tia, giving me an evil grin, just replies that I shall see what happens when she returns. When I ask Miss Tia what she wants to do while she is gone, she hands me 30 pair of her dirtiest panties and tells me that I am to suck on the dried "markings" in the crotch of each pair for 2 minutes each. I can see from the few pair I briefly look at the I'll be sucking on dried urine stains, dried pussy juices, and some shit skid marks. Miss Tia sees that this task is starting to excite me so she hands me a bottle of Icy Hot and a bottle of Tabasco sauce. When I take both bottles from Miss Tia she proceeds to tell me that since my concentration doesn't seem to be on cleaning her dirty panties like it should, that maybe the butt plug coated with either Icy Hot or Tabasco might help me concentrate better on the assigned task. Miss Tia tells to me choose wisely between the Icy Hot and the Tabasco because whichever one I don't pick will definitely be used on me later in the weekend.

After Miss Tia leaves her apartment I get out a butt plug and my cock cage. I put on the cock cage without any reservations. I take a bigger butt plug knowing that I'll be using either Icy Hot or Tabasco as lube and even though it's going to burn and sting like hell, the lube should allow me to take the bigger size. When it comes to making a decision about the "lube" I decide on the Icy Hot since it's probably more slippery and slick. I smear the Icy Hot all up and down the butt plug knowing that more might burn more but will also help me slide it into my ass faster. I lean forward and place my head on the floor so that I'm at the best angle to insert the Icy Hot butt plug. I put the tip of the butt plug against my asshole and start pushing. About midway in I start to feel a major stretch in my asshole and I can now feel a slight burning sensation. I push harder and the Icy Hot lube makes it easier to get the butt plug fully situated into my ass. Within about 3 seconds I can start to feeling the cool tingling yet burning sensation of the Icy Hot inside my ass as well as all around my stretched asshole.

Now that the Icy Hot butt plug and the cock cage are in place I start on my task at hand...sucking on Miss Tia's dirty panties. I place my phone on the floor next to me and set the timer to go off every 2 minutes. I pick up the first pair of Miss Tia's dirty panties, locate the crotch and see dried urine stains and a lot of dried pussy juices. I shove the crotch part of the panties into my mouth and building up some saliva I start sucking away on the crotch. I can taste the pungent yet tangy flavors of Miss Tia's urine and pussy juices. I suck on each dirty panty for exactly two minutes, soaking the crotch with my saliva as I do my best to suck away the stains Miss Tia had left behind. The stinging, burning sensation in my ass and around my asshole literally keeps me concentrated on cleaning Miss Tia's dirty panties, and I notice that my penis is just as flaccid as can be and that my balls are dangling with no excitement to be seen between either.

Almost exactly an hour after Miss Tia left she returns with Miss Molly. Almost immediately my balls start to swell and my cock attempts to become erect inside the cock cage. Miss Tia looks down, kicks my balls slightly, and says that it seems someone is excited to see Miss Molly and herself. Miss Molly and Miss Tia proceed to sit on the couch in front of me, and I watch as Miss Tia examines the crotches of the dirty panties I had been sucking on. She also tells Miss Molly what my task had been while they were out at the bar. After examining the dirty panties I overhear Miss Molly state that she really needs to pee since Miss Tia wouldn't let her pee at the bar. Miss Tia then announces to Miss Molly and myself that the reason she didn't want Miss Molly peeing at the bar was that she wanted Miss Molly to have a full bladder of urine for me. Miss Molly looks back and forth between Miss Tia and myself, and Miss Tia tells Miss Molly is to use me as her toilet. She also tells us both that after Miss Molly is doing peeing that she too has to pee.

Miss Tia tells me to kneel in the middle of the room and to open my mouth. She warns me that spitting out urine is a big No-No and that I better be swallowing their urine without hesitation. Miss Tia then tells Miss Molly that she'll want her to strip off her pants and panties, stand in front of me, and grab my head so that she can place my mouth right below her pussy. Miss Tia then tells me that once Miss Molly is in place that I am to place my mouth directly over Miss Molly's pussy lips and to be prepared to start swallowing Miss Molly's pee. Miss Molly excitedly gets up off the couch and strips off her pants and panties. She walks in front of me, and I for the first time get to see Miss Molly's beautiful pussy (which she either has trimmed or shaved completely bare). Miss Molly spreads her legs slightly and then pulls my face towards her pussy. I look up at Miss Molly and can see that she's satisfied with her positioning. I then move my mouth over Miss Molly's pussy lips and can literally feel her body heat radiating from her pussy. Miss Molly grabs the back of my head and pushes my face into her pussy making sure my lips are sealed around her pussy lips. Miss Molly tells me to get ready and that she's ready to pee. At first a small trickle of pee comes from Miss Molly but then she really lets loose and my mouth is flooded with her hot pee. I start swallowing her pee while looking up at her. Miss Molly continues to push my face into her and her hot urine just pours down my throat. After what seems like 2 minutes (but was about 45 seconds) I feel Miss Molly's pee stream start to trickle down and then stop. Miss Molly looks down at me and says, "Clean." I stick my tongue out and proceed to lick away the last of the pee from Miss Molly's pussy and pussy lips. Once Miss Molly is satisfied she lets go of my head and steps back. She laughs at me and tells me I'm a good little piss toilet. Miss Tia gets off the couch and asks me how I am. I tell her that I'm fine, even though my stomach feels a little full. I burp a few times to clear the gas build up, and I get a bitter after taste of Miss Molly's pee.

Miss Tia turns to Miss Molly and tells her not to re-dress but to have a seat on the couch. Miss Tia proceeds to due exactly as Miss Molly had done, stripping off her pants and panties and positioning herself over my kneel form. Miss Tia grabs my head and pushes my face into her pussy. I seal my lips over Miss Tia's pussy lips and glance up at Miss Tia. Miss Tia then tells me that she's been drinking water, tea, coffee, and some wine all day and hasn't pissed in about 12 hours because she really wanted me to drink a lot of her pee. Miss Tia winks at me and then says "Start swallowing." I immediately fell a blast of hot urine hitting the back of my throat. Miss Tia's pee stream is almost a full blast and continues for about 2 minutes straight before her pee stream slows. Although I'm practically chocking because I constantly had to swallow Miss Tia's pee which prevented me from breathing, I was able to swallow all her urine. I clean Miss Tia's pussy with my tongue, and then she goes and sits on the couch next to Miss Molly.

As I'm burping up pee and stomach gas Miss Tia tells Miss Molly that she should stay to at least watch the next activity and even participate as opposed to leaving. Miss Molly ask Miss Tia what the next activity is, and Miss Tia replies that on her 30th birthday I had offered to take Miss Tia's birthday spankings for her. She also states that not only did I offer to take 30 birthday spanking but I offered to receive 30 strokes by flogger, 30 strokes by crop, and 30 strokes by cane (a grand total of 120 strokes on my bare ass...OUCH!). Miss Molly states that she definitely wants to watch me get my ass beaten and blistered. Miss Tia then tells Miss Molly to pick up her panties and stuff them into her pussy. Miss Tia then proceeds to stuff her panties into her own pussy. Miss Tia winks at Miss Molly and tells her to wait and see why she had them put their panties inside their pussies. Both Miss Tia and Miss Molly look at me and then start laughing. Miss Tia then tells me to put my face on the floor and position my ass high in the air. Miss Tia walks over to me, grabs the outer ring of the butt plug and yanks on it. My asshole releases its grip and the butt plug pulls out. Now my asshole feels like it is on fire. Miss Tia looks at me, laughs, and says, "I see the Tabasco gets used tomorrow. You think Icy Hot hurts, Tabasco is going to burn you from the inside out."

Miss Tia tells me that I am to count out loud the number of spankings she gives me. She tells me that if I lose track she will double the number of strikes for the remaining implements that I am to be punished with. Miss Tia kneels at my side and proceeds to spank the shit out of my ass cheeks. After the 30 spankings Miss Tia goes into her bedroom and returns with a flogger and a crop. She then goes to my bag of sex toys and pulls out the fiberglass cane. Now I've been flogged by Miss Tia before and can handle the pain except for when a stray flogger tendril goes astray and strikes my balls (burning pain). Miss Tia flogs by bright red ass cheeks with 30 sharp flogging strikes. Several times my balls encased in the cock cage get hit and I yelp in pain.
After being spanked and flogged Miss Tia tells me to stay in the position I'm in (face down, ass up). She tells me I'm NOT to touch my ass cheeks to rub away the pain. Miss Molly and Miss Tia sit on the couch and talk for about 30 minutes while drinking juice, tea, coffee, whatever.

After Miss Tia and Miss Molly finish talking Miss Tia tells me to stand up and stretch a bit to get limbered up. She then tells me to bend over the side of the couch. Miss Tia gets up off the couch and picks up her crop. Miss Tia tells Miss Molly to sit on the couch by me, and then tells me to slide my arms under Miss Molly's legs (so the weight holds my arms down) and to place my head in Miss Molly's lap with my face facing Miss Molly's pussy. Miss Tia then tells Miss Molly that the next 2 sets of "spankings" are going to really hurt and that I'm going to want to stand up and get away. Miss Tia explains to Miss Molly that her job is to hold my arms down under her legs and hold my head down to her pussy so that I can't escape. Miss Molly tells Miss Tia she understands, and then whispers to me, "This is going to hurt bitch boy."

I can feel Miss Tia walking back and forth by the end of the couch and hear her swing the crop through the air a few times so that I can hear it whistle through the air. Miss Tia then tells me that I again need to remember to count or she'll double the number of strikes with the cane. Miss Tia ask aloud, "Are you ready?" to Miss Molly. Thinking she's talking to me I respond, "Yes." Miss Tia yells out, "I'm not talking to you bitch." I immediately hear a whoosh sound and then the crop hits my ass cheeks. I yell out and try to pull up but Miss Molly is holding me down. Both Miss Molly and Miss Tia laugh, and then I hear Miss Tia ask, "What do you say." Coarsely I reply, "One, Miss Tia." Miss Tia laughs and then starts hitting my ass cheeks 9 more times. Each time I yell, attempt to pull away, and say what number the strike was. Miss Tia stops for a moment and reaches between my legs grabbing my swollen and sore balls. She then tells Miss Molly that she has an idea and that I'm really going to regret choosing to accept Miss Tia's birthday spankings in her place. Miss Tia pulls my balls back between my legs and then pushes my legs together so that now my bound, swollen balls are slightly exposed between my lower ass cheeks. Miss Tia tells me that under no circumstance am I to separate my legs for the next 10 strikes. Miss Tia then crops my ass cheeks in the same place 10 times. Each time the crop not only strikes my ass cheeks but it also strikes my bound, swollen balls causing excruciating, blinding pain. Each time I yelled out Miss Molly would only press my face in towards her pussy harder. Seeing this Miss Tia told Miss Molly to let me go and let me stand up. I stood up and separated my legs letting my tortured balls drop down. Miss Tia told Miss Molly that my screams were unacceptable and that something needed to be down about it. Miss Tia told Miss Molly to pull her panties out of her pussy. Miss Tia did the same and then took both pussy juice-soaked panties in shoved them into my mouth. Miss Tia then scolds me for separating my legs and released my balls from the position she put them in. Miss Tia looks at me and then tells me to lean face forward against the wall holding myself away from the wall by leaning on my forearms. She then tells me to spread my legs at least two shoulder lengths apart so that my legs are really separated. Miss Tia tells Miss Molly to come over and look at my swollen, black and blue balls hanging down. Miss Molly reaches out and grabs my balls and slowly rubs my balls in her hand. Her hand is cold to the touch but feels so great. Miss Tia then tells me that the last 10 strikes by crop are going to be shared by Miss Molly and herself and that my ass cheeks are no longer the target. Miss Tia tells me that each of them will be giving me 5 crop strikes directly to my balls. I start to but Miss Molly pushes my head towards the wall and says, "Sucks to be you bitch boy. Say goodbye to your balls."

Miss Tia takes the first swing and I can hear the crop whoosh through the air. The next thing I feel is the most painful thing I've ever felt. The stinging pain hurt so bad that I could feel it up into my kidneys and stomach, and almost caused me to vomit. I scream out (muffled my soaking wet panties in my mouth) and jump back and forth from foot to foot. Miss Molly and Miss Tia proceed to alternate striking my balls with the crop until I've received the final 10 strikes. Every strike I'm crying out and feeling nothing but sharp, burning, stabbing pain in my balls. By the time Miss Tia and Miss Molly finish I am crying with tears rolling down my checks.

After the final crop strike Miss Tia tells me to turn around, and both Miss Tia and Miss Molly see me crying and they start to laugh. Miss Tia looks at me and reiterates that I asked for this. I nod my head up and down and let Miss Tia know that she is correct. Miss Tia then smiles and ask, "What do you think the next 30 strikes by cane are going to do to your ass?" I can only shrug and make puppy dog eyes at Miss Molly and Miss Tia.

I was again told to lean across the edge of the couch and place my arms under Miss Molly's legs so that she could hold me down. My face was again in her lap with my face in her pussy. Miss Tia whispered in my ear, "I'll only quit the 30 strikes of cane if your ass starts to bleed or you pass out from the pain." Miss Tia kissed me on the cheek and wished me good luck.

The first strokes from the cane sent lighting through my brain. All I could could is scream into the wet panties in my mouth and hop foot to foot. Miss Tia was kind enough to wait between cane strikes. Twice I thought I was going to black out. I actually begged in my mind for my ass cheeks to start to bleed. When Miss Tia stopped after the 25th stroke I thought I was done. However, Miss Tia offered the last 5 cane strikes to Miss Molly. Miss Molly jumped up from the couch with glee and whispered in my ear, "Prepare to die." Again I was bent over the couch but this time Miss Tia's legs held down my arms and my face was in Miss Tia's pussy. Miss Molly asked Miss Tia if there was anything special to striking me with the cane (I don't know if Miss Molly was actually concerned about hurting me or if she was wanting to know the best way to deliver the best strike). When Miss Tia replied that Miss Molly should just swing the cane as hard as possible I knew I was going to be hurting extremely bad for all 5 cane strikes. Miss Molly swung the cane and it whistled through the air (literally). The cane strike landed straight across both ass cheeks and I felt that my ass cheeks were sliced open with a sword. It then felt like my ass cheeks were being flamed by a cutting torch. I screamed and fought against Miss Tia. I saw red and black and white. All I heard from Miss Molly was "Holy Shit!" to wish Miss Tia replied, "Do it 4 more times." Miss Molly struck so fast and so hard that the last 4 strikes were a blur. I was screaming and sobbing into Miss Tia's pussy. Miss Tia stroked my head and told me I did good.
When I was finally able to move Miss Tia puller Miss Molly's and her own panties from my mouth. She asked if I was okay, and I replied that I would be. I turned to see Miss Molly sporting a shit-eating grin and she told me that she was guessing that I wished I had died after that first cane strike she delivered. All I could do was nod and than I said "Thank you."

Miss Tia told me to lay on my stomach on the floor. Miss Molly and Miss Tia started taking pictures of my ass cheeks and commenting how the welts crisscrossed and how big the welts were. After a few minutes of discussion about my ass cheeks, Miss Tia kicked my balls between my legs and told me to get up and stand in the corner.
Miss Tia and Miss Molly sat back on the couch and continued to drink. After about 20 minutes Miss Molly stated she had to go pee again. Miss Tia yelled to me that I knew what to do about Miss Molly needing to pee. I knelt on the floor, and Miss Molly again positioned herself above me and grabbed my head. I put my lips over Miss Molly's pussy lips and started to swallow her pee. The pee stream wasn't as intense as before but the pee was hot and tasted quite good, especially since my mouth was bone drying after all the sucking on the panties and the screaming I did. After Miss Molly finished peeing down my throat, Miss Tia followed suit. Again, Miss Tia's pee stream wasn't as intense and I swallowed all her pee with any problems.

After Miss Molly and Miss Tia were seated back on the couch Miss Tia told me that I needed to thank Miss Molly by licking and tongue fucking her asshole and then eating her pussy until she came. I crawled over to Miss Molly, and she lowered herself in the couch seat so that I could have access to her asshole and pussy without having her move around. I started by licking her asshole and could smell a slight odor of shit from the last time she shit and wiped. I licked and sucked all around until her asshole was wet enough that I could push my tongue into her asshole. As I did so Miss Molly moaned. I also observed that Miss Tia was rubbing her clit with one hand and had taken a picture of me sticking my tongue in Miss Molly's asshole. After tongue fucking Miss Molly's asshole for a few minutes I started to kiss and lick and suck my way around Miss Molly's pussy. I could easily she that her pussy was wet and one quick swipe of my tongue up her slit and I could taste her sweetness. I then attacked Miss Molly's clit with my mouth, sucking and licking it over and over. Miss Molly really started to moan and placed her legs over my shoulders so she could pull me into her pussy. It took about three minutes and then Miss Molly started to really buck into my mouth. She screamed out once, grabbed my head, and tightened her thighs around my head until her spasms quit.

After Miss Molly rested for a few minutes she got up and said she had to go. She redressed and thanked Miss Tia for allowing her to hang out for the activities. Before Miss Molly left she told me to turn around, bend over, and show her my ass. She quickly smacked my burning ass cheeks and then grabbed my sore, swollen balls and squeezed hard until I yelled and pulled away. Miss Tia immediately told me that I would pay for pulling away from Miss Molly later.

After Miss Molly left Miss Tia told me to crawl over to her and start licking her asshole. She then told me to tongue fuck her asshole, which I did. After about 5 minutes Miss Tia told me to stop and told me I had 3 minutes to suck and lick her pussy and to make her cum or she would make me slap my balls until she grew tired of watching. I immediately devoured Miss Tia's clit with my mouth and sucked and licked hard and quickly. About 2 minutes later Miss Tia told me to place a finger insider her pussy and stroke her g-spot. Within about 30 seconds Miss Tia started to buck and moan. She grabbed my head and pulled me into her pussy. A few more strokes from my finger and Miss Tia gushed her pussy cum onto my face. I tried to swallow as much as possible and then licked her pussy and ass crack until she was clean.

After I finished making Miss Tia cum she told me I could take off the cock cage. She then took me into her bedroom and had me lay down with her. We talked for awhile and discussed what we would do the next day. We previously had talked about me being a slave boy to her and her Dom, and that I would be getting fucked by her Dom whenever she needed a break from him fucking her. We discussed again that I wanted to be blindfolded the entire time and not be able to see him or make eye contact with him. I also informed her that I was still interested in sucking her Dom's cock as well as having him fuck me up the ass. I told her I was also okay with him cumming in my mouth, me licking his cum out of her pussy or ass (or both), and even would push out the cum he deposited inside my ass into a cup and swallow it. After we discussed various things she told me to spoon her and that I could then fall asleep.

Although my ass cheeks and balls still felt like they were on fire I was able to quickly fall asleep. About 3 hours later Miss Tia woke me up and told me she needed to pee. She told me to lay flat on my back. Miss Tia then proceeded to squat over my face and placed her pussy directly over my open lips. She slowly trickled pee into my mouth until she finished. I licked her clean and then we both went back to bed.