my new life as a chastity slave

C

chastityslavejohn

Mistress Irianna's pet
Nov 7, 2008
915
25
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i have been keeping a hand written journal since i retired in April. i stumbled onto this website while researching male chastity devices for my Mistress. i love the site and more importantly the community of wonderful supportive folks just like Mistress and me. so now i've decided to keep a journal here as well. i look forward to hearing from more and more of Y/you and learning from the more experienced among us.

for as long as i can remember i have wanted to be dominated by a woman. i grew up with 2 older sisters (10 and 12 years older) and i think that has something to do with my inclinations. my dad worked 2 jobs so he was not around much. i always repressed these feeling and chose a vanilla life. i was married for 25 years to a wonderful woman, but she was too embarrassed to even say the word 'sex'. as with many relationships the sex became non-existent and we grew further apart. the internet opened up a new world for me and in private i explored the world of BDSM and FemDom. it became harder and harder to keep these feelings inside and i masturbated like crazy to FemDom websites. i decided that there was more to life and i left my wife to start all over.

my journey started on May 2, 2006. recently divorced, i attended a business conference. i did not know a soul among the 2,000 or so attendees. during a break in training sessions while checking voicemail a beautiful woman caught my eye. as She passed i followed Her discreetly. She was wearing a purple skirt suit with ankle bracelets and 3 inch heels. She seemed about as tall as me (i'm 6'1") and i was smitten. After about 15 seconds She entered a conference room and i moved on to my next session. oh well!

That night there was a cocktail reception and formal dinner. at the cocktail session i walked up to a small group and introduced myself. they invited me to join their table. i was chatting about 5 minutes when the gorgeous creature i had encountered that afternoon joined us. seemed She knew everyone at the table but me. She sat right next to me. for a moment i was speechless, as beautiful as She was that afternoon She was now stunning in a dress that displayed Her ample cleavage. We spent the evening at each other's side and exchanged business cards and a peck on the cheek at the end of the night.

i left the next day after coffee with Her but emailed Her from the airport, flirting like a champ. emails led to text messaging and phone calls. by the weekend we were exchanging provocative texts.

that was the start of a long distance relationship...Florida and New York. We finally met in July and had a weekend of hot, explosive vanilla sex. after that we met every other weekend, either in NY of FL.

By August She started to describe Her kinky background. She had dabbled as a sub but considered Herself a switch. She asked me if i had ever been tied up. i described childhood experiences begging female playmates to play indian and tie up the cowboy...me.

One weekend on a business trip to Boston She brought the silk ropes. She tied me up and teased and tortured me...i was in HEAVEN...i called Her Mistress for the first time that weekend and it has been Mistress ever since.

our 2 years of distance relationship is over. i proposed to Mistress on the top of the Eiffel Tower last November and we moved in together on April 1st of this year.

now i am retired. i am now and will always be Her full time lifestyle slave. we live with Her 3 adult children so play time is limited. we long for the day when all 3 have moved out on their own. still, W/we find the time for a scene every weekend. i am collared and spend lots of time on my knees massaging Mistresses feet and worshiping them. i also shave Mistress every weekend and then bring Her to several orgasms with my mouth and tongue. at that time i am also punished for my transgressions from the week which i am required to record in my "Book of Transgressions". Mistress has flogs, canes, whips and paddles. i am tied to the bed with leather restraints and chains and i am frequently punished for an hour or more until Mistress and i am exhausted. Mistress loves to watch me squirm and listen to my cries. She comes frequently during O/our sessions. W/we both love checking my ass for bruises and watching the colors change.

Mistress works. i rise with Her every day, assist with Her preparations, prepare Her breakfast and lunch and carry Her things to the car. during the day i manage the household and Her personal affairs. i shop, do some cleaning, prepare all the meals and do laundry. i also manage my own business from home. my greatest joy in life is pleasing my Mistress.

since the beginning we have been ramping up our BDSM relationship. every day i feel more and more submissive. the idea of being a lifestyle slave was scary to me at first but now i understand that i never had a choice...it is what i am down to my core.

i love writing about our experiences and "coming out". we've recently added so much more to our lives, including chastity. i'll write about that soon.

i appreciate any comments. even we are at this for 2 years W/we both feel that there is so much more to learn.

My Mistress is a member of Chastity Mansion and i hope She will add to my entries.

chastity slave john
 
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John welcome to the group and thanks for sharing your experiences. I do not need to tell you that you are one lucky individual to find someone with whom you connect with like this. Thanks for sharing and I look forward to hearing more of your life's journey.
 
Rules

early on in O/our Ds relationship Mistress decided that i needed a written list of rules. no Domme wants an unruly slave. at the heart of my list is my prime directive: anticipation of Mistresses needs and fulfillment of them. if Mistress has to ask or command then i have failed.

Here is the list She created almost 2 years ago:

1.) you are to call Me Mistress or Maam when you are wearing your collar. (this has evolved to whenever we are private with or without the collar...also when we are IMing or emailing)
2.) Kneel when I am putting on your collar.
3.) When you have your collar on, you are not to wear pants unless they are leather. (actually i now have a leather jock strap that i wear when we are playing)
4.) I will find you a collar to My liking for you to wear everyday, you are never to take it off. (for a long time this was a leather cock ring, now it's my CB3000...i also wear a leather and chain bracelet...if anyone asks me what it is i must tell them that i am a slave)
5.) Smoke a cigar everyday we are together. (i like this one!)
6.) Never say No to Me
7.) Never pass Me in longitude or latitude without kissing Me.
8.) you shave every morning and every evening, whether we are together or not.
9.) Talk with servants to order for Me, My drinks, My Meals, and My wishes. Restaurants, flight attendants, everyone. If I have to answer or speak to them, you have failed.
10.) Always pull My chair out for Me. I will stand until you do, but if you make Me wait, you have failed. If the servants do it before you, you failed.
11.) You are never to start eating before Me and never finish before Me.
12.) Shave My pussy everyday we are together. (shaving always ends with pussy worship. Mistress is multi-orgasmic and comes many times! this is by far my favorite activity and i would spend my entire life with my face between Her legs if i could))
13.) Always walk, sit (or across from Me), & sleep on My left, to protect Me from what I can not see.
14.) You are to protect Me from other Men. I want no contact unless I choose it. I will tell you if I do.
15.) My glass should never be empty unless I tell you no more, regardless of what I am drinking.
16.) You are to keep My schedule. Keep Me on time for My meetings & responsibilities with activities outside of My job. If I miss a commitment you have failed.
17.) Hold My hand while we walk in public. If the walkway is too narrow, you are too follow Me with you hand on My shoulder
18.) Earl grey tea every morning,
19.) Prepare all our Meals. Keep Me eating those foods that are acceptable for My body to be eating and never allow Me to eat those that I am not. I am allergic to or have ill effects from:
a. beef,
b. chicken more than 2 times a week,
c. anything that has had a bleaching process including enriched products,
d. eggs,
e. dairy even food that has been cooked in dairy
20.) Erotic email and / or text Message every day.
21.) you drive when we are together
22.) you are responsible for our social life
23.) you are responsible for all our wash and dry cleaning
24.) Keep Me warm, especially at night
25.) Never Cum without My permission
26.) Open My car door every time and must assist Me in exiting the car. you must escort Me to the car door and assist Me in entering the car.


Can do without Permission
you can put on and take off your cock collar when we are not together. you are to wear it always until I give you one.
Prepare our Meals
you can call Me terms of endearment
make love in the morning as equals

Must ask Permission to
Put on or take off you collar without Me. I will always put it on and take it off.
Touch My nipples, My pussy, or My feet. you can touch everywhere else on My body.

Punishments

1. Spanking (the object is my choice) hand, hairbrush, paddle, riding crop, leather flogger, leather, paddle,
a. Depending on the severity and as we grow in Ds & comfort, may be public.
2. Whipping Leather whip, Leather flog, rope
3. Denial of pleasure Not related to your orgasms, but denial of service to Me and My wishes
4. Orgasm Control & Teasing Never to last longer than I can personally stand when we are together. When we are separate you must beg and ask permission to cum
5. Chastity belt
6. Humiliation & Reprimand
7. Gagged, forced nudity, & bound, and watch your Mistress and smell My pussy


since this list was memorialized we have added a couple of things. most importantly, Mistress always cums first. also, since i moved to FL i keep the house organized, run all the errands and do all of the shopping.

i get better every day but it seems that i frequently break one of my rules. my "Book of Transgressions" has an entry almost every day. Mistress thinks it's because i like being punished. of course on some level i do. i am always rock hard during punishment sessions but during intense moments i will go soft due to the intensity of the pain. i can take the flog for a long time but crop and paddle can be excruciating and the cane is just pure pain. after punishment sex is out of the question for me but that's okay because Mistress always cums first. i usually fall right to sleep, sometimes sobbing in Mistresses arms as She comforts me. i think i like these tender moments the best. the morning after is for lovemaking and hard pounding sex!
 
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shaving each other

hi all, i hope Y/y all enjoy reading about O/o journey. Mistress read my journal last night and She was pleased.

before Mistress and i had been intimate i knew from O/our conversations that Mistress was completely shaven. She enjoyed the smooth feeling.

while we were still in O/our vanilla phase Mistress suggested that She would like me to shave Her. the idea of someone else shaving Her was very exciting for Her. i was as nervous as i could be. such a sensitive area, what if i nicked or cut Her or damaged Her delicate parts?

we were at O/our mountain cabin the first time i shaved Her. we spread a blanket in the floor in the sun spot from the skylight. She laid on a towel and i had a pail of very hot water. i soaked a washcloth in the water, wrung it out and placed it over Her Pussy, much like an old fashioned barber shop shave. She loved the feel and placed Her hand over it to rub Her Clit with the warm wash cloth. despite my nervousness i was getting very excited. after removing the washcloth i lathered Her up and started to shave. since She kept Herself hair free there was little more than stubble. after shaving once i used the warm wash cloth again, lathered again and shaved a second time, working against the grain, much like i do for my face. Mistress felt all over, silently pointing out spots that i missed. Her Pussy was so wet and i could tell She was loving it. when She was completely smooth i rinsed Her off with the washcloth and dried Her with a towel. without a word spoken i started tonguing the entire area and teasing Her Clit. She started to moan and move Her pelvis rhythmically. in no time i was completely buried in Her Pussy, stoking Her Clit with my tongue. She came hard against my face, i slowed briefly, but continued and brought Her to several more orgasms.

Ritual shaving became a part of O/our routine. during O/our separation period it was every 2 weeks with Her neatening up in between. things changed a little after we started on O/our journey into BDSM. now Mistress will say to me, "when did you shave Me last slave?" i will sheepishly tell Her how many days and She will say "it's your job to shave Me every day, now write that in your book and get everything ready!" everything after that is still the same. She is still silent the whole time. now, however, when i am finished with Her shave i beg, "please Mistress, it would be a great honor for me if you would grant me the privilege of worshiping Your Pussy." then Mistress will say, "you may worship Me, slave." mmmm, my favorite treat!!

Mistress shaves me as well. before meeting Mistress i had never shaved or trimmed at all, i only shaved my face. i am very hairy...check out my album. for our first weekend together i trimmed quite a bit but i was still very hairy. She started talking about shaving my pubic area. i think it was our first weekend in Her place when She first took out the electric trimmer. i loved the idea of Her shaving me. i got so hard as She held my cock to get at all the hairs on my crotch and balls. She used a 1/4" blade on the trimmer so i was left with short hair. i no longer looked like a jungle down there. of course when She was done She gave me an amazing blow job...She loves oral sex as much as i do!

we started with the 1/4" blade but now i think we're down to 1/16". shaving is part of O/our BDSM play nights. She shaves me first and then i shave Her. She keeps adding other areas to Her shaving task. i love when She pushes my limits, especially when She surprises me with something that is a "maybe" on O/our list. first She added armpits to my weekly shave. next She talked about my back and shoulders. i agreed that it was fine with me. i really will do ANYTHING that She asks me to do. so the next weekend She starts on my back and shoulders...and then doesn't stop. She shaves my ass everywhere, paying extra attention to between my cheeks and between my ass and my balls. now although there is still 1/16" hair there it feels as smooth as a babies bottom to me.

when i put my CB3000 on i noticed how it stretched my sack tightly around my balls. i remarked to Mistress that this might make it easier for Her to shave my balls. "want Me to try?" She asked. "sure" i said. to my complete surprise She came back to bed with a conventional razor and baby oil. the only place She ever uses a conventional razor on me is on my neck. i was shocked and a little nervous but my cock strained within its' confines. She went right to work and shaved every hair on my sack that was not covered by the CB3000. i found the whole thing very erotic, especially because She was pushing my limits again.

i wonder what's next. She keeps teasing me about shaving my chest or my legs. whenever She does i just say, 'whatever You wish, Mistress!"
 
Thanks, Mels toy. Mistress and i love our journey. there's lots more to tell, i'll be getting up to date by week's end.
 
beginning chastity

at this point in O/our story W/we are right up to about 3 weeks ago. since the beginning of O/our Ds relationship She had talked about male chastity. W/we knew nothing about it. She loved the idea of teasing my cock while it was encased in leather so i could see but not feel. the idea intrigued U/us both but so do so many other ideas that W/we just haven't gotten to yet.

recently Mistress and i were having some great sex, i was doing Her from behind...Her favorite position. W/we both love dirty talk. She was talking about how She loved getting fucked by "Her" cock and playing with "Her" toy. She slipped in some chastity ideas, saying that i wasn't allowed to play with Her cock or cum without permission. She said She wanted to lock me up. the idea really turned me on. i asked Her if She would tell all Her friends and She said "of course, i may even show them". well that was it for U/us...Mistress exploded and so did i.

after W/we cooled off i asked Her if She was serious about male chastity. She said, "yes, and You will do some research and order a device tomorrow!" "yes, Mistress!"

the next day i googled "male chastity device". that's where i found the CBX000 product line. (actually i had seen them before on sex toy websites.) that's also where i found chastitylifestyle.com (which i don't really like) and Chastity Mansion (which i adore!). i read all i could about devices and selected the CB3000. i sent Her a link at work, gained Her approval and ordered it right away.

we couldn't wait for the CB3000 to come. of course it came when She was at work so i immediately called Her. i begged Her permission to try it on. She said "you WILL put it on right now! you will slip the lock in place but you are NOT to snap it shut. when I get home you will show it to Me immediately and I will click the lock shut!" "yes, Mistress, thank You Mistress!"

my hands were shaking as i tried each ring for fit. i tried the 2nd smallest ring and my balls turned purple right away...too tight. it seemed that the middle one was about right, not too snug and not too tight, so i stuck with that one. i slipped on a couple of spacers and went for the tube. OMG, how am i gonna get inside that thing? not that i'm huge but i was so excited that i was aroused. i was also dry so i lubed lightly with baby oil and started my "do not cum" mantra, "loading dead babies into a truck with a pitchfork...loading dead babies into a truck with a pitchfork..." that always works so my cock shriveled. i quickly slipped inside and slid the lock in place before i could get hard again. whew...just in time. i'm so excited about my device and Mistresses new control over me that i'm already getting hard again...but i can't. the tube starts to tighten and feel uncomfortable. as i get longer my balls begin to pinch between the ring and the cage...OUCH!!! no more erection! i suddenly don't know if the reality of this is as exciting as the idea.

when Mistress gets home W/we head immediately for the bedroom for inspection...kids are home. i drop my pants and Mistress begins Her inspection. "I like this!" She says, a little too eagerly for me. She starts to fondle the shaft like it was my cock and i begin to respond. "How does that feel?" She asks with a gleam in Her eye and a wicked smile. "Ouch!", i say, "Mistress please..." Mercifully She stops and quickly snaps the lock shut.
"but Mistress," i beg, "don't i get to cum before You lock me up?"
"You get to cum when I say so, slave" She barks, "and it's not today. Remember, Mistress always cums first! Now, give me the key."

i hand Her the key and She slips it onto the ring with Her car keys. it looks so innocent there among the other keys but there is ohh so much power in that key.

all that night She teases me whenever W/we are alone, just a little, just until i start panting. yes, i find myself slipping into Lamaze breathing to bear the pain and start the shrinkage process. this sucks...but at the same time i'm drunk on Her display of power over me. i'm so in love with my Mistress!!

that night She is totally aroused over the chastity device. "Lick My Pussy" She commands and i eagerly comply. mmm, Her Pussy is always so fresh, wet and delicious. i struggle a little with my task because i keep getting aroused. i'm not sure, but maybe i'm doing a better job because i'm concentrating only on Her pleasure and trying to suppress mine. as usual She comes hard 3 or 4 times and then pushes my tongue away. as W/we lay there in Her afterglow i notice Her breathing change. "Mistress?" no response. OMG, She's asleep already. what about me? Shit!!!

the next morning i notice my next problem with the device. i always wake up hard and end up rubbing myself on Mistress or on the bed. as i'm just barely waking the pain in my balls jolts me awake. i realize in horror...oh shit, no more morning erections!

Mistress notices my discomfort and asks, "are you ok, honey?" i tell Her my predicament and She says, "well I guess you'll just have to get used to that". as Y/you can see i'm getting no sympathy from Mistress.

as i watch Her drive away that morning i realize...shit, there goes the key. all day, every day it will be 22 miles away in Her office. that's a scary thought! another scary thought...no more back to bed for a private orgasm.

of course, that day Mistress gets Her period. so i'm locked up with no chance for intercourse. normally Mistress will help me in other ways (Mistress loves to taste me) but when i tell Her how horny i am She just tells me that maybe She'll release me when Her period is over, if i've been good and done all my chores. damn, 5 or 6 more days of chastity...maybe more if i'm not careful.

chastity is difficult. i find that there are 2 states that you're in. either you are so horny that sex is all you can think about or you find something else to delve into to keep your mind off sex. it's like walking a tight rope, you need to maintain balance...just enough sexy thoughts to keep you only slightly aroused...too much and ouch! and i'm always dripping pre-cum which is pretty funny because i'm usually naked in my room. twice a day i lubricate my cock with a Q-tip dipped in baby oil...it's so comfortable when i slide back and forth inside due to arousal.

so finally it's Friday night and Her period is over. W/we go out for drinks and She keeps teasing me and jingling Her keys. i still don't know if i will be released. mercifully when we get home She releases me. OMG does it feel good to get hard. Mistress is loving this. W/we get into bed She restrains me, gets on top and rides me like a rodeo bull. surprisingly i hold out a long time (thank you dead baby mantra). i really thought i would explode instantly...and when i did cum i came about a gallon. She starts drying me off with a towel...Mistress is a squirter...and i'm getting aroused again, like ten seconds after coming i'm hard as a rock again (i usually need 10 or 15 minutes). Mistress keeps rubbing and rubbing even though i'm already dry. we both start laughing when i say "i think i was dry 5 minutes ago" and i jump on top of Her and have another great fuck.

Mistress left me unlocked all weekend and we had lots of fun. i took my weekly punishment unlocked but couldn't help wonder what that would feel like locked up. She locked me back up on Sunday. actually i have to go into the bathroom where i can't see or hear Her to put on the device, otherwise i get hard. i slip the lock in place, but only Mistress can snap the lock...or unlock it.

well that was my first week in chastity. there's more to tell about the second week, perhaps tomorrow. i love outing myself with these journal entries and i hope Y/you like them too.

slave john
 
O/our threesome

my Mistress has always fantasized about a threesome...2 girls and one guy. so last June for Her birthday i made it happen.

we both love Las Vegas so we decided to go there for Mistresses birthday. we had thought long and hard about how to make a 3-some happen. we knew there was legal prostitution near Vegas so this was our chance. we didn't want to approach anyone we know and the thought of a stripper is too creepy.

we did some research and settled on the Chicken Ranch. so on Tuesday morning the limo was waiting for us in front of the hotel. we had the driver stop for a bottle of wine for the 45 minute ride there. the driver was great, plenty of information on how to negotiate with the girls.

the Chicken Ranch is great! from the outside it's just a typical large farm home. you can interview the girls in the parlor or the bar...we picked the bar and settled in for cocktails before Madam brought the girls. on that day there were 3 girls available who did three-somes. they were all lovely but Mistress suggested the one who had done porno. She made the right choice as always.

our girl, lets call her Angie, took us to her room and we negotiated and agreed on a price based on what we wanted to do. Mistress wanted an open atmosphere where all 3 were just having fun, hot, steamy sex. i really wasn't into fucking Angie but wanted oral from both at the same time and i wanted Mistress to be the center of attention. Angie brought my credit card to Madam and we were all set.

first we stripped and Angie inspected us...how BDSM. she washed us all with some sanitary wipes and i put on a condom. Honestly, i was a little concerned about my reaction to Mistress kissing another person even though it was a woman. but once they started making out i was hard as a rock and loving it. They made out and fondled for a few minutes while I watched, then they pushed me on the bed. I got to see the awesome sight of 2 women licking and sucking my cockheavenlyand it felt delicious. After a few minutes we shifted positions and Mistress took my place on the bed. She was in that position for the rest of the hour. Angie and I switched places a lot, if she was licking Mistresses pussy, I was sucking Mistresses nipples. If I was eating my Mistress, Angie was making out with Her and squeezing Her nipples. At some point Mistress took off my condom and sucked my cock until I came down Her throat. Mistress came countless times. She loved it! at the end Angie worked Mistress with a studded glass dildo while I fingered Her clit. Thats when She came really hard and from the way She was quivering and shaking I knew that She was done.

All in all it was a great experience and I highly recommend the Chicken Ranch. Afterwards we bought souvenirs, posed for pictures with Angie and had more drinks. We have a Chicken Ranch pen, coffee mug, tee shirt and beer can cozy.
 
thank You, Mistress Michelle. i am honored! my Mistress loves that W/we are sharing with O/our community. W/we feel so welcome and at home here.
 
virgin no more

here's my latest installment...almost up to date. i hope Y/you enjoy as much as i do!

All my life i have wanted to be dominated by a woman, but i kept those desires to myself. i fantasized about female domination all the time. i sought out information to learn more about Femdomand for masturbation.

In the beginning it was trashy porn but the internet changed all that. Suddenly there was access to so much information, especially BDSM story sites. Throughout my marriage i would sit at the computer reading and browsing BDSM sites, then erasing my footprints. My ex-wife knew nothing about my desiresshe wouldnt discuss sex at allsex was boring, vanilla and very infrequent, maybe twice a year after the children were born.

I was always intrigued by stories where the sub was taken by his Mistress with a strap-on. These scenes really turned me on. The idea of being taken that way, against my will, seemed to me to be the ultimate act of submission. This act was complete surrender of control to the Dommethe Domme taking Her slavemaking slave Her bitch. i loved the idea of it, yet somehow i was afraid to discuss the subject with Mistress. She had never mentioned it and i thought perhaps She would think me less of a man for wanting to be taken by a Woman.

W/we have lots of toys. About 6 months ago i found a butt plug among our toys. Hmm, i was intrigued. So after Mistress went to work one day i got some lube and gave it a try. The butt plug is a standard Doc Holiday type. At first i couldnt get it in. i relaxed and pushed gently but i guess just like any other virgin i was really tight. Finally with more lube, relaxation breathing and perseverance it slipped in. that very first time i fell in love with the feeling of passing that large bulb through my sphincter. And mmmm, that full feelingheaven. That very first time i masturbated with the plug inside and had the most intense orgasm. i was addicted!

Soon I was wearing my butt plug every day. As soon a Mistress went to work I would slip it init got so easy. I would pretend that Mistress commanded me to wear it. i would slip back into bed, fantasize about being taken by Mistress, and have the most amazing orgasms. at first i was wearing it for just a few hours but soon I was leaving it in until just before Mistress got home. i knew I would tell Mistress one day but I still hesitated.

My Mistress has the cutest ass on the planeti am always caressing Her there. One night over cocktails at O/our favorite lounge Mistress asked me about my obsession with Her butt. This was my opening. So i summoned up my courage and i told Her about the butt plug. As always, She was amazing about it. First She was thrilled that i told Her. She said, wow, now i know youre as kinky as Me! We are both very adventurouswhy oh why did i think She would have a problem with this. Then She jumped right to the point without me even bringing it uptomorrow you will do the research and order a strap-on for Me! Yes, Mistress!

i was thrilled! Of course Mistress commanded me to write this in my Book of Transgressionsfailure of slave to tell Mistress about using a butt plugkeeping secrets from Mistressplaying alonecuming without permission...and all this went on for 6 months until She locked me up in my CB3000. Gulpa long punishment session was in my future.

My Mistress is the smartest person i know. She talked to me about enemas. She told me I had to start taking an enema every day so that i was clean for Her whenever She wanted me. Yes, Mistress!

The next day my morning routine changed. After getting Mistress ready for work i slipped into the bathroom. Following Mistresses instructions i gave myself my first enema. i was able to take the whole bag but only hold it for a few minutes. Next i slipped in my butt plug. Then I started my research for a strap-on. i selected a kit called Bend Me Over Beginner. With Mistresses approval I placed the order.

W/we anxiously awaited the arrival of O/our new toy. I got much better with my daily enema, now i can easily hold the whole bag for 10 or 15 minutes.

The strap-on arrived just in time. my birthday was November 14 and Mistress was treating me to a weekend in Ybor City (a Tampa neighborhood with trendy clubs, restaurants and cigar lounges). W/we were staying at an awesome hotel called Don VincenteO/our room had a king size 4 poster bed. The toy arrived on November 13 so after Mistress went to work on the 14th i busily packed up all of O/our toys.

Mistress instructed me to take my enema late in the day, just before She got home from work. After work She picked me up and W/we were off to the Hotel. when W/we arrived i went to work setting up the room while Mistress napped (this is always my responsibility and i love doing itif everything isnt set up perfectly Mistress will punish me). W/we love 4 poster beds, just like at home, because we have a dog collar on each post for attachment of the chains. (loli always chuckle thinking i would love to see the Hotel maids reaction when she makes up the room).

After Mistresses nap W/we went out for dinner and cocktails. W/we had a great time, especially at Coyote Uglyjust like the movie. When W/we got back to the room Mistress ordered me out of my clothes while She dressed in one of Her silky gowns. She ordered me to approach Her and i saw Her keys in Her hand. yes!! i was about to be released after 5 days in chastity. Mistress unlocked me and i removed my CB3000, springing quickly to attention. Then Mistress ordered me to remove my plug. i stepped into the bathroom to comply with Her command. Next i gathered up my collar and restraints and knelt at Her feet. Mistress collared me and kissed me as i knelt ...our favorite position. She attached my restraints and ordered me onto the bed on my stomach. i was quickly chained up and helpless.

Mistress proceeded to read aloud all my transgressions since my last punishment session. there were a lot, especially the ones about my little secret ass obsession. Mistress hummed as She selected Her first toythe riding crop, not the gentlest toy for a warm up but not the worst either. Mistress proceeded to whip my ass, all the time scolding me for my disobedience, willfulness and keeping secrets from Her. I squirmed and cried out from Her handiwork. She tired of the crop and selected Her heaviest flogthis was a relief from the crop but soon i was moaning in pain again. Mistress was truly displeased with me and it showed in Her technique. She was swinging with all Her might and making sure that the tips of the flog were hitting the center of my cheeks so that i would feel the sting. After what seemed like an eternity She stopped and began to gently stroke my burning behind. Admiring Her handiwork She remarked, Nice and redjust how I like them!

Soon She crossed the room to make another selection. Without warning i heard the unmistakable whoosh and felt the sting of Her thin cane. This is my least favorite toy and my butt left the bed in reaction to its sting. Mistress only giggled and gave me about 5 more quick shots. i vainly tried to move away from Her blows and begged for mercy, please, Mistress, i am so sorry to have disappointed You! you should have thought about that before, slave! She hissed. Unmoved, Mistress continued with the cane, always 5 or 6 quick shots and then a pause. While i was fully erect during the punishment so far i was now soft and limp. The pain was becoming intolerable and i feared i would start sobbing but She suddenly stopped and was soothing my butt againbut not for long. Too soon She walked back to Her toys. This time I felt the cool flat surface of the wooden paddle. i hate this toy and ironically i selected it myself when i was too naive to understand its inherent cruelty. Using the same 5 stoke then pause method, Mistress started in again in earnest. the paddle is reserved for very naughty boys and you have certainly been very naughty, slave! Please, Mistress, i am so sorry. i promise to be a good slave i beggedto no avail. you always say that slave, She laughed, yet week after week you find yourself in this position. i am beginning to think that i am wasting My precious time on You.

Mistress continued with the paddle as i squirmed and cried out. im sure the entire hotel heard my anguished criesbut Mistress showed no mercy. Finally She stopped, dropped the paddle and started soothing my cheeksthey felt like they were on fire. Mistress bent down and hissed in my ear, now slave, a special punishment. your deceit in holding back from Me is a huge disappointment. I now realize that I have neglected to take from you what is rightfully mine. i knew what was coming.

i heard Mistress putting on Her new strap-on. i was instantly hard in anticipation. She approached the bed and commanded scoot your butt off the bed, slave! as I lifted She piled 2 pillows onto the bed to raise my ass off the bed. She also reached under and stroked and adjusted my cock so it was comfortable. As i settled back down onto the bed i felt cool lube being massaged into my ass. now I take what is mine, slave! She said.

i felt the tip of Her dildo against my butt hole, then felt Her gently enter me just the tip. how does that feel, slave? mmm, nice, Mistress i replied. Mistress pushed and slid into mesoon i felt Her body on my butt and i knew She was in all the way. i heard a moan of pleasure escape my lipsthis felt good! i think you like this slave, She cooed. She pulled out slowly and started a slow in and out movement. Oh God, it was delicious. i couldnt help myself, i started to moan my approval. oh God, this feels so goodmmmfuck me Mistress! Mistress increased Her tempo. i began to thrust into Her. Oh my God, i love to feel You inside me, Mistress. please fuck me harder, Mistress. yes, slave, youre all mine now. Youre my little bitch, arent you? yes, Mistress, fuck your bitch! fuck me harder.

i couldnt believe my reaction. i loved feeling Her inside meit felt soooo good. i never wanted it to end. please, Mistress, let me buy you a bigger dildoI need you to fill me completely! oh yes, slave, you WILL get a bigger dildo so I can fuck you harder and better!

Mistress fucked me hard. i couldnt believe how GOOD it felt on so many levels. i absolutely loved that She was taking mefucking meusing memaking me Her bitch. i dont even have the words to describe how fantastic it was. Even as i type this i can barely breathe or think straight. i love the feeling as Her dildo stroked my prostate.

i did not cum despite a half hour ass fuckingbut i know for sure that one day i will cum from just being fucked by my Mistress. i did fall asleep from the experiencejust like i always do after a really good orgasm.

the next night She took me again. This time i was free and i think W/we tried every position W/we could think of. W/we fucked until W/we were exhausted. i loved every second of it and begged for more, harder fucking just like a little whore.

i cant wait to get fucked againhopefully this weekend. i quickly ordered Mistress the Vibrating FeelDoe Silicone Harness Dildo. It came yesterdayno pun intendedand i cant wait to try it. the dildo is nice and big. The largest dildo in the beginner set W/we got is only 5about 1 in diameter.


Listen to mea week ago i was a virgin and now im looking for the biggest dildo i can find im such a slut!
 
last weekend and last night

W/we are new to chastity but so far it seems that Friday is my night for freedom and so far that means for the entire weekend. of course all that is up to Mistress, but She does love playing with Her toy and despite cuming a lot with my tongue Mistress still needs Her cock.

Mistress released me Friday night and it felt great...YAY, no more sitting to pee...no more dreading erections!

Mistress is dealing with a health issue right now. it leaves Her tired and with frequent headaches. i don't think either of U/us know why, but W/we just fell asleep Friday night...no sex.

weekends are very busy for U/us and on top of that Mistresses' Mom was arriving Sunday night for a 10 day visit. W/we were cleaning and preparing all day on Saturday...and W/we rented a storage unit so W/we were making trips there to give U/us more room in O/our condo.

Saturday night is date night...W/we bribe the "young adults" to leave and not return before midnight. shaving is usually up first. Mistress shaves my crotch, arm pits, shoulders, upper arms, back and butt (i'm very hairy). when She was finished She had a terrible headache. needless to say W/we both fell asleep again...no play time...no weekly punishment session.

Sunday was more preparation and W/we both took a 2 hour nap Sunday afternoon...then it was off to the airport to pick up Mom...then up till midnight visiting. W/we both fell asleep again. before sleeping Mistress suggested keeping me unlocked for a while but i would not be allowed to cum without permission. after thinking a while i confessed to Mistress that i could not be trusted and that i would play and cum if not locked.

Monday morning W/we were up by 5 as usual. i told Mistress i knew She had to lock me up. i begged Her to let me cum first. Mistress got that gleam in Her eyes. She cuddled with me, teased me, then rolled me onto my back. She climbed on top of me and held down my arms and shoulders...impaled Herself on me and rode Herself to 3 or 4 orgasms...i lost count. then i asked permission to cum, Mistress approved and W/we both came together in a huge orgasm. after 8 days without relief i came for a long time and gushed into Her. between the two of U/us, W/we and the bed were soaked. BTW, i don't think i have ever in my entire life gone 8 days without cuming.

after showering together (W/we always shower together and shampoo and bathe each other) i put my CB3000 back on and Mistress locked it.

after Mistress left i climbed back into bed. as i lay there i felt an amazing calmness. i had missed being locked up. it felt so right to be back in my device. i was semi-hard and felt myself glowing! i used to masturbate frequently...alright daily... after Mistress went to work...no more!

last night in bed we were cuddling and almost asleep but i asked permission to worship Mistresses' Pussy. She asked, "okay, but you know that i'm not unlocking you and that you are not allowed to cum, right?" "Yes, Mistress". next thing i know She's pushing my head down between Her legs. God how i love Her pussy...always so fresh, so wet, so delicious! i could be content spending my entire life with my head between Her legs. i brought Her to several orgasms...i never stop until She pushes me away. we both fell asleep.

Mistress and i are noticing that i am slipping deeper into slavery...losing my individuality...becoming Her pet. W/we think chastity is hastening my progress. last night was all about pleasing Mistress as every second of my life should be. my pleasure is purely a consequence of Hers. i love hearing the command, 'lick My Pussy, slave!' i love the idea now that i am doing it only for Her pleasure...that i am locked up...that i will not get to cum...that only Mistress will cum this time...that i get the honor and privilege of making Mistress cum and that is enough...that i exist only for Mistresses pleasure...that the sole purpose of my hard cock is to pleasure Mistress, that it's only about Her orgasm and not mine. it's so hot for me to pleasure Her all the while thinking ONLY about HER pleasure and knowing that i may not get to come for days...or, gasp...weeks.
 
Its a tough time for Mistress and me. Her Mom will be with U/us until December 2. i can get very loud during O/our punishment sessions. My last beating was on November 15i am way overdue and my Book of Transgressions has lots of entries.

On the 15th I was beaten for Transgresssions. then i got the special beating that i deserved for cuming in my device. Mistress had ordered me to get Her a flicker whip..about 30 inches in length with a 6 inch tailthe end knotted with little strings on the end. that night I tasted Her flog, Her cane, Her crop and Her leather spanker. im sure O/our hotel neighbors got quite a show from my screams and moans.

after my beating Mistress released me from my chains. W/we usually cuddle as She sooths my ass cheeksbut this time She also stroked me until i got very hard (so far i am always released from my CB3000 when beaten).

Mistress turned me onto my back and stroked my cockheavenly. Mistress told me to keep my eyes closed. She reached out for the flicker whip while still fondling me. as soon as I felt Her hand leave me She swatted my cock 5 times, quickly, with the whip. WOWit really hurt! somehow it just made me harder. She went back to stroking me, stopped and gave me 5 again. what a rush. She hissed in my ear, thats for cuming without permission and without Me! Yes, Mistress, i am so sorry, Mistress. sorry will not bring You any mercy, worthless slave!

Mistress kept up this routine.stroking and then 5 quick swats. it felt like forever but I think I ended up with 100 swatsthe last 10 all at once. i stayed as hard as a rock. Them Mistress joined my arm restraints together with a clip and attached the chain. She climbed on top and pleasured Herself with Her cockcuming several times. i was denied permission to cum although i begged. you already had Your orgasmwithout Me and without permission! when She was sated She slipped next to me and fell asleep. i was only released from the chain when She awoke hours later.

Y/you can bet i will not be cuming without permission for a long timebut i do ache for another session with the flicker whip!
 
not a very exciting weekend and i have little to add to my journal today. Mistresses' Mom is still here, leaving tomorrow. between Mom and the kids privacy has been non-existent.

Mistress removed my device Wednesday night, before Thanksgiving, but we were too tired for anything. Thanksgiving morning when W/we awoke i requested permission to worship Her pussy and permission was granted. after several orgasms Mistress pushed my face away. after a few minutes Mistress said She wanted to play with Her toy. She maneuvered me on top of Her and after giving Mistress 2 more orgasms i exploded inside Her. it had only been a few days but the amount of cum was amazing.

well that's really it. Mistress awoke Friday morning and announced that Her period had arrived...about 2 days early...drat!

i was allowed my freedom all weekend...so nice to at least be able to pee standing up. Sunday morning i reminded Mistress that i was to be locked up on Monday morning...W/we both know i can't be trusted. i asked Mistress if i would be allowed to cum before lock-up. She said She would think about it. i said that i had been a good boy but She said, "you have been a naughty boy, you have not been attentive to My glass all weekend and you finished your bagel before Me on Friday!" "sorry, Mistress". of course She is right and She did have to ask me to fill Her glass several times.

last night Mistress was sleepy so i didn't ask to cum again and this morning Mistress was crampy and Her back was aching. i neglected to remind Her to lock me up...conveniently. after Mistress left i played with Her toy and came hard. of course I immediately confessed to Mistress on IM. i would never keep anything from my Mistress. i was instructed to write it in my book and i will be punished...probably the dreaded flicker whip.

i really missed my punishment this weekend. i can't wait for date night this Saturday and a good beating!
 
i'm back in my CB3000 today. i really missed it!

last night W/we all went out to dinner for Grandma's last night with us...Mistress, Mom and Mistresses 3 kids. we had a blast and Mistresses oldest son (over 21) got bombed along with Grandma...what a hoot.

i went to bed still free but Mistress still has Her period. before She left at 5:30 this morning i reminded Mistress that i could not be trusted with Her toy. She said is was okay to shower first, but then to put on my CD and lock it. with my last hours of freedom i played with Mistresses toy and came...twice. told Y/you i couldn't be trusted...lol. then after my shower i assembled the device. i went with a smaller spacer again because twice last week a ball slipped out and it was VERY painful to force it back in...but i did it. so now the gap should be small enough to prevent slippage. i was actually trembling when i snapped the lock...for two reasons. first, i have never snapped the lock before, that is reserved for Mistresses. secondly i was trying the smaller spacer and what if i realized it was too tight a few hours later? i could drive across Tampa Bay in pain or wait for Mistress to come home.

after i snapped it i finally remembered i was meeting Mistress at the airport at noon to say goodbye to Mom so i figured i could get unlocked then if there was a problem. naturally everything is fine with the CD so i did not need the key. Mistress and i had a wonderful lunch...every moment spent in Her presence is magical and a true honor.
 
ok, so now i'm in big trouble. last night Mistress met me for drinks at our local pub. it was wonderful! W/we ended up staying for dinner and got a little tipsy. i confessed to Mistress that i came twice without permission after She left for work. She was very displeased with me, called me willful and disobedient. so far Mistress has released me from my CD every weekend with the longest chastity period being 8 days. last night She informed me that i will be locked for 11 days...gulp! W/we also discussed that She will be getting Her orgasms from my tongue and She may also release Her cock and ride Her cock to orgasm but i will not be permitted to orgasm and will be subsequently relocked. 11 days without orgasm, that was not the punishment i expected...but She is the Mistress.

on another note She reminded me of our bet and added more details. here's the bet, if the Giants win the Superbowl...nothing happens. if the Giants don't make it that far or lose the Superbowl i get my toenails painted blue with NY on the big toes in white. i offered to buy the nail polish but that is not what's happening. i have to get my nails painted at the salon after my bi-weekly pedicure. i have to sit in the pedicure chair with my toes drying and wear sandals home. OMG, i will be purple with embarrassment. they all know me there and now no longer even ask me if i want clear because they know i don't do polish. and the place is always busy and crowded so all the other customers will see. when we get home Mistresses kids will see my toes. on top of that my toenails have to be done again for my May trip to AZ with my camping buddies. OMG!!!!! we'll be in and out of the pool and in sandals all weekend. i will get tortured by my buddies. what did i get myself into? i think Mistress is adding to our bet because She is displeased with me for playing with Her toy without permission. i am confident that the Giants will win but if they don't...OMG this is the worst punishment of O/our two year Ds relationship. i'd much rather get beaten or CBT but i'm sure Mistress knows that.
 
Ohhh john... so afraid of a little pink nail polish. I'm sure the girls at the salon would love to see you in nice hot pink. After a few trips to the salon, they wouldn't even ask you anymore - they would just get out the pink polish and make you all pretty. Will you be wearing panties on your camping trip?
 
Miss D,

no, Ma'am, Mistress does not femme me so i will not be wearing panties. i do love burying my face in Her soiled panties!

slave john
 
not much to post today. i feel like crap, i must have a little bug or something. i'm queasy and need to be near the bathroom.

just over 48 hours since i was locked up. Mistress said 11 days but i really hope She will want to play with Her cock this weekend...even if She doesn't allow me to cum Her period should be over today...and we haven't been able to enjoy a punishment scene in 2 weeks because of house guests. also i bought Mistress a new strap-on that we haven't tried...the "Feeldoe" strapless strap-on. it's supposed to hit Her G spot and stimulate Her clit. i really love when She takes me with the strap-on and hope the Feeldoe makes the experience more pleasurable for Mistress.

i told Mistress about Miss D's suggestion about pink toe nails and Her response was "EWWWWWW". no femming for me...phew...although i am intrigued by punishment panties!
 
Last night Mistress and I met for drinks, O/our usual beginning to the weekend. W/we had a nice time just chatting. Her period has ended and Mistress informed me that She was very horny and that I would be released today. YAY! I had only been locked up since Tuesday and was anticipating an 11 day chastity period. W/we decided to leaveMistress had to return a gift to Fredericks, matching black bra and panties. first W/we had to go home, drop off my car and get the items to return. W/we love betting so I bet Her I would beat Her home and if I did She would unlock me right away in the carif I lost I had to wait until later.

Mistress always beats me home from the pubShe has some sneaky back road way while I always take the main road and get stuck at a light that takes like 5 minutes to change. Last night I ran the red light and beat Her homehahaha! She was shocked. I ran upstairs for the bra and panties and was in Her car in a flash. in case the kids were watching W/we drove off. at the first red light Mistress shut off the carmy key is on the same key chain. i opened my pants and Mistress unlocked meahhhhh! After i removed the CB3000 She stroked me hard and kept teasing me all the way to the mall.

when W/we parked Mistress stroked me again and with a giggle said, come on, lets go. fortunately darkness hid my puptent as W/we approached the mall entrance. Inside Fredericks W/we had lots of fun and Mistress picked out lots of things but the highlight was matching red bra and panty. The bra has sequins all over and chain straps with rhinestones. The panty is a thong, same sequins, and the top of the back has a triangle made of the same rhinestone chains. Very hot! on the way out Mistress had me buy Her a hat that She had seenChristmas theme, floppy furry pimp shaped hat in red and white with ho, ho, ho printed on it. didnt think about it at the time but it matches the bra and panties.

at home I asked Mistress if She would model Her new set. She instructed me to make U/us some drinks as She dressed and to knock first upon returning. Yes, Mistress!

drinks in hand I knocked and was kept waiting a few minutes. when finally permitted to enter, the room was darkened and Mistress was laying on Her tummy across the bed. She was wearing the bra and panty set, Her long curly blond wig and the hatnothing else. i approached the bed and dropped to my knees facing Her. place the drinks on the dresser, slave, She ordered. i complied and faced Her againShe kissed me long and hard. then She commanded, stay right there. She turned on the bed so that Her pussy was inches from my face. it was then that I remembered that the panties were crotchless. lick my pussy She said as She pulled my face to Her.

after Her first orgasm I reached into the night table drawer for the glass dildo. Mistress loves this toy because it has bumps all over it. She moaned as I slip it inside Her pussy. i used a twisting and thrusting motion with the dildo, all the while licking Her clit. Mistress came hard several times and then pushed me away.

now its my turn and Mistress informs me that She wants to be fucked from behind. i gladly comply with Her wishes and get into position. God, i love crotchless panties! needless to say in about 10 minutes and after several more Os for Mistress, W/we exploded together.

Mistress awoke with a headache and stiff neck so i have been attending Her all morning, serving breakfast and coffee and massaging Her neck. i love serving Her unlocked because service always makes me very hard.

tonight is date night and i cant wait. im looking forward to shaving, a long punishment period and maybe even some play with Mistresses strap-on!
 
Mistress was under the weather all day yesterday. She is having a problem with neck pain. it was my pleasure to serve Her all day! She decided, however, that date night would have to be on Sunday.

so yesterday was longing on the couch, neck massages and hot tea for Mistress. at bedtime, however, Mistress let me know that SHe was horny. i started out sucking and biting Her nipples. soon i had my finger on Her clit and brought Her to fer first orgasm. next i worked 3 fingers inside Her and found Her g-spot while my thumb found Her clit. She loved this and came hard 3 more times before pushing my hand away.

when She recovered Mistress rolled me onto my back and got on top. She impaled Herself on Her cock and began to ride me..all the while holding down both my arms. after several orgasms i came hard myself.

date night tonight! i am so excited!
 
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