jj62- 45 day Sentence Diary

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  1. jj62
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    jj62 Member

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    Thought I would add my feelings on a regular basis, kind of a diary format

    As I'm new to the site - today is June 25th so unfortunately I have missed a good few days of keeping a diary... oh well just have to make sure I do this each time my wife decides I need some chastity servitude.



    Locked Up date - June 1st

    Release date scheduled for July 15th



    Day 24 - Tuesday 24th June

    Came home from work to find my Wife in a great mood as she had been shopping and bought lots of new clothes.

    I poured her a glass of wine and she unlocked the chastity belt and accompanied me up to the bathroom where she supervised me while I showered. She is a stickler for me being clean shaven around my dicklet (as she calls it) whilst I'm in chastity and made sure I thoroughly removed any traces of stubble that had grown. When I got out she watched as I dried myself off and then cleaned the CB3000 thoroughly.

    Unfortunately I was feeling really horny and couldn't help getting a huge (for me) erection as she inspected how smooth my genitals were. She managed to get the ring sections secured around my testicles but there was no way she was going to get the tube section on whilst I was in this state - much to her annoyance.

    Her solution was to reach inside the bathroom cabinet and bring out the tube of ralgex she keeps in there for just these sort of situations. I pleaded with her not to use the cream as it really is quite painful but she was having none of it. Squeezing a large dollop of it into the palm of her hand she then told me to pull my foreskin back and when I did so she started to rub it in. It took maybe 30 seconds before I felt the familiar tingle start and by the time she had rubbed the remaining cream onto my shaft there were literally tears welling up in my eyes. She told me not to be such a big baby and reminded me that this was for my own good and if I complained then there would be no sissy spurt for me on the 15th July.

    For anyone who has not had this done to them I can vouch for the fact that within two minutes of her finishing rubbing the cream in, my dicklet had shrunk enough for her to get the tube section back in place and with the addition of the large set of points of intrigue as well she clicked the lock shut (unfortunately though the burning sensation took about another 30 minutes to die down). She selected a new pair of pink panties for me to put on and a plain white t-shirt and I was sent dowstairs to start cooking while she ran herself a deep bath.

    We just chilled out and watched TV until bedtime then when we went up she announced she was quite tired and just intended to read - I had hoped she may let me go down on her but it was not to be....

    Instead she retrieved the panties she had worn earlier from the laundry hamper and pulled them over my head making sure my nose was pressed up against the gusset. She then climbed into bed beside me and read for about half an hour whilst I lay there breathing in her heavenly scent, my dicklet straining against the confines of the tube and the sharp points that dug into me.

    jj
     
  2. jj62
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    Day 25

    Locked Up date - June 1st

    Release date scheduled for July 15th


    Day 25
    - Wednesday 25th June

    AM -
    Uncomfortable day for me as my Wife told me she would not be removing the points of intrigue and that I would have to wear them to work all day as a reminder not to let my dicklet try and dictate things (re last nights shower).
    She also insisted I wore a pair of panties to work as well (never done this before) to remind me just who was in charge.


    PM -
    Arrived home and cooked myself a quick bite to eat. My Wife was going out with some friends so didn't want anything as she would be eating later so she went on up and ran a deep bath to relax in.

    I came up and she had me strip naked, taking the opportunity to tease me as I undressed about how it must have felt to be a pantyboy at work today. I helped dry her off as she stepped out of the bath and she said I might as well get in and have a bath while she got ready. She unlocked me and pulled the tube off, breaking into a little smile she teased me about how sorry and sore my little 'pee-pee' (another fav term she uses) looked as she inspected the indentations and red marks the points of intrigue had left.

    We chatted as I relaxed in the bath and she did her make-up. Then once I was out and dryed off she put the CB straight back on me; thankfully without the POI this time and no issues with getting hard either (thank goodness). I asked her if she minded me going on the computer while she was out and she said no - just mind you don't get all worked up looking at porn, cos I may not be in the mood to do anything when I get in.

    Her friends arrived to pick her up at just after 7:00pm and she looked gorgeous (and sexy) - but then she always does.

    I spent the night looking over some of my favourite sites - yes all porn related! - added some art images to the galleries on this site and had a good read of the posts, even chatted for a while to another member in the chat room.

    As far as feeling horny goes, yes I'm finding it really hard to concentrate at the moment. It seems as though I can't go 10 minutes without somehow sexual thoughts distracting me from whatever it is I'm doing.

    Nothing else to report. I went up to bed just after 11:00pm and my wife got in just after midnight. As she undressed she made a passing comment on how she had seen some very attractive men out and about - this of course made my dicklet immediately twitch. I hinted that I was quite willing to see to her needs if she wished, but she just smiled and told me she was very tired and just wanted to snuggle up and go to sleep.

    jj
     
  3. jj62
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    jj62 Member

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    Day 26

    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 26
    Thursday 26th June

    AM
    Had trouble sleeping last night as I was woken around 4am by a quite sharp pain in my testicles. I didnt want to wake my wife so I quietly got out of bed and went and made a cup of tea. Thankfully by the time I got back to bed the pain had gone, so I can only put it down to me lying in an awkward position and the blood flow being affected in some way. I checked again when I got up and there was no sign of swelling or damage and no pain, so guess it is just one of those things that can happen every now and again really hurt though!



    PM
    Arrived home from work before my wife as she had a meeting she had to go to after work and decided to start tea and prepare her a treat.

    I rushed around and managed to prepare the tea, run her a deep bath and light some candles around it along of course with a chilled glass of wine to enjoy whist she relaxed. When she got in she was delighted and told me to accompany her upstairs. Firstly she told me to undress and then help her to undress.

    It must have taken me all of twenty seconds to get naked LOL. I then undressed her and when she was naked watched as she slowly bent over and picked up her discarded panties. Smiling she beckoned me to follow her into the bathroom.

    Once in there she slowly and deliberately brushed the panties over my mouth and made me beg to be allowed to smell them. She then unlocked me and we shared a bath together.

    After we had both dried off she re-locked me back into the CB and led me into the bedroom. Pushing me back on the bed she climbed on top of me and slowly rubbed herself against my caged cock whilst teasing me about how her pussy was out of bounds to my little dicklet. Finally she laid face down on the bed and had me worship her ass. Eventually she flipped over onto her back, simply told me to lick and pulled my face into her pussy. I spent a long time gently lapping away, bringing her slowly to a couple of really powerful orgasms.

    We kissed and cuddled a little after that and she teased me while at the same time refusing to remove the CB. Time just seems to go so quick when you're having fun!. Finally we hauled ourselves out of bed and went down to eat the meal Id prepared earlier.

    All in all a lovely teasing session which only heightened my frustration but what a high I get from that!

    jj
     
  4. jj62
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    jj62 Member

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    Day 27

    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 27
    Friday 27th June

    AM
    Again had trouble sleeping last night, but mainly due to being so OUT OF MY HEAD HORNY!. I'd have given anything to have gone back to bed and had a few hours more sleep but alas had to go into work. It always runs through the back of my mind what my fellow female co-workers would think if they knew I was wearing a CB.....probably PERVERT

    As I alluded to above, I am going through a bit of a crisis at the moment. One part of me would love to be able to feel that wonderful sensation of an orgasm - It's now been 27 days since I last had one. the other part of me would hate to disappoint my Mistress (Wife).

    This is only the third time I've been in long term chastity
    > First time was 60 days and I guess set a benchmark
    > Second time was 21 days
    > Third time (this time) is scheduled at 45 days (and this is the hardest one so far for some reason!)

    There have been other periods where I've been in for a few days at a time, mostly just for play sessions. I truly believe though that my wife really likes the effect of seeing just how horny and frustrated she can make me.

    If I'm honest (at this particular moment in time)..... Yes I would like this to end at thirty days and have a much needed sissy spurt - She's even got me calling them that now!.... But I know that would disappoint her and would be me gaining control again. I keep telling myself that this is what I wanted as well - and indeed it was (is). Guess I'll just have to shut up and grin and bear it.

    If you've got this far..........Thank you for taking the time to read the incoherent ramblings of a frustrated and very horny man



    PM
    On the PM front..... sadly no teasing or action today as we went out for a meal with some friends and got back late - normal life getting in the way of a perverts dreams :wink:

    jj
     
  5. jj62
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    Day 28 / Day 29

    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 28
    Saturday 28th June

    AM

    Had a lie in and then got my wife some breakfast in bed. Afterwards she gave me a treat and let me go down on her and also worship her ass. She was feeling particularly horny so I also got to fuck her, albeit only with the strap-on. Really enjoyed this part as she teased me mercilessly about how it felt so much better than my little dicklet.

    I was hoping that she would let me out and play with me, but she had already made it clear that this was about her enjoyment and not mine

    PM -

    Had a really nice afternoon shopping. She embarrased me a little in John Lewis when in the lingerie dept by holding some bra's and panties up against me and commenting how I'd look so sweet in them..... Thankfully don't think too many other shoppers noticed. She bought a new bikini and some very sexy french knickers.

    When we got home we both had a shower and she told me that as I'd been so good I deserved a treat. She let me stay out of my CB and again had me go down on her and bring her to a couple of orgasms. Then as my treat she sat on the edge of the bed and told me that I could rub my little dicklet up against her leg 15 times while she counted. It's not what I had hoped for, but I did as she had said and humped away like a randy dog.

    All the time she kept teasing me about how if I was a real man I'd be fucking her, instead of making do with rubbing my tiny dicklet against her leg.
    The count of 15 came around all to quickly and with a little time allowed for me to go soft again she once again put the CB back on me and clicked the lock shut.



    Day 29 Sunday 29th June

    AM

    Both of us spent the morning tidying the garden up - again real life getting in the way of my kinky desires :cry:

    PM -

    We sat down in the garden and over a couple of drinks had a really long, sexy chat discussing the lovers she had had previously. My cock throbbed in the CB as she went into real detail about each boyfriend. She told me that if the right person came along, then she would quite like to 'have a bit on the side' once more as she knew I wouldn't mind. As if to re-enforce the point she asked me outright 'You wouldn't mind if I had another boyfriend would you?'. I'll let you guess at my reply :tongue:

    The subject then moved onto Chastity and she admitted that she really enjoyed me being locked away and commented on how attentive I was. Teasing me she said perhaps we should always keep you this way and stop your little sissy spurts altogether. She carried on teasing me as we chatted and this went on for quite a while - both of us enjoying it (all in all our little chat was getting both of us really worked up).

    We have quite a secluded garden and are not over looked by any neighbours so she suggested I be a good boy and 'see to her needs' once more. I didn't need asking twice and asked her what she wanted to do. She had me strip naked and kneel before her (felt very strange to be naked outdoors in broad daylight). Slowly she drew her skirt up and pulled her panties to one side before sitting back down. I didn't need any encouragement and edged forward and eagerly began to lick her pussy.

    I had hoped she would let me out afterwards but with a cruel little smile she said 'I think you've had enough enjoyment for today don't you?'. I began to pout a little and she reminded me in no uncertain terms that she was the one in control and if I said another word or sulked then she would make me wear the POI again AND add a day to my release date.

    I was by this time in sub heaven - two really enjoyable days (although very frustrating). I do feel much happier now than I did on Friday - amazing what a bit of bitchy teasing will do

    jj
     
  6. jj62
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    Day 30

    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 30
    Monday 30th June

    AM

    Still thinking about the weekends events :bigsmile: - Had a great two days of teasing and serving my wife.

    Thirtieth day locked up today so two thirds of the way through!.

    As I mentioned in a previous post, this time has been far harder than my longest time locked away of 60 days - I guess that was because it was a real novelty that time. The sheer sexual frustration this time is very difficult to deal with at times. If I'm honest (and allowed to), I would masturbate daily. So to go without is difficult to say the least.....

    The counterbalance of that is that the sexual frustration heightens the submissive part of me.... You wouldn't believe some of the things I fantasise about when in this state.

    PM -

    On the teasing front - nothing happened today. Just had the daily routine of being let out to shower and shave, then locked back up

    All in all a very quiet day, but I'm not complaining (even though it may seem like I am at times)

    jj
     
  7. Mistress Watchful
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    Mistress Watchful Dont believe the hype ;oP

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    Wow.... you have my dream diary!

    I've only skimmed over various bits as I've done so much reading today, but I will definitely be revisiting and catching up.
     
  8. jj62
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    jj62 Member

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    Mistress Watchful....

    Thank you for your very kind comments, and congratulations on the Graduation Ceremony -

    I'll try and update on a daily basis although todays update (Tuesday 1st) won't be up to much as my wife is out and it's just me here on my lonesome at the moment.....

    jj
     
  9. jj62
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    Day 31

    Locked Up date - June 1st


    Release date scheduled for July 15th



    Day 31
    - Tuesday 1st July


    AM -


    Ahh July is here at last and down to 15 days until I hope I'm allowed to be released. Not much to add for the AM part as it was all work / work / work


    PM -

    Spent the evening alone as my Wife went out to a friends house. Took the opportunity to update the 'cuckold history saga' I have been posting on here recently. Got myself all worked up as I read it over again, bringing back some great memories - those were some very sexy times. :tongue::tongue:



    There you have it, a quiet day on the teasing front but I still managed to have a fun time


    jj
     
  10. jj62
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    jj62 Member

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    Day 32

    Locked Up date - June 1st

    Release date scheduled for July 15th


    Day 32
    - Wednesday 2nd July

    PM -

    Very wicked short session tonight as my Wife was tired - but thankfully horny

    She had me go down on her and bring her to a couple of orgasms before (as a 'treat') I was unlocked and she let me have 10 thrusts inside her to remind me of what I was missing. Have to admit I very nearly came towards the last couple of thrusts but thankfully didn't - She'd have gone ballistic

    All the while she lay there with a dis-interested look on her face and teased me that she could hardly feel me inside her. When I got to 10 she pushed me away and simply said 'Let's get that useless dicklet locked up again'

    Mmmm love it when she is so cruel

    jj
     
  11. jj62
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    jj62 Member

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    Day 33

    Very quick update for day 33 as I've got a very busy weekend ahead of me (it's now Friday night) - it's a friends 40th Birthday and we're off on an overnight 'jolly' to London first thing on Saturday morning. It's just me and 5 other guys going and my Wife has already told me thre is no way she will let me have the CB unlocked - Am feeling a little nervous as I would be severly embarrassed if any of my friends found out - So I'll have to be quite careful (thankfully we all have our own rooms booked)

    Locked Up date - June 1st

    Release date scheduled for July 15th


    Day 33
    - Thursday 3rd July

    PM -

    Think my wife was pretty tired tonight as although she could tell I was very horny (nothing new there!) she just didn't feel like playing.

    We both ended up in bed quite early - by 9pm (Rock & Roll lifestyle huh!).
    She read for a bit and did a little verbal teasing > promising me a really long session on Saturday night - then adding 'Oh I forgot, you'll be with your friends in London won't you'

    Next update will have to be on Monday as I wont be back till late Sunday night.

    Have a good weekend all

    jj
     
  12. jj62
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    jj62 Member

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    Day 34

    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 34
    Friday 4th July

    PM
    Packed my bag for my weekend away A friends 40th Birthday. Had a bath and shaved (supervised by my Wife). She teased that I should be all nice and clean shaven for my trip away with the lads.

    Have to admit being a little nervous about going away with 5 other guys whilst being locked up but my Wife has made it clear that there is no reason why I should be allowed out and that I would just have to be careful Besides we all have our own rooms so there is no reason why they should find out.

    My Wife had me go down on her just before we went to sleep as she was feeling a little horny and she teased me that it was a shame she didnt have a Boyfriend on the go as he could have stayed over all weekend.....

    jj
     
  13. jj62
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    jj62 Member

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    Day 35

    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 35
    Saturday 5th July

    AM
    Was up early as my friends wanted to make an early start. My wife unlocked me so that I could wash and also clean the CB. When it came round to re-locking me she thankfully used one of the numbered plastic tags instead of the padlock With a warning that if it was not intact when I got home then that would be the end of our chastity games The only excuse that would be valid was a real emergency.

    I started to get dressed but she stopped me as I went to put on my boxers.
    You cant wear plain old boxers if youre going away, here let me help
    She went to her panty drawer and took out the favourite pair she likes me to wear Pink with red love hearts on them. Here she said As a treat you can wear these.
    I started to protest but she was having none of it and insisted I wear them. As I pulled the panties up she then took another two pairs of panties and replaced the boxers in my overnight bag with them.

    I didnt have time to argue as I was running late as it was Im sure it would have done no good anyway. I finished dressing, got my coat and wallet and right on time the doorbell rang

    I gave my wife a kiss and a hug Have fun sweetie, and dont get up to anything you shouldnt do with the boys she said, tapping the front of my trousers as if to make a point. I made my way downstairs and out to the waiting car Luckily one of the guys going down with us has a people carrier so you can get six people plus a small amount of luggage in and off we went


    PM
    Checked into hotel then straight out to do what 6 guys on a jolly would do find a pub!....

    We headed for Covent Garden and pitched up there and went on a mini pub crawl. One thing that proved a little awkward straight away was that obviously I had to pick and choose my moments to go to the loo. Also I thought it best to use the cubicles and to sit down to pee rather than stand As you can imagine this was quite a regular thing given the amount of liquid being consumed.

    At around 6pm we went and found a restaurant and had a much needed meal forgot how expensive it is to eat out in London!

    After the meal one of the guys said he knew a good pub to end up in for the rest of the night but it was a short tube ride away. Some twenty minutes later we ended up in Old Street, which is on the way out to East London and most of us were complaining that this was way out of the centre, but he said it would be worth it.
    We followed him as he led the way and after a further 10 minutes or so walking (much complaining again LOL) we found ourselves outside a pub with a bouncer on the door and a small queue to get in.

    Once through the door I saw why he thought it would be a good idea to come here. There was quite loud music playing, a stage and some very beautiful girls wandering around in very little clothing. The rest of the party now had grins on their faces as big as Cheshire cats If Im honest me too.

    Every so often one of the girls came round and you put a pound into the glass she was holding and a few minutes later she would be up on stage doing a pole dance. Again the awkward part was selecting which moment to use the loo, and the VERY frustrating, not to mention quite painful restriction of the CB on me as I watched these girls strip and cavort fully naked on the stage.

    Talk about kids in a candy store we must have left that place just before 1:00am and seen nearly 20 girls perform. It was well after 2:00am before we got back to the hotel having found a take away shop for a late night snack why do kebabs taste so good after a few drinks? then got a taxi (s) back.

    Got back to the room and if Im honest would have paid 50 just to have been able to masturbate. It did cross my mind to break the seal on the lock, or even try and slip out which I know is possible but getting back in is near on impossible as I have the smaller outer ring fitted. Besides if my Wife found out then who knows what she would have done.

    So like a very good boy I just undressed and went to bed VERY HORNY

    jj
     
  14. jj62
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    jj62 Member

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    Day 36

    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 36
    Sunday 6th July

    AM
    Had a lie in and just made breakfast. We decided that as one of us was going to have to drive back later that we would not go on a second days drinking binge If Im honest most of us made the decision not to because we still felt a little fragile after last night.

    The weather didnt help during the day as one minute it was sunny, next it was pouring down. We took some time out to go back round Covent Garden. I bought my Wife a little present then somehow dont ask me how it happened, we ended up back in a pub. Thankfully we were all quite restrained and had a bite to eat and just one drink Yes just one.

    We picked the car up at just after 3:00pm and I was back home by 5:00pm so much for getting back late.

    My Wife was a little surprised to see me but after having a brief chat the others left.

    PM
    We went upstairs and she checked that the plastic lock was still intact and she also teased me about the panties I was wearing even though she had insisted I wear them. Told my wife all about our trip as we relaxed in a hot bath. She laughed when I told her how frustrating it was watching one girl after another strip naked in front of you when you are in a CB and she added if shed have known we were going to go to a strip bar then she would have made me wear the POI.

    When we were drying ourselves off I couldnt help getting an erection and try as I might it wouldnt go down. My Wife was quite annoyed at this as she wanted to watch the end of the Tennis on the TV. As happens at times like these she fetched the POI and got the Ralgex back out and despite me pleading with her she told me not to make a fuss and rubbed the cream all over my Penis. As Ive stated before, the effect is not very pleasant and it was only a matter of a few minutes before my penis had shrunk enough for her to re-fit the cage back on. I asked her not to use the POI but she reminded me that she was the one who decides what to do and not me and added that I deserved it for being such a pervert and looking at naked women. Fitting them in place she told me not to be such a baby and then clicked the more secure metal padlock shut.

    The effects of the Ralgex wore off after 30 or so minutes and I joined her downstairs to watch the Tennis. Felt very tired afterwards so ended up having an early night with no further teasing as my Wife just wanted to relax.

    All in all a fun but tiring and not to mention frustrating weekend

    jj
     
  15. jj62
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    jj62 Member

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    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 40
    Thursday 10th July

    AM -

    Wow this week has gone so quickly. It's now 6:00pm and I'm again all on my lonesome tonight as my Wife is out at a friends house. Guess I'll just do the usual thing and watch some TV, clean the house....ahhh who am I kidding, I'll just torture myself by looking at my favourite adult sites on the web.

    A whirlwind run through the week so far > Mon to Weds

    Monday - Was really glad when I was allowed to take off the POI before going to work - I had woken up a couple of times in the night by the pain caused when the POI started to dig in. My wife woke up at one of these times and told me not to be such a fidget. I told her the reason why and she rather cruelly cupped my restrainer and said shhh, don't be such a baby, now go back to sleep.

    Monday night was very quiet and we just did normal things

    Tuesday Really enjoyed Tuesday as my Wife was in a very horny mood in the evening. We shared a bath and then once I was re-locked she laid back on the bed and had me go down on her for ages. Then afterwards she made me worship her ass (something I love to do). She made it quite clear that this was all about her pleasure and not mine. Consequently there was no release or teasing for me - just the enjoyment (and frustration) I got
    from making sure she was satisfied.

    I really love it when she is really cruel in this way

    Wednesday The In-laws were round tonight so no chance of any play :cry:

    Wonder what her Mum would think if she knew the games we get up to :wink:

    Thursday - Friday - Saturday - Sunday - Monday > Roll on TUESDAY I am so horny!!!!!

    jj
     
  16. Mistress Watchful
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    Mistress Watchful Dont believe the hype ;oP

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    Are you excited about your imminent release, or worried about it?
     
  17. jj62
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    jj62 Member

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    Hi Mistress Watchful

    It's a real dilema.......

    On one hand I am just so horny that I can't wait for my Wife to tell me I can cum, or have a sissy spurt as she likes to call it when I've been released.

    On the other hand I just love being denied and enjoying the power she has over me. I asked her once would she enjoy being denied in this way and she said no way - never.

    I think on the whole though, I'd have to say this time....I CAN'T WAIT for next Tuesday to come around!!!!

    Just to feel what an orgasm is like again after 45 days will (hopefully) be wonderful.... But then I'll miss not being locked up for a while!!!!

    jj
     
  18. jj62
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    jj62 Member

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    Release at last!

    Locked Up Date - June 1st

    Release date scheduled for July 15th


    Day 45
    Tuesday 15th July

    PM -

    Firstly, apologies I've slipped as to posting daily updates in the last week
    - Work has been really busy and also, apart from some minor teasing, nothing much happened and I didn't want to take space up and bore people

    That said the 15th finally came around :bigsmile::bigsmile: and true to her word my Wife allowed me a sissy spurt - MY GOD did I ever enjoy it

    For those that want to know the details - Well again apologies, I wish I could make the whole description longer and more exciting after all these days locked away, but the truth is my LONG awaited orgasm didn't take that long to happen (as you can imagine)

    To put it into words as best I can.....I spent ages (and I mean ages) between my Wife's legs pleasuring her to her satisfaction and finally, when she was ready, she unlocked the CB, made me put the panties she had been wearing over my face and gave me permission to wank my dicklet off. :tongue::tongue::tongue:

    It's funny, but for quite a while aterwards the feeling of being free once more seemed very strange. If I'm honest, I'm a little sad to have full access back again - I love it when she is at her most bitchy and controlling. But that said It will make the next time she decides I need to be locked up all the more exciting

    So that's the end of this diary, no huge climax (well actually it was LOL)..... I'll start the next one as soon as my next term in chastity happens

    Thanks for reading

    jj
     
  19. Mistress Watchful
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    Mistress Watchful Dont believe the hype ;oP

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    Congratulations!

    Happy 15th July.... I'm glad you enjoyed yourself :bigsmile:
     
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