Not what I was expecting!

Discussion in 'Online chastity and self locking' started by WannaLockCock, Sep 28, 2020.

  1. WannaLockCock
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    I just wanted to let all of you in on my journey thus far. If you read my profile you will know that I love masturbation. I love the feeling of the climax coming on and then the sweet feeling of release. I would often spend hours upon hours watching porn and masturbating. Some of the porn that would be suggested was of female domination. I started watching more and more of it and became intrigued with the idea of serving another woman. I saw all the males usually with their cocks in some form of chastity. So I started watching more and more of chastity porn and absolutely loved the "idea". I knew that this was just a lot of cheesy acting. The idea that a man would relinquish his ability to orgasm to another woman was intoxicating to me. I then started looking into forums and blogs on the subject and this seemed to (usually) be more realistic.
    Since my wife would definitely not agree to such an arrangement, I decided I would do it myself just to 1.) see what a cage would feel like and 2.) to see how long I could last without releasing myself. I ordered my first cage probably about 18 months ago from Wish. It came in and i was really excited to try it out. It was a metal cage that the ball and cock ring would open like a clamshell and when brought together the penis cage would slip over the flat part of the two halves and then a pad lock to secure it. Initially it felt amazing. The weight of the metal a constant reminder that I could not just "go at it" as I could without. Well I tried wearing out and about but it was really uncomfortable and hurt. So I just sat it off to the side and went on thinking "oh well they just looked good in the movies.
    I still masturbated to the porn but couldn't get the thought of being locked up out of my head. I was searching around and came across this website called... you guessed it Chastity Mansion. I signed up and began reading all the in's and out's of male chastity. What seemed like REAL WORLD experiences. A lot of the posts about getting the right cage and some more research lead me to order a new one from a more reputable company. While waiting on it to come in I learned about having an online key holder/Mistress. Now that was something I could get on board with! I was approached (through the chat box) by a person who said she would be my Mistress. I was ecstatic to say the least! I was actually going to do this. "She" claimed to be from a city not far from me and wanted to actually have a BDSM session with me. I was of course leary of the idea of potentially being robbed or raped or both. As it turns out this person wanted money. I thought ok a "pro" "she" would probably be professional and abide by my limits if she would expect another visit. Well this person wanted the money put into her account before ever meeting. I may not be the smartest person in the world but am not stupid. So that ended that. Reported her to Mistress L-U-C-Y and she was soon banned.
    So my first chance turned out a bust and I figured that that may be the only chance I would have. Because of Mistress L-U-C-Y acting so quickly and even answering me back, it sorta restored my faith in CM. I continued reading and interacting with a few subs and it seemed like with as many male subs compared to the few Mistresses I would never have a chance again. I got to be pretty close to MissyB during this time and she told me about her Mistress. I asked her if she thought she would take me on. Then she dropped a bomb! Saying she only took sissies which I definitely was not. I am very hairy and have a manly build she wouldn't want me even if I was willing to agree. MissyB encouraged me to just say "Hi" so I did. Now if she ever did respond would I REALLY allow myself to be sissified? The more I thought about my desire to be controlled the more I wanted to say yes. After all giving up control means doing what your Mistress says right? So how could that be any different?
    As luck would have it MistressS did reply. Not asking if I wanted her to be my Mistress, just responding. After sometime I decided If that is what it would take then I would do it, totally against my usual self. I wrote a message to MistresS letting her know that IF she were to take me on as a sub I knew I would be feminized for her pleasure, and was ok with that. I kept logging on and off just to see if I got a response while also continuing to chat with Missy. Missy told me of some of the things that would be required of me if she accepted me as one of her subs. Most of them way out of my comfort level, but if she would have me then I would do everything she asked. I finally got a response and was beside myself. Mistress mentioned not liking body hair and that I would have to shave EVERYTHING. I thought a lot about what I was about to sign up for. So I shaved, took a picture and sent it to her to let her know I would do as she requested. She sent me a message listing out her rules for her girls, garments I would need and certain toys. I replied my acceptance and immediately ordered my first pairs of panties a leotard, stockings and shoes. I painted my toe nails a deep bright red even though Mistress did not ask me to. I made a trip to local bookstore and purchased the rest of my essentials. Then stopped by another store to buy me some panties and stockings as well. (I just couldn't wait for the ones I ordered.) If I was going to do this then I'm going to do it right. I immediately put on my panties and stocking for the first time. I took the required pictures MistressS asked for with my sign signifying me being MistressS property. Yesterday she sent me a message to follow a link to a slave registration site. OH MY GOD! I'm going to be registered as a slave to my BEAUTIFUL MistressS, and it's going to be OFFICIAL! So I followed the link and registered myself as being MistressS slave and got my certificate. That was done today and I sent MistressS a picture of my registration. So now my journey has begun! I still can't believe I'm really doing this. Two weeks ago I was a happily masturbating male. Today I am writing this in a pair of panties with stockings on and in chastity. (by the way I was already three days into a self imposed chastity) Now I no longer have the ability to release my self and have a good wank (as the Brits would say) It is all defined by MistressS when I will get my release. I know MistressS has A LOT more in store for me but I will do everything I can to please her. Thank you for reading.
    WannaLockCock or WLC for short.
     
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  2. MissyB
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    Some say beware of falling down the rabbit hole. No worries here, just dive in head first. Your excitement and commitment is impressive and I hope you enjoy every minute of the adventure. I do believe @MistressS will do Her best to guide you and release the desires hidden inside you. Good luck and enjoy
     
  3. Ransom
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    It sounds like your all in! Hope it all works out to be as you wished! Thanks for the post it was nice to read.

    -Ransom
     
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  4. CuriousJay
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    Hi, I can totally relate to this. I originally came here with the intention of trialling locking up and that about it, I made the mistake (now luck) to make a couple of crass comments on @MistressS pictures and boasted about being able to knock on one as I wanted over her pics etc. Safe to say she sent me a private message that I was out of order and I should consider the people using this form etc and show more respect. As we stated talking more and more I became entranced and snared by her, she asked if I’d be interested in learning more about chastity and acceptable behaviour, I said yes but then realised there was some pretty interesting strings attached lol.

    It’s now been over a year and I’ve done things I swore as an alpha male type I’d never do from dressing up to learning to ride a dildo etc by her command, sometimes with pictures other times not, sometimes under direct instructions of what she expected and other times vague references only.
    Since then I’ve never regretted my meeting her or the manner I which she has taught me and yes there are some tasks I still would sooner not do but I do them all the same as I owe her a lot about learning not to be so hung up with sexual labels etc.

    PS if it had not been for MistressS I’d never ever have learnt the joys of an anal orgasm lol.

    My advice is just enjoy the ride (so to speak), do your best and try to now stress about preconceived perceptions you had, I still identify as a straight male but I definitely have more respect for females and other genders and sexuality than I ever had before.
     
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  5. CuriousJay
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    PPS @MissyB is a great role model and person so I’m glad you met her and she encouraged you to speak to our Mistress.
     
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  6. WannaLockCock
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    Thank you @MissyB! You have been a great friend. So glad to be your "Sis" with our @MistressS
     
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  7. WannaLockCock
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    Thank you @Ransom. I really do appreciate it!
     
  8. WannaLockCock
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    Thank You @CurriousJ for your comment. Yes I do agree @MissyB is a good role model. Meeting her here was a huge part of me accepting my role ad=nd discovering this new side of me I didn't even know I had. he he he!
     
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  9. WannaLockCock
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    Oh WOW @CuriosJay That sounds so much like me. @MisstressS is so incredible in her approach. With me the waiting after my posting that I wanted her to be my Mistress drove me crazy! "Was she thinking about it, was she rejecting me by not answering promptly or just busy with her own life?" The suspense was very intense. She is absolutely amazing!
     
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  10. CuriousJay
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    Well you’re welcome to ask me if you have any questions, certainly I’d have liked someone to ask from a sub perspective. Certainly for me there was a lot of fear that it makes me gay for experimenting and exploring a more feminine/ sissy side of me lol.

    Like I says best advice is explore and enjoy that side of you and know @MistressS will not force you to do anything that would harm you or your life.
     
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  11. WannaLockCock
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    #11 WannaLockCock, Sep 28, 2020
    Last edited: Sep 28, 2020
    @CuriousJay I appreciate that A LOT! I certainly will. Sounds so much like me. I previously wondered if identifying as a sissie made me a little gay. (not that I have anything against that lifestyle) It's just not me, you know? I don't find a man attractive. I love women. Their bodies are so beautiful, short, tall, small or large they fascinate me. The ability to bear children, to feel life growing inside them and then feed them with their beautiful breasts just leaves me in awe!
    I like being a male but have fantasized for a long time about suddenly waking up one day and truly experience life as a woman. (With a known option to return back lol!) Maybe that is what has helped me so quickly adapt to my new life here?
    As a side note so many women don't realize the power they hold over a man. So many men all but worship the women they are with and don't even realize it.
     
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  12. CuriousJay
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    Hahaha I really understand, I’m 6ft athletic looking hairy guy who is very dominant in my day roll and a mans man in most appearances. I thought it was crazy at first but began to explore and do as MistressS said, by my nature I’m sexually submissive to women, so doing as our mistress instructed was easy, especially as I saw the way she enjoyed it and my willingness to do as she instructed (especially if it was a task she knew I wouldn’t enjoy lol).

    For me I don’t find the male form attractive at all and definitely agree with you on women being so attractive and powerful. Though I will add I do find some of the other sissy’s on here look great and definitely can give me a confused swelling (0; and as I’ve become willing to accept and admit as much as I do not find a male attractive or a turn on I know if my mistress said such or fuck a man in her presence I know (in theory) I could and I’d enjoy the pleasure she derived from it (though kissing and cuddling etc a man is still 100% no lol).
     
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  13. WannaLockCock
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    As Meatloaf once said YOU TOOK THE WORDS RIGHT OU OF MY MOUTH!! We have some really beautiful sissies in our group! I still haven't done any anal so I don't know if I would willingly let a man fuck me. I sorta kinda am curious to feel what a woman feels being penetrated. My ex and several of my girlfriends over the years have really enjoyed anal sex. I of course am not overly blessed and took A lot of time warming them up and taking my time getting inside them and watching for any sign of pain or discomfort. I asked me ex if she really did orgasm during it to which she said YES couldn't you tell? I said well I didn't know if you were just faking it for me. She no I never fake orgasms. She also told me that a big turn on for her with it was that it really made her feel submissive. I can totally relate to that now.
     
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  14. CuriousJay
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    It’s definitely submissive, certainly when I get pegged I feel submissive lol. Anal definitely needs to be done right and slowly. Yes I think mines more I could do it as opposed to want to do it, but when I’m being pegged or anal play I can’t help sometimes think I wonder what it’s like to take a real cock and feel them cum inside me. Still if I never find out I can’t say I’d be too upset lol
     
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  15. WannaLockCock
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    I would kinda like to know what a woman feels when a man unloads inside her. To know that your body was the cause of someone else's pleasure is very erotic to me.
     
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  16. WannaLockCock
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    Thank you @Ransom. I'm am def not an english major but I try. ha ha ha
     
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  17. WannaLockCock
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    I figured out the other day that I probably post this in the wrong category. I should have put it under the Blogs and Journals category, but since I have already started here, I will continue here.

    Today Tues 9/29/20 is my one week anniversary for 24/7 chastity. It has definitely been an interesting journey thus far. I have gotten used to the feeling for the most part. I have had some issues with skin irritation under MistressS sack. I have chatted with a couple of other members and have ordered a Holy Trainer V3. I know chastity is not meant to be comfortable, but I don't think it is supposed to hurt.
    I have started on a diet and exercise to drop some weight and try to look more the part. (As much as a male can anyway) I am jealous of most of my fellow sissies of how slim their figures are and really look pretty. I feel like most of my pics thus far look like a fish out of water. I actually like the feel of wearing my panties and stockings. I almost wish Mistress would allow me to be unlocked for a day just to feel what they would feel like against my naked clitty.
    Yesterday I guess you could say I started a little bit of training my boi pussy. I actually used my first plug. It is a medium sized jewel with a heart on it. I lubed my pussy and fingered myself to get the lube inside then lubed the plug real well. As I started pushing it in I thought this aint so bad, then a little more resistance, then oh shit and then it popped right in. I was still feeling the burn/sting but it quickly faded. I pulled my panties back up and kept it in the rest of the day. It started out feeling weird, sorta like I need to "go" but that too soon faded and then it actually started feeling pleasant and erotic. I could feel it rub against my g-spot at times and made my clit stir in it's cage. I took it out last night as I actually did need to "go" and set it aside to wash later.
    This morning I took my shower and repeated the same as yesterday. This time there wasn't as much pain/burn going in. The initial feeling of having to "go" was there again but like yesterday it faded quickly. Today I am thinking about getting my cherry popped. With the plug not being nearly as bad as I was expecting, I'm hoping the same taking my first dick. I will end for now and hopefully tell you next time about loosing my virginity.
    Thanks for reading,
    WLC , MistressS property
     
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  18. WannaLockCock
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    Well it finally happened! I lost my virginity yesterday. My only regret is that I wish it would have been my beautiful MistressS that took it.
    I started my day as usual showered shaved ect. I was anxious and excited at the same time I had made up my mind that today was "the day" I was going to take my first dick. After my shower I took out my plug and going on advice from things I had read decided to "douche" first. This I had done on several occasions for medical tests needed in the past so that was not new to me. I waited about 30 minutes to be sure all was "done" then laid out a towel on the bed got the camera, the lube and the dildo. I lubed up my boi pussy and the dildo. I teased at my hole still wondering what this was going to be like. My submission to MistressS and wanting to make her happy was driving me on. I was thinking in my head she was the one behind me with a strap-on about to take me and fully make me her's. I pushed the cock to my hole and began pushing in. The ring opening around the head of the cock as it pushed deeper. Then the head popped in. I took a breath and relaxed. It was not at all painful as I was expecting in my head. I then began pushing it deeper. Giving short slow back and forth strokes, much as a real man would do in penetrating a woman. I soon had the whole dick in my boi pussy and was stroking the whole length in and out. I did find that there seemed to be a barrier inside that seemed to "bottom out". Not sure why? It would be a bit uncomfortable at the deepest penetration. So I just continued the slow thrusting. At this time I was also taking time to document the occasion for MistressS. Once I felt I had enough pics that I could probably use I just took my time to see If I could make it pleasurable for me. It still felt foreign so I was hoping for better results. I wish I could tell you I had my first anal orgasm but I didn't. I will continue training to see if I can reach that point. We'll see........ Till next time WLC
     
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  19. WannaLockCock
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    Ahh RELIEF at last! MistressS allowed me my first release after 10 days of being locked. It was Wednesday afternoon when she messaged me letting me know. I quickly signed off and striped down removed my cage and began to get the sweet release I had been hoping for. No sooner than I had got started when the door bell rang. I quickly put my pants and shirt on and answered it. It was my neighbor. He could not get his lawnmower to start. (I am the neighborhood small engine mechanic)
    I put on some shoes and went over and fixed his mower. Then it was time to go pick up my daughter from school. So I was going to have to wait a little longer. Ughh! She also had a tutoring lesson that evening, So it looked like my chance was going to have to wait till morning. So once home I locked myself back up. Put my panties back on and my pants.
    The next morning after wife had left and daughter taken to school I promptly got back home. stripped down and began to find the sweet release I had been waiting for for so long. I Removed my cage and began jacking off. I took my time edging and backing off. I knew it would probably be some time before my next release. As I was stroking and getting closer, the thought was in the back of my head that by MistressS orders was I would have to eat it afterwards. I have never done that before so I was apprehensive about it. Finally the time came. I had a very small glass to catch it in. I came so hard and it felt wonderful. It was a little annoying having to aim for the cup and make sure I caught it, but I did. I was told that cola helps to chase it down if it was too difficult to handle. So I had a glass of Dr. Pepper on stand by. I quickly put the glass to my lips before I lost the nerve. ( I did not want to disappoint MistressS) I tilted the glass up and watched my load slide down the glass and into my mouth. The first thing I tasted was salty, then the texture was slimy of course. There was another taste as it coated my tongue. I'm not sure how to describe it exactly, earthy I guess? Then I swallowed. once down there was an odd feeling in my mouth, almost like an anesthetic feeling. I did not wretch or want to throw up as I had expected. I love raw oysters so the sliminess was no issue. And I guess that is very much like it was, only without the large lump of muscle.
    I would have to say my first experience with eating cum was not bad. Not what I would call enjoyable by any means. I would very much rather taste the sweet taste of a woman any day. In my life I have always loved going down on a woman. Every girlfriend ex wife all loved my talents in oral service to them. All but one tasted wonderful to me. The one, I believe may have had "something" going on in there. It was dark so I could not see, but it was not good.
    So that was how I got my first chastity release and ate my first load of cum.
    Hope you enjoyed,
    WLC
     
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  20. DonnaSue
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    Sounds to me like @MistressS has quite a sorority developing! Go Girls!
     
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  21. CuriousJay
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    Sounds great, I could have been reading my own first time. Without the lawnmower or the not so bad taste (first time I gagged lol).
     
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  22. WannaLockCock
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    Lol!! Yes she has that affect on us!
     
  23. WannaLockCock
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    @CuriousJay I was totally expecting to. It definitely would not keep me from wanting another release though! Would do it again in a heartbeat. I am just not used to going without being able to relive myself whenever I want. It has been a huge adjustment for me!
     
    CuriousJay likes this.
  24. MistressS
    Offline

    Verified Female

    Joined:
    Jan 16, 2019
    Messages:
    173
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    123
    Gender:
    Female
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    Location: (Country, Region - and perhaps even City?):
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    Well My sissy you best acquire a taste for cum. Any releases requires you eat it.

    MistressS
     
    anasyrma, tvalex, spud18 and 2 others like this.
  25. sissy girl lauren
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    Local Time:
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    Congratulations, nothing is more exciting. I wish you well on your journey and be careful what you wish for! All you sissy girls are so cute!
     
    MissyB, CuriousJay and WannaLockCock like this.
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