I had a very emotional and vulnerable conversation with Miss Redraven tonight.
Theses last two weeks have been some of the best and most fulfilling weeks of my life. I feel connected to her in a manner I’ve never felt before and I’ve come to realize that putting her happiness and needs first is what I want to do for the rest of my life.
We’re still novices on this path we’re walking and we both realize that lots of things are likely to change for better and for worse as time goes by. We’re still novices have no doubt that our relationship will continue to evolve in ways we can’t possibly imagine right now, but still, with that in mind I told her that I would very much like for us to take the first steps towards having a FLR.
She has obviously been thinking about this herself and she agreed that it would be nice for us to do this together.
We both agree that we will take it one step at a time, and that we will keep checking in with each other along the way.
We spoke a bit about what we’ve both gained from this experience so far, and what we’ve hope to gain in the future.
I told her that the simple act of giving her the key has made everything hyper focused for me. I’m not wasting my energy on meaningless things, but rather use it to make her life easier, more comfortable and hopefully happier.
She told me she feels more attractive, appreciated and seen.
The last one is important because that’s been a sore spot for her for a long time.
She’s often felt like she’s been ignored or talked over, to the point where she’s had nightmares about talking to people without being heard.
I promised her that I will make it my priority to always listen to her and keep her wishes at the top of my mind.
As always, I welcome comments and feedback on this journal.
[Chosen_Jackal] Pinch me, is this really happening?
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Re: [Chosen_Jackal] Pinch me, is this really happening?
I’m locked and kept by Redraven, my life partner, soulmate and loving key holder. When life is hard, she’s keeps me feeling loved.
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Re: [Chosen_Jackal] Pinch me, is this really happening?
Another interesting day yesterday. Had a relatively easy day at work and was excited to come home because the new cobra nun as it’s commonly referred to as on these boards had arrived.
I was looking forward to putting it one and see how it feels, but I had a number chores to get through first, and after I’d made dinner for miss Redraven and the kids it was finally time.
We both agreed that this was a good opportunity for me to take a good uncaged shower first so I was squeaky clean before we put it on.
Supervised of course. Miss Redraven trust me to shower alone most of the time. She knows I’m only ruining things for myself if I fall for the temptation to masturbate, but to be honest it’s not even crossed my mind to do so thus far.
It felt freeing to shower without the cage and with miss Redraven in the room I got oddly aroused.
She obviously noticed and ordered me out of the shower and as I started drying myself she got down on her knees and started fondling my balls and cock.
I wasn’t complaining.
She stroked me slow and hard, and then she started sucking on it.
I hadn’t been given explicit permission to cum so I told her several times that I was close. She slowed down each time, but then she started to slowly twist and stroke as I felt it build up. I don’t know if she’s been researching how to do this, but I suddenly started to leak rather large amounts of cum. I could feel it drip out of me without the feeling of having an orgasm.
It’s another first for both of us.
I was incredibly turned on by this and the look in miss Redravens eyes told me she was enjoying this a lot as well.
She kept doing this for a good while and she got excited. I tried to tell her that I felt an orgasm coming on, but she didn’t stop.
It’s her right to decide if she wants to stop or not and before I knew it I unfortunately, or maybe I should say fortunately, shot out a big load.
It didn’t feel like a full orgasm, but I felt that immediately release of tension in my body.
Fortunately, she wasn’t mad at me. She told me this was a learning experience and that I shouldn’t expect to be spoiled by these too often.
The rest of the night was spent trying out the various base rings of the cobra to find the best fit.
Miss Redraven is bothered by aching shoulders and a stiff neck so we ended the night with a massage.
I love giving her massages and I love how she’s finally unafraid to just tell me she needs one even more.
My hope is that she’ll stop saying please even, but she’ll take things in her own tempo.
As always. Comments are welcome.
I was looking forward to putting it one and see how it feels, but I had a number chores to get through first, and after I’d made dinner for miss Redraven and the kids it was finally time.
We both agreed that this was a good opportunity for me to take a good uncaged shower first so I was squeaky clean before we put it on.
Supervised of course. Miss Redraven trust me to shower alone most of the time. She knows I’m only ruining things for myself if I fall for the temptation to masturbate, but to be honest it’s not even crossed my mind to do so thus far.
It felt freeing to shower without the cage and with miss Redraven in the room I got oddly aroused.
She obviously noticed and ordered me out of the shower and as I started drying myself she got down on her knees and started fondling my balls and cock.
I wasn’t complaining.
She stroked me slow and hard, and then she started sucking on it.
I hadn’t been given explicit permission to cum so I told her several times that I was close. She slowed down each time, but then she started to slowly twist and stroke as I felt it build up. I don’t know if she’s been researching how to do this, but I suddenly started to leak rather large amounts of cum. I could feel it drip out of me without the feeling of having an orgasm.
It’s another first for both of us.
I was incredibly turned on by this and the look in miss Redravens eyes told me she was enjoying this a lot as well.
She kept doing this for a good while and she got excited. I tried to tell her that I felt an orgasm coming on, but she didn’t stop.
It’s her right to decide if she wants to stop or not and before I knew it I unfortunately, or maybe I should say fortunately, shot out a big load.
It didn’t feel like a full orgasm, but I felt that immediately release of tension in my body.
Fortunately, she wasn’t mad at me. She told me this was a learning experience and that I shouldn’t expect to be spoiled by these too often.
The rest of the night was spent trying out the various base rings of the cobra to find the best fit.
Miss Redraven is bothered by aching shoulders and a stiff neck so we ended the night with a massage.
I love giving her massages and I love how she’s finally unafraid to just tell me she needs one even more.
My hope is that she’ll stop saying please even, but she’ll take things in her own tempo.
As always. Comments are welcome.
I’m locked and kept by Redraven, my life partner, soulmate and loving key holder. When life is hard, she’s keeps me feeling loved.
- Mr Pickle
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Re: [Chosen_Jackal] Pinch me, is this really happening?
Yes.. That!Chosen_Jackal wrote: ↑Tue Jan 28, 2025 2:52 am I felt that immediately release of tension in my body.
God I long for that feeling. It's already on my birthday xmas and wish list, bucket list.. every list.
But isnt it odd that we feel guilt or that we have in some way lost something when we do?
Bah! I Still want it though.
Me. "I only got 30 seconds, that's not fair". C. "life's not fair, suck it up" 

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Re: [Chosen_Jackal] Pinch me, is this really happening?
I firmly believed I didn’t want to have an orgasm before she started. I had one this Saturday so it’s only been two days, but it felt so good to just give up all control and have her decide what happens.Mr Pickle wrote: ↑Tue Jan 28, 2025 5:05 amYes.. That!Chosen_Jackal wrote: ↑Tue Jan 28, 2025 2:52 am I felt that immediately release of tension in my body.
God I long for that feeling. It's already on my birthday xmas and wish list, bucket list.. every list.
But isnt it odd that we feel guilt or that we have in some way lost something when we do?
Bah! I Still want it though.
The way it happened made it so worth it.
I do hope to stay locked up long enough to start longing for that feeling again though. I enjoy feeling frustrated, and the longest I’ve been locked up so far is just eight days. I’m excited to see what happens if I go longer, but then again. It isn’t my decision

I’m locked and kept by Redraven, my life partner, soulmate and loving key holder. When life is hard, she’s keeps me feeling loved.
- denied_one
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Re: [Chosen_Jackal] Pinch me, is this really happening?
Good show! Yep just take it slow.
She knows what She is doing
She knows what She is doing
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Re: [Chosen_Jackal] Pinch me, is this really happening?
Might have been in your favor to cum beforehand otherwise you would have taken days to get this accomplished.The rest of the night was spent trying out the various base rings of the cobra to find the best fit.
In conversations with my wife I refer to situations like this as “cum confusion “. You know, when your body is begging to let go but your brain is saying no this is wrong. And then as you reach that moment of going over the edge, the point of no return and it’s like the guilt of failing to hold back sets in before you even blow. These can be the best physically feeling releases with the least amount of satisfaction.I tried to tell her that I felt an orgasm coming on, but she didn’t stop.
It’s her right to decide if she wants to stop or not and before I knew it I unfortunately, or maybe I should say fortunately, shot out a big load.
It truly boggles the mind and can leave you hornier than you were before.
On rare occasion does Mrs. Groove demand a massage, she has to be in a lot of discomfort. She insists that we will always be polite with please and thank you. I don’t debate it, it’s her call, she feels better saying these things. One of my favorites is a thank you followed by your such a good boy.My hope is that she’ll stop saying please even,
She gets to be polite and I get a tease out of it.
Oh and welcome to the nub club. The next step is just a little smaller.
She says ‘it’s cute’ in the nub. 

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Re: [Chosen_Jackal] Pinch me, is this really happening?
"Cum confusion", I really like that term!
I also love that miss Redraven is a gentle souls who is kind and caring, but I want her to feel comfortable demanding things from me.
Then again, this might be me tipping from the bottom, so I’m just going to enjoy her for who she is and let her decide what feels natural to her.
I also love that miss Redraven is a gentle souls who is kind and caring, but I want her to feel comfortable demanding things from me.
Then again, this might be me tipping from the bottom, so I’m just going to enjoy her for who she is and let her decide what feels natural to her.
I’m locked and kept by Redraven, my life partner, soulmate and loving key holder. When life is hard, she’s keeps me feeling loved.
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Re: [Chosen_Jackal] Pinch me, is this really happening?
Yup I’ve got a gentle soul over here also. She is coming around some. When she left for work today she did say to me.
I didn’t get my sewing room ready for you so you can do the living room floor instead. And wash the big rug by itself.
Yeah I said I melted and said yes ma’am.
I didn’t get my sewing room ready for you so you can do the living room floor instead. And wash the big rug by itself.
Yeah I said I melted and said yes ma’am.
She says ‘it’s cute’ in the nub. 

- denied_one
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Re: [Chosen_Jackal] Pinch me, is this really happening?
A oft used phrase around here as well. Until She decided She liked "Yes Miss" much better
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Re: [Chosen_Jackal] Pinch me, is this really happening?
It’s starting to feel like we’re settling into this new life. I’m still excited as hell about practicing chastity, but the almost uncontrollable excitement I felt when I first started has been replaced by a calmer feeling of assurance that this is the right path.
I remember having difficulty putting the first cage in because I got so excited and aroused that my erection made it almost impossible to get going.
I still get aroused when I put the cage on, but it’s almost like my penis has learned patience.
We’ve bought quite a few different cages over the last weeks in the quest to find out what type and size fits me best.
I’m above average in size when I’m erect, but I’m also a grower. At my most relaxed and flaccid I find that it’s easy to slip out of the cage unless I wear a strap.
I want to be able to go without since the strap is a bit of a hassle to deal with, but it’s helpful in containing the night erections at least.
Those were painful in the beginning, but now after three weeks I find that they’re mostly manageable.
I feel I have too much freedom. I’m switching between cages a lot, trying out different sizes of base rings and generally feeling out what feels right or not. I feel I have too much access to the keys as well, but I know she feels uncomfortable with me leaving for work without having the spare keys with me.
I do wish miss Redraven took a more active role in this, but I’m guessing she’s feeling that I need to be the one to decide what feels right or not.
We have more cages on the way so we can try out even more different types and sizes and I hope she’ll eventually be the one to decide when I’ll change between them and long I’ll wear each one. We’re both new to this so I guess it’ll take time for both of us to feel confident in this.
Our sex life is still very good. We had guest last night and miss Redraven told me before they arrived that she needed a massage before we went to bed.
I love giving her massages because it lets me touch her intimately and give her relief from their aching back.
Last night it developed into her asking me to massage her thighs, butts and finally her pussy. It’s hard being caged when you’re sitting behind the woman you love and massage the inside of her vagina with two fingers while stroking her clit with your thumb.
She’d give me the impression that she wanted this slow and intimate experience so I really enjoyed the view and feel.
Before I knew it she said she needed to be fucked and asked me if I wanted to be let out of the cage and feel her.
My god I wanted to, but I felt I’ve been let out too much lately so I said only if she wants me to come out, but that it might be difficult to out the cage back on for a while.
So she told me to get the dildo and strap on harness again and fuck her slowly. I love lying over her, kissing her passionately while she takes the enormous 10 inch dildo. It still feels like she’s trying to spare my feelings but I can tell it’s doing things to her that she really loves. It does the same to me. I just love being in position to give her this amount of pleasure.
I remember having difficulty putting the first cage in because I got so excited and aroused that my erection made it almost impossible to get going.
I still get aroused when I put the cage on, but it’s almost like my penis has learned patience.
We’ve bought quite a few different cages over the last weeks in the quest to find out what type and size fits me best.
I’m above average in size when I’m erect, but I’m also a grower. At my most relaxed and flaccid I find that it’s easy to slip out of the cage unless I wear a strap.
I want to be able to go without since the strap is a bit of a hassle to deal with, but it’s helpful in containing the night erections at least.
Those were painful in the beginning, but now after three weeks I find that they’re mostly manageable.
I feel I have too much freedom. I’m switching between cages a lot, trying out different sizes of base rings and generally feeling out what feels right or not. I feel I have too much access to the keys as well, but I know she feels uncomfortable with me leaving for work without having the spare keys with me.
I do wish miss Redraven took a more active role in this, but I’m guessing she’s feeling that I need to be the one to decide what feels right or not.
We have more cages on the way so we can try out even more different types and sizes and I hope she’ll eventually be the one to decide when I’ll change between them and long I’ll wear each one. We’re both new to this so I guess it’ll take time for both of us to feel confident in this.
Our sex life is still very good. We had guest last night and miss Redraven told me before they arrived that she needed a massage before we went to bed.
I love giving her massages because it lets me touch her intimately and give her relief from their aching back.
Last night it developed into her asking me to massage her thighs, butts and finally her pussy. It’s hard being caged when you’re sitting behind the woman you love and massage the inside of her vagina with two fingers while stroking her clit with your thumb.
She’d give me the impression that she wanted this slow and intimate experience so I really enjoyed the view and feel.
Before I knew it she said she needed to be fucked and asked me if I wanted to be let out of the cage and feel her.
My god I wanted to, but I felt I’ve been let out too much lately so I said only if she wants me to come out, but that it might be difficult to out the cage back on for a while.
So she told me to get the dildo and strap on harness again and fuck her slowly. I love lying over her, kissing her passionately while she takes the enormous 10 inch dildo. It still feels like she’s trying to spare my feelings but I can tell it’s doing things to her that she really loves. It does the same to me. I just love being in position to give her this amount of pleasure.
I’m locked and kept by Redraven, my life partner, soulmate and loving key holder. When life is hard, she’s keeps me feeling loved.