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Long road to sissy and chastity

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sillyman

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Posts: 88
#1 · Edited by: sillyman
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My wife and I have been married for many years and went through quite a few sexual phases together. At some point early on she caught me wearing her panties and was not happy about it since she had been raised in a very conservative household. Needless to say I was more careful after that and we continued to have a great sex life which eventually included vibrators then dildos.
Somewhere along the way she asked me to put on her panties one night and we had some very hot sex and after that I wore panties more and more often and she jokingly said it was time I had my own and bought me my first pack of nylon panties. I started wearing them to bed every night and eventually daily to work or where ever we were going.
As our sexual play evolved we role played a big stud fucking her while I wore a strap on. After her orgasms she adamantly insisted this was just role play and she had zero interest in really having sex with anyone but me.
I eventually found sissy chastity kink and bought a chastity cage, a chrome metal one. Her reaction was not what I dreamed of lol she "didn't like it", "it was too wierd" and she always insisted I take it off before I hurt myself. She had no interest in being my key holder and wouldn't even touch the key. Our sex was still good and it became very common that we roles played the big stud, in fact when she wanted to initiate sex she would text me and invite the big stud over. I would have on panties which by now she had filled my dresser drawer with nothing but women's panties and I wore at all times, I would be in chastity and wearing the strap on. After licking her until she was dripping wet I would fucked her until she orgasmed, the i would remove the strap on and assume my role as sissy husband. She still always insisted I remove the chastity and put my "little dick" in her, she would whisper in my ear and encourage me to cum, laughing whenever my cock plopped out if her freshly fucked pussy.
She became more curious about the chastity and would look at it, inspect it closely and took possession of the key when I offered it on a gold chain, but still didnt wear it outside of the bedroom. Then as time has gone by i got a pink latex version that can be worn comfortably for long periods and I began to wear it everyday under my panties, she knew I did because we obviously dress and undress in front of each other. The daily wear required bigger size panties and she went out on her own and bought me a couple packs of sheer nylon granny panties to accommodate the chastity cage. So now she has accepted the chastity as well.
If I pestered her about it she would remember to wear the key when we went out. A couple times over the years friends have caught glimpses of my panties peeking out of my jeans at the waistline or at least my wife would come up to me and tell me I needed to adjust because they were showing. One of her best friends has even mentioned panties jokingly a few times in ways that let me know she is on to me or us I should say.
On labor day weekend we had some people over one of which was her friend. During the course of the evening my wife who had been ******** slipped up on me and jerked my sweat pants down while I was talking to her friend, my sheer pastel pink nylon panties and the bright pink chastity cage with the gold heart shaped lock was clearly visible and the two ladies erupted in laughter.
Since then her friend has made a point of commenting on my wife's necklace in front of people and even though my wife said it was the key to my "heart" her friend said you mean to his little balls don't you and they laughed. This seemed to be a turning point. My wife started wearing the necklace at all times, she hasn't suggested I remove the chastity since labor day. She has told me that a couple people at work have commented on it. Suddenly she is very into my chastity and wants her pussy licked by "her little sissy" often. It's been a long road but it seems the idea has grown on her.


sillyman

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Posts: 88
#2
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Her necklace


subman

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Posts: 260
#3 · Edited by: subman 
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Congrats! Success stories like this give us wanna be's hope
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Long road to sissy and chastity
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