Chronic masturbation and an alternative

My step brother is 5 years younger than I am and he has had a crush on me since he was 14. He started wearing my panties and thought I would never catch on. Soon enough I found out and told him he could continue if he wanted but would soon have to get his own. Once he hit 18 our relationship took a turn to a new level. He was sitting on my bed talking to me one night and I noticed he had a pair of panties on under his pajamas. I asked him if they were mine or his and he admitted that he had borrowed a pair of mine. I asked him to take his pajamas off so he could be more comfortable. He did and soon the two of us were laying on my bed talking and the conversation was gradually getting more and more erotic. I started by asking him what it felt like to wear panties and he was very candid in his explanation. I had on a terrycloth robe from after a shower but had put on a bra and a thong under neath. I nonchalantly let the robe fall open so he could see my thong panties. Although he was talking to me his gaze was on my panties and I also noticed he was getting a very prominent boner. After a couple minutes I put my hand on his cock through the nylon panties and said to him "what have we here." He just gave a little moan so I continued to stroke it very lightly. I had never seen a guy cum or jerk off and figured now was my chance. he rolled over on his back as I continued to stroke him. I finally pulled the panties down and took his cock in my hand and slowly stroked it. He was really getting hot, moaning and writhing around so I slowly stepped up the pace. Pretty soon he gasped "I'm going to cum." I kept stroking and in a few seconds he started jerking and then the white cum shot out of his cock and over my hand.

I decided then that I wanted to control him and I knew he would let me.

Well, over the next few weeks I discovered that he was masturbating several times a day. Every few days I'd have him join me in my bed and I'd give him a hand job. One day I told him I wanted to watch him jerk off and he readily obliged. I then asks him how often he did it and he admitted he was having a problem because he couldn't stop. He admitted to jerking off at least twice each night and 5 or 6 times during the day. He told me he wore rubbers so that he wouldn't leave mess whenever he came. I told him one day that I thought it was time he did something about the chronic masturbation and asked if he wanted my help. He agreed but didn't know how I could help since he admitted I was part of the reason he was jerking off so much. A few days later I had him come into my bedroom. I asked him to take off his clothes. He removed his jeans and I saw he was wearing a pair of white nylon panties with lace trim. I had him pull down the panties and stand in front of me. Then I reached into my purse and produced a chastity device I had ordered for him. 'This is a chastity device, also called a cock cage and you are going to wear it to help you stop jerking off. I'll allow you to cum at least once a week but the rest of the time I will have the key. Now put the cock ring on and we'll get you all locked in." He put the cock ring on and then I took the cage and after putting some lube on his semi hard cock I inserted it into the cage and then attached it to the ring. I then gave him the lock and showed him how to put it on the device. "I want you to lock it and then give me the key." He obeyed me and then gave me the key. That night I had him sleep in my bed for the first time. I had him wear a pair of my panty briefs which I'll admit was a bit sadistic because it only made him hornier. He wore the cock cage every day and admitted he wanted to jerk off but knew he couldn't. On Friday night I told him that since he'd worn it for 6 days I'd take the cage off for him to be able to cum. I unlocked it and removed the cage after pulling down the panties he had on. His cock immediately went rock hard and stood up straight. I asked him if he wanted to jerk off and without a word he started to stroke his cock. Pretty soon he had shot cum all over the panties and on his groin. After he came we both lay there for a long time and then he was getting hard again. I don't know what made me do it but I simply bent over him and took his cock in my mouth. He about went crazy with that and it didn't take long before he came in my mouth.

after a while I told him I had to put his cock back in the cage. He didn't resist. I told him that every week if he was good I'd give him a special treat. This has been going on now for several weeks. He's caged all week night and day but on Fridays he gets his reward. My plan is to slowly turn him into my subordinate along with feminization and discipline. I've hinted at this and judging by his responses I think he's not only ready but eager.

Since he isn't related to you, all I want to know is when are you going to fuck his eyes out???

I know, I'm bad.

Welcome to Zity, Chantelle !

It makes a lot of sense since your parents were attracted to each other that you two, too, would have some chemistry.

Do you suppose your folks know what's going on between the two of you?

To those who are interested we only have one parent now who lives most of the time in her condo in Florida and we stay in the big house in New England in an area where I have discovered a delightful sub community of dommes and subs. Our sub-Dom relationship is probably unique. He loves being dominated and I love doing it. I don't humiliate him and make him do crazy things like walk on all fours or lick my boots though he loves to wash my lingerie along with his own . Have I fucked him silly yet. You bet. I decided one night was the night. We had gone to a party. He wore black nylon bikini panties with a black T and was on a leash wearing shackles as well. His choice. To cut to the chase I led him to the bedroom and had him lay on the bed. I secured his wrists to the hooks in the bed post. I kept his legs shackled and secured them to the bed. Then I pulled down his panties and unlocked his cock cage. In a nano second his cock was big and hard. I gave him some tongue bathing on it then unrolled one of the super thin rubbers I prefer and once his cock was covered in the rubber I stunned him by straddling him and guiding his cock into me. The rubber helped him from cumming too fast. Once I worked up to furious pace he was screaming like a girl. He came like a volcano then I started to cum and it was incredible. We did it three more times while he remained in restraints.

Questions answered.

How is your relationship going these days? Is he still caged? What other boundaries have you pushed?

Thats hot, shame i didnt get a sister like that, thanks.

I heard a similar story to the one below. However, I am not sure if it is real.

The woman was in a relationship with a younger man. He was about 20 years old, she was 5 years older than him. It was the first relationship for him. The problem turned out to be his addiction to masturbation. The woman, threatening to abandon him, forced him to "cure", which was supposed to unlearn him. The base was a penis cage...

This is a chastity device, also called a cock cage and you are going to wear it to help you stop jerking off. I'll allow you to cum at least once a week but the rest of the time I will have the key. Now put the cock ring on and we'll get you all locked in." He put the cock ring on and then I took the cage and after putting some lube on his semi hard cock I inserted it into the cage and then attached it to the ring.

For what my experiences are worth, putting on a male cock cage/chastity device is a hell of an undertaking. They never seem large enough and really hurt when locking it up. It takes effort, dexterity and more than some expertise in getting one on. Even a hint of an erection and you can forget it.

I find this situation amazingly erotic. I am sub and highly sexed but unfortunately do not have a wife who is interested in this sort of kinky lifestyle. I find that if I don't masturbate regularly, I can think of almost nothing else but orgasm. I think that chastity might ensure that the Dom stays in control at all times by finding a perfect timing between the subs orgasms. If she keeps the key, in my case it would probably be about once every three days, She or He [ I am bisexual ] could unlock me and allow me to serve, during which I would be allowed to orgasm. Of course I might be allowed to serve on many occasions but being kept in chastity would ensure that I would never be less than eager to serve! I also imagine that a catheter might be a good addition in order to be able to urinate more easily with the cock cage engaged. If a lock could be found for the catheter, the Dom would have one more way to control me. I would have to always ask for the cath to be unlocked and this could mean tighter control. The Dom could decide on the minimum period between urinating and punishment could be given for infringements. I was surprised to read elsewhere here that one sub actually lost the urge to masturbate if locked in the cage for too long. This surprises me as I believe I would react in the opposite way.

I have a long term play partner who I key hold for as he struggles with keeping his hands off it. We met when he was newly 18 and he visited a kink event and I can tell you that night opened his eyes!

As I got to know him I found that he was addicted to porn and could not stop playing with himself, and would wank to the point of ejaculation up to 10 times a day. He was failing uni because he would play with himself instead of study.

Chastity between me and my friends and toys doesn’t always fit. Between me and my partner and subby I only like chastity as a punishment, because I much prefer milking the life out of him then forcing him to make more under threat of punishment. That makes men weaker than not being able to cum at all in my experience.

But with this guy, we spoke and arranged for him to spend a long weekend with me and he agreed that I would lock him up cold turkey when he arrived and that would be it. He cried. He begged. He didn’t sleep the first 2 nights. Then we agreed on set periods for being locked, being unlocked, when he can take it off to shower or for sports. How I could trust him to only play with himself a *reasonable* amount of times (the goal was not total abstinence, just enough that he could function in society without being preoccupied with his right hand).

He is mid 20’s now and is locked most of the time. He masturbates between 1 and 2 times a month depending on factors including his behaviour. I still have the keys, but it’s not about being mean and strict or outright denial anymore. It’s about keeping him accountable. I have blocked porn on all of his devices and he is never allowed to watch it.

His respect for women has improved a lot and even his parents and family have told me (I was invited to a family birthday as his friend. They do not know any more than that and they shouldn’t know any more than that) that he is more focused and well behaved since knowing me. He was a bit off the rails as a teen. Not uncommon but he was probably going to end up locked up chasing a thrill and doing something stupid (not sexual misbehaviour, he was also a risk taker and would speed when driving and drive dangerous and other things like that) if I didn’t lock him up.

There have been some logistics to the arrangement that mean it still can’t be “true 24/7” and only unlocked for cleaning, some logistics have been ironed out.