BF's first whole weekend in chastity

Last weekend, BF had Fri. off, so I decided it would be a good time to give him his first weekend in chastity. When I first had the idea of the chastity cage for him, to give me some peace of mind, he agreed to wear it anytime I told him to.

After doing what GFs and BFs do that Thurs.night , I put it on him before we went to sleep. When he asked why, I reminded him he agreed to wear it when I said so and I was saying so. It didn't seem to bother him, right then. I woke up Fri and he stayed asleep, so I got ready and went to work. When I came home, I told him I wanted to go out that night, which we usually do on Fri if I'm not working nights or evenings. He asked me to unlock him so he could wash up, but I told him just to follow what he'd read about cleaning himself with the cage on. He grumbled, but did it. When we got home, I had him 'service' me to several orgasms, then turned out the light and told him 'G'night'. When he asked me if I was going to 'return the favor', I asked him what he meant, so he explained.

I reminded him he'd agreed to certain Rules, one of them was when I put him in Chastity he had to ask for release before he could ask for pleasure. I told him since he didn't do it the right way, I was adding an extra day to his chastity. He asked me how long it would be, but I told him I'd determine that and he'd know he wasn't in chastity any more when I unlocked him. (I'd planned to keep him locked up until Mon. morning, anyhow, lol.) Of course, he started to protest but when I asked him how long he was trying to be kept in Chastity for, he went to sleep.

I had him pleasure me again several times Sat. morning, he asked to be unlocked, I told him 'No.' He protested about washing himself but I told him do what he did last night. I'd planned to go shopping with some friends and he knew about it. Just before I left I reminded him about him looking at porn sites while I was away and how I'd made sure if he did it this time it wouldn't do him any good, so maybe he'd find something better to do. When I got home, we went to the movies, came back, I had him 'service' me again and denied his request to be unlocked. He didn't like it, but I guess he didn't protest cuz he remembered I'd already threatened to keep him in chastity longer.

Sun morning, I didn't have him 'service' me and he asked again to be unlocked for the bath tub and I told him again to clean himself like he'd been doing. Early that afternoon he protested about how long I'd kept him locked up, so I told him this. 'I've told you alot of times I don't like you looking at porn or playing with yourself. I've told you anytime you want that, you can come to me and I'll take care of it. If I'm not available, you need to learn to control yourself until I am. You keep looking at porn sites and playing with yourself anyhow. Since you won't control yourself, I'm going to control you until you can learn to control yourself. Now you're in chastity because I say you're in chastity and the more you complain, the more you beg, the longer you'll be in chastity'.

Actually, I did have some periods that weekend when I was climbing the walls. While BF is real good at 'servicing' me, I do like the whole package, so to speak. The rushes from being in control of him helped me through it.

Sun. night, I dressed him up and we went to bed early. This was a tease, as he associates dressing in my underwear with sex. This was going to be the first time he got dressed he wasn't getting any, at least not that night. I had him 'service' me, he asked to be unlocked, I said 'no', he complained, I asked him if he wanted to be in chastity for the rest of the week. He went to sleep.

I did wake him up early Mon. morning, on purpose and unlocked and gave him his pleasure. I was surprised at how fast he came (and how much) the first time. Does this happen to all guys who get released from long term chastitiy? He's good for more than a few times, so him coming so fast wasn't a problem, but he came faster than he does if I've been away for a few days cuz the hotel sends me somewhere.

Anyhow, when he came home Tues. he said 'we gotta' talk'. I thought this was the end, but, I think I came out OK from the 'talk'. I'll post more about it, later, gotta' go, I'm at work.

 

I think I came out OK after the "talk". I was pretty sure he wanted to stop this whole thing, but I keep forgetting what a sweet guy he is and he wants to please me. He insists on some things, yeah, but he really does want me to be happy overall.

He didn't come out and say it, but he made it clear he didn't like being in chastity a whole long weekend. He told me he didn't complain worse 'cuz he could see how much I was enjoying keeping him in chastity and everything that went with it. He repeated the part about not being satisfied with keeping himself clean down there when the cage was on. I noticed when I woke him up to release him early Mon. something not what I was used to, so I got a towel, a basin of water and some soap and washed him off down there before I got him off. I wonder if washing and all that helped to make him ejaculate so fast once I put him in my mouth ('ejaculate'--if I'm going to be a Disciplinarian, I have to start using more formal words, so I'm going to try to do that more, but more about that in a minute).

I repeated my part about how I didn't like him looking at pornography and masturbating and he needed to learn to control himself when I wasn't around and until he learned to control himself I needed to control him or at least have a good way to let him know I didn't like it. He has other things I don't like, either, but in the end, the good is much more than the stuff I don't like. You're going to find it in any relationship your partner has some things that bother you. I know there some things I have he doesn't like, too.

Anyhow, we agreed to this.

1. He's in chastity when I say so and the only reason he needs is 'because I said so'. I agreed not to keep him in chastity for more than 24 hours and when it's over he gets to ejaculate. He agreed to an exception when the hotel sends me away, I can put him in chastity before I go and he doesn't come out till I get back. If I'm gone during the week, we've worked out a plan where I'll leave a key in a sealed envelope, he sends pictures to me of him releasing himself so he can go to work, and locking himself back up when he gets home and sealing a new envelope till the next day. Also, when he's in chastity, before he asks for pleasure, he has to ask for release, first. There are penalties if he doesn't.

2. If I want him to crossdress, he has to do it anytime I say so and he has to put on what I tell him to. There are some exceptions, but that's because of certain situations.

3. If he masturbates (except for supervised), looks at pornography or breaks some other rules we agreed to, he gets spanked. (YAYYYYY! I finally got him to agree to actually let me spank him!!!!). He will be crossdressed for all spankings. Panties will be pulled down, skirts, slips and petticoats will be lifted up or taken off (if necessary) and all spankings will be on his bare bottom with the implement I choose and the position I order. I alone will determine how long and how many times he gets spanked. If I dictate a number, he will count all strokes. If he counts wrong, we finish then start again (I've come up with a way to help him count when he doesn't count right and it's real evil, lol). At my discretion, he can have a choice of a spanking or a weekend in chastity. If he chooses the weekend in chastity, he can't complain or try to point to my agreeing not to keep him in chastity more than a day, since he chose the weekend. Complaining or begging gets a spanking.

4. If he ejaculates when I'm spanking him, he has to eat it. Then he gets 25 strokes of the belt, then we start the spanking all over again. If he's under discipline, he must ask permission to ejaculate. He's not allowed to ask for permission while he's being spanked, but I can add supervised masturbation or pegging as part of the discipline session and he has to have permission to ejaculate then. If he ejaculates'without permission, he gets the 25 strokes and has to eat it. I'll announce to him when discipline period is over. He says he doesn't think he'll cum when I'm spanking him, but I have a way I think I can make him so I get to spank him some more. And I really want to see him eat his cum. If he ejaculates without permission during supervised masturbation after release, he has to eat it, and gets another 24 hours in chastity, 25 strokes with the belt or a choice, at my discretion. This is an exception to the 'gets to ejaculate' we agreed on. I can deny him permission, make him keep stroking until he ejaculates so he really does 'get to ejaculate'--he just pays a price for it, lol). He gets a chance to wash up down there before he goes back in chastity.

5. When he's in chastity, during supervised masturbation, or under discipline, he has to address me as 'Miss Cecilia' or 'Ma'am'. He can slip if we're out, but he has to do it if there's an opportunity to do it discreetly or if it won't be so obvious.

I had to agree to keep this whole thing mostly to ourselves for now. He said he's not against the idea of going to a club or party later, but he says it's alot for him to get used to for now. He knows I tell my best friend about all this, but I told him from our first date me and her talk in detail all the time. I told him she wanted to see him dressed up, eat his cum and get a spanking and he didn't seem against the idea, but he said "not right now" and I'm not going to push him. He did remind me to let her know she knows she's not to talk about this to anyone and if she ever does get to see it, she doesn't touch him and he doesn't touch her. I told him I already told her that, she only gets to watch. The most participation she'll get is to make comments.

I think I came out mostly with what I want and I'll be enjoying it. One rule I couldn't get out him to agree to was putting the toilet seat down. He said he never had to do it as a kid in his parent's house. He said it's his house (which it is) and I'm a big girl now and if I see the seat up, I can put it down. He says I don't hear him complaining when the seat's down. I don't agree with him, but maybe I can change that (lol).

Did I do allright with all this? Please, I'm new to all this so I really don't know what to expect. I read alot of stuff out there, but I can tell alot of it's fantasy and way out there. I found a couple of sites that have some advice that seems more practical and realistic. One I liked said not to believe about how once he's locked up he'll be cleaning the house and serving you breakfast in bed and all that hoping you'll let him out and cum. He sure wasn't like that, he complained alot, but he did try sometimes to get on my good side that weekend.