Snake eyes can be very bad luck indeed.
The idea that orgasms are not free is a nice way to add an element of fun to the forced chastity experience. For example, if a keyholder wants to train her male to quickly ejaculate when told, she can release him from his cage, then before letting him touch himself, she can set a timer; say for one minute. He must ejaculate before the timer runs out. If he doesn’t, he is locked back up until next time. By shortening the time he gets to squirt, he can be trained to become efficient for his keyholder.
Earning an orgasm is also a nice keyholder entertainment. Some “prices” are not voluntary. The keyholder may require the male to always eat the product of his orgasm. He doesn’t get to choose to come or not. Another post-orgasm activity is for the keyholder to vigorously rub the head of the penis immediately after orgasm. You may need to tie him down for this one. Earning an orgasm by consistently doing chores is also a nice way to integrate chastity into daily life. I would suggest that he not earn an orgasm by providing you, the keyholder, with pleasure. That’s his job and his joy. He doesn’t need a reward for that.
Games of chance are also entertaining. One could be as simple as a dice game. If he rolls a certain number or above, he gets to come. Of course before he rolls the dice, he should be stimulated right up to the edge. That way, if he misses the target, he gets stimulated to the edge again and has to try again. He will never know when you will decide he doesn’t get another chance and has to go back in his cage. A variant of this is to use the roll of dice to determine the timer setting for his masturbation. In that case, he gets no warmup. So if you are using two dice, maybe multiply the number rolled by five. So if he gets a twelve, he has sixty seconds. Poor boy that rolls snake eyes. You could play blackjack. You are the “house”. If he wins, he gets ten seconds of masturbation, then the next hand. If he hasn’t come and you get tired of the game, lock him up without his squirt.
This is all meant to provide a playful way to provide him with release without making it dull or routine. Solo caged males often use games like this, and sometimes chores to determine when they can play with themselves. Many keyholders find earning orgasm and sex games as an amusing part of forced male chastity.
On Saturday I knew wed be out most of the day. I was trying to figure out what I could do in exchange for Lion being out of his diaper. I was thinking about making him wear a butt plug but then I worried that would be messier than a wet diaper. Wed be doing a lot of walking too and he was not used to having a butt plug in. The one I wanted to use is heavy and he likes the weight of it. He put a picture of it in his own post here.
Ultimately I decided the butt plug wouldnt work for Saturday but Friday night would work out just fine. And I had another plan for him too. We went out to eat and I said we should go to the grocery store to look for dessert. I told him I needed to look for something too. I led the way to the aisle with the condoms. He wanted to know what I was looking for. I told him hed see soon enough. Im sure he was surprised when I picked a box out and showed it to him. He said he didnt know what I needed them for. I told him he would find out.
When we got home I uncaged him so he could take a shower. When he came out I had the butt plug and Boy Butter lube on the bed. No condoms. I could see the wheels turning in his head. He really wanted to know what the condoms were for. I told him we were using the butt plug so he assumed the position. I played with him off and on, getting him close and then backing off. Then when I was sure he was close I decided he could come but I didnt want him to enjoy it too much so I took him just past the edge and stopped. He whimpered. And he still didnt know what the condoms were for.
Throughout Saturday he mentioned the condoms three or four times. I really had him stumped. When we settled in to watch tv he asked when he was going to find out what they were for.
Now for a little explanation. Several years ago I had a physically demanding job. When I got home at night I was exhausted, both physically and mentally. Every time I moved my body ached. When that job ended I figured my aches and pains would end too. Not so. There are medical issues that have been helped somewhat by medication. However, if I try to do too much I am achy the following day or two. A month or two ago I decided that I would spank him so I tied him up and gave him the rosy butt he loves so much. The next day I was hurting. Shoulders, legs, back. Everything but the hand that had been almost as pink as his butt. It is this, coupled with Lions lack of initiating sex, that has led to where we are today. Or, more accurately, where we were a few weeks ago. So when it actually came time to share with him what the condoms were for, it did flash through my mind that my body would be paying for it the next day.
Once I actually put the condom on he asked again why he needed it. I knew he wouldnt be able to feel the pleasure of my riding him if he was wearing a condom. It was my way of giving him what hes been craving for so long without actually letting him enjoy it. We had a few missteps, and ultimately the condom idea was jettisoned, but we both had a good time.
Obviously I was happy with the sex part, but I also liked torturing him about the condoms. It really bothered him not knowing what I had planned. Good!
If you’ve been reading along, you know that my lioness and I have been working through some longstanding issues. Our views of these issues has varied (you can also read about that here too). Since I have been caged, our communications on these subjects has opened up more than before and Mrs. Lion has been working hard to work forced chastity into our lives. Things are certainly far from perfect, but they seem to be moving in the right direction.
Last night I had a big surprise. I was massively horny after Friday night’s ruined orgasm. I was unlocked for my shower. I asked for that since it is hard to clean the mess caused by peeing in a diaper. I’m not complaining. The diapers are a brilliant stroke of topping me. Anyway, after my shower, my lioness teased me to the edge. Friday, when we went shopping, she bought a box of condoms. I didn’t ask what they were for. It was obvious this wasn’t something she wanted to discuss. She didn’t even mention she was looking for them. After the tease last night, I had to ask. She told me that I would eventually find out. Now I was frustrated two ways!
I didn’t have to wait long. A little while later, she got me nice and hard and slipped a condom on. I asked, “Why am I wearing this?”
She replied, “How does sex feel with one on?”
“Not as good.”
“Exactly,” she replied.
“Oh.” Something different was going to happen. My lioness climbed on top of me and put me inside her. It still felt great even with the condom on! She moved for a while and then stopped. It was clearly uncomfortable for her. We tried a few more positions without too much luck. It had been a long time since we had done this. My releases had been by hand and oral for years. Hers were mostly by my hand. I asked her to try riding me again. I know that this position has the best chance of giving her a good orgasm.
This time she mounted me with her butt facing me. She also let me take the condom off. Eureka! This position did the trick. It didn’t take long for her to have a nice orgasm. I was so happy! She told me I could come, but I just wasn’t able. That is usually a good thing, especially with being caged. But last night was special, so after she recovered a bit, she used her hand to bring me to a really good orgasm. We both came! We made love!
I won’t say that we have a magic solution to all our challenges. This wasn’t easy for my lioness. Somehow she found a way to ride me. I have been making a point of being more romantic and initiating affection. We are working on meeting in the middle. I am not sure that being caged is a major factor in this. I know that by virtue of the fact that she has total control of my sexuality, it does force both of us to be far more sexually active than we were before. For me, at least, it feels like a new door is opening in our sex lives. Life can be very good for a caged lion.
Since being caged also includes male orgasm control, some interesting contrasts develop. During keyholder pleasing, the male’s penis is at the disposal of the keyholder for her pleasure. If this includes intercourse, the caged male is expected to provide the needed stimulation with his penis without coming himself. Some kind keyholders use desensitizing cream to numb the penis and help the male avoid an “accident”. However, the expectation is that he not allow himself to come and warn his partner if he is near the point of no return.
If he reaches this point before his keyholder is finished with her toy, a punishment is certainly warranted. A good, long spanking is appropriate. Interfering with a keyholder’s orgasm is a serious infraction, indeed. We caged males must learn to hold off our orgasms unless we have permission to come. For me, at least, this is very difficult. Nobody said that being chaste would be easy.
Sometimes the direct opposite ability is required. If a keyholder wants her male to ejaculate and orgasm, he should be able to do that on command or at least very quickly so as to avoid wasting the keyholder’s time and good graces. Failure to promptly produce semen is certainly grounds for being locked up without release and perhaps spanked as well.
Orgasm control, either holding off or squirting on command, is a key area of sexual training for any caged male. Our orgasms, no matter how infrequent, belong to our keyholders. We must efficiently produce our juice when required, whether by our own hands or by our keyholders. Another area of control is where we get to ejaculate. If our keyholder wants us to produce in a semi-public place, like a restaurant bathroom and then bring the proof to her, then we must do that too. The point isn’t that we will be made to do these things, it’s that it is completely in the control of the keyholder.
Many male fantasies in forced chastity are around being made to wait for a very long time between orgasms. Few realize that it is equally valid for a keyholder to require very frequent ejaculations; maybe even hourly for a day or more. We don’t have the right to expect our particular orgasm and orgasm denial fantasies to control what really happens to us. We turned that over to an independent person who will do what amuses her. That thing between our legs is not ours anymore. It is a toy that belongs to our keyholder to do with as she wishes.