After my post yesterday, saying I wanted Lion to wait until March, I decided he had suffered long enough. I was teasing him orally and the slightest movements seemed to be getting him close. When I decided to give him his orgasm, however, it took a little bit of doing. I was surprised. Maybe he’d conditioned himself to let me know well in advance that he was close so I wouldn’t accidentally make him come. That’s okay. I like a challenge.

I don’t think he had any idea until he was about to come that it was his night. He had a theory that an orgasm would hurt after being denied for so long. Or, at the very least, that it wouldn’t be as good as your ordinary orgasm. He was wrong. He gave me lots of creme filling and he enjoyed giving it to me. He was a very happy, non-frustrated Lion last night. Now I think he’s a little nervous about whether he’ll have to come every night for 22 nights. I haven’t decided. It’s a lot of work for me. It’s an interesting experiment, but is it worth the trouble?

Lion wants to see if an orgasm every night will get him back in “fighting” shape. Many years ago he could come every night. Now we’re both older. Even if he could, do I want him to? What would happen to enforced chastity if he gets an orgasm every night? Sure, he’s still only having sex with me, but it’s not exactly enforced chastity anymore. Yes, he’d be locked up so he couldn’t masturbate, but would he even want to masturbate?

If we started tonight, I think I’d have some trouble getting him aroused after such a big orgasm last night. We haven’t talked about Lion weather. I assume it’s cool. I can’t imagine he’s horny again already. So let’s assume I give it a few days. What if we started March 1? From then until March 22, he’d have an orgasm a night. By March 5th, I bet he’d be tired of it. I’d have to bring out the Magic Wand more often. Even then, it would be difficult. I’m not saying it can’t be done. I’m wondering if it should be done.

As of right now, and we’ll talk about it again, I’m thinking we’ll go back to random wait times of anywhere from a day to 14 days. The longer wait was an anomaly because of Lion’s illness. Those roughly two weeks of his not feeling well just sort of fell into my lap and I decided to extend them into the longer wait. Even a 14 day wait will not happen often. I like to mix it up to keep him off balance.

Lion came up with an idea the other day. He wanted to try mixing coconut oil with the peppermint or ginger oil we have. He knows how good coconut oil feels as a lube. He wondered how the heat of the other oils would feel. So off we went in search of coconut oil. We stopped at a drug store for something else and decided to look for the coconut oil as well. We found a liquid version of it. Coconut oil is normally solid at room temperature. Having a liquid at room temperature is perfect. There’s no need to warm the oil before play.

Lion mixed up a batch of coconut peppermint ginger oil and I decided to try it out Saturday night. Maybe I didn’t use enough. I didn’t want to get too much warmth on my weenie. It didn’t seem as slippery as I remember coconut oil being when we’ve used it in the past. Lion seemed to like it, though. He was nice and hard. I edged him quite a few times. He hadn’t really felt my touch in a week.

I decided he should have an orgasm. I know, it had only been a week. Yes, but a week with no sexual contact of any kind. Lion wasn’t going to argue. He dutifully spurted at the appropriate time. Unfortunately, he hadn’t felt much heat while I was stroking him. Afterwards, however, he felt the heat. I guess I need to slow my roll, as they say.

Lion certainly wasn’t disappointed. The coconut oil had been slippery enough to satisfy him. I just needed to apply it sooner so the heat was able to build up before the show was over. Lesson learned. There’s a speed limit when using the coconut peppermint ginger oil.

Last night I didn’t use any help. Even though it had been about 24 hours since his orgasm, Lion was raring to go. This time he got oral attention. Too bad it stopped just short time and time again. I bet he could have come again if I’d let him. But I didn’t. I don’t know when he’ll get his next chance. Probably sooner rather than later if I know me. And I do.

Lion did, indeed, have an orgasm last night. It was mostly because I’ve wanted to give him an oral orgasm for a few weeks. And, yes, he is also wild on this trip. He’d only worn the new cage for about a day and there are some issues with it. It didn’t make any sense to send him off only for him to be uncomfortable and need to remove it.

Lion complained (not really) that he’s had five orgasms in a month. I think two of them were ruined and I don’t really count those as orgasms, although Lion does. He likes to keep track of his orgasms. I don’t care how many he has. I just give him one when I feel like it. That’s not true. If I did that he might have many more. I don’t think that lessens the effect of enforced chastity. Lion is still unable to have any sort of sex unless I provide it. I know he’s wild on this trip, but, as he’s said, he doesn’t think too much about sex when I’m not around. Theoretically he doesn’t even need his cage anymore. We’ve decided to keep it because of symbolism and we worry about going back to the bad old days.

Our version of enforced chastity may be different from other couples’. That’s fine. To each his own. We’re constantly tweaking things along the way. We didn’t just magically arrive at this point. There was a lot of trial and error. A lot. I’ve resolved to go off in one direction full speed, only to crash and burn on the second day. Lion has made suggestions that he was sure were going to be just the thing, and they weren’t. Somehow, we’re still at it. Because it works. And then it doesn’t. So we change it. It’s evolution of the species, I guess.

I’m allowing Lion to be wild this week because the new cage is causing some irritation. We thought it was the texture. Now we’re leaning toward the paint. Lion is allergic to a lot of things. I wouldn’t be a bit surprised if he became allergic to me at some point. I didn’t want to send him on a six hour plane trip with the cage causing him problems. I almost suggested he pack the Jail Bird so he could lock himself up when he got to his hotel. It didn’t seem necessary. I trust him not to touch himself. I know that’s not the reason Lion wants the cage on though. He likes feeling my power. He likes knowing he can’t do anything, rather than just knowing he won’t do anything. We’ll have to sort out the new cage’s issues, but that will take time, and we were out of that before he left.

travel chastity device
Does it stay or does it go? This is the cage lion is testing. It’s TSA-safe. He’s only worn it 24 hours. Should I take a chance and make him wear it while he is on his trip next week?

I think Lion is back to his old self again. It seems as soon as he’s unlocked, my weenie is on its way to getting hard. And after I played with Lion for a while last night, I think I did seven or eight edgings, he’s frustrated long after I lock him back up. Part of me feels badly that he’s frustrated. All of me is glad he’s horny again. He had a long run of feeling broken. I hate when he feels that way.

Lion was amazed last night when he realized it’s only been four days since his ruined orgasm. He says it feels like much longer. [Lion — This is probably because the ruined orgasm didn’t provide any satisfaction. If you don’t count the ruined orgasm, the wait is now 6 days, not 4. That’s my “peak”.] Again, he’s a horny boy. And that leads me to my quandary of the day. Before the crack of dawn tomorrow, I have to get Lion to the airport for a trip to the east coast. He will likely be wild. We received another cage that can get through airport security, but he hasn’t been wearing it long enough to know how comfortable it is. With security being what it is, he can’t even take nail clippers with him to cut himself out of the plastic locking mechanism if it gets too uncomfortable. It’s not like he can go down to the hotel front desk and ask to borrow scissors to extricate himself. So I think he will be wild.

The question is, do I leave him wild without an orgasm or do I give him an orgasm tonight to let off the pressure? In the past, he’s said he doesn’t really even think about sex when he’s all alone in a hotel room. However, one of the times I’ve left him wild recently, he confessed to touching my weenie in a sexual way. I’m 99% sure he won’t masturbate to orgasm. Will he be tempted to play with my weenie? I know our readers are screaming, “Don’t give him an orgasm! He gets too many as it is!”

That is a valid point. Lion is a lucky boy when it comes to coming. He should be able to restrain himself from keeping his hands off of my property. It’s not like two weeks will kill him. Especially since he says he’s not really horny when he’s away from me. All good arguments. I’ll have to see how I feel later. I have been looking forward to a good blow job ending in a mouthful of cum. But it would be a good test for Lion. Yup, quandary.

[Lion — I’ve been wearing the new device since yesterday afternoon. I’m pretty sure it’s safe to wear. I can certainly get a nail clipper or borrow scissors at the office if I need to cut myself out. This cage has a plastic seal for travel. It is the first custom plastic chastity cage I have found. Stay tuned for my review after I’ve had a chance to wear it for a bit longer.]