It wasn’t exactly what I wanted to do. I was looking for some rope. Instead, I found Icy Hot. Lion’s been asking about the prickly jock strap, but the more he asks about it the less likely I am to use it. I know he’s not nagging but when he says we’ve never used it and we’ve only had it for a little over a week, it sounds like nagging.

It’s like waxing. I know he’s furry. I know he doesn’t like it. Yes, it would be great if I could get the waxing table set up. Yes, it would make him feel much better if he wasn’t furry. But you know what? I can’t find the damn toothpaste and most of the food.

Anyway, I made the best of the situation and put dots of Icy Hot on Lion’s balls. I know it hurts. I know he doesn’t like it. But at that point, it didn’t really matter. It was a form of play/foreplay and that’s what I was looking for. And he was hard while it was burning.

Unfortunately, he didn’t stay hard. While I moved around to give him oral ministrations, I told him I might have spoiled him with all the blow jobs recently. Except, he got hard and then lost it again before I could get him to the edge. I was even tickling his balls and inching a finger toward his ass.

Before he lost it, I’d already decided that tonight will be butt plug night. Once I saw his reaction to my finger prying his cheeks apart, I knew that would be a good idea. I did manage to uncover the small nJoy butt plug over the weekend. I think it was in a box with bathroom items since it had been on the bathroom counter when we moved. It’s the randomness of items in any given box that’s killing me.

I left the butt plug on the bed so he’d see it and know he’ll have some fun tonight. It’s also there to remind me that I want to use it on him. I do the same with paddles. If I remember I need to spank him but I’m not ready at that moment, I put the paddle on the bed to remind both of us. In the case of the butt plug, I want him to get a warm, fuzzy feeling when he thinks about it being in his ass. When he sees the paddle, he should feel a certain amount of dread at this point. I’ve been hitting very hard lately. But tonight is all about warm fuzzies.

You can always tell how interested I am in sex by what I write. I’m sure I will not shock you if I tell you that I’ve been thinking about sex. Even though we are celebrating Unlocktober, we haven’t quite kept up with our every-other-day pace of orgasms. Saturday night, we started late and while Mrs. Lion worked valiantly pumping my penis with her hand, I got very hard but I just couldn’t get past that plateau. She’s resolved to keep trying.

Meanwhile, my thoughts have been drifting rearward. My antasies are remembrances of my own anal experiences. For a while, Mrs. Lion was working to expand, so to speak, my anal horizon. She was using a combination of fingers, butt plugs, and ever-increasing-in-diameter dildos.

For me, anal penetration creates an interesting set of sensations. First, the cold, gentle caress of lube being applied around the rim of my asshole. Then, a few seconds later, the gentle-yet- firm press of my lioness’ finger as she parts my puckered hole. That first intrusion is a little painful. I have to breathe and try to relax as she penetrates me. Mrs. Lion prefers using her bare fingers. If I ask, she will wear a glove. I know she prefers skin-to-skin contact.

Once she gets her finger fully inside me, she often leaves that there for a bit to allow me to get used to it. Then she will move her finger in and out. That motion is a combination of uncomfortable and exciting. I know my next anal visitor won’t be as easy to accept. Next, she will fill a little syringe with lube and insert it in my ass, releasing the lube inside. She may repeat this. When she’s satisfied that I’m slippery enough, she will lube the tip and body of a medium-sized butt plug. Then, with no further delay, I feel it pressing against me, sliding inside and stretching me. Initially, it’s not too bad. Before long though it starts to hurt.

Often, that means the lube had rubbed off and I was hitting a dry spot. Mrs. Lion will partially remove the plug, add a little bit more lube and continue pressing. Eventually, she reaches the shoulders of the plug where the diameter becomes much smaller. At that point I feel a sharp pain and then breathe a sigh of relief that the plug is firmly inside.

Often, this is where things end. She’ll leave the plug parked in my ass for a couple of hours, and then remove it and wipe away the lube. Other times, she will leave it in for a little bit and then remove it. She will then use one of my dildos and replace the butt plug with the silicone penis. This is followed by a slow in and out as she lets me get used to the feeling of being fucked.

This is always uncomfortable. If she leaves the dildos fully inserted it will begin to feel comfortable after a minute or two. Moving it in and out doesn’t really feel good to me. It isn’t so bad that I want her to stop. I just wish it would feel better. She picks up speed. It’s very intense for me. Sometimes she pulls the dildos all the way out and then immediately pushes it back in. At first, I really hate that sensationn. After she persists I start to get used to it. She picks up more speed pounding harder and pulling the dildos completely out after almost every stroke. I grunt and work hard to stay open and accepting. Sometimes I can’t and I ask her to slow down or stop. She usually listens to me.

In a way this is a problem. She reasons that she is doing this for me. So if I don’t like it and ask her to stop, she should do it. The reason that is something I would like to see changed is that I want to learn to be able to take it. There have to be times when I really want that discomfort to end. I know that if it does, I’m not going to learn. It would be easier for me if I didn’t have to avoid asking to stop. If my protests were ignored as a way of helping me grow, I think it would be a better experience for me.

We used to work on training me to take Mrs. Lion’s entire hand. We stopped. I would like to try that again. I read that some people use butt plugs a little differently. Instead of inserting them and leaving them in place, they use them in a similar way to how Mrs. Lion uses the dildos: they move it in and out forcing the anus to expand and contract with every stroke. This has to feel horrible at first, but I can see the value in this exercise. Forcing the expansion and contraction over and over is a very good way to train me to be able to relax more. If I can learn to just stay open, the in-and-out motion could become enjoyable. More importantly, learning to relax the anal sphincter muscles will make it much easier for me to accept Mrs. Lion’s hand.

I had a friend back east who was seriously into fisting men. No, she never had a chance to try fisting me. We talked about it once in a while and she told me that it normally takes about 45 minutes with a beginner. She didn’t use any tools. She just worked with her fingers. She claimed that by patiently and persistently working in one finger at a time, she could always get her entire hand up any man’s ass. I can see how it could take at least 45 minutes. My limited experience is that it takes patience to give me the time to relax at each step.

I don’t think I’ll ever be one of those guys who can get off while being pegged or fisted. I doubt I’ll even be able to get hard while that’s going on. But there’s something emotionally satisfying about having to learn to accept whatever Mrs. Lion chooses to insert. Even though I know I will be uncomfortable, I always feel closer to her after each session.

Mrs. Lion has been wearing herself out moving the last of our belongings from the old house to the new one. We filled one moving van and still had stuff left over. This is all after we had a removal company take four truckloads of stuff we don’t want away. She is exhausted. She’s said that until the rest of the stuff gets to the new house and she’s been able to unpack some of the boxes, she won’t have the energy for anything else.

I certainly can’t argue with that. Well, if I were the heartless, sex-fiend I sometimes consider myself, I would argue. The bottom line is that there really isn’t any good reason why any of Mrs. Lion’s energy should be diverted to sexual or disciplinary activity. Right now we both have to focus on getting our new home in order and restoring our lives.

Mrs. Lion gave me an orgasm only a couple of days ago so there’s no reason for me to feel deprived because she has no time or energy to play with my penis. Perversely, my penis doesn’t care. It keeps getting hard in the evening when I’m trying to get to sleep and again in the morning as I awaken. It’s not the normal morning wood. I find myself having very erotic fantasies as I wake up.

You might think it would be a good idea for me to be locked in my cage. Alas, it’s not. The last thing we need is for me to spray pee all over. No, I can’t pee sitting down right now. I’m having difficulty getting up and down and the extra strain of having to sit down to pee would be too much.

The current situation is a departure from the way we agreed we would handle life events that disrupt our power exchanges. The idea was that one way or another we would make time to do the minimum. We never anticipated the extreme level of exhaustion that Mrs. Lion is having. She’s had to take on all of the physical work.

Okay, where do we go from here? Maybe this is a good time to share thoughts and ideas. When we first began enforced male chastity, we bounced a lot of interesting stuff back and forth in our daily emails. The same was true when we began our Female Led Relationship with Discipline (FLRD). We had some amazingly hot spanking exchanges, promises of future oral sex, and detailed thoughts about anal activity. I miss those emails. I got many an erection reading Mrs. Lion’s thoughts.

The other night I briefly mentioned that I thought it might be fun to try fisting again. Over the years, from time to time Mrs. Lion would try to get her hand up my ass. She worked her way up to three fingers. At that point it seemed that I couldn’t stretch any further. I’m pretty sure that I was just being a baby about it. We have one and three-quarter inch diameter dildo that Mrs. Lion has used to penetrate me.

It was uncomfortable at first. After a while, I didn’t mind it inside me at all. I even learned to accept her thrusting in and out. It took time and patience on her part and some disagreeable sensations on mine to get there.

A while ago I found a video of a woman fisting her husband. That’s not unusual since there are thousands of them out there. This one, looked like both partners weren’t professionals. She gently began with one finger and works her way up being inside him past her wrist. Here is a link to that video. The guy in this video is clearly no stranger to being fisted. I imagine it will take Mrs. Lion a lot longer until I get used to it. This thing, contrary to popular belief, is not a stretching of the anus. It’s actually training the anus to relax.

large dildo going up lion's ass
I can’t stay hard when my ass is being penetrated. In this picture, a 1-3/4 inch diameter dildo is slowly pegging me.
(Click image to view larger)

One thing about seeing the video and a couple of others puzzle me. The guys always have an erection. Some of them play with themselves while their partner is penetrating their asses. I’m never erect when receiving anal attention. Maybe it’s like spanking; thinking about it turns me on but actually doing it isn’t exciting at the time. I know I want it even if it doesn’t make me hard.

We used to do a lot of anal play. I imagine that the extra work involved in getting lube and other necessary items, as well as cleaning up afterward, discouraged pursuing this further. I think if we put together an anal kit consisting of: lube,dildos, wet wipes, and other useful accessories including our ever-handy lube injecting syringe, we can keep this kit by the bed so when the mood strikes, all will be ready. Alternatively, Mrs. Lion can just tell me to go fetch whatever it is she needs.

I think it comes down to motivation and inertia. Both of us tend to get into ruts. We generally work our way out by committing to do whatever it is we’ve procrastinated about every day or every other day. In the case of anal penetration, every other day it is probably the most often I could handle.

I’m not blaming Mrs. Lion for this. I am very likely to want to avoid anal activity. It’s uncomfortable and requires me to move my butt. Nevertheless, I think it’s an excellent choice for us for precisely the reason we avoid it. We need to move out of our comfort zone and take more physical action. I need to work harder at accepting.

Another positive value in anal activity is that success is measurable. Two fingers the first day, next session 3 or even four. The fact that learning to be fisted and pegged is very uncomfortable for me helps train Mrs. Lion as well. Just as she learned over time to deliver very painful spankings, she will learn to persist in penetrating me even though she knows I am hating it at the time. If she goes slowly, my discomfort isn’t necessarily an indication that she’s hurting me. It’s just that it is painful to learn to relax my anal sphincter.

I’m a fan of this sort of activity. I need to learn that everything done to me, aside from punishment of course, doesn’t have to feel good. I think that’s important.

how will it feel if i put a chilli pepper up lion's ass
I know that ginger root burns when I shove it up Lion’s ass. I wonder how it will feel if I use the chili pepper instead?

Lion watched a few shows that don’t really interest me last night. I know I could have had him pause at any moment, but I wasn’t really in the mood to snuggle. It’s not that I don’t want to do it anymore. It’s just been a weird week. Tonight I’ll make sure we’re closer.

At bedtime, Lion put the cock ring on without my asking. I was considering leaving him wild again, but I know he feels my power more when he wears it. If I can’t be there to hold onto my weenie, then the cage should. He asked if I even notice the cage anymore. The Cherry Keeper is definitely more noticeable than the Jail Bird because it’s white. But unless I happen to be checking out my weenie I don’t really notice it.

Tonight I have a lot of chores to do. I asked Lion if he could make dinner so I’ll have time to do everything else. He said it would be his pleasure. I’m never sure if he feels up to cooking, or anything else for that matter. I know he’s been trying to be more active. Since the deck has been up, he’s been practicing going in and out of the door and down a fairly large step. Maybe he could do laps from the bedroom door, down the deck and into the kitchen door. If the neighbors look through the trees, they might catch a glimpse of naked lion butt.

Maybe we’ll try some ginger again tonight. It depends on how energetic I am after collecting the garbage and recyclables from the house and taking the cans out. I also have to take the hammock apart so I can return it tomorrow. Lots of bending and lifting. My chronic pain just loves bending and lifting. Not. But ginger is a set it and forget it kind of thing. Once I shove it in, I don’t have to do anything until I take it out. And tonight I think I’ll leave it in considerably longer than six minutes.

I wonder if anyone does anything with chili peppers. I know it’s the seeds that have the heat, but the pepper itself does have some heat. I might have to do some research on the subject.

[Lion — Mrs. Lion is hoping you can help her with her research. She is looking for new ways to “warm” my anal area. She would appreciate comments or contacts with advice. Some lionesses!]