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In: Anal play, Mrs Lion Comments, Oral Sex
lion anal discomfort
Easy! It’s starting to hurt.

It’s true that a lot of our toys are out of sight, out of mind. I bought Lion that cock ring, wrist restraint, nipple clamp getup and never made him wear it. The spiky thong was worn once. I’m not sure why some toys are used and others aren’t. Maybe they seemed like a good idea at the time and then it doesn’t pan out. However, when we’re actively trying out new things, they do tend to get used.

I was doing anal training with Lion about a week ago. Then I stumbled onto the blow job idea and ran with that. I guess I thought we couldn’t do both. Why not? I didn’t have any problem doing anal training followed by a hand job. The hand jobs were largely a waste of time since he’s grown bored with them, but I still tried. Why not substitute oral sex for a hand job?

I guess that’s what I did at first. I mean, that first night I did anal training and then sucked him. But something in my mind must have changed it because he really enjoyed being sucked even if he didn’t get to the edge. At that moment, it became an experiment. How long could he go “just” being sucked? And, oddly, I even thought we were actually doing something like enforced chastity again. Not that I was doing much of the enforcing since he couldn’t make it to the edge. But I was somehow controlling him again.

Rather than kill myself to get him to the edge, I was deciding when to give up. The Mrs. Lion timer was deciding it. Was my neck getting sore? Let’s stop. Was my jaw tired? Let’s stop. Was I running out of saliva? Let’s stop. And Lion still loved it! He was frustrated because he was getting hornier, but he wasn’t frustrated because he hadn’t gotten an orgasm. I used to think he needed to get to the edge to get hornier and frustrated. And, yes, I realize he was frustrated because I didn’t get him to the edge or give him an orgasm. The point is, he was happy with oral attention no matter when it stopped.

I know I’ve always had the power to stop, but I never wanted to disappoint Lion. I see it as my job to turn him on and get him to the edge. When he can’t make it, he apologizes to me. I think that’s silly. I should apologize to him. In reality, neither of us needs to apologize. Things go well. Things don’t go well. Life goes on.

I was planning on going back to anal training last night anyway. We’d gotten quite far and then I just stopped. The vibrating butt plug was charged. We were in business.

The butt plug is large, but I thought I could use its gradual increase in size to stretch Lion again. Not so. I had to start again with my fingers. And even with four fingers in, he couldn’t accept the butt plug. He’s suggested we go back to the training butt plug and start over. There’s no rush. We can take all the time we need.

After I cleaned him up, cleaned the butt plug and put everything away, I decided to go right to sucking him. I paid some attention to his balls and then started playing with his weenie. He made a comment that for someone who likes when he gets hard in my mouth, I was doing a lot to get him hard before he ever made it in. He doesn’t have to get hard in my mouth all the time. I like to play with my food all sorts of ways. I asked if he was critiquing me and he said,

“No, ma’am!”

I didn’t think so.

I didn’t consciously make the decision to go until he had an orgasm. I had no idea if he was going to get there or not. I just teased him with my mouth and I knew he was going to come if I kept going. So I kept going. I didn’t think about how many days he’d waited or whether letting him come would derail our experiment. And I was rewarded for my efforts by a nice full ejaculation. Yum!

[Lion– It was 9 days]

I did wonder afterwards if it was the anal play or my mouth that made him more excited, but it doesn’t really matter. He had a wonderful orgasm after many days of wonderful torture. And when he’s ready we can start all over. Will it be all oral next time? I don’t know. I have a feeling if we do nothing but oral, he’ll get just as bored as he’s become with hand jobs. I don’t want that.

The key, obviously, is to mix things up. It’s my job to keep him guessing. It’s my job to keep him happy.

[Lion — I think the anal play stimulates my prostate. Contrary to Internet crap, the prostate doesn’t contribute much liquid to semen, but I think the stimulation there triggers my semen factory to go to work.]

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In: Anal play, Body Waxing, Mrs Lion Comments
Good boy!

The purpose of training is “the process of bringing a person, etc, to an agreed standard of proficiency”, according to thefreedictionary.com. I would assume each time you train, or practice, you’d get better. I should know this isn’t always the case. I played soccer in high school. No matter how much I trained throughout the summer, I was always sore after the first day of practice. I guess the same is true of anal training.

I assumed we could just go right back to four fingers with no warmup. Not so. Well, I didn’t just jam four fingers in. I did start with two and too quickly progressed to four. I even had my thumb in for a minute or so. But I could feel Lion resisting. He wasn’t relaxing like he had the night before. Why?

It could have been because I rushed things. It could have been because he hadn’t prepared himself. I’m sure he needs to give himself a pep talk, of sorts, to be ready to have things inserted. You can’t just go from watching TV to “fist me, you fool” with no preparation, even if it is “just” mental preparation. When Lion and I had anal sex, I had the excitement of knowing he’d be entering me. I loved it. I was already primed. As much as Lion says he wants me to shove something in his ass, it can still be jarring.

Next time we do it I’ll have to help him prepare. I know getting the lube out and slapping on a glove lets him know what’s coming, but we should have a short conversation about it. Is he ready? Is now a good time? And while I’m inserting fingers, I should give him feedback. Maybe I can feel him tensing. Maybe I can feel him relaxing. He needs to know these things. Of course, I don’t have to actually say, “I feel you relaxing.” I can tell him he’s a good boy. He likes when I say that and it will let him know he’s doing what he needs to do. As with most things, communication is key. [Lion — What a great idea!]

In other news, I got the living room mostly set up yesterday. Once I get all the cardboard boxes to the curb, I can finish. I’ll also help Lion set his office up a little better. And then — drumroll please — I’ve promised Lion I’ll do some waxing. He’s been ever-so-subtly hinting he needs it. [Lion — First time I’ve been accused of being subtle :)]

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In: Anal play
A Simple Technique For Easy Anal Fisting

I realize that based on the title of our blog, we should be writing mostly about enforced male chastity. Well, after nearly 4,000 posts, one would assume that we’ve said pretty much all we can on the subject. That’s not entirely true. We keep learning new things and trying new devices. However, our most recent activity has centered on the flip side of my body: my butt.

Mrs. Lion and I have done anal play for at least a decade longer than we pursued enforced male chastity. She has strapped me into our sling and progressively peg me with larger (thicker) dildos over the years. It’s always been uncomfortable and I’ve never been able to tolerate much in and out movement. That kind of activity dropped off some time ago. However, Mrs. Lion has always enjoyed inserting a butt plug and letting it marinate for a few hours.

Anal play has never turned me on directly. That is, I don’t get hard when things are shoved up my ass. But I do seem to get residual arousal once the activities are done. There’s a pretty good reason for this. For one thing, inserting things and moving them massages my prostate. This is absolutely beneficial to any man. It provides a kind of indirect sexual arousal as well as promoting the health of that gland. Of course the prostate can be massaged with a single finger inserted about 2 inches into the anus. Mrs. Lion’s method is more fun.

Anyway, all these years I’ve been going about this the wrong way. I am the principal source of knowledge on topics of the sword for Mrs. Lion. I’m the one that suggested that I could be trained by having her insert and move larger dildos in and out of my butt. To some extent it worked. She always expressed an interest in being able to get her entire hand inside me. All those years all I could do was uncomfortably accept two, occasionally three fingers. She gave up after repeatedly getting stuck at this point.

Within the past few weeks I did some casual research into fisting. I had seen a video of my wife fisting her husband. I got a little excited when I looked at it and wondered why I couldn’t get fisted by Mrs. Lion. So I decided to do some research. I went to my favorite librarian, Google, which offered me quite a few opportunities to learn more. Unsurprisingly, most of the references where useless. However, I came across a few articles that seemed authoritative. Interestingly, they all agreed on technique.

Their first point was that nobody just bends a guy over and rams her hand up his ass. Porno’s that show fisting have “rehearsal” where the man is prepared for the final shoot. I never considered that. Anyway, it turns out that my idea of using progressively thicker dildos isn’t particularly useful to train for fisting, or for any other anal activities. The problem with it is obvious. Inserting a dildos involves essentially forcing a cylindrical object past the anal sphincters. Once they are opened by this object, they remain open. If the object remains in there a while, they will grow tired and involuntarily relax a bit. This is what made pegging begin to get comfortable for me.

full hand inserted in anus
Mrs. Lion is very close to achieving this. Our new training technique really makes this possible for the first time.

I did learn to relax a bit so that subsequent sessions were little easier. But the fact is that my body wasn’t really learning anything important. It turns out that the key to comfortable anal activity is learning to relax voluntarily. This isn’t as easy as it seems. The sphincters are muscles that are normally contracted. That’s a good thing since it holds the poop in. Pegging, fisting, and other anal activities require that the sphincters relax to give admission to whatever objects are being inserted.

It turns out that it’s fairly easy to learn to do this. Instead of using dildos, anal training should use butt plugs. The reason for this is that butt plugs are triangular-shaped. They start with a blunt point and steadily expand to their full diameter, then there is a shoulder which suddenly reduces the diameter substantially. When one is inserted, the anus must slowly distend to accept the increasing diameter of the plug, then suddenly shut down when the shoulder passes it. The reverse when it’s removed is that it has to expand for diameter, then slowly shrink back as the plug is removed.

I always found inserting and removing butt plugs very uncomfortable. Once they were nestled safely inside me, it felt good. Okay, training isn’t about that good feeling. Instead of just inserting the plug and letting it marinate, it’s inserted and then removed immediately. It’s reinserted and removed again. Essentially I’m getting pegged by a butt plug. Mrs. Lion started with a small size (Thank goodness!) And gradually moved to larger and larger sizes.

The first time and went in I was as uncomfortable as ever. When it came out, ditto. The next time, which occurred only a few seconds later, was much easier. It didn’t take very long before there was no discomfort at all. The reason for this is that the plugs taught me to voluntarily relax the sphincter so that the plug could move in and out without hurting me. Aha! I was learning to be in direct control. Well, not entirely. I can’t open my butt on command. But, it knows what to do when something comes knocking.

It didn’t take very long at all; just a couple of days until I was easily managing our largest plug. A good part of our success had to do with the lube we used. Some of the articles I read about fisting talked about appropriate lubrication. It turns out that there are a few products that work very well in the anal arena. The two top rated ones are powders get mixed with water to produce a slurry of the thickness the Pfister would like to use. The third is a premade cream. I selected that one and ordered a jar. It’s called Eros. It’s a very special formula and very expensive, by the way. In any case, it works wonderfully. Both Mrs. Lion and I think that this loop had a lot to do with her success.

Anyway, on Friday I asked Mrs. Lion if she would like to try fingers again. She agreed and that evening instead of plugs, she used her fingers. Unlike my previous experiences, it didn’t hurt at all. It was a little uncomfortable at first, but then just a mild stretching sensation. I kind of liked it. When Mrs. Lion was done, I asked her how many fingers she got inside me. Initially she said three. Then she corrected herself and said, “Four.”

Wow! We never got near that before. Four fingers! Holy crap! I took them comfortably. When we talked about it we expressed how surprised we were at this success. Adding the thumb isn’t going to be immediately easy, but we both agreed it’s very likely she would be able to get her entire hand in within a reasonably short time.

We watched a couple of fisting videos to get some idea how other people do it. Then we settled in for a relaxing evening. I had absolutely no ill effects. I think if we keep this up on a daily basis Mrs. Lion will soon have success. She used to go in “bareback” with no rubber gloves. On Friday night she had on a glove. I asked why and she said that I had once told her that it was much smoother if she had a glove on. This is true to some extent. The glove protects me from any sharp nails or other potentially scratchy things. However, if she’s careful about her nails there’s no reason she can’t go in bare-handed if she wants.

She mentioned that it would be nice if they made longer rubber gloves. The ones we have just go to the wrist. This isn’t enough if she is going to get her entire hand inside me. I suggested she do a search for long gloves. She did and found 12 inch and 18 inch long gloves on Amazon. I ordered a box of 12 inch. This should be perfect for when she wants to go in gloved.

Since we had spent well over a decade attempting to teach me to accept her hand and had nothing even approaching success, this past week has been nothing short of a revelation. With the use of just a few inexpensive butt plugs and a jar of expensive lube, Mrs. Lion has been able to train me to accept four fingers. I expect that she will be reporting success and fisting me by this time next week.

I guess this goes to show that you really can teach an old lion new tricks.

By:
In: Anal play, Mrs Lion Comments
lion's ass
This is Lion’s virginal butt. I never thought I would be able to get four fingers inside.

To my surprise, I was able to get four fingers in Lion last night. I had a glove on and I used the new lube. I started with two and moved right on up to four in no time. And, aside from his dislike of my wiggling my fingers, Lion had no trouble.

Of course, about an hour later, Lion said I should set up a chair so I can be more comfortable. I guess he thought I stopped because I was tired or sore. Actually, I stopped because I didn’t know what else to do. I’d gotten more fingers in than I thought I would. I’d moved them in and out a lot. I’d wiggled my fingers despite (or maybe because of) his objections. I didn’t have anything else to do.

According to Lion, getting him ready for fisting should take fifteen to thirty minutes each time. I will need a chair. I’ll need ideas. What do I do when I get to the point that I wanted to achieve? For that matter, what do I do when I get my whole hand in? I mean, I know I move it around, but for how long? I know it might turn Lion on but I don’t see myself being able to jerk him off and fist him at the same time. And he’s not allowed to jerk himself off.

fisting hand
This isn’t Lion, but it is what I did last night!

I guess the easy answer is that I didn’t plan on what I was going to do. Last night I didn’t want to push him beyond four fingers, but maybe I should have. If I had gotten my thumb in, maybe I could have gotten my whole hand in. While that might be somewhat anticlimactic, I would have achieved the ultimate goal. And then what?

Lion showed me some fisting movies last night. For the first time, I think we might actually be able to do this. Not because of the movies. This lube Lion found is amazing. With just a little bit, I got four fingers in him. Of course, Lion has been relaxing more. It’s a lot easier to move when you don’t have muscles clamping down on your hand. And, because he’s relaxing, it isn’t hurting him as much.

I’m not sure what tonight will bring. More fingers? More movement? More time? I don’t know, but I do know we’re on our way.