It seems that female bloggers, not to mention women’s magazines have a fascination with the male anus. I haven’t done a statistical analysis but my impression is that women writers, both vanilla and kinky, like to talk about pegging. This term refers to using a dildo in a man’s ass for anal sex. Generally, this involves the woman wearing the dildo in a strap-on harness. However, this isn’t required.

Vanilla publications like “Cosmopolitan” refer to pegging as a form of sex play. They don’t ascribe any female dominance to this activity. Many men and some dominant women consider pegging a form of submission for the male. I don’t. After all, I never considered anal sex when my penis did the penetrating as a dominant act. It was just a nice sexual variation.

Of course, when I was doing the fucking, it would end in me having an orgasm. Some of my female partners also came when anally penetrated. If a woman pegs a man and wears a harness, if it is positioned correctly, the dildo will stimulate her clitoris as she fucks her male partner. This can result in a nice orgasm for her.

Most men don’t ejaculate as a result of anal penetration. Some will ejaculate if their partners reach around and masturbate them while they are being pegged. I have never been able to sustain an erection during anal penetration. I suppose I could learn to do it if Mrs. Lion decides to spend more backdoor time with me.

Pegging and other male anal play can be uncomfortable at first. I’ve found that once I “get used” to having something up my ass it can feel good. When we had regular anal play, I grew to enjoy Mrs. Lion visiting me back there. More recently, Mrs. Lion will insert a butt plug and leave it in for a couple of hours. That is a nice warm-up for more active play in the future.

I learned that the best way to “train” for pegging is having a butt plug moved in and out. The change in the shape of the butt plug forces the anus to expand and contract. “Fucking” with the plug helps train the anus to relax and accept the insertion. Getting that anal relaxation is more than half the battle in terms of learning to enjoy being pegged.

Like most everything else, consistency is important in anal education. It takes time to train the muscles to relax for sexual fun. Practice sessions with increasingly larger butt plugs two or three times a week will work wonders to make anal play feel good. When Mrs. Lion was consistently doing this with me, I began to look forward to our practice sessions. I was convinced I would enjoy being pegged.

Mrs. Lion had expressed an interest in pegging me. She didn’t plan to wear a strap-on. She was going to hold the dildo in her hand to fuck me. I wanted to help her. I’m not sure why she stopped training me. I hope she will want to try again. I can’t explain why I do. I don’t think it is because it makes me feel submissive. I have lots of other cues for that. It may be that I like the idea of Mrs. Lion having sex with me in a way that doesn’t get me off. Maybe it is a sort of substitute for the orgasms she no longer wants me to give her. I just don’t know.

It could be curiosity. I wonder if I can actually learn to enjoy anal penetration. Can I actually seek out pegging? I don’t know. This isn’t a major obsession. I only occasionally consider it. Generally, it comes up when I read yet another post or article a woman writes on this subject.

lion anal discomfort

As Mrs. Lion wrote in her post yesterday, I got Autoblown. This is our latest male sex toy acquisition. It felt a little strange having my favorite sex toy (Mrs. Lion) sitting next to me while this new electric appliance pumped away. We plan to use it a few more times. Like most sex toys, it takes some time and testing before it can do its best work.

Aside from my native curiosity and the fact that I plan to write a comparison of male sex toys, the original motivation for getting it came from the realization that it was taking me a very long time to reach the edge. I reasoned that if Mrs. Lion had the help of a mechanical device it would spare her hands and mouth a lot of extra work. Once the mechanical sex machine got me reasonably close, I figured she could take over. Of course, the first problem is finding a sex machine that can get me reasonably close. I’m not an easy customer.

Autoblow ai. It felt good, but not great.

While I can’t claim that this first Autoblow experience was even close to orgasmic, it kept me hard the entire time we were using it and I had a semi-erection for quite some time after it came off. That’s pretty good considering that I was distracted by the need to wash off the lube.

I’m very sure that I’m over the hump so to speak since during my recent slump I almost never got an erection for nearly 3 weeks. Things are definitely perking up. Unfortunately, my wild days are numbered. The Evotion chastity device will probably get to me within the next couple of weeks. The folks at Evotion have the device ready but need locks for it. I’m very impressed that they use the German-made locks instead of the much cheaper, fairly low quality, Chinese versions. European products are much more secure. It’s fairly easy to pick a Chinese chastity lock. I saw a guy do it in a YouTube video using a foil condom wrapper. That is definitely not the case with the German product.

I’m probably within a week or two of needing waxing again. Mrs. Lion said that she really hates waxing my legs and she may send me to a professional to do that part of my anatomy. Mrs. Lion has become a very proficient waxer. At the same time, the hair grows back sparser and thinner. That also helps speed things up for her. My legs are several treatments behind the rest of me. That hair still grows back fairly thick and heavy. It won’t last under steady waxing.

mrs lion removed all of lion's body hair
Mrs. Lion is okay giving me a Lion-kini and chest waxing, but hates doing my legs.

We will probably resume anal training very soon. As with spanking, each time Mrs. Lion penetrates me she is more confident and less concerned about my verbal feedback. Before anyone gets upset that she doesn’t listen to me, she does but my verbal reactions to what she is doing turn out to be less reliable than what she can feel directly. There’s a certain amount of discomfort involved in anal training. As in all things, Mrs. Lion is the best judge of how much she should push me each time.

This is all within limits that I can handle. If I am really in trouble I can safeword and she will stop at once. There are times, maybe too many when I would rather she stop before she really should. It’s that time after I want her to stop and before it’s really too much for me that represents my best opportunity for growth.

The same is true of spanking. We both share the goal that a spanking should be felt for at least a day after it was administered. A few years ago, Mrs. Lion tried starting out with very hard swats. She couldn’t get past seven or eight before I rolled away. Two things were going on: The first was that I was unable to develop a tolerance for the sensation. The second was that I didn’t have enough experience to understand fully what I was feeling.

Over time, she learned that she needed to build up the force more gradually. When she did that, I was better able to manage the sensation. It did mean that at the beginning of spanking, it didn’t hurt very much. It turned out that was a great benefit. During that relatively painless time, I was able to adjust mentally and physically. When she stepped up the speed and intensity, the pain grew but not so much that I couldn’t hold still. Over time, she was able to do more and more as I learned to manage the sensations. Now, she has no trouble making me feel a spanking for a day or two after she’s finished. I also can tolerate it, but hate every minute. Job well done.

Anal training isn’t too different. The objective isn’t necessarily to cause me pain. It’s to teach me to relax enough to accept whatever she wishes to insert, even her entire hand. Just as with being trained to take a spanking, I have to learn to convert the unpleasant sensations into relaxing my sphincter muscles to allow her to complete penetration. Eventually, she will be able to do that.

I knew someone years ago who fisted all of the men she dated. She told me that with patience she could generally get the job done in the first session in less than an hour. I told her that I was pretty sure it would take more than that for me. We never got to try.

One of the things I like best about our power exchange is that I have to grow to meet Mrs. Lion’s requirements. I know that she doesn’t really want to hurt me, but she understands my need to accept her in every way possible. We both learned that spanking has moved from being a BDSM activity I’ve always enjoyed to becoming an excellent way to train me. Now that she has learned that things can only get better when she does this, she is far more willing to advance my education.

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.

anal trainer kit
I’ll start with the smallest one. Lion thinks it’s too small for him, but he’s never been pegged by a butt plug before. He may be surprised how hard that little thing is to take.

We decided to go to Ikea yesterday. Lion needs better storage for his office space at home so we’re moving things around. Needless to say, I didn’t really get anything done around the house. I’m hoping that will happen today. Although, the things I’ll get done are most likely not much unpacking. However, getting Lion’s office space figured out goes a long way toward making the house more livable.

It was about 8:30 when I shoved the butt plug up Lion’s ass. We didn’t get the early start we hoped for. It must not have been too uncomfortable because he snoozed while it was in. When I tried to wake him up, he said he was ready to play and then he was out again. We finally wound up playing around 9:30 when I removed the butt plug. I’d guess we were at it for about a half hour. I don’t think Lion ever reached a full erection but he was bucking away. I know it felt good for him even if nothing was really happening.

After our attempt at fun, I told Lion he forgot punishment day. I said he owes me a diaper day. Then I suggested that we no longer really need punishment days. I punish him on the day of the infraction, assuming I remember. This, of course, would eliminate a source of infractions. And, Saturdays especially, is a good source of infractions. We decided recently that rules like these are misdemeanors so he wouldn’t be avoiding serious punishment, but perhaps I’m being too hasty in cancelling punishment days. Any opportunity for punishment of any sort is welcome. For now, we’ll keep them.

We got the set of three butt plugs Lion ordered so we can begin anal training. At first glance, they look laughably small. He said the smallest one is probably not usable. However, if you consider that these will be going in and out like a dildo, the smaller one might not feel all that insignificant. I think we’ll start off with it. If it is too small we can certainly move on to the next size. We’ve never used a butt plug like a dildo before so I’m reluctant to start out too large. He’ll need time to adjust.

As I mentioned, Lion is in a diaper today. I allowed him to pee before putting on the first one. From then on he’ll have to pee and sit in a wet diaper. He can change from that wet diaper just before he has to pee again. That way he’ll always be in a wet diaper. You’re welcome, my pet. [Lion — Humph!]