Anal play (Page 36)

Back to work. Back to the stacks of paperwork that accumulated after only two days off. But this time there is no next trip in sight. We’re careening into the end of the year. Summer is over. Boo! I’d like a do-over. Minus the unemployment, of course.

I can’t complain too much. We escaped mostly intact. And now we are on to such things as butt plugs and vibrators. Last night we tried the smaller Njoy to no avail. This morning we chatted about making a year end-rear end goal of getting the larger Njoy in. Lion thinks we can get it in by his next scheduled orgasm if we focus on anal play every night. It’s worth a shot. I haven’t been consistent with it. I think it’s time to change that. If I am ever going to be able to fist Lion, I need to work my way up.

Obviously, I can’t just jam my hand in there. He’s having trouble right now with the small Njoy. I think we’ll need at least a few days with that. Then I think we’ll need to move on to movement. Once he can take something the size of the Njoy with movement, we’ll find something a little bigger and work on movement. I don’t know if movement will be easier right off the bat with something bigger. My guess is that once you are used to movement then you should be able to progress with size and movement at the same time. But no one has ever tried to do that with me, so I’m not sure. It’s another case of playing things by ear. I don’t want to hurt him, so Lion will be in charge to some extent. If he says no then we stop.

The Lion weather report is horny. He was horny yesterday, but I was tired so we didn’t play. Tonight I’ll make sure he gets some attention. Another shot with the butt plug, maybe some vibrator time, and definitely some edging. Oh yes, I can make his horniness worse. I’m good at that.

If anal play is something you or your keyholder wants to do, some training is needed. The way I learned to accept butt plugs and dildos was by toughing through the initial pain and eventually learned to relax enough to painlessly accept objects back there. The key to accepting anal visitors is to learn to relax the sphincter. This is achieved by learning to accept small objects and once comfortable, moving on to a larger size.

First and foremost, lube is very important. We use Boy Butter. This product is very slippery and washes off easily. Use a lot. Some people get medicine syringes, the device used to shoot medicine into a child’s mouth. First, using your finger, lube the anus outside and and in. Then, fill the syringe with the lube. It holds about a teaspoon. Insert the syringe in the lubed anus and squirt the lube inside. This will make insertion easier and safer. Most pain associated with anal play is caused by lack of lube.

Many keyholders start with a finger. If you wear an examination glove, it smooths out the bumps on your finger and is easier to take. Lube your finger and slowly insert. Hold it inside for a while. Give him time to get used to it. Now, gently remove your finger and insert two. The idea is to allow him to relax to accept larger objects. I’ve always wanted to be fisted, have Mrs. Lion get her entire hand up to her wrist inside me. So far we have been unsuccessful; more about that later. Once he is comfortable with two or three fingers, you can move on to a dildo or butt plug. Start small and work up the sizes. Bear in mind that in the beginning he won’t be able to hold something up there very long. If you continue his training on a regular basis (highly recommended), every other day work on size and endurance. It won’t take very long before he is trained to accept what you would like to insert. Once he is comfortable holding an object up his ass, start training him to take movement. Use a dildo and slowly fuck with it. Don’t pull it all the way out, just gently in and out. Over time he will learn to manage it. Once he has, try removing it all the way and thrusting it right back. This increases the sensation for him. He won’t like it at first, but will learn to accept and even enjoy it.

In the beginning, or after a long time since his last insertion, an anesthetic cream will make it easier for him. Res-Q is a reasonably priced product that will help. About 20 minutes before you want to start, apply it liberally to his anus, inside and out.  It takes at least 15 minutes for the anesthetic to work. Even if you want him to experience the discomfort of anal play, this is a very good way to start or restart activity. After a couple of sessions with the anesthetic, you won’t need it any more. Using it makes it easier for him to deal with the initial discomfort. After that, he still has to learn to handle what you want to do back there.

Bear in mind that you can’t just shove a big dildo or butt plug up his ass. You can injure him. Take his complaints seriously. This is one activity where you need to go slow and minimize his discomfort. If at any point you see red blood, stop what you are doing. If there isn’t much blood, it is probably a little tear or hemorrhoid that has been disturbed. Keep an eye on him. If there is more than a little bit of blood, you should go to the ER to have him checked out. It’s very rare that there will be blood. Anal bleeding is never normal and should be watched. Gradually increasing device size and letting him control how much you do will help prevent any injury.

I mentioned fisting before. I’ve wanted to experience this. Some years ago I asked an acquaintance who fisted almost every man she did a scene with, how she did it. The image at the beginning of this post is the proper hand position to use for fisting. The idea is to very slowly, it takes at least 45 minutes, insert your hand past his anal sphincters into his large intestine. There are two anal sphincters, the obvious anus, and another a bit inside. You will feel them both. Remember, this is a very gradual process. If you are very determined and he can take the discomfort, you can do this in a single session. Most guys need at least several sessions before you will get your entire hand in. Using a glove makes the insertion more comfortable for him (smoother). Remember, safety first. Take his feedback very seriously. Have fun!

We had a nice weekend. We got a lot of chores done and, of course, Lion got his orgasm. It was a rainy weekend so we couldn’t do any outdoorsy stuff. Originally we planned to be away, but Lion had an interview Friday. It’s just as well since many of the campgrounds near where we planned to be got horrible rain and wind. Some even had to close. Next weekend is our last trip of the season.

Lion is worried about getting our massive trailer back off the lawn after all the rain. And he’s worried about the weather where we’ll be next weekend. It’s not supposed to rain but it might be chilly at night. The forecast calls for one night possibly in the 30s and the others in the mid to upper 40s. We have heat so I’m not so worried. Besides, we can snuggle together to conserve heat.

We’re playing another waiting game for news about a job for Lion. He got encouraging feedback on Friday. I guess waiting for what we perceive as good news is better than waiting to hear if he will actually get an interview. It’s still waiting. And still nerve-wracking. But we’re optimistic.

We didn’t play last night. Initially Lion said he wasn’t very horny. It makes sense since he just had an orgasm. But by bedtime he was horny. Too late! He didn’t want to play anyway. He was just giving the Lion weather report. I’ll unlock him tonight and make him a little more horny. He might get a little more play than just edging. I’ve had my eye on the butt plug currently residing next to my sink in the bathroom. It’s conveniently located next to the Boy Butter. One stop shopping. We haven’t done anal play in a while. No time like the present.

Poor Lion is stressing about punishment night. He finally has some items on it and now he’s not so sure he likes the idea of punishment. He also thinks there’s no need for maintenance spanking night if he has received punishment. I hadn’t thought about that. On one hand, it’s true. The purpose of maintenance spanking night was to give us practice. If I’ve already had my practice then I shouldn’t need to do it again the next night. On the other hand, practice makes perfect. I may change my mind (read: probably will change my mind) but at this point I’m keeping the maintenance spanking nights just the way they are. Lion’s butt will just have to deal with it.

Lion’s butt had to deal with a butt plug last night. It was “only” in for a little over an hour but that’s enough for the first time in a long time. I made sure he had enough lube. In the past I’ve been a little stingy with the lube. Unintentionally, but still. It’s not supposed to be that uncomfortable. It’s just supposed to remind him who’s in charge. Maybe we will graduate to the fucking machine eventually. That will take a lot of practice. It’s not a very big dildo (8″ long, 1 1/2″ dia.), but the motion is difficult for Lion to take. It may even be difficult because of the position. Normally when I peg him he’s in his sling and somewhat relaxed. He has to kneel over the machine so he can’t be as relaxed. Of course, “relaxed” is relative. He is being pegged, after all.

I haven’t heard the Lion weather report in a while, but I think he’s back to his horny self. And I get to make it worse every night for at least a few more days. I wonder if he could make it all the way through May without an orgasm. I bet he could. Would I do that to him? Hmmm… he has been telling me how mean I am for not giving him enough orgasms. It would be evil of me to make him wait that long.

[Lion — Mrs. Lion is right. Maintenance spankings have a distinct purpose and should continue regardless of punishments. FYI, Mrs. Lion, the lion weather report is very horny with no chance of orgasm.]