Anonymous: Hello! So anal only August was a bit of a fail for me and my Master… We both got very busy so I didn’t achieve the gape we were both aiming for by the end of the month 🙁 but I am determined to try again! I am currently sitting here plugged with no intention of taking it out until bed time 🙂 if I stay committed, I can achieve the gape we BOTH want!!!

Glad to hear you’re sticking with it. It’s a process, and it’s not at all uncommon to drop it and come back later to try again.

Anonymous: I’m 4 days into being locked in chastity now, with no plans for future orgasms unless I can learn to cum anally (I’ve sort of had anal orgasms before, or something along those lines, but I can’t easily reproduce them). Before the full chastity I had about 50 days where I never came unless I had a plug or dildo in my ass at the same time, which I really enjoyed and I feel like I could do that forever. But now I’m upping it to full on anal only, and I’d like to be able to do this forever too.

misslutification: Yay!… Don’t give in. Thats the hardest part for me. My clit throbs for attention constantly. One of my followers told me when my clit throbs and my pussy aches try to keep fucking my asshole. Everytime i get horny to play with my asshole. It really helps actually. So when i get horny instead of thinking “touch pussy” i think “touch my ass”

silvercrow503: Hello I need training advice. My hopeful sub is embarrassed by the idea of having something up her ass constantly. Any ideas on how I could reassure her and make her more comfortable during the starting phases of the plug training? Thank you

If she’s just starting out, she shouldn’t really even being considering wearing a plug all the time. It’s fine for that to be an eventual goal, but initial training should focus on making it comfortable and enjoyable, the hopeful outcome being that she ends up enjoying it enough she may become excited about the idea of wearing a plug more long term. Start just with anal play (fingers and/or toys) during other sex acts she enjoys and gets pleasure from, then slowly have her wear the plug at other times, perhaps while masturbating on her own at first, then sometimes around the house for half an hour at first, and working up in time from there.

kinkyflo: Hello again 🙂 Im getting annoying yet?? Since I’m really loving my plug and the feeling of having my ass full I wanna buy another one and since you are the expert I want to know if you could help me… I’ve seen the princess plugs all over tumblr and I do think they are beautiful but Im wondering which material is better stainless steel or glass? Specially for a long period of time. Thank you so much!

Questions and requests for advice are never, never annoying and always welcomed from everyone!

Both stainless steel and high quality glass can be good materials for plugs. Some people have a fear of glass breaking, but I haven’t ever heard of that being a problem with a properly constructed plug. Both are hard materials with no give to them, obviously, which is a different experience from something softer like silicone, but a lot of people love it. They’re both also quite slick and so can stay comfortable longer without needing to reapply lube as often, something other materials may not do as well.

The majority of jeweled plugs are going to be stainless steel, but there are some glass ones too. Due to their huge popularity, there are a lot of cheap and poorly made ones flooding the market lately, so shop around a bit. The cheaper ones may work fine, but be very careful to check for defects from the manufacturing process that may create a sharp edge or burr before wearing it.

Also consider that a jeweled plug may not be designed for long term comfort if you want to wear it for an extended period of time. That doesn’t mean they’re bad at all, and you can certainly wear them comfortably for quite a while, but you may want to consider a different and more ergonomic design if you’d like to start wearing plugs long term. If you enjoy plugs, no doubt you’ll end up with a collection of several different ones for different purposes!

kinkyflo: My anal plug just came in the mail!!! Is my very first and I´m super excited and I wanted to share it with you since I´m taking notes from all your tips and getting all aroused with your post 🙂

I’m so glad! Good luck and enjoy, I’m sure you’ll have a lot of fun with it!

Anonymous: Since taking your advice on butt plugs, I haven’t even had my butt plug for three days and my ass is ready to take a very big and very thick cock. I’m ready to go anal only. 🙂

I’m glad to hear it. I would also suggest using a dildo in training, because while being able to fit a certain width plug is an important part of the process, you do also want to train for the in and out motion of sex. Keep it up, and take the anal only plunge.

Anonymous: How long is too long to wear a butt plug?like what if I fell asleep with a tail in?

As long as it’s comfortable. If it stays comfortable, it’s fine to keep in. The more you do it, the longer it will feel comfortable to keep it in.

Anonymous: I actually have a couple questions if you don’t mind 🙂 Q1. I’m looking to stretch my hole and create a cute little gape, how do you suggest going about this? I know to use plugs but I’m not sure how many times and for how long! Q2. My Master and I are thinking about participating in AO August, however, we haven’t done much sexually in quite some time. I’m craving it but not sure if I could handle a whole month. Some tips? Thank you! 🙂

1. A gape is something that becomes possible as you gain greater muscle control and can relax at will, generally in combination with recent anal sex or play to help temporarily relax the other involuntary muscles around that area. Just keep training with plugs and dildos as regularly as is appealing to you. Wearing a plug while you walk around and do other things can really help develop muscle control as you retain it and keep it inside you. It’s up to you and your body how long you keep one in per “session”. Do it for as long as it’s comfortable or you are otherwise able, then take it out and put it back in at a later time. Over time, the duration you can comfortably wear a plug will increase. You also, of course, want to make sure you have a plug that’s comfortable to wear for longer than a few minutes and which stays inside easily and comfortably without wanting to pop out all the time. As you stick with this, gradually increasing the size you can fit, you’ll be able to relax more easily, and as you can do that, you’ll find yourself able to gape your ass.

2. Anal August doesn’t have to be a whole month of anal. It can serve as a first introduction to anal only of whatever length works for you. If you’re worried about a whole month, try a week or two. (And you could of course continue after that if you wanted.) Anal August is something that’s been around for a few years now, unrelated to and before this blog existed, and isn’t strictly Anal Only-specific. If you end up enjoying whatever duration of anal only you try and then want to go for a full month, keep an eye out for announcements later this year for the third annual No Pussy November, an actual full month anal only challenge. (Or try it on your own anytime!)

Hope that was helpful in some way, and feel free to ask more if you have any other questions.

Anonymous: You seem to quite knowledgeable in all things involving ass play, hopefully including using butt plugs and training your ass? I have a lot of questions and do not know who to ask. I’ve got a bit of experience in anal, but I want to train my ass to accept a dick more easily. Right now, it’s a slow entrance with lots of lube before we can get to the good stuff. So I’m wondering where do I start, how long to keep it in, and what to use, etc? Thank you.

Anal training in the long term and anal warmup before sex in the short term are both really quite simple in theory. You start with something small and work up in size. When the transition to something larger feels uncomfortable or hurts, you’re not quite ready to go to that size yet and should either go back to the size you were using before or a size in between for a while before trying again.

Train as often as you can and feel up to it. Daily is fine if you’re able to do it, but a few times a week works as well. If you injure yourself at any point by sizing up too quickly, however, take a break from the training for a few days to a week.

You want to have a few different toys, both plugs and dildos of a few different diameters. Don’t bother with anything too small—tiny plugs don’t stay in place, and you can use your fingers to warm up at that size instead, plus you’ll outgrow small things rapidly. Get good quality materials—silicone, glass, stainless steel. Every time you masturbate, have something in your ass at the same time. Wear a butt plug when having other sorts of sex.

As you do this more often, you’ll develop more conscious muscle control and can loosen up “on demand”, as it were, by pushing out as if going to the bathroom while being penetrated. Chances are you already can do this to a certain extent, but the ability increases with training. Not all muscles in the anus are able to be controlled consciously, however, so wear a butt plug for 15 to 30 minutes before having sex and it will also greatly aid penetration with a partner.

kinkyflo: I’m so glad I found your blog, I really like anal sex but I want to be a better anal girl. I just bought my first plug to start training and Im super excited and all the amazing advice you give is making me even more excited, since now I have a better idea of what to do.

I’m glad to hear it! I’m sure you’ll have a lot of fun with the anal training. If you have any other questions along the way, be sure to ask.