Anonymous: I recently bought a vibrating butt plug and am having an extremely hard time inserting it. I have been having anal sex for years now (not solely) but I just seem to be having a lot of difficulty. I want to surprise my BF with it but I have to get it inserted first 🙂 Any suggestions?

Aside from the basics of being sure to use enough lube and gently but firmly inserting it while relaxing and “pushing out” as if going to the bathroom, perhaps it’s the shape or size which is causing difficulty? If it’s particularly long, for example, it could take a little getting used to given its likely rigidity for the length.

Try easing it in as far as it will go, then relaxing your ass as much as you can and pushing it in a little more and repeating until it’s either in or you can’t take it any more, in which case, let it slide back out partway, and try again. Usually going back and forth like this for a while will ultimately let you get it in, but if it doesn’t, don’t force it. Try again the next time, and over time you’ll get there.

Anonymous: I bought my first anal training set. I’m on the quest for the perfect gape

Good luck, and enjoy! Work up through the sizes and use them regularly, and you’ll reach your goal.

Anonymous: i think about getting my ass fucked 24/7 i play with it every day. when im at work with no plug in which dosent happen much i can still cum from just thinking about anal sex. im such an anal whore. i recently got a large jeweled plug and holy shit i love it. i use it before i fist my ass or use a big dildo. mmmmm it just makes my pussy leak so much

That sounds wonderful, almost as if you were destined to be anal only!

Anonymous: if i can ware a large butt plug and want to go bigger should i get 2 smaller plugs or get a diff one?

Get a larger plug. Wearing two smaller plugs at once isn’t going to be very comfortable long term, while a single large plug can be very comfortable once you’re used to it.

Hello! I am a French girl and I just wanted to share my story about anal.

I’ve started to enjoy anal sex with my current boyfriend last year, only in rare occasions. Then it seemed like my butthole was much more pleasurable for everyone and we did it more and more. I identify myself as His property and he enjoys it very much. I told him I loved anal and he offered me a beautiful princess plug, because he read it created new sensations while fucking “normally” (meaning in the vagina) and I started to appreciate it more and more and more to the point where he just offered me a new princess plug, much more comfortable to wear for a long time (like a whole night or day), and I soon realized I enjoyed being plugged, wearing my plug, playing with it until my ass is completely gaped and the plug almost falls from it, showing off my gaping asshole to my boyfriend on Skype like a dirty little whore and enjoying the feeling of his hand putting my plug in my butt or his cock penetrating me without even preparing my butt because he knows I have been plugged all day long and completely gaped.

It has been almost a month and I haven’t even touched my vagina. I’m currently wearing my princess plug and I feel like I could spend years without using my vagina to pleasure myself and only masturbating with my butthole, because it is the best hole I can use and my boyfriend supports my anal training. I am plugged at least two hours a day and I hope I can increase this time with my new toy so I can be plugged every time and enjoy anal sex without any preparation and no vaginal stimulation!

Thank you so much for sharing! That’s a wonderful story and really demonstrates how with a little time and determination you can discover how much better anal is, even if you wouldn’t think it at first, and eventually you end up at the point where you want to be completely anal only. I hope you’ll find that it continues to be satisfying and are able to remain anal only long term.

Anonymous: I have two questions! 1. Any tips for wearing a butt plug long term? Any particular ones that are good for long term (8+ hours) wear? 2. What’s the best way to have completely clean anal like porn stars do?

Get one with a t-base or similar that seats comfortably, and no hard/sharp edges, rather than something round-based. There are a lot of good options. The Tantus Ryder is a good small/medium option. As for technique to wear long term, just wear for as long as you can and keep trying to push that a bit longer each time and before you know it you’ll be able to wear it to bed or all day if you want. Carry lube with you in case you need to relubricate throughout the day.

Diet is a major factor for clean anal. Have a generally balanced diet with a healthy amount of fiber and you’ll be naturally pretty clean. Wear a plug before having sex and that will often help you clean out further. Use a small anal douche in the rectum only to flush it out if you feel the need to clean further.

internetsbestsluts: I really love anal play and have been taking the time to train myself to bigger and bigger plugs and toys recently. So today, since there’s not a lot of people in my office and I’m usually alone in my part of the office, I decided to bring some plugs with me to work.

I started off by wearing a very small silicone one. Only about an inch thick, but it was just to get my ass used to being filled constantly all day. I told myself that if I could be extra productive and finish a certain amount of work before lunch I could move up to the bigger plug I brought. So when lunch time came around and I was a productive little butt slut, I went to the restroom and slowly pulled out the little one to make room for the big one.

This bigger one is glass and shaped like an arrow, I call this guy the mean plug. He’s got a reasonable girth to him, except for the flare of the arrow, which is about 2 inches in diameter. It took me a few minutes of fucking my ass in the restroom with the plug to for it to feel more comfortable and not just painful…but it’s been in my ass since noon and I have been bouncing in my chair all day!!! I’m so fucking horny and can’t wait to get home, but I have to take a grocery shopping trip first! I can’t wait to feel the red covering my face as I wonder if anyone knows why I’m walking like there’s something stuck up my ass. 😉 I fucking love being an anal slut!

willowkitty: Another update on the 24 hour plug challenge.

I could not stay awake for the 24 hour mark, so I ended up falling asleep plugged again. To my surprise it actually did stay in the entire night, so I ended up being plugged for just over 30 hours.

I am quite pleased, considering the girth and struggle it was for me to clench and hold on to that toy.

Strong butt is strong!

Anonymous: I started my anal only training on New Years and I am proud to say I can now comfortably take a plug in my ass all night long without any soreness or complaint in the morning! I’m slowly working my way up to being able to keep it in all day! I look forward to the day when my cunt can be relegated to decoration and my ass is ready to be fucked at all times!

Congratulations! Keep up the gradual increases of time and you’ll get there.

Anonymous: Hii, what plug size would you recommend for someone who’s not a starter? I’ve masturbated anally for over 3yrs and I’ve had anal sex but I have never use a plug. Thanks!

That depends somewhat on what your goal is. Do you just want a plug you can comfortably wear for extended periods of time? Or do you want something on the larger end to help you accommodate larger objects and/or penises?

If you want a comfortable potentially long-term wear plug, aim for something with the widest diameter around or a little smaller than sizes you’re comfortable with already, and with a neck diameter a fair amount smaller than the widest diameter so that it stays in place well, and a sturdy but slim T-shaped base so it can rest between your cheeks comfortably. Something like the Tantus Ryder is often good for this purpose, with a max diameter of about 1.5″.

If you want more of a training plug for larger sizes beyond anal sex, you’ll want something with a thicker neck, but there’s such a wide range of sizes available here and it can be very much dependent on what your current maximum comfortable size is, so it’s hard to provide such advice in a generic sense.