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All the above is good advice. I'd add that relaxation is key. You don't want to stretch your hole as much as you want to relax the sphincter muscle and let things in. Even an experienced bottom will feel pain if they're not ready for the invasion. Lube (silicone hybrid is my favorite) and gentle massage with a finger before insertion of one, then two fingers and they will feel the muscle relax and know when it's time to proceed.
There's a little trick to get by the muscle that keeps your ass so tight and beautiful to behold.

Since that muscle is naturally built to close up hard and fast, don't immediately go faster, wider or more forcefully than its ability to stay tight.

With a cone shaped butt plug, your fingers one by one or even his cock, taking care to go gently and slowly onward, in steps, you can tire that muscle out to soon slip right by it.

Pressing up to it will cause it to contract. A constant pressure against it will soon fatigue it, just like any other muscle would behave. I once read that after a minute or so, it will sufficiently give where you can incrementally try again to grab a little more real estate on it. Over and over you go where practice makes perfect. You'll soon know your own little sphincter like it was your best friend! Some say an anal orgasm is their best friend, over a vaginal or clitoral one.

Also, after cleaning out, there may be a few episodes of further release so you'll need to gauge how much liquid you use to start a clean out. I'm saying this because sometimes having a butt plug in for a period of time can also make you feel like there's another release on its way, butt (no pun intended) there's nothing more to give.

Have fun and be gentle to yourself until you get the hang of (him in) it.

PS: Who ever started those wonderfully unhygienic practices of going from the ass straight into the vagina and also from the ass straight into the mouth. To each his own but it's not healthy and a wonderful way to get hepatitis and other glorious infections. Dogs do that, and then go for their nuts too! People that go from ass to mouth must also be nuts... errr, on second thought, nuts are nice to play with so they must just be crazy instead! ;)
I love female biceps! The bigger they are the bigger my cock gets! Been like this for as long as I can remember. I finally met a girls with big biceps and I came on them, on her, in her down her throat and in her pussy!
She was great! Unfortunately she moved away. Recently, I met a guy at a hotel and we watched woman of all ages flex their huge muscles. He was also into muscle woman! The plan was to just jerk off, but as his cock grew bigger
I got weak in the knees!. I went down on him and swallowed three loads over the course of our stay (daytime). We would meet a couple of times a month. It was great! He also moved out of state so I'm looking for another guy who might enjoy this type of meeting. No reciprocation necessary, but never refused! Someone must love muscle women and want a blowjob!!
I say forget the Poppers and use your ass. In my day there was Qualudes. They were muscle relaxers that made women horny for sex, but you didn't to inhale or snort or shoot them. They were pills. That worked when the 15 minutes were up. Save your brain cells and use your ass. Buy the big one you don't think will fit and all of his littler buddies and work your way up. That's the way you get ready for cock in your ass! And When you can take the big one, all the other dicks or cocks will be easier to take. That's my opinion and the way I'm getting used to being able to take a cock.Hug
Your Profile mentions Your desire to be ass-fucked for the first time. To make You first ass-fucking experience pleasurable, You need to make sure that Your asshole is "prepared" to recieve whatever size cock it is that You want to get fucked by. The sphincter muscle's main purpose is to stay tightly closed. But like any other muscle, it can be trained to perform whatever function it is that You want it to do. If You're not already masturbating anally, You need to start. Try inserting a finger in your asshole while masturbating. Or get a really slim vibrator to use on your asshole, while masturbating. And gradually increase the vibrator size, until You're using on the size/almost the size of the cock that You want to be fucked by the first time. You'll also want to try different lubricants, warming gels, and desensitizing creams, to see which one(s) you like best. I like Mandalay. It has a slight burning/stinging sensation. But I've gotten to really enjoy using it
Well, I see that a few have visited the posting so I am guessing there is some interest. I'll start. I have been reading a book on tantric sex and I have focused on the chapters that cover how to hold back your orgasm. First the recommend squeezing your PC muscle and doing this many times per day. It is hard to describe but it is essentially tightening the muscle that is between the anus and the scrotum for guys. This is supposed to allow you to tighten sufficiently to keep an orgasm from erupting forth. Since it is a bit like repetitive exercising, I have tried to do 10 or 20 every time I think of sex, which is fairly often.

There are also techniques of pulling down on your balls as your level of excitement rises which is easy when one is masterbating but not so when in the heat of the moment. Also the recommendation of applying pressure in that area where the PC muscle is to try to stop the flow. As with much in life, timing is everything and mine is usually not so good.

I have also read about "in-jaculating&qu ot; where you are able to hold back such that the orgasm does not release and it absorbs back in your system, with the benefits of increasing your virility. This has happened to me once recently but I have not been able to repeat the feat.

I am not trying to deny myself pleasure just apply non-drug related techniques to extend and strengthen my orgasm, guiding it to the proper moment so that my partner or partners and I can reach a crescendo together or at the right moment.

Hopefully this stirs some discussion since I think it is an interesting subject for some.

Looking to see some posts from all of you...Allen

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Hello Bill & Pattie, thanks for the welcome. I'm sure myself and Lisa will have fun meeting and chatting with singles and couples. We hope to find people close to where we are to hang out with and get close to as friends and whatever. Jerry