How to train to bottom?

[pdm8705]

I didn't find anything so if this has been answered before, forgive me, but I also wanted to speak my case.

I really want to bottom. I have always wanted to bottom. But in my 20 years now of being sexually active, I have maybe bottomed 10 times and have maybe enjoyed it once. I just don't like the feeling of being penetrated. I accepted this and get my fun elsewhere. I have a pretty big dick and dudes like to ride it but I've also accepted that I have fun being a side most of the time anyways.

But as I near 40, I've come to realize the opportunities with some dudes I have clicked with otherwise were lost because I didn't want to bottom for them. On one hand, it's absolutely normal for things to fizzle if we aren't sexually compatible. But on the other, I REALLY wish I enjoyed it and got to spend time with some really hot guys I've encountered and had interest in me.

Relatively recently, when I decided I wanted to just try it and hope I get to a point where I like it, I had an anal fissure that took forever to heal. Even healed, it's left me with an external hemorrhoid that hasn't gone away in 2 years now. The dude wasn't even that big and did all that damage and I'm afraid of doing more ON TOP of still not really enjoying the feeling of someone being inside of me.

My question is, is there a pathway or plan others have taken to get to a place where not only is bottoming enjoyable but also doesn't cause regular damage? Does anyone share the feeling of being "invaded" and not really enjoying penetration? Has anyone moved past that?

I'm of a smaller frame and I fantasize about being fucked by bigger dudes and enjoying it but I keep getting back to reality that I know my body just does not enjoy it. I really like my hole being played with. I love the sensation of a dick being slapped on my hole and teased. But as soon as it's in, I'm like "Take it out!!!"

Any words of experience or help would be appreciated.

 

[winesthel945]

There's lots of threads here about easing into bottoming, how to use butt plugs to help you slowly ease into larger sizes, and how to clean out. Do a little searching for "douche" and "butt plug" and you'll find lots of messages on this topic

 

[cedarizzo]

Sounds like bottoming is not for you.

 

[jonathan29]

I didn't find anything so if this has been answered before, forgive me, but I also wanted to speak my case.

I really want to bottom. I have always wanted to bottom. But in my 20 years now of being sexually active, I have maybe bottomed 10 times and have maybe enjoyed it once. I just don't like the feeling of being penetrated. I accepted this and get my fun elsewhere. I have a pretty big dick and dudes like to ride it but I've also accepted that I have fun being a side most of the time anyways.

But as I near 40, I've come to realize the opportunities with some dudes I have clicked with otherwise were lost because I didn't want to bottom for them. On one hand, it's absolutely normal for things to fizzle if we aren't sexually compatible. But on the other, I REALLY wish I enjoyed it and got to spend time with some really hot guys I've encountered and had interest in me.

Relatively recently, when I decided I wanted to just try it and hope I get to a point where I like it, I had an anal fissure that took forever to heal. Even healed, it's left me with an external hemorrhoid that hasn't gone away in 2 years now. The dude wasn't even that big and did all that damage and I'm afraid of doing more ON TOP of still not really enjoying the feeling of someone being inside of me.

My question is, is there a pathway or plan others have taken to get to a place where not only is bottoming enjoyable but also doesn't cause regular damage? Does anyone share the feeling of being "invaded" and not really enjoying penetration? Has anyone moved past that?

I'm of a smaller frame and I fantasize about being fucked by bigger dudes and enjoying it but I keep getting back to reality that I know my body just does not enjoy it. I really like my hole being played with. I love the sensation of a dick being slapped on my hole and teased. But as soon as it's in, I'm like "Take it out!!!"

Any words of experience or help would be appreciated.

I can relate easily. I was exactly like you and I wanted so much to bottom.
First what I did was to know my body better. And to reach that knowledge an Aneros device helped me a lot. Then I became more able to welcome something down there. Prostate is the key Then I followed with bigger toys and eventually with the Tantus P spot. Oh ! What a relief ! There I achieved my first Handsfree orgasm.
And then I was ready for bottoming. Which I did with a top whose dick is thick but rather short. A very good moment.
And now I’m still improving with rather huge dildos…
Hope this will be helpful

 

[marriedmouth4u]

I really want to bottom for someone who can train me to take it slow and get use to it fucing me in my ass I just need my ass trained and worked in slow so I can get use to it then my ass will belon g to you always I do want to takes a nice had dick up my ass and just be your bottom gurl forever

 

[carloseduqp1]

WOW, WOW, WOW, wait a moment, are we twins in opposite sides? That's really good, cause I have the same problem but as being a TOP.
Hello, I'm Carlos, I'm from Brazil, let's go. Well, bottoming is something easy not easy, first of all, you MUST be really relaxed and you really have to be IN THE MOOD to be penetrated, like "OMG, I really want to be with this guy, really want to FEEL HIM INSIDE ME". Second, u must train before having sex, not hours before, you must day by day, or every other day, play with your ass, like, penetrate your finger, start massaging your sphincter, when you are enjoying, try to slowly insert one finger, until you reach the PROSTATE, and THAT'S THE PLACE where the magic happens, it's so pleasurable that even now, trying to describe the plasure for you I'm hard. Third, trained and relaxed, and really wanting 'THE GUY' inside you, you must RELAX, try really to stroke your dick, and the guy's dick, get some lube on the guy's hand and ask him to massage your ass slowly, and ask with a serious face, explain that you are new at bottoming and ask him to be gentle. Forth, PLEASE, be with 'THE GUY', one that is really patiente, sweet, not someone yo find on Grindr to be one night stand, of if it is, try to select one that you can FEEL that he's going to be gentle ('THE GUY', that's why I'm always writing always UPPER CASE).
I really would like to talk more with you about this, and maybe open my mind for you, maybe you can help me too.

 

[bravesoldier]

Patience is more valuable in training to be a bottom than anything. I thought I wasn't going to make a bottom when I began. It WILL NOT happen fast. Get small toys and graduate larger little by little. Get your butt used to having something inserted in it. You will have to stretch your hole and if you keep at it, it will stretch and acclimate fine. The best thing to do, as backward as it may seem is once your hole gets accustomed to having something inserted in it, get a dildo about 6.5 inches in girth, lube up well and put it in. Accept you will have to bear some discomfort at first. I am an example that a big dick is easier to take than a slim one, as the stretch of the powerful muscle will temporarily give in, letting the large size in with FAR less discomfort to do its stretching. Don't be afraid, your hole is very tough and resilient.

Slow and patient, that is what makes you a bottom.

PM if you like.

 

[kiki12321]

Wear makeup & lingerie. Be as sissy as you can be. Train your womanhood with big black dildo

 

[theplayerking]

I didn't find anything so if this has been answered before, forgive me, but I also wanted to speak my case.

I really want to bottom. I have always wanted to bottom. But in my 20 years now of being sexually active, I have maybe bottomed 10 times and have maybe enjoyed it once. I just don't like the feeling of being penetrated. I accepted this and get my fun elsewhere. I have a pretty big dick and dudes like to ride it but I've also accepted that I have fun being a side most of the time anyways.

But as I near 40, I've come to realize the opportunities with some dudes I have clicked with otherwise were lost because I didn't want to bottom for them. On one hand, it's absolutely normal for things to fizzle if we aren't sexually compatible. But on the other, I REALLY wish I enjoyed it and got to spend time with some really hot guys I've encountered and had interest in me.

Relatively recently, when I decided I wanted to just try it and hope I get to a point where I like it, I had an anal fissure that took forever to heal. Even healed, it's left me with an external hemorrhoid that hasn't gone away in 2 years now. The dude wasn't even that big and did all that damage and I'm afraid of doing more ON TOP of still not really enjoying the feeling of someone being inside of me.

My question is, is there a pathway or plan others have taken to get to a place where not only is bottoming enjoyable but also doesn't cause regular damage? Does anyone share the feeling of being "invaded" and not really enjoying penetration? Has anyone moved past that?

I'm of a smaller frame and I fantasize about being fucked by bigger dudes and enjoying it but I keep getting back to reality that I know my body just does not enjoy it. I really like my hole being played with. I love the sensation of a dick being slapped on my hole and teased. But as soon as it's in, I'm like "Take it out!!!"

Any words of experience or help would be appreciated.

The secret to bottoming, like yoga, is frequency and repetition, either with a real dick or a substitute. You can’t get used to it if you only do a couple of times a year. If you don’t have a fuck buddy that you can enlist to train your ass once a week or so, you need to do it yourself.