Putting in an anal toy?

[live4thebj]

I’m being serious here. Ladies or guys what is the easiest position you can put yourself in to get a toy up your ass and hurt the least?

I have a prostate massager I love. But big for me and always not easy getting in. But haven’t had a prostate orgasm in awhile and planning to do it Sunday or Saturday. I have a few days alone to myself for some self pleasure.

 

[KyleR215]

It depends on the toy for me. If it is my long thin dildo, then I can sit down on it. If it is my plug, because of it being bulbous, I find being bent over or on all fours is easiest. Or even on my back.

I also think it depends on how relaxed, how much prep and how loosened up you are

 

[Womanluvr]

For me it lying on my back, it is a relaxed position for me which allows to relax and control sphincter muscle

 

[Britva415]

Try lying on your side with your upper knee lifted toward your chest a little. It's easy to relax, and also easy to reach.

 

[lit_ch3]

Try lying on your side with your upper knee lifted toward your chest a little. It's easy to relax, and also easy to reach.

Truth....

 

[doubletee]

I’m being serious here. Ladies or guys what is the easiest position you can put yourself in to get a toy up your ass and hurt the least?

I have a prostate massager I love. But big for me and always not easy getting in. But haven’t had a prostate orgasm in awhile and planning to do it Sunday or Saturday. I have a few days alone to myself for some self pleasure.

Lying on my back. Although, standing can also makes things easier for me.

 

[comegently]

I do not go above 1.5 inch diameter.
First I lube up inside me, wearing disposable vinyl examination gloves, like SafeTouch.
Then I lube the plug.
Easiest position to get it in is on my side with knees pulled towards my chest.
I usually then take it out and lube it again.
It gets easier once it's been in a short while.
Like this:
https://www.***********/scl/fi/ocmhhovl3iksv3zzp8ppu/c2.jpg?rlkey=w10btnde48fwrwbdvysm05miu&dl=0

 

[emme8]

I stand at the bathroom sink and lean over.
I apply lubeto myself and the toy. I work it in and out each time a mm deeper. Apply more. I go slowly. Use much more lube than you need. Your body will absorb some lube.
AND
Taking it out can be harder and more painful.

 

[whatahoot]

For me it's easiest to be on my back

 

[Goldenfinger]

With a partner

 

[robbiewillsucku]

I suggest you get a pump up toy - very thin to go into your sissy-pussy then pump up to streach you so you can handle a bigger toy without pain.

In high school, I was a dom straight male with a sub girlfriend with big tits. We fucked like rabbits. Over the years of fucking females and going to a few swinger parties - I learn to be a switch and now I am a sub and wanting to be more sissy sub cd.

Once I dated a nurse for 6 months, she loved to suck my cock all the time -- only one issue -- she insisted on fingering my ass every time she sucked my cock. Soon she had me trained to a sub and had my body trained - my ass would open and respond like a pussy craving to be fingered fucked or fucked with a toy.

Yes I like being fucked by a real cock (must wear condoms) but I prefer to be fucked by a female with a strapon. It is alot more fun and we both know that your strapon will not go soft and I have to keep taking it as long as you keep giving it to me.

 

[JohnHope330]

The first time I put in a butt plug it was while standing bent over. It was an amazing feeling. The problem with anal toys for me is that they make me horny but do not give real satisfaction. After some time, I wanted more stimulation and bought a bigger silicone plug. This had the diameter of about 2 inches. To insert it into my ass I sat on it, while very slowly pushing downward and relaxing my sphincter. It took some time to get it in and then suddenly it disappeared completely into my rectum! Luckily I had connected a string to it and could gently pull it out again. The reason why I had this string connected is that I found the flanged end of the plug rather small. Was I lucky!
I told the sex shop who sold this plug that it is a dangerous plug, and the seller removed this model from his shelves.

The next stage was using a dildo with a suction cup. This is a great invention that allows you to fuck yourself while connecting the suction cup to the bathroom wall.

 

[AnalLady]

Creative

 

[load69]

I use a suction cup dildo and it works great

 

[nassauguy_2001]

Try lying on your side with your upper knee lifted toward your chest a little. It's easy to relax, and also easy to reach.

That is my go-to starting point. I always start with slimmer toys to get myself relaxed and lubed up nicely. As I open up, I move to a large tapered plug with more lube and eventually I am sitting on.
When I am ready, I get back on my side and the real fun begins!!!

Enjoy!

 

[andthighbootsforall]

Have not had issues personally but usually I kneel down on the floor with my legs spread a bit, lower my head down towards the floor and then put it in.
Over living really isn’t a thing.