What is the first thing you put up your bum?

[Snodger]

60's man here thinking of trying some anal play alone and with my wife, but other than fingers I'm not sure what to try. Jumping straight to a life-size dildo seems to much to start with, so was hoping to get some ideas of alternatives.

What did you start with and how do you progress to something bigger?

 

[Pabiporffor]

First thing I ever tried was a blunt carrot. Not a particularly large one and with less girth than the average dick, but I knew if I couldn't handle that I'd no business offering my ass to a guy.

 

[lowcollar]

I went right to a 7 inch dildo. Hurt a lot at first, but I like that.

 

[Kuriousnomore]

I love my life like silicone cock, lubed up and stuck to the shower wall with its suction cup. I can back up to it and then go in and out as much as I like. But you’re right it’s a little much to start with. I’m partial to my prostate stimulator with attached cock ring. It’s black silicone most commonly and not hard to find online. It has a bulbous head that feels so good as it passes through my sphincter.

 

[Txbeaverlicker]

Invest in some butt plugs

 

[Ssbbw4u1974]

I first started with anal plugs.. Small..
Use lube for sure

Then a thin, beaded shaped glass dildo because glass is great for ass play!

Now I use an anal vibe...

 

[Snodger]

I love my life like silicone cock, lubed up and stuck to the shower wall with its suction cup. I can back up to it and then go in and out as much as I like. But you’re right it’s a little much to start with. I’m partial to my prostate stimulator with attached cock ring. It’s black silicone most commonly and not hard to find online. It has a bulbous head that feels so good as it passes through my sphincter.

We do have one of those but I felt a bit big to start with.

 

[Snodger]

First thing I ever tried was a blunt carrot. Not a particularly large one and with less girth than the average dick, but I knew if I couldn't handle that I'd no business offering my ass to a guy.

I did wonder about that but was concerned it might snap and leave some of it behind

 

[Japansurfer]

60's man here thinking of trying some anal play alone and with my wife, but other than fingers I'm not sure what to try. Jumping straight to a life-size dildo seems to much to start with, so was hoping to get some ideas of alternatives.

What did you start with and how do you progress to something bigger?

Mistress started me on my path. Small sized but plug before moving to more

 

[Thomas_Hardy]

I don't but a few shes did - I was initiated just through her finger(s), she then got the endearing idea of trying to find a smallish cucumber and lots of olive oil and we spent a lot of time chilling with each other when she first made me. Overall I prefer things that have grown, natural stuff. Carrots are a bit hard at the edges. She once popped a very ripe nectarine in after lonf warming up. Never felt pain but we always used lots and lots of lube and lots and lots of time and intimacy around it.

 

[CliodhnaOB]

Hairbrush xx

 

[Gunter99]

Invest in some butt plugs

Totally agree!

Doc Johnson plugs are the best

 

[Rod_Love]

Aneros P-Spot massager - great experience. Since then a few butt plugs and really enjoy them.

Tried a dildo recently - I misjudged and it was too big, not all that enjoyable. Will have to try again with a more modest size…

I’ve been rimmed a few times and would having a tongue squeeze its way in there is a wonderful feeling…

 

[Mrs_and_mr]

My partners fingers, then a dildo, then a strapon.

 

[4yourpleasureiam]

I didn't put it up there but a friend's cock.

 

[21finish]

First thing was my finger but the first other than that was a tampon; kept it in a while as I went about some daily shopping. I moved to vibrating toys but didn’t have any I could leave in place safely.

 

[EmmAgain]

The first thing that went up my butt was a boy’s finger. He was eating me out and just slyly slipped it in well-lubed with spit. It felt surprisingly, astonishingly good.

The first thing I did when I got home from school that day is start my own experiments. Which, of course, I had to snap.

https://www.imagebam.com/view/ME169GKJ

 

[KSBerry]

Hemorrhoid cream

 

[EmmAgain]

V proud to say that after a tentative beginning, this is what I managed to work my way up to: https://gofile.io/d/4I9Qkd

 

[Norfolkguy49]

V proud to say that after a tentative beginning, this is what I managed to work my way up to: https://gofile.io/d/4I9Qkd

Gorgeous x

 

[Glassnslate]

..

 

[MiaDani80]

Pretty sure it was my finger, then a neon yellow highlighter. Have worn plugs before and fucked my ass with a dildo before as well. Now I just love my wife's fingers and tongue.

 

[PFWilly]

A broom stick…I was sort of young and experimenting…lol.

 

[vibes]

V proud to say that after a tentative beginning, this is what I managed to work my way up to: https://gofile.io/d/4I9Qkd

Is still everything all right back there after that monster passed through?

 

[ericalauren]

If I were you, I’d buy a series of different sizes of butt plugs and of course plenty of sex toy-safe lubricants. Good luck.