What is the first thing you put up your bum?

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.
Love them slim but long (that's said we have some life-size, and bigger ones)
 
Not counting any suppositories back when I was a kid a few centuries ago: my foreskin.
 
Not counting fingers etc....a 6'' inch dildo, a few years ago. Followed by a 7" dildo a bit later.
 
I wish I could remember. I think it may have been one of those souvenir bats from a baseball game
 
I can't break doctor/patient confidentiality but I can think of 4 times I've had to deal with stuff inside butts that would make you laugh your ass off.

I will say ... it's probably best to use things designed for their purpose because internal gas and pressure can create suction ... which can pull things where you can't get them out.
 
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Is still everything all right back there after that monster passed through? :eek:
lol!! All good, no issues!

That video was from maybe eight months after my little finger adventure at the zoo. But this guy knew what he was doing: he must have spent an hour oiling and massaging my body, and gradually stretching me out. It’s all about patience and technique.😊
 
Anyone else noticed when men want to experience something up their bottom they always start with something tiny and work up over several days.

Yet they'll expect just "accidently" slip their dicks in us or expect us to be ready for a pounding after two minutes of finger prodding.
 
Anyone else noticed when men want to experience something up their bottom they always start with something tiny and work up over several days.

Yet they'll expect just "accidently" slip their dicks in us or expect us to be ready for a pounding after two minutes of finger prodding.
sounds about right.
 
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 like your planning ahead! When did you try the carrot?
 
The first thing I put into my bum was my finger. I was in the shower and curious so I soaped up my pointer finger and stuck it in. Then went deeper and felt around. I remember getting really hard. I stroked my cock with my other hand and came hard.

After that I remember exploring often with different fingers of mine and enjoying it.
 
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?
As a self confessed expressed expert, I recommend starting slow, always make sure you are clean (enema/douche) and start easy and work your way up. You’ll be amazed how much more is possible after just a few weeks and the months! And so much fun.
Good luck, relax, have a great time!
 
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