Big Cucumbers
Hammer Handles
Axe Handles
Blades of Grass
Womens Shoes
Womens Panties
Carrots
Daikon Root
WHOLE FISH
Kolbassa Sausage
Garlic Coil
Hot Dogs
Hamburgers
Hot Pizza Slices
Branches
Table Legs
Chair Legs
Long Screw Drivers
Dildos
Penis
Own Fist
Jewelry Items
Ice Cubes
Hot Water
Milk
Soda

Probably more ..... I'll add when I remember

Oh ya ---

A Long Tine from a Moose Antler
Baseball Bat


NEXT???

Barbie doll, legs first up to waist,
Barbie doll, head first (in a condom) up to shoulders,
Multiple pairs of knickers,
Bikini top and bottoms,
A red satin skirt,
The kitchen roll holder (wooden pole)

Really?

I can't believe you haven't tried a chainsaw!!

My GF's dildo and my buddy Bill's cock

.

I know right wtf

None. But thanks for asking.

A finger, a penis and a small dildo. Not at the same time, LOL

I like the Barbie Doll idea.
Guaranteed I could probably shove two of them up my ass!!

My ex wifes strapon
Her guy friends cock
A double end dildo with my ex wife on the other end
2 guys that my ex wife picked up and used me
My dildo with a suction cup on it
A plunger handle yummyy

Need more cock
Hit me up

Fingers
Bottles
Candles
Vibrators
Other guys' tongues
Other guys' cocks

A doctors finger a couple of times when I was young and I didn't like it then. lol
My ex-wife's finger and she made it feel awesome!!!! I loved a finger in my ass after that!!! lol Then my ex-wife's tongue not long after that.
Many various sex toys since then, starting with an anal kit I purchased after the first time the ex-wife got me off with her finger in my ass, which consisted of a plain everyday c-cell vibrator with a few attachments. I started with one that was about 8 inches long and only as big around as a pencil. There were 4 other attachments, only one did not look safe to use or that it would even feel good, but would probably hurt, but the plan was to go from the smaled=st diameter and gradually work my way up to the bigger ones, but after using the pencil size head (which I still love to use) I decided to just go straight for sliding just the vibrator itself in and I loved it!!! I do still love the C-cell size vibes and use them sometimes, but my favorite regular vibe is a AA cell size for most of my anal play. I have had expandable vibrating butt plugs and an assortment of vibrators, dildos and vibrating dildos that I enjoy as well as my own finger. I have one dildo that is pretty big that I use on rare occasions, but I have to be in the right mood and feeling extra adventurous when I use it. It takes a while to get the head shoved in and then he rest is easier, but still have to go easy and gradually, but believe me, when I am in the mood for that one, it gets me off really good!!!
I have also had other girlfriends since my divorce who have used fingers, tongue and toys on me like my ex-wife did. The only thing I haven't had yet is a girl fucking my ass with a strap on. My ex-wife and several girlfriends since her have said they would be into fucking me with a strap on, but just have not gotten around to getting a good strap on to actually do it. I am hoping to change that soon. One girl I have been sexting with for a few years now said she has ordered a strapless strap on and we are planning to meet up for a rendevous in a favorite town we both love that's about the halfway mark between us to spend a weekend or maybe a week just fucking and having fun and she wants to be the first to fuck my ass with a strap on, so we are hoping we can both make the trip this summer, but now I have a local phone sex friend who also wants to be the first for that. We'll see who gets there first.

My fingers
Gfs fingers
Carrots
Cucumbers
Screwdriver handles
Hammer handles
Chair legs
The bulb bit on the back of a dining chairs
Gfs didlos
Ice cubes

Fingers
Fist
Wine bottle
Lube bottle
Glass wiper handle
Vibrator