Sharpie can't enter

so i feel kinda silly, i just tried the whole sharpie in pooper thing, but i cant for the life of me get it in. Its like the entrance to ass is blocked, despite me being relaxed and aroused.
I just cant get in there.
Any tips on what i should do?

Use lube, silly.

Lubrication!
LubeThingsUpFirst

J-J-JAM IT IN!!!!

Lubrication!
LubeThingsUpFirst

lubed it up saliva, but its like its just too damn tight, i cant get in there :(

hmmmm... push harder?

lubed it up saliva, but its like its just too damn tight, i cant get in there :(

Use soap.

Take it out, hold it about six inches from your ass and then just ram it in really fast. Trust me.

We're going to need a picture of your lubed up pooper to know how to proceed, OP. Make it happen!

Seriously? A sharpie is so small, how can't you get it in? Try putting saliva on your a**hole and pushing your wet finger in a bit.

We're going to need a picture of your lubed up pooper to know how to proceed, OP. Make it happen!

lolno
any position that makes entry easier?

Seriously? A sharpie is so small, how can't you get it in? Try putting saliva on your a**hole and pushing your wet finger in a bit.

inorite, i thought it would just slip right in but it just wont

so i feel kinda silly, i just tried the whole sharpie in pooper thing, but i cant for the life of me get it in. Its like the entrance to ass is blocked, despite me being relaxed and aroused.
I just cant get in there.
Any tips on what i should do?

hot, post moar

loltrap!!

Lube up your fingers first and finger your ass for a while. Once you can get two fingers inside more or less comfortable, it's sharpie tiem!

I dont think Ive ever laughed as hard at web as I am now
Thankyou
Anon delivers once again.