New person, didn’t get to the end but was pretty entertaining for us both it seems.

Stranger: heya
Me: hi
Me: do you have brown hair?
Stranger: yeah
Stranger: why??
Me: yes or no only
Me: do you have brown eyes?
Stranger: haha. yeah
Me: are you wearing a hat?
Stranger: nup
Stranger: who wears hats anymore?
Me: your turn
Stranger: hehee
Stranger: are you a guy?
Me: yes
Stranger: cool
Stranger: how old are you?
Me: only yes or no questions!
Stranger: haha..
Stranger: are you a teenager?
Me: no
Me: my turn
Me: are you a girl?
Stranger: ok?
Stranger: nah. i’m a guy
Me: ok ur turn
Stranger: hehe
Stranger: umm.
Stranger: are you over 20?
Me: no
Me: my turn
Me: do you have a beard?
Stranger: haha. no ::P
Stranger: i like this game
Stranger: this is sooo fun!!
Me: ur turn
Stranger: are you under 13?
Me: no
Me: do you have a moustache?
Stranger: no
Stranger: i wish..
Stranger: ook.. how do you work??
Stranger: you’re not under 13.. you’re not a teenager. and you’re not over 20??
Stranger: you have to fit into one of those!!
Me: lol i don’t
Stranger: O.o !
Me: think my friend.
Stranger: i don’t understand!!!
Stranger: are you serious??
Stranger: hmm…
Stranger: nooo.. how does that work?
Stranger: hmm…
Stranger: O.o
Stranger: o.O
Me: think.
Stranger: so you’re not under 13… therefore you’re over 13
Stranger: am i right so far?
Me: yes
Stranger: ook.. you’re not a teenager. so you’re over 19?
Stranger: that’s right?
Me: yes
Stranger: but you’re not over 20??
Me: no
Stranger: you’re 20?
Stranger: exactly?
Me: yes
Stranger: >.<
Me: my turn
Stranger: stupid logic
Stranger: haha.. i love you
Me: does your name start with a P?
Stranger: hehe no
Stranger: you’re by far the most interesting guy i’ve spoken to on here
Me: y thankyou
Stranger: so my turn?
Me: yes, i got it wrong so its ur turn
Stranger: oooh…
Stranger: ok
Stranger: do you have a girlfriend?
Me: no
Stranger: ok
Me: i don’t see how that will help you but no
Me: does your name start with an S?
Stranger: no
Stranger: do you have a boyfriend?
Me: no
Me: do you have a horse named greg?
Stranger: hahaha!
Stranger: no
Stranger: unfortunately
Stranger: would you like to keep talking after this convo?
Me: yes
Stranger: AWESOME!!!
Stranger: on msn?
Me: no
Stranger: awww
Stranger: ok
Stranger: your turn
Me: do you have a monocle?
Stranger: lol.. no
Stranger: do you want to talk through email?
Me: no
Me: does your name start with a C?
Stranger: ok
Stranger: no
Stranger: do you want to talk through some internet medium?
Me: yes
Stranger:
Stranger: umm.. you don’t mean omegle do you?
Me: yes

The game didn’t get further than that because I had to go eat dinner. Maybe we’ll continue the game some day if (and only if) he finds this blog post.