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It's possible if he attempted a massive thrust into a dry, unprepared arse.

(I helped save b3ta! Wicca'd Witch needs ideas for a new sig on..., Mon 25 Aug 2008, 20:43, archived)
Or if the person on top got too 'buckwhylde'

(I helped save b3ta! Malaka omdz, Mon 25 Aug 2008, 20:44, archived)
I think it was the 60 metre run-up and double pike somersault approach that did it.

(I helped save b3ta! Dr. Shambolic je suis charlie, Mon 25 Aug 2008, 20:44, archived)
These gaymosexuals and their fancy fucky ways.

(I helped save b3ta! Wicca'd Witch needs ideas for a new sig on..., Mon 25 Aug 2008, 20:45, archived)
haha

(I helped save b3ta! TonyUNDERSCORE from the Internet, Mon 25 Aug 2008, 20:47, archived)
Of a two-year-old.

(I helped save b3ta! Comma, Mon 25 Aug 2008, 20:45, archived)
Oh no.
Really it was more of a fumble.
(I helped save b3ta! ArthurTheRat, Mon 25 Aug 2008, 20:45, archived)
Over enthusiastic tug job?
OUCH.
(I helped save b3ta! Wicca'd Witch needs ideas for a new sig on..., Mon 25 Aug 2008, 20:46, archived)
It was probably like that bit on Sin City where Bruce Willis pulls that yellow fellow's bollocks off.

(I helped save b3ta! BraynDedd Natasha Kaplinsky's labia majora, Mon 25 Aug 2008, 20:47, archived)
Yeah.

(I helped save b3ta! ArthurTheRat, Mon 25 Aug 2008, 20:57, archived)
Lube. Lots of.
It stops the friction burns and the bruised foreskin, which means you can focus on teaching them the right way to go about things.
(I helped save b3ta! Wicca'd Witch needs ideas for a new sig on..., Mon 25 Aug 2008, 20:59, archived)
He was a good three years older than me was the odd thing.

(I helped save b3ta! ArthurTheRat, Mon 25 Aug 2008, 21:01, archived)
You'd be surprised how many people can't give a good handjob.
It's something everyone assumes is easy, so they never bother brushing up their technique.
(I helped save b3ta! Wicca'd Witch needs ideas for a new sig on..., Mon 25 Aug 2008, 21:08, archived)
So you tried shoving it in his navel then?
You complete fucking failure.
(I helped save b3ta! BraynDedd Natasha Kaplinsky's labia majora, Mon 25 Aug 2008, 20:46, archived)
I've failed as a teacher.
I really have.

:(
(I helped save b3ta! moohalaa, Mon 25 Aug 2008, 20:48, archived)
Mooey: purveyor of rubbish homosexuality tips since 1987.

(I helped save b3ta! BraynDedd Natasha Kaplinsky's labia majora, Mon 25 Aug 2008, 20:50, archived)
I'm definitely cancelling my order for 'Moohalaa's Own Lube and Oven Degreaser Combi'

(I helped save b3ta! glued eel /questions/questionsyoudliketoask/post1648081, Mon 25 Aug 2008, 20:54, archived)
If It Ain't Caustic, It Ain't Fab-U-Lous!

(I helped save b3ta! moohalaa, Mon 25 Aug 2008, 20:58, archived)
Don't be prejudiced against the navelsexualists.

(I helped save b3ta! Comma, Mon 25 Aug 2008, 20:52, archived)
It's not prejudice if I'm right.

(I helped save b3ta! BraynDedd Natasha Kaplinsky's labia majora, Mon 25 Aug 2008, 20:53, archived)
What if I prove you wrong.
Does that make me less prejudiced than you.
(I helped save b3ta! Wildheart Baby. Drunken Mess In A Good Way, Mon 25 Aug 2008, 21:03, archived)