I have been to a few dodgy clubs in London....... seriously dodgy
I have seen a guy get fisted up past the elbow...I have even seen a woman use a special rubber sock and stick her foot up there.

I seriously doubt anyone could shove enough of a breast up there to reach the prostate, and even if a tiny bit of breast could be forced/squeezed in there, it would be impossible to move it enough to give the sensation of a fuck.

I call 'bull'
(essexfriend, Mon 10 May 2010, 21:04, 4 replies)

This.

( Noeli overtheshoulderboulderholderthingstraplatchboobs, Tue 11 May 2010, 7:37, closed)

Specially engineered implants, perhaps?
You know, like the inflatable ones with a pump they implant for erectile failure. Just press a button and voom.

God, my tits hurt just thinking about it.
(littlesunshine licked your blinky diodes on, Tue 11 May 2010, 8:47, closed)

The story doesn't say
it's massaging his prostate

Just that the guy had breast filling his arse and was fucked with it until he came.
( uberdeity Wondered why Owen Lars knew of the term "hell" on, Tue 11 May 2010, 10:53, closed)

Hmmm
I was laughing so hard when he told me I didn't really give much thought to the practicalities. I'm guessing that it was either an extremely large but soft breast that was 'fed' into him in increments or an ultra-firm, surgically-enhanced torpedo of a boob that just blasted its way in.

Or perhaps there wasn't a huge amount of penetration but he was wanking and that, plus the fulfilment of a perhaps long-held fantasy, was sufficient to bring him off.
(Happybara The jungle came alive and took him, Tue 11 May 2010, 11:06, closed)