At 08:23 AM 11/30/2008, Craig Hancock {N.B. this was not Craig's 
sentence. He was responding to it.}  wrote:
>. . . "I slipped my backpack off, and we sat down at one
>of the metal tables overlooking the pool, with him sipping his Mountain
>Dew and me groping for pen and paper." . . .

DD: Try what seems to me to be more correct;  treat the '...ings' as 
gerunds and stick in the possessive pronouns. "...his sipping . . .my 
groping . . ." I am not a skilled grammarian, but it also sounds 
correct to leave out the 'with' and change the pronouns to the 
nominatives as  subjects. ". . .  pool, he sipping . . . I groping . . ."

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