First suggestion would be for Sciroccokid to joint a Pl"ing club/gym, etc.Can go to local PL'ing meets and ask around where these men train. Second suggestion: if no PL'ing clubs around, hang around the guy's who are the big benchers at your gym (I know, some can be real A-holes but you might get lucky and meet guy's who want to help you). Third suggestion: train in a Power Rack/cage/A-frame. Include lots of partials (3 position at times) and top lockouts. In any event, get the body use to handling extra heavy weight in most workouts.
HedgeHog also offers some good plans. And that's what it's going to be for you, planned workouts until 1/25/08. Do not attempt to use bands, chains or board presses until you get expert one-on-one advice on how to use them.This also includes speed training. Highly tech stuff for people new to serious lifting. If done wrong, injury will surely follow.That 60lb increase in that short a period of time will be quite a feat. Get to use a BP'ing suit or straps/wraps? This will add lbs to a lift as opposed to raw lifting.
A 300lb bench is very impressive for most of the people who workout and even a lot of experience BB'ers would have trouble with that much. (some people here may throw out doing 400+ in regular workouts but of course this may be just a dreamers version of what they wished they lifted) If you have a natural push (does not sound like you were blessed that way) with good lifting leverage, muscle inserts, etc you should be able to get that 250 without too much of a problem. But each workout must be done with serious intent. You may have to work extra hard for I believe you do not have that natural advantage.
Might also consider gaining weight (hopefully at least 15 to 20 lb), this helps in all power lifts greatly. Eat for power. If your not intending to use 'roids (hope not) than include a good V/M supplement, whey protein and increased good quality carbs. Not too big on other supplements but the only one I might suggest is Creatine Monohydrate with a delivery system built into it, usually dextrose/beet juice, etc. You want to pay attention to recovery from each workout. I have seen football player greatly improve in power and size from just the adding of Creatine to an otherwise all around good diet. Good Luck.
Side Bar: How many of the 100 of bottles of beer on the wall did you drink before you made that bet?