This guide is based on my own experience. I've kept it simple breaking it down into the basic positions. I know there's umpteen variants of rear entry but in reality the differences aren't that great. Neither am I a fan of over imaginative positions, sex should be enjoyable not a yoga workout. The minute a guy tells me his favourite position is the flying wheelbarrow or the dancing duck I conclude he's a virgin who's spent too much time googling positions.
SMALL GUY
You need to choose positions that allow deep penetration and/or allow him to use the full range of motion.
REAR ENTRY

All rear entry positions are a good choice for smaller guys. Not only do they allow him to bury it deep they give him a lot of flexibility for thrusting speed and angle variation. Because rear is puts him more in control there's less problem with slipping out.
COWGIRL
Often thought of as a big guy position bur Reverse cowgirl variants are ideal for small men. She can stimulate her own clitoris easily and direct you on to her g spot. Best of all she can't blame your technique. To make it better put a pillow under the guys bottom.
FRONT ENTRY

Standard missionary is a poor choice for smaller guys. It doesn't allow deep penetration and slipping out is common. Standard missionary makes him feel smaller than he actually is. This can be corrected by slipping a pillow under the hips to tilt her slightly backwards and pushing her legs back. Better do this with her lying on a table with you standing, this combines the benefits of both rear and front positions.
STANDING UP
A terrible choice for little guys, avoid at all costs.
BIG GUYS
A big guy doesn't need to use his full length, the main emphasis should be on control rather than penetration depth or avoiding slip outs.
REAR ENTRY
Although rear entry positions allow for deep penetration their main advantage for big guys is they put him firmly in control. Yes he could try and crack your cervix but experience would have taught him most girls don't want that. Instead it's an opportunity for him to show his skill with his penis using a a fuller range motion than small guys. The first few strokes should be investigative to determine her depth. Girls worried he might get too rough should consider spooning positions.
COWGIRL

Any of the woman on top variants are a good choice when he's well hung. Seated versions are particularly good. The benefit of these positions is they allow the girl more control over depth and speed. The observant guy will learn from how she works his penis how in turn she likes to be fucked.
FRONT ENTRY
Penetration depth isn't as great with front entry if her legs are kept low but there is the huge draw back of her not having much control. Whereas in cowgirl she can control depth and in rear entry easily escape if he thrusts too hard she is trapped in most front entry positions. Front entry is an excellent choice if he's experienced and skilled but should be avoided when he's inexperienced and over enthusiastic.
STANDING UP

These positions are really where a big penis comes into its own. Face to face or from behind you can't go wrong. Penetration depth is easy to control either by his conscious effort or by her tilting her body. Whereas slipping out is the main problem with smaller guys in standing positions this isn't the case with big guys. From a personal perspective standing positions are the ones most likely to lead to orgasm in the shortest time for me. Many people discard standing as difficult if the height difference between partners is great but with a bit common sense that's easy to overcome.
WHAT ABOUT MR AVERAGE

Nature is a clever thing, it likes to keep everything well balanced and in just the right proportion. We don't have 10ft long necks or 8inch noses, everything is at the optimum size. It's no coincidence that most men are roughly the same size. Woman often claim size doesn't matter but that is illogical. If size did not matter we would see a far greater spread of sizes and equal numbers of men in each size group. But we don't, 80% of men are pretty close to average.
The big advantage of being average is guys don't have to think too hard about what positions to choose and as we know thinking isn't most guys strong point. One position where mr average excels over both little and large men is in the classic missionary position, which perhaps explains it's popularity.
BUT WHAT ABOUT GIRTH?
If he's thick open your legs, if he's thin squeeze them. It's that simple. Just as penetration depth can be adjusted by raising or straightening legs the girl has a lot of control. That said having legs open is far more comfortable and feels more natural.
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