Your second photo looks like a Speedo Solar in heather or gray. The Solar is the "pouchiest" Speedo brief, lets everything hang rather low. It's really the "odd man out" in the Speedo line-up.
You would fit better in any of the racing Speedo briefs with a 3" side. This would hold you more up and out, although a little flattened. You could get the classic Core Solid Lycra brief (style 70800). Or "The One" brief in Endurance Lite, which has more like a 2.5" side, and comes in lots of colors.
You can use a cloth tape measure to determine your Speedo size. Measure four finger widths below your navel. Ignore your pants size, there's serious vanity sizing in pants.
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