I got the Flight a month ago and it is now my favorite toy. I've had a Slipinside #1
for about 3 years and I like it, too; when the first one wore out, I bought TWO more, in case it got discontinued. If you really just don't want to spend much, it's likely that he'd enjoy it, too. But the Flight is even better and I wish I'd bought it long ago.
The Flight and the Stoya Pirates have the same texture, the "Destroya", which is Fleshlight's most popular texture. The main difference (besides the price), is length. If your man's penis is much over 6.5" long, the Flight won't be big enough. Also, the Flight has a non-realistic look while the Stoya is a realistic fake vagina. I don't find care to be as much trouble as people say. I highly recommend whichever of the two Fleshlights suits your man best.