It pulls and pulls and pulls. My belt stretched 8 inches leaving the long end dangling. Not a big problem since I'm just pushing it through another loop. I would suggest a belt around your waist size regardless of the buckle or tail. He will stretch that distance perfectly. Products feel good with lots of food throughout the day and when seated. And the appearance looks better than most mesh products. I've had them for over a year with no signs of wear. So I would recommend this type of belts.