Being of a larger girth i have found many strokers to be doenright painful either because they are too tight or the material isnt stretchy enough. Fleshlights are always fine but they are expensive.
My boyfriend has the same issues, he doesn't like too tight sensations and he's on the girthy side of life so he struggles a little with strokers, but he found this http://www.lovehoney.co.uk/product.cfm?p=22079 and this http://www.lovehoney.co.uk/product.cfm?p=30096 wide enough to accomodate his measures and feel good at the same time. And they don't cost an eye and an arm
I did suggest some testing and rating somehow from larger gents once but dont think the idea went down well.
Eleanor showed how tricky it can be by suggesting those lovehoney strokers, I found them to be far too rigid and super uncomfortable to use but her OH obviously finds them fine so its not simple at all!
Theres one I reviewed recently. A doc Johnson one. It's got a wider end as well, my husband preferred that one as the other end was too tight and he said didn't feel great. Itbcan even be turned inside out to Clean as it's so stretchy so would definitely accommodate someone on the larger side too
I am on the girthier side of things and I have found almost all of the tenga range to be great. They are tight, but stretchier than most other stroker materials, so you still get the feeling that you are filling a space, but without the painful part of tightness
I have had the same problem aswell as thinking fleshlights were abit pricey but after taking the plunge and buying one i can say they are well worth the price :)
Great for easy entry and you can get loads of different textures for stimulation. Sometimes its worth paying a little extra for quality