We started out with a 15 foot TT, back in the day. We really enjoyed it, a lot. Now we have a 27 foot TT with a slide out. That extra 12 feet and the room provided by the slide is awesomeness. I would really suggest that whatever length you get you get a slideout. Our annual two weeks traveling down the coast starts in 5 days. I can't wait. If you think you will upgrade your truck to more towing capacity in the future then don't go too small on a travel trailer. You'll loose a lot on depreciation trading that in. You have to be safe but, if you have 7000 pounds of weight rating to play with you don't have to go too small. The dry weight on our trailer is 5700-ish pounds. I figure, to be safe, that on the road we weigh 6500. I don't have water in the tanks when towing. I don't need it and it's heavy. The modern brakes and controllers are way better than they were back in the late 1980s early 1990s so, stopping feels a lot better. I think that the weight is balanced better these days as well. The hitches are better. For me it's relative. I have an experience base to know what it use to be like. These days anything new-ish that you buy will do fine, as far as towing (as long as you let the pros set up your WD hitch).