Originally Posted by iNewton
Everyone getting into shorts for the first time will find them tight, they are tight so that they don't move during the ride. Baggy shorts will create chafing.
I recommend getting the smallest short you can fit into and move around comfortably in; You'll get used to the tight fit and wont regret your purchase. (They will also relax a bit over time)
Whatever you do- do not get a pair that are a bit too large- just for comfort. Too tight can also be wrong as the Elastic round the thighs will constrict if too small a size. I have to agree about the baggies. They are heavy, catch on the saddle and do not feel any where near as comfortable as Lycra. If it is emabarrassment factor you are thinking about- I would not worry. If you do, then still get the Lycra for comfort and wear a pair of sports shorts over the top. Now to get you worried- NO Knickers underneath either. They do not add to comfort whatsoever and can cause problems with rucks.
The lining- by the way, does not add to comfort- except that it takes sweat away from the vital parts and stops problem of sweat rash and other problems taht can arise. Only thing is- always wash after using them to keep them clean.