I was in the same boat. I tried to use condoms when I was still in High School, but had no luck. I stayed with my first girlfriend for 15 years so we used other methods and I got spoiled going "bareback" and when I tried condoms with her, it took forever ot get them on, if I did get them on without going soft and got started, I'd lost all sensation, my penis looked white like it was drained of blood, and felt like it had fallen asleep. Later when I started to date I needed to figure out how to use condoms. There were 4 main things that helped me. Lube, shape/size, condom thickness, and ease of unrolling (base size).
If you have foreskin, you will almost certainly appreciate a condom that is flared ie larger at the end. You also want to find the thinnest ones you can. If you are using condoms that are too small, then unrolling them is REALLY difficult, and by the time you are done just getting the dang thing on you will be soft, and getting hard while wearing the penis straight jacket is really a challenge! Lastly, before you put them on, add some lube INSIDE the condom tip (this will help to allow your foreskin to move more naturally). I don't know your size, and I'm not asking you to disclose it, but if you are larger, condoms will suck even more...even if you are average, the base ring around many larger condoms is still the same size as the regular ones, so you could explore the larger size condoms for more breathing room too.
Without knowing those details, I'd just suggest that you try the Durex Love, or if you can find them, my absolute favorites are the Bravo Wicked Thins (they come in a Large and a regular size) Bravo Condoms - Wicked Thin Large
The Bravo's aren't flared, but the material is just so thin and flexible that they seem to work anyway. They smell great too, and despite being so thin and snug on me, they still unroll without extreme difficulty since the ring around the base is larger than any other condoms I know of.
The Durex LOVE is flared, and actually has more headroom than even the XXL branded flared condoms. They are fairly thin too so feel is pretty good with these - not like the Bravo's, but close enough to work, and without being as tight as the Bravos.
Trojan's are generally NOT very good condoms for uncircumcised, bigger, or less sensitive guys. I wouldn't buy Trojans unless I was at a store and that's all they had, and I needed some now. The only Trojan's I've used in recent years are the Magnum Thins and they have this horrible lube that stinks and is hard to wash off, and they are not very thin at all, and the latex is kind of crackly - they are easy to unroll compared to most others, and they are a bit flared so they aren't as tight on the head/foreskin. I've had "successful" sessions with these a few times, but generally find them to lack the sensitivity I need.