I had a guitar kicking around the house for 25 years...but could only play basic chords....2 years ago I got serious and started going to weekly lessons. I still suck tho not as much...My biggest regret was I didnt do this 30 or more years ago. Younger people can pick these dexterous skills up much quicker than older people like myself. My 11 YO and 15 YO are both learning. The 15 YO started the same time as me and she is pushing me..tho we both have different tastes.
My main Guitar is a Fender Highway one Tele and an ESP LTD 1000 (the Tele is easier to play but the ESP sounds better with the Duncan Jazz pickups..the ESP is in my Avatar)
My other favourite is an acoustic Cole Clarke FL2AC...This is not lacquered and the sound just keeps getting better every day....It is only about 8 months old and will really sound good in 20 years time. (Neil Young has Hank Marvins old Martin and that is used on all his 70's acoustic recordings)...good acoustics get better with age.
I actually collect a few guitars (like people collect art on their walls). I like the feeling of them hanging on my walls which inspires me to pick the guitar up more often. 2 of my faves in this collection is a paisley strat from Japan and a copy of George Harrison's strat from "I am the Walrus". I have bought and sold about 30 guitars in last 2 years searching for the ultimate and also to fund other purchases...whilst it is important to find a guitar that suits the individual, in reality the best approach is to stick with 1 guitar and practice, practice, practice.