notadictionary.com
うちの旦那、高校生の頃から おじさんに至る現在まで…
→ “My husband, from high school days all the way to being an uncle now...”
うち uchi = my / our (humble possessive)
の no = of / 's (possessive particle)
旦那 danna = husband (n.)
、 = comma (punctuation)
高校 kō¹kō¹ = high school (n.)
高 taka = high / tall
校 kō¹ = school
生 sei = student (n.)
の no = of / 's (possessive particle)
頃 goro = around / about (time)
から kara = from / since (direction/source marker)
おじさん ojisan = uncle / middle-aged man (n.)
お o = polite prefix
じ ji = time / age
さん san = honorific suffix
に ni = to / until (direction/endpoint marker)
至る itaru = to reach / to arrive at (v.)
至 shi = reach / arrive
る ru = verb ending
現在 genzai = now / present time (n.)
現 gen = present / current
在 zai = existence / in
まで made = until / up to (limit marker)
… = ellipsis (punctuation)