Денни работал у себя в кабинете до

Денни работал у себя в кабинете до восьми часов. Потом они вдвоем поужинали и почти до полуночи говорили о своих планах на будущее. Спать легли очень поздно.

Results (English) 1:

Denny has worked in his office for up to eight hours. Then they had dinner together almost until midnight talking about their plans for the future. We went to sleep very late.

Results (English) 2:

Danny worked in his office until eight o'clock. Then the two of them dined and talked about their plans for the future until almost midnight. We went to bed very late.

Results (English) 3:

Danny works until eight in his office. Then they had dinner together until midnight, talking about their future plans. Sleep late.