David Newton was charged yesterday with the rape, indecent assault, abduction and false imprisonment of a 16-year-old girl and the kidnap and false imprisonment of her 11-year-old brother in Halton, Leeds in 1997.
He is also charged with the attempted murder and attempted rape of a 52-year-old woman in 2006.
In the first attack 11 years ago, the teenage girl was allegedly raped at knifepoint on parkland and her brother forced to lie in bushes nearby.
Nine years later a dog walker on Ilkley Moor was allegedly knocked to the ground and punched in the face repeatedly until she lost consciousness.
When the woman came round, she was allegedly being strangled and lost consciousness again.
Newton, from Knottingley, appeared for just two minutes at Bradford Crown Court.
Newton spoke only to confirm his name, give his date of birth and to say he had no fixed address.
He stood in the dock wearing a black t-shirt flanked by two women security officers.
There was no application for bail and he was remanded in custody to appear at Bradford Crown Court on July 15.