21923 - the first vessel in the line's history to be so named - was a wooden paddle-steamer which served with the Isle of Man Steam Packet Company.

King Orry is of special interest, as she was the only ship in the Company's history to be built in Douglas.

Later in 1842, she was taken under tow by Mona's Isle to Glasgow, for her engines to be fitted by Robert Napier & Co. King Orry was the last wooden built vessel in the Steam Packet fleet.

On 20 September 1845, she collided with the steamship Prince in the River Mersey and was beached due to damage sustained to her bows.

On 8 July 1856, the crankpin of her intermediate shaft broke whilst she was on a voyage from Liverpool to Douglas.