The session on the beach took place at 4.30am today on Karon beach, Spaniard David Antolin Velasco, 35, later told officers.
Once Mr Velasco spotted the ladyboy, he took off after her and chased her into the Golden Sand Inn, where he and his friend had been staying.
Two security guards appeared to be intent on preventing him from pursing the ladyboy so Mr Velasco allegedly beat them.
Sawan Suwanwong suffered a cut head and Roket Mankongket injured a hand and arm in the scuffle with the Spanish pair.
After being place in the cell at Karon Police Station, Mr Velasco allegedly damaged the cell in anger.
The pair were to appear at Phuket Provincial Court today for a hearing but the case been postponed because the Spanish translator is at sea on a trawler.
Mr Velasco and Maria Carmen, 33, arrived on Phuket on April 10 and are due to leave on July 9.