The Overnight Trial Dating is a type of Trial Dating where the gentleman and the lady meet for one night in the city where the lady is located or nearby. The duration and geographical scope of the date are determined by the lady herself. An Overnight Trial Dating allows for longer and more in-depth interaction compared to a Daytime Trial Dating, and the likelihood of the gentleman and the lady proceeding to a Long-term Arrangement is relatively higher.

Overnight Trial Dating typically take place at a (five-star) hotel. The applicants should inform the Club of their thoughts and requirements for an Overnight Trial Dating when filling out the Sugar Baby Application Form, such as: the type of Sugar Daddy, the expected financial support, available time, etc. Based on these preferences, the Club will arrange accordingly.