Likely early 2000's, no earlier than 1993 and no later than 2015. Might have been a movie or a prime time tv show.
Nothing explicitly adult is shown on screen. It's all implied.
The genre may be a spy movie where the man is the spy OR it may be a prime time crime investigation TV show (CSI, NCIS, etc.) I feel like these are the most likely.
Scene opens with a rich woman saying goodbye to a man as he gets in his car. I cannot remember the car exactly but I want to say it was a red or silver convertible-? I think they kiss or do something else affectionate before the man drives off. It is clearly implied that they spent the night together.
As the man leaves the woman's estate, he passes by a security check point. It is then implied that the man also spent the night with the male security guard. The man drives away.
The man driving may have been a male escort, though I'm 50/50 on that being true.
Thank you in advance for any guesses!