Let's see, nights out...
Boris - rugger-clad group of lads on a pub crawl involving vast quantities of alcohol, probably someone doing a yard of ale, and everyone being egged on to do increasingly stupid dares by the rest of the group thumping on the tables. Inevitably going to end up staggering down a road carrying a traffic cone or two.
Rishi - discreet, extremely expensive restaurant, quite probably a private dining room.
Matt - night out in a country pub, guaranteed to fall asleep with his head on your shoulder by 10pm, making cute snuffly snoring noises.
Raab - bad boy who'll pick you up in a club and end up shagging you in an alley next to a wheelie bin
Whitty - BDSM play party.