Back in 1990 I spent 5 weeks touring America with my 19 year old girlfriend using a Delta airlines golden ticket that allowed unlimited stand-by flights in a 30 day period to foreigners.
One of our stops took us to Phoenix, Arizona where we ended up in a rather pleasant hotel that had very few guests other than us. It was so hot we did nothing but hang out around the pool all day and at some point we decided to get into the outdoor jacuzzi pool as we'd never been in one before.
After about 5 minutes, overlooked by all the other rooms I decided it was time to play so pulling my girlfriends bikini bottoms to one side I furtively slipped my cock into her pussy shortly followed by my finger into her asshole. I can't say it was the most comfortable fuck but it got the job done