I think I have on several occasions been in this situation during my life.
One of these occasions took place in Moscow in the seventies.
I was in a students group and, on the last day of our tour, we had decided to visit the Lenin memorial on Red Square' and we went into the queue to the monument.
It started raining. I did not have an umbrella. The girl next to me in the Line had one and offered me shelter. She was small and slim with small breasts and dark short hair. She wore a denim outfit. Not at all my kind of girl, but she had a pretty face with large hazel eyes
She started the conversation.She was not Russian, but German, from East Germany. And then some kind of magic opened and during this hour long queue and we had a most interesting conversation. She was an English teacher in a small town of her country and she was the only sincere supporter of' the Communist system I ever met, and I have traveled a lot in Eastern Europe. So, during this hour, switching from German to English and back, she tried to convince me,and I tried to convince her she was wrong.
After paying respect to Lenin, she suggested we continue this conversation at her place, as a Russian friend of hers was leasing her flat to her.
We did not share the same political views, but I was finding her very cool and was ready to go with her, even if she had ''something else'' in mind.
And she did. As soon as we were in her place, we started kissing and flirting. We were soon naked. She complained about her boyish ass, but I must say that feature of her turned me on. She had more experience than me, so she guided my penis into her vagina. We had sex and it was good. When I ejaculated, she asked me to keep my cock inside her.
Then we paused for a while and back to our political debate and she offered me some vodka.
After some time, she took control of my penis and started a hand job to restore my manhood and quickly succeeded. Then, she lay down on her stomach, suggesting we ''do it again''…
I put myself on her and I parted her buttocks. l positioned my penis at the entrance of her vagina, thinking she was just wanting me to penetrate her from the rear. But suddenly, her hand grabbed my penis and firmly put it a little higher. To make things clear, she just said :"Now I want you in my ass'' .
Fucking her tight ass was quite a challenge. She cried a lot, but in the end, said she enjoyed it ‘’so much'''. For me, it was a wonderful experience.