I did them all for free Max before I was Escorting and no one forced me and I would not have done it a second time if I had not enjoyed it. The peculiar thing is that I'm not that keen on anal, so I think it was a combination of facts that made it enjoyable for me.
The first time was with a man that I met while swinging. He was gorgeous and advertising as single, but then he told me he was married and spoilt it, as I did not see married men. I wanted to see him again, but was worried that I might like him too much, so kind of side stepped the issue, by discussing the idea of dp with him and a friend.
He picked me up and took me to a hotel and we started having some fun, then he put a blindfold on me and his friend came in and we started to play together. We all had round one, had a break and then got down to the dp.
It didn't work the first time we tried, as the chap I knew was quite well endowed and had quite a girth and I just couldn't take it, so they swapped round so he was under me and his friend went behind and that worked fine. We were just easing into it and starting to enjoy it when the heel of my boots accidently stabbed my friend and the pleasure pain thing made him cum. His mate behind carried on for a good 5 or 10 mins longer, but I had relaxed into it by then, so I didn't mind.
I suppose it wasn't perfect, but it was very horny and exciting and naughty and I must have enjoyed it enough to do it twice more. I have pictures somewhere