Yes I have, the first time I picked up a hooker, told her what I wanted to do and she said ok, we got a hotel room, she layed naked on her back in the bed, I came out of the bathroom and I thought she was going to hit the ceiling, she was a younger girl and I don't think she new what a bag enem was, I think she thought I was going to pay her $100 to take a fleet, boy was she wrong. I told her it was a 2 qt combination douche enema bag and that I was going to use the longer douche nozzle. She said I would have to wait as she wanted her female friend there for it then. I told her I would wait but if I liked her friend then I would get to give her one and if I didn't then she would get 2, she agreed and left. I didn't expect her to come back, but she did with a slightly older female ( more of a mother figure) so I told her she would get 2. She layed on her back on the bed while I prepared it ( her friend just watched TV. She complained when I lubed her up with a gloved finger, she said she was not into anal. Then I slipped the douche nozzle home and started it, we had just started and she started to complain. her friend came over to her and brushed her hair and kissed her. she kept complaining so her friend started telling her to quit complaining and take it. I was impressed her friend was such a bully. she made her take the whole thing, I was going to let her go, but her friend made her hold it for complaining so much. Anyway she took her 2nd one about the same way, I paid her the $100 and left.
Later I had a few girlfriends, but I never brought it up. Then when I was older I had a married lady for a girlfriend. She was very open, up till then I had never had anal with a woman, so I took a gamble and brought it up. I told her I wanted to eat her while I gave her a 2 qt enema. She was ok with it if she could give me a 2 qt enema while she gave me head, so we agreed nether could expell until each had come. She layed on her back on the floor, I lubed her up and inserted the douche nozzle, I started to eat her and started the flow at the same time, she was not able to cum and about 3/4 the way thru asked me to staop the water, I gave in and stoped. she said it wasn't bad but would take a little getting used to. After she expelled, it was my turn I have never been able to cum from oral so I was not sure what would happen. I layed on my back, she inserted the nozzle and starting sucking then I felt the water. It was great, she sucked and sucked, then used her hand then sucked some more, then the bag went flatt. I wasn't able to cum but it was great. With my wife, she takes them once in a great while, she took one were I ate her and she was able to cum, and said the enema wasn't that bad, then we tried one were she would take as much as she could hold, then I fucked her ass, she was worried she would let go, but she was able to hold on till I came in her ass.