I was giving a lady friend a second enema. As I was lubing her with Vaseline, I eased my finger into her rectum.
She immediately said I was making her horny and she quickly reached for her clitoris and started masturbating.
Sensing I had struck a nerve, I reinserted my finger and moved it around. As she masturbated, she lifted her hips to push my finger deeper.
She continued masturbating furiously as I eased the nozzle through her rectum and into her bowel. As her soapy water drained into her, she had a strong orgasm.
She lost a few drops of enema but finished the bag. After a few minutes she went to release while I busied myself cleaning the equipment.
When she returned, she got in the knee-chest position, started masturbating again and asked me to finger her butthole again.
I did until I told her I wanted to fuck her in the ass. She said she would try. With a condom and lube, I managed slow penetration but she orgasmed before I managed a dozen strokes.
From that night forward, anal fingering and anal sex was a big part of our enema exchanges.