I've never had any negative feelings about enjoying enemas.
In my mid-30s, I was sleeping with a college classmate and introduced her to erotic enemas by asking her to give me an enema before we took a bath together.
She asked why I wanted one and I told her it made my stomach feel good. She agreed and I filled the bathroom sink with warm soapy water while retrieving an empty fleet bottle.
I showed her how to fill the bottle, lubed my anus with some Vaseline and got in position on my hands and knees. I turned my head so I had a full view of her nude body and watched as she filled the bottle, twisted on the nozzle and gently inserted the nozzle completely.
She squeezed the bottle and then rolled it from the bottom to the nozzle. When she pulled the nozzle out, she asked if I wanted another one. I told her yes and to just keep giving them to me until I asked her to quit.
She smiled slightly, refilled the bottle and repeated. During my third bottle, she reached for her pussy and started rubbing her clit. She said, "You are making me horny."
I tell ya, enjoying the repeated fillings while watching a naked woman administer and masturbate herself is amazing.
I took six bottles before asking her to stop. I held my inverted position and watched as she put the bottle in the sink, spread her legs and begin to masturbate in earnest as she gazed down at my hips, asshole and nut sack.
Finally, I moved to the toilet and released as quietly as I could while watching her continue to masturbate herself to orgasm.
I finished, cleaned myself and asked her if she would like to try an enema. She hesitated for a second, asked me if I was sure it was okay, which I assured her it was. She got on her hands and knees.
I instructed her to put her breasts on the floor, which parted her ass cheeks so I had a clear view of her pink anus. I took great pleasure in lubing her anus and burying my index finger into her rectum. She let out a sigh, said it felt good and that no one had ever done that for her before.
I gave her four bottles of soapy water and excused myself so she could expel in private.
When she finished she opened the bathroom door and said her stomach felt great.
My first erotic enema mate was born. We enjoyed many enema sessions after that night and had the best vaginal and anal sex for several years.
We are still very close friends and I can tell when I see her that she wouldn't mind resuming those activities. We've just never had the right opportunity.