I had an experience once that really broke the ice with a woman who said she wasn’t into anal.
She was naked as we had just finished a nude photo session. She was very comfortable in her skin and open to erotic poses as well as the more conservative poses.
She had a large full bush, natural not manicured, hairy under arms and a lot of hairs around her anus. She liked being massaged, spanked and closely examined.
Anyway, after the shoot, I was showing her some of my favorite photos from other nude shoots when, wouldn’t you know it, a picture of a red bag enema came up.
She asked, What the hell is that? I explained that it was an enema kit that I enjoy as one of my favorite kinks.
She had never seen one and had never had an enema. I waxed poetic about how good they made me feel, that I take several every month and that I was friends with a couple of retired bi nurses who I got together with monthly for a give and take enema evening.
She responded that she would like to try one sometime. You don’t have to tell me twice. I ordered her a combination bag and nozzles online for delivery to her home. I told her that the equipment would arrive in time for our next shoot.
I waited a couple of weeks and checked with her. She said Amazon had delivered and asked when was I coming to show her how to use it?
We decided on two days from the day we talked. When I arrived at her house, she was wearing only panties and told me she was turned on thinking about something in her butt.
We opened the shipping box together and she watched intently as I assembled the rubber hose, clamp and largest nozzle. She asked why i chose the biggest nozzle for her first enema. I assured her that she would be glad a did when she felt it sliding into her rectum.
I gave her two large soapy enemas, which she thoroughly enjoyed, she made favorable comments, her pussy was sopping and she gently masturbated through both bags.
I got her into the knee chest position for her rinse enema and took the time to find her sigmoid colon and seat the nozzle. She easily took the whole bag and I poured a quart pitcher of warm water in the empty bag and she took all of that.
After she expelled the last bag, I greased her rectum with K-Y, finger fucked her until she was very relaxed back there and then inserted a butt plug - another new experience for her.
I rolled her over on her back, told her to bend her legs, spread as wide as she could and hold her feet straight up in the air. I used my phone to snap a couple of photos before lying down next to her and masturbated her clit until she had a squirting orgasm.
By now she was spent but happier and more sexually satisfied than ever before. We enjoyed her after glow and I played with her engorged labia, pulled back the hood on her clit, made a few more photos of her before easing the butt plug from her ass.
She reported that she had never felt so good in her life and I would have to repeat this process every time I came for a photo shoot.
So far, we’ve ditched the photos for videos of her enemas. We have also added an after enema spanking, which she loves and takes without a whimper.
She also has a particular liking for needle play so I bring a dozen hypodermic needles to our enema sessions and pin cushion to freshly spanked sore bottom as she masturbates.
All in all a very satisfying afternoon.