How do I talk my girlfriend into her first time anal?

Never had to “talk” my wife into it. We simply played around with fingers, toys, tongues and at some point I just slipped into her ass. Most of our communication was body language. If she hadn't wanted it, I would have known and not gone there. Lucky for me, she was an anal slut!! 😈

Gentle caressing during massage is a good start. I love kissing wifeys back and so always stra down to kissing her arse cheeks and gently down the top of the crease between her cheeks. If i go slow enough, the more aroused she gets the further down I can go until i acn lick her arsehole and then it might proceed from there

I think it's true that some women like it and some don't, and never will. My first wife preferred anal sex over vaginal sex. While my second wife liked a finger up her ass, but her asshole was just too small to take a penis comfortably. My third wife had never done any butt play until she met me. Turns out she loves it, just had never tried it. I have reamed her ass out many times, but she prefers vaginal sex with a toy of some sort up her ass. Also my experience with many girlfriends over the years has proven to me that some like it and some don't.

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.

I had an experience once that really broke the ice with a woman who said she wasn’t into anal.

I had a (day)dream about a similar situation occurring. Lucky you. Nice account.

During the last few years before meeting my wife, I left my bag hanging over the shower head. A few asked about it, they liked enemas. Helped break the ice when dating my wife. We married and enemas have been an active part of our life.

Offer one for one cunnilinglus in exchange for anal.

That's how it turned out over time, without many words. She soon knew that I love her sweet butt very much and that I like to stroke and kiss her. At some point, her gynecologist asked her to measure her basal body temperature every morning before she got up and enter it in a table. I immediately offered to help her and she accepted. So every morning I was allowed to insert the thermometer into her wonderful anus and measure it. First I used a little lube, then spit on my fingers and finally I licked them before measuring. Since she liked all of this, I pulled out the thermometer and fucked a little with it, which she also thought was great. In the next step, I then put lube on my penis and made her anus slippery with it before measuring. After a while she said after measuring if I wouldn't even like to insert the fat, hot thermometer. It still took a bit of practice and relaxation, but after two or three attempts it worked quite well. I only put my penis on her, but she always pushed it herself. Later it always went by itself, and after the end of the morning measurements she keeps asking me with a sweet smile if I wouldn't like to take her temperature with the big thermometer again.