What were your partner's reactions the 'first' time you ever started fingering her / his anal area ? Did you ask them beforehand if they would allow you to try it, or just did it without mentioning your intensions? Did they force you away from that area (?) or encouraged you to continue? Is it now acceptable or forbidden for doing again? I tried it & got pushed away very suddenly !
I did it with one of my partners once and he really seemed to like it, he didn't specifically say so, but he came pretty quickly afterwards so I guess that counts for something
The first time was when my wife was wearing a thong. I ran my down the crack of her ass along the thong a few times, each time stopping longer around her ass hole. I then starting just rubbing her hole. I heard moans like I never heard before. When I pulled her panties off, she got on her hands and knees but stuck her ass in the air more than she normally would for doggy style. I fingered around her ass hole, then inserted my finger. The moans got louder. I then fucked her (vaginally) from behind while my thumb rubbed her anus. After that, fingering her ass has become a normal part of our routine. I think she was surprised by how much she liked it. For now, it hasn't gone any farther than a finger. Next step: having her finger my ass. Given what I've done to her, any advice for getting her to do it to me? If I can't come up with a subtle way, I'll just have a few drinks and ask her.
i've had some that were into it, and some that were not about it at all. never asked, just went for it.
Haha, second date, getting hot and bothered, clothes flying off, super smooth me slips a finger slowly down her body to her panties, kissing madly, finger explores, plunges slowly into hole, her : "ummmm . . . thats . . . different." I look down. Oops. Yoink. :rofl: it is now occasionally acceptable
I tried a variation of this and it worked! I laid naked on my belly and asked her for a backrub. She started rubbing my shoulders, then worked lower and teasingly grabbed my ass. I took her hand and placed it on my ass crack. My heart was racing. She didn't get the message and wasn't sure what to do, so she reached down and starting fondling my balls. I arched my ass up in the air a few inches, giving her better access to my balls and a clearer path to my ass. I then took her hand and placed it right over my ass hole. Still not getting the message, she just rubbed my ass cheeks around that spot. I then arched my butt up in the air further, exposing my ass crack wide open. I took her finger and guided it to my hole. Now she realized what to do. Rubbing the outside slowly, then gently plunging in and out. It feels amazing both physically and psychologically. To be bent over in doggy style in front of her with my ass spread wide open was so hot. My legs were shaking it was so pleasurable. After a few minutes, she knew I was going to blow my load so she rolled onto her back and I finished inside her. She had a huge smile on her face. Hopefully this will now be part of our routine. Mission accomplished.
First time I ever did this, I was giving my wife oral, licking her clit and using my finger to rub inside her pussy, I could tell she was getting ready ro cum and without thinking, I took the finger from her pussy and stuck it in her ass. She said nothing at the time and let me keep my finger in her ass while she started to cum. She then told me how good it felt and said it made her cum harder. We now do this on a regular basis and she also fingers my ass during a blowjob.