Chapter 4: Secret Playroom
Monday morning after the cookout and mini-orgy at Greg and Carol's, Maria and I awoke to enjoy a quiet, albeit very satisfying erotic interlude before showering and having breakfast on her balcony. The morning was cool and sunny, and we both joked about how unfortunate it was that Greg and Carol had to be off to jobs. Maria and I both enjoyed our early-retirement status and the freedom it gave us. It not only allowed us to do the sorts of "volunteer" things that interested us, but also gave us lots of time to be together. As we sat sipping our coffee and listening to the sounds of birds in the nearby trees, Maria broke the silence with a surprising question that made me swallow a whole mouthful of hot coffee. Man, that can be uncomfortable.
"Dino," she asked as casually as if I wanted to ask for another cup, "do you like anal sex?"
"I hope you mean do I like buttfucking rather than being buttfucked," I responded with a bit of a chuckle. "I've done it with some women when I knew they wanted it, but frankly it's not something I strongly crave. I'm definitely more into oral. I'd much rather be sucked off by a woman who loves swallowing cum as much as I love eating pussy. I've never pushed women to take it Greek style, that's for sure. I guess it's like blowjobs or spanking or bondage or any other activity. Some women seem to love it, some hate it, and some act as though they somehow feel obligated or pressured to do it. I don't believe in pressuring anybody to do anything. I want whatever it is to be total voluntary."
"But you've done it," she continued. "Who did you do it with? Did you and Laura do it?"
I couldn't help laughing. "Laura wanted no parts of it other than maybe a finger in her ass while I was fucking her or eating her, and even then, only if she was getting close to orgasm. Slipping a finger into her butt seemed to trigger her orgasm. But she basically told me she didn't want anything larger than my finger entering her back door."
"So, with whom then?" Maria pressed.
"I did it with one of my secret lady friends who openly expressed a desire for it. I also did it with someone I dated long before Laura. Frankly, it was by accident. I was a sophomore in college. I was drunk and fucking an equally drunk girl in my room at the fraternity house. We were really going at it, and I slipped out of her pussy and right back into her ass. She kept hitting me on the back screaming, 'wrong hole, wrong hole, wrong hole'. I was too drunk and too close to cumming to stop, so I just kept at it and unloaded into her nether hole. She was so pissed off that she never went out with me again."
Maria was laughing out loud. "Oh damn I would have loved to have seen that."
"So, what brought up this subject," I asked her. "We've been together almost five months, and this is the first time you've mentioned it. Is this something you and Jeff were into?
"Oh Lord no," she responded. "Jeff could accept a few non-standard things, but he had a real aversion to anything anal. I guess for some guys as well as women, back door play is strictly off the table. It's not something I wanted to push him on if he wasn't going to enjoy it. However, sometimes when I was doing myself with one of my toys and I was super horny, I would push another one into my ass to see what it would feel like to have a cock in each hole at the same time. I had seen it several times in porno tapes that Jeff and I occasionally watched.
One time I asked that guy I was seeing on the sly do it. We gave it a try, but it was obvious that he hadn't done it either. It really didn't go all that well. It took a lot of time and lube to get me ready. I was primed and committed, but he barely had it into me when he came prematurely. We never tried it again."
"So," I asked. "I have to assume that there is a point to your original question, or you wouldn't have brought it up."
"OK," she responded. "I'm hoping you won't be upset in any way, especially after our time with Greg and Carol, but about a month ago, Greg fucked me that way. Carol had been sort of prepping me for it. Several times that we were together, she did me in my butt with a dildo while eating me. Then she told me that Greg had said he wanted to fuck me in the ass. One time when we were all together, I was so horny and a little drunk that I just said he should go for it. He took it slowly and it turned out to be better than I expected. It certainly went better than with my gentleman friend years ago. He was fucking my backdoor while Carol was using a vibrator on my clit. I had an earth-shattering screaming orgasm. I didn't want to tell you because I'm sometimes afraid that your long-ago image of me as a good girl would surely go right out the window."
I took her hand, "Maria, mia bella cugina molta speciale, my image of you as the sweet innocent girl I knew so many years ago has long since been erased from my mind. I mean that in a good way, not as an insult. It's been replaced by knowledge of a wonderfully open and sexual woman who knows when and how to be a lady but also when and how to be a delightful slut. I mean nothing derogatory by that. In my mind, the ideal woman is a delicate but perfect balance of lady and slut. Please promise me that you will always trust me and be completely open with me. I do understand you and respect the woman you really are. Never doubt me. I hope that you feel the same way about me."
She looked into my eyes. "Thank you, Dino. Thank you for being someone I need very much in my life right now. It's important that I'm with people who know me and accept me completely."
There were several moments of silence as we sipped our coffee. Finally, she said, "So getting back to the point of why I brought this up in the first place. Sometime, not right at this minute obviously, I want you to do me anally. It's another part of our cugini con benefici relationship that I want to share with you. You said you did it with women who expressed their desire for it. I'm telling you that I'm expressing my desire to include it in our repertoire as it were. Not that I want it all the time but as another activity along with all of our others. I love regular fucking with you in every position and location and circumstance imaginable. I love cumming on your face when you eat me. I love sucking you off. I understand how much you love getting off on my face and in my mouth. That's never going to change. We obviously share that as part of who we are. However, just understand that I want to feel you in every one of my holes, not just my mouth and pussy. I want you to know that sometimes I'm going to be doing it with Greg and I don't want you to think I'm excluding you from any part of me. What's more, I want to work toward having both you and Greg in me at the same time. Not just in my mouth and pussy at the same time, but I also want one of you in my pussy and one in my ass."
"You mean like Mr. Cucumber and Mr. Carrot?" I chuckled.