I know someone here is going to call bullshit on this one, or ask why it's not in fiction, but I finally found a girlfriend who
loves anal sex. In fact, I'm beginning to think she loves it more than any other way. We were "friends with benefits" for about 3 1/2 years, and recently last year when I decided I wanted to be with someone more serious, she decided that she didn't want it to be someone else. So, we started being a couple.
We spent hours and hours on long nights over glasses of wine discussing sex, politics, what we wanted from the world, and of course... sex. (I know I mentioned that twice). These deep conversations seemed to turn her sex drive up into historic territory. It was really a big change from our 'FWB' days, when if I stopped by her house, she might or might not want to have sex or just give me a handjob to get rid of me after not seeing me for two weeks.
As things between us got closer, I began to want more in the way of our sex together. Mainly, I had enjoyed anal sex with my ex before, and now I hadn't had it in a
long time. My new girlfriend had lost probably 35 pounds over 6 months, and her ass looked FINE. When I was behind her, hands on her hips, I just wanted so bad to stick my hard, throbbing cock in that tight ass of hers. But there was a slight problem-- I remembered more than one 'FWB' conversation where she said she had NEVER let anyone back there and had "read that it really hurt."
No matter what I said back then, she wasn't having it. Finally, though, during another one of our late night sessions, I brought it up. You see, something had changed. In her conversion to being a couple, she had changed some of her relationship philosophy as well.
"I need to make sure my man is satisfied," she said almost out of the blue. I poured some more wine in each of our glasses, and then took a gulp, knowing what I wanted to bring up. But I was patient.
"What do you mean?" I asked.
"I know that men can cheat just as easy as women can," she said. "There are a dozen dating websites, and I know you were probably visiting some of them when we weren't committed to each other."
"And?"
"And I will make sure that no other woman is going to get in between us," she said. "If you're 'spent' and I've given you release from all that pressure in that cock of yours, I doubt you'll be thinking about someone else. Plus, I want to make sure all your fantasies are filled... not by someone else... but by me."
I was shocked. How many times had I been talking with my good friend from college and we both agreed that most women have no idea how much control they really have. Want to keep your man from cheating at work? Open the shower, get on your knees, and suck him dry. He won't be looking for anything except several cups of coffee because he will be so relaxed the whole day. But how could I bring up what I knew she didn't want to do?
"Well, are you serious?" I finally asked.
She took my hand, in a girlfriendy sort of way, and said, "Try me."
"You told me you've never had anal sex," I said. I waited for her reaction. She smiled. A coy, "uh oh" smile.
"Nope," she said. "Never let anyone back there."
I have to say, at this point, my cock got hard. Her hand was in mine, on top of my lap, and she laughed. "You want my ass I take it?!"
"Well, it is a pretty big turn on to know I would be the
first cock in your ass. Even if you don't want to do it again, maybe we can try it so that I can say I was the first?"
"I said I would take care of my man," she said.
It wasn't that night, but a couple days later that we tried it. I had gotten some lube to make sure we gave it our best shot at her enjoying it, and also made sure she had her vibrator on hand to stimulate herself while I was back there. She was on her hands and knees on the bed in front of me. Her tits were hanging down, her blonde hair pulled back. She looked back at me and smiled.
I started by lubing her up with two fingers. "Spread your ass for me babe," I said.
"That feels a little strange," she said.
"Should I stop?"
Don't say yes, Don't say yes.
"No," she said. "I want you to be satisfied. We're going for it."
After she was ready, I put some more lube on my cock, and told her to crank up the vibrator.
"Whoa!" she said as the head of my cock slipped in. I could feel her vibrator doing its work, the movements emanating through her ass as well. I pressed in further, paused as she moaned, and then a little more. Finally, I was all the way in her ass.
The first. It was tight, wrapping around my hard, throbbing cock perfectly. I held it there, just enjoying the moment. Then, I started fucking. Slowly at first, then I really got going.
"Son of a b*tch!" she said. "It hurts, but keep going!"
She was grabbing the sheets with one hand, her head in the pillows, and her vibrator going with the other. "Wait," she said breathing hard, "you might need to stop. It hurts too-- " Suddenly her body shook, as she threw her head back and screamed,
"Don't fucking stop! I'm cumming! I'm cumming! I'm cumming!"
I fucked her ass as hard as I could, I think harder than I've ever fucked before-- and it was a delight to blow my load completely inside. (She's not on the pill, and we both hate condoms, so I never get to cum inside her).
With a huge scream she fell into the blankets. I lay on top of her, both of us sweaty and breathing heavily.
I pulled out and she gave out a little "yelp!" as my head came free. I went and got in the shower, and when I came back, she was asleep.
The next day, she told me it did hurt, but the orgasm she got was bigger than any she had ever experienced. Over the next few months, we started having anal at my request maybe once a week, and then twice, and just last week, during a spontaneous kitchen-fuck I initiated, she asked if I would cum in her ass for her.
I must have been smiling the biggest smile ever. "Of course!" I said.
"Let me grab my vibrator!!" She laughed.
Since then, she wants anal more than vaginal, and says that it doesn't hurt anymore. The payoff is just too good. She even asked me to wax her ass for her, which is pretty fucking personal, but tells you how close we have gotten!!
It's hard for me to complain at this point... would you?
