At that point, Naomi let go of my cock and reached down under the bed. She came back up with a condom. Wasting no time, she ripped it open, tossed the wrapper aside, and began rolling it down my cock. Then she stood, quickly took off her pajama pants and panties, and straddled me, leaving her hoodie on. She reached back and guided me slowly inside of her. The fact that I never thought I’d ever get this opportunity made it all the more arousing. I’d fantasized about this for months and now it was all happening so unexpectedly.
Naomi smiled once my cock was fully inside of her. Though her rules were premised on the idea that she was just doing this to learn, not for her own sexual gratification, I couldn’t help but notice how easily my cock slid inside of her. She was already quite wet. She slowly began moving her hips in a rhythmic, rolling fashion, doing her best imitation of what she’d seen Lynne do the night before. I kept my hands at my side, though the urge to reach up and grab a hold of her hips was tremendous.
Having had sex twice already in the last 12 hours, I was in no danger of coming immediately, even as Naomi increased her pace. Unlike our prior encounters, Naomi seemed to be deliberately avoiding eye contact, looking away or closing her eyes. I wondered if she was trying to avoid making this more intimate than it needed to be. But then, after few minutes, she looked at me and asked, matter-of-factly, “how’m I doing, Jake? Is this good?”
“Uh… yeah… fantastic. You’re sexy as hell.”
She seemed to blush for moment. Then she abruptly stopped, stood up, and spun around until she was facing away from me. “I want to try something different. I believe you yanks call this the ‘reverse cowgirl.'” With that, she sat back down and guided me back inside her, her back and ass now facing me. It took all the willpower I had not to reach out and grab her amazing ass.
She continued to move up and down skillfully, steadily picking up the pace, as if trying to make me come as soon as possible. After a good five to ten minutes of this, with no sign of orgasm on my part, she stood up again, turned around, and mounted me once again facing forward. This time, once she’d resumed rocking up and down on my cock, she got a mischievous look on her face. Then she reach up and slowly began to unzip her hoodie. As the zipper got down to her breast level, it became clear that she had nothing on underneath it. Slowly, playfully, she continued unzipping it until her breasts came popping out, in all their glory. That amazing sight was finally enough to push me over the edge. “Oh god, Naomi…” I said, trailing off as my orgasm gripped me.
Naomi came to a stop, though she was still breathing hard. Then she got up, quickly pulled her clothes back on and said “that was lovely, Jake. Thank you. I know you’re tired. I’ll go back to my place now and let you sleep.” And then, just like that, she was gone. I couldn’t help but wonder if she left so abruptly because she wanted to finish herself off in privacy.
Over the next several weeks, we had sex a number of times, almost always in some variation of her on top. We always went over to my place to do it, I suppose because that’s where the box of condoms was, but Naomi never suggested that we take any over to her place.
On one occasion, Naomi suggested that we try it doggy-style, but insisted that I stay perfectly still and let her do all the moving. That instruction proved hard to abide by in practice, as we were both completely naked and I was enormously aroused by the whole situation. It was nearly impossible for me to just stand there on my knees, not moving or using my hands. After numerous minor violations of the rules, Naomi finally realized she was asking too much of me. So she pulled away, turned around, and ripped off the condom. Then she gave me possibly the world’s best combination blowjob/handjob/titjob until I finally came all over her breasts.
BREAKING THE RULES
In mid-December, Naomi and I decided to go together to a house party that another expat, a guy named Toby from New Zealand, was throwing in a neighboring town. He had an entire traditional japanese house to himself, as was often the case when people were working out in the “inaka” (countryside). It was a fun party, full of expat english teachers from all over the prefecture. We hadn’t intended to stay overnight, but a surprise snow storm (not unusual for that time of year on Hokkaido) ended up making the roads temporarily impassable. So everyone there had to stay overnight. Toby let Naomi and I crash on the tatami floors in a small, empty room upstairs. We had a single blanket to share between us and two small cushions we stole from a couch. We each slept in our underwear, huddled up against each other for warmth.
I awoke, just as the first light was appearing in the sky, to find myself curled up against Naomi, my arm around her and my cock snug against her ass. I had an enormous erection. Groggy and still a little drunk, I instinctively began rubbing my cock up and down the crack of her ass, not thinking about whether this might violate any of her various rules. The movement caused Naomi to wake, at least for a moment, and she instinctively pushed back against my cock. Encouraged, I slid down my boxers and began rubbing my now freed cock against the crack of her ass. She gave no signs of objecting.
I continued like this for several minutes, no doubt hoping that, if I was persistent enough, she might decide to finish me off in some way so I’d leave her alone. What happened next surprised me, though. In a very groggy voice, she just said, “go ahead, you can stick it in. Just be quick.”
“Really?” I replied, “but I don’t have a condom.”
“It’s okay, I’m on birth control.”
Not waiting for her to change her mind, I quickly slid her panties down and lined up my cock. Slowly, gently, I pushed inside. It had been so long since I’d had sex without a condom that I’d forgotten how wonderful it felt. As I grasped her hips and began slowly thrusting in and out, it finally dawned on me that we were violating her second rule as well. I was doing the work and was using my hands while I did it. But she didn’t protest. Over the next few minutes, I continued to test the boundaries. Eventually, with my free left hand, I felt my way up and under her shirt, until I was grasping one of her breasts. It was everything I had imagined, so squishy and perfect.