August 2009

After our very romantic date at the W Hotel, JAG Man and I went back my apartment. I wanted to have sex with him, but felt that it was way too soon to go down that road. This was only our third date after all, and I was looking for more than a friend-with-benefits.

We sat on my couch for a while talking. When he was finished telling me about his pro bono case, he leaned over to kiss me. The kiss was soft for but a minute before his tongue probed for mine, and his hand pulled me in closer to him. I got on top of him, and our kisses became more and more passionate. As I took off my blouse and he put his hands on my tits, I said,

“It might be more comfortable if we moved into the bedroom. If we did that, would you be cool with sticking to things north of the border?” I inquired, as I showed him that the line of demarcation was at my waist line.

(As an fyi, JAG Man and I had previously talked about our respective reasons for getting to know each other before having sex so my request wasn’t out of left field.)

“Of course.”

We headed into the bedroom, and he got on top of me. He stayed in that position for almost an hour, as he kissed my neck, lips and tits. I was very hot and wet for him, but I didn’t want to blow this. At this point in my life, I was looking for a relationship, and JAG Man had definite boyfriend potential.

We moved on our sides, and his hands started to graze underneath my thong.

“Watch it,” I gently scolded.

He didn’t say anything, but removed his hand as he kept kissing me. A few minutes later, I opened my eyes and saw his cock outside of his briefs, as his left hand was moving up and down from the base to the tip. Whoa!!!

(Now, I’m not going to pretend I’m virginal, but I have a problem with a guy giving himself a hand job in my bed. Either, it’s a new relationship, and we should respect the ground rules. Or, we have been intimate in which case I’d like to have the right of first refusal. I would never leave a guy with whom I’m in a relationship hanging in that regard. Ever.)

With respect to JAG Man, he seemed fine with my boundaries in the living room so how does that translate to jerking himself off in the bedroom?

“Can you put that back in your briefs there?” I asked with a light tone to my voice.

“If I must,” he replied as he did just that.

“Thanks,” I said as I got on top of him to avoid that happening again, “I like you and I just want to keep getting to know you before we go there. And, the first time you get off in my bed will be with me doing it.”

“Okay.”

“Don’t worry,” I told him with a chuckle, “there’s a method to my madness.”

“I’m beginning to think I need to take my method away from your madness,” he informed me.

I waited for him to laugh…or smile…or wink…for some sign that he wasn’t serious. But, his expression was stoic. My eyes got wide, and my brow began to furrow. “Excuse me? That wasn’t funny.”

“I’m sorry,” he replied.

I got off of him and laid down on my side of the bed. JAG Man put his arms around me, but I was still in shock. Then, he brought up an irrelevant conversation that led us on a 20-minute tangent. I was fine with that because it gave us a chance to simmer. I also thought that we would get back to the topic of what had just happened. But, he didn’t do that, claiming that it was late and he needed to go home.

As we walked out, I said, “I feel like you’re mad at me, but that doesn’t make much sense. I told you where I was coming from and you said that was fine, but then you just made me feel like shit for trying to get to know you before we have sex.”

He stopped walking, as he took my face in his hands. He planted a gentle kiss on my lips and said,

“I’m sorry. That was wrong of me, and it won’t happen again. I will have more control next time.”

“Thanks. And, I hope that there is a next time. I like you and had a wonderful time tonight.”

We kissed when we got to the front of the garage. But, when we parted, I realized that I didn’t feel that settled about the situation. JAG Man was old enough to have handled the evening maturely, but instead, he acted like a high school boy who just wanted to get laid.

From elation at the W to deflation outside my building, what a long night!

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