Once upon a time I had a girlfriend who had a younger sister named Debbie. Debbie was a fox, although a tad on the heavy side, what is called a BBW I guess. Not real overweight, just enough extra weight to give her some nice boobs, a big butt and sexy legs, a sort of Mariah Carey-type. She was the kind of woman that you want to have sit on your face until you're lost. I guess you can tell I'm into fleshy women.
I dated her older sister for a number of years so I knew Debbie a little but not real well. I will tell you I had more than one wet dream thinking of the voluptuous younger girl while pounding away at Kim, usually from the backside. Kim was good but her sister occupied most of my fantasies in a way that drove me mad whenever she was around.
Years after Kim and I broke up, I ran into Debbie at a bar. Somehow I managed to screw up the courage to approach her. Minutes later I was sitting next to her and reminiscing about the past.
Age had only turned Debbie into a more delicious beauty and I was soon just as enraptured with her as I had been long ago. After a number of drinks to fortify my nerve I began my confession.
"You know I had one of the most humbling yet exciting experiences with you that I ever had with a woman, although you were just a young woman then."
"Oh?" Debbie had a way of looking at you with detached amusement as if she could read your mind and knew every depraved thought you ever had.
Back in the day I used to coach a woman's softball team and Debbie and her sister were on it. We had traveled across state for a tournament and for some reason, Kim got Debbie angry and the younger sister threatened to quit the team. This would have ruined the whole trip as Debbie was our starting pitcher, hell our only pitcher, so we needed herโdesperately.
I told her the story. "You probably don't remember the time I had to talk you into staying on our team." I filled her in on the distant memory. She claimed she sort of recalled the incident. It was obvious the episode carried a lot more weight in my mind than hers. "Yeah, and having to practically beg you to stay with us got me so turned on I could hardly talk."
She arched an eyebrow. "I don't remember it; maybe you better fill me in on the details."
"Well, I went to your room and, like I said, almost begged you to stay on the team. You sat there on the end of the bed, so young, so imperial. At the time I recall thinking you were like a spoiled princess, one of my favorite fantasies by the way." I stopped my tale to gauge her reaction. Her smile just curled in a very knowing way. I went on.
"You pouted, acting very spoiled, making me beg and beg."
"That must have been very demeaning for you." Her luscious lips circled her glass as she sipped her drink. Her eyes seemed to pierce the night and snare my soul.
"It was."
"Is that why you remember the event so well?" Her dark orbs sparkled in a very wicked, yet delicious way.
"Partly," I confessed. My throat sort of constricted and I took a big chug of beer, emptying the stein. Signaling to the waitress I ordered another round.
"Just partly? Is there another reason it sticks in your brain?"
"Oh yeah." My little guy stirred in my trousers and felt very confined. Shifting in my seat I realized my next words could play a big role in the next stage of my life.
"What is the other reason?" The manner in which she studied me made me feel like I was some specimen in a lab. She played with me like a cat does a mouse.
"Actually, I was getting quite turned on."
She chuckled lightly, taking another sip. "You like to beg?"
The stirring in my pants was making sitting very uncomfortable. The little guy was enjoying the situation to the point of ejaculation. At that moment I decided to travel down a path of depravity that had no way back. This conversation was either going to get very erotic very quickly or she would decide I was a pervert and throw her drink in my face. Either way, I was likely to have gist to jerk off to for months.
"Only if the situation is right." My palms felt sweaty and my heart raced. I downed the beer and motioned for another.
"And the situation in my motel room was right?"
Moistening my suddenly dry mouth I answered. "Oh yes."
"Why?" Debbie seemed amused by the direction of the conversation. I plunged ahead.
"It was the ideal situation. You were perfect, sitting in your casual clothes on the bed like a princess awaiting her serfs. Since my argument wasn't working I thought you were going to make me kiss your feet."
Her smile seemed very wicked. "Maybe it wasn't my feet I would have made you kiss."
"Oh?" The little guy began leaking, indicating he wasn't going to be able to take much more. Realizing I was wearing tan pants I knew I was in trouble. The evidence of my arousal would soon be seen by everyone.
"Maybe I would have made you kiss my ass."
I've been with a few women in my life, most very vanilla in nature, never wanting to stray into the field of my particular perversions. At this moment I believed I had found one willing to not only wander down that road but actually lead me along. I knew I was out of her league but now I felt like I didn't even belong in the same universe.
I struggled in my chair. "That's one of my favorite perversions."
If I had any doubts about her character she dispelled them with her next question.
"You're an ass-kisser?"
Clearing my throat I downed another glass of beer. "In the right situation."