It is a unique feeling to know you want something different from the norm, especially when it comes to sex. Maybe I was more adventurous than all my male counterparts. Maybe deeply embedded in my DNA, I was bisexual, and just never knew it until I experienced it. Perhaps some felt as I did, but never acted on it. I would be bold enough to suggest that some of the men and women I knew in life never took that chance because of fear of retribution, teasing, or being shamed. All I knew was the doors of wants opened a flash flood of desires after Chuck. I accepted that as much as I loved women, loved being inside a vagina. Loved playing with tits, and loved experiencing sex with every one of them that I could fuck, I was now at the point where I wanted dick. And I wanted dick, just as bad as I wanted pussy. Even though at that moment I had only blown Chuck and had one brief make-out session with Jillian, just holding her dick, I knew I wanted more. And for the time being, my focus was moving forward with Jillian.
Jillian and my conversations grew after our heated car-kissing session. And I think she was just as scared as I was about developing something more. I knew the minute I crossed the line and sucked her dick; I was going to have to determine where my destiny laid. For her, I think the fear revolved around becoming a woman and getting the love she desired. Yet, also knowing she could never be that "regular woman." She wasn't going to have kids; she didn't have a pussy. She would be introduced to family members or parents as the "girl" someone is dating, who has a dick. And I can only imagine the anxiety and apprehension that would come with that.
I never really pushed the issue of asking her about her sex life before me. I knew she had dated a few men, but I didn't even know if she was taking dick during sex, or giving dick during sex. So, anything further with us was going to be a learn-as-you-go moment. Just like any relationship, you grow and develop how comfortable things can get, or what turns someone on. How you interact, what your partner does, or does not do. So only time would tell for us. More importantly, only time would tell for me on whether or not, I liked having only dick, fucking her, or even her fucking me. But that moment quickly arose and I found out.
Jillian came by my house Saturday night about a week and a half after our golf date. I promised to make her dinner, sit and have some wine, watch a movie, and just enjoy each other's company. She arrived wearing tight blue jeans, a short-sleeved off-white feminine button-up shirt, little white gym shoes, and white ankle socks. Her hair was up in a ponytail and her make-up was on point. I'm sure we were both nervous about the evening, being it was the first time we were alone behind closed doors. But as the conversation with us increased and the dates we had gone on, the more comfortable we had become around one another. Just like any first night alone with someone in privacy, there's always that bit of apprehension.
After dinner, Jillian and I sat on my couch watching a movie and we were holding hands and just lightly passing conversations as we watched. I wanted to kiss her again. I wanted to be feeling her up and I wanted to see her dick. I could see the bulge in her pants, not from her being hard, but as she sat next to me, I could see there was a package there, instead of a slim, tight pussy. I may have appeared to be cool as a cucumber, but I was a nervous wreck on the inside.
When that moment arrived, and the tingling inside came as we stared into each other eyes and kissed for the first time tonight, my heart thumped loudly. There was no doubt that if this went beyond our heated exchange in the car last week. Tonight, I was going to be sucking dick, instead of playing with pussy, and as much as I had ensured myself, I was ready for this, I wasn't sure I was ready.
As we kissed and as our passion grew more, my mind eased a bit, and I just went with the flow. Just like the time before, when I felt the time was right, I slid my hand onto Jillian's shirt and was feeling up her tits over it. They were firm, ridged, and plump, and still had that hard ballon feeling. But I had to understand and accept that they weren't real. As time went on, I unbuttoned her shirt, which she eventually slid out of, exposing her skin, except the bra she was wearing.
I pulled Jillian up on top of my lap and we just continued kissing deeper and more intently as things progressed. I was feeling up her tits over the bra and rubbing my hands along her back, sides, and neck slowly seducing her. I unhooked her bra and felt it start to fall, Jillian, pulled from our kiss and slid her arms through the loop hoes, tossing it off to the side. I got a good look at her full, plump, affixed-in-place breasts that were more rounded and firmer than any breasts I had seen before.
I slowly kissed my way down her neck and across her chest until my mouth hit one of her nipples. I proceeded to suck on both as I went back and forth from holding one and sucking on one, flipping back and forth to make her feel aroused. When our faces met again, we started kissing deeply, Jillian pulled me slightly forward and pulled my polo shirt up and off of my body. Her hands slowly and softly rubbed my chest and upper torso, as she stared intently at me.
When we returned to kissing, I slowly rubbed my way down past her breast, along her sides, across her stomach, and down into her crotch area. My hand slid up and down over her dick, over her pants and I could feel her body's reaction to my touch. I will admit it was a wild feeling to know I was rubbing over a dick and not a pussy, and I could feel her hard cock nestled deep inside those jeans, almost begging to be let out. I was rock hard at that moment and I wanted her to suck my dick, as bad as my desire was growing to suck hers.
As I popped her jeans button open, Jillian made a grunting, groaning noise and I froze. Had I gone too far? Too fast? I pulled from our kiss and asked her, "Are you okay with this?"
"Yes," she replied, as she smiled at me.
"Then why the grunt?" I asked.
"I'm excited," she replied as she leaned back in to kiss me more.
I unzipped her pants and did my best to slide my hand down into them, but with her sitting on top of me, I couldn't get the best angle. I could feel her hard dick sticking up in her panties and I was doing my best rubbing over it, as she was getting more aroused because she was moaning and groaning, kind of rocking up and down as my hand slid up and down over her.
Jillian pulled from our kiss with a big huff of excitement and arousal, looked me deeply in my eyes, and started to slide herself off of me and down onto her knees onto the floor.
She looked at me in a longing, loving way for a few seconds and reached for my jeans button. She unbuttoned them, unzipped my zipper, and in a surprise move, grabbed a handful of my pants and underwear at both sides and started pulling my jeans down off of me. I lifted my hips and tried to help her as she wiggled them down my legs. Talk about a moment of embarrassment, as I was now naked on my couch, dick hard, sticking up as she pulled my pant legs from my body, exposing me and leaving me rather vulnerable. I felt very uneasy at that moment. I almost felt as if she was judging my dick size. Was I big enough? Manly enough? Did I look sexy to her? Even more frightening was my mind knowing that even though I was looking at a "lady," I was about to get a blow jo from "a man."
Jillian pulled her hair back into her ponytail tighter and then her hands started rubbing my legs, softly opening them, getting her first good look at my naked body. She started kissing my inner thighs, above my knee, bouncing back and forth from one leg to the other as she moved upwards. I spread my legs open and slightly shifted down as her hand reached out and grabbed my stiff dick.
Her hair and her breath came across my dick first and I felt her mouth right at the tip. She slid the tip of my dick just inside her mouth and I gasped ever so lightly, as it slid ii in. As her mouth encompassed all of my shaft, my heart was pounding. I felt her wet warm mouth take it all in and start slowly retreating towards the tip.
I was in complete astonishment. Just seeing her head slowly start bobbing up and down. She was deliberately slow at first, just taking it all in and getting accustomed to me. In my mind, I was screaming for her to go faster, to suck it tighter, to make me want it more. As she continued the slurping, sucking sounds started to fill the room. I could feel her tongue swirling around my dick as slid in and out of her mouth. Her pace quickened and on occasion, she would use her hand in combination making it feel like she was squeezing the skin off of my dick. I had my hands resting on top of her head and I knew she could tell she was getting me more aroused and even closer to orgasm than I was seconds before.
As the minutes went on, I was getting closer and closer to cumming, but I didn't want to cum yet. I surely didn't want to cum and not be horny enough to return the favor. The time had come and I needed to suck her dick, just as she was doing mine.
