We kissed deeply and passionately for a long time, breaking this kiss occasionally to kiss each other’s neck, cheek, and forehead. Only to have our lips meet again. Before long the rubbing and touching of arms and face grew more intent. I placed my hand on her neck, below her Adam’s Apple, and was running slightly downwards to the upper part of her chest. I could tell she was getting just as turned on as I was.
Her breath deepened, her arms reached out to pull me in closer, her hand was on my chest, and my dick was so hard in my pants it felt like it was going to rip through the material. I mustered up the courage and ran my hand further down the top of her dress and over her tits. To be honest, not biased, or judgmental, but when my hand slid down over her tits, it felt like I was feeling two hard balloons. I could feel the outline of them, I could feel her nipple through her bra and shirt. But I was unique feeling fake ones.
Her hand slid onto my inner left thigh and she was rubbing up and down, getting closer to my crotch, but not yet getting there. I rubbed my hand over both tits, but since her top was so tight, I couldn’t get my hand under it.
I finally gave up trying to figure out a way into that dress and just slid my hand down onto her right thigh, over her dress. After a while of rubbing up and down her leg, as she was doing to me, I felt her pull the dress material up further off of her leg, allowing my hand to touch her bare skin.
My hand slid up and down her leg, passing over it and all around it, getting her more and more turned on. I kept wanting to lunge out of my seat and across the armrest, onto her lap. I felt her legs spread and I knew that was a hint for me to slide my hand up further.
Slowly and surely, I did, until I felt the bottom side of her panties. I felt the material, slide across the tips of my fingers. Little by little I went further and further, until the palm of my hand was cupping her balls. I cupped and caressed them as they sat nestled in her panties. Jillian’s hand moved further up my leg and onto my dick, over my jeans.
I could feel her balls in my hand and wondered why I wasn’t feeling her hard dick on top of them. That is until I reached further up under her skirt and felt her hard dick, sticking straight up pointing towards her stomach, buried in the sheer texture of those panties. I slid my hand up and down over it, just feeling it. I detailed the outline of it as I felt her hands start fumbling with my belt buckle trying to get it open.
I pulled my hand from her dick and helped get my belt unbuckle, my pants unbuttoned, and unzipped. I slid my hand back up and under her dress and was rubbing up and down over her dick, still buried inside her panties. Just as I was doing that, Jillian reached down under her dress and pulled her panties downwards a bit, letting her hard dick pop out. I wrapped my hand around her shaft and felt how bulging, hard, and erect she was. Her hand returned to my pants where she now was rubbing up and down over my dick, as it sat erect under my underwear.
I used my free hand and pulled my underwear away from my skin, letting my dick pop free. I guided her hand onto my hard dick and felt her grasp a hold of my shaft, squeezing it and starting to lightly stroke me and I gasped through our kiss as she started to play with me. We sat quietly in the car, just lightly jacking each other off, kissing, and getting familiar with one another’s dicks, as the passion soared to new heights.
I was so hard and so ready for her to either suck it or let me ram it in her ass. Either way, I needed more than this foreplay session. And honestly, I wanted to suck her dick and feel it in my mouth.
Jillian’s dick was rock hard, pulsing as I slowly stroked her off. And I wanted it. I wanted to lean over and give her a blow job, right in the parking lot. I wanted her to do the same for me. We kissed deeply playing with each other’s dicks for a few minutes. Both of us trying to figure out where this was going and how much more we could have taken before we both came.
Just as it was at its hottest point, we heard voices coming towards her car. We both pulled away from our kiss, removed our hands from each other’s privates, and leaned back in our seats in concern. We watched as a family was walking to their car adjacent to hers. I think reality hit us that we weren’t going to do “this” here tonight in the front set of her car.
“Maybe we shouldn’t do this here,” She spoke.
“Yeah, you’re right.” I agreed.
We both sat back in our seats and adjusted ourselves. As the family was getting into the car and not looking at us, I quickly lifted my hips, buttoned my pants, zipped my zipper, and resecured my belt buckle. Jillian had also pulled her dress back down and I am assuming put her dick back into her panties. I know we were both hard, both wanting to take this further but this wasn’t the time or the place.
I looked over to her and said; “I don’t want to forward and ask you to my place. So maybe we could continue this at another time. When the time is right.”
She smiled at me and said, “I’d like that. Very respectful of you Tim.”
I leaned over and kissed her goodbye one last time.
I know we were both extremely horny, extremely turned on, and extremely hard. But as much as I wanted it to go further, I knew I needed to be a gentleman and wait for a better time for us to actually be alone, behind closed doors.
I exited her car, got into mine, waived to her as she started to pull away and just caught my breath. I still felt like I wanted to cum and I wanted her to cum as well.
The odd thing was that as much, and as fast as it progressed, in all reality, all I did was feel her balls and hold her stiff shaft in my hand. I never did see it. I never did get to suck it and I surely didn’t get to make her cum. But based on tonight’s events believed I eventually would.
I drove home overly excited. I felt free and alive and even though I knew I had just made out with a shemale and held her dick in my hand. I knew Jillian was going to be the only thing I was going to be craving.
I wasn’t sure if I was going to tell anyone or not, or even how long this situation would last. To be quite honest with myself, I still hadn’t sucked dick again and didn’t even know if I’d like it if I did.
My thought processes bounced back and forth throughout the next few days. I wanted it. I truly did. But then those fears would rear their nasty little heads and remind me that she had a dick. I never told anyone about it (back then) and I had no one to talk to about it. I had no gay friends. I had no social networking of LGTB. As far as I knew, I was alone in this battle on whether or not I should continue to date a shemale, or just go back to women and chalk it up as another experience. As I’ve said many times in life, fantasy versus reality are two different things.
And yes, to be perverted and honest, I did masturbate thinking of her. And yes, I kept communicating with her and was trying to get her alone, so I could finally get the chance to suck a dick again.