True Story
This was my second date with Elle. We had gone out once before and hit it off and finally had the chance to meet up again. During the previous week, our texts had started turning more sexual and I was definitely looking to see what would happen tonight. She was gorgeous; 5'5", middle eastern with long brown hair and 32DDDs that she didn't mind showing off. In fact, I mentioned I was a fan and that she said she was going to wear something a little "too revealing."
We both lived far apart so we decided to meet halfway for dinner. When I got there, I saw her walk up and she looked beautiful, as always and was wearing jeans and had a raincoat on. Hmm, I thought, I don't get to see this "too revealing" top just yet, but based on our last date I knew I wouldn't be disappointed. The server directed us to our table and as we sat down, she left her jacket on, but looked around sheepishly.
"Leaving the jacket on?" I said with a grin.
"I don't know if I should take my jacket off, this top is a bit much." She replied. I laughed and shrugged it off. She looked around some more and decided to take the jacket off and revealed why she was so nervous: a black top with deep V cut showing her incredible cleavage. It went low enough I could see the center of her bra, and her large chest pushed the sides of the top out showing perfectly shaped breasts. A drawstring weaving between the sides of the shirt were the only things covering her chest and I use the words "cover" generously. Mmmm, I thought, this is going to be a fun night. And it was. I enjoyed her company and we had a great time, but dinner was over and it was time to figure out what to do next.
The place we met was a small town and there wasn't much to do, plus it was cold and dark out already so we couldn't walk around (there wasn't anywhere to go anyways). I suggested we go for a drive and listen to music and luckily she agreed to it. Yesss I thought, smooth, real smooth.
The drive started off fine, continuing our conversation in the bar and winding down backroads in the dark. But of course, it became sexual. I don't remember the trigger, maybe me talking about her top but it was time to have some fun. I could see she had the same sheepish look on her face and when I asked her what's going on, she said she was thinking of what to do and if she should do it. I decided to play it cool and figure out what to do next when all of a sudden, Elle took my right hand and placed it on her chest and under her bra. Fuck yeah, I'm in. I immediately began massaging those beautiful 32DDDs, playing with her nipples and slowly pulling her already exposed top down to reveal them fully. Every so often, I'd stop at a stop sign and lean over to lick her nipples before driving again. You may ask, why not stop and have fun? Well, I've been caught before doing so and I really don't want to ruin the night, plus the roads are quiet and it's an easy drive.
Our conversation was equally hot. I told her how I like to jack off on long drives when I'm by myself. She thought it was hot but asked where I'd cum? I usually shoot it in my underwear or under my shirt for easy clean up.
"Why not cum in your hand?" She asked.
"I could, but I'd still need a way to clean it up." I responded.
"I mean, you could just lick it up." She came back. Fuuuuck, that was hot, I thought. I was already turned on but that just dialed it up further.
"You like that? That doesn't weird you out?" I asked.
"No, I think it's really hot." She smiled. Like a lot of guys, the thought also turns me on but when the time comes, I usually lose interest. But if I was with someone who could help me out...
Finally, things got down to business. While playing with her nipples, she reached across and ran her hand up my right leg. Mmm, the feeling of anticipation is incredible and drives me wild. Higher up her hand went to right between my legs. She could feel how hard I was and was ready to have her fun. After undoing the belt and slowly unzipping my pants, Elle started slowly stroking my hard dick. Yesss, I love this, I thought. She was struggling a bit because my jeans were in the way though.