(M)y first time with a much younger female. | 2016

I used to manage a restaurant years ago that employed many hot girls that were either in college or high school. They all had to be at least 18 to work there. The place was open until 2am which kinda sucked, but I was in charge of scheduling so I always made sure I had a hot girl or two that would end up working the late shift if it was my night to close.

Being a married man in my mid thirties kept me at bay for the most part, but I always enjoyed the flirting that some of the girls always pursued with me. I was propositioned many times and looking back at it now I should have done a lot more than I did. I had married young and had kids right away and my wife at the time had started to grow apart from me, oh well. One particular girl at work would be very overt with what she wanted to do with me and I would always play along as it felt good to be wanted. She was eighteen and had a boyfriend of a few months, but she still lived at her parents house which was only like a quarter mile from work.

One night we closed together and we were joking back and forth in a flirtatious manner when she ended up saying, "fuck you" to me. I unexpectedly replied with, "you couldn't handle it". She assured me she could handle anything and my cock immediately swelled. I could tell she was getting turned on knowing that an older man was aroused by her. There was another manager working the office and closing shop that night and I was supervising the dining area and bar. We were the only three people in the building at the time so not wanting to risk being caught there I told her maybe we should drive out somewhere after we finished up and see if she could handle it. She agreed so we quickly finished up and left.

We agreed to meet at the convenience store parking lot down the street and go off together in my van leaving her car there. She got in and we drove off slowly not knowing where we'd end up. Nothing was said, but I made the first move by putting my hand high on her bare thigh as I drove, she was wearing shorts. My hand moved up and unbuttoned her shorts and I unzipped them. Her breathing was getting deep as my hand slipped under her panties and my middle finger touched her young clit. She was so fucking wet and her clit was hard as fuck. I slipped my finger into her slowly, man she had such a tight little pussy. By this time she was rubbing my cock through my pants so I unzipped them letting her pull it out and stroke it while I finger fucked her and drove to a secluded back road that was rarely traveled.

We were both so aroused and ready to fuck by this time, there was no turning back. We went to the back seat of the van where I laid her down and pulled her shorts and panties completely off of her. Immediately I put my mouth on her young pussy and gave her what she would later tell me was the best head she had ever had. Man she was soaked as she grabbed my head and thrust her hips and young pussy into my expert tongue. After a few minutes of this I knew she was wet enough for my seven and a half inch thick cock. Going up to her we kissed passionately as she tasted herself off of me. She broke off and said she wanted to taste my cock, She licked the precum off the head and then starting sucking cock like a pro, fuck she was good! I was very horny and told her I wanted to fuck her after about a minute of her sucking my swollen cock. She laid back and spread wide for me as I guided the head of my cock to her entrance. I immediately realized how tight she was as I got the head into her, She was moaning knowing we were about to fuck. It took about a dozen slow strokes before I was finally buried balls deep into her tight hole, I held it in her for a while until she was adjusted to my girth. We kissed passionately as I started to pump her slowly at first. Every stroke of my cock into her illicited the most erotic moans I had ever heard. I could tell she had never been fucked properly, I took my time and was very gentle with her as I wanted to give her real pleasure.

It was so erotic, after about five minutes she experienced the first orgasm by a cock in her life - she told me afterwards that she had never cum on a cock before. The feel of her convulsing pussy as she erupted is still etched in my memory. I wanted badly to fuck her all night but we knew our time was limited as her boyfriend was waiting for her at a friend's house where they were partying. I fucked her for about ten more minutes as she held me tightly and kissed me while looking deeply into my eyes, the look said it all, that she was all mine that night. She could tell I was gonna cum soon, she had her hands on my ass and I knew she wanted to feel me cum inside her. I knew I should pull out but she felt so fucking good and I looked into her beautiful blue eyes as I poured my cum into her while she moaned and came at the same time. We quickly got dressed and drive back to her car where we parted ways that night. She told me on the drive back how great it was and that she had never let a guy cum in her before, that I was her first. She wanted me to cum in her she said because I was the only guy that ever made her cum while being fucked. I felt privileged I guess. :) We had a few more encounters that summer before she went off to college and I ended up moving out of state.