I’ve been working at my current job for a couple months now and it’s been going great! I’ve met a few people, made friends, and above all I’ve made some capital. I found myself being cleaner/cook for an Italian restaurant that is home to numerous young employees. It’s fun working and communicating with people your own age in a setting that is unfamiliar. It makes me appreciate the little things. Anyways, with this job came the inevitable relationships that needed to be made. Out of everyone who worked there one person caught my eye. Her name was Holly. She was a short, slim brunette with a cute ass and had eyes you could get lost in. She was the first person I saw and the only person to train me on my first day. She was stunning. She had natural beauty. The kind that doesn’t need to be “enhanced” by makeup. The kind that makes you appreciate true symmetry and good genes. Shift after shift I would find myself becoming closer to her as we closed and opened together on multiple occasions. We had shared a lot with each other including very personal details about each other. She told me she was a virgin and I told her that I was too. She wasn’t afraid of talking to me about things that troubled her and I was truly grateful for that level of trust. We shared so much information that we always had a topic to pick up where we left off. Everyday before our shift we would meet up in the parking lot and go in together. As we got closer I could tell that she was truly special. She had a heart and was caring towards any soul. She made mother Teresa look bad. Regardless of my obvious obsession over her I knew that I wanted to be with her. So one day I worked up the courage and asked her out before our shift started. After I told her she gave me a distraught look that made my heart sink. It felt as if time was moving considerably slower and I couldn’t do anything about it. She asked why I would ask her out knowing that we work together. I just replied with raw emotion, stating that I haven’t felt this type of emotion in a very long time and it is something I want to cherish. She begins to fully digest the situation and tells me that she doesn’t know what to say but really likes our friendship. Knowing that rejection was a possible outcome I didn’t sweat this defeat too much. We then both walk into work, clock in, and get started.
Things were slightly awkward but it wasn’t something too hard to overcome. Before we knew it we were talking as if nothing ever happened. A few weeks go by and my interest is still as throbbing as ever. It’s at this point where I’m considering going after her again but I don’t want to risk being seen as a desperate person by her. I’ve been talking to a few girls trying to get her off my mind but it’s not working. Being frustrated and stressed led me to indulge in a little proverbial nightcap. One too many drinks later and I find myself debating on whether or not I should just go for it more aggressively. By aggressively I mean full on sexting. I say fuck it and grab my already hard cock and send her the best picture I could take while being shitfaced. Thinking I’m a pretty hung guy with noticeable girth I didn’t think twice when sending the picture. It took awhile before she opened it but she did about 10 minutes after I sent it. My heart was racing so fast. I couldn’t even fathom what I had done to our relationship. Was I fucked in the head? Why did I do this? Being even more paranoid than before I started thinking of excuses to tell her on why I sent her the photo. I knew that I had fucked up even when I was completely inebriated. I had work the next day and was not ready to heed the consequences of my actions.
So I pull up into the parking lot around noon and notice that she didn’t wait for me like she usually does. In fact, her car is parked in the farthest corner of the parking lot under a tree where nobody likes to park. I find this weird and I immediately start to get anxious about the status of my job as well as my close relationship with holly. I park, take a deep breath, and smell the roses. It’s time to face the facts that I had fucked myself in the ass with no lube this time. As I walk in everything seems normal. Coworkers making sammies. Other co workers are wasting time as per usual but I have yet to find holly. As soon as I see her I can tell she’s busy and I don’t feel like bothering her at the moment. As the lunch rush ends I try to spark up a conversation with Holly only to be ignored by her and served a disgusting look. She walks straight past me and goes on her break. I feel like shit at this point. Why did I subject this nice, beautiful girl to such a trashy method of flirting. I feel like I tainted her in some way. She probably had never seen a cock before but yet I sent her an HD 1080p resolution picture of my cock just because I said fuck it. Taking my break early so I don’t have to endure anymore embarrassment I found that Holly had sent me a snapchat video. It was her in her car playing with her pussy captioned “I didn’t know how to respond last night but it hasn’t left my mind. I parked in the corner so you can fuck me on break”. My heart immediately jumped. Thinking I must’ve been dreaming I started staring at her car in the corner. I could see her 4-door suv shaking from her vigorous masturbating. Just the sight of it got me fucking rock solid. I bolt towards her car and get into the trunk area where she lay on her back with her legs spread open wide. Her body was perfect in every way imaginable. I could orgasm just from the sight of her. The sweet smell of her pussy filled up her car with an aroma that I hope stains my clothes. As I free my cock from my pants she gives me a submissive look in her eye that says “please go gentle”. I knew that this was both of our first times and it wasn’t a race, but technically it kind of was as we only had an hour break. I start to rub my dick up and down her wet pussy lips feeling her every groove on my cock head. I tease her a little bit with my tip going slow at first. But as she gets wetter I could tell how ready she was to get fucked like an animal. At this point we are in missionary position and we have our eyes locked on to each other. She tells me that she’s been wanting me for awhile and didn’t know how to react when I asked her out. I didn’t need an explanation. All my questions were answered when I saw her video. The only thing I wanted to do now was enjoy her warmth and embrace her with every passionate stroke. I started to penetrate her ever so slowly but it wasn’t long before she wanted more and more. She was so wet I could see a trail of her juices tracing along her butt. With every thrust you could just hear the validation of her pleasure. As I go faster and faster her moans begin to fill the car to the point where any bystander could hear her. Us. Making sensual love. She came first and that was what pushed me over the edge. I pushed my cock deep inside her and could feel myself stretching her out. As I came deep inside her she told me she could feel my cock throbbing inside her. This had to release a few extra drops alone. It was fantastic, unexpected, and memorable. After this wonderful afterglow moment we both came to the realization that we were still on break. I checked my phone and I only had 5 mins left in my break while she was due a long time ago. She pulls her leggings up pushing against her cum filled pussy as I clothe myself. We were both dripping in sweat and had obvious sex hair dues. She runs back to work and I’m quick to follow. Thankfully the restaurant was slow so we were able to sneak in without being bothered. As my shift progressed I could see my cum leaking out of her pussy staining her dark black leggings. She noticed. I noticed. And I’m sure a couple other coworkers noticed too but we’re not confident in what it was. Part of me wanted to fuck her right then and there. I wanted that to happen. I needed that to happen. I knew it would not be long before it did happen. Again and again and again.