So this is actually a story from a few years back (and somehow even longer than my first story. My bad.) I was nineteen at the time and working as a hostess at a restaurant. The place wasn’t the fanciest of all the places to eat, but it was nicer than, say, a Chile’s or Applebee’s. At that time, I was dating a guy that we’ll call Nathan. Nathan was alright. He wasn’t the most exciting dude, but he was attractive and fun to be around. And the sex was good. But I knew that we weren’t going to get married or anything. Anyway, I had been working at the restaurant for maybe four months when a new server was hired. We’ll call him Daniel. Daniel was cute. Kinda dorky, but I’ve always had a soft spot for those kinds of guys, especially at that age. He was shy at first, but he seemed to warm up to me within just a week or two. He got busted fairly often for spending down time talking to me at the podium rather than keeping an eye on his tables.
Before long, the friendly conversations turned to awkward flirting which turned to more confident flirting. At first, he didn’t seem to want to flirt with me, knowing I had a boyfriend, but as we got closer, those inhibitions seemed to slip away and he’d openly flirt whenever he got the chance. After about the upteenth time of our manager telling him to get into the kitchen and stop hanging around the hostess podium, we started talking about hanging out outside of work so no one would get yelled out or risk getting fired just so we could talk. We exchanged numbers and started texting eachother. In the beginning, the texting was almost like we were first talking. He seemed kinda shy. He didn’t flirt a ton, and I felt awkward flirting over text when he wasn’t reciprocating. I decided to see if I could warm him up by sending him a couple pictures of a pair of bikinis, asking him which I should wear to a pool party I was going to that weekend. His response was fairly predictable. Something like “It’s hard to tell without them on you.” So, smirking to myself, I took pictures in both of them and sent them to him making sure to use flirty poses in both. He responded quickly and suddenly the flirting was back on.
After a week or two of texting, he suggested we actually hang out outside of work. He asked if I wanted to go to the mall and see a movie. We agreed on a day and a film, and he said he’d come pick me up that day. While it was never explicitly stated by either of us, I think we both intended to fuck the other if the chance came up. The day of our mall trip, I paid extra attention to my makeup and wore a low-cut shirt and tight pants. I wanted to tease him as much as I could to see if he would get impatient. Sure enough, as soon as I opened the door, his eyes bounced to my cleavage before looking back up at me. He smiled, we chatted on the way out to his car and the entire way to the mall. I kept catching him stealing glances at me. He had never seen me out of my work uniform, which wasn’t the most flattering for the women (typically loose fitting button down and black pants with a short apron), so something form fitting and fairly revealing was new to him as far as me wearing it.
We walked around the mall a bit and passed by a Victoria’s Secret. He jokingly asked if I needed any new lingerie, and I decided to jump on the opportunity. I told him that yes, yes I did, and I pulled him in. He helped me pick out a few pairs. One was black and sheer. I knew instantly that there was no way you wouldn’t be able to see nipple through the bra. The other was green lace, commenting that he always seemed to have a thing for gingers in green lingerie (I’m naturally blonde, but spent most of that year with red hair). So I took them both to the changing room and tried them on, snapping pictures to send to him to get his opinion. He predictably said he liked both, but I wound up buying the black set. I could tell the second I stepped out of the changing room that he was hard. He had that look of a teenage boy being subconscious about whether or not the tent in his pants was obvious. It was.
I made an excuse to head out to the car with the bag and drop it off, not wanting to carry it into the movie that started in half an hour. So we walked out and I asked if we could sit in his car for a bit to rest, saying that my feet hurt from all the walking. We sat in the backseat of his car and talked and flirted for a bit until he made the comment “Well your boyfriend is going to be super lucky when he gets to take that lingerie off and do what he wants with you.” I gave him a look and he actually blushed. While we had been flirting for weeks, that was the first time he directly referenced sex with me. We sat there awkwardly for a second before he sheepishly commented “is it just me, or could you cut the sexual tension here with a knife?” That was it for me. The moment I committed to cheating on my boyfriend. I leaned over and kissed Daniel. It was soft at first, but soon his hand was on my leg and my hand immediately gravitated towards his crotch. He felt big. Maybe not long, but thick at the very least. I stroked him through his pants while we made out, eventually his hand slipping up the back of my shirt. I grabbed his wrist and moved his hand to my tit, doubling the eagerness that I was rubbing his pants.
His cock started twitching under my hand as he kissed to my neck. I was definitely turned on and pulled away to take off my shirt, tossing it up into the front seat. His eyes widened at the action, sticking to my tits. I watched him closely for his reaction when I took my bra off and told him to get his pants off. “Now.” He hesitated only a second before awkwardly undoing his pants while sitting the backseat of his car and shoving them and his boxers down to his knees. Sure enough, he wasn’t the longest dick. Best guess would be five and a half, maybe six inches, but boy was he thick. Thicker than any cock I had had up to that point in my life.
I leaned down and shoved it into my mouth. I’ve always loved giving head, and boy did he love getting it. He grabbed my hair with one hand and played with my tit with the other while I bobbed my head on him, making sure to build up extra spit to soak his cock with. He groaned while he twisted my nipple, which in turn made me moan around him. I reached up and grabbed his hand on my tits and moved it around to my ass, wanting him to play with it. While I had never had anal sex at that point in my life, I loved having my ass fondled and groped. He quickly got into it, even reaching around to rub my cunt through my jeans, which just made me moan more around him. Eventually, he pulled me up by my hair, breathing hard. He told me he wanted to fuck me, right there on his back seat. I kissed him hard before pulling away and undoing my pants, super thankful I had shaved everything the night before. While I did that, he took his shirt off. He wasn’t the most toned guy. It was clear he didn’t really work out, but I suppose he had a naturally high metabolism because there wasn’t any fat on his chest or stomach.
I got naked and straddled his hips, making sure to rub my slit against his cock while I made out with him. We both groaned into the kiss as I grinded on him, quickly getting wet and moistening his dick even more. After a few seconds, he grabbed my ass and lifted me up. I knew exactly what he was going for. I reached between us and grabbed him, lining him up before pushing down on him. He felt great, and being on top meant I got every inch of him in me. I kissed him hard while he continued to play with my ass and I rocked my hips on him. I knew it was all super taboo. Not only was I cheating on my boyfriend, but I was doing it in the back of a car in the middle of a crowded mall parking lot. The naughtiness of it got me wet super fast. And thank god, too, because Daniel didn’t last long. I had been riding him for only a minute or two when I felt his cock bulge and his cum fill me up. I hadn’t told him I wasn’t on any kind of pill or anything, so my first thought was panic, but fuck me. It felt good. I wound up cumming off of the feeling itself, soaking his dick and waist. I cried out, too. There’s no way someone walking past didn’t hear it.
We never did go see the movie. I don’t even remember what movie it was supposed to be at this point. We opted instead to stay like that, his deflating cock still inside me, and make out. We didn’t move for probably half an hour. I’m surprised mall security was never called on us. After a good bit, he shifted, making me lay on my back across the seat. He slipped out when I moved, but he started stroking himself. Apparently he head been rested enough to get up again, because in seconds, he was hard and rubbing against my clit. Instantly aroused again, I put on my best “fuck me” eyes and rubbed my clit. He spit on his hand to wet his dick and pushed back into me. It wasn’t as deep as the first time, but I was still aroused, so he didn’t need as much to get me going.
He fucked me as hard as he could while not rocking the car too much. I played with my tits with one hand and kept rubbing myself with the other. He took longer to get off this time, partially from the cramped space, I’m assuming, and partially from having already gotten off, but within maybe five minutes of steadily thrusting into my cunt, he started looking like he was trying harder. I figured the harm had already been done, so I told him to cum in me again. I begged him for it. Told him I wanted to feel every last drop shoot into me… and then he was done. He let out a groan and shoved his cock as deep in me as he could get as he came a second time, and once again, the feeling of having this guy, who wasn’t my boyfriend, fill up my cunt with his jizz while strangers walked just outside the car made me climax. I coated his cock again and he pulled out, leaning against the door while we recovered.
After that, we made out for another minute or two before getting dressed, quickly moving into the front seats, and driving home. He actually wound up quitting the restaurant a week later. He found a better job. We text for a bit after he left, but never hooked up again, despite insisting that we needed to fuck in a real bed. I wound up breaking up with my boyfriend a month after all this happened, and I’ve never cheated again since, but damn, was it worth it that one time.
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