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Fair warning - this story contains cheating. I know I'm a bad person, feel free to tell me in the comments if that's what you need to do.
I've always thought that cheating was hot in theory, but never imagined I would actually do it. A few months ago I was browsing a cheating fantasy subreddit and saw a post from a girl who said she was recently single and looking to be a side piece for someone. She didn't have a lot of detail in her post, but for some reason I was drawn to it and decided to send her a message. I wasn't expecting anything to come of my message, but a few days later I saw she had responded.
I told her about the long relationship I've been in and how I've always fantasized about cheating, especially since my girlfriends sex drive became basically non existent a while ago. After some more back and forth, what I thought was going to be just a fun online chatting relationship took a turn when we found out we lived about an hour apart. We fantasized about what it would be like to meet up for a few days before our conversation sort of naturally fizzled out.
A week or so later I learned my girlfriend would be out of town for a work trip soon and let my knew online friend know, but she wasn't sure if she would be up in my city during that time. One of the days my girl was gone, she messaged me saying she was coming in to pick up a friend from the airport, but had learned her friend's flight was delayed so she was going to hangout at a cafe. I didn't see her message for a few hours until I had left the gym, so I didn't bother responding until I got home and showered as I figured she'd already be gone.
I got an almost immediate response though, letting me know that the flight was finally in the air but she still had some time before it landed. We traded a few messages about where we wanted to meet up, and settled on a bar that I knew wouldn't be too crowded and would offer some privacy out towards the airport. Up until this point we hadn't traded any pictures so I still had no idea what she looked like, so I told her to go into the restroom of the cafe she was at and send a photo of her outfit. Once it came through ... I knew I was hooked.
As I got in my car to head towards the bar, the reality of everything I had fantasized about hit me and I got a little nervous. I was having some second thoughts on the drive over, but after parking on a dark side street nearby I thought about it for a few moments and had a sort of "fuck it" moment, feeling a surge of confidence as I walked in.
I saw her sitting at the bar, her back turned to me, a cocktail in her hand, her long black hair falling down past her shoulders. The photo she sent didn't include her face, but as I stepped next to her and made eye contact with her I knew I made the right decision - her pretty eyes looking at me from behind a pair of glasses, her cute face framed by her neat black bangs. She offered me a shy smile as we both said hello, making a little awkward small talk while I ordered my drink and paid for both of ours.
We took our drinks to a nearby table and sat across from eachother, giving me plenty of time to take all of her in. She was very cute, short, tan skin, the cutest smile and eyes. We had a fun conversation over our first drink, the nervousness quickly wearing off. We briefly acknowledged why we were here, agreeing not to share names, but otherwise telling eachother quite a bit about ourselves.
She was incredibly fun to talk to, and soon our drinks were empty. We went to the bar to get a second round and I led us to a side room of the bar where I knew there were some corner booths. Thankfully with it being a weeknight the room was empty, and with a little more privacy we sat next to eachother in the corner of the booth. Our conversation resumed, but as we were now much closer our legs were pressed together, and my hand slowly found her thigh.
As we talked I slowly stroked her thigh, my fingers finding a tear in her jeans and feeling her soft skin below. Soon my hand was working higher and higher, and she lifted her legs up and set them on top of my thigh, scooting even closer to me. Any nervousness or second thoughts I had were long gone, and I could see a similar lust in her eyes as our conversation continued on, masking what was happening beneath the table.
Soon though we were finishing our second round, and I asked how long she had until her friend's flight landed. She checked her phone, guessing she had maybe twenty or thirty minutes. Her phone was low on battery, so she asked if we could go to my car to charge it, a suggestive hint in her tone and my hand now stroking up her inner thigh. I quickly paid our tab before heading outside, guiding her towards the side street I parked on.
Now out of the dimly lit bar, I took a moment to fully take in her body as she walked a step in front of me. She was definitely not kidding in those flirty messages when she said her ass was her best feature because holy shit, she looked irresistible in the jeans she was wearing. We hopped into my car and as soon as the door was closed and locked our hand were on eachother and I told her how much I wanted to kiss her. She said "please do", and it was on.
The next ten minutes was one of the most intense make out sessions I've ever had. It had been so long since I fully let myself go to lust and it felt so good. She was such a passionate kisser, and soon our hands were grasping at each other as our tongues intertwined. Her breasts felt amazing over her tank top and I quickly discovered that her nipples were pierced. She was teasing me over my shorts, grabbing at my hair and neck, and soon I had her top pulled down and was kissing down her neck towards her chest.
As I took her nipples into my mouth and sucked on them, she frantically unbuttoned and unzipped her jeans. Noticing this, I slid one of my hands down from her chest, across her stomach, and beneath the denim fabric. I teased her over her panties, finding them incredibly damp and warm, her moans growing louder as the windows of the car became more and more fogged.
Soon I was fingering her and sucking on her nipples while she rubbed her clit, telling me how good it felt and how turned on she was. I alternated between sucking and biting on her nipples and kissing her neck, and after a few minutes of steady fingering and kissing she started moaning how she was close to cumming. Her moans were so fucking sexy and the smell of sex in the car was almost intoxicating. After another 30 seconds or so her pussy clamped down on my fingers as she moaned through an orgasm, her breathing getting quick and heavy as her breasts pressed into my lips.
Almost like clockwork once her orgasm subsided her phone dinged, her friend letting her know that they had just landed. She texted her back as I kissed her neck and continued to touch her, telling her that if she had to go get her friend it was okay. She said she would be fine to wait a few minutes and she would have to get a bag anyway, so we quickly resumed making out as she started stroking me over my pants. I was incredibly hard which she seemed to like, and asked if she could suck my dick quickly.
I nodded as she kissed my neck, undoing my belt and sliding them down. She quickly bent down across the seat, arching her butt up in the air giving me a chance to reach over and squeeze and feel. She was kissing and biting the outline of my cock through my boxers, but quickly pulled them down and took my full length in her mouth in one smooth motion. Her mouth felt so fucking good and she was the first person to ever deep throat me.
I was quickly lost in pleasure as she bobbed up and down - she was so fucking good at giving head. After a minute or so though her phone dinged again. She continued going, but a minute later another text came in. I told her she should check it, and it was from her friend saying she already had her bag and was walking towards the airport exit.
I typically take a long time to cum from just oral, so I told her she shouldn't make her friend wait any longer. As much as I wanted her to keep going, I figured we'd have another chance to meet and was content with having gotten her off ... I only wish I got to taste her as well. After we straightened up and kissed a few more times, I walked her back to her car. With a couple more deep kisses she departed, and I returned home and immediately got off to the memory of her when she was cumming on my fingers.
We talked a few more times and tried to coordinate another meet up, but unfortunately my girlfriend came back from her trip early so it didn't work out. A few days later I found her account deleted, so it'll unfortunately just have to be a one time thing.
Ever since though after a little initial period of guilt I've been insatiably horny. My girlfriend and I have been having okay sex, but I've been non stop fantasizing about cheating again and going all the way next time. All my fantasies lately have revolved around finding another girl on the side that I can pamper and spoil. I've been way more flirty and outgoing than normal recently and have been getting a ton of that energy back as well. Who knows what will happen next ...
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